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This is a community of found blogs, websites, and authors for Chastity Stories.

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This is community of found blogs, websites, and authors for Chastity Stories.


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Related SubReddits

r/ChastityTraining

r/FemaleChastity

r/KeyHolderCaptions

r/RuinedOrgasms

r/TeaseAndDenial

r/Chastity

r/BDSMStories

r/Gonewildstories

r/StupidSlutClub

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4

Latina Police Officers Part 2 of 4

If you want to read this story for free with pictures included for increased immersion in the story, you can here: https://www.patreon.com/posts/latina-police-2-114971794

Ross could hardly believe it—he was living his dream. Here he was, sitting in the back seat of a police car with two stunning Latina officers in the front, each one fully aware of the chastity belt he wore. They held the keys, teasing him with every glance in the mirror, clearly enjoying his anticipation. Ross’s heart raced; he was ready to surrender completely, eager to see just how far these goddesses would take his ultimate fantasy.

They pulled up to what looked like an abandoned police station, the windows dark and the parking lot empty. Stepping out of the car, they moved around to Ross’ door, opening it with a knowing smile. With his hands still cuffed behind his back, they guided him through the back entrance of the building, their footsteps echoing in the quiet, deserted space.

Ross’s heart pounded as he felt the tight press of the chastity belt, his arousal straining painfully within its confines. This was the hottest, most surreal experience of his life, and he could barely contain his anticipation as they led him into a dimly lit interrogation room. One of the officers leaned close, her lips curving into a sly smile.

“We’re going to need to remove these clothes,” she murmured, brushing her fingers teasingly against his shoulder, “just to make sure you’re not hiding anything else… naughty.”

Ross’s breath hitched as they began to slowly, almost ceremonially, peel his clothing away. One officer leaned down, her breath warm against his ear. “You’re a very, very bad boy, aren’t you, Ross?” she whispered, her voice smooth and playful. Her scent—a mix of sweet perfume and the unmistakable smell of latex—made his head spin.

As they continued to undress him with deliberate slowness, they exchanged smirks, fully aware of the effect they were having on him. Ross could barely hold himself together, a rush of wild thoughts filling his mind as he glanced between them, wondering how he could ever be so lucky.

In the brightly lit interrogation room, Ross sat fully naked in just the chastity cage. The clink of his handcuffs against the table reminded him of his restrained position, and he felt his face heat up with a mixture of excitement and embarrassment. Every sensory detail seemed heightened: the hum of the fluorescent lights, the faint scent of latex and leather from the officers’ uniforms, and, most of all, the sight of the two officers towering over him with a poised, knowing authority.

Officers Martinez and Sanchez were more than intimidating in their presence—they commanded the room with a playful yet sharp intensity that left Ross both uneasy and exhilarated. Both wore fitted, gleaming uniforms that emphasized their figures, the glossy black material hugging every curve. Martinez, with her dark hair behind her ears eyed him with a calm, steady look that held just the slightest hint of amusement. Officer Sanchez, with her short, sleek bob and glinting eyes, had a smile tugging at the corners of her mouth, as though she was just waiting for him to make his next move.

As he sat, trying to steady his breathing, Ross’ attention was drawn to a small silver key in Martinez’s hand. She held it up just within his line of sight, her gloved fingers dangling it in the air, making sure he could see it but never quite close enough to reach it. The sight of that key made his heart race even faster. His chest felt tight with anticipation and embarrassment, knowing exactly what that key represented—freedom he wasn’t granted yet, a reminder of the power that both women held over him in that moment.

“Well, Ross,” Martinez began, her voice smooth and teasing as she let the key dangle just inches above the table, “this key here? It could mean your release. But that’s only if you’re honest with us. I mean, after all…” She leaned in, a glint in her eye, “…you ended up here because you wanted someone else to have all the control, isn’t that right?”

Ross’s face flushed deeper, the weight of her words stirring a thrilling sense of vulnerability in him. “I… I guess so,” he stammered, trying to keep his voice steady, though he could feel it tremble. The shame of admitting it out loud was intense, but he couldn’t deny the underlying excitement at the situation. “It’s… hard to explain.”

“Is it?” Officer Sanchez’s voice was light, amused as she leaned against the table, her eyes sparkling with amusement. She gave him a once-over, an eyebrow arched, and folded her arms in front of her, latex gloves creaking softly with the movement. “Something tells me that being tied up like this, locked away, is exactly what you had in mind. You enjoy being this… vulnerable, don’t you?”

He tried to avoid her gaze, feeling his cheeks burn even hotter. The thrill and excitement were almost overwhelming. “Yes,” he murmured, barely able to speak, “it’s… something I’ve thought about.”

Ross went bright red in the face as he felt precum leaking out of the chastity cage as he admitted his secrets to these beautiful confident goddesses in front of him.

“Interesting,” Officer Martinez murmured, twirling the key between her fingers as she watched him closely. “So it’s not just about the chastity, is it? It’s about someone else holding the control, keeping you right where they want you, unable to do a thing about it.” She tilted her head, smirking. “That must feel… intense.”

His breath hitched as her words sank in, her sharp gaze and knowing tone making his heart race even more. “Yes,” he managed, swallowing hard, “it’s about… giving everything up. Not having any control.”

Officer Sanchez’s smirk widened as she took a slow, deliberate step closer, her gloved fingers resting on the edge of the table. “So, in other words,” she said, letting each word sink in, “you like the idea of someone else deciding when or if you’re ever let out. Even if that means being left wanting.” Her eyes glinted as she added, “That idea gets to you, doesn’t it?”

Ross felt a surge of excitement and embarrassment at her words. “Yes,” he admitted, the confession escaping his lips almost involuntarily. “It’s… it’s about knowing I can’t… do anything about it. The restriction… it makes everything feel more intense.”

“Ah, but it’s more than that, isn’t it?” Martinez interjected, a playful tone creeping into her voice. “You’re not just enjoying the physical restraint. There’s a mental game going on too, isn’t there? The anticipation, the humiliation—knowing that we hold the key.” She leaned closer, letting her breath tickle his ear. “Tell us more about those fantasies of yours. What else do you dream about while you’re… locked away?”

The heat rose to his cheeks again, a mix of embarrassment and thrill rushing through him. “I suppose… I fantasise about being completely at someone’s mercy,” he admitted, his voice barely above a whisper. “About being told what to do, how to please them… It’s like… a way to escape.”

“Escape? That’s an interesting word choice,” Sanchez chimed in, tilting her head slightly as if considering his answer. “Are you escaping reality or something else? Maybe the mundane life that doesn’t let you explore… those darker corners of desire?” She stepped back slightly, placing her hands on her hips, her latex uniform glimmering as she moved. “Let’s be honest, Ross. Do you want to be our little plaything? To be teased and toyed with while we hold the key to your release?”

His heart raced, and he felt the tightness of the chastity device against him, the reminder of his submission making his thoughts scatter. “Yes,” he finally admitted, his voice shaky. “I want to be teased, to be used. I crave that kind of… attention.”

Martinez grinned, her eyes glimmering with amusement as she leaned back slightly, clearly pleased with his confession. “And how does that make you feel? Knowing that we could keep you in this state for as long as we wanted?”

“Terrifying… and exhilarating,” he replied, feeling a shiver of excitement course through him. “I can’t believe I’m saying this, but I love the idea of being completely at the mercy of dominatrixes.”

Sanchez chuckled her laughter a low, sultry sound. “Oh, we knew you would say that,” she said, leaning in again, her voice dropping to a conspiratorial whisper. “And you know what? We’re just getting started, Ross. Let’s see how much more you can give us. What else are you hiding? Any other little kinks you want to share?”

The weight of her question hung in the air, and Ross felt the flush of embarrassment washing over him. “I’ve thought about… you know, things like cuckolding, femdom, ass worship… and BDSM,” he finally managed, his voice barely above a whisper. “The idea of someone else being in control of my pleasure, my pain—it's all so enticing.”

Martinez’s eyes widened in delight, clearly intrigued. “BDSM? Now that’s a juicy detail,” she teased, a playful smirk gracing her lips. “So, you’re into pain as well? What if we decided to mix a little pleasure with that pain? How would you handle it?”

“I—” Ross stammered, feeling a rush of adrenaline at the thought. “I think I would love it. The mix of sensations, the thrill of not knowing what to expect… It’s intoxicating.”

Sanchez leaned in closer, her voice low and sultry. “You know, Ross, we could take this much further if you just let go completely. Picture it: you, fully restrained, at our mercy, while we explore every fantasy you’ve ever had. Doesn’t that sound enticing?”

He nodded eagerly, his heart racing as the images flooded his mind. “Yes, it does. It sounds… amazing.”

“Then let’s make it a deal,” Martinez said, her eyes sparkling with mischief as she pulled the key back out, waving it slightly in front of him. “Keep confessing, and maybe we’ll consider what happens next. We have all the time in the world, after all. The more you tell us, the more interesting this will get.”

Ross felt a mix of embarrassment and thrill, knowing that he was laying his desires bare before them. The room felt charged with anticipation, the air thick with unspoken promises, and he couldn’t help but lean into the sensation, eager to explore where this wild ride would take him next. 

For the next few hours, the Latina officers took their time teasing him mercilessly. They fondled his balls and played with his nipples, all while rubbing their latex-covered breasts against his face. Each touch sent electric shocks through him, heightening his arousal.

As they continued their playful torment, they coaxed him into admitting every fantasy he’d ever had—from pegging and bondage to body worship and double dommes. With each confession, they exchanged knowing glances, delighting in the way his desires spilled out under their skilled hands. Ross felt completely exposed, but the thrill of sharing his deepest fantasies made him crave more.

The atmosphere in the interrogation room shifted as Officers Martinez and Sanchez exchanged glances, a new air of authority enveloping them. The teasing banter that had filled the air moments ago was replaced with a firm resolve.

“Alright, Ross,” Martinez said, her tone shifting to one of professionalism, though her smirk lingered. “It seems we’ve gathered enough information from you. It’s time to transport you to your new… secure accommodations.”

His heart raced at the word "transport." “Accommodations?” he repeated, a hint of confusion colouring his voice.

Officer Sanchez stepped forward, her expression unreadable but her eyes still glimmering with mischief. “You didn’t think we’d just let you go free after all that, did you? No, we’ve got a special place for you to… serve your time and fantasies.” She reached for a set of bright orange prison jumpsuits that had been neatly folded on a nearby shelf. “This should fit you nicely.”

Ross felt a mix of anxiety and excitement at the thought of being dressed in the prison garb. “Wait, what do you mean a special place?” he asked, his voice wavering.

“Just a little facility we have on the outskirts of town,” Martinez explained, a playful lilt in her voice. “Think of it as a… private holding area. Very exclusive, very secure for naughty boys like you.”

With that, they moved toward him, and he felt a rush of anticipation as they began to dress him in the jumpsuit. The fabric felt foreign against his skin, and he couldn’t help but feel a thrill at the notion of being completely at their mercy. The orange fabric contrasted starkly with the chastity device still firmly in place, a constant reminder of his submission.

“Now let’s get those shackles on you,” Sanchez said with a grin, retrieving a set of metal cuffs and chains. Ross felt a shiver of excitement as the cold metal encircled his ankles and wrists, the sound of the chains clinking echoing in the small room. They locked into place with a satisfying click, leaving him bound and vulnerable.

“Perfect,” Martinez said, stepping back to admire their handiwork. “You look just like a model prisoner.”

“Ready for your ride?” Officer Sanchez asked, teasingly. She leaned in closer, whispering just above his ear, “You might find that things are a little different at our little facility. There are rules, and we expect you to follow them.”

He nodded, feeling the rush of adrenaline mixing with the embarrassment of his situation. “I understand,” he replied, though he felt a twinge of uncertainty about what awaited him.

With a swift motion, the officers led him out of the interrogation room and into the bright hallway. The fluorescent lights buzzed above them, illuminating the path ahead. As they walked, he couldn’t help but feel the weight of their gazes, the thrill of being watched adding to his excitement.

Once they reached the parking lot, a dark van sat idling, the engine purring quietly as if it were alive. Sanchez opened the side door, gesturing for him to step inside. “Get in,” she commanded, her tone firm but playful.

He climbed into the back of the van, the cold metal floor sending a shiver up his spine as he settled onto the seat. The officers followed him inside, securing the door with a loud thud.

As they pulled away from the station, the cityscape transitioned to the outskirts, the urban hustle fading into quiet fields and rolling hills. He could feel his heart pounding in rhythm with the van’s engine, anticipation building for whatever lay ahead.

“Just a little further,” Martinez said, glancing back at him with a smirk. “You’re going to love it there. We’ve got all sorts of… activities planned for you.”

“Activities?” he echoed, his curiosity piqued.

“Let’s just say it’s a place where you can really explore those fantasies of yours,” Sanchez replied, her voice dripping with intrigue. “We have everything you could ever want—rooms for all kinds of play, and, of course, plenty of opportunities for you to submit.”

He swallowed hard, the thought both thrilling and terrifying. “I… I can’t wait,” he said, the words escaping before he could filter them as his cock and balls throbbed within the confines of the chastity belt.

The van turned down a narrow dirt road, the surroundings becoming increasingly secluded. After a few minutes, they arrived at a small, unassuming building hidden among trees, surrounded by a high fence.

“Welcome to your new home,” Martinez announced, her voice carrying a playful tone. “We’ll get you settled in, and then the fun really begins.”

As they stepped out of the van, Ross felt a mix of nerves and excitement. The officers guided him inside, where the atmosphere was different—charged with a sense of playfulness and anticipation.

“Let’s get you set up,” Sanchez said, a teasing smile on her lips. “This is just the beginning, Ross. Get ready for an experience you won’t forget.”

With that, they led him deeper into the building, the possibilities ahead swirling in his mind as he prepared for whatever awaited him in this new and thrilling chapter of his life.

0 Comments
2024/10/31
14:23 UTC

6

A simple dare (part 8)

All characters 18+, consenting and enjoying themselves, this is all part of a scene/play setting. Please be warned this part may not be suitable for all audiences.

—-

Jackie had left to read her magazine in peace once Simon had began screaming belligerently like the town fool. She had up and left him, sealing the heavy soundproof door behind him, locking the numerous locks behind her.

Simon, still terrified, his screams now dying down as the darkness enveloped him. Similar to last time, he didn’t know how long Jackie had been gone for, no clocks or identifiable way to pass the time existed in the blackness.

All that he could feel was the immense throbbing of his sore and ruined anus, the peeled ginger root burning away the interior of his asshole. At the very same time his cock twitched painfully, the thick and long sounding rod, shoved way too deep. His hands were bound as were his feet. Often he would yell and scream to see if he could obtain any reply or illicit a reaction from Benny.

Unsurprisingly, Benny stayed silent, just breathing methodically, his neck craned down, his lean sinewy body unseen in the blackness, only his pained gasps for air were heard.

Oddly, the sputtering of Benny’s likely collapsed lung was comforting to Simon, at least he wasn’t all alone, at least someone knew he was here and would be with him in the event that Jackie never returned.

The possibility of being left to waste away, to play out the remainder of his time on earth shackled and tormented felt like it could happen on a whim, Jackie needing only the slightest infraction to leave Simon for dead.

It frightened him to his core and exhilarated his heart like no other. How he loved and cherished the power Jackie had over him. He was nothing; a nobody. He could scream and cry, flail, kick and scream but no one, not a soul save for Benny would hear him out here.

Thus he had to believe and rely solely on his Goddess being good natured and in a pleasant mood; the power exchange unrivalled, the perfect dom and sub.

Perhaps, Simon thought, the book from earlier was merely a scare tactic, just meant to rile him up. To his Goddesses credit, it worked, the idea of being circumcised as an adult was beyond terrifying, even more so when he considered it would likely happen in the very chair he was sat in, using the rusty old tools adorning the surgeon table he couldn’t see.

As the seconds turned to minutes and the minute to hours, the pain still constant & sharp, the familiar sounds of the locks unclasping could be faintly heard, the door slowly swinging open to reveal Jackie silhouetted by the evening sun.

Still wearing her tight blue jeans and sweaty white shirt she stepped into the room, her cowgirl boots stained with newly applied blotches of blood. With a radiant smile she walked over to Simon, pushing the sounding rod down hard with glee, sending the near catatonic Simon into a frenzy.

“Wakey wakey.” She smiled, pulling the rod out fast, a thin stream of blood following shortly after, the metal sticky with unholy inner juices of Simon’s body.

She began ripping the duct tape from between his ass cheeks, reapplying them to his hairy legs, only to rip them off seconds later, pulling swathes of hair with it. Finally she removed the last piece, wasting no time she pulled the warm peeled ginger root from Simon’s ass and taunted him with it. Quickly she grabbed his face with one hand and pried open his jaw with it.

Like feeding a dog a pill they despised she pushed the shit covered, smelly ginger root into his mouth, holding his jaw closed now with both hands she locked eyes with Simon, the ginger causing his eyes to well up.

“Swallow it.” She ordered.

Sobbing in her arms, he chewed the root, his asshole flavour and fecal matter sloshing together with the awful ginger with each bite. He chewed and chewed, before it was a rich mucus-like paste in his mouth. She tiled his head back to allow it to drip down his pitiful throat.

Moments later she pulled his mouth open to check he had swallowed it all. Like an oral examination she left no stone unturned, checking all around his mouth for parts un-swallowed.

Smiling at him, she combed an unexpectedly soft and careful hand through his sweaty mop of hair. Slowly she unclasped him, helping him out of the chair, his legs paralysed by fear and also severe cramps from being propped up in an awful position.

His bruised and worthless dick hung limply, his deep purple balls did the same, creating a backdrop almost for his ruined penis, the dickhole big enough to fit a whole finger down it.

Slowly she helped him to the doorway, making stops along the way as she felt were necessary to allow Simon to catch his breath. As the pair left the torture box or whatever Jackie had affectionately named it, the cool evening breeze swept over Simon like a much needed hug, the sense of freedom overwhelming.

Definitively out of the room, he looked back to see Benny still in the cage, unmoving save for his chest raising up and down, indicating breathing. Looking now back at Jackie he saw her smile at him, that innocent smile she had given him when she gave him his first post-Ballbusting orgasm. How wonderful she seemed back then, if only he knew. With a smile and a stroke of his cheek she asked softly;

“Would you like some dinner?”


Jackie didn’t say much as she helped Simon up the hill and up to her house. Although it was a rather large house, it looked fairly dilapidated, almost to the point of foreclosure; a knockdown imminent.

The front decking’s guardrail was missing majority of itself, the paneling outside peeling, the windows either partially or fully broken. Walking to the door, with Simon in tow, Jackie pushed open the creaky front door, the evening breeze following them in.

“Lovely decor you have here.” Simon said utterly shocked.

“I grew tired of all the latest trends you know? I decided I wanted to have my furniture feel like me, feel personable.” Jackie said earnestly, clapping to turn on one of her lamps.

“Uh huh.” Simon said surveying the room in utter confusion but also intense worry.

“What you don’t like it?” Jackie said sitting down on her favourite chair.

“No, I like it. I just wonder if you got their suits at the same store.” Simon replied as he panned around the room one last time seeing no real furniture at all; all the inanimate objects in the house had been replaced by unnamed sex slaves in the same skin-tight gimp suit as Benny.

Some slaves knelt on all fours acting like footstools while some stood vertical with their hands upright, like tall ominous lamps. Some laid on the floor like sprawling carpets reminiscent of the skins of animals a prized hunter would own.

Jackie stood up from her “chair” and gestured to Simon to take a seat. He complied, trying his best not to place too much weight on the silent slave he found himself atop of.

Jackie’s chair by comparison was much more intricate; it was three slaves holding up a fully horizontal slave who had a hole cut where his mouth was, another slave standing behind these three, acting like a backstop.

Jackie stood above the chair and unbuttoned her jeans, shimming them off to reveal a set of black crotchless panties, outfitted with crimson flowers. Simon watched as she sat down a top the slave’s face, restricting their airway, the desperate sounds of licking a sipping wet Pussy partly distracted Simon.

It took everything in his power not to glance down at the chair, to see how this fortunate soul was graced with the perfect job of pleasuring Goddess.

Jackie adjusted in the seat, giving the chair a better angle and allowing for quick breaths, staving off passing out. She looked over at Simon with a curiousness, tilting her head slightly, her blonde ponytail falling to one side. Breaking the deathly quiet silence she said;

“You know I wasn’t going to circumcise you, it was just a little test, to see how you’d react.”

“I’m glad to hear that, I don’t think I could take that.” Simon said earnestly, sighing s breath of relief.

“I bet you could.” Jackie informed him.

“You think so highly of me.” Simon said blushing awkwardly.

“Oh” she said, snapping her fingers together as if she had forgotten a eureka level item. “I forgot to serve you dinner, where are my manners.”

With a whistle two sex slaves in the familiar gimp uniform came out, their eyes the only thing uncovered, that and their number. The pair placed a silver platter in front of Simon the back of a “table”. Lifting the lid they revealed a large, square cut piece of shit.

Simon fought back a dry heave as the smell wafted into the room. Trying his best to block his smell receptors he leaned into the bowel, a spoon already sticking out of the brown and black mess.

Gagging her again he dug the spoon in, lifting it to his mouth, Jackie watching his humiliation all the while. Before it could enter his mouth, Simon dropped the spoon and choked back a mouthful of vomit.

“I can’t eat this.” Simon said pushing the plate toward Jackie on the back of the slave.

“You’re going to disrespect me in my home and not eat my food, food I prepared just for you.” Jackie replied, visibly annoyed.

“I’m sorry I’ll make it up to you.” Simon pleaded to his Goddess.

“You’re damn Fucking right you will!” Jackie said barking, near screaming before settling herself.

Allowing the tense moment to breathe Simon asked finally; “are all your slaves men?”

“No, I have many slaves, men, women, gender fluid. They were different once but the suits make them all equal in my eyes. Only their number allows me to tell them apart.” Jackie said, a tone so casual you’d think she was describing the weather.

“Oh it’s an identifier, like a serial number!” Simon said proudly, figuring out the mystery of the numbers.

Jackie giggled at the notion, shaking her head as the laughter passed; “No, well not identifiers in the conventional sense. It lets me know who I’ve played with the most, closer to number 1, the more played with you are. Oh how I played with them. It’s a miracle some are still alive, even a bigger miracle is how long some…lasted.”

“Interesting.” Simon posited

“It is isn’t it?” Jackie replied happily. “So would you like to sign up? For an offical ranking of course.” Jackie continued.

“Yes Goddess.” Simon confirmed.

“Well, that’s wonderful.” She said standing out of the chair now and picking Simon from his, his tattered and torn clothes barely covering his naked, shameful body.

“To ensure im giving you fair treatment—“ Jackie continued, taking a pair of handcuffs from her back jean pocket she locked them onto Simon’s arms, raising them high and attaching him to a low hanging ceiling hook.

“I need to punish you for not eating dinner. But that’ll come later.” She said, walking around the room before stopping at an oddly clean light switch.

As if it didn’t belong Jackie flicked the light, which launches the sound of a hidden winch, which begins to lift Simon high off the ground, his limbs stretched considerably.

“Now Simon, do you know the concept of being jumped in?” Jackie asked inquisitively, biting her lip slightly.

Simon shook his head in confusion

“Well you’re about to.” Jackie said, whisking loudly through her fingers. Suddenly her makeshift chair all stood up, the lamps placing down their held lightbulbs and encircled Simon. Almost immediately they began throwing punches into him, striking wherever they could hit.

Like a furious gang, they descended upon him, scratching, clawing, punching and kicking him at every available point. Jabs to the head, kicks to the balls, punches to the spleen, poking off the eyes.The torrent of the beat down was intense and constant, so much so, Simon had very little time to scream or call out for help.

One slave would punch his jaw one way only for the second slave to punch it right back. A third worked his body, smacking him hard in the kidney’s incorporating well placed liver shots as well. Jackie whistled again, and as if controlled by her very voice, they immediately stopped the pummelling and returned to their stations, no words or sounds uttered outside of their heavy breathing.

Jackie stood up and assessed the battered Simon, visible pleasure on her face, her cunt pulsating, her pussy practically dripping all over the floor.

Bruises were quickly forming and began to cover his face and body. His balls had swelled up yet again from a torrent of quick hits, his lips spit, nose possibly broken, a faucet of blood running down his face. Groggily he barely held onto consciousness, his legs going limp, only the handcuffs holding him upright.

Snapping her finger in front of Simon she called “S, S! Stay with me S.”

Simon did his best to focus on the clicking finger, Jackie’s voice ringing in and out as his hearing tried to re-find an equilibrium. He panted hard as he felt her hand find its way to his dick, she stroked him ever so gently, her touch enough to send him bolt upright in a matter of seconds.

“You’re a good boy for taking the initiation. But we’ve still got your punishment to discuss.” She said stroking him all the while, the first bit of genuine pleasure in a matter of days, Simon would’ve said and did anything to keep it going the blood from his nose cascading down his thin body, covering her jerking hand.

Blubbering and just casually nodding Jackie laughed at him, as she gripped him tighter, her strokes focusing more on the head and speeding up to an exhilarating speed.

Before long she stopped, but only briefly to spit a thick wad of saliva into her hand, returning she continued to jerk him off, his bruised and battered manhood yearning for a normal, vanilla release.

Grunting, his long veiny dick grew firmer in her hand. His dick was so much more sensitive these days and his tolerance/ability to stave off cumming was an afterthought.

His time in chastity had made him drippy at even the slightest tough, his intense CBT experience made the most basic of pleasures feel like heaven in comparison to the otherworldly pain he had experienced recently.

He felt the pressure of an organ build deep in his bruised balls, fortunately it appeared they were still functioning even in their sore, swollen and bruised state. As the feeling of bountiful pleasure rushed up his cock she sped up, stroking the load out of him.

Due to his widened urethra, his load just plopped out and onto the wooden floor beneath, yet the feeling was unlike any other. It was better than his first time cumming, better than his first time having sex, it trumped them all with ease. She kept stroking. The pleasure kept on coming.

Until it didn’t.

She kept going, now, his dick was overstimulated, the feeling of intense and transcendent pleasure now a guttural feeling of nerve endings on fire begging for reprieve. Simon cried out and jerked around wildly but couldn’t escape her deathlike grip. Oh how his dream of an orgasm had become a living nightmare.

“Do you like that? Do you? Is it sensitive? Do you want me to stop?” She teased, her words so breathy and hot, as if she was cumming herself.

“YES YESS.” Simon cried back, whimpering like a blubbering fool.

“You made your bed when you disobeyed me S. now you have to lie in it. I’ll stop when I want to stop. And you’ll love every second of it.” She said smiling, taking her free hand to rub herself as he cried.

Simon felt as though his dick would literally fall off, his nerves crying out to him to stop, to cease immediately. His brain wanted out, cutting it off felt like a better solution than dealing with the post-orgasm-torture for even one second longer.

“Cut it off! Cut it off!” He began to cry and beg toward Jackie, who just smiled coyly at him.

“But if I cut it off, how will you enjoy this?” She said speeding up to quadruple speed, the sensation, causing Simon to vomit slightly, puking the contents of his stomach up onto his chest, the sticky residue sliding down him slowly.

With the exit of his stomach, Jackie stopped and laughed, she slapped Simon across the face for good measure his body covered in his own blood and vomit, he spun slightly hanging from the winch like a rotisserie chicken; he had been defiled.

“Well at least you’d have room in your stomach now for the meal I offered you.” She giggled.

Simon said nothing, he just hung there silently, draped in his own vomit and sobbed. Jackie left the room momentarily, her macabre furniture stood firm, unmoving even when she wasn’t around. Simon tried to look up but his energy was zapped.

Hearing Jackie’s boots against the floor he opened his teary eyes. Looking down toward his puffy and overstimulated dick he saw Jackie’s hand, held within it, a switchblade.

She flicked it out, grabbing his foreskin with one hand she slowly and carefully inserted the knife, placing it between his dickhead and foreskin. Simon panted heavily, his tears returning in a torrent. This was it.

“Remember when I said I wouldn’t circumcise you?” Jackie asked, applying the faintest bit of pressure.

“Yes Goddess.” Simon grumbled, barely conscious.

With a maniacal cackle she roared laughing as she applied a bit more pressure, simply saying;

“I lied.”


Thanks for reading! As it’s Halloween I thought I’d make this one a bit more spooky/intense. If you have any suggestions or critiques I’d love to hear them. I don’t usually write such intense scenes so your feedback is more than welcome.

0 Comments
2024/10/31
13:04 UTC

3

Locktober Day 28: Morning Bliss and Sweet Promises

0 Comments
2024/10/31
12:16 UTC

9

Chastity Juice Part 17 - The Rave

An intricate story about a 23 year old guy far from home at a new job, his "unfortunate" chastity, and the women who help him. Part 1 is available here.

Part 17 - The Rave

Carrie approached out of the darkness and I got a better view of her. She looked amazing in a silver mini skirt, a loose-fitting, silver crop top with spaghetti straps, thigh-high silver socks, and silver Doc Martens. As she approached I noticed the brightly colored, candy choker around her neck and candy bracelets around her wrists. Her make up was wild and with pink lines coming off her dark eyes and a neon pink line around her painted lips. She carried a shopping bag and handed it to me as she walked up to me. I took the bag and she kissed me gently on the mouth.

“You look so a-a-amazing,” I stuttered, realizing how stunning she is.

“Thanks, whatcha looking at?” she asked as she pushed me aside and took a look for herself.

“Shhhh,” I shushed her and continued in a whisper. “I came by to talk and heard noises--”

“Oh, it’s Bethany and Samuel,” she said matter of factly. “I’d know that cock anywhere.”

“You know him?”

“His dick is too big for me. Like he completely stretched me out for a few days.” she said quietly, her eyes transfixed on the scene. “But he hung out with us at your room last week.”

“When was this?”

“Ah, nevermind, I think you slept through it all.”

I watched from over her head but she had the better view. Sam flipped her over again and was filling her with a slow, steady rhythm that made her moan deeply with each thrust. I watched in complete fascination until the bag I forgot I was holding fell out of my hand and hit the ground with the sound of crumpled paper snapping me from my daze. I bent down and picked up the bag, peeking inside and seeing clothing items.

“What’s this in the bag?” I asked in a whisper.

“Rave clothes for you from my boyfriend,” she whispered, not turning away from Samuel’s cock. “I figured you had none.”

“Thanks, I don’t,” my eyes once again on the slow fucking going on inside the room.

“Fuck that’s hot,” she said mesmerized as she moved a bit into me.

She reached behind her and grabbed my hands. She pulled them around her and slid them up under her shirt. Her nipples were thick and hard on her flat chest. I teased them gently as we continue to watch Samuel flip her over again, stand by the bed, and hold her legs up by the ankles and continue filling her. Bethany’s moans got louder and now Carrie let a small moan slip too. My cock ached as it pushed against her back. We were so stuck in our horny trance that we were oblivious when Shannon showed up.

“Hey,” she said quietly but with authority.

Carrie and I jumped in surprise as we turned to face Shannon. Carrie moved a bit to hide behind me.

“What’s going on here?” she asked.

“I came to talk to—” I started to say.

“No,” she whispered angrily. “You need to stay away from her.”

“Yes ma’am,” Carrie said, eyes to the ground.

“No, not you, him.”

“Okay, but why?” I asked.

“It’s bad for the project at this time,” she said.

“Okay,” I said quietly.

“Now I want to be very, very clear on this point,” she said. “You are under no circumstances to approach Bethany or her room again. If you walk into a room and she is there you are to turn around and walk back out. Is that clear?”

“Yes.”

“Good, now come in my room for a moment,” she said to me.

“Me too?” Carrie asked.

“Fine.”

In Shannon’s room she locked the door and led us to the kitchenette. The place had a strange, contrasting musky scent like vanilla, candy cherries, and sweaty gym locker. I felt queasy from it. My heart began to race again. I could feel cold sweat under my arm pits and on my back. My knees weakened with each step. As we entered the kitchen area we saw a small, medical vial on the counter along with a syringe.

“I think I’ve localized the problem with your neural dysfunction,” Shannon said in her kind, scientist voice. “These injections over the next two weeks should be the permanent fix you need.”

“What about the juice stuff?”

“Yes, keep taking your chastity juice,” she said with a laugh.

“My what?!”

“Relax, it’s a joke your sister made,” she said giggling.

I rolled my eyes in annoyance which made Shannon giggle more. Carrie just stared, unsure what was going on.

“Just keep taking the teaspoon of powder mixed in juice for the synergistic effect. It’s still part of your treatment.”

Shannon took me by the hand and brought me over to the counter. She had me undo my belt and drop my pants. She bent me over the counter and pulled my boxers to my knees. My cock sprung to attention. I waited as she prepared the syringe. As I stood there, ass exposed, I realized how insanely turned on I felt. My cock bobbed involuntarily as Shannon grazed me while moving around preparing the shot. Then without warning she jammed the needle into my left ass cheek and unloaded. It stung badly and I could feel my cheek swell in pain. Then just as quickly, it was over.

“Okay, get dressed,” she said.

I pulled up my boxers and pants carefully over my tender ass cheek.

“So where are you two off to tonight?” Shannon asked.

“A rave,” Carrie quickly confessed.

“It’s probably not a good idea,” she said. “The injection can have some strange side effects at first so maybe you just do something quieter like a movie.”

“Yes, ma’am,” Carrie answered.

But I wasn’t okay with that. I was actually looking forward to getting out and being around Stacy and Christine again.

“Come on, Shannon,” I pleaded. “I just grinded away for two weeks and I really need to let off some steam.”

Shannon stood quietly for a moment, considering.

“Fine,” she relented. “Go have fun but it’s really important you don’t touch alcohol or drugs or else you can find yourself having a nasty reaction to the new medicine.”

“Yes, ma’am,” Carrie said with all seriousness. “He won’t touch anything stronger than water.”

“Good. I’m holding you BOTH responsible to behave correctly.”

“Yes, we will be responsible,” I told Shannon sincerely. “I won’t let you down.”

“Just don’t.”

We left with a wave and as we unlocked the door and walked into the hot, night air.

Back in my room I showered, drank my teaspoon of powder in the juice, and dressed while Carrie texted on her phone. At some point she realized I was already showered and looking through the bag of clothes she brought. I held up a pair of black, silky panties. She stared at me, her face showing mild amusement.

“No way,” I said.

“You’ll look so amazing!” she said, getting up and crossing the room to me.

“It’s not me,” I said.

“It’s a rave, like cosplay,” she said. “It’s not supposed to be you. When have you ever seen me in all silver and two little buns on my head? Never. This isn’t me either. It’s fantasy.”

“Wearing these panties is not my fantasy though.”

“You’ll look so cute in them!”

“Not happening.”

“Just try them on then so I can see and then you can wear your own thing.”

I rolled my eyes and slipped the panties on, My half engorged dick flopped outside of them.

“They don’t fit.”

“They do.”

“My dick needs to be contained by them.”

“No, that’s the good part.”

“No.”

I slid off the panties and rummaged around for a pair of underwear in the drawer until a pair of small, silver boyshorts dropped down in front of me.

“What’s this?”

“They’re mine. It’s what I was wearing. Wear those.”

“No.”

“Please please please! I want you in panties!”

“No.”

“You’ve done it before!”

“That was different and I regretted it.”

“You know what, never mind. Just put on those black panties and get dressed.”

“Stop, I don’t want to.”

“If you wear them then I’ll go without panties.”

That got my attention.

“So I wear these, under my clothes, and you wear nothing?”

“Exactly.”

“Show me.”

She leaned back on the bed and spread her legs wide apart showing her smooth, pink, pussy, her hole gaped wide and leaking white frothy lube. My cock hardened to the point I thought the head would explode off. I took a step towards her but she snapped her legs shut.

“Wear the panties and you can have some.”

“I really can’t wear the panties.”

She widened her legs and brought her hand to her pussy, rubbing circles on her clit while moaning, “That feels so good.”

My cock jerks in my pants. She looks so fuckable. I feel the hunger in my balls gnawing away and a stabbing in my gut.

“Fine, I’ll wear your boyshorts.”

“Come here and lick me.”

I stepped towards her and fell to my knees. My face hovered over her pussy and I inhaled her tangy scent. I brought my tongue to her clit and danced across it, drinking in her unique taste.

“You’re mouth is so good.”

I sucked in her tiny clit and tickled it with my tongue. She groaned. Then suddenly she pushed my head back.

“That’s enough,” she said sternly. “Put on the panties.”

“I really--”

“Put. Them. On.”

I could smell her sweet pussy intensely in front of my face. Her hand made its way back to her clit and she teased it. My dick throbbed. My nipples ached to be touched. It was hard to focus.

“Please, it’s embarrassing--”

She cut me off by squeezing my head between her thighs, trapping my face and looking me straight in the eye.

“Enough. Put on the panties.”

I feel a weird compulsion like I have no choice anymore. She saw in my face that she’ll get what she wants. She releases me. Suddenly I want what she wants. I get up and pick up the silky panties and slip them on. I feel stupid as I stand there in them, my dick protrudes out of the top, drips cum down the front of them. She stares at me from the bed, her mouth open slightly and lightly rubs her clit.

“Turn around,” she said.

I slowly shuffle a full circle to her delight. She moans.

“Okay, finish getting dressed.”

I pulled the rest of the clothes out of the bag, inspecting each item, and slowly dress while she masturbates on the bed. I turn to watch her as my cock throbs but she tells me to stop looking at her and calls me a perv. I face the wall and wait until she cums.

When she’s done I take a look at myself in the mirror. I look weird. The shirt is a loose-fitting metallic, rainbow crop top that ends just below my nipples. The pants are metallic silver and black camo cargo shorts with a thick, black belt and a white, alien schwa belt buckle. She sits up and runs her fingers over my abs, and looks me up and down, nodding with a smile.

“Sit, I need to do your hair.”

She grabbed her furry, silver backpack and pulled out a couple items and set them on the bed. I sat on a chair in front of the wall mirror and she dried my hair a bit more with the towel before making tiny pony tails all over my head with tiny, colored rubber bands she had brought. Then with silver hair paint, she added streaks, parallel lines that ran down the sides of my head. I would never have imagined that anyone could do anything fancy with my basic hair. She finished the look by putting black eyeliner around my eyes and silver lines on my cheeks. Then she stood back and admired her work.

“You look so cute!”

“I feel weird.”

“It’s perfect for a rave. You’ve never been to a rave?”

“No, never.”

“You’ll love it! And now you’ll fit right in!”

“One thing,” I said suddenly recalling the earlier moments. “Did you say these belonged to your boyfriend?”

“Yeah.”

“So you have a boyfriend?”

“Yeah, why wouldn’t I?”

“It’s just that--”

“Me and Jason have been together since 12 years old. He’s my soulmate. I feel safe with him. He loves me. I love him.”

“So does he know about you and me having--”

“We don’t lie to each other.”

She sat across my lap facing me, held my face in her hands, and kissed me on the mouth. Her tongue tickled mine. She smelled and tasted like candy. I could feel my dick twitching.

“You look so pretty,” Carrie said breathlessly.

I could feel the heat from her pussy on my lap. I reached under her skirt and easily slipped all four fingers inside her. She moaned into my mouth as we kissed. Our breaths mingled. I inhaled her scent as I kissed her neck and slowly fucked her with my fingers.

“Not really comfortable looking pretty,” I said, feeling horny but deeply self conscious about being feminized like this.

“It’s so fucking sexy,” she said breathlessly as she humped my hand.

She pulled my head back and forced her mouth back on mine and kissed me wet and sloppy. I could feel our saliva running down our faces. We kissed like this for a long time, her moaning in my mouth, until the door opened and Christine and Stacy walked in.

“Well look who we caught warming up for the party,” Stacy laughed as she caught us.

“Did you do some stretching too,” Christine asked with an impish grin.

“Sorry girls,” Carrie said as she got off my lap. “He’s just too cute to not touch.”

As I stood up slowly Stacy and Christine whistled and cat-called me. They both looked stunning. Stacy displayed the disco cowgirl vibe in a white hat, a silver, loose and flowing dress that sat on her bra-less tits and her ass like a doily hanging off a shelf, and white snake-skin boots. As she moved I could see her pussy lips thinly covered in lacy black panties. Christine radiated eighties punk with her hair back in a banana clip, red and yellow lines off her eyes, black lipstick, thick, red cheekbone lines, a black tube top barely containing her solid, softball tits, and low-riding black tights that barely reached over her pussy lips and exposed most of her hairless crotch. Just looking at them I could feel my dick leak.

Stacy ran her hands over my body and under my cropped shirt as she gave me a deep kiss before pulling off quickly.

“You taste like cheap candy!” Stacy said with disgust, breaking off the kiss and wiping her painted mouth carefully with her hand.

“Hey!” Carrie complained and the girls cracked up.

“Why’d you make him so girly though?” Christine asked.

“I just wanted to bring out his feminine side a bit more,” Carrie said playfully.

“You think I look too girly?”

“I think he’s adorable,” Stacy said.

“It’s just,” Christine started and then paused, analyzing me. “It’s just that I liked him just fine as a boy.”

“He’s still a boy where it matters,” Carrie said.

“I mean he looks cute and all but too effeminate for my taste,” Christine stated matter of factly. “You made him into a twink.”

“It’s just how he looks here,” Carrie said. “He’ll look better under the black lights and strobe lights. Trust me.”

“Okay,” Christine relented. “But if he doesn’t I’m taking down his hair and washing the makeup off him.”

“You guys didn’t comment on how we look!” Stacy complained suddenly, switching the subject.

“You both look insanely hot,” Carrie said eagerly.

I nodded in agreement, “Insanely.”

They beamed and did a little twirl to give us the full effect. Stacy’s ass cheeks fully exposed as she does and Christine’s pants stopped halfway up her ass showing half her crack. My heart thumped.

“Carrie, please tell me you are wearing candy panties too,” Stacy laughed, pulling at her candy necklace.

“I considered it but I didn’t want my hoo ha getting all sticky,” she laughed.

“Smart,” Stacy said nodding.

“So I decided to go without panties,” Carrie said.

“Twinsies!” Christine called out.

“I gave mine to him,” Carrie said, motioning at me with her head.

“No. Way.” Stacy said.

“He’s wearing panties too?” Christine lamented. “You sissified him?”

“Just for the rave,” Carrie said defensively, suddenly second guessing her choice. “They look really great on him though.”

“Show me,” Christine said to me.

“We should go,” I said.

“Show us,” Stacy insisted.

I don’t know why I felt I had to but I did. I unbuckled my pants and dropped them to my knees while I looked away, unable to look any of them in the eye. My engorged cock throbbing underneath the panties.

“Fuck me that’s hot,” Christine said suddenly.

“Excellent choice,” Stacy told Carrie.

“Thanks.”

I pulled up my pants again and buckled my belt.

“So, we going or what?” Stacy said eagerly.

“Grab waters,” Christine said and they all grabbed two bottles and put them in their backpacks.

I grabbed two as well and put one in each pocket of the cargo pants.

“I’m taking two more for Jason,” Carrie said as she grabbed them from my stash.

We left and I locked up. Jason had the car running as we all piled in. The girls left shotgun for me and I awkwardly said hi to Jason, knowing he knows I had sex with his soul mate. But he was totally cool and breezy. I tried not to sweat it. As we pulled out of the parking lot I could see Shannon in her doorway waving. I waved back.

Jason turned up the radio and blasted electronic dance music all the way to the rave when the music of the rave itself drowned out our own music in the car.

I got out of the car into the hot air. We were in the middle of nowhere in a field in front of a huge warehouse. It was strangely bright from the stars and the full moon. Neon lights flashed everywhere as colorful glowsticks and glowing clothing moved toward the building.

Inside was like nothing I’d ever seen before. It was hot as an oven inside and people danced on top of each other all over the place. There must have been over 500 people. Everyone was in some kind of half naked costume and crazy hairstyle. Carrie nailed it when she said it was sexy cosplay.

We pushed our way through to carve out our own section of the dance floor. Sweaty bodies dancing and touching us as we walked by. We passed a lot of people who said hi like they knew us, likely friends of the temps but a few shouted Talkeetna but I didn’t know them.

The music was too loud to talk so we danced. We danced until we were sweating out our troubles and there was only us and the music. We went through both bottles of water in the first hour and the heat was overwhelming. Many of the dancers around us were now topless so I took off my shirt and put it in Jason’s backpack. Jason did the same, showing me why Carrie wasn’t giving him up. He was a true hard body, nearly as tall as me, Asian features, with muscle definition that put me to shame. He howled into the air. More howls followed. We all laughed. After that it didn’t take long for Carrie to say fuck it and take off her top. Stacy shrugged and did as well. Christine was the last to do it two songs later when she squeezed the last drops out of her water bottle. As we danced more guys and girls joined our group, people who knew who I was, and danced along with us. A bottle of vodka passed around and I passed on it. I could see Carrie eyeing me as it went into my hand. I didn’t need Carrie’s vigilance though as I’ve been suffering under enough side effects from my condition for months now.

As I danced, I couldn’t take my eyes of Stacy’s body. And she knew it. She had a glossy look in her eyes as she rubbed up against me. She’d dance up close to me and rub her ass against my cock and then dance away. She’d come back, throw her arms around my neck, press her juicy tits against my chest, kiss me quick on the mouth, and dance away. I wanted her so badly after a few songs like that.

Stacy danced tightly to Christine and they both looked at me with those glossy eyes and smile wicked grins. Christine danced behind Stacy and wrapped her arms around her. Her hands groped over Stacy’s body. Stacy shivered in pleasure. My cock thumped in my pants just watching them.

Suddenly Ana appeared in front of me, running her hands over my body, and dancing with a fuck-all attitude. Her huge breasts swayed hypnotically with her moves. Her nipples hard as diamonds as she pressed up against me. She bit my neck and then backed off to just dancing again. She made me realize how insanely horny I felt. She danced back to me and flashed a little pill at me. I nodded no. She shrugged and popped it in her mouth. She danced away a bit and then back at me, running her hands over my chest and abs. Her hand continued down to my dick, swollen and eager, as she gripped it hard. I groaned and she pushed her mouth on mine, swirling her tongue over mine as the group howled enthusiastically for her. I felt hands on me and being pulled away from Ana. I saw she similarly was being pulled back.

“Open your mouth!” Carrie yelled at me.

I opened it. She flashed her phone light in my mouth to inspect.

“Noooooo!” she screamed at me and smacked me on my chest.

“What?”

“She dosed you!”

“What do you mean?”

“Your mouth is blue! You got mollied!”

-end Part 17-

0 Comments
2024/10/31
08:37 UTC

30

How She Became My Roommate, Then My Girlfriend, Then My Domme - Reboot Part 5

Paula used me for over an hour.  She used my tongue.  She put a dildo gag in my mouth and had me go down on her.  She put a dildo thing that pulled snugged against my chin so that I could use my tongue on her while the dildo was in her.  I lost count of her orgasms, but there were a LOT of them.  My tongue felt as if it was going to fall out of my mouth.  I’m sure that any attempt on my part to speak would have sounded like someone with a mouth full of novacaine.

Finally, finally, finally, Paula decided it was time to sleep.  Paula had me get in her bed with Mistress while she slept on the couch. 

Mistress slept straight through until about 10 the next morning.  She did get up briefly in the middle of the night.  Actually I’m not sure she was even awake, but her eyes did pop open for a second, she saw me sleeping next to her, and she reached under the blanket to find my cock.  Upon finding it in the cage, she said “oh good”, closed her eyes, and was out for the rest of the night. 

In the morning, we showered, and went out for breakfast.  Afterwards, as Mistress and I were getting into the car for the drive back to our apartment, Paula pulled me aside.  “OK male, listen up and listen good – I have a reputation to maintain.  If you ever tell anyone that I let you sleep in my bed instead of sleeping on the floor, I will snap you in two like a twig.  That’s a promise. ”

I couldn’t help wising off.  “I thought that’s the punishment if I ever do something to hurt Mistress”, I replied.  If looks could kill, I would have been wiped off the face of the earth in that brief second of time.

“And if you do ever do something to hurt Annie, being snapped in two like a twig will be the least of the painful things that will be done to you!!”  “Sir yes sir”, I replied.  Paula couldn’t help it – she giggled.  Later Mistress would tell me that it may have been the first time in history that anyone had ever heard Paula giggle.

Mistress was quiet on the drive home.  Finally I had to ask, “is there a problem, did I do something wrong?”

“Oh no, nothing wrong, I’m just plotting your payback.  As the old saying goes, paybacks ARE a bitch.”

“So I didn’t do anything wrong, but you’re going to punish me?”

“No, silly.  Punishment is when someone has done something wrong.  Payback is when you did something right and now you’re going to be repaid for what you did.  Think of it as a return on your investment.”

“You’re scaring me again.”

“As well you should be.”  And with that she went back to her plotting.

Back home Mistress changed into something comfortable and ostensibly dug right into her work.  Except that she just had to do some dusting right where I was sitting doing my work.  While she was wearing these metallic-like leggings I didn’t know she had that just fucking molded to every curve of her body, with an incredible camel toe.  Along with a tissue thin spaghetti strap tee-shirt that could hardly contain her erect nipples.  And she had to climb up on the couch I was sitting on to get to this one spot on the wall in such a way that her pussy was straddling my face (and yes, I later found that video of the British comedienne on Youtube). 

And then an hour later she just had to discuss something with me while sitting on the couch next to me while she idly played with my inner thigh and balls.

And then a little while later, she “accidentally” sent me some photos off of some porn site of big, thick cocks burying themselves in pussies, with a comment to the effect of “… those pussies are probably almost as warm and welcoming as mine …”

And then a while later, she “accidentally” sent me some chastity photos from reddit users such as u/realankri and u/lanalightwolf – photos showing beautiful, well-constructed women controlling well-built, caged men. 

And then another session of her idly stroking my cage while she sat next to me in that t-shirt and those leggings.

And then a conversation asking me what I thought it would be like to have my cock in her mouth.  Would it be as good as her ass.  How do I think having it in her ass might compare to having my cock in her mouth.  I made a mistake on that one and told her I wasn’t sure since I had never had my cock in her mouth.  “Oh no, we have to correct that deficiency”, she said as she proceeded to give me the most wonderful blowjob ever – except that I was wearing the cage.  And hey, I “… should have thought about the fact that I was caged BEFORE I told her she was deficient because she had never given me a blowjob.”

I was fast running out of towels and cloths to control my dripping when she called for me to join her in her room.  There she was bottomless with her legs spread wide as she was slowly inserting a dildo into her pussy.  “Oh, I left the lube in your room, would you be a dear and get it for me please.”  I’m not sure how I managed to make my feet move or tear my eyes away from that sight.  When I brought the lube in, she made sure she gave me a big hug and kiss.  She must have smeared some of her juices on her face, because I could really smell them as she kissed me. 

A few minutes later I heard the unmistakable sounds of her cumming, followed by her asking me into her room and then starting a conversation about what I thought it would be like to have my cock in her pussy.  Would it be as good as her mouth.  She thought it would be incredibly warm and welcoming.  Pulling my hand down to her pussy, she told me to touch it, to put my middle finger in there so I could feel how warm and welcoming it is.  She inserted her finger, got it nice and lubricated, and then ran it over my cage and balls.   “Oh, you poor baby, you look so uncomfortable.  I truly truly truly wish I could give you an orgasm, but I made a commitment to you and I feel honor bound to keep my commitment.”

And through all of this, my cage did extraordinary service by not cracking as my cock did everything it possibly could to get erect.  I thought the ring holding the cage was going to rip my balls off my body as it was pulled and pulled by my cock trying desperately to give me an erection.

 Seeing my discomfort, she stroked my cage and my balls a little more and then went back to entertaining herself.  I was definitely whimpering on that one.

About 5pm (i.e., after dark), she asked me to join her in my room.  She had me pull off my pants (no underpants, remember) and sit in my desk chair.  She then proceeded to tie my legs spread wide to the chair arms, cuff my hands behind me and to the chasis of the chair so I couldn’t move them, and then tied a vibrator to one of my legs so that it was pressed against my cage.  Then she turned on the vibrator, navigated my computer to a series of Pornhub videos of hot hetero sex, turned off all the lights in the room, gave me a long kiss on the lips, and left me in the darkened room lit only by the pornhub videos.

Sounds great – except that the vibrator was on a low setting that was just too damned low to bring me to an orgasm.  It excited me, it teased me, it made me desperate for more, but it wouldn’t bring me to an orgasm.  And I was tied and couldn’t change the setting.

I was already in a state from everything she had been doing all day.  And this drove me right to the edge.  And kept me there.  I couldn’t find any way to bring myself over the edge by moving in the chair.  I couldn’t get myself over the edge by thrusting in the air or trying to push harder against the head of the vibrator.  I couldn’t get myself over the edge by focusing on the videos and using my imagination.  I couldn’t get myself over the edge by thinking about her pussy and the smell of it and my love for her.  I just couldn’t…

It took two hours, but I finally broke down sobbing.  There were tears rolling down my cheeks. 

She must have had the mic active on my computer, because she came back in immediately.

She untied me, walked me to the bed, tied me in a tight spread-eagle with a couple of extra straps holding me extra tight, removed the cage, and proceeded to use the vibrator to bring me over the edge.   I fucking exploded.  You know how sensitive a man’s cock gets after.  Well, I was incredibly sensitive.

All I could think of was “OK, you can stop now.”

And she knew exactly what I was thinking, because without me verbalizing anything she said “Why would I want to stop???”

And she kept the vibrator pushed against my cock.  I wanted to scream.  I did scream.  I pulled at the straps – she had used good nylon and leather and wouldn’t budge.  I thrashed.  She kept up with me.  The head of that vibrator never left my cock.  I came again.

She looked at me with a mix of tender sympathy and outright psychopathic sadism.  “Oh dear, there is nothing like the sound of a man desperate to cum, except for the sound of a man desperate to stop cumming.  And you’re not sufficiently desperate.”  She brought the vibrator up to my cock again.

“No please, no, no, no, no, you have to stop.”  If only I could have said those words, but who was I kidding, that wouldn’t have stopped her.  And I couldn’t say the words anyway because she had gagged me after the first one.

You know, multiple orgasms become very painful for a male – and not in a good way.  She made me cum four times.  After the 4^(th) one, she stopped, pulled off her leggings (she wasn’t wearing anything under her leggings) and made as if to mount me.  “You know”, she cooed, “my pussy is so warm and welcoming.  I am so wet and soft.  I want you inside me so much.  This could be your only opportunity for months – who knows when I’ll next be in the mood to have you inside me.”

I could not get it up.  It just hung there, totally unresponsive.  No matter what I tried, I couldn’t make it happen.

She smiled and said “payback is a bitch”.

After a while, she released me, helped me into the shower, and washed me off.  I was silent, almost catatonic. 

After the shower, she put the cage back on me, brought me out to the kitchen, sat me down, and cooked up some omelets (“you expended a lot of protein today, we need to replenish it”).  I was silent, almost catatonic.

The whole time we were eating, I was silent, almost catatonic.

After we finished eating, she said that she had been thinking – we had done an awful lot in three days since she had caged me, and she had the feeling that maybe she had overdone it.  She wanted to apologize for throwing me in the deep end.  She seemed genuinely afraid that she might have damaged our budding relationship.  I was silent, almost catatonic.

Finally she just blurted out “are you okay, this quiet from you is scaring me.  Please tell me you’re okay.”

Slowly, I looked her directly in the eyes.  Slowly, very slowly, I said “shhhhhhh, I’m busy plotting my payback.”  

With a shriek of “Oh you son of a bitch” she was in my arms and we just held each other for what seemed like hours. 

I think the lady has some feelings for me.

3 Comments
2024/10/30
23:02 UTC

35

Latina Police Officers Part 1 of 4

If you want to read this story for free with pictures included for increased immersion in the story, you can here: https://www.patreon.com/posts/latina-police-1-114971061

Ross had always enjoyed the thrill of personal kink play, and today was no different. After locking himself in a steel chastity device, he felt a rush of excitement mixed with anticipation. He decided to take a drive to enjoy the sunny afternoon, letting the cool breeze flow through the open windows of his car. The feeling of being locked in public only heightened his horniness, making the world outside feel more vibrant as he indulged in his naughty kink.

As he drove through the winding roads, he relished the mix of freedom and restraint. The gentle hum of the engine and the rhythm of the tyres on the pavement were intoxicating. He saw a peaceful park and began to drive towards the carpark, eager to walk among the trees and enjoy the fresh air.

However, just as he was getting into the right mindset, he noticed the flashing lights of a police car behind him. His heart raced—not from fear but from the adrenaline of being caught in a situation he had not anticipated.

Two striking Latina police officers approached his car with confident strides. The first had long, dark hair pulled back into a sleek ponytail, her sharp gaze fixed on him, while the other had long straight hair that framed her face perfectly. Their fitted uniforms hugged their massive tits and assess, highlighting their figures in a way that made it impossible for him to look away.

The two officers shared a knowing glance, a hint of a smirk playing on their lips. One of them raised her hand and tapped on his window, leaning in just slightly as he fumbled to roll it down, his heart pounding. Her massive tits were on full display in her latex uniform as Ross felt his cock squirm within the confines of the chastity belt.

“Good afternoon, sir. My name is Officer Martinez and this is Officer Sanchez” the officer with the ponytail said, her Latina accent keeping her tone professional. “Do you know why we pulled you over?”

Ross swallowed hard, trying to gather his thoughts. “Good afternoon officers. Uh, no, I’m not sure,” he replied, his mind racing. He couldn’t shake the feeling that the chastity device was somehow on full display for the whole world at that moment, adding to his nervousness. These officers were so hot and confident.

“We noticed you were swerving a bit back there,” the officer continued, her partner standing by, observing intently. “Can I see your license and registration?”

As he reached for his documents, he felt an unexpected thrill. The scenario was both exhilarating and embarrassing. Here he was in the presence of two incredibly sexy Latina police officers while his cock squirmed in the steel chastity belt. He couldn’t believe how massive their tits and asses were and he thought he might cum within the chastity belt as he saw the cuffs, batons and pepper spray hanging from their waist belts.

Handing over his information, he tried to maintain composure while his heart raced, realizing how vulnerable he felt.

The officers exchanged glances again, and Officer Sanchez leaned slightly closer, her voice dropping to a conspiratorial tone. “Everything okay, sir? You seem a little… anxious.”

“Yeah, just enjoying a drive,” he replied, attempting to sound nonchalant, but the truth was, the chastity device was beginning to remind him of its presence. 

The officer with the ponytail raised an eyebrow, her curiosity piqued. “Do you mind stepping out of the vehicle for a moment?” she asked, her voice still steady but carrying an edge of authority. Ross felt a wave of heat wash over him, a mixture of dread and excitement. He nodded and opened the door, stepping into the warm afternoon sun.

As he stood there, the adrenaline coursing through him heightened his awareness of the environment. He could feel the gentle breeze against his skin and the unmistakable pressure of the chastity cage under his trousers. It was a thrill he couldn’t quite explain, yet it felt so undeniably right at that moment.

“Just doing a quick check,” the officer said, her eyes scanning him intently. He caught a glimpse of her partner glancing over at him as well, both women seeming to assess him with a blend of professionalism and curiosity.

“Either he is very well endowed or he is hiding something in his pants” Officer Sanchez said to the other officer, her tone shifting slightly, hinting at a mix of amusement and intrigue.

Ross’s heart raced even more, the thrill of the situation sinking in deeper. He had hoped to maintain some semblance of dignity, but the tension in the air felt electric. “It’s just, uh, the fit of my pants,” he stammered, attempting to play it cool, but the flush creeping up his neck betrayed his embarrassment.

The ponytailed officer took a step closer, her gaze locking onto him. “I will have to take a closer look” she informed him, tilting her head slightly as if trying to gauge his reaction.

A myriad of thoughts raced through his mind. The mixture of fear, excitement, and embarrassment felt overwhelming. He was caught between wanting to comply and a desire to keep his secret hidden. “I—I really don’t think that’s necessary,” he managed to say, his voice betraying a quiver of uncertainty.

The officers exchanged glances again, and he could sense their unspoken communication. “Look, sir, we’re just doing our job,” the ponytail officer said, her voice now softer, more understanding. “But it’s important that you’re being honest with us. You seem a bit… tense.”

“Yeah, just a little anxious,” Ross admitted, the thrill of vulnerability mixing with his innate desire to please and obey. He could feel his pulse racing, the chastity cage a constant reminder of his predicament.

“Alright, let’s just get this sorted out,” Officer Sanchez said, stepping even closer. “But if you have anything you’re hiding, now’s the time to come clean.”

Ross swallowed hard, glancing around as if searching for an escape route, but all he saw were the serene trees surrounding the park. The world felt still as if waiting for his answer. The air thick with tension and intrigue, he finally nodded, steeling himself for the unexpected turn this afternoon had taken.

The air between them crackled with tension as Ross felt a mixture of fear and anticipation surging through him. The officer with the ponytail stepped forward, her demeanour shifting into a more commanding presence. “I’m going to need to cuff you for safety reasons,” she stated firmly, but her eyes glinted with curiosity.

Before he could protest, she swiftly pulled out a pair of handcuffs, and Ross’s heart raced. The thrill of the moment heightened his senses. “Wait, what—” he began, but she interrupted him.

"Just compliance for now," she replied, as she swiftly fastened the cuffs around his wrists behind his back. The metal felt cool against his skin, a stark contrast to the heat radiating from his body. The other officer, Officer Sanchez, stepped closer, an amused smile playing at the corners of her lips as she took in the scene.

Ross couldn’t believe what was happening. These two stunning Latina officers had just cuffed his hands behind his back, leaving him breathless and bewildered. As they moved around him, he could hear the faint creak of their tight latex uniforms with each step, the material stretching over their curves. The distinct scent of latex filled the air, adding to the surreal intensity of the moment, and he found himself captivated, hardly able to focus on anything else as he cock tried to break free from the chastity belt.

“Let’s see what we’re working with here,” she said, her voice low and teasing. Ross’s breath quickened as she reached for the waistband of his trousers, her fingers deftly pulling down his pants, exposing the chastity cage that had been hidden beneath.

As the fabric fell away, Ross felt an immediate rush of humiliation. The officer’s eyes widened slightly, her expression shifting to one of intrigue mixed with a hint of amusement. “Well, well, what do we have here?” she smirked, glancing at her partner.

The ponytailed officer maintained her professional demeanour, though Ross could sense a flicker of amusement in her eyes. “Looks like someone is into some interesting hobbies,” she noted, a smirk tugging at her lips.

Ross stood there, his face flushed with a mix of embarrassment and exhilaration. The restriction of the chastity cage felt like both a burden and a thrill, heightened by the awareness that he was now fully exposed to the scrutiny of two sexy Latina police officers.

“Looks like someone has been a naughty boy” Officer Sanchez teased, her tone playful but laced with authority. “Seems a bit risky, don’t you think?”

“I—I just thought it would be a fun afternoon,” he stammered, struggling to maintain some semblance of dignity. The thrill of being discovered only added to the bizarre exhilaration of the moment.

One of the officers chuckled softly. “Fun can sometimes lead to unexpected situations, can’t it?” She stepped back slightly, allowing her partner to have a better look.

Ross could feel their scrutiny weighing on him, their eyes lingering on the chastity device that represented his hidden desires. The realization that he was at their mercy sent shivers down his spine, igniting a forbidden thrill he had never anticipated.

“Alright, sir,” the ponytailed officer said, her voice steady but light-hearted. “While we sort this out, you might want to think about your choices in the future. This isn’t exactly standard driving attire.”

Ross nodded, a mixture of embarrassment and acceptance washing over him. The moment was surreal, a collision of his secret life and an unexpected encounter. “I understand,” he managed to say, his voice barely above a whisper.

As the officers exchanged knowing glances, he realized that this moment, filled with vulnerability and unexpected excitement, was something he would not soon forget.

As Ross stood there, his heart racing and his cheeks flushed with embarrassment, the two officers exchanged mischievous glances. The atmosphere shifted; what had started as a tense situation was now charged with playful teasing.

Officer Sanchez stepped closer, her expression shifting from authority to amusement. “Well, well, it seems you’re quite the naughty boy, aren’t you?” she said, a teasing lilt in her voice. “Driving around like this—who locked you in that?”

Ross swallowed hard, the thrill of being caught adding to his embarrassment. “I didn’t think I’d get pulled over. I locked myself in it as a bit of solo fun” he managed to say, wishing a hole would open in the ground and swallow him whole.

The ponytailed officer chimed in, a smirk on her lips. “You know, it’s not every day we come across someone so… submissive.” She took a step closer, eyeing him with a mixture of amusement and curiosity. “Tell us, do you often take drives like this? Or is this a special occasion?”

“Uh, just a… casual drive,” Ross replied, trying to sound casual despite the awkwardness of the moment. The playful banter between the officers only heightened his embarrassment, and he felt exposed in more ways than one.

Officer Sanchez leaned in slightly, lowering her voice as if sharing a secret. “You know, it’s important to be careful with your… activities. Not everyone would understand your taste, but we do.” Her tone was teasing, but there was a hint of genuine curiosity that intrigued him.

“Yeah, you never know who might uncover your naughty little secret,” the ponytailed officer added, crossing her arms and tilting her head as if appraising him. “I bet you didn’t expect to be the centre of attention today.

Officer Martinez's gloved hand slowly ran down the smooth, taut latex of her uniform. The material gleamed under the light, accentuating every curve, and she didn’t miss the way Ross’s eyes followed the motion, mesmerized.

She chuckled softly, folding her arms as she tilted her head, meeting his gaze with a playful smirk. “You know, Ross,” she said, her voice smooth and confident, “I became a police officer because I like being in control… especially with naughty boys who need a little discipline.”

Ross swallowed, feeling his pulse quicken, unable to tear his gaze away as she took a step closer, her eyes flashing with a glint of amusement. “And I have a feeling,” she murmured, “that you’re exactly the kind of trouble I enjoy.”

Ross couldn’t help but feel a rush of adrenaline mixed with shame. The teasing was light-hearted, yet the situation remained charged with tension. He couldn’t shake the feeling that this encounter would linger in his mind long after the officers left.

“Alright,” Officer Martinez finally said, glancing at her partner. “We’ll need to check your vehicle to make sure everything’s in order. You stay right here.”

Ross nodded, his heart still pounding as he watched Officer Sanchez walk towards his car, the reality of the situation settling in. Ross felt a mix of embarrassment and exhilaration at their teasing.

“Alright, let’s see what other surprises you have for us,” Officer Sanchez teased in her authoritative Latina accent. She pulled open the glove compartment, rifling through the contents—maps, an old fast-food napkin, and a few random receipts.

As Officer Sanchez leaned into the car to check the back seat, Ross could feel his heart race with both anxiety and anticipation. The search felt invasive, yet the thrill of the situation still had a grip on him.

“Looks like you’re a man of mystery,” Officer Sanchez said, her eyes scanning the car interior. “No hidden treasure here, huh?” She laughed lightly, clearly enjoying the moment.

Just as she seemed to finish, Officer Sanchez reached down into the centre console. Her expression shifted as her fingers brushed against something metallic. “What do we have here?” she called out, pulling out a small keyring with two shiny keys dangling from it.

Ross’s stomach dropped, realization hitting him like a cold wave. He knew exactly what those keys were for, and he couldn’t suppress the rush of embarrassment flooding his cheeks. The officers exchanged amused glances, clearly recognizing the significance.

“Isn’t this interesting?” Officer Sanchez teased, holding the keys up for her partner to see. “Seems like we’ve found the evidence we were looking for.” Her eyes sparkled with mischief as she stepped back to face Ross.

“Uh, those aren’t… they’re just…” he stammered, trying to regain some composure. “They’re just keys.”

The ponytailed officer stepped closer, the teasing glint in her eye unwavering. “Just keys, huh? Care to explain what they unlock?” Her tone was playful but firm, and Ross felt a rush of vulnerability all over again.

Officer Sanchez swung the keys gently on her finger, clearly enjoying the power she held over him. “We’ll be taking these as evidence,” she said, her voice dripping with playful authority. “You never know when we might need them for a follow-up investigation.”

Ross’s heart raced as he realized he had lost control of the situation entirely. “Please, I—” he began, but the officers exchanged knowing glances, clearly revelling in their authority.

“Don’t worry,” the ponytailed officer said, stepping back and folding her arms with a smirk. “Just consider it a reminder to think twice before driving around like this again.”

“Exactly,” Officer Sanchez added, slipping the keys into her pocket with a satisfied grin. “This could be our little secret. But next time, just make sure to keep things a bit more low-key, alright?”

Ross nodded, feeling a strange mix of embarrassment and exhilaration. The moment felt surreal, like a scene pulled from a story that didn’t quite belong to him.

“Okay, sir,” the ponytailed officer said, turning back toward the police car. “It’s time for you to come with us. We’ll need to ask you a few more questions back at the station.” She motioned for him to follow her, and he felt the weight of the situation settle in.

As they approached the car, the officers guided him to the back seat. He slid inside, feeling the cool metal of the door frame against his skin. “Just sit tight,” Officer Sanchez said with a smirk as she closed the door, locking it securely.

He watched through the window as they climbed into the front seat, the anticipation of what was to come sending a shiver of excitement down his spine. Officer Sanchez turned the key in the ignition, and the car roared to life.

“Now, let’s see how you like the ride,” Officer Sanchez teased, glancing back at him with a playful grin. “Just remember, those keys are safely in my possession.”

Ross’ heart raced at her words. He was entirely at their mercy, and the thrill of it sent waves of exhilaration coursing through him. The officers exchanged a conspiratorial smile before pulling away from the curb.

As they drove, he could feel their laughter bubbling over, the sound echoing in the confines of the car. “You know,” the ponytailed officer said, glancing in the rearview mirror, “this is just the beginning for you. We have a lot more to discuss.”

“Yeah,” Officer Sanchez added, her tone teasing. “You might want to think about what you want to confess. After all, we have all the time in the world, and I have a feeling those keys will be quite a motivator.”

Ross shifted uncomfortably in the back seat, the reality of his predicament washing over him. He was completely exposed, both physically and emotionally. The idea of being interrogated by the two confident Latina Officers, with the keys to his chastity device tucked safely away, filled him with both dread and excitement.

“Just think of us as your guides on this little journey,” Officer Sanchez said, her voice dripping with playful authority. “We’ll help you discover just how deep your desires run. And remember, you’re going to want those keys back.”

As they continued to drive, Ross felt the adrenaline pulsing through him. He was caught in a whirlwind of emotions—anxious, excited, and incredibly vulnerable. Today had taken an unexpected turn, and he couldn’t help but wonder what the next chapter of this strange, exhilarating adventure would hold.

2 Comments
2024/10/30
14:52 UTC

67

The Price of Losing (Ch. 02): A Record Day

Part1

The next morning, Jess arrived at the shop early, dressed in a tight outfit—a white crop top and high-waisted denim shorts that showcased her curves perfectly.

Once inside, she greeted me with a cheerful, "Morning, Oliver! Ready for another busy day ahead?"

"I don't know if I'm ready, but I suppose I don't have another option," I replied, my gaze lingering on Jess's smile, which was as bright and teasing as ever.

Her eyes sparkled with mischief. "That's the spirit! Just think of all the fun we're going to have today." She leaned against the counter, her posture relaxed yet inviting. "And don't forget about our little wager from yesterday. I hope you've mentally prepared yourself!"

I took a deep breath, trying to brace for whatever the day would throw at me. The thought of being under her playful scrutiny again made my heart race, and I wondered just how much she had in store for me. The most weird part was that somehow I was starting to enjoy a bit this situation.

"Follow me!" she told me, striding confidently into the shop's storage room.

Once inside, I spotted another cage, different from the one I had worn the previous day. This one was a bit bigger—around three inches in length—offering a slightly more comfortable fit.

"Let me present you your new friend!" Jess said, gesturing to the cage with a gleam in her eye. "As you can see, it's a little bit bigger, so you can wear it for a longer time." She turned to me, her tone suddenly commanding. "Put it on and hand me the keys. Now!"

I hesitated for just a moment but quickly complied. I slipped the cage on, the metal feeling cool against my skin, and then handed her the keys. As she did the day before, she placed them on her necklace, the glint of the metal accentuating her playful demeanor.

"It's true; this cage isn't as tight as the previous one," I thought, feeling relieved. It seemed to fit better, and for the first time, I felt a hint of comfort despite my situation. Jess's mischievous smile told me she was enjoying every moment of this dynamic, and I couldn't help but wonder what else she had planned for me today.

With a satisfied nod, Jess stepped back to admire her handiwork, taking in the sight of me securely locked away once more. "There, doesn't that feel better?" she asked teasingly, already knowing full well the effect this game was having on me.

Turning on her heel, she sauntered out of the storage room, leaving me to stew in my own frustrated desires. Throughout the day, she kept me on edge, frequently glancing in my direction and biting her lower lip suggestively. Each time her gaze met mine, my heart raced, and I felt a mix of anticipation and anxiety.

As the afternoon wore on, Jess decided it was time to kick things up a notch. Casually strolling over to where I was standing, she pressed her curvy body against mine, making sure I could feel every inch of her softness through our clothes.

"You know, I've been thinking..." she began, her voice low and sultry, sending shivers down my spine. I swallowed hard, bracing myself for whatever teasing remark or playful demand she was about to make. "What if we made this little game even more interesting? Maybe I could give you a taste of what it's like to be my perfect little plaything for the day."

Jess leaned in closer, her eyes sparkling with mischief. "Imagine this: for today, you do exactly as I say, no questions asked," she murmured, her voice dripping with playful authority. "In exchange, I might just reward you later—if you impress me, of course."

My heart raced as I considered her proposition. She had a way of keeping me on my toes, and as much as the teasing kept me guessing, a part of me couldn’t help but feel curious about what she had in mind.

She took a step back, folding her arms with a grin. “First things first,” she said, her tone turning businesslike. “I need you to organize those new shipments in the back. But”—she shot me a sly look—“don’t think I won’t be popping in to check on you.”

The day stretched on, with Jess keeping me in suspense, casually dropping hints of her "rewards" while I worked through tasks. Her teasing glances and subtle touches kept me both focused and distracted, counting down the hours until closing time, wondering what her next move would be.

As the day continued, a new customer entered the shop—a confident-looking woman who browsed around before approaching the counter where Jess and I stood. She flashed a smile and asked, “I’m looking for some recommendations on chastity devices. Something... secure and durable.”

Jess’s face lit up with an idea, her eyes flickering with a mischievous glint. “Well, you’re in luck!” she said, all too enthusiastically. “In fact, my colleague here is wearing one of our popular models right now.”

My face flushed as I glanced at Jess, silently pleading, but she wasn’t about to let me off the hook.

“Oliver, why don’t you give her a little insight on what it’s like?” she said, barely suppressing a grin. “After all, who better to ask than someone with firsthand experience?”

The woman raised an eyebrow, clearly intrigued. “Really?” she asked, her eyes turning to me with a look of amusement. “How does it feel?”

I fumbled for words, my face hot. “Uh... it’s… well, it’s secure, that’s for sure,” I managed, feeling Jess’s satisfied gaze on me as I stammered out an answer.

Jess leaned in, casually adding, “He’s been wearing it all day. The design is snug, keeps him focused—he doesn’t seem to mind, do you, Oliver?” She gave me an expectant look, daring me to deny it.

I swallowed, nodding awkwardly. “Y-yeah… it does the job,” I mumbled, the customer clearly entertained by my discomfort.

“Well, that sounds convincing enough!” the customer said with a smirk. “I’ll take it.”

After the customer left, Jess couldn't wipe the grin off her face. She sauntered over, looking as pleased as ever with her handiwork in making me the center of attention. “You handled that well,” she teased, tapping her fingers playfully on my shoulder. “In fact, I think it went so well that maybe we should make this a regular sales strategy.”

I chuckled nervously, hoping she was joking, but knowing Jess, I couldn’t be too sure. Just as I tried to change the subject, the bell above the door chimed, and a young couple walked in, giggling as they browsed through the aisles. Jess perked up, clearly spotting another opportunity.

With a gleam in her eye, she leaned in close, her voice barely above a whisper. “How about you go offer them some help? After all, you’re practically an expert now.”

Before I could respond, Jess gave me a little nudge in their direction. I walked over, cheeks already burning as I approached. “Hi there! Can I help you find anything today?”

The woman looked at me with a curious smile. “Actually, yes! We’re interested in... maybe trying some new things together,” she said, glancing at her partner with a smirk.

Just then, Jess called out from behind the counter, loud enough for everyone to hear. “Oliver here is our in-house expert on chastity devices. He’s wearing one himself right now to give them a thorough test.” She winked at me, fully aware of the effect her words had.

The couple’s eyes widened, and the guy let out a laugh, while his partner gave me an intrigued smile. “Oh, really?” she asked, leaning in with a glint of curiosity. “That’s... dedication. So, how’s the experience?”

I could feel Jess’s gaze burning into me from across the room, daring me to answer. I stammered, managing, “It’s... a unique experience. Keeps things... interesting, for sure.”

The woman chuckled, clearly entertained by my awkwardness, while her partner shook his head, amused. As they walked off to continue browsing, Jess slipped up behind me, her voice a soft whisper in my ear. “See? You’re a natural. Demos really work when we use you to show off how our toys work for the customers,” she murmured with a mischievous smile. “Maybe we should make this a regular thing.”

As the middle-aged man left the shop, a younger woman entered, her eyes scanning the aisles with an eager curiosity. She wore a mischievous smile, like she was ready to try something exciting. Jess watched her with interest, clearly spotting another opportunity for one of her "demos."

The woman walked up to the counter and glanced at Jess. “Hey! I’m looking for something… different. I want a bit of an adventure, something that’ll leave me feeling the thrill, you know?”

Jess’s eyes sparkled, and she gestured toward a display of sensory toys. “Absolutely! We’ve got a few options perfect for that.” She picked up a blindfold and a set of soft restraints, casting me a sly look. “But you know what really enhances the experience? Trying things out before buying. Would you like a demonstration?”

The woman looked intrigued. “Really? Do you have anyone who can show how these feel?”

Jess’s grin widened, and she turned to me. “Lucky for you, our friend here can show you exactly how they work.” Before I could protest, Jess had me standing by the demo counter, positioning me as the stand-in for her “customer experience.”

She picked up the blindfold and placed it gently over my eyes, blocking out my vision. I could hear her voice next to me as she spoke to the customer. “See how it heightens your awareness of every touch?” She traced her fingers lightly over my shoulder, and I swallowed, my senses immediately sharpening. The customer let out a laugh, watching my reaction with amusement.

“Now, let’s try these.” Jess’s hands guided my wrists into the soft restraints, securing them gently but firmly. “Imagine the thrill of giving up just a little control,” she explained, addressing the woman. “It’s all about trust and enjoying the mystery.”

I couldn’t see her, but I could feel the woman’s curious gaze on me. “And how does it feel?” she asked, clearly entertained.

“Uh… intense,” I managed, fully aware of Jess’s smirk as she held the restraints firmly.

Jess leaned in close, her voice barely above a whisper, “See? He’s practically an expert.” Then she turned to the woman. “What do you think? Ready to try some adventure of your own?”

The woman chuckled, clearly amused as she took in the scene, and finally nodded, purchasing a blindfold and restraints of her own. With a wink, she waved goodbye, leaving Jess and me alone in the store once more.

As the hours ticked by, the day slowly wound down. Jess continued her teasing here and there, but nothing quite as intense as the demos. The store grew quieter, the last few customers trickling out until it was finally closing time.

As the last customer left and Jess turned the store’s sign to “Closed,” she turned to me with a triumphant smile, still toying with the key on her necklace. I felt a surge of hope, thinking this might finally be my moment of release.

“Alright, Oliver,” she began, walking over to me with that familiar, teasing glint in her eyes. “You’ve done well today, no doubt. You’ve been patient, followed every little demo without complaint. Maybe I should finally reward you…” She trailed off, pretending to think about it as she dangled the key in front of me.

I felt my heart race, ready to be unlocked, but then she smiled and slipped the key back into her necklace.

“But I think you’re finally getting the hang of it,” she continued smoothly. “I mean, why spoil the progress we’ve made in just one day?” She winked, clearly enjoying my stunned expression. “I think one night locked up will really solidify what you’ve learned here.”

I gaped at her. “Jess—come on! You promised to unlock me at closing!”

She just chuckled softly, patting me on the shoulder. “Don’t worry, it’s all part of the fun. Think of it as practice. We had a record day, thanks to you playing the perfect demo subject!” Her eyes sparkled with mischief as she continued, “I mean, we sold more cages than I’ve seen in weeks! You’ve really helped boost our sales today.” She leaned in closer, her voice dropping to a conspiratorial whisper. “I’ll see you tomorrow morning, bright and early. Who knows… maybe I’ll even throw in a little reward if you show up on time.”

With one last smirk, she gave me a gentle push toward the door. “Goodnight, Oliver,” she said, locking the door behind me as I left, feeling the cage still securely in place and the keys hanging just out of reach on her necklace.

The Price of Losing - Full Story - Wattpad

11 Comments
2024/10/30
13:07 UTC

13

A simple dare (part 7)

All characters 18+, consenting and enjoying themselves, this is all part of a scene/play setting. Please be warned this part may not be suitable for all audiences.

—-

It was difficult to tell time in abject darkness. In the place where silence and visual nothingness met the seconds felt like hours, the minutes like days. Simon’s brain felt petrified; how long had he been here?

He felt around him, grabbing and tugging on the metal cage forcefully, the bars too thick to bend even slightly. The cage door rattled hard, the heavy pad lock clanging out in the dead quiet room. Slowing his breath, Simon released the cage and fell back into the uncomfortable part he was leant up against, his body already suffering the effects of being cramped and contained within the horrid box.

Unable to stretch out his body tensed, his muscles aching almost as bad as his grapefruit sized balls and stretched urethra.

As he painted, his breathing rapid and fearful he realised, in a roundabout way, this was the first time he had been left alone and uncaged in days, weeks even, perhaps longer, Simon just didn’t know. Trying to calm himself, he focused hard on his breathing forcing his mind to steady and his lungs to slow their intake.

In and out.

He breathed a deep breath, the air smelling stale and recycled, likely growing thinner with oxygen with every inhale. Regardless, the ever horny Simon fumbled around for his dick, careful not to bump his immensely swollen and bruised nuts, a simple graze by his hand, enough to make him cry. Slowly and surely he ran his hands down his body and found his dick in the darkness, taking it into his awaiting hands.

Wasting no time he began to stroke, finally able to enjoy his own genitalia after so long in confinement. Each deliberate stroke was long and powerful, his grip tight and firm.

He stroked in a sensual rhythm from base to head, paying special attention to his extra sensitive frenulum, the sensation of orgasmic pleasure building deep in his near destroyed balls. The feeling was eye-rollingly good, Simon moaning aloud, unbothered by the prospect that anyone would hear him, after all the room was soundproofed.

Stroking faster now he kept going, faster and faster his grip tightening to a near death grip, his muscles now tensing not from being awkwardly constricted but from the budding pleasure that built rapidly in his balls, stimulating and rocketing through his thick, veiny shaft.

“Uhh fuck oh fuck.” He said aloud, taking his hand up the shaft, playing almost exclusively with his dickhead, the jerk off motions short and highly focused around the dickhead.

The method and means of achieving orgasm was unorthodox but it didn’t seem to matter as the pleasure wave rose fast, grabbing each and every receptor that would listen, firing all at once; igniting Simon’s mind and soul with sexual fire, he came. He came hard.

With a jolt the spirit of pleasure left his cock, feeling as though it gave him a hug across each and ever square inch of his body, his cock not shooting the load but dribbling it out quickly, the residue pouring out and down his fat dick, pooling between his cramped legs. Breathing heavy, Simon pushed his head back into the cage, sighing for the first time a breath of relief.

Suddenly, Simon heard the door’s heavy locks becoming undone, the creak and groan of the door instantly recognisable. It slowly swung open, bright orange sunlight beaming it, the beams too strong for Simon, who shielded his eyes from the direct gaze of the ball of flame.

Jackie was still preoccupied pushing the door fully open. Taking this time Simon looked down at his handiwork only to scream a blood curdling cry.

His semen was not pure off white like normal, but now was an eerie reddish pink, blotches of his own blood staining his load, his dick still dripping cummy blood.

Walking in, her cowgirl boots smacking against the floor, Simon looked up, shielding his eyes partially from the sun, the visage of Goddess Jackie partly obscured by the sun.

“Rise and shine sleepy heads. I see Benny showed you how to pass the time.” Jackie said off handedly, Simon turning in the cage to see Benny still slumped in the same position as before, his tight gimp mask obscuring his eyes, ears & mouth, only a nose poking out even indicated a human was beneath that pile of latex. Curiously, Simon reached for the gimp mask’s facial strap, seeking to remove it.

“Don’t do that.” Jackie barked, walking closer to the cage.

“Why not?” Simon said defiantly, almost bratty.

“Benny isn’t much of a looker…anymore. He can’t stand the sight of his own face.” Jackie retorted, unlocking and removing the padlock from the cage, opening the door with an inviting swing.

“What happened to him?” Simon said cautiously turning away and poking a nervous head out of the cage.

“Let’s just say, plastic surgery is hard without the right tools.” Jackie said smiling, messing up Simon’s hair with a playful hand, before latching a thick and heavy metal choker chain to his neck, a heavy-set chain-link lead running from it to Jackie’s hand.

She pulled on it tightly, the leash constricting Simon’s airflow momentarily, causing him to spit and grunt like a wounded dog. Jackie pulled him hard by the leash, practically yanking him to the opened doorway.

Scared to stand upright Simon followed shortly behind on all fours, racing out of the room with unbridled glee; free at last.

Outside now he smelt the pine and forest decadence. He smiled as the sun hit his pale skin. He turned, still on all fours towards the towering Goddess Jackie. Forgetting his place he called out;

“So how long did you have me in the—“ Simon began before a powerful boot to the head from Jackie disoriented him. The kick knocking him squarely to the ground, a daze falling over him.

“Doggies don’t talk. They bark, and whine and pant for a drink. C’mon Simon, let’s go for your morning walk.” Jackie said as if referring to a domesticated pet she had had for years.

Despite the degradation and humiliation, Simon complied, fearful for his Goddesses wrath lest he disobey. She pulled hard on the leash tightening his collar further and further as she made her way far in front of the crawling Simon.

He quickly jostled and made his way forward, the sharp sticks, fallen tree items and other woodland things digging into his hands, knees and legs. The walk was not long as once he rounded one side of the sadistic box he was pulled around the other side and again once more, completing a filthy and humiliating loop of his new forever home.

“I used to walk Benny but that old dog doesn’t have the same get up and go as he used to. I might have to put him down.” Jackie said offhandedly as the pair stared through the trees off of Jackie’s property, the suns glow strange, Simon wasn’t sure if it was rising or falling. Interrupting the near beautiful moment Jackie tightened her grip on the leash, she pushed an evil heel into Simon’s back, the tension building in the choke. Practically lynching Simon, Jackie held the choke for what felt like an eternity, Simon’s lungs screaming for air, his head feeling like it would pop.

As the taught leash was loosened, Simon gasped a deep breath, Jackie leading him back toward the evil box in the woods. Stopping before the door, Jackie lightly tugged on the leash.

“Have a drink before the walk ends lovely.” Jackie said, gesturing to a steel bowl unseen by Simon, the kick to his head to blame for his lack of attention to detail. Instinctively, Simon cupped his two hands together and began to lower them down to the water.

Before he could do so, Simon felt a tremendously powerful kick connect with the backside of his nuts, their fully exposed nature a critical design floor.

Simon practically leaped like a frightened frog, a demonic hollar left his body as he crumpled to the earth below him, screaming into the dirt.

“Get up you big baby.” Jackie ordered swiftly, pulling the leash tight once more, raising Simon to be on all fours again despite his clear and obvious cries against it. Taking no time at all, Jackie launched another perfect placed kick into the back of Simon’s balls, the one place his balls weren’t bruised or bruising so far, which was soon about to change.

Falling in a heap, Simon clutched his two grape fruits, Jackie allowing him the privilege of rolling over onto his back, his balls looking massive, almost to the point of needing to be drained of fluid. Rolling around in tremendous agony on the earth my, dirty floor, Jackie pulled him up, despite his best efforts and pelas to remain curled up.

“C’mon Simon.” Jackie began, patting the side of his head reassuringly. “I have to get going soon, so drink up before cage time.”

Unable to push the pain out of his mind completely, Simon’s eyes closed firmly, the pain making it hard to see, Simon lowered his head to the doggy bowl and began lapping up the warm water. Disgustingly, his mouth soured and puckered as his eyes opened to meet the liquid looking back. Simon nearly gagged as the bowl of piss ebbed and flowed, Jackie pulling hard on the chain to discipline Simon back to drinking.

With each pained mouthful Simon’s tears hit the bowl, only adding to the liquid level he was forced to drink. Lapping it up like the good dog he was Jackie encouraged him from above;

“Good boy, drink all my piss. Every last drop. If you’re lucky I’ll let you eat my shit later.”

Simon pushed through, nursing two ever purpling balls, the damage no longer able to fully heal and repair on its own, the balls likely needing professional care. Simon kept drinking pushing his ball pain from his mind as he focused on drinking down the warm, awful liquid.

It tasted so tangy, so acidic, like a highly concentrated apple cider vinegar. To his dismay, like the pathetic dog he was he licked the bowl clean, his bladder now full of his own piss as well as Goddess Jackie’s.

Simon looked up from the now glistening bowl to see Goddess Jackie smiling at him. Gently now, she led him back into the darkened box, past the chair and back to the entrance of the small cage, Benny still limply breathing in the cage, unbothered by the commotion around him.

Kneeling below a paused in contemplation Jackie, Simon surveyed the room before the light was snuffed out, he saw surgical photos plastered on the walls and Polaroids of men he didn’t know or see hanging from a loose wire, the photos depicting images of such depravity Simon couldn’t gaze upon them for long.

Simon looked over to the potentially sleeping Benny, seeing his left forearm was the only part of his body not covered in latex, his cock and balls readily accessible via a large zipper. Across his forearm, a makeshift painful looking tattoo read the number 9.

Simon looked back at the Polaroids after mustering up the courage to do so, seeing number tattoos on some of the men within, the numbers in no particular order or sequence; what could it mean?

“S…do you want to go back in your cage?” Jackie said breaking Simon’s train of thought.

“No Goddess.” Simon said honestly, not thinking before he spoke. Worriedly, he tensed up, expecting a hard boot to slam into his balls any second, yet the sensation never came.

“Well if you stay out you’ll have to do something for me.” Jackie said, looking down at him.

“Anything Goddess.” Simon said, practically sitting up on his hind legs like a dog begging for the last stale biscuit.

“You’re going to hold a light for me. I have some light reading I need to do.” Jackie said unclasping the heavy leash from Simon’s collar. She didn’t bother undoing the collar, leaving it on him.

Jackie walked away from Simon, trotting over to the gynaecologist chair. As she got to it, she spun around and clicked her fingers, whistling a degrading note. Instinctively, Simon ran on all fours across the floor of the dungeon toward her, stopping inches away from her legs, bowing his head deeply, his lips now millimetres from her cowgirl boots.

“Get in the chair.” Jackie ordered, pushing her foot into Simon’s face to lift him upward. Scared he stood up on weary legs and with a worried mind he backed up into the chair, finding the coarse cushions comforting compared to the stifling cage where Benny resided.

Like the time before, Jackie strapped him down quickly, pulling the door to the torment room closed firmly. Simon’s brain rushed with terror as flashes of the horrific pain from before entered his mind, his mouth shot open, screaming in terror, wails of fear overtaking him, completely unable to hold them back.

With a hard slap, Jackie steadied him, grabbing his chin she looked at him, her red lipstick just as bright as the time before, whenever that was. Steadying the freaking out Simon, Jackie stared deeply into his crying eyes, her bright blue peepers steely with focus.

“I’m only going to say this once; you’re to hold the light steady and keep your noise to a minimum, I have trouble reading and I get VERY annoyed if I can’t finish my stories; ask Benny.” Jackie said, slapping Simon twice more, once across each cheek for good measure, the pain distracting him long enough for Jackie to grab today’s tool of devastation; another sounding rod.

Like before, she grabbed his fearful yet hard dick and shoved the rod down his tight urethra with malicious intent. Simon wailed and flailed, this rod had more girth and was longer, the pain however was almost exactly the same, no tolerance was able to be built up against it, it broke him down all the same. She pushed it down, and dragged it back up again only to push it further down, where it felt like it was knocking at and pushing on internal veins and areas which man was never meant to touch.

The pain was unbearable; his brain a mush of pain Simon began gurgling as the rod slid with finality into place. Quickly, Jackie grabbed something from the surgeon’s table and pulled it above Simon’s sounded cock; it was a lighter.

She flicked the ignition, the flint failing to catch the first few times before roaring to life, Jackie bringing the flame down atop an ever so tiny wick at the tip of the rod. Extinguishing the lighter the room now was illuminated by the sounding rod’s wick. The light lightly jostled as Simon’s ruined dick twitched.

“Oh shoot!” Jackie said as if her shoe was untied. “I left my book up at the house, hold on okay S, I’ll be right back.” Jackie said in a low-key almost causal tone as she walked up and pushed the heavy soundproof door open.

Sliding out from it and closing it behind her the darkness enveloped him, the only source of light illuminated solely by his dick wick. The rod felt as though it was heating up, a light burning feeling inside his cock began to grow stronger, the sensation horrid, like literal hellfire.

With no way to track the passage of time and the pain all he could feel, Simon did his utmost best to retreat into the far reaches of his mind and, for a brief moment contemplate the meaning of the numbers.

They were all so garbled and random; perhaps they were meaningless, perhaps they were to number her slaves or perhaps, Simon thought; it was a ranking system. A way to desígnate which sex slave was the apple of her eye.

It made sense, Simon thought, Benny, the only slave Simon had seen so far, of whom Jackie talked so highly of, was number 9. Surely the past few days of torment that Simon had endured happily would rank him close if not higher than 9.

Simon promised himself that, even if the numbers weren’t a ranking system that he would become Goddess’ Jackie’s number 1 slave; even if it killed him.

Ironically, he thought about the other Goddesses as the heat plume in his cock grew hotter. He wondered if they missed him. They had warned that Jackie played more intensely than they did and foolishly Simon didn’t heed their warning and yet, oddly enough, his time with Jackie was euphoric, a new normal he couldn’t describe.

It would only be truly understood to someone who had lived it. He felt okay in servitude to Goddess Jackie. If she pimped him out or gave him over to the other Goddesses to use he wouldn’t mind but he longed to be Jackie’s and Jackie’s alone; he hoped, as the fiery heat began to burn him that she felt the same.

Screaming and hollering the door opened finally, revealing Jackie, with a magazine tucked under her arm, something else concealed in her other hand, her tight white shirt drenched in sweat from running around her large property. As she entered she readjusted the rod, pulling the metal pole up slightly, the heat dying down, although the inner of his cock still felt as if it was burning at a low rate.

Persevering he tried to hold still, as Jackie flippantly flicked through the magazine. A few pages in she stopped, placing the magazine on the surgeon table beside her before standing up.

“I almost forgot. You’ve already been sounded so you’re semi used to this pain. If I want to test your ability to stay still I have to up the ante.” She said gleefully revealing to Simon a large piece of peeled ginger and a roll of duct tape.

With a smile she forced an unlubed finger into Simon’s unprepared asshole. Fondling around she poked and prodded him, stretching him with one hand as she readied the ginger root for insertion. As she pulled out her finger she slid the ginger root in its place.

The root immediately began leaking, the chemical reaction causing Simon to spasm wildly in terrible discomfort, the jostling shaking the only light source in the room, much to Goddess Jackie’s dismay.

With a huff she pressed on, ripping a large piece of duct tape off and placing it over Simon’s asshole. With another piece she fortified it. Again and again she sealed it in. Satisfied it was buried she grabbed her doctor’s stool and grabbed her magazine. Simon bit back screams and tears flowed down his face like a cascading waterfall, the heat in his dick and ass both different heats but both incredibly painful and discomforting. He wriggled and writhed. Hearing a purposeful huff from Jackie he tried his best to keep still.

“Hold that light steady dear, it’s hard to read, and I need to learn this for you.” Jackie said, patting Simon encouragingly on the knee like a grandmother would do to a small boy.

So Simon sat there, baking in mind melting pain, his body a human candle, flickering often as his Goddess in an unbothered focus kept on reading, flicking the pages eagerly as she grunted and made noises of surprised observation.

Simon tried his best to avoid screaming and to avoid screaming lest he disturb her, yet both options felt like they were mere seconds from occurring. As he felt the world around him dull, the familiar feeling of the night time setting in, his vision blurring, his head becoming too heavy on his neck, he looked over at the magazine Jackie was reading. In fact, Simon thought magazine was the wrong word; it was more a journal, a scientific journal that appeared to be abridged.

Simon only read the title of the journal before he screamed loudly, his bellow sending a gust of wind out, blowing out the light source. Fearful as the world went dark the words seemed so bright even in the darkness. The phrase embedded in his brain as he cried out. Jackie getting up to open the door. Simon screamed once more as the light entered the room, now illuminating the book’s front cover;

‘How to perform a circumcision’


Thanks for reading! Please let me know your thoughts, comments and critiques. As always I appreciate each and every one of you who takes time to read my work xx.

0 Comments
2024/10/30
12:15 UTC

10

Locktober Day 27 : Bound To Please

Hi everybody, hope you are enjoying the last few days of locktober before the real torture begins. Thanks for all the love and support through it all. Much appreciated!

We woke up late, wrapped in the soft glow of a lazy Sunday morning. Sunlight streamed through the blinds, filling the room with a calm warmth, though nothing about me felt calm.

My cock was already hard, straining uncomfortably in its small cage, and I couldn’t stop thinking about how Addy had driven me to release last night—pulsing helplessly against the steel, feeling her control with every twitch. She leaned over, her hair falling around us, and kissed me, soft and quick, before lowering her mouth to the tip of my caged cock to catch a bead of precum that had already formed. Flashing me a playful grin, she slid out of bed, pulling on my oversized t-shirt, and I heard the coffee machine start as I made my way to the shower.

The water was almost torture, the sensation heightening every ache, each drop hitting the steel cage and reminding me of my denial. I tried to shower quickly, but every move seemed to intensify the ache, and when I finally made my way out to the kitchen, I found Addy in the middle of unloading the dishwasher, her back to me, the shirt rising up just enough to reveal the perfect curve of her bare ass. I couldn’t help myself.

Moving quietly, I bent down, lifting the hem, and planted a kiss right between her legs. She gasped but stayed still, arching slightly as my tongue flicked out, tracing small circles over her clit.

She let me work her like that for a moment, then turned to face me with a smirk. I lifted her onto the counter, dropping to my knees, savoring her taste as I took her in, deep and slow, drawing out every sound I could. I felt her legs tense, her grip on the countertop tighten, and with one last swirl of my tongue, she let out a shuddering moan, releasing against me. I stood, feeling the ache in my cage harder than ever.

“Good morning,” I managed, voice thick with need. “It is now,” she replied, giving me a lazy smile. I took a sip of coffee to ground myself, the strong flavor helping distract me—if only for a moment—as I took over the dishwasher, trying to regain some semblance of control.

The rest of the morning was filled with chores, and though I tried to get her to relax, Addy insisted on helping. She’d hand me things that needed to go low while she stretched up to put other items on the higher shelves, each reach giving me a tantalizing glimpse of her bare skin beneath the shirt. My cock was straining, leaking, desperate as I tried and failed to sneak a few more tastes here and there, each attempt thwarted by Addy’s mischievous smile and a light shove, reminding me we had to finish up. I could barely think straight by the time I was hanging out the last load of laundry, her teasing lingering in every step.

When I found her again, she was in the shower, steam filling the bathroom as she finished shaving. She invited me in with that smirk, pulling me under the warm spray, her body pressed against mine, hands sliding up to cradle my face as she kissed me, deep and consuming.

Her hands found their way to my shoulders, gently guiding me down until I was on my knees. She lifted one leg over my shoulder, leaning back against the cold tiles, gasping as I took her in. Her taste was intoxicating, and I lost myself completely, pressing my tongue to her, each flick and swirl sending her higher. Her fingers tangled in my hair, pulling me closer as she ground against my mouth, her body shivering as her orgasm crested, her moans echoing around us.

Once she’d caught her breath, her eyes met mine, filled with that spark of wicked satisfaction. Her hand reached down, fingers grazing over my caged cock, giving it a light squeeze that had me groaning involuntarily. She finished rinsing off, leaving me in the shower to pull myself together, though I could only watch as she toweled off, every motion a calculated tease. Before she left, she tossed a pair of black lace panties onto the counter, her eyes glinting. “You know what to do,” she said with a wink.

I slipped into her thong, feeling the lace press against my aching cock, and stepped into the bedroom where she lay on the bed, completely bare, her legs spread just enough to make my mouth water. I moved toward her, but she closed her legs, tilting her head toward the dresser. I followed her gaze, spotting her favorite black dildo strapped into the harness, and though disappointment flickered through me, the thrill of serving her took over. I buckled up and climbed onto the bed, positioning myself between her legs, guiding the toy to her entrance. Slowly, I pushed in, her wetness making it easy, and she let out a deep moan, wrapping her legs around my waist.

“It’s so fucking hot when you take the dildo without lube,” I growled into her ear, my voice thick with lust as I started moving, feeling her pulse around me. She clung to me, her hands moving from my neck to my shoulders as I picked up the pace, each thrust driving her closer to the edge. The sound of our bodies filled the room, her moans rising with every stroke until, with a scream, she came, her body clenching around the toy. I slowed, leaning down to kiss her, savoring the way her body softened beneath me as she relaxed into the afterglow. Reaching between us, I rubbed her clit gently, watching as another orgasm rippled through her.

Finally, I rolled onto my back, breathless and content, only for her to lean over, her voice a husky whisper. “Your turn.” Her hand found my balls, giving them a squeeze that had me gasping, every nerve already on fire from the day’s teasing. She moved down, taking my caged cock into her mouth, her tongue swirling around the swollen skin, and I couldn’t stop the moan that escaped as she pulled back. Reaching into her nightstand, she retrieved my favorite dildo, strapping it onto herself before guiding me to the edge of the bed.

Slowly, she pressed the head inside, the pressure sending waves of pleasure through me as she eased in deeper, each thrust bringing her just close enough to my prostate to make me shiver.

She started moving in slow, deep strokes, one hand gripping my cage, her fingers tracing circles over the swollen skin. The pleasure built quickly, my body coiling as she pushed me further, driving me past my limits. With one final thrust, she hit my prostate, the sensation sending me over the edge as my orgasm tore through me, the cage pulsing as she held me close, milking every last drop from me. My body went limp, completely spent as she released me, every bit of tension gone.

As I lay there, catching my breath, she unbuckled the harness and slid into bed beside me, wrapping her arms around me, her lips brushing my shoulder. We cleaned up afterward, and she ordered our favorite Chinese takeout, both of us lounging on the couch, laughing and eating, savoring the warmth and intimacy. We ended the day, satisfied, wrapped up in each other, completely in love and ready for whatever tomorrow would bring.

Brax -

2 Comments
2024/10/30
11:20 UTC

94

Friend turned roommate turned key holder - Part 2 (true story)

Ella had just taken my keys, and agreed to hold them for a while, unspecified amount of time. This night was late in September. After she saw the cage, we kept talking for an hour or so, she was brainstorming her ideas for the keyholding. Suddenly, she got a breath of confidence and said: “Yknow what, since I can make the rules now, I think you should be naked at home, so I can make sure you haven’t slipped out of the cage or aren’t trying to get off still inside it.. sooo.. go ahead.”

The sub in me was ecstatic, the rational brain panicked. I knew my horny brain was absolutely down for this, but my sober brain would definitely get self conscious when she saw me naked every day. I was mulling it over when the spontaneity took over and stripped off my clothes. I stood in front of her, and let her stare. I could tell she was taking to this arrangement more than I ever believed she would, the power over me satisfied her.

“Now, I don’t want you to think this is a sexual relationship, or that there will be any physical interaction here. Maybe, but don’t count on it.”

As she spoke she palmed my cock and balls, squeezing, the cage uncomfortable.

“But understand that if I want to touch you, I’m going to.”

I nodded, confused, the mixed signals not making sense, but couldn’t stop myself from leaking into her palm. She wiped it on my chest and told me to go to bed. I wordlessly obeyed, and we turned out the lights and parted ways for the night. I couldn’t sleep for hours, rubbing my frenulum as I oozed, mind wrecked with excitement, Lust, overwhelmed by the knowledge that this girl, my favorite person, the one I’d craved for years, now controlled my pleasure. I don’t remember falling asleep, but i do remember waking up stuck to the bed.

It was the last Saturday of September, and as directed, I woke up in my cage, naked, oozing profusely. I got up and started to dress, but remembered the inebriated agreement the night before, so I stopped. I turned on the shower and remembered the rule that Ella would let me uncage to shower and shave and wash well so that the cage didn’t chafe. I went to her room, knocked on her door, which was already barely open. She was face down, covers off, a pillow under her hips, hand between her legs, and fast asleep. I marveled at her for a minute, this was the first time I’d ever seen her pussy, it was a bit flushed, but perfectly pale and with hints of pink poking out from between her lips. I felt a drop of my precum hit my foot before I called out her name. She jerked and rolled over, covering herself up, groggily opening her eyes.

“Fuck..what??” She barked, she always always always hated being woken up no matter the circumstances.

“Sorry, I dunno if you remember but you said I could uncage while I shower on Saturdays.”

She sat up, tits out. “What? I….oh, yeah. Gimme a minute, go get in the shower.”

I was confused again, she said she didn’t want to remove it herself, did she change her mind? I got in the shower and started my usual routine, shortly after that she came into my bathroom and slid the shower door open.

“Let me see your cage.”

I hesitantly turned it to her, then she slipped the key in the lock inquisitively. She studied how the cage came apart, then the lock came free. The simple design was easy to remove, but the tube in my urethra tugged back as it was pulled out before slipping free. She audibly remarked as the tube was removed and a glob of oozy cum dribbled from my cock. I showed her how to get the very tight base ring off, then handed it to her.

“20 minutes, and I have to watch, go ahead.” I hardened immediately, the notion of her watching me shower, hard, oozing cum, and somewhat vulnerable, was everything I ever wanted. As I showered I never lost my erection, but finally shaved my groin to stop the annoying chafing and hair pulling that was happening. I shut the water off as she stood to lock me. I verbally walked her through the steps, cock softening hesitantly when the cold steel touched my balls. She injected some surgilube into my cock, slid the urethral cage into/onto me, and fixed the lock in place, pulling the key out and hanging it on her simple gold chain necklace.

“Good boy.”

9 Comments
2024/10/30
08:44 UTC

23

Weekend cabin

This is a recollection of a weekend getaway I had with my wife. I am unsure of the format.

Some backstory: My wife isn’t really into chastity play or being in charge in the bedroom. However, over time, she has started to indulge me with some chastity related play even if she does not comprehend why I would want to be denied and tends to feel bad if she gets gratification while I do not. She is also very insecure and prefers I be in charge almost all the time in the bedroom which is contrary to the chastity vibe of not being in control. However, I love the fact that she has done it on several occasions for my pleasure and I love her dearly for that.

On this occasion, we planned a two night getaway in a 2-bedroom cabin. About a week beforehand, we were cuddling in bed and looking forward to the weekend to be able to relax and have adult fun since we were too tired during the week. I asked her how can we wait until then which she replied with, we just have to. I told her that I thought she was going to ask for the key. She kind of perked up, smircked and said « Well there’s an idea. Go put it on. » When I came back, she took the key, said good night and turned away to browse on her phone.

During that week, I would try to initiate action in the evening but she would push me away saying that I enjoy pleasuring her just as much as regular action and to wait until the weekend. I thus started imagining how the weekend would go. I had three ‘scenarios’ in mind for the first day and decided I would follow her lead on the second day.

We got to the cabin in the late afternoon and after unpacking the car, my wife stated that the book she had been reading was so good and she wanted to read but would help with dinner if I needed it. I told her it was fine and to go enjoy but this thwarted my first scenario where I wanted to tie her spreadeagled on the bed in sight of the kitchen and toying with a remote control vibrator while I cooked dinner.

We ate dinner once it was ready and then spent some time in the hot tub. Once we were back inside, I stated that I could do the dishes but had an idea in mind. She started to argue that if I did the dishes tonight she would do them the next day since it sucks so much. I reinterated that I would do it if she let me put the Diamo vibrator, which she had explored once in the past, under my chastity device and she teased with it while I did the dishes. This would allow her to read at the same time.

She agreed, told me where the key was and to go put it on. What I had not told her was that I had bought a sexy butler outfit that consisted of a speedo like bottom with little buttons and a little bowtie and a regular shirt collar with bowtie that held with a snap button and nothing else. When I came out, she burst out laughing stating that she wondered what was taking so long. Her reaction had a humiliation feeling rush over me which I had apprehended and craved at the same time. I straddled over on the couch while showing her the app on my phone and handing her the key back. When I started kissing her neck, she pushed me away saying « Get to it ».

I thus went to the sink and started my work without looking back at her. After a minute, the vibrator started buzzing randomly as she seemed to be figuring out the controls without looking my way when I peaked. After a few on and off periods, the vibrations became more intensed and it started getting harder to focus, having to take a few seconds to concentrate on something else not to accidently cum. When I looked back, she was concentrated on reading and I figured she must have started a model that was playing a number on me. I kind of felt dejected that she was not paying attention assuming she would at least look at my butt or something but at the same time asked myself what were you expecting? You chose to humiliate yourself instead of being the man in charge. Of course her book wins.

I was able to finish the dishes and stated as such. She was surprised and told me to go wait in the second bedroom were nothing was since I was distracting her from finishing her book. I asked what was I supposed to do since she had my phone. She told me I just had to wait and that she still needed my phone. I had not expected this twist. On four or five occasions in the following 30 to 40 minutes I was isolated in that room, the vibrator sprung back to life following the pattern for what seemed like longer periods. Having nothing to distract myself, I started counting the tiles on the ceiling over and over again and still couldn’t remember what the count was. It was the only thing keeping me from cumming and it was not easy.

She finally came and opened the door, apologizing for the wait stating I was distracting her with the moans I had not realized I was making. I was then free to tie her up and bring her to several orgasms like I had imagined for the third scenario minus getting release that evening. I was only able to remove the Diamo before locking back up.

The second day was mostly lounging around, reading, napping, eating and drinking. I tried a couple of times to initiate play to pleasure her but she would have none of it. After dinner, she stated she wanted to go sit by the firepit. I got that going and spent some time there. Afterwards, she wanted to go in the hot tub again. We realized we forgot our towels inside. When it was time to exit the tub, I volunteered to do the dishes again. She said it wasn’t fair for me to do that dreadful task again and that it was her turn. I said that I rather enjoyed it the previous night and could go ‘suit up’ and come back with her towel. She agreed, I went and put the vibrator and butler suit on before going outside, unsure if the neighborhing cabin had a view to our balcony or not making it somewhat thrilling.

I then started the dishes from the entire day. I had expected her to read and mostly ignore me like the day before. However, this time, whenever I peeked, she was watching me intently while messing with my phone. They’re we fewer downtimes suring the duration. When i was nearly done, she retreated to the bedroom and waited for me. I then proceeded to bind her once again similar to the night before but this time freeing myself to enjoy it fully.

I really enjoyed the getaway and will actively look for a dishwasher free accommodation next time to be able to relive the feelings.

5 Comments
2024/10/30
04:22 UTC

15

Day 5 after confessing I wanted to be a sissy.

It’s now the start of day five, waking up with my little clit (as she makes me call it now) locked away in my negative Chasity cage she bought for me because I no longer have a penis. Clit is so sensitive and pulsing waking up after being teased and denied. Just the day before she had to go to work for a few hours which meant I was going to be left alone. With the house already cleaned and kept up she informed me of my tasks for after she left.

1- Put on your hot pink lace body suit 2- Take your toy and practice trying to cum while sending me proof.

  Mind starts racing receiving my rules. So excited to dress in my little outfit and put on a show for my mistress. I start picturing it in my head standing around waiting for her and her friend to leave. Then the time comes. A kiss and smile goodbye then the door closes. You know what that means. I lock the door, walk right to the bedroom, pull out my special drawer and pull out my hot pink lace body suit and slide it on. Feeling so sexy and excited my first thought was to immediately show mistress I was already following rule one. I snap the picture and send it to her! Her response melted my body there in front of the mirror as she says “good sissy”.  After sending her a few different poses, I walked back to the bedroom room for drawer number 2. I reach in and pull out my blue eight inch dildo and I get in position on the bed in front of the ring light and camera stand I had set up. Clip my phone on and hit record. Laying there legs spread open I take the toy and start smacking it against my pussy (again her rule I must call my hole) and my clit still locked away. I tease myself up and down rubbing my toy all over my pussy before pulling it up to my mouth and sucking it like the good sissy I am. After i push this dick down my throat and sucking it as if it were real for a short time I hit stop and send the first video. “You’re so sexy” she replies, “you suck dick so good” hyping me up cause she knows it turns me on. 

Now for the real fun! I hit record and lay back again. This time I pull my plug out that I have to wear all the time, unless at the gym. Grab my blue dick and lube it up before sticking the head on my pussy hole and gently sliding it in. I moan as it feels so good sliding in my pussy and begin to use my dick to please myself. I push it all the way in and pull it out slowly looking at the camera making sure she gets the best angle and she can clearly see me completing rule number two. Send!

   “Thats such a good sissy, practicing for the real thing” She says as she saves my video. I reply “ yes mistress, anything to please you”. So turned on, I continue to use my pussy and send her videos until it was time for me to have to stop and get ready. By the end my pussy felt so used and so stretched out because four days prior I confessed that I wanted to be her sissy. After a quick smile I knew I was in for it where she is already bratty. Now using it to her advantage she dresses me, locks my little clit away and has me to do her chores and please her any way she sees fit. 

   So now here we are day 5. Waking up already on ten we head to the gym for a quick workout before returning home where we knew we had a few hours to kill together.  We shower, smoke a blunt, then she says to me “get the new toy on and fuck me “. Sending chills up and down my body in reply “yes mistress” and roll out of the bed to get the new ten inch long, two inch thick, monster of a cock and load it into my strap on harness. My size queen was so excited to get to try out her new toy she quickly rolled to her belly and stuck her ass up, ready to feel her new dick stretch her insides out. After pulling it tight I climb on the bed and mount her. My little clit starts leaking making my pussy wet knowing how good this monster is about to make her cum, and knowing my clit does nothing for her stretched out pussy now. In position I grab her dick and put it to her pussy and press it inside. She gasps with pleasure. Moaning telling me “easy, it fills me up so good”. I feel my pussy get wetter as she grips around her new monster cock. Pressing my clit inside my negative cage even more.

   After continuously moaning telling me how good it feels and never having a dick this big before and being built up and teased for 5 days now. A flip switches where I am so worked up. I start grabbing her hair pushing this monster inside her even more and harder; which just makes  her moan even harder and louder. Feeling so proud of her taking her new toy so good I started whispering in her ear “good girl” and “tell me how much you like it”. She’s so turned on. I’m so turned on. I lean up to get better position as I’m throwing it to her and have a handful of her hair holding her face to the bed for the first time ever I smack her. It only turns her on even more so this time I smack her a little harder as I’m deep inside her pussy with this new toy. “I’m cumming right now” she barely gets out from the pleasure. I smack her one more time for good measures before starting to ease up and give her the long strokes she enjoys so much. I’m dripping sweat at this point as she’s trying to catch her breath from moaning telling me how good it made her feel. After taking it slow to rebuild my breath and stamina back up I lean all the way back down pressing the whole toy inside her as I wrap one arm under her breast along with one arm under her to grab her throat. Position myself to hold her to the bed choke her and I start hammering this dick to her using her as leverage to pull myself back to her on my way out. As she’s screaming with pleasure I start to feel a pressure in my clit each time I have the toy all the way inside her. At this point I’m going so hard and so fast I start to feel sick from all this cardio. Making sure to tell her “I want you to cum real good for me” her eyes roll back as her pussy creams all over this new dick. Struggling to breath and drenched in sweat I have to stand up take the strap off for a break before I throw up. 
  
  Things then take a turn as she tells me to let my little clit out. I am exhausted yet a good sissy so I do so. She laughs telling me how little my clit is and how it does nothing for her anymore before teasing my limp clit by only putting the tip in her mouth. Before I’m ever even hard she rolls over, pulls her leg in the air and says “come feel how stretched it is” instantly making my clit hard I roll over and get to feel how stretched, soaked and creamy her pussy was after just being used like that. “I can’t even feel anything” is what she told me after I’ve already slid it in and started thrusting, sending me over the top. “There’s no reason it should even be out it’s so small” she says next making me even more humiliated, I start to get soft again. Knowing it’s doing nothing for her after her new monster. I roll back off trying to catch my breath again. After begging her to play with my clit instead, She then begins to lube her hands along with my pussy, then begins to massage my clit making it hard again as soon as she touches it. Teasing me up and down my clit making me feel like such a good slut. I open my legs and ask her to finger my pussy please. She smiles and slides her other hand down to my pussy and begins to finger me while stimulating my clit. I feel so amazing at this point and I’m so close to an orgasm it makes me close my legs and they start shaking. Fighting me she still fingering me while trying to pull on my clit. She opens my legs to where I relax to enjoy for a second before she gets to the tip again and the same thing happens. Legs go closed and  shaking in pleasure she warns me to keep them open. I again try letting them open while she edges me closer and closer until again I can’t take it legs close and shaking uncontrollably. This time she just lets go and smiles and tells me to put my cage back on. I want to fight it cause it feels sooo good, but also must obey her so I don’t get punished and have to miss out next time. So I listen out myself away and roll us a blunt and rehydrate. 
0 Comments
2024/10/29
19:25 UTC

24

A simple dare (part 6)

All characters 18+, consenting and enjoying themselves, this is all part of a scene/play setting. Since it’s the month of Halloween I thought I’d write a more graphic scene. As such please be warned this part may not be for all audiences.

—-

Four days.

Four days had passed since Amanda and her unnamed black friend had sodomised him. Four days since his asshole’s virginity was stolen and all of his pretty holes were defiled for Amanda’s sexual gratification. As Simon ate his bowl of cereal he could still taste phantom mouthfuls of the warm thick, near chunky cum. It smelt awful and tasted even worse, Simon suspicious the man purposely made his loads taste foul, how he did so, Simon couldn’t say.

Gagging now, he pushed his bowl of cereal away across the countertop. Simon had to readjust often on the chair, his anus still sore and not quite back to normal. His lips and mouth felt tender and bruised, puffy almost. Each time he blinked he saw flashes of his previous play times; Amanda’s degradation and Carly’s ball beating savagery.

Mentally, Simon was beyond aroused, sexually stimulated further than he had ever thought possible, yet his body showed little signs of his mental pleasure. His loose and creased boxer shorts showed no sign of a bulge on account of his trapped cock, his slimy semen filled cage stick and gross. His balls had recovered and returned to their normal size although the colour was still unnatural, the purplish welts slightly raised and extremely tender even now.

Shaking his head to remove the lingering semen soaked thoughts, Simon reached out for his soggy cereal and began eating once more, trying harder to focus on the masturbation images of Amanda in his mind or the smile of Carly as she wailed on his pathetic balls. Despite his best efforts as he brought a spoonful to his mouth, the images were bookended with visages of his humiliation, his manhood destroyed and never to be recovered.

He knew he was a slave now, unable to turn back the clock to his former life but with each passing mouthful Simon gulped down both cereal and worry; how much farther would they push his limits…how far would they go?

Leaning hard into the bench he heard the soft pitter-patter of Carly’s feet coming down the stairs and entering the kitchen. She walked over to the cupboard and reached up high, her short pyjama top exposing her tight stomach and deep v-cuts. Carly was as athletic as they come, Simon watched her silently as she awkwardly reached for a box of cereal just out of reach, her booty popping and jiggling as she bounced on her heels to reach it.

“Little help?” Carly called, Simon got up from his chair and walked over, reaching high with both hands to steadily secure the box.

As he did so, Carly rapped a quick backhand into his exposed ballsack, the boxers barely protecting them. The thud was loud and visceral. His sore, welt covered nuts couldn’t handle even a firm gust of breeze in their current state let alone a hard smack from Goddess Carly.

Unable to endure the pain Simon fumbled to the floor bringing the cereal down atop him, the inside bag spilling chocolate pieces all across his sprawled out body and the tiled floor. Clutching his nuts and with squinted eyes he tried to push the pain away but he was too weak; both mentally and physically to fight it.

He felt Carly sit on his upper chest, her cunt separated from him by a thin piece of expensive pink fabric. Panting and feeling his dick firming in his cage, ready to explode, he blinked his wet eyes open to see Carly studying him.

“Jackie‘s not gonna like that.” Carly said sourly

“Like what?” Simon asked puzzled, his balls aching, his panting breaths lifting Carly up and down as his chest rose.

“You — being unable to take a small hit like that. She plays very rough. Very, very rough. I think you should ask to reschedule.” Carly said, a steady, almost motherly tone in her voice.

“No way.” Simon said defiantly, his ego getting the better of him.

Momentarily forgetting his place as the submissive and slave to Goddess Carly he pushed her off of himself and raised up, standing over her for the first time, she looked good beneath him.

Smirking Carly stood up from the dirty, cereal covered floor also, staring up at Simon as she continued to speak; “I am trying to do you a favour. Just ask to be Amanda’s slave for the next week or so until you’re healed. You’ll thank me.”

“I have proved to both you and Goddess Amanda that I am willing. I am accepting. I only have to prove to Goddess Jackie that I can serve her, and then I’ll…” Simon said trailing off.

“You’ll what?” Carly prodded.

“I’ll be let out.” Simon answered, feeling satisfied with his candor.

Carly laughed, backing up and covering her mouth with glee. Practically kicking her feet in delight, her face growing redder and redder with each passing second she spat out;

“Is that what you think is at the end of this? Being released and given a nice long wank?”

“Maybe, if I’m a good boy.” Simon replied coyly, embarrassed at how the phrase made him feel. Calling himself good boy like a dog, like the dog he was.

“Simon—“ Carly began solemnly, “you may be my ballboxing partner, Amanda’s little clitty bitch but you’re about to be Jackie’s plaything…I hope you understand how serious she takes her play.”

“I do.” Simon said fully sure of himself, his hubris filled words stinging into Carly’s skin.

Seeing his phone light up on the breakfast bar he walked over to it, slightly limping, the nut shot not fully worn off. Picking it up the text was from Jackie with the all too familiar text;

“Time to play.”


Ironically, Carly offered to drive Simon to Jackie’s house. It was on the outskirts of town, a rather large block of land and a very small house. It looked more like a shack, the land surrounding it very woodland and not maintained by the local council. It felt odd out here, almost spooky…eerie. It wasn’t the emptiness or the isolation from others that made Simon’s skin crawl it was the complete and utter lack of noise; the silence so different from that of in town. The soundless expanse perked his ears up even more as he stepped out of Carly’s car, the motor still running.

“So…” Simon began, looking around the empty property before looking back down into the jostling car toward Carly; “any tips?”

“Yeah.” She began, shirting gears into drive. As she began to pull away and turn around the dirt road Simon heard her call

“Just remember it won’t last forever.”

Unsure if he heard her right Simon scratched his head and looked around, the sun blaring overhead. With no other houses in sight he made his way down the dirt road, kicking up stones and pebbles as he went toward the dilapidated looking house. Stepping up onto the porch he grabbed the rickety fly screen door and threw it open, knocking on the thicker door within.

Momentarily the door opened to reveal Jackie, a cigar hanging out of her mouth, her blonde hair up in a ponytail and her blue eyes staring deeply into his from beyond her thick glasses. Jackie had initially ignited his kink journey, her introduction so painful yet pleasurable. The way she squeezed and sucked him was something he had never experienced and would likely never have again with another. Jackie was a once in a lifetime type of girl, Simon thought as she stepped out onto the porch.

Dressed in big cowgirl boots, dirty blue jeans and a tight white top, Jackie took her cigar out of her mouth and blew it in Simon’s direction;

“Morning Darling.” She said.

“Good morning Goddess.”

Wrapping her hand around his shoulders, Simon tensed and shuddered almost automatically. Giggling Jackie patted his back supportively as she led him off the porch and toward the backside of the house, where the trees grew thicker. As the pair walked on Simon looked from right to left; no livestock or neighbours. No back alleys or cars, only forest on all angles. As they stepped over the metaphorical barrier from the grassy lands to the forest interior, Simon could faintly make out an obscured structure hidden deep in the tree line.

Puffing on her cigar all the while Jackie said nothing, her demeanour closed off and focused, Simon, now shivering like a leaf tried to steady and calm himself as they crunched on dry leaves towards the now fully in view structure. A large room, a camouflaged box plopped in the middle of massive trees. The door on the front adorned with more than three different locks; no windows, no alternative entrance or exit.

“As you can see from my house I am not all that concerned with material or aesthetic possessions. My hobby is where most if not all my money goes to.” Jackie said stepping toward the door, lowering her face to the locks, taking a necklace laced with keys from inside her tight white top, her fat ass pushed out as she tended to the security measures; Simon horny and scared beyond words.

As the final lock clicked open, Jackie grabbed Simon’s arm firmly with one hand and swung the door open with the other, shoving him inside with a hard and forceful push. Slamming the door closed behind her, a single fluorescent light flickered weakly on above him, illuminating the room.

Shocked Simon gasped and fell backward toward the door, bumping into the body of Jackie. Hanging from the ceiling were all manner of tools and toys; dildos, callipers, spreaders, bumblers, pliers & hammers.

The walls had soundproofing lazily nailed in, red and black wallpaper alongside matching carpet adorned the room as at the back of the room a large tarp covered box sat silently. In front of it, a dirty, custom gynaecologist chair was bolted into the floor, fitted with leather wrist and ankle restraints with a metal neck harness too.

To the left of it, was a surgeon’s table, the stainless steel stained with unnamed fluids that Simon couldn’t bare to look at, the tools on the table rusty and scary. Physically shivering and shaking, Jackie placed a comforting hand on Simon’s shoulder as she walked him slowly over to the chair, guiding him into place. Wasting no time she locked in his wrists and ankles quickly and tightly as Simon chuckled out a sheepish suggestion;

“Before we uhh, start, maybe we discuss our safeword?”

“Oh honey.” Jackie said, reaching into her pocket, taking out a surgical mask and placing it over her cute red lips. As she adjusted her glasses and stepped closer, like a doctor observing her unconscious patient she said coldly; “We don’t have one.”


Simon rustled and jostled in the chair, but the shackles were too tight, the bolted down seat not moving no matter how hard he rocked. Jackie surveyed the tools on her table and above her head. Before grabbing down a pair of pliers, surgical scissors and a hammer. Simon shook in his share violently and screamed, before Jackie smacked him hard across the face. The impact knocking him silent.

She walked to the front of the chair and knelt down between his legs, using the surgical scissors she cut away the sweat covered pants and boxers to reveal Simon’s bruised balls and caged cock. Taking the heavy blue balls into her hand she surveyed their weight and mumbled quietly to herself, Simon practically sweating bullets with every passing second.

“To get my subs, my slaves into the correct mind frame for my work, I have a few ideas how we’ll get you there.” Jackie said, her smile unseen but she words sounded different as if she were smirking from ear to ear.

Quickly she grabbed the pliers with one hand, with the other she pushed one of Simon’s nuts into the middle of the tool; clamping down hard the metallic device pushed his nut near flat, the sensation of pure pain causing Simon to scream wildly, the bruising appeared to spread, as likely blood vessels popped in the skin as Jackie applied devilish pressure to his right nut, nearly crushing it in her vice grip.

Simon flailed and cried out, but she persisted the pain constant and sharp, unable to be escaped from physically or via disassociation. She slightly tweaked her hold, pushing the pliers down further on the bollock, leaving majority of it exposed. Holding it firm with one hand, her knuckles pale white as she gripped it. With her other hand she reached for the hammer and raised it above the caught testicle. Like a booby trapped pyramid the hammer hovered in fiendish patience above the nut.

Simon looked up at Jackie, tears streaming down his cheeks, the pain beyond what he thought he could handle. But he preserved; for her.

“This usually is the one way ticket to sub space.” Jackie said bringing down the hammer on the captured testicle with a dismissive flick of her wrist. Like a meteor smacking into the earth, or a tidal wave eviscerating the shore, the hammer came down forcefully and powerful, decimating Simon’s nut.

The pain nearly knocked him to unconsciousness, barely held and kept awake by Jackie lightly smacking his cheek. Screaming and wailing in Terror, the pain unimaginable, Simon could barely bring himself to look down, feeling the tremendous pain he was sure, absolutely certain it was mangled and ruptured; destroyed beyond repair. Jackie forced his head down, pulling his eyes open to look down.

To his utmost and elated surprise it was still intact, albeit beyond swollen, the nut now the size of a small orange. Panting and breathing heavy, his heart rate accelerating to dangerous levels he felt Jackie grab ahold of his other testicle with the pliers, the grip much softer this time. Leaning next to his ear she slowly ramped up the pressure as she whispered;

“Shall we continue or do you think you need another help getting into subspace?”

“NO GODDESS!” Simon screamed practically cutting her off. “I am ready to receive your gifts. My body is yours to use.

“However I want?”

“However you want.”

She raised her eyebrows, her face contorting to that of a surprised smile, with a more loving voice she replied; “I’m glad to hear that.” Before bringing the hammer down on his other nut, the same fate befalling it as the other.

Stepping back Jackie watched as Simon writhed and screamed, taking her finely manicured hand and sliding it down between her tight body and her perfect fitted jeans. Watching as Simon cried and groaned, his ballsack one large lump of pain, she rubbed herself vigorously, throwing her masked head back as she moaned deeply, her sadistic urges only lightly placated. As quickly as she had began she stopped, giving Simon no respite.

Pulling the necklace from her shirt she fondled around for the correct key, flashing a silver hex key up at the crying Simon. The euphoric sound of the unlock rang out in his ears as he felt the sticky and slimy cage be pulled free, the puddles of precum and semen falling out in spotty patches as the cage was taken clean off, placed up on the surgeon table.

Immediately his dick grew back to full mast, unable to take the release and adrenaline backed endorphin rush, his dick spurted out a quick spurt of cum, spraying all over the red tape floor. A hands free, uncaged orgasm left him drooling, his head unable to be held up as the feeling of a semi-decent orgasm overtook him. He was beyond grateful to Jackie for releasing him. He smiled at her weakly, his dick still shooting a messy, off white, slightly discoloured cum shot.

“Did that feel good?” Jackie asked genuinely curious.

“Yes Goddess. Thank you Goddess.” Simon said, his words slurry with post orgasmic passion.

“well you know what helps trigger orgasms? Prostate simulation.” Jackie said excitedly, running her hands across toys and tools on the surgeon table.

“Please Goddess, my asshole cannot take it, Amanda had her Bull take care of me.” Simon pleaded, his dick still firm.

Jackie turned around to face Simon, holding a long and thin, polished metal rod, the ends finely sculpted to be perfectly round. As Simon’s eyes caught wind of it his expression dropped and he looked as though he had seen a ghost. Shaking his hands and feet he tried desperately to cover his genitalia, knowing full well what was about to happen.

“Darling I’m not in your ass to get your prostate, I’m going through your dickhole!”

Forcefully she grabbed Simon’s aching shaft. Her touch felt glorious and transcendent but the connotation scared him stiff. Scared beyond measure Jackie pushed the sounding rod into his dickhole, the cum shot from earlier acting as his only source of lube. His orange sized nuts and dick screamed out in furious and unending pain. With every passing millimetre that the rod descended Simon screamed and yelled a decibel louder, it only matched by Jackie’s wails of pure ecstasy.

“Oh fuck! That’s a good boy!” She said pushing the rod down further, Simon barely able to remain conscious, although to pass out would be a relief from the physical hell he was in.

“Just a little more” Jackie said, her free hand furiously undoing her jeans, to allow for a better angle to her sopping wet cunt. As the rod found depth, she stood back, dropped her pants, revealing a pair of Lacy underwear which were completely soaked through. Sitting back down she admired her handiwork, rubbing herself all the while.

With every passing groan, grunt and cry she rubbed and fondled, even taking a moment to slide a delicate finger in, her moans like harpy’s nails across Simon’s tortured body. He felt his dick throb, each throb jostling the rod ever so slightly, the pain ludicrously terrible.

“Do you know what’s down your cock right now?” Jackie said reaching under the chair for something.

“A…a rod.” Simon said carefully, trying not to pant too hard lest he disturb the rod.

“What kind of rod.” Jackie pressed, still softly rubbing her puffy clit.

“A sounding rod.” Simon replied.

“What’s it made out of?” Jackie said, looking over her glasses frames inquisitively.

“Metal.” Simon answered, proud of himself for powering through this far.

“And what is metal?” Jackie asked coyly.

“I don’t know.” Simon replied, his brain way too scrambled and soaking in pain to think even remotely critically.

Taking off her surgical mask Jackie smiled brightly at Simon before quickly attaching something to the rod, a clasp of some kind.

“It’s a good conductor.”

Suddenly, Simon felt an otherworldly pain, the kind that tensed his entire body and felt like it fried his soul. A quick second of electricity through the rod had felt like a timeless void; the pain everlasting. His entire being felt pushed out of his body, as if he was no merely observing his punishments rather than receiving them. Another jolt came and another, his eyes fluttering between consciousness and sleep, he watched as Jackie began practically fist fucking herself, her entire hand inside herself as she rubbed with the other. The site before her sending her over the edge time and again in quick succession her moans and shrieks of euphoric joy nearly timed with the rhythmic “zzzzap” sound of the electric battery.

Simon spasmed, unable to cry out, his vocal cords tired and worn and his tears all but dried out. As the jolts continued so too did the relentless torrent of Jackie’s orgasms. Only once they had stopped for good did she casually flick off the machine, the sounding rod still within his pulsating cock.

Fried, broken and beaten, Simon drooled into his shoulder, his head leant to the right, his body no longer fighting against his restraints. As he may motionless Jackie removed her cum covered hands, her juices covering the better part of her arms and most of the floor. Panting heavily she stood up, wiping a thick line of sweat from her forehead, her shirt soaked with her drool and wet hands as she wiped them against it.

Pulling up her jeans she rebuttoned them and adjusted her hair, leaving not even a strand out of place. Turning her attention back to Simon she grabbed his dick and yanked the rod out, a satisfying gurgle of cum came bubbling up the shaft, spewing down his dick weakly. Tossing the rod onto her table she reached up to the hanging Instruments, grabbing down a ball gag.

Placing it in his mouth, she clasped it on tightly. At the very same time she removed his arm and ankle harnesses, although he was no longer in a fighting mood. Limply she pulled him from the chair and helped him down the room toward the tarp covered box at the end of the room.

“Now darling, I know that seemed like a lot for your first time. But I knew you were one of the stronger ones.” Jackie said ripping up the tarp with her free hand to reveal a human sized metal cage affixed to both the wall and ground; inside it a naked man with a gimp mask obscuring his eyes, ears and mouth was pressed up against the wall, shaking softly.

With her free hand she undid the lock, the key still inside it, and pushed a limp and defeated Simon in. The pair of Jackie’s sex slaves barely able to fit in together. Re-locking the cage Jackie blew them a kiss before kneeling down to be at Simon’s eye level. Unsure if he was or could hear her she spoke softly;

“You’re my favourite Simon. Benny here was fun weren’t you Benny? We’d play with knives, razors, needles heck even surgery play! But I think somewhere along the way he went into subspace and never came back out. He was my favourite toy until you came along!”

Jackie stood up and threw the tarp back over them, her cowgirl boots smacking against the floor as she walked to the large door they entered what felt like hours before.

“So I’m just gonna text the girlies, have a shower, grab a bite. I can’t wait to tell them how happy I am about my new toy. I’ll have to call dibs on you, my little drool bunny.” She said as she slowly pushed the heavy door closed.

As the darkness set in and the locks clanged Simon heard her yell from the stifling darkness;

“I can’t wait to play again!”


Thanks for reading. If you liked my more horror inspired post/part please let me know. I’d love to hear feedback and suggestions. Thanks again for reading, means a lot.

8 Comments
2024/10/29
12:40 UTC

12

Locktober Day 26: Edging Desire and Complete Surrender

I was dreaming, last night’s memory wrapped around me like a blanket, so vivid I could feel Brax’s release on my hand, his desperate squirming as I pushed him right over the edge in his cage. The way he filled my hand, throbbing and helpless, had me melting all over again.

I felt a warm hand gently move my wrist aside. The next sensation was the heat of Brax’s mouth as his tongue and lips found my clit, drawing me out of sleep with the kind of attention that made my skin hum. I opened my eyes to the soft light of dawn and his face between my legs, determined, devouring me like he couldn’t get enough.

“Good morning,” I breathed out, voice thick with pleasure as I felt him smile against me, his breath warm, teasing.

“Good dream?” His voice was that soft mix of mischief and knowing, and he resumed, lips and tongue dedicated to every inch of me.

“Mmm, you could say that…” He slid two fingers into me, curling them just right, and in seconds, I came apart, his pace perfectly slowing down to let me ride each wave. Just as I caught my breath, he picked up speed again, his mouth back on my clit as his fingers curled deep, making my vision blur as another climax hit. He didn’t stop, gently licking and teasing, letting me come down slowly. God he was good at this.

“Watching you play with yourself in your sleep—so damn hot” He started kissing his way up my body, stopping to take my nipple into his mouth, sucking it gently. I squirmed, needing friction, his body hard against me. He shifted just enough, and I pressed myself against his caged cock, grinding slowly, feeling him bulging and slick with precum. His mouth moved to my other, more sensitive nipple, sending a spark straight to my core as I ground harder against him, another climax crashing over me.

With a deep, lingering kiss, he rolled onto his back, pulling me into the crook of his arm. He traced slow circles along my arm, brushing his lips over the top of my head as I drifted in that post-orgasmic haze. “I love you,” he whispered, his voice soft and sincere, and I couldn’t help but feel perfectly content, perfectly satisfied.

The alarm pulled me back to reality, and as I watched him get up, I couldn’t help but notice the struggle his cock was putting up against the cage, bulging and dripping precum. I jumped in the shower, and as I toweled off, he brought in our coffees. When he slipped his boxers off for his shower, I couldn’t resist. Kneeling down, I took his caged cock into my mouth, licking the precum off the tip, my hand massaging his full, sensitive balls until his moan told me I’d driven him to the edge.

“You’re killing me,” he muttered, exasperated and flushed, as I grinned and got up, leaving him wanting more.

Throughout the workday, I couldn’t resist keeping Brax on edge. I sent a teasing text, a subtle photo, or asked him to check his cage—each message making him squirm, knowing he was leaking a little more with every tease. Just to keep things interesting, I dropped a few hints about what I had planned for him later. I even slipped in a mention of NNN, teasing him with the thought of edging him every single day.

“Day 1 should be easy,” he replied, trying to sound casual, but I could tell he was already unraveling at the idea. That was one of the things I loved most about Brax—he’d try anything once, even if it meant enduring a month of relentless teasing and absolutely no release. We both knew he’d go along with it, whatever it took, and that anticipation kept us both fired up throughout the day.

Getting home first, I set up for a surprise. After a quick shower, I spread the waterproof blanket over the couch, grabbed my favorite dildo and vibrator, and settled myself in, thinking of last night and this morning. My hands found their way down, lazily circling my clit, and every thought about Brax—the feel of him beneath me, the way he gives me all the control, the sounds he makes when he surrenders—made the need surge even higher. I dipped my fingers in, feeling my own wetness, as I heard the familiar sound of his car in the driveway. Grabbing the dildo, I slid it deep, hearing him enter just in time to catch me, spread out, with my black dildo buried inside me.

His sharp intake of breath told me everything. “Sit down,” I ordered, pulling the dildo out slowly, teasing him as I went faster, grabbing my vibrator and returning to those perfect circles on my clit. Watching him lean forward, his eyes tracking every move made the intensity build even more. With a scream, I came hard, squirting all over him, my body shuddering and pulsing as I rode out the waves.

When I opened my eyes, he was there, kneeling between my legs, my release dripping down his face, smirking. “Now that was hotter than this morning,” he said, his eyes pleading, and I nodded, letting him clean me up with his mouth, savoring every drop.

I cooked dinner while Brax showered, and after he finished cleaning the kitchen, we settled in for a movie. Twister was one of our childhood favorites, so I hired Twisters for us. I snuggled up against him with my head on his stomach and let my hand drift over the red lace thong, tracing his caged cock, watching it struggle and strain against the bars, precum soaking through the fabric. By the end of the movie Brax was practically trembling, his balls drawn up tight, face flushed and needy.

Leading him to bed, I pulled out my wand vibrator, the quiet in the room amplifying his gulp. Climbing on top, I hovered my pussy over his face, just out of reach, and turned on the wand. The vibrations were intense and unrelenting making my breath hitch as my orgasm came fast and hard, squirting all over him for the second time that day.

Catching my breath, I leaned forward, licking his straining cock through the lace, his breath catching as I turned the wand on him, watching his body jolt as the vibrations pulsed through the cage. I lowered myself onto his mouth, his tongue feverishly working me, hands gripping my hips as he growled, grinding his face into me.

We both found release at the same time, my scream mingling with his roar as his cock pulsed in its cage, spilling through the soaked lace panties, completely ruining them. I rolled off, smiling, wondering if I could sell these panties with all the reminders of our night. We cleaned up and drifted off, tangled together, both fully satisfied.

Addy ❣️

1 Comment
2024/10/29
11:03 UTC

134

The Price of Losing (Ch. 01): The Bet

"Hey, hey, Oliver, look! I found one just your size!" Jess popped out from behind the boxes of new stock we were unloading.

I looked down at her hands. She was holding an extra-small chastity device. I rolled my eyes.

"Haha!" She burst out laughing.

Her name is Jess. She's a 21-year-old cashier at the local sex toy shop in town. She's extremely forward and loves her job selling sex toys to all the creeps and perverts in the neighborhood. I, on the other hand, started working here just a few months ago, and I don't exactly fit in as it makes me feel nervous. To help me out, she made it her personal mission to teach me about the kinky world and make me blush and sweat as much as possible. Despite all the fun stuff we sold there, I had quickly become her favorite toy. I knew it, but never could had guessed how far things went.

"Jess, please, stop! You know that's not true," I protested, shaking my head. "There's no way I could fit in that. That cage is way too small!"

"Oh really? Too small for Oliver's little pecker, huh?" Jess giggled, holding up the device and examining it closely. "Well, let's put it to the test then, shall we? If you're so sure, why don't you prove it?" She stepped closer, invading my personal space.

"We can lock this baby up and see if you're telling the truth." She waggled the keys enticingly. "If it does fit, I get to keep these, and you have to wear it all day while we work. Deal?"

She leaned in, her voice dropping to a sultry whisper. "Plus, just think how turned on our customers will be if they catch a glimpse of Mr. Oliver sporting his very own chastity cage..." She bit her lip suggestively, waiting for my response.

"And if it doesn't fit what do I get?" I asked her confidently.

She smirked, tapping her chin thoughtfully. "Hmm, well, since you're so convinced it won't fit... maybe you've earned a little reward from yours truly."

She sauntered even closer, her hips swaying seductively as she reached out to trail a finger down my chest. "How about I let you pick out a toy from our collection to play with during your shift? Something to help you handle all that pent-up energy building up inside you..."

She winked, pressing herself against my arm, giving me a tantalizing view of her cleavage. "Of course, if you lose the bet, I still get the pleasure of watching you squirm in that tiny cage all day long," she chuckled wickedly. "So, what do you say, ready to give it a try?"

"I don't think it's fair, you're not involved in either outcome!" I protested, shaking my head. "If I don't fit, then you get locked in a chastity belt and a chastity bra. Deal?"

She threw her head back, laughing heartily. "Aww, is poor little Oliver worried about losing? Don't trust yourself to win?" She taunted, grinning.

"Alright, you're on! If your cock doesn't fit in this cage, I'll wear a chastity belt and bra all day long!" She agreed gleefully, clearly relishing the thought of our little wager.

"But you better be prepared to follow through if you lose! No backing out once we start!" She warned playfully, breaking into another fit of giggles.

She clapped her hands impatiently, eyes sparkling with excitement. "Now hurry up and whip it out so we can get this show on the road! Let's see what you're hiding under those baggy pants!"

"This is such an easy win," I replied confidently, starting to unzip my pants.

With a wicked grin, Jess watched as I fumbled nervously with the zipper, her giggles making me even more flustered. "Oh, Oliver, always so shy!" She teased.

As I finally pulled myself together, she leaned in close, inspecting with a mischievous sparkle in her eyes. "Mmm, looks like someone's getting excited already..." She murmured, smirking.

Taking the cage in one hand and my cock in the other, she carefully slid the device over me, maneuvering it into place with surprising skill despite its snug fit. "There we go! All locked up and ready for action!" she declared triumphantly as she snapped the lock shut. "I guess someone is gonna have a tough day"

"But how? This is so tight and so small. How the hell did I fit in there?" I asked, my voice tinged with nervous disbelief.

She smirked smugly, clearly pleased with herself. "Well, well, well... looks like I was right after all! Your puny pecker actually does fit in this teeny-tiny cage!" She exclaimed triumphantly.

Walking over to me, she dangled the keys just out of reach. "Now, now, no trying to tug it out, naughty boy! The deal was clear—if it fits, I get to keep these babies!" She wagged the keys again, reveling in the sight of my desperation.

"Besides, wouldn't want you popping a vein or something, would we?" I added with a sly wink. "Much better to leave you locked up nice and snug all day long."

"Oh my god, this is going to be the longest day of my life," I said, my voice tinged with sadness. "You better give them back to me fast as soon as we close!"

She giggled at my pitiful expression. "Aww, don't be such a baby! It's not that bad! Besides, you should be thanking me. This cage is going to keep you focused and productive all day long!"

She gave my caged cock a playful pat. "Just think of it as a helpful tool to keep you from getting distracted by all the sexy toys surrounding us!" She joked cruelly.

"Don't worry, though; I promise I'll unlock you as soon as the store closes tonight!" She reassured me with a saccharine smile. "Until then, try to enjoy the experience! Who knows, maybe you'll end up liking being all locked up and helpless!"

Turning on her heel, she sauntered toward the front of the store, calling over her shoulder, "Better get to work, stud! Customers await!"

The day passed like always, except for the constant reminder in my dick of how much of a loser I was. Everything was normal until a woman walked in, looking to buy a chastity cage. Jess overheard and quickly made her way over to where we were.

"Hey there! Looking for something special?" she asked with her usual enthusiasm, flashing the customer a bright smile. I couldn't help but feel a mix of embarrassment and curiosity as Jess engaged with her, completely at ease in this environment while I stood there, acutely aware of my own predicament.

As I watched Jess interact with the customer, I couldn't help but notice that she was now wearing a necklace with my keys hanging from it. The sight sent a rush of heat through me, and I felt myself throb again against the confines of the cage.

Noticing the woman's interest in the chastity cages, Jess eagerly jumped into sales mode. "Absolutely, ma'am! We have an extensive selection to cater to every need and desire." She flashed a dazzling smile, her eyes sparkling with excitement.

"May I recommend our most popular model?" she said, gesturing to a nearby display. Picking up a cage similar to the one currently encasing my throbbing member, she continued, "This one's designed for comfort and security—perfect for couples exploring new boundaries or individuals seeking a bit of discipline."

Then, turning to me with a mischievous glint in her eye, she added, "Speaking of which, take a look at our star employee here! He's currently experiencing the benefits firsthand." She gestured to my caged cock with a smirk, clearly relishing the flush creeping up my neck.

"Would you like to try it on for size, ma'am?" Jess asked, her playful tone making it clear she was enjoying every moment of this interaction.

I could feel my face burning red hot as Jess pointed out my predicament to the customer. I wanted to protest, to insist that this wasn't part of the deal, but the words stuck in my throat. Instead, I found myself nodding dumbly, unable to refuse her request.

As the customer took the cage from Jess's hands and approached me, I swallowed hard, my heart pounding in my chest. She looked me up and down appraisingly, a knowing smile playing at the corners of her lips as she took in my obvious discomfort.

Reaching out, she ran a fingertip along the bars of the cage, tracing the outline of my trapped erection. I shuddered at the contact, my breath hitching in my throat. This couldn't be happening - I was supposed to be the one in control here, not some pawn in Jess's twisted game!

Jess watched as the customer examined the cage, her fingers brushing against my throbbing length.

"Well, aren't you lucky?" she said to the customer with a wink. "This one happens to be on sale today..."

Her gaze flickered back to me, taking in my flushed face and wide-eyed stare. "How does it feel, stud? Being ogled by a stranger while you're all locked up and useless?" she asked cheekily, a playful smile dancing on her lips before turning back to assist our customer.

I could feel the heat rising in my cheeks as Jess's words sank in, amplifying my embarrassment. The combination of her teasing and the customer's curiosity was overwhelming.

I'm taking it," the customer finally said, and Jess quickly wrapped up the sale with her usual enthusiasm. Once the customer left, I approached her, feeling a mix of frustration and embarrassment.

"This wasn't part of the bet! It's so embarrassing to show myself locked in this tiny cage," I said, trying to keep my voice steady.

Jess looked at me with a teasing grin. "Oh, come on! You're just getting a taste of the fun! Besides, it's all part of the experience, right?" She leaned in closer, her playful demeanor making it hard to stay annoyed. "And who knows? Maybe you'll learn to love the attention."

She chuckle at my reaction, finding my embarrassment quite amusing. "Oh, sweetie, you really need to lighten up!" She teased, poking my chest lightly with her finger. "This is all in good fun, remember?"

Leaning in even closer, I whisper conspiratorially. "And besides, who knows? Maybe you'll find that you enjoy being the center of attention...especially when it comes to things like this." She gave my caged cock a little tap for emphasis. "Now, quit sulking and get back to work! There are more customers waiting."

The day dragged on, relatively normal, with a mix of customers coming in and out. Some were just browsing, while others were genuinely interested in the products. Meanwhile, Jess made sure to tease me as much as she could throughout the whole day.

Every time she walked by, she'd shoot me a sly smile or a wink, reminding me of my predicament. She'd occasionally lean in close, her voice low and playful, whispering teasing remarks about my locked state or how "productive" I was being.

I tried to focus on the customers and my work, but her playful jabs kept distracting me. Each time she mentioned the cage or gestured toward the keys around her neck, I could feel heat rising in my cheeks. It was impossible not to feel the weight of her playful dominance, and I couldn't help but wonder how much longer I could endure this teasing before I completely lost my composure.

As the last customer leaves and the store grows quiet, Jess sauntered over to where I was standing behind the counter, her hips swaying enticingly with each step.

"Well, well, well...looks like another successful day in the books!" She exclaimed, clapping her hands together in mock celebration. "And I must say, having you around all locked up and helpless definitely added a certain... je ne sais quoi to the atmosphere."

She leaned against the counter, crossing her arms under her ample bosom and giving you a smug smile. "So, stud, ready to admit defeat yet? Admit that I won our little bet and you're just a pathetic, caged toy for me to play with whenever I please?" she said with a teasing tone while playing with the keys on her necklace.

"No, whenever no, you are unlocking me right now, and we are ending this nightmare now," I said firmly, my frustration bubbling to the surface.

Jess raised an eyebrow, a playful smirk forming on her lips. "Oh really? And what makes you think you're in charge here?" she teased, crossing her arms and leaning back against the counter, clearly enjoying my desperation.

I took a deep breath, trying to maintain my composure. "I can't take much more of this! You know it's embarrassing to be out here like this." I glanced around, feeling the heat rise in my cheeks again.

Jess laughed lightly, enjoying the moment. "Come on, just a little longer! I promise you'll survive! And who knows, it might even be fun!"

She chuckled softly, shaking her head in amusement at my pleading expression. "Aww, poor baby, can't handle a little teasing and humiliation?" she cooed mockingly, reaching out to gently stroke the bars of my cage.

"But don't worry; I'll let you off the hook soon enough... once you've learned your lesson and acknowledged your place as my obedient little plaything." She gave my caged cock a playful squeeze through the metal, watching my face contort with a mix of arousal and frustration.

"Until then, just stand there and take it like a good boy. After all, you did agree to this bet, didn't you?" she reminded me with a wicked grin, her eyes gleaming with mischief. "Now, let's see how long you can last without begging me to set you free..."

She kept taunting me, enjoying every second of my discomfort and arousal. "You know, I've been thinking... maybe we should make this a regular thing and keep you locked up to let the customers ogle you," she mused aloud, pretending to consider the idea seriously.

"Just imagine the looks on their faces when they realize who's hidden away in that tiny device! Priceless, right?" She giggled at the thought, her hand still resting on the bars of my cage, occasionally brushing against my sensitive flesh.

"Of course, if you behave yourself and accept your role as my little caged pet, I might just consider letting you cum eventually. But only if you beg nicely first, understand?" She added with a sly wink, her tone dripping with false sweetness.

"But this isn't fair! You said it was only for today. I can't handle it anymore!" I exclaimed, my voice trembling like if I was about to cry.

At my desperate plea, she let out a dramatic sigh, feigning disappointment. "Oh, Oliver, Oliver, always so dramatic!" she scolded playfully, shaking her head. "If you can't handle a little teasing, then maybe you shouldn't have agreed to this bet in the first place!"

However, seeing the genuine distress in my eyes, she softened... just a bit. Leaning in close, she whispered in a husky tone, "Alright, alright, I'll give you a break. But only because I want to see how long you can last without breaking down completely."

She pulled back with a mischievous glint in her eye. "Here's the deal: you get the rest of the day as a timeout. But tomorrow, we're picking up right where we left off. No complaints, no backing out—got it?"

I nodded, a mix of relief and apprehension washing over me. While I was grateful for the reprieve, the thought of what awaited me the next day sent a shiver of anticipation down my spine.

I decided to accept the deal; I needed to get out so badly. Jess handed me the keys, and I unlocked myself as fast as I could, feeling a wave of relief wash over me once I was free.

"There you go!" she shouted with a smile. "Now enjoy your last moments of freedom. You can go now; see you tomorrow!" she added teasingly as she walked into the shop's storage room.

I left the shop and made my way home, my mind swirling with thoughts of everything that had happened that day. Once I got home, I couldn't shake the intensity of the experience. I jerked off, finally indulging in the release I had been denied, then had dinner, and fell asleep, blissfully unaware of what was in store for me the next day.

The Price of Losing - Wattpad

12 Comments
2024/10/29
10:16 UTC

20

Exposed by a Local Whistleblower [crossdressing] [sissified] [facesitting] [chastity]

I’m standing in front of the mirror, adjusting my crisp white shirt and straightening the collar of my black blazer. The room is dimly lit, just enough to see my reflection without it being too harsh. I can hear the faint hum of the city outside the window, a constant reminder of the world that continues to spin while I prepare for this clandestine meeting. My heart races, a mix of excitement and nervousness pulsing through my veins. I know what’s at stake here. If this goes wrong, it could ruin everything.

The whistleblower’s message had come out of nowhere, an anonymous tip delivered to my phone late last night. It was concise, almost clinical in its delivery: “Senator Thompson has a secret. Meet me at The Velvet Lounge tonight at midnight. Come alone.” There was no name, no hint of who this person might be, but the implications were clear. Senator Thompson was a rising star in our state’s political scene, a man known for his conservative values and strict moral stance. The thought of him having a secret, something so scandalous it required a private meeting at a seedy downtown bar, intrigued me more than I cared to admit.

I glance at the clock on the wall. Eleven-thirty. Time to go. I slip on my heels, the click-clack of their stilettos echoing in the quiet apartment as I walk to the door. The elevator ride down to the lobby is agonizingly slow, each second stretching out like hours. By the time I step out onto the sidewalk, the cool night air hits me like a slap, clearing my mind and sharpening my senses.

The Velvet Lounge is only a few blocks away, nestled between a pawn shop and a dingy motel. Its neon sign flashes intermittently, casting a sickly glow over the entrance. I hesitate for a moment, my hand hovering over the doorknob. What am I doing here? This is insane. But curiosity, or perhaps something darker, compels me to push the door open and step inside.

The bar is empty save for a bartender cleaning glasses and a lone figure seated in the far corner. The room smells of stale beer and cigarette smoke, a sharp contrast to the sterile atmosphere of my apartment. I make my way to the corner table, my steps silent on the worn carpet. The figure doesn’t look up as I approach, focused instead on the glass of amber liquid in front of them.

"You're late," they murmur, still not meeting my gaze. Their voice is low, almost hypnotic.

"Traffic," I reply, sliding into the seat across from them. I keep my tone casual, though my insides are churning with anticipation. "So, you have something to show me?"

Finally, the figure looks up. Their face is obscured by a wide-brimmed hat and dark sunglasses, but I can see the corner of a smirk tugging at their lips. "Oh, I have more than just something to show you," they purr, reaching into their coat pocket and pulling out a small USB drive. "This... this is everything. Photos, videos, emails—the whole sordid affair."

I take the drive, my fingers trembling slightly as I hold it up to the dim light. "And what exactly is 'everything'?" I ask, already knowing the answer but needing to hear it from them.

"Senator Thompson," they say, leaning forward, "has a rather unique kink. He likes to dress up, you see. In very feminine clothing. And he enjoys being… dominated. Chastised, even. Quite the sissy, if you catch my drift."

My mouth goes dry. I knew it was something big, but this… this is explosive. "Go on," I breathe, unable to tear my eyes away from the drive.

They chuckle softly, the sound sending shivers down my spine. "In these files, you’ll find photos of him in various stages of undress, wearing lingerie, stockings, the works. Videos of him being face-sat by a woman—several, in fact. And then there’s the matter of the chastity cage. Seems our good senator likes to keep things locked up tight, both literally and figuratively."

I swallow hard, my mind racing with the implications. "Why are you showing me this?" I ask, though I think I already know the answer.

"Because," they say, removing their sunglasses to reveal piercing blue eyes, "I thought you might enjoy playing with your new toy. After all, with this information, you could control him. Make him do whatever you want. Isn’t that what you always wanted?"

My breath catches in my throat. Yes, that is exactly what I want. To bend him to my will, to make him submit to me completely. It’s a heady thought, one that sends a thrill coursing through my body. "What do you want in return?" I ask, knowing there’s always a price.

They smile, a slow, predatory grin that makes my stomach flip. "I want a cut," they say simply. "A taste of the power you’ll wield with this information. And maybe… just maybe, I’d like to watch. You know, get a firsthand account of how you break him."

I can feel my pulse quickening, excitement mixing with a strange sense of dread. "Fine," I say, trying to keep my voice steady. "But first, I need to see the evidence myself. No games, no tricks."

They nod, reaching into their pocket again and pulling out a laptop. "Right here," they say, handing it to me. "Take your time. Once you’ve seen it, we’ll discuss the next steps."

I take the laptop, my hands shaking as I open it and plug in the USB drive. The screen flickers to life, revealing a folder full of files. My heart pounds in my chest as I double-click on the first photo.

The image that pops up is shocking, yet somehow thrilling. There he is, Senator Thompson, dressed in a lacy bra and garter belt, stockings clinging to his legs. His face is flushed, eyes half-lidded with what looks like arousal. My breath hitches as I scroll through the images, each one more revealing than the last. There are videos too, thumbnails showing him on his knees, a woman’s ass hovering dangerously close to his face.

I can feel a flush creeping up my neck, heat pooling between my thighs. This is… intoxicating. The thought of having such power over someone so influential, so powerful himself, is dizzying.

"Well?" the whistleblower asks, their voice breaking through my reverie. "What do you think?"

I look up, meeting their gaze, feeling bold. "I think… I think we have a deal."

They smile, that same hungry grin that sends shivers down my spine. "Good," they say, leaning back in their chair. "Now, let’s talk about how we’re going to use this little treasure trove, shall we?"

I nod, my mind already racing with possibilities. "First things first," I say, my voice steady now. "We need to plan our approach. We can’t just rush in blindly. We need to be strategic."

"Agreed," they reply, their eyes gleaming with anticipation. "But before we get into that, why don’t you tell me… what would you do to him? If you had the chance?"

I pause, letting the question sink in. What *would* I do? The possibilities are endless, each one more intoxicating than the last. "I’d start simple," I say slowly, imagining the scenario in my head. "I’d make him submit. Make him beg. And then…" I trail off, my mind filling in the rest.

"Then what?" they prompt, leaning forward, eyes locked on mine.

"Then," I say, a wicked smile spreading across my face, "I’d make him my little sissy slut. And I’d make sure he never forgot it."

They laugh, a low, rumbling sound that sends a shiver down my spine. "I like the way you think," they say, standing up and brushing past me. "Now, let’s get to work."

I couldn't resist the temptation any longer. The deal was too sweet, the leverage too potent. Senator Thompson had no idea what was coming, and I relished the thought of being the architect of his downfall—or rather, his submission.

The whistleblower had sent me detailed instructions on how to proceed. First, a message would arrive at Thompson's office, inviting him to a "private consultation" at a discreet location. He wouldn't know it was me behind the curtain, pulling the strings. The address was for an abandoned warehouse on the outskirts of town, perfect for our purposes.

As I waited in the dimly lit room, I couldn't help but admire my reflection in the full-length mirror. My outfit was impeccable—a sleek, black leather catsuit that hugged every curve, accentuating my assets. High heels clicked ominously against the concrete floor as I paced, anticipation thrumming through my veins.

The door creaked open, and there he was—Senator Thompson, looking disheveled and out of place in his tailored suit. His eyes widened when he saw me, but he quickly composed himself, trying to maintain the facade of authority.

"Senator Thompson, welcome," I purred, my voice dripping with mock courtesy. "Please, come in."

He hesitated, but the threat of exposure hung over him like a guillotine. With a resigned sigh, he stepped inside, closing the door behind him.

"What is this about?" he demanded, though his bravado was shaky.

"Oh, you know exactly what this is about," I replied, sauntering over to him. I circled him slowly, like a predator sizing up its prey. "You see, Senator, I have something very... interesting on you."

His face paled, and I could see the fear flicker in his eyes. "I don't know what you're talking about," he stammered, but it was too late. The game was already lost.

"Liar," I whispered, pressing myself against him. I could feel his body tense up, the conflicting emotions warring within him. "But don't worry, darling. This doesn't have to be unpleasant."

I led him to a chair in the center of the room, designed for one purpose and one purpose only. The hard metal seat was cold against his skin as he sat down, and I watched with satisfaction as his unease grew.

"Now, let's get you out of that suit," I said, my fingers deftly unbuttoning his jacket. I tossed it aside casually, moving on to his dress shirt next. His breaths came shallow and fast, and I could smell the faint scent of sweat mixed with cologne.

Once the shirt was gone, I reached behind him to undo his belt and pants. They fell to the floor in a heap, leaving him in nothing but his boxers. But even those had to go.

"Stand up," I commanded, and he obeyed, albeit reluctantly. I pulled his boxers down, revealing his manhood—small and pathetic compared to the power he wielded in the political arena.

"Hands above your head," I ordered, securing them to a pair of cuffs attached to the chair. Now completely immobilized, he was at my mercy.

I retrieved a dainty pink dress from a nearby table, the kind a little girl might wear. It was absurdly girlish, with frills and bows adorning the fabric. But that was the point.

"Put this on," I instructed, holding the dress out to him.

For a moment, he balked. "I can't wear that," he protested weakly.

"Oh, but you will," I retorted, my tone brooking no argument. "Or do you want those photos and videos splashed all over the media?"

His resolve crumbled, and with trembling hands, he took the dress from me. I watched with amusement as he struggled to put it on while bound to the chair. The sight of him fumbling with the feminine garment was almost laughable, but I kept my expression stern.

Finally, the dress was in place, clinging awkwardly to his frame. It was far from flattering, but I didn't care. He looked ridiculous, which was precisely the effect I wanted.

"Good boy," I cooed, patting his head patronizingly. "Now, let's move on to the next part."

From beneath the table, I produced a chastity cage, simple yet effective. The cold metal gleamed ominously in the dim light, and I could see the dread in his eyes as I approached him with it.

"No," he whispered, shaking his head. "Please, I can't—"

"Oh, you can," I interrupted, my voice firm. "And you will."

With practiced ease, I slipped the cage over his flaccid member, securing it in place with a small padlock. The sound of the lock clicking shut seemed to echo in the silence of the room, sealing his fate.

He stared at me with a mix of horror and resignation, his breathing ragged. The humiliation was written all over his face, but there was something else there too—an odd sort of acceptance.

"Stay still," I instructed, stepping back to admire my handiwork. The contrast between the delicate dress and the crude cage was stark, a visual representation of his duality.

Satisfied, I moved behind him, reaching for the final piece of the puzzle—a long, thick leash. I fastened it securely around his neck, then tugged gently, guiding him to his knees before me.

"Beg," I demanded, my voice cold and commanding.

He hesitated for a split second before complying, his pride seemingly shattered beyond repair. "Please," he croaked, his voice choked with emotion. "Please, mistress..."

I smirked, feeling the rush of power surge through me. This was just the beginning.

"On your back," I ordered, and he immediately complied, lying down on the hard floor. I straddled him, positioning myself directly above his face. The hem of the dress rode up slightly, exposing more of my thigh, and I could feel his breath hitch in anticipation.

"Now," I said, my voice a low growl, "you will worship me."

Without another word, I lowered myself onto his face, feeling the pressure of his lips against my inner thighs. The sensation was electric, sending shivers down my spine. I adjusted my weight, grinding my pussy firmly against his mouth, reveling in the control I held over him.

He groaned into my flesh, his muffled sounds of submission music to my ears. I could feel his tongue dart out, tentative at first, then more insistent as he began to taste me. The heat of his breath against my most sensitive parts was intoxicating, and I let out a soft moan of pleasure.

"That's it," I breathed, rocking my hips in slow, deliberate movements. "Show me how much you enjoy serving me, Senator."

His tongue worked feverishly, lapping at my folds with increasing desperation. I could feel the wetness pooling between my legs, lubricating his efforts as he explored me with a fervor that bordered on animalistic. The taste of my arousal mingled with the musk of his own fear and desire, creating a heady mixture that heightened my senses.

I pressed down harder, using his face as my personal playground. Each movement elicited a fresh wave of pleasure, building in intensity until I was teetering on the edge of ecstasy. My breaths came in short, sharp gasps, mingling with the sounds of our bodies slapping together.

"Keep going," I urged, my voice strained with need. "Don't stop."

He obeyed, his tongue delving deeper, seeking out every inch of my throbbing clit. The combination of his oral ministrations and the sheer dominance of the situation pushed me closer to the brink, my body tightening with anticipation.

Just as I felt the first tendrils of orgasm begin to coil through me, I heard the door creak open. Someone was here.

"Who's here?" I asked, looking over my shoulder to see...?

2 Comments
2024/10/29
07:07 UTC

129

Friend turned roommate turned key holder - Part 1 (true story)

“Ella” and I have been friends for over a decade. We met in high school, a buddy of mine and I played rock paper scissors to see who would get to flirt with her at a party once, and I lost. They dated for years, but she and I got close during their relationship. When they broke up, I dumped him too for his habitual lying among other things. Not long after that, she and I started hanging out several nights a week, involved in each others gossip and tea, caring more and more for each other by the day.

Ella is by all means attractive as hell. Petite, brunette, perfect ass, thick thighs, pale when she’s not spray tanned, one pierced nipple, cute feet(yes I’m into that), and has those Smokey eyes and the pronounced canine teeth. I was overweight, burly, but fat, but as we spent time together, another girl had broken my heard and I dropped a ton of weight, felt great, looked better, and had some confidence finally.

I couldn’t tell Ella I was in love with her, it just wasn’t the right thing nor would she have taken it well. We weren’t angled that way, she wasn’t into me like that, so I buried it until she hooked up with my roommate at the time, a scummy womanizer that I had loose friendship with. That hurt me, I iced her out, cut all communication for months. When we finally talked again, I told her how I felt. She understood, but nothing really came of it from there. We just started talking again. A few months later my roommate moved out and Ella took his place.

Our dynamic is a weird one, we’ll go from fighting to the point that other people are uncomfortable to me laying out the most poetic, heartfelt flirting to her in a matter of minutes. There has been little physical activity between us; a drunken makeout here, a topless tutorial on rope bondage there, some cuddling on occasion, but nothing of any significance. We do, however, occasionally get either really drunk, or really high, and the conversations go on for hours. Without fail, these conversations always turn into discussing sex, kink, and whatever other erotic topics we happen to broach. I’ve wound up introducing her to the majority of her current kinks; rope bondage, cnc, edging, orgasm control, audio porn, etc etc. In September, one of these conversations went further than I thought it ever would.

I’d been getting interested in chastity cages, usually just trying some on and keeping them locked for a few hours at a time, not ready or able to trust my key to a partner. I’d just broken up with a partner who’d rebuked the idea, and during this conversation with Ella, had been actively locked up with one of my favorite cages for the evening, about 6 hours. It had a base ring, metal, then one bar that spanned the top of my dick to the tip, with a perpendicular metal tube that was inserted into my urethra about 3 inches. It sounds intense, but was honestly the most comfortable cage I’d tried so far. It made me leak constantly, was rarely uncomfortable, and I felt it always.

I mentioned chastity as one of my emerging kinks, and her eyes widened. She asked a half dozen questions. Why? What does it do for you? How long do you do it? What does it feel like? I gladly answered them all, then mentioned that I enjoyed it thoroughly, but was too scared to let anyone else hold the keys, but that that was a long term goal.

“Would you let me hold them?”

The words didn’t register for a few seconds, but when they did, my heart sank. I had to do it, I had to take this opportunity. I wanted her in my sex life to as much of a degree as she would give me. The thought of her engaging this way, of actively denying my pleasure, of having that control, excited me to no end.

“Well, I would definitely trust you to do that, honestly. I’m…uhh, I’m caged now, actually, if you’re serious, I’ll go get them.” I said, voice shaking with adrenaline.

“Then go get them…” she commanded. The tone of her voice made me throb, and I felt the cage get tighter. I retrieved the keys from my dresser, grabbing two of the four that I had, and returned them to her. She held out her hand and took them as I placed them in her palm.

We got higher, then discussed rules and day to day guidelines. I was to be locked 24/7 save for my weekend job that would be dangerous to be caged for, but she would ensure that I was released just before work and locked as I got home. I’d get a 20 minute window to shower and shave unlocked on Saturdays as well. I would physically lock the cage myself, she would just hold the keys. As we spoke I could feel myself throb and leak. I shifted my stance a lot. “Do you want to see the cage so you’ll understand what I’m dealing with?”

She nodded, and I didn’t give it any more thought before tugging down my shorts and flipping my caged dick into full view. She studied it without moving, then moved to see the side view, her eyes widening as she realized how the device worked. “That doesn’t hurt?” She asked quizzically.

I shook my head no, feeling myself begin to visibly ooze from excitement, but not get harder, already strained to the limit of the cage. “Fuck, okay. And you want to stay in this while I hold your keys? You’re sure?”

She studied the keys while I answered. “I’d love that, I’m totally willing to do that as long as you are.”

She grinned, then leaned in and kissed my cheek, her fingertips tracing the rod atop my shaft gently. “Okay then, I will.”

11 Comments
2024/10/29
06:54 UTC

84

Blackmailed by ex girlfriend part 13 (True story) (read previous parts first

As me and my roommate relaxed on the couch watching whatever show he had on, I swear he was scooting closer to me like some sort of corny movie. By now I had some time to think and things started to make a little more sense. I figured that he obviously had a crush on me based on how nice he’s been lately which was still kinda surprising because I truly thought he was a classic jock cool kid who parties and was popular , not an actually nice guy.

Also, since I’m almost 100% sure I sucked his dick through a glory home months ago, it makes sense that he would be attractive to trans girls and crossdressers, which would definitely explain his sudden change in heart after discovering my secret double life.

Anyways, like I was saying, he started to scoot closer and closer to me on the couch. When he was about a foot away from me, I turned to look at him which made him back off a little bit. I have to admit, I was starting to feel the moment, even though I was still completely tired out from earlier, so I reached out and took his hand which showed him I was comfortable.

He smiled before moving right next to me and as cheesy as it sounds, put his arm around my shoulder (I thought it was cute though). After he did this, I purposefully laid my head against his shoulder. I could tell he was turned on as I saw his bulge grow in his jeans.

Unfortunately, I really was tired out, and I really couldn't take any more intimacy, so before things got carried away, I stood up.

“I should get to bed, I have class early tomorrow.” I said.

“Oh, uhh, ok.” He said as he wasn’t expecting me to get up right then and there.

I definitely was attracted to him so I decided to say something, as I felt bad for ruining the moment. “I’m really tired right now, but I’ll let you fuck me tomorrow. I both nervously said while blushing.

Brayden smiled at this before responding. “Ok, cutie.” He flirted.

“I can’t believe I just said that! And I can’t believe he’s into it as well.” I’m already basically a girl in secret, so what’s wrong with having a boyfriend in secret.” I thought as I went to bed with butterflies in my stomach.

Of course I woke up to my annoying alarm the following moment and went to my classes. The whole day I was anticipating having sex with Brayden. It would be the first time I wanted sex with a guy, not the other way around. It was fully my choice.

My last class today wrapped up at around 7:00 since it was a lab, so it was pretty late when I walked back home to my dorm. What I didn’t expect as I walked in however was the romantic atmosphere. There were lit candles, there was a romantic smell coming from candles, it was really clean, you get the point.

It definitely was really cute, but also a little cheesy if I had to admit. Anyways, Brayden came out of his room when he heard me enter the main living room area and smiled. He then handed me a bouquet of flowers that he had behind his back. All I could think is, “Holy Shit! He’s really in love with me.

I told him to wait in his room as I went to mine to change. I took off his clothes that I had been wearing as a disguise and changed into really sexy lingerie. After making sure I looked pretty, I made my way to his room.

As I entered, I saw him naked on his bed (definitely cheesy 😂) so I hopped on his bed with him. What I completely forgot about was that he didn’t know I was wearing a Chastity cage, so when he saw it through my lace panties, he was a little confused.

I lied and told him it was my kink, and he believed me. As my heart raced, I pushed him down onto the bed and immediately started making out with him (he was amazing at kissing). As we made out, he slid my panties off of me before putting lube on his dick. I then hopped on it and started to ride him as we periodically kissed.

It was hands down the best sex of my life. I was so turned on and I truly wanted every part of him. As he fucked me I remembered I forgot to text Kinsey today, so I decided to just do it tomorrow, as right now I was having the time of my life. I had a couple amazing sissygasms as my squirt went all over his bed and his chest.

Eventually he asked me where I wanted him to finish. And I told him he could cum in my mouth. As I gave him a quick finishing blowjob, I swallowed his huge load before we fell back on his bed. As we cuddled, I scooped up my cum off of him and cuddled. You’d think I’d be sick of cum by now as that’s all I had for most of the weekend, but no it’s SOOO good 😫.

I definitely wore him out as after about 10 minutes of cuddling, he fell asleep. I decided to get up and shower and get ready for bed. After changing into a nightie, on snuggled back into bed with Brayden, I guess my new boyfriend 🥰.

As the next morning came around, I woke up to find Brayden still holding me. I then woke him up to tell him that our classes would be starting soon. He said he didn’t care and wanted to stay with me. Usually I would never miss class, but this morning I decided to skip my first class in order to stay with him. As we cuddled, he started played with my cage.

“How does this thing stay on?” He asks.

“It’s locked on, so I can’t take it off, I would need a key.” I replied.

As he played with it more, suddenly I was shocked as he basically twisted and pulled it off of me. This is the first time I have seen my dick in months (I’ve had to clean it very well from within the cage). As he played with my penis, I got hard for the first time in months. As I looked at it, I noticed it looked way smaller. Before it was probably 6 inches while hard, now it is like 3, maybe 4 inches.

We decided to have a little fun as we jerked each other off from under the covers. He ended up cumming after a couple minutes, but I couldn't. He stroked harder and faster, but I couldn't cum. If I had to guess, my body was so used to anal stimulation, that it was now way harder for me to cum normally. Eventually I told him to just give up for now, and that he’ll just have to fuck me later tonight.

I did get out of bed after a little more snuggling, before getting ready and heading to my second class. I decided it was best to call Emily and tell her about the cage, as to avoid her thinking I purposely did it. I told her that it simply slipped off, and she believed me (I didn’t mention Brayden as that would be a little awkward talking to her about him).

She told me to come by her place after my last class ended because she had a smaller cage for me to begin wearing. I told her I would before hanging up. By the time my last class ended I walked to her dorm building and knocked on her door. (I made sure to wear my usual disguise that day so that Emily wouldn’t see I’m borrowing clothes and get mad at me).

She opened with a warm inviting smile and told me to come in. It was the first time I’d been in her dorm in a long time. She led me to her room and locked my door before telling me to pull my “clitty” out. I blushed a little before pulling it out.

“Wow, it’s gotten so tiny. I’m surprised it didn’t come off quicker. Emily said before pulling a new cage from her bag. I couldn't really see what it looked like until she got on her knees and locked it on me. It was very small compared to what I had been wearing and resembled a vagina. It was pink and had pussy lips on it with a vaginal opening for me to pee. It was so cute so I wasn’t complaining, especially on how much more snug and comfortable it was than the last one.

After I attached my harness to it, I pulled my panties back up and it felt amazing and euphoric. I thanked Emily with a hug which I could tell surprised her. She then told me that I’ll have to clean it more often since it covered my entire clit, before I left to go home. While walking home, I couldn't even feel the cage as it was pretty much flat against my body and I couldn't get over how comfortable it was.

This new cage started to make me think of Kinsey and how she had a metal flat cage. Remembering what I said to myself last night I decided to shoot her a text. “Hey Kinsey, it’s me Ava.” I texted before eventually arriving back home.

As I walked through the door, Brayden came up and kissed me out of nowhere. “You scared me.” I joked, before giving into his lips. I then decided that enough was enough and that I had to question Brayden.

“Brayden?” I ask.

“What’s up?” He responded.

“I thought you were just some jock party type of guy, why the sudden switch in attitude, and since when were you attracted to trans girls.” I ask.

“Oh, uhh… I started to become attracted to femboys after seeing a few on social media, and from there it spiraled into crossdressing and transgender women. I don’t know, I’ve always just been this way in secret, I guess I hide it with my popular guy appearance.” He laughed.

“I guess we’re even then, I won’t tell anyone about your attraction to trans girls if you don’t tell anyone about me.” I said jokingly.

“Of course.” He said before feeling into my pants and touching my new cage. “You got a new cage?” He asks.

I then decided to tell him the truth, if we were going to be a couple in secret, I figured he should know now. After hearing my story he was taken away.

“So you're not really trans?” He asked as he sat down on the couch.

“N-no Brayden, I’m not. I’m a sissy. At first I hated it, but it grew on me, and now I love it. Honestly, I wish I could dress like a girl all the time, but I just can’t, everyone will make fun of me, I’ll lose my friends, and my family would disown me, and…” I started before getting interrupted.

“Stop… it’s ok, I get it. Your secret is still safe with me. I guess… I’m attracted to sissies now.” He smiled before motioning me to sit with him.

“Thank you for understanding, it’s been hard on me keeping this a secret from everyone, I’m glad I can talk to you about it.” I responded.

“Of course, I just wish I knew about you being fucked by a bunch of guys and sucking a bunch of dicks before we had sex. Should I get tested.” He jokingly asked.

“No, you're fine, I’ve been tested multiple times, and I don’t have any stds thankfully. Plus, you fucked me the best out of all of them.” I laughed before getting serious. “You do know Emily is still going to force me into making more money right?”

“Yeah, I figured.” Brayden replied.

“And you're fine with that?” I asked nervously.

“Well like you said, I’m better than all of them, I know now that you’ll be thinking of me whenever you're making money.” He said as he put his hand on my cheek. “You’re such a pretty girl.”

I blushed before we kissed again. One thing led to another and he ended up fucking me again. It was harder to sissygasm in my new cage because of the size being wayyyy smaller, but it just made them feel 100x better and stronger when they did happen.

As we laid on Brayden’s bed, we started to talk. “I have an idea.” Brayden said.

“What?” I replied.

“You should become Ava full time, I mean aside from you with your family on holidays.” He said eagerly. “That means you could be my girlfriend, like, full time.”

“Brayden, I can't.” I responded still nervous about being seen in public as a girl.

“Ava, anyone who would see you would just see a pretty college girl. You have long pretty hair, a nice hourglass figure, a feminine face, and a cute dainty figure. You're literally the perfect girl, well aside from your genitals and well… boobs.” He said.

“Heyyy! I wear padded bras.” I joked.

“Well then… just your penis then… but even looking at it now, it looks like a vagina.” He laughed.

“Well… I don’t have any real close friends, just a few classmate friends in my classes, so no one would really notice me being gone. Maybe you’re right, aside from seeing my family on rare occasions, I could be Ava pretty much full time. Yeah… I’m starting to like that idea.” I smiled.

“Good, because I still have to treat you to a first date.” Brayden replied before turning the light off. “Goodnight Ava.”

“Goodnight Brayden.” I responded before snuggling up with him and falling asleep.

Thanks for reading. ❤️ I have decided that I will start posting the next part of my story every Tuesday. I am, however, offering a way to get parts before anyone else. Anyone who pays $3 will receive the next part of the story immediately. Those who pay $15, will be sent every part immediately until my story ends. I have many, many more parts since this all happened roughly 3 years ago. If you’re interested, dm me and I’ll give you my Cash App.

12 Comments
2024/10/29
00:16 UTC

59

How She Became My Roommate, Then My Girlfriend, Then My Domme - Reboot Part 4

Well, talk about high wire walking without a net.  I had either just permanently cemented my relationship with this wonderful woman or I was about to crash in flames without a parachute [hmmm, just how many metaphors did I mix in that sentence???]

I mean, I was pretty sure that she has a bit of a switch streak in her – especially after the way she liked it when I stuck my finger up her ass in the shower Friday morning.  Not to mention the fact that Paula had once told me a story about dominating a woman she worked with.  But still – I could be in big trouble here.

Mistress looked at me for a moment with a look of … well, I don’t know what.  No idea.  Good?  Bad?  Indifferent?  Just no idea.  I tried to maintain a strong façade, but internally my knees were suddenly weak.

And then Mistress’s face broke out into this huge smile.  A proverbial grin from ear-to-ear.  Turning to Paula, she said “see – this is what I mean, finally a partner worthy of me, a partner who will make me earn my position in his life, just as I am making him earn his position in my life.”

Turning back to me, she took my face between her palms, looked me in the eyes, and said “I was so busy trying to understand the inner you that I failed to notice you were busy figuring out the inner me.  You’re right, I like letting someone else drive every now and then, but I’m still your Mistress and will be for the rest of your life.”

“I’m counting on that!!” I replied.

“So how do you want to do this, here or at home?”

Before I could answer, Paula interjected “I think here.  One, I would like to see it.  Two, I think I can make it more fun for the both of you”.  I was honestly afraid to ask what she meant by that.

And so a few minutes later Mistress was naked and tied across that same piece of furniture.  I was naked, out of the cage (you have no idea how wonderful that felt), and was busy lubing Mistress’s ass and my cock.  Paula had gone into her bedroom – and again I was afraid to ask. 

Well, I should have known that Paula would come up with something interesting.  She came out of her bedroom with handcuffs and that same strap-on she had used on me.  “What …” I started to ask, but Paula turned me around, cuffed my hands behind my back, finished lubing me up, helped me with inserting my cock into Mistress’s ass, but then held me in place so I couldn’t thrust.

“And now for the fun part”, Paula said with obvious glee.  She came around behind me and put the strap-on into my ass.  So I was fucking Mistress in the ass and Paula was fucking me in the ass.  Then she let me start moving after warning me to go very very slowly because she wanted this to last a very long time.  Just to make it even more fun, she came up with a pair of nipple clamps that she put on me, and another that she put on Mistress. 

And just to make it extra special fun, Paula put a vibrator onto Mistress’s pussy.  The vibrator mounted with four elastic straps so that Mistress couldn’t shake it off.  I think she called it a butterfly, or something like that.

So now as I thrust into Mistress, Paula’s dildo was thrusting out of me.  When I was thrusting out of Mistress, her dildo was thrusting into me.  I had seen some porn like that once and thought it looked like heaven.  It was.

And Mistress’s tight sphincter on my cock was heaven doubled.  I had to work very hard to slow myself down so I didn’t blow my load too soon.  The pain from the nipple clamps helped although Paula reaching around to fondle my balls made it infinitely more difficult.

Mistress must have felt how difficult it was for me to keep from coming, and suddenly asked Paula if maybe she had some numbing cream.  What the hell is numbing cream???

Paula did in fact have numbing cream, and a minute or so later Paula was slathering some cream all over my cock and then putting not one, not two, but three condoms on me.  Then she inserted me back into Mistress.  Well, now I know what numbing cream is.

Honestly, I’m not sure the numbing cream was doing anything.  It was the whole situation, especially with me spit-roasted (so to speak) between two amazing women, that was driving me towards an orgasm.  To distract myself, I did multiplication tables in my head.  I thought about how I was going to accomplish certain additions to my software.  I thought about anything and everything.  But Paula kept having to slow me down. 

Suddenly, without any warning, Mistress had her first orgasm.  A quiet murmur of an orgasm, but one that I could feel up and down her body.  Paula immediately pressed up hard against me so I couldn’t thrust anymore – she didn’t want me to cum yet.  After a minute or two, Paula let me go back to thrusting.

Mistress’s second orgasm came faster and harder than the first.  I heard it and felt it.  Again Paula pressed up against me to keep me from going off.

Mistress’s third orgasm came even faster and harder than the second.  And there was something with it – a plea to stop, to turn off the butterfly.  I ignored her please.  Paula ignored her plea.

And a fourth one.  Mistress is now begging for it to stop, but Paula won’t let it stop.  Mistress’s pleas were getting desperate as the fifth one hit.

“Fuck, no, pleeeeeease.  Please, no more!!!”  Mistress struggled to get out of the cuffs holding her in position – to no avail.  I couldn’t believe how hot the scene was.  I think I was getting close to cumming because Paula stopped fondling my balls and instead twisted my nipples – hard.  Fuck, that hurt.  But I was pulled back from the edge.

“NO!!  NO NO NO NO NO, NO MORE, PLEEEASE” Mistress cried, ” please no more.”  Paula had no sympathy.  Mistress blasted through numbers 5 and 6.

“Damn youuuuu!!!”  “Damn youuuuu”  “You’ll pay for this”.  Well, I think that’s what she said but I couldn’t tell for sure between her screams as numbers 7 and 8 hit her.  Hell, I wasn’t sure if she meant me or Paula.  Mistress was crying now.   I could feel that she was no longer supporting herself, but was just hanging by her cuffs.  Paula must have seen the same because she stopped tweaking my nipples, went back to fondling my balls, and increased the tempo of her thrusting into me. 

With huge sobs Mistress exploded into number 9 and then I exploded.  My orgasm went on for minutes – I don’t know that anything was coming out of me, but I could feel release after release after release.  I had never had an orgasm that lasted that long, and it was amazing.  Paula slowed down, reached around and turned off the butterfly, and then finally pulled out of me.  I was having trouble standing myself.  Mistress was just babbling incoherently.

“C’mon”, said Paula, “let’s get her untied and lay her down on my bed.”  She was very gentle with Mistress and once she had her in bed, she lovingly covered her with a blanket.

“Well”, said Paula.  “It appears that you’re not going to be leaving for a few hours.  That should give you enough time to satisfy me – as I recall you’re pretty good with your tongue.  But first things first …”  Paula cleaned me thoroughly, locked me back in the cage, and only then did she position herself on her couch and spread her legs.

7 Comments
2024/10/28
22:54 UTC

34

Trans Japanese Mistress: Part 2

Link to Part 1

If you want to read this story for free with pictures included for increased immersion in the story, you can here: https://www.patreon.com/posts/trans-japanese-2-114541709

Jason’s heart pounded as he stood in the doorway, watching Yuki prepare. The sight of her slipping into the glossy black cat latex outfit was mesmerising. It was the same outfit that Yuki had seen on the dominatrix featured on the cover of Jason's manga, the day they first met. The material hugged her every curve, gleaming in the light, while her tall boots and gloves completed the transformation into a striking, commanding presence. She adjusted the collar around her neck, flashing him a grin that made his face heat up even more.

“Ready for today?” she asked, holding up his costume—a black latex dog gimp suit. Jason’s breath hitched as he imagined what it would be like to crawl behind her, chained and helpless. He was already painfully aware of the chastity belt, a constant reminder of his frustrated desire. He nodded, though the thought of so much public attention made his stomach do flips.

“We’re going to have so much fun,” Yuki said with a mischievous gleam in her eye, striding over to him.

As Yuki approached, her gaze held that playful glint he had come to both fear and crave. She stretched out her hand, holding up the black latex dog suit—a sleek, shiny, skin-tight costume with moulded ears, a snout, and attached padded paws designed to prevent him from even thinking about standing upright or using his fingers.

“Let’s get you suited up, my obedient little pup,” she purred, circling him slowly. Her fingers moved with practised ease as she undid the suit’s zipper, opening it wide in a way that seemed to swallow the light in the room. Jason felt his face flush as he stared at the suit, knowing once he was inside, there’d be no escape. He was already painfully aware of the chastity device locked around him, adding a layer of sensitivity to every movement.

Yuki’s hands rested on his shoulders, pressing him down gently to his knees. "There we go. The suit will feel a little tight, but it’s nothing you can’t handle," she whispered, guiding his arms one by one into the smooth, latex sleeves that ended in rounded, padded mitts. His fingers curled uselessly within them, adding to the growing sensation of helplessness.

As she zipped up the back of the suit, it clung to him like a second skin, wrapping his body in a constant reminder of her control. She adjusted the hood, pulling it over his head and fastening it around his face. He could only just see through the narrow eye holes, and the smell of latex mixed with the faint scent of her perfume lingering on his skin made his heart race.

When she clipped a heavy leather leash onto the collar around his neck, Jason’s breath hitched again. Yuki gave the leash a gentle tug, forcing him to follow her gaze. Her smile was almost affectionate, but there was an undeniable hint of dominance in her eyes.

“Ready for your big debut?” she teased, brushing her fingers across the top of his latex-covered dog head.

He could only nod, but the expression on his face under the hood was clear—a mix of nervous excitement and surrender. Yuki chuckled softly, giving the leash a playful tug as she turned on her heel.

“Good boy,” she whispered. “You’re going to stay right by my side, looking up at me every step of the way. And don’t worry,” she added, her voice dipping into a tone that sent a thrill down his spine, “everyone will know exactly who you belong to.”

With each tug of the leash, he found himself sinking deeper into his role, trailing behind her in perfect submission, lost in the anticipation of what lay ahead.

“It must be so uncomfortable in that belt, following me like this,” she teased in a low voice. “Maybe tonight I’ll let you out… if you’re a good puppy.”

The words sent a shiver through him, half hope and half torment. Yuki chuckled, seeing his reaction, and gave the leash a little tug, motioning for him to kneel. “Come on, my doggy,” she cooed. “Time to put on a show.”

The convention centre buzzed with energy as they entered, a sea of cosplayers and fans all around them. Jason felt his face redden even more as he crawled along behind her, the soft padding of his knees meeting the hard floor. Every step she took was bold and deliberate, her heels clicking on the polished surface as she guided him through the crowd, drawing glances from everyone they passed.

“Look at that,” someone murmured nearby, and Jason’s embarrassment intensified. He could feel the heat flooding his cheeks, a mixture of humiliation and an unexpected thrill coursing through him as he realized how exposed he felt. He was utterly at Yuki’s mercy, and he could sense the attention of the crowd, their curious gazes scrutinizing him.

Yuki paused to pose with a group of other cosplayers, resting her gloved hand on his head. “Smile for the camera, Jason,” she whispered, her voice low and playful. He forced a smile behind the dog mask, feeling utterly vulnerable as the flash went off, capturing him on all fours before a crowd of strangers. Yuki leaned down, her breath warm against his ear. “Are you enjoying yourself, even though you’re so helpless right now? Knowing you can’t do anything about it?” Her fingers brushed against his collar, tracing the line down to the leash with a teasing tug.

“Such a cute little puppy,” a woman said, taking a step closer to snap a photo. “Can I get a picture with you both?”

“Of course!” Yuki responded cheerfully, turning to face the camera with Jason still in his crawling position. “Come on, Jason! Get closer!” The woman leaned in, and Yuki playfully posed with her hand on his head, her other hand holding his leash. Jason felt the warmth of embarrassment surge through him as more flashes went off, capturing his humiliation for anyone to see. His cock was straining within the confines of the chastity belt and there was nothing he could do about it.

As they continued through the crowd, Yuki occasionally stopped to let people admire her “pet,” and every time she did, she made a point to let her fingers trail over his collar or give the leash a little tug. “Look at you, so patient,” she whispered teasingly. “You must be aching in the chastity belt right now.”

Jason’s cheeks burned brighter; the combination of her words and the public attention made him feel even more exposed and humiliated. But underneath that embarrassment was a deep sense of excitement, knowing he was sharing this thrilling experience with Yuki.

“Such a good doggy,” Yuki praised, watching him with amusement. “And when I want to sit down, you know what to do, don’t you?”

He glanced up, and his stomach fluttered at the realisation. “Woof woof,” he replied through the gag as best he could, knowing what that meant.

As they moved deeper into the convention, she eventually found a bench. Without hesitation, Yuki gestured for him to take his place on all fours, using him as a makeshift seat. “Perfect,” she said, settling down with a satisfied smile, her weight resting on him comfortably.

Jason felt utterly humiliated but also strangely exhilarated, knowing that he was fulfilling his role as her obedient pet in front of an audience. His cock strained within the confines of the chastity belt as his public humiliation was on full display.

Every moment felt charged with energy, the mix of embarrassment and submission swirling within him. He couldn’t help but glance around at the spectators, their eyes wide with amusement and intrigue.

Yuki turned to him, her gaze softening slightly. “You’re doing so well, Jason. Just remember, all this attention is because you’re with me.”

He looked up at her, his heart swelling with affection despite the humiliation. In that moment, he knew that their bond was stronger than anything else, and he felt a rush of gratitude for the experience they were sharing, even as his cheeks burned from the thrill of being on display.

Jason's cock stirred as he made his way up the wide stone staircase to Yuki's castle. The ancient castle loomed overhead, its dark spires piercing the evening sky. Heavy double doors opened before him, revealing a grand, dimly lit hall adorned with flickering sconces and luxurious tapestries that added to the mysterious allure of Yuki’s residence.

Yuki led him by the leash to the top of the stairs, her silhouette backlit by warm candlelight, her expression both mischievous and inviting. She smiled, beckoning him up the steps. Jason felt his anticipation build with each step, his heart pounding, his focus solely on her as he finally reached the upper floor.

“Welcome to my home, Jason," Yuki stated, her voice warm and calm as she led him through several winding hallways into a private chamber draped in crimson and deep black fabrics. The air was perfumed faintly with sandalwood, giving the room a sense of intimacy.

Jason nodded, barely able to contain himself, his excitement evident.

Jason’s breath caught as Yuki leaned down to him, her gaze sweeping over him with a confidence that was both comforting and exhilarating.

Her eyes gleamed with satisfaction as she took in the sight of him, fully encased in his dog gimp suit with only the chastity belt visible.

“Now,” she whispered, her voice laced with promise, “let’s begin.”

She took out a pair of sturdy leather wrist cuffs, her movements slow and deliberate as she buckled one around each of his wrists. She tightened each one with careful attention, then gently adjusted his arms, guiding his wrists just below his shoulders to hold his position. The leather was snug, a constant reminder of his restrained state, yet it allowed enough comfort for him to maintain balance on all fours.

Moving to his ankles, she secured a matching set of cuffs around them, connecting them with a short length of chain that restricted his movement. Her touch was gentle, precise, her eyes never leaving him as she worked, ensuring he was steady and comfortable.

Finally, Yuki retrieved the humbler, its polished wood gleaming under the warm candlelight. Jason held his breath as she knelt behind him, securing it with careful hands. Once fastened, it pulled him into a slightly arched position, adding a new layer of vulnerability and restraint. She lingered there a moment, adjusting the fit until she was satisfied.

Yuki rose to her feet, moving around to face him, her eyes full of quiet satisfaction as she took in the sight of him—cuffed, collared, and positioned on all fours, fully in her control.

“Stay just like that, Jason,” she whispered, her voice both commanding and soothing. Her hand brushed lightly over his shoulder, a gentle, grounding touch as she continued, “Now, we begin.”

Yuki took a sturdy leather leash from the table, its dark metal clasp polished and ready. She attached it to the ring on Jason’s collar, the small click of the clasp echoing in the quiet room. Jason felt the pull as Yuki gave the leash a gentle tug, guiding him forward on all fours, her steps unhurried as she led him down the winding staircase of the castle’s dimly lit corridor.

Each step seemed to amplify the anticipation. Shadows played along the walls, cast by wrought-iron sconces that flickered as they descended deeper into the castle’s lower levels. The stone walls became rougher as they reached the dungeon floor, the cool air tinged with a faint scent of leather and wood polish. Yuki paused, looking back at him approvingly before leading him into the hidden playroom.

The room was lined with an array of carefully organised BDSM equipment, but it was the centre bench that drew Jason’s attention—a sturdy leather piece, padded and built with subtle curves for comfort, positioned under the glow of a single overhead light. Yuki led him toward it, her steps graceful and confident.

“Up here, Jason,” she instructed gently, guiding him onto the bench and helping him settle into position. Her touch was calm, reinforcing the sense of trust that had carried them here.

With practised, deliberate movements, Yuki secured Jason’s wrists and ankles to the sturdy anchor points on the bench, tightening each restraint just enough to keep him in place. She walked around him slowly, inspecting her work, letting her presence settle over him as he felt the cool leather against his skin and the unyielding grip of the cuffs.

“There we are,” she purred, her voice low and taunting as she took a step back to admire him. “Completely at my mercy. Is this what you wanted, hmm? To be nothing but a plaything?”

She held the whip in her hand, letting it dangle, and gave him a smirk as he remained bound, looking up at her with a mix of anticipation and apprehension. “Oh, you’re nervous now?” She tilted her head, clearly amused. “Too late for second thoughts, pet. You begged for this.”

The first snap of the whip landed just shy of his ass, the air itself carrying the crackling sound as she teased him. She laughed softly at the way he flinched, savouring his reaction. Then, without warning, she brought the whip down across his ass in a swift stroke. The sting blossomed almost immediately, and he gasped, his wrists tugging against the cuffs instinctively.

“There’s that reaction,” she said with a sly smile, her tone dripping with mockery. “Such a helpless little thing, aren’t you? You act so tough, but now look at you—right where you belong.” She landed another blow, her movements unhurried, savouring each strike as she watched him squirm beneath her. With every new mark, she only smiled wider.

When she finally paused, she reached out to trace a finger down his back, pressing lightly against the reddened skin and leaned in close. “You’re a mess, and I haven’t even gotten started.” Her fingers found the edge of his gag, and with a calculated slowness, she undid it, watching as he caught his breath.

“Now, thank me,” she said, her voice a mix of command and amusement as she tugged his chin upward to meet her gaze.

Jason looked up at her, his breath shaky as he took in her expression—part satisfied, part expectant. “Thank you,” he murmured, voice soft but sincere, his gratitude underscoring the trust he placed in her.

Yuki’s smirk grew as she held his gaze, savouring the submission in his eyes. With a graceful, controlled motion, she reached down and unzipped her pants, her massive ten-inch cock unfurling in front of Jason’s face. She looked down at him, tilting her head slightly, a silent invitation coupled with an unspoken command.

“Good,” she said, her tone both teasing and pleased, as she drew closer. With each movement, the connection between them felt even more profound, built on the quiet power and trust they shared.

Jason opened his mouth, anticipation coursing through him as Yuki slid her thick, throbbing cock inside. “Take it all, you little slut,” she commanded, rocking back and forth. He felt a rush of excitement, channelling all his sexual frustration into his efforts to please her. Every flick of his tongue and every movement of his mouth was focused on bringing her closer to orgasm. This is what I've been waiting for, he thought, feeling a mix of desperation and desire.

As her cock began to leak precum, she suddenly withdrew and placed a gag back in his mouth. “Don’t think you’re done yet,” she teased, walking behind him. He shivered in anticipation as she lubed his ass with her latex-gloved hand. With a firm push, she entered him, and he moaned into the gag, overwhelmed by the girth of her cock. God, it feels so good!

“Feel that? You’re mine now,” Yuki said, her voice dripping with dominance. She began to rock back and forth, fucking him while squeezing his balls with her left hand and spanking his ass with her right. Each thrust sent waves of pleasure coursing through him, but also a thrill of humiliation. She’s really enjoying this, he thought, feeling both exhilarated and degraded.

“Look at you, my little gimp in chastity, just a cock-sucking slut for me,” she taunted, a smirk evident in her tone. Jason could only moan into the gag, lost in the sensations, as precum leaked from his chastity belt. This is my place, he realised, embracing the mixture of pleasure and submission, completely at her mercy.

Yuki climaxed, her scream echoing through the room as she released her load deep inside Jason. The intensity of her orgasm left him feeling hot and incredibly horny, but the steel chastity belt was relentless, preventing him from finding his own release.

Once Yuki had relaxed, she withdrew her cock from Jason and shoved a large plug up his ass, then zipped up the hole in his gimp suit.

She unshackled him from the bench and clipped a leash attached to his collar, leading him out of the dungeon. They walked down the hall to a small cell at the end of the corridor. Inside, she attached his collar to a leash fixed to the wall and leaned in close to whisper in his ear, “You’re my gimp now, nothing more.” With that, she locked the cell door and flicked off the light, plunging Jason into darkness.

His cock throbbed as he realized he was finally living out his fantasy. He was Yuki’s latex gimp, and the thrill of submission coursed through him. With a smirk, he sensed that this was just the beginning of their adventure together, and he couldn't wait to see what she had in store for him next.

Yuki sat comfortably on her bed, watching Jason through the camera feed. A satisfied smile played on her lips, knowing he was exactly where she wanted him—safe and securely locked up. With the grand opening of her new Femdom café just around the corner, Yuki felt confident that she already had her first attraction—and her first employee—in Jason.

4 Comments
2024/10/28
21:23 UTC

28

A seismic shift in our dynamic - True Story

More than a month ago now over a span of three days Malcolm, my wife's younger male lover, and Wayne, the boyfriend of my wife's girlfriend, Melissa departed stage left—both gone. Relationships over. We (my wife, Melissa and I) were all in the dumps for a few days but finally we decided to do what any self-respecting kinky poly/threesome would do and we cleared the coming weekend of all but the most pressing things so we could log some serious time between the sheets. My wife even announced that it would be a free weekend for me—she was going to release me from chastity “so you can fuck your brains out". Whoa.

I was all in at first (and so was my locked prick if the pressure down below was any indication), but then as my initial excitement died down I started to get a bit apprehensive. I like chastity—hell, I love chastity—besides I'm a disappointment in the sack these days when it comes to fucking. Not only am I ridiculously out of practice, but I've also been trained to nut very quickly from full penetration. My only hope was that maybe after a couple of rounds I'd last longer than the half minute fuck that I'm well known for. To be clear, it's not like I had any real choice in the matter. My wife is the boss of me in the bedroom, and if she decides I'm going to be fucking then fucking I would be.

Probably the bigger story here though is that my wife and I had serious discussions at the beginning of the year (before Melissa and Wayne started going out) about merging households with Melissa. There's no question after five years into their sexual relationship that there's a real bond between the two women. It's sexual, romantic, intimate and emotional. My wife has assured me often that if she has anything to say about it (and she does) that she will never be without female companionship as long as she's interested in sex. I love that she has that, and I feel just as strongly about her continuing to have that in her life. The sticking point for us with inviting Mel into our household is the possibility of a necessary disentanglement at some point (for whatever reason), and how that would be managed. Just when we started wrapping our heads around it and having serious discussions with Melissa, she hooked up with Wayne. That solved the issue for the time being because as much as we are interested in pursuing Melissa we want nothing to do with a quad.

So as soon as Wayne bailed we started ruminating again about the possibility. We like to take things slow, but just a few days later Melissa announced that a semi regular renter of her place had just booked it for a solid five weeks, and that her place was now pretty much booked solid until mid December. So after a quick discussion we invited Melissa to move in with us—many details TBD. My wife was on the fence whether we should try to live like a "normal" triad (are those ever normal?) or if we would continue with the same sexual dynamics in place (my wife dominates me but is submissive to Mel—by default when Mel interacts with me she dominates, but my wife has a say because she still holds the key to my pierced and locked cock). We couched any decision until after our planned fuckfest weekend but we continued to talk. My wife was leaning strongly that we would start out as a normal triad without much of a D/s component between the two of us while Melissa would soft dom both of us since she is naturally bent in that direction. Bedroom assignments would be my wife and I in the primary bedroom for three nights (when my wife doesn't have much interest in sex) Sunday through Tuesday, and then my wife and Melissa together in the primary the remaining nights. Mel and I would rotate sleeping in the guest room. I would be unlocked and free to have sex with both women, but would by no means be in charge. The needs and desires of the woman would remain primary.

That Friday rolled around and as scheduled Mel showed up in the late afternoon ready to go. My wife was still busy with a few loose ends at work but Mel was unwilling to wait for her to kick things off. I got the nod to take care of Mel but my wife refused to unlock me. Melissa, undeterred and very used to dealing with me in my locked state used me in her oh-so-familar way and had me munching away between her thighs within minutes.

The rest of the evening unfolded as imagined. I was released and fucked the ladies—and nutted in about 20 seconds with both of them. My wife was first and welcomed me into her beautiful velvet glove for the first time since New Year's Day of '23. I only enjoyed about two strokes before I felt the sap rising in my cock. I collapsed over my wife and buried my face in her neck. She held my head and ran her fingers through my hair and encouraged me. "It's okay. Be a good boy and cum quickly for me." I think I managed another four pumps before I unloaded as deep as I could burrow into her pussy. Like a good boy I was planning on cleaning up my mess (as I've been trained to do) and wanted the opportunity to give her an orgasm since I failed to do so in the standard fashion, but Mel swooped in on my nut and ate my wife to climax while I watched on the sideline. A half hour later I was inside Mel giving it to her doggie which meant I had zero chance of lasting even a half minute. Once I nutted Mel pulled off and flipped around and pointed to her pussy and told my wife to clean her up. My wife savored her task and took a good long time—long enough for me to get a faux erection—one of those where you think you can go again but a minute into the endeavor (with about 15 seconds of penetration) I went limp inside my wife's pussy. I tried to compensate by eating her from behind as she continued to work on Melissa but I got a sardonic, "Thanks. I'm good." And then if that wasn't clear enough direction my wife actually pulled her face out of her girlfriend's pussy long enough to tell me that I should go take a shower. "We're done with your cock for the night. You can lock it up if you want."

That seemed like a decent suggestion as I've been locked for so long that I'm most comfortable when I'm kept that way. Just last December when I had Covid I was unlocked for about 10 days for comfort but looking back I think that just added to my anxiety. Being caged is without question the norm for me now and to pretend that's it's anything different is just a disservice. I also wanted to wake up to that wonderful feeling of my morning wood restrained and then have the awesome feeling of being unlocked and used by the ladies. I also figured locking up was also the only way I'd be invited back between the sheets that evening. After my shower though I was asked to leave the room so they could "relax" together and I ended up out on the couch. In the morning (after the bedroom door opened) I went to the bathroom to shower and discovered my keys were not where I put them—and they weren't anywhere I could find them.

I had a small chuckle at my predicament and figured it would only be temporary. I didn't even use the frenum hook that goes through my piercing and secures me inside the cage and whomever took the key (only my wife knows the drawer where I keep my devices) would have noticed the hook. If my frenum is not engaged with a piece of jewelry or the hook it can start to close up in a matter of a day or so—my wife knows this which meant I was going to have to be unlocked soon.

Sure enough, a few hours later there I was on my back on the bed with my hands cuffed to the headboard. Melissa was in between my parted legs and unlocking me. Though I was a bit concerned the promise of a weekend of "fucking your brains out" was starting to ring false I never expected my wife to pop around from behind Mel holding my frenum hook and sporting a wry smile. "You're only being unlocked because you forgot this." And then she added for good effect, "We've decided we like you locked—and I know you want that too."

When my cock refused to behave Mel started to blow me. My wife suggested that a finger in my ass would do the trick much quicker and Mel who has a penetration fetish gladly complied. In just a few minutes I was securely locked (without orgasm) and then the ladies started joking about Loctober dawning in a little over a week (which has never really been a thing for us). It was all the excuse they needed. In exchange for my cooperation the ladies included me in every one of their interactions the rest of the weekend. Most memorable was fucklicking my wife as she impaired herself on Mel's ten inch strap on and then Mel having me clean my wife's orgasm off of her girl dick.

EPILOGUE: After the weekend my wife and I discussed what having Melissa around for nine weeks would look like and my wife decided that she really didn't want anything to do with a normal triad and instead Melissa would be holding my key and dominating both of us. We had a trial run with the same dynamic last summer but the big difference was that Mel was not living with us at the time. Now her presence would be near constant and there would be plenty of opportunity for her to indulge in her whims. And just like last summer my wife and I would have to ask Mel's permission when we wanted to have sex. Hot. My wife broke the news to me in a kind manner, even treating me to some bedroom fun on a Tuesday evening. As I was eating her pussy she ran her fingers through my hair and whispered sweet nothings to me and told me that she never liked the idea of my dick being free so Melissa could fuck me whenever she wanted. "Now you'll just have to settle for eating our pussies."

Oddly enough Mel had a house sitting gig for a close friend until the following Saturday morning so we didn't really see her much. Then she jumped in with both feet. The first thing that happened was Mel booked a waxing appointment and completely denuded my wife of her beautiful landing strip—and then had her own full, but neatly trimmed bush waxed into a tight beautiful strip. It may sound like a small thing to most but my wife and I kink hard on specific grooming habits—we both sport a landing strip—mine of course serves to feminize me—and we both strongly dislike the completely bald look. Melissa now sports the look I lust for while my wife's pussy just seems so... barren. This of course, was not an unintended effect on Mel's part.

Sleeping arrangements are as planned and I came up with a nice embellishment—after I got up that first Wednesday morning I changed the sheets so my wife and Melissa would have fresh ones that night but I left the ones that Mel had slept in on the guest room bed. That way I could smell her as I lay in bed and wonder if she and my wife are enjoying each other on the far side of the house.

Mel has enthusiastically taken on managing my chastity and has introduced a couple of things that I've always hoped my wife would do. I'm unlocked practically every day and edged with what Mel calls a tantric ball massage (a way to stimulate testosterone production "to keep you horny"). She positions herself between my knees and uses massage oil to stroke and gently kneed my testicles, ligaments and tubes, stretch my scrotum and massage my perineum for about 15 minutes. If that's not awesome enough, then there's my required duty to eat Mel every night before she goes to bed—and it's almost never to completion—it's just for a few minutes and then she tells me to stop. In a way it's even hotter than if she was just wanting an orgasm—it's like she's taking the dog out for a walk, ticking the box of something that has to be done each day, making sure to remind me and my wife of her position in our bedroom. And my wife is required to watch. It's a terribly effective reminder of who is in charge.

So far Mel has not allowed my wife and I to have sex (even oral or fingering is out) and the effect is we both have an immense longing for her—just the way she wants it. Mel has some travel coming up and has joked about putting my wife in a chastity belt while she's gone so we honor her (currently indefinite) no sex policy. None of us are at all familiar with female belts though and so I imagine that's just playful banter. (I do tell my wife that she would look hot as hell in one and we could cheat by me rimming her.)

Outside of the bedroom we don't seem to have any less free time. I'm doing the dishes and cooking four nights. With the money Mel brings to the party we're comfortable enough going out the other three. I always keep an eye peeled for things that need to be done because selfishly I want to keep the ladies happy and horny—so far, so awesome in that department.

I happy to field any questions or comments. This thing is still in the new stage and there's still quite a bit to wrap my head around.

14 Comments
2024/10/28
18:05 UTC

56

You can teach old dogs new tricks

Disclaimer: This story is based on real experiences.
Characters:

  • Athaliah, me, 32, Dominatrix
  • Professor Thompson, 50, Former College Professor

Alright, so last night was one of those nights I’ll never forget. I’d just closed up my shop and was heading to my car when I hear, “Athaliah? Is that you?”

I turn, and there he is—Professor Thompson, my old college professor, looking just as academic and buttoned-up as ever, but with this hint of surprise in his eyes. “Professor Thompson!” I say, genuinely caught off guard. I hadn’t seen him in years, and I could tell he was just as shocked to run into me.

He smiled warmly. “Last I remember, you were aiming for marketing stardom. I didn’t expect to see you around here.”

I chuckled. “Oh, I still do a little of that on the side,” I said, and couldn’t resist adding, “But I found a different calling.” He raised an eyebrow, and I could tell he was curious, so we chatted a bit about life since college, what he was up to these days, and then—he asked.

“So, Athaliah, what’s this ‘calling’ of yours?” he asked with that familiar inquisitive look.

I leaned in a little, savoring the moment. “It’s a little… unconventional.” He still looked interested, so I added, “I work as a dominatrix.”

There was this little pause. He didn’t flinch, just gave a half-smile, like he wasn’t sure if I was joking or not. “You’re serious?” he asked, trying to keep his voice steady.

“Very,” I replied, grinning, “and I have to say, I’m good at it.” I could practically see his curiosity sparking to life. He glanced around, shifting his weight from one foot to the other, and I knew that look. I’d seen it on the faces of countless clients.

“Is it… like, um, psychological?” he stammered, clearly intrigued but almost embarrassed to admit it.

“Oh, it’s all psychological,” I replied. “It’s about control, restraint, letting someone else take charge for once.” I paused, giving him a little smirk. “Would you want to… experience it? Just to understand it better?”

He hesitated, but the interest was there. “Well,” he said, his voice dropping a little, “I’ve always been curious about... the practical side.”

I took that as my cue. “Let’s go back to my place, Professor. I can show you a whole new side of ‘research.’”

Back at my apartment, he looked around, eyes moving over my leather furniture, the dim lighting, the display of toys I’d laid out. He couldn’t hide his nerves, and it only made me more eager. “Don’t worry,” I said, guiding him to the couch. “Relax—you’re in safe hands.”

He sat down, adjusting himself awkwardly, probably wondering what he’d just agreed to. I crossed my legs, taking my time before speaking again. “You really want to know about the psychological side of submission?” I asked, almost teasing.

He nodded, trying to keep his gaze steady on me. “Yes, I’ve, uh, read about it. I just… haven’t seen it firsthand.”

“Well, I have a way to show you,” I said, pulling out a small silver chastity cage. “This,” I explained, holding it up, “is a chastity cage. Want to know how it works?”

He blinked, clearly taken aback. “So you… actually lock people up in those?”

“Only when they need a little lesson in control,” I said with a sly grin. “It’s a way to give up their freedom, their urges. Completely.”

He looked fascinated, eyeing the cage with a mix of interest and fear. “And… what would happen if I didn’t want to?”

“Then you walk away—no strings attached,” I said simply. “But if you’re truly curious… I can show you.”

He hesitated, his face slightly flushed, then nodded. “Okay,” he murmured, “show me.”

I handed him the cage and nodded at his pants, not hiding my smirk. He looked hesitant but followed my lead, undoing his belt and sliding his pants down to reveal himself, clearly already hard. I carefully positioned the cage over him, clicked it shut, and gave him a little nod. The control shifted in an instant—he was trapped, completely under my power now, and I could see it dawning on him.

“So,” he whispered, voice shaky, “how long… will this stay on?”

I shrugged, nonchalant. “As long as I want it to. A day? A week? A month?” I leaned in, brushing a finger along his cheek. “That depends on you.”

Time passed slowly as he sat there, testing the cage, fidgeting every time the metal bit into him. The more he struggled, the more desperate he looked. I could see his frustration building, and finally, he cracked. He fell to his knees in front of me, practically begging. “Please, Athaliah… let me out.”

I ran a hand through his hair, taking my time. “Not yet,” I said softly. “You haven’t learned anything about restraint.”

He groaned, practically on the edge of tears. “What do I have to do?”

I leaned in close, letting my lips brush against his ear. “You earn your release by surrendering completely. Submit to me, let me see that control slip from you, and maybe—just maybe—I’ll let you out.”

There was a long pause as he looked into my eyes, considering. Then, slowly, he nodded. “I… I’m yours.”

A grin spread across my face. “Good. Now, get on your knees and show me just how serious you are.”

Should I continue in part 2?

7 Comments
2024/10/28
17:29 UTC

61

Regular prostate checks

Four weeks is a really long time not coming. Some things you get used too and they become less intense, like masturbating everyday! But not this, it is just as hard as you experience it the third time as it was before. By that time I'm totally controlled by Olga. So when she "suggest" to try a different method to check my prostate I am hardly in a position to refuse. To tell the truth, I am actually curious about it. So far the abstinence has been hard. The prostate checks have been out of this world, both in terms of pleasure and in terms of embarrassment. But then what is a little embarrassment compared to the pleasure being experienced?

Having accepted, Olga summoned Sarah to get up. She had been sitting quietly in one corner of the room, in her white coat, with her clipboard on her knees. She stood up and it then became obvious that her white coat was open. What was less expected was the strapon hanging between her legs. It took me a wee while to put two and two together. I first I thought they were going to put a show together, teasing me into bursting my load being untouched. Then, to my shame, I have to admit, once I understood that strapon was for me, I was relieved, if you excuse the pun. Those video of caged cucks coming into their cages by being taken up the ass did have the expected effect on my mind. When I was asked to take my pants off and go on all fours I didn't needed it told twice. Anyone who hasn't been locked up in cage for an extended period of time would be horrified but I was passed caring. I needed to experience that and it could not come to soon. Neither could I!

Sarah loosened me up with her fingers and some lub first. She easily reached for my prostate and got me into a space where all that matter was to keep these sensations coming. But she quickly stopped and her fingers were replaced by the feeling of something big pressing on my anus. It felt like that would never get in and would just push me forward but she grabbed my hip with one hand and, I guess, use the other hand to guide the strapon in me. This time I had nowhere to go and my sphincters started opening up. I'm not going to lie, it was painful to start with. But quickly the pain was replaced by a sensation of being full. Sarah must have had some practice before because she took it slowly and didn't move all the way in until I felt more comfortable with it.

Saying she must have had some practice at it is doing her a disservice. She was an expert! Before I realise it she was pumping me like there was no tomorrow. I was so focusing on the sensation that it took me a while before I realise she was talking to me. Or rather talking down to me. She was calling me names. Her little bitch. Her chastity boy. That she was eating betas like me for breakfast. That if I was her boyfriend she'd still have me locked while she would be fucking big black cocks. Between the sensation up my colon and the sweet voice turned so insulting and authoritative I was feeling very little, with my legs like jelly, and could only meekly agree with her. So she made me say it out loud:

  • your my little bitch boy!

And I was made to repeat it louder and louder until she slapped me on the bum and called me a good boy.

Eventually my prostate was stimulated enough and my balls emptied themselves all over the floor. Olga, who was filming all that with her phone, couldn't help comment:

  • He is making a mess again! That little boy should know better by now than to mess up my office!

On this Sarah stopped ramming me and came out. I felt emptied from both ends and fell on the floor curled up and ashamed. But that had no effect on my two handlers. They made me lick up my cum until the floor was clean enough for their liking.

By the time I had finished, Sarah had buttoned up her coat and was holding her clipboard and pen.

  • Sooo? Still a two?

She asked with her sweetest voice again, as if nothing of importance had just happened.

  • No Madam, more like a one right now.
  • Oh! Really? Well, we'll look at lowering that down a bit more next time...

That was said so matter of factly that it really got my mind racing again. Even though my balls had just been emptied I felt my cock trying to get bigger in its cage. What was happening to me?

5 Comments
2024/10/28
15:33 UTC

27

A simple dare (part 5)

All characters 18+ and consenting. Please read parts 1-4 for context. Happy reading xx

—-

The girls, or Goddesses as he now referred to them, hadn’t contacted him in three days, even Goddess Carly who was Simon’s roommate in their share house had spoken to him scarce little.

All he was told, when he was awoken and his shackles were undone as Carly removed him from her ball-boxing table was to wait to receive further instruction.

He had assumed that the contact would be a bit more on the nose, overt even. He sat on the edge of his bed dreading another gruelling day of work. As the days rolled on he noticed his manhood no longer rose as hard and as firm as it once did in the mornings.

Before his caging he was thick and firm as the sun broke through his windows, recently he had woken up to a semi hard, barely chubbed member, the precum sticky and smelly.

Most recently, he woke up to no erection at all, only remnants of a wet dream he couldn’t remember and an orgasm he didn’t feel. It did nothing to sate his horny brain or lessen the sexual anticipation that lingered inside his big blue balls.

He studied his locked cock, how pitiful and small it looked inside the 1-inch cage, soon, he feared, a purely flat cage would be on the horizon. His days of even having a visible cock felt as though they were numbered.

Looking now from his imprisoned shaft to his balls he studied the damage now that a few days had gone past.

His left nut had swollen and stayed the size of a miniature mandarin, while the other appeared regularly sized, although the shape a little warped.

His ball skin had lost the reddish glow it had once had and now was replaced with black and blue spots across the sack. Purple bruising highlighted the darker spots, areas which Simon feared may need medical attention.

Running the lightest finger across the skin sent a powerful jolt of euphoria through his body. The mere touch enough to ignite him and set his world aflame with taboo thoughts and depraved desires to have even more happen to him. He longed to have the courage to step out the door and go find Goddess Carly and beg…plead…fall on his knees and submit to whatever she desired.

But alas, he knew his orders, his Goddesses were quite clear and he had only experienced happy Goddesses, he was utterly terrified of the pain they would inflict had he genuinely upset them.

Clutching his aching nuts he felt goosebumps rise over his body, his dick stiffening as he realised he only had both balls still by the grace of his Goddesses.

At the same time he heard his phone vibrate on his bedside table, the phone partly rotating as the screen illuminated with a single message, a message from Amanda that simply read;

“Time to play.”


Simon pulled up in his beat up car out the front of Amanda’s house. Unlike Goddess Carly and he, Amanda was much better off financially and could afford a rather luxurious home, the sight of it filled Simon with a deep jealousy, the frustration already building.

As he walked up to the door, he outstretched a weak arm to rap the door with his knuckles, before they could connect with the large wooden door it swung open with Amanda standing on the other side.

Dressed in a very aesthetic, complex and completely sexy set of ruby red lingerie Amanda held the door open, fish net stockings gripping her thick luscious legs, her feet snuggly fitted into two gorgeous red bottomed heels.

Her voluptuous breasts and thick build had Simon’s needy cock dripping, causing a light stain on his pants, his mouth quickly following suit.

Amanda snapped a hand in front of him, forcing him to focus and break away from ogling her for one moment. She swept her dual coloured hair to one side, the green and black rolling atop one another in a beautiful dance.

Quietly she led him inside and into a large room just beyond the living room. It appeared to be her bedroom, a master bedroom, fit with a king sized bed and an accent window, a chair in the corner and beautiful royal purple drapes. The colour eerily similar to the shade his balls were turning.

At the base of her bed was a cushioned chair which had two hand holds at the front and thick metal beam which went to the floor, the beam adorned with wheels. It appeared as though this was a custom made chair of shorts.

Still silent, Amanda led Simon up toward the chair helping him onto it. Like Goddess Carly had done days before, he was told to lay horizontal, his arms clipped into restraints as he was wheeled close to the bed.

“I don’t know what Carly told you but I’m not the mean one. That’s Jackie. I do enjoy a little physical infliction of pain yes but I prefer to describe my style as long lasting.” Amanda said, finally breaking the silence, rolling the lounger closer to the bed.

Climbing atop it she spun around to face the immobilised Simon who was practically hovering just out of reach. Spreading her legs in his direction she adjusted the pillows to give her a bit of lumbar support.

Casually caressing herself she watched as Simon squirmed at the site, so horny but unable to move. Slowly and methodically she traced and squeezed her body, grabbing at her big boobs, lovely stomach and incredible thighs. She played with her hair and moaned ever so softly before running a deliberate hand down, snagging her lingerie g string with an acrylic nail.

Gently and painfully slowly she pulled the thin piece of fabric to the side revealing her gorgeous, perfectly puffy pussy, Simon practically a puddle of precum on the horizontal chair. Smiling, Amanda spoke;

“I like to have my slaves watch, to break them mentally, it’s so much more…erotic, than regular domination. To leave them questioning themselves and longing for release is just —“ she paused now lightly rubbing her pussy, the circular motions hypnotising.

“Pure bliss.”

She rubbed faster now, her moans raising slightly higher in tone as she rubbed with one hand. As the speed increased, Simon watched, trying to jerk himself forward to get another glorious inch closer.

He was just far enough away he couldn’t touch or smell, he could only see. Helplessly he watched as Amanda grinned at him, stopping her rub momentarily to spread her pussy lips and show herself to him fully, the sight causing Simon to spasm wildly in the restraints, desperately trying to free himself or get any form of friction on his dick.

The cage hurt his cock which pressed up against it firmly, his balls felt like they’d explode a heaping of cum if she continued.

As if his head was affixed in this position he continued to stare forward, jostling lightly in the seat, humping it where possible to gain a slight pleasure. Alas the seat was too short and barely wide enough to hold him, it dug into his pudgy stomach, it barely fondling him.

Amanda continued to rub herself all the while, now slipping in a finger or two with her other hand, her index coated liberally with her juices.

Salivating and panting like a dog, Simon begged for it, poking his tongue out toward her. To his surprise, Amanda stopped and pulled her wet, sloppy finger out, raising it just out of reach of his mouth.

“Smell it.” She barked holding his mouth shut with one hand and pushing the finger beneath his nose with the other.

Breathing deeply he smelt her fine, almost intoxicating sexual aromas, the twangs and notes a blissful escape from his unending blue balls. Now on the edge of the bed she finger fucked herself fast and hard, the moans almost screams, aimed directly at Simon who had no choice but to watch.

He couldn’t cum and couldn’t enjoy the heavenly sight as Amanda pounded her angelic pussy with her feminine hand. Occasionally she took her hand out and slapped Simon hard across the face with her pussy juice soaked hand, Simon lapping up what he could from his cheek like a feral mutt.

“You like that? You want a taste? You wanna please Goddess?” Amanda teased, her voice airy and sensual.

“Yes Goddess.” Simon pleaded.

“You’ll be my good boy? You’ll do whatever makes Mommy happy?” Amanda replied, ever so out of breath.

“Yes Goddess.” Simon affirmed.

“Call me Mommy.” Amanda ordered.

“Yes Mommy.” He answered softly.

With a giggle, Amanda ceased the finger fuck and pushed herself up the bed as the sound of her bedroom door opening sent a cold chill down Simon’s spine. Unable to turn around he felt a mighty large and muscular hand slap against the small of his back, another began squeezing his pale ass cheeks.

Frozen in fear he looked to Amanda who smiled and winked as the unnamed, well endowed man walked into view.

“Keep your eyes on Mommy.”


The scene was beyond cuckoldry. Normally the cuck knew the man, knew the woman and was often times allowed to touch or caress her. But now, strung up and forced to view, Simon sat immobile as Amanda lay sprawled out in front of him.

Pounding her senseless a large black man rammed his meaty cock into her tight pussy, her moans of decadence almost bloodcurdling to Simon now.

It was so emasculating. To sit like a chump, a pale weak beta, as Goddess was pleasured beyond compare in front of you. Simon whimpered but, lacking a spine of worth, he kept his gaze toward the action, seeing the man flip Amanda into the prone-bone position, ripping her fishnets as he did, sliding deeper and deeper into her pleasure cove, his cock fully disappearing before Simon’s very eyes.

“Ooh yeah just like that baby. Hey cucky are you watching? You see how a real man, with a real set of balls lives?” Amanda called out in between moans, her hand reaching between her now elevated legs and fondling the massive, low hanging family jewels of the unnamed man.

Even prior to the cage, the cock inside Amanda currently was at least double Simon’s full length, his girth no where comparable. He watched with morbid fascination as Amanda began to speak again;

“I like my little cucky’s to watch, knowing they’re wishing they could have a taste, knowing how defeated and worthless they feel…UGH FUCK…it’s SO good.” Amanda said as the pounding continued, the man slapping her ass, the position now doggy style, her pussy dripping all over his fat and thick cock.

“Some of my cucky’s get rewards. If they’re helpful. Will you be helpful cucky?” Amanda asked between deep, passionate moans.

“Yes Mommy.” Simon said, unable to hide his defeated and emasculated tone. If his balls and dick could still work, it was evident he wouldn’t and hadn’t ever pleasured a woman like the man was doing. Simon felt worthless. Surely there was something he could do to impress Goddess Amanda.

“Oh fuck right there, don’t stop don’t stop.” Amanda cried out, the sex taking a new depraved twist as the man sped up to ludicrous speeds, demolishing her cunt and filling it quickly with a huge thick, sticky surprise. Pulling out slowly, as to not pull the nut with him, the man successfully removed himself and walked behind the station Simon found himself attached to.

Suddenly Simon felt a sudden drop down in height, a noisy cranking heard behind him as he was lowered down a few important inches. Now his face could touch the bed. The unnamed man rolled the seat deeper into the bed frame, Simon able to smell the man’s powerful cum musk from here.

Amanda flipped from all fours to her back, her eyes locked onto Simon’s. Slowly and delicately she moved down the bed, Cunt first toward Simon, the stench of the man’s conquest filling his nostrils. Now only millimetres away, Simon could feel the hotness radiating off her warm pussy, the semen and juice soaked pussy a tongue length away.

He wanted a taste but not like this. This was beyond humiliating it was downright demoralising. He was straight and yet he felt the desire overcome him. He held back for as long as he could until Amanda gave him permission;

“Lap it up you little bitch.”

Wasting no time, Simon dug in like a thirsty dog, licking and lapping up the powerful’s mans load mixed with Amanda’s euphoric pussy juice; her wetness beyond description whilst the man’s cum was awful, completely sour and overly salty. It was thick, the consistency enough to bring Simon to tears.

Yet, he preserved, hoping desperately he’d get a mouthful soon that would be pussy only. How he longed to bring her to orgasm. Maybe then, maybe just maybe, she’d unlock him and take pity on him.

Give him a chance to prove himself. However, just like the idea of a cum-free pussy licking, that too was a pipe dream, because as soon as Simon found his bearings and had cleaned all the man’s awful seed from her delicious Cunt Amanda pulled away, laughing all the while.

Simon felt like he would be sick as the man wheeled his station toward the centre of the room. Simon watched Amanda redress herself slightly and stand from the bed, her face flush with happiness. She picked up her phone and the familiar haptic sounds rang in his ears.

When would his torment and teasing end? Had Amanda told the other two Goddesses about his recent cum meal? Would he be subjected to cum eating more? Strangely Simon welcomed the fact if and only if it meant a taste, a lick, a smell of the other Goddesses’ pussies.

“You know—“Amanda began, walking behind the still confined Simon, now out of reach. “My Bull, he has an uncanny power of a super short refractory period, he’s able to go again in minutes. But his massive, fat cock leaves me sore for days. So naturally I have to think of other holes he can fill…” Amanda said rounding back into view of Simon, now wearing a flesh coloured strap on, the dildo around 9” in length.

“Your holes will do.” Amanda said, smacking Simon in the side of the head with her strap on before forcing it inside his shocked mouth. Thrusting hard, Simon did his best to move and bob his head in rhythm with Amanda, so to allow for more seamless stroking. He coughed and spluttered, saliva and spit falling all over her bedroom floor as she pushed it deeper into his mouth.

Simon began to cry again, the emasculation continuing, all the while the unnamed man rubbed and fondled his ass. Simon closed his eyes as the strap on continued its assault in his mouth, focusing on the feeling of the man rubbing handfuls of lubricant on and around his delicate, virgin asshole.

Worriedly Simon shook in his confines with fear, feeling the massive meaty hand against the small of his back yet again, this time accompanied by a voice;

“Don’t worry this only hurts the first time.”

Simon cried out loudly, his pleas muffled by the sounds of gurgling on Goddess Amanda’s strap on. He curled his toes and tightened his hands as he felt the immense force of the unnamed stranger enter his tight asshole for the first time, stretching it into a gaping maw.

The pair were off and out of sync but before long the strokes came to be in unison both sliding in and out of their new fucktoy with a depraved synchronisation.

Although Simon’s balls were intact and his cock was still caged. Although no physical harm had become him the session had not yet caused him to pass out he felt as though he wished it had.

He wished to trade the emasculating, humiliating, ego-destroying play he was currently participating in with the brutal Ballbusting, at least it was a pain he knew and could bare.

As the strokes kept coming, his dick cumming unfeeling, no-pleasure loads from the prostate stimulation Simon began to disassociate as the fake and real cock rammed down his holes nearly meeting in the middle.

What a sick puppy he was. Emotional sadism is just as if not worse than physical sadism Simon thought as he felt the real cock in his ass harden. As he felt the dick stiffened a manly load about to be pumped into his bitch-boy asshole, he knew it was imminent.

The days of his ego and his manly stature were destroyed as the load shot down his asshole. Crying and quaking, writhing and sobbing Simon felt distraught and yet equally fulfilled.

He had proven his dedication to Mommy. As she pulled the strap on from his mouth he gaped in a breath of air. As the stale oxygen entered his lungs he thought peacefully that it may be over but just as quickly his heart began to race at the premise that his new life and by extension, his sexual torture, had only just begun…


Thanks for reading xx

4 Comments
2024/10/28
12:02 UTC

6

Locktober Day 25 : The Beginning of the End

0 Comments
2024/10/28
07:07 UTC

10

Locked and Powerless : Part 4

Partie 1

Partie 2

Partie 3

I use AI to create a story that I like, I share it with you at the same time

The dim light of the basement flickered, casting long shadows that danced on the cold, concrete walls. The air was thick with a mix of dampness and the faint smell of sweat, mingling with the metallic tang of the chastity device that encased her brother's small, humiliated manhood. She stood at the top of the stairs, a smug smile playing on her lips as she watched him kneel on the hard floor, his back hunched and shoulders trembling.

"Get up," she commanded, her voice echoing through the narrow space. "It's time for your transformation."

Her brother looked up, eyes wide with a mixture of fear and submission. He hesitated for a moment, then slowly rose to his feet, the chains attached to his collar clinking softly. She turned and started walking towards the main room, not bothering to check if he followed. Of course, he did; he had no choice.

In the living room, her friends lounged on plush sofas, their laughter filling the space. They stopped when they saw her enter, dragging her cowering brother behind her. Their eyes gleamed with curiosity and amusement as they took in the sight of him, still clad in the dingy clothes that marked him as her property.

"Ladies," she announced, drawing their attention fully, "I believe it's time we started my brother's transformation into something a little more... fitting."

A murmur of excitement rippled through the group as she gestured towards a large suitcase she had prepared earlier. Inside were various items of women's clothing, carefully chosen to humiliate and degrade. She pulled out a pair of sheer black stockings first, holding them up for everyone to see.

"First things first," she said, tossing the stockings at her brother. "Put these on."

He stared at them, then at her, his hands trembling as he reached out to take them. She stepped closer, speaking in a low, menacing tone. "You're going to dress like the sissy you are, and you're going to do it in front of everyone. If you don't, I'll make sure you regret it."

Her words sent shivers down his spine. He knew she meant every word. Slowly, he began to roll the stockings up his legs, feeling the cool fabric against his skin. The sensation was both foreign and humiliating, each inch of exposed skin bringing him closer to the reality of his new identity.

Next, she handed him a lacy bra, its pink color mocking his masculinity. "Put this on too," she ordered.

He couldn't meet her gaze as he fumbled with the garment, struggling to clasp it around his chest. The others watched, laughing and making cruel comments about his appearance. The sound of their mockery was like nails on a chalkboard, tearing at his already fragile ego.

Once he managed to get the bra on, she handed him a tight, red dress, its hem barely reaching mid-thigh. "Now the dress," she said, her voice dripping with satisfaction.

As he slid the dress over his head, the material clinging to his body, he felt a deep sense of shame wash over him. The outfit was designed to accentuate his lack of curves, making him look even more ridiculous. The neckline plunged, exposing the lace of his bra, while the short skirt left little to the imagination.

She handed him a pair of matching red heels next, their stiletto heels towering above the ground. "And finally, the shoes," she said, her tone leaving no room for argument.

He slipped his feet into the shoes, wobbling unsteadily as he tried to balance on the high heels. Each step he took was a struggle, his thighs quivering with the effort. The sharp points of the heels dug into the hardwood floor, sending painful jolts up his legs with every movement.

"Perfect," she declared, stepping back to admire her handiwork. "Now, let's show you off."

She led him to the center of the room, forcing him to stand under the harsh glare of the overhead lights. The others gathered around, their eyes raking over him with undisguised disgust and amusement. One of her friends, a tall woman with raven-black hair, stepped forward, her lip curling in disdain.

"Is this really what you've reduced him to?" she asked, her voice filled with a mix of pity and contempt. "A pathetic little sissy? He looks ridiculous."

Her sister smirked, crossing her arms over her chest. "Oh, he is. And he's going to stay that way. Forever."

The other woman chuckled, reaching out to pinch his cheek between her thumb and forefinger. "Well, at least now he can serve us properly. What do you think, girls? Should we have some fun with him?"

A chorus of agreement rang out, and the room buzzed with excitement. Her sister nodded, a wicked glint in her eye. "Of course. But first, let's see how well he can perform his new role."

She pushed him to his knees, positioning him in front of her friend. "Show her how grateful you are for this opportunity," she instructed, her tone icy.

With shaking hands, he reached out and took the woman's foot, placing a soft kiss on the top of her shoe. She laughed, pulling her foot away and placing it on his shoulder instead.

"Not bad," she said mockingly. "But try harder."

He leaned in, pressing his lips to the side of her shoe, tasting the leather and the faint hint of perfume. The act was degrading, but the thought of displeasing his sister kept him moving. He kissed along the length of her heel, his movements slow and deliberate.

Her sister watched, a satisfied smile spreading across her face. "Good boy," she murmured, though there was no warmth in her words. "Now, let's see how well you can entertain the rest of us."

She turned to her friends, who eagerly moved closer, forming a semicircle around him. He was surrounded by their mocking faces, each one waiting to witness his degradation. His heart pounded in his chest, the weight of their expectations pressing down on him like a heavy blanket.

"On your back," her sister ordered, pointing to the floor.

He hesitated for a split second before complying, lying down in the center of the circle. The floor was rough against his bare back, the chill of the wood seeping into his skin. As he lay there, vulnerable and exposed, he couldn't help but feel a wave of despair wash over him.

His sister knelt beside him, her fingers trailing along his thigh. "Don't worry," she cooed, her voice dripping with false sympathy. "This will be fun for all of us."

She leaned in close, her breath hot against his ear. "Tell me, little brother, how does it feel to be so completely powerless?"

He opened his mouth to respond, but no words came out. All he could do was stare up at the ceiling, the harsh light burning into his retinas. The pressure of her fingers on his skin was almost unbearable, each touch a reminder of his helplessness.

"That's what I thought," she whispered, her lips brushing against his cheek. "Now, let's give the ladies what they want."

She stood, motioning for her friends to approach. They hesitated for a moment, then closed in, their eyes gleaming with anticipation. One of them, a blonde woman with piercing blue eyes, knelt beside him, her hand resting on his chest.

"Let's see what he's made of," she said, her voice low and seductive.

She leaned in, her lips hovering just inches from his. The scent of her perfume filled his nostrils, a heady mix of floral and musk that made his head spin. He could feel her breath on his skin, warm and inviting, but there was nothing comforting about it. It was the breath of a predator, ready to devour him whole.

"Kiss me," she commanded, her voice a soft purr.

He hesitated, the weight of her command pressing down on him. She cupped his cheek in her hand, her touch surprisingly gentle despite the ferocity in her gaze. "Do it," she whispered, her lips brushing against his.

Reluctantly, he complied, pressing his lips to hers. The kiss was awkward and mechanical, lacking any of the passion or tenderness he had once experienced. It was purely transactional, a means to an end.

She pulled away after a few moments, her expression one of mild disappointment. "Not bad," she conceded, "but you need to be more enthusiastic."

Before he could react, another woman took her place, this one with dark, curly hair cascading down her back. She straddled him, her hands gripping his shoulders as she leaned in for a kiss. This time, he was more prepared, responding with slightly greater fervor.

The kiss lingered, her tongue exploring his mouth as her hands roamed over his chest. He could feel the heat of her body pressed against his, the weight of her breasts pushing down on him. It should have been pleasurable, but all he felt was a growing sense of dread.

When she finally pulled away, she gave him aA satisfied smile, Her fingers traced down his cheek. “You are better than I imagined, ”She whispered, Her voice tinged with approval.

6 Comments
2024/10/27
21:54 UTC

80

College Mistress - Part 2 - Awakening

PART 1

Awakening...

Josh awoke from what he initially thought to be a nap. He was groggy, and a little sore and constricted down there. He opened his eyes and realized he must have been dreaming that whole scenario with Sarah. He was dressed, and just sprawled out on the couch in the basement of the house. As he began to regain consciousness he swung his legs over the side of the couch and sat up. He felt heavier between his thighs, and there was a slight constriction.

Sarah: "How was your nap sleepy head?"

Josh: "Very good, although I think I had wickedly kinky dream"

Sarah: "Oh, really was I in it?"

Josh: "You were the star!"

Sarah: "Oh good, but don't you think you are missing something?"

Josh pondered for a moment, what could he be missing. He thought about what he surmised was a dream.

Josh: "Mistress?"

Sarah: "Yes Josh, I am your mistress"

Josh felt his member push against something, it was tight.

Sarah: "We will talk more about rules, regulations and eventually we will establish a contract. But until that time, you will do as I say, so right now get up, get a drink of water, you need it, and lets get our stuff into our room"

Josh: "Our room?"

Sarah: "forgetting something?"

Josh: "Mistress"

Sarah: "Since there is nothing secretive between us, we will be sharing a room Josh. You are mine and I am yours, we are going to find plenty of other use for the second room, but for now, lets setup our room, and then we can work on the lounge later, we may have to go do some shopping"

Josh stood up, and there was still this feeling of heaviness between his legs. He reached down, and pulled on whatever was encasing his manhood.

Sarah: "We will talk about that later, but if you want to continue being drained regularly you had better heed my advice and help me unpack our things."

Josh astounded by what was happening, did as he was told and went for a glass of water. As he entered the kitchen, and looked at the clock it was already 4:30 pm. Where had the time gone, what had happened, how could he have been passed out for over two hours. Tom entered the kitchen.

Tom: "How's it going down there? Didn't hear a single thing, this old place seems to be really insulated, wouldn't have known that you guys were even in the house let alone moving boxes around"

Josh: "Going good, getting moved into our rooms, and thinking about how to arrange study, relax and sleep space"

Tom: "That's good, I have been sitting there trying to figure out my first move on Emily, she is so hot"

Josh: "Careful what you wish for, heard she is definitely a person who knows what she wants"

With that Josh gave Tom a clap on the shoulder, Josh grabbed his water and retreated to the basement. As he came down the stairs he saw Sarah, her tanned skin in a short one piece dress, all white and innocent. The pleats at the bottom flowing as she moved around sorting and organizing. As she bent over the skirt left nothing for the imagination, her butt cheeks poking gently out from under the skirt, and the small white line of her thong barely visible. His member again felt the restriction of whatever was going on down there.

Josh: "What can I assist you with, mistress?"

Sarah: "I want you to go into the room, and root out all of your underwear from the boxes, they should be placed on the bed for inspection. Then continue with the rest of your clothing. We are going to pair down what works and doesn't before we even bother unpacking it. All of my clothes and belonging are sorted except for that box in front of you, drop that in the study lounge before you proceed".

Josh: "Yes Mistress"

Josh picked up the box, it wasn't really a box, it was more of a tote, plastic everything else Sarah had brought was already placed neatly where it belonged, what might this be. John proceeded as instructed, moving the tote into the unclaimed room. Just as he sat it down, he caught the contents of the closet, as the sliding door wasn't fully closed. Red and Black latex, what could that be?

Sarah: "You had better get moving, we are leaving her in 45 minutes, we have a lot of shopping to do, oh and i want you to strip down when you get into our room. Time to introduce you to your new companion."

Josh's member twitched when he heard that, and as much as he would have like to investigate the contents of the closet, he thought it more prudent to follow her orders. They weren't said in a mean manner, but after working at the law firm for the summer, Sarah defiantly had a distinct increase in confidence and a more commanding tone. Josh walked into the bedroom, to find Sarah sitting on the bed, her skirt pulled up, showing her lovely mound and the white thong clinging to her curves and crevices. Again the pressure under his shorts was growing.

Sarah: "Strip!"

Josh quickly undid his belt, and unbuttoned his shorts letting them drop to the floor, he hadn't realized that he was going commando, Sarah must really hate his selection of underwear. What he found interesting was the metal that hung from his member. When had this happened? What is it?.

Sarah: "All of it"

Josh pulled off his shirt and stood there naked in front of Sarah except for the metal contraption that hung from his glans. It was metallic, but not super shiny, it fully encased his shaft, and connected back behind the balls to a ring. He couldn't see a way to release it from his member, not realizing the key hole was intentionally hidden on the portion of the ring that pressed against his skin.

Sarah: "That is my security policy, and a method of keeping you obedient. Until you can prove loyalty and obedience that stays on. Should you violate any rules the timer here on my phone will increase. That is my cock now, and you may not touch it, wash it or use it without my explicit command or consent, understood?"

Josh: "But um how will I be able to please you mistress?"

Sarah: "Your tongue is going to be very skilled, so skilled that the girls of the house are going to want me to let them use you, who knows, maybe tom will have a need also?"

Josh: "Mistress, i am not gay"

Sarah: "Is it gay to serve your mistress? Is it gay to do as you are told, when you are told? But never mind that, by the end of the term you may be begging to take Tom's cock, you have 5 minutes to make me cum with your tongue, then you will pull out all that disgustingly loose underwear, and we will bag them up."

Josh dropped to his knees in front of mistress and began to lick, suck and tease her mound and clit with only his mouth and nose. She had laid back, and was playing with her breasts, but the panting became heavier and heavier and the moans had started. She grabbed Josh by the hair, and forced his mouth, nose, and tongue deep inside her swollen cunt. She ground into his face harder than she had when he was blindfolded and restrained. Instinctively, Josh put his hands up on her thighs and began to play with the inside of her thighs. This threw Sarah into convulsions, and she let out a loud and long moan. The pressure between Josh's legs was immense, but he certainly liked the sounds that she Sarah was making and didn't want it to end.

Sarah: "Such a good boy"

She was struggling to speak, and slowly let loose of Josh's hair.

Sarah: "Now help me up, and do your tasks"

Josh: "Yes mistress"

Josh stumbled around the room, not realizing that he may have made a mistake. In packing for school, he had brought a dildo, a butt plug and a pocket pussy, there was no way that he was going to be able to hide them from Sarah, and they were in the box with his underwear. As he tried to push those items to the bottom of the box he noticed Sarah's arm reaching into the bottom of the box. Grabbing the butt plug, she turned to face Josh, his penis filled his cage as she held it up to his face, she began smirking.

Sarah: "So... Subby, what are these all about?"

Josh blushed and struggled to form words as she held the vibrating butt plug in his face. He wasn't sure if she knew what it was capable of.

Josh: "Just some toys that I bought in a moment of weakness, mistress"

Sarah walked over to what was now her night stand and pulled out a large bottle of lube. Pumping some into her hand, she began to slather it all over the large butt plug.

Sarah: "This should make shopping significantly more interesting, at least for you, i want you to lay face down on the bed, feet spread wide touching the floor. Grab your ass cheeks and spread them apart for your mistress."

Josh thought of objecting, but with his cock trapped, and after his experience earlier, he was determined to please his mistress. He assumed the position, bent over the bed his caged cock pressed again the satin sheets, hand pulling his cheeks apart, his hole exposed for the first time to anyone. Sarah began to toy his hole with the plug, slowly and methodically working its home, spreading the lube around Josh's hole. Sarah noticed the button at the base, and as she slid the plug gently into Josh's hole, firmly pressed the button, Josh moaned as the vibrator sprung to life, just as his hole wrapped around the plug.

Sarah: "Such a good boy, taking Mistress's toy. Now let's get this connected to my phone"

Josh was terrified, Sarah knew that it is remote controlled. He had only used the toy a few times, but as recently as two days ago. While it provided new experiences and kept him excited, it wasn't something that he had used extensively. While Josh recovered, Sarah began to rummage through his boxes, taking inventory of his clothes, under wear and belongings. While he had been passed out, she had unpacked. Sarah's inventory of kinky items definatly surpassed Josh's. She knew that she was going to need to ease him into her lifestyle, but knew that he wanted it, no needed it, based on his submissive replies all summer.

Sarah: "I am laying out your outfit for our shopping trip, I want you to go rinse off the excess lube in the shower, In fact give yourself a thorough cleaning, deep scrub all over. I love the fact that your body hair is well maintained, and that got you some bonus points for today, i'll have to explain the point system to you later"

Josh, recovering from the toy insertion rolled over, his excitement from today's experiences evident in his cock thoroughly pressed into its cage. He stood up, and as he began walking towards the shower, the toy began to rumble with a rhythmic wave. He looked back towards Sarah, her finger jammed into the phone screen sliding around, causing the plug to react to her every whim. Josh proceeded to the shower as Sarah laid out his shopping outfit. She thought that it would be cute, for her preppy slave to be dressed smart, and laid out his only compression underwear, a nice pair of khaki slacks and Josh's pink button down. All the time the plug rhythmically teased Josh's hole as he cleaned himself thoroughly in the shower, taking the opportunity to inspect the cage.

The cage was substantial, but not heavy like steel. It was definitely metal, and secure but it was light and moved with his body. As he washed, he contemplated the sessions he was enduring. Here he was a 20 year old college sophomore, rooming with the most beautiful and playfully girl he had ever met, and she was using and tormenting him. Could he live this way? Could he embrace being owned by her? He had asked her to dominate him in their sexting sessions, but he was a little vanilla compared to this. As he lathered up the second time and brushed across his nipples, there was not denying that he was enjoying this. But what about the other housemates, how would they react if they found out. Josh finished showering, and toweled dry. He debated doing the towel wrap around his waist, but pondered how Sarah would react to him being covered up when he returned. He stood in the oversized bathroom, making sure he was completely dry as the vibrator continued rhythmically teasing his hole. Josh then grew the courage to return, with the towel laid across his shoulders he walked back to their room, the toy torturing his hole and his cage on full display.

Sarah: "OOOhh, all nice and clean are we. I'd like you to get dressed, but first close your eyes."

Sarah approached Josh from behind, He could feel her arms drape down over his shoulders, she was holding something from hand to hand.

Sarah: "A couple of weeks ago I had this made for you. The salesmen was about your size, and it shouldn't be visible under clothing."

He felt two pieces being pulled together around his neck, and the sound of the hasp clicking into place confirmed what he already knew, Sarah had just collared him, it was light and freely moved around his neck.

Sarah: "Now put on the clothes laid out for you and meet me at your truck in 10 minutes. We have a lot to get done."

Josh looked at the clothes laid out for him, his grey compression shorts, khaki slacks, the pink button down and his white socks and sneakers. He had been worried through his ordeal what she would have him wear, but this was something he was totally comfortable with. The vibing had subsided, and as he finished dressing he nearly forgot about the cage and the plug. Was it becoming a part of him? Once dressed, Josh went up the staircase, Sarah was in the kitchen chatting with Tom.

Tom: "So where are you two off to tonight?"

Sarah: "We are going to grab some dinner, and do shopping you are welcome to join"

Tom: "I'm going to finish unpacking, and have some stuff to do, but you two have fun!"

Sarah flirted with Tom a bit more, but had resumed playing with her phone, slowly and gently gliding her finger across the screen, which immediately sprung Josh's vibrator into action. It was low and quiet.

Sarah: "Alright Josh, ready to go?"

Josh: "Whenever you are, M..."

Josh caught himself about to out himself and Sarah to their roommate. Sarah quickly grabbed his arm, firm but without pain, and they walked out the front door to Josh's truck.

Sarah: "Well that was close... you'll need to remember your place"

Sarah walked to the passenger side as Josh unlocked the doors and they both climbed into his very expensive truck. The vibrator teasing his hole as he climbed in and sat down on it for the first time. It shifted, and now was pressed deeper into him, he let out a small moan.

Sarah: "We will give the vibrator a rest for now, don't want you to cause an accident."

Josh: "So where to first miss?"

Sarah: "Ooohhh, I like that, very dashing and respectful."

Sarah began to punch an address from a piece of paper into the GPS. It was weird, cause she could have just said the name of a location and 5 or more options close by would have popped up. Josh was a little concerned, he thought they would be going to a local super store, or maybe a mall.

Josh: "Where are you taking me?"

Sarah: "You'll figure it out when we get there, so be a good boy, and follow the GPS"

Their sprawling campus was outside the city, a good 30 minutes from downtown, in a more rural setting, and as the GPS directed them south onto the highway, Josh knew this may be an interesting trip.

Sarah: "I want you to tell me, how has this experience been so far, this is Sarah speaking not mistress."

Josh: "Well it certainly wasn't expected, but I am thoroughly enjoying it so far."

Sarah: "We need to talk terms, so this is where you give me feedback and input. Yes, you are caged and plugged I now own your cock and your hole. Honestly, the vibrator was unexpected for me, but I went with it when you pulled it out of the box, thinking well if he has it, it must be okay to use."

Josh: "Well I certainly wasn't expecting to have my cock locked in a cage, and honestly thought we would be taking this a bit slower, maybe some light bondage play, some teasing and denial, an occasional spanking, but I am thoroughly enjoying the day if that is what you are asking? I have never been so enthralled with someone as I am with you now."

Sarah: "Good. So here are my terms, and remember this is a negotiation. You are mine, and you will obey me. I will never hurt you beyond some light slaps. You will be provided one day a week of freedom, that is all inclusive, you are free to do whatever you like on that day, however you may be punished for those actions. Your cock will however remain mine, and will be locked at all times when I am not using it, and it will get used regularly. You likely will have more orgasms and sex than all the men on campus, but they are mine to give or takeaway as I see fit. Other than your freedom day, I will set out your clothing for the day, and you will follow the schedule that I dictate. That includes going with me to the gym, when you shower, when you study and what you will eat. Does this all sound good to you?"

Josh: "I'd like one weekend a month of complete freedom. During that weekend the roles reverse, and you are mine to do with as I see fit. That would make our terms binding"

Sarah: "While I am not sure how that will work, I will grant those terms"

Josh: "The third weekend of the month, will be my weekend."

Sarah: "Agreed"

As they finished the discussion and some additional small talk about classes and schedules they approached their destination.

Sarah: "I did a lot of research and this is the best place to outfit our needs, they have every toy and fixture necessary for our relationship. I actually ordered that cage from here. With that she gave the plug some vibes to ensure she had Josh's attention. We have an appointment with a sales rep, and I hope you brought your no limits attitude along with your no limit credit card."

The vibes again subsided as they parked. Josh got out of the truck, looking dapper, walked over to the passenger side, and assisted Sarah getting down. As she hopped down from the truck Josh noticed the silver key on a chain around her neck. His cock engulphed its cage as he saw the key to his freedom, dangle down from her neck. They walked toward the door, and Josh opened the door for Sarah, and followed her in.

To be continued...

14 Comments
2024/10/27
18:48 UTC

106

College Mistress - Part 1

Fall of their college sophomore year, Josh and Sarah had stayed in touch over the summer. They had chatted regularly about their internships and work, vacations and experiences. They had been chatting daily, and even occasionally chatted about their thirst and need. Sarah had been fairly open with Josh about her desires, but in a friendly and non threatening way. She described on multiple occasions her need to be used, as if she were chatting to a girlfriend. Each time these conversations occurred, Josh had become lustful for Sarah, as she described her kinks and turn-ons, always in a joking playful manner.

This semester they would be sharing a building just off campus, along with three of Sarah's friends and one of Josh's. Josh had worked the summer at his uncle's financial management firm and had made trundles of money advising clients on the markets. He had stupid amounts of play money, and paid his portion of the lease in full. Sarah wasn't as fortunate, she had interned as a legal clerk at a large firm in her home city, but barely made enough to cover the lease and living expenses. She knew that she would need to find a job this year at college, and that it was going to be a rough year financially for her.

As move in day approached they chatted constantly about the upcoming semester, the parties and the thrill of finally getting back to campus. They had agreed to move in on the same day, and that no matter what they would get their way and share the basement floor of the house, merely so they could retreat from any bullshit and drama that the others may cause. The house they had leased was four stories, including the basement floor. The basement had two bedrooms, a shared large bathroom with a giant shower, a sitting room and the laundry for the house. They thought it would be perfect if they needed a retreat. The first floor contained the kitchen, a rather large living room, a powder room and oddly a large dining type room and a smaller laundry room. The second floor and third floors each also had two bedrooms, sitting areas and individual bathrooms per room. There was no way the others were going to want to share the bathroom's on the basement floor.

**Move in Day**

It was move in day, and Josh was anticipating a fight with the girls and his buddy Tom. Tom and Josh weren't the best of friends, more acquaintances, but as they were looking for the last person to fill the house Josh thought of him. They had been in the same dorm a couple of doors down from each other. They had occasionally hung out and gone to some parties together, but Tom was a little more reserved. Coming from a good family with money, Josh surmised that at least they wouldn't have to worry about his portion of the lease, and he wasn't one to host ragging parties. Josh had only met Sarah's friends briefly, but Sarah had told him all about them.

Emily and Josh had arrived at the house at approximately the same time. The greeted each other, and Josh began to work out with Emily the rooming situations. Emily was a stunning beauty, she had legs for miles and she towered over Josh's stature. Josh hadn't realized that the all three of Emily's friends were on the Volleyball team, and as Emily explained their practice schedule, games and the events they were obligated to attend, Josh realized that in addition to classes they likely would only be in the house sporadically. Emily told Josh that she and the other girls were hoping to take the top two floors of the house, and they had chatted with Tom about sharing the second floor. To Josh's surprise they were forcing him and Sarah into the basement whether they liked it or not. Josh was enthralled that his and Sarah's plans were going to come to fruition.

Next to arrive was Sarah, and they began to recap the discussion, Sarah standing slightly closer to Josh, patting him on the shoulder and exclaims "I guess we are going to have to get comfortable with sharing". Josh just smiled back at Sarah. They began to unload their vehicles, and load up the house with their personal affects. Emily then broke the news that Jamie and Sasha wouldn't be moving in today due to a tournament they were playing in, but that Emily had brought all of their stuff since they all had lived in the dorms for the summer session. After unloading Emily's car, they chatted for a bit and waited for Tom to arrive. About 15 minutes had passed when Tom arrived. Tom pulled up in his Audi with only a few boxes.

Josh: "Hey Tom, where's all your stuff?

Tom: "I figured I'd just bring the essentials, everything else I can buy"

Emily excused herself, to head to the practice facility, she had to be on time for her workout and trainer session. Sarah and Josh assisted Tom in bringing his boxes to the second floor.

Tom: "Who's across the hall?"

Emily: "Sarah is going to share the second floor with you, Jamie and Sasha are on the third floor, Josh and I will be slumming it in the basement floor. It just makes more sense since they all are on the same schedule for the season."

Tom: "That's great, maybe Emily will want to spend a night" and he winked...

Sarah and Josh left Tom on his own to get his room setup, and retreated to the basement. They sat in the sitting room for a few minutes, just relaxing from all of the stairs. Sarah sat down next to Josh and rested her hand on his inner thigh.

Sarah: "I'm so happy we can avoid all of them down here when we need to, I have a confession..."

Sarah slid her hand up and down Josh's thigh, tracing the inner seam of his cargo shorts.

Sarah: "I really hoped to explore some of those things we chatted about, and now we have all the space and time we need."

Josh's member sprung to attention remembering all of the Kinky discussions they had over the summer. He had only thought that she was lonely, working away 12 hours a day at the law firm, being surrounded by powerful people doing important things, she was just fantasizing.

Sarah: "Spread those legs a little bit"

Sarah pushes Josh's legs apart, his knees pushed open as far as they could go while sitting on the couch. Josh looks over at Sarah, her long Blonde hair, down to the white tank top and the obviously a size too small booty boy shorts that only came down her legs just enough to cover her up.

Sarah: "sit on your hands and close your eyes"

Josh did as commanded, hearing Sarah ruffling through a box, and as she approached she rubbed something along his thigh, he gasped. Doing as commanded he kept his eyes closed and waited, hands under his buttocks, he waited until finally she placed something over her eyes and tied it in a knot behind his head. She had blindfolded him. Sarah straddled Josh, and pulled his hands out from under his butt. Rhythmically she began to grind on him, as she went in for a kiss. Josh could occasionally feel her rub his members as she grinded up and down between his thighs. Sarah placed his hands on her breasts as she continued to grind him, his erection continued to grow. This was his first kinky experience, the first time he had been blindfolded and ridden. She continued riding him, clothed while he playfully played with her breasts. He had watched plenty of porn, and knew that alternating between gentle touches and hard pinches may just drive her over the edge. He wanted nothing more than to hear her moan.

Sarah: "I wasn't joking when I told you that I would ride you, it was a promise. So were all the other tings I told you that I wanted to do to you."

Josh's mind raced trying to remember the details from those late night sexts. He hadn't though Sarah would proceed this quickly, and as she continued grinding into his covered member, he was finding it hard to remember all of the things they had discussed. All he could focus on was the sensation of her, what must be swollen and wet pussy grinding against his rock hard erection. Multiple layers of clothing between them, there were teasing sensations, but he couldn't get enough to get close. Sarah had removed his hands from her breasts, and had taken his left hand down to her pussy. He could feel warmth and moistness through her bottoms. She guided his hand towards her sweet spot.

Sarah: "I have been edging and denying myself for this day for the better part of two days, will you be mine? Will you do as I want when i want? Can I control you?"

Josh: "Sarah, of course"

Sarah: "When we are alone, down here, you will address me as mistress"

Josh: "Yes, Mistress"

Sarah continued grinding Josh, he happily accepted, and continued to play with her pussy through her shorts. He was thoroughly enjoying the teasing and sensations, knowing that his fingers were helping Sarah get closer, her panting and small moans forcing his erection to sustain.

Sarah: "Will you do as your told, obey me, even if you are unsure or nervous? I will never hurt you, I will never break you, you are mine and I am yours"

Josh thought for a moment, all he wanted to say was yes, but he couldn't form the words as she continued panting and small moans from the stimulation.

Sarah: "Tell me!"

Josh: "Yes Mistress, i will do as told, obey, I am yours and you are mine".

Sarah's moans increased and as he continued playing with her clit, she began to pant and shake. Just those words must have sent her over the edge. She bucked harder and harder, grinding Josh's hand deeper and deeper against her mound. Josh could feel pre-cum dribbling from his penis, and as she continued bucking, he kept playing with her clit, hoping to continue the grinding, and this session. Sarah grabbed his hands and placed them on her breasts, and Josh began to flick and play with her nipples as show slowly continued riding him, slowing down greatly.

Sarah: "You are going to be a Good Boy for mistress."

As Sarah slowly regained her composure she began to slide off Josh. He didn't want this to end yet and reached for Sarah to pull her in close.

Sarah: "We are going to have to do something with those hands if they are going to do things they weren't told to do."

She abruptly removed herself from Josh's grasp, and he heard her rummaging through a box.

Sarah: "Lean forward, put your arms straight out in front of you"

Like a drone Josh leaned forward, and stretched his arms straight forward. Sarah took each wrist and wrapped it in what must have been padded leather, the embrace of the leather was tight but comfortable. Josh's erection began to throb again, as Sarah pulled his arms behind his back he heard the click of what sounded like a lock. He stayed leaning forward as Sarah again retreated, but this time bringing the box back to the couch with her, and placing it between his still wide open legs. Still blindfolded, leaning forward, hands locked behind his back, he felt Sarah slowly and carefully wrap something around his neck, and as she played with the buckle, Josh began again to get nervous. She had talked about collaring a submissive man, and tormenting them, edging them and keeping them locked away for her pleasure, and she had just collared him, bound his wrists and he had agreed to all of it.

Sarah: "Relax Josh, just take it all in, and I promise, you will thoroughly enjoy this, you are so lucky to have a mistress like me"

Sarah pulled on the collar, indicating for him to stand. Josh struggled at first to gain a footing, and she assisted him up. Once standing she slowly slid her hands down his torso to his belt buckle. Releasing the buckle and pulling it hard she had removed his belt in what seemed to be a single motion. Josh stood there, his erection was pointing straight between Sarah's thighs, as she removed the belt she went in for a kiss from her sub. She kissed him deeply as she unbuttoned his shorts, and slid the zipper down. His shorts hit the ground heavily. Sarah began to brush and torment his penis through his tight white briefs.

Sarah: "These briefs will not do, we will definitely be going shopping for you. You are going to need something more supportive, and definitely something sexier".

Sarah played with the waist band, tracing her nails around his lower half, just enough to send chills all over Josh, and as she slip her fingers through the waist band, she slowly slid them down until they also dropped to the floor.

In Josh's wildest dreams he wouldn't have imagined today turning into his Kink awakening. Sarah had definitely been planning this day, even having left that specific box that Josh was currently straddling, blindfolded, arms bound behind his back and collared. His erection throbbing as she pushed his lower naked half back onto the couch.

Sarah: "We are going to go nice and easy, I am going to edge you, have you ever been edged before Sub?"

Josh: "No Mistress"

Sarah: "I am going to bring you to the brink of cuming, it is going to drive you wild and when I let go of MY cock, you are going to be desperate for the sensation of my touch. This is why your hands are bound, you are now my plaything, that cock is mine."

Josh: "Yes mistress"

Sarah lowered her mouth on to what was now her cock, slowly sucking and teasing the head with her tongue, she could feel that he was already wildly close, and as she removed her mouth, as she predicated Josh began to buck, searching for her warm wet mouth. Josh's mind was racing, the sensations, the blindfold, having lost all control, he was approaching a state of mindlessness, her cock was twitching, he had lost control and was loving it. A few moments past with no sensation, no touching.

Sarah: "Is my sub enjoying the first of his sessions?"

Josh: "Yes Mistress"

Sarah: Is this something you want me to continue?"

Josh: "Absolutely Mistress"

Sarah: "Who's cock is that?"

Josh: "Yours mistress"

Sarah took his throbbing member into her mouth once more, doing all the thing she could to keep him right on edge. She played with his balls, dragging her nails lightly across his scrotum which caused him to moan in ecstasy. He was hers, whatever she wanted she could have it as long as these sensations continued.

Sarah: "Do you want this treatment all the time?"

Josh: "Yes mistress", he gasped

Sarah: "Then you will need to agree, I now control your wardrobe and that cock is mine, do you agree?"

Josh: "Yes mistress, that cock is yours"

With that Sarah tool all of him, his girthy 7 inch cock slid into the back of her throat, she began to gag as she pumped him deep into her throat, sucking and playing with the veins on his shaft, this is what she wanted. She wanted his cock to be hers, and he will only cum when she dictates. This is her dream, she had denied herself for weeks, and turned into the mistress she had always fantasized about.

Josh was euphoric, and as he began to get close, he remembered that he needed permission, cause this is Mistress's cock.

Josh: "Mistress may i please cum?"

Sarah just violently continued taking him deep faster and faster with no response to his request.

Josh: "Mistress, I am going to cum, may i please cum mistress"

Sarah continued, she was going to drain him and he was going to cum whether he had permission or not. this would setup the rest of the afternoon perfectly. Sarah could feel spurts in her throat, he was cumming and she was going to take all of it. What she hadn't expected was the quantity of cum, as he began pumping into her mouth and there was explosion of cum, and she did her best to swallow but it kept coming. She continued playing with Josh's balls, trying to drain them, it would be critical for the next step of her plans.

Josh was bucking in and out of Sarah's mouth and down her throat. She continued toying with his scrotum and balls, providing light stimulation as he pumped her stomach full of his seed. He was getting light headed, and as he penis continued pumping his seed into her, he began to loose consciousness. Slowly as he bucked slower and slower, it was like the lights were being dimmed, and he passed out.

Sarah realizing that the bucking and spurts of cum had stopped, slowly pulled her mouth away cleaning and swallowing all of Josh's cum. He had pumped her full of it, like no one had ever done. She thought that it must have been a while for him also. As she pulled her head away, she realized that he had passed out, and now, without struggle, she could prepare him for her next step. Josh's groin hair was light, with little density and what appeared to be regularly maintained to about an eighth of an inch.

Such a good boy she thought, making sure that he was clean and well prepped, she covered his penis and balls in lube, and slide a metal base ring onto his cock. She had anticipated many things, but the size of his flaccid penis, astonished her. The would be a lot of metal hanging from him as she retrieved the largest cage from the box. Firmly she guided his lubed cock into the tube, and mated it with he base ring. They were going to have to go shopping for appropriate supportive underwear she thought, hopefully he has some compression shorts for the gym, he can wear till then. The cage and ring mated, she produced the a key with a lock attached and threaded it into the locking hole, and with a quick turn she pulled the key out of the lock. It was a sight to see, Josh bound, blindfolded, gagged and with his new cock cage in place, she monitored his breathing for a few minutes, and continued to ensure that his cage fit well and wouldn't cause him any discomfort. He is now hers, locked away. They hadn't even unpacked yet, and she had full control of him. Her excitement continued to grow, and she was again lusting for Josh, just like she had done all of those nights, teasing and denying herself until she owned her man, and now her cock.

To be Continued...

15 Comments
2024/10/27
12:50 UTC

10

Locktober Day 24 : A Deserved Liberation

0 Comments
2024/10/27
10:30 UTC

150

A brother's mistake, part 35

Mom came back a few minutes later, and at first I didn't want to turn around to even look at her, but she told me she is dressed and that it's ok. She told me to make her coffee, and she went to the patio to enjoy it. I finished the salad just under an hour later, and mom called Kim to come down to eat.

As soon as she saw me in mom's skirt, she burst into laughter. "When did that happen?" she asked her, and mom told her she found me in the kitchen, butt naked, so she decided to cover me.

"I can't believe you let him in the kitchen naked in the first place," mom scolded her.

"To be honest, I did think about making him put on a dress, but I thought it would be too much. And now you make him wear your skirt," Kim answered with a laugh.

"Well, he didn't even object; he was happy to cover himself. Although, with his mouth full, he couldn't really say much about it," mom said, chuckling a bit also.

"Oh, he can object with his mouth full, too. Only if he wants," Kim pinpointed, and mom was quick to answer. 

"He knows he has to do what mommy tells him, right, Tommy?" She said, looking at me, and I just nodded affirmatively. They took great pleasure in humiliating me.

Kim told me to go ditch the panties from my mouth into the laundry basket so we can eat together. After I came back, we began eating, and she explained to mom that she gagged me so she could study in silence, conveniently letting out the fact that we weren't in the same room at all throughout the day.

"That's understandable." Mom approved her actions and then gave her another proposal. "If you don't need him, I'll take him off your back for the afternoon," she said as if I were a dog or something.

"That depends on what you have planned. If you'll take him for a walk again, I'll be more than happy to give him to you," Kim teased, and I was again talked about as if I were a thing.

"No, as much fun as it was, I won't take him for a walk. Not today at least, but that should definitely be repeated. At least to see if that spanking made some adjustments to his behavior," she answered, and then made a pause to look at me. I had nothing to say, so I just continued my meal, but I heard Kim chuckle by my side. 

"I'm glad you liked it; maybe next time I'll manage to come along to witness it in person," she commented, and then asked mom about her plans.

"Well, at work today I realized I could use a cleaner in my office, as lately me and the girls haven't had the time to take care of it. And who's better for the job then our maid?" She asked rhetorical questions, but Kim had to confirm it anyway.

"Good idea; of course you can have him." Kim approved, and the deal was sealed without me having a word in it.

We were in a car half an hour later; I was driving and mom was on her phone. The ride was silent most of the time, interrupted by her comments on traffic or a goth girl that we passed by. She worked in a big office building in town, one of those glass-covered ones that always had a few lights on through the night, making you wonder if they are just irresponsible or did someone actually moved into it. Right now the sun was still high up, and we took the elevator from the garage up to the 14th floor. She let us in with her access card, and two long hallways later we got into her office. It was on a smaller side, about 20 square meters, enclosed by frosted glass with blinds on the front side and huge windows on the outer wall of the building. She shared it with two other colleagues who she used to invite over now and then, so both me and Kim knew them. One was her age, and the other one, Lydia, was ten years younger. I used to have some fantasies about her when I hit puberty, even though she always carried some extra weight. 

She took me to the small storage room that was a few doors away, and we took the vacuum cleaner, detergents, and a bunch of disposable paper towels back to their office. She went to her desk and said she'll do some work when she's there already, and she gave me some instructions about what she expects from me. I started with glass doors, which were full of fingerprints, and went on with cleaning the whole glass wall and blinds, which had a fair amount of dust and spiderwebs on them. When I was done with them, I went on to collect the spiderwebs from the ceiling and lights.

"You're done with blinds and glass?" she asked me when she noticed me going around the office.

"Yes," I answered her, still collecting the dust from the lights.

"Lock the door and close the blinds," she told me, and I did as I was told, suspecting where she'll go with it, but hoping she just doesn't want anyone passing by seeing us in there.

"Now you can take your clothes off and work in your standard uniform," she told me, just what I was suspecting she would.

"Please, mom, what if someone sees me? You'll get fired." I tried to turn it on her, but she didn't care.

"You just took care of that; no one can enter, and no one can see you. Take them off," she said, returning her gaze back to her computer. I knew I had no case, so I did as I was told, and I was just in my girly underwear again.

"Why do you make me do this? Why do I have to be naked right now?" I asked her, and she looked back at me.

"Because I like seeing your little ass in lace, and I love seeing how uncomfortable and unsecure you are in them. Plus, I know you love to be exposed, so it's something for both of us. Anything else?" She asked me like I annoyed her with my questions, so I gave up and just said "no," then got back to work. They had a lot of open cabinets around the office and a lot of personal items on their desks, which took some time to wipe and clean, so the job took me a while. While I was cleaning my desk, mom went to make herself a coffee, locking me alone in the office. She also had pictures of us on her desk and two mugs we colored for her in a school, in which she had pencils. She came back pretty quick, but her desk was the cleanest, so I was done quickly. When I was doing Lydia's, I noticed there were a lot of black stains on the backboard where she obviously placed her shoes, so I crawled under it to wipe it down as much as I could.

"If Lydia only knew you were under her desk, she would come in right now to take her seat," mom commented, noticing me being under.

"She always said you were cute, and I'm sure you would quickly fall for her bossy, bitchy attitude. If things don't work out with Jenny," she continued, and right then I realized: That was it. That's why I had fantasies about her; she had that attitude whenever she was around, not taking anyone's crap and always standing up for herself. Kim was right; I had it in me all the time...

We came home pretty late, stopped at McDonald's on the way, and mom even let me order for myself this time. Kim was in the living room watching TV; we took some takeout for her too, so she knew we were coming. She and mom chatted a bit, and I was allowed to go take a shower. Mom went into the bathroom after me, and I went down to see if Kim needs anything. She asked me how it went, but as nothing special happened, she changed the subject.

"I've invited Luke over; he'll be here around ten. I told him you had some virus and you had trouble sleeping and functioning, so stick to that story," she briefed me, and I thanked her.

"I could think of some ways you could thank me," she said with a playful voice.

"I don't doubt it," I said, equally playful.

"Oh, someone's being smartass. Well, when you're so clever, why don't you propose a way to thank me? And it better be good, or else who knows what might happen tomorrow?" She spoke, crossing her arms on her chest in the meantime. I knew very well what she wanted, and it was an obvious choice.

"I'll lick your ass if you want to," I proposed, and she giggled.

"And do you want it?" she asked me, and her question really surprised me. But there was no doubt if I wanted it; my only doubt was if I could admit it to her or not.

"I... I do," I said, getting a smile from her.

"Well, unfortunately for you, my butt is taken at the moment, so you'll have to think of something else," she informed me, and I looked at her confused. 

"What do you mean, it's taken?" I had to ask because her choice of words was really specific. Again, she smiled at me.

"Knees," she ordered me, and as I was falling down, she got up and turned around. When she was sure I was on my knees, she put her thumbs under the waistband of her pants and pulled them down over her ass. I immediately noticed there was something between her cheeks, but when she spread her cheeks for me, I could clearly notice a butt plug in her ass. She didn't say anything; she just pulled her pants back on and sat back on the sofa.

"So, what else can you offer?" She asked me, giving no explanation about the toy in her. I really had no idea what to say; I could go with feet, but it felt somehow inadequate. As I couldn't think of anything, I decided to ask her what she wants.

"No, no, you were smart before; I'm sure you can think of something. I'll give you some time if you need it, and to give you some directions, I can tell you two things: I need an orgasm, and I want to humiliate you. If you can't offer something that will give me both, make sure I get at least one," she instructed me, but it didn't help me a lot. 

"Go to the corner, facing the wall, and think about it," she said, and I looked at her with a confused look. "Go!" she said, pointing at the corner of the outer and kitchen walls. I haven't been sent to a corner since kindergarten, but I haven't been spanked since the same time either, and it still happened now. So without another complaint, I went there, stood with my toes to the wall and my face in the same direction, with my hands behind my back. It was more humiliating than I thought it would be. And on top of that, mom came down a few minutes later.

"Well, I haven't seen that in a while," she commented, walking through the living room into the kitchen. She came back in another direction, maybe a minute later.

"What did he do?" she asked Kim, now stopping in her tracks.

"He was being smart," she said casually.

"Then it's deserved. Good night," Mom responded, like it's a completely normal thing. "Good night," both of us answered in the same moment.

"Well, at least his mouth is free this time," she commented, and by the sound of her steps, she started walking again.

"You can change that if you want," Kim blurted, and the footsteps stopped. That sudden silence made my skin crawl. And the silence lasted for more than I liked.

"I could, but I just put on fresh underwear. Maybe I could go up and take that thong he stared at this afternoon," she commented, and it made me feel worse than before. No way she'll do that. I knew I couldn't turn around, but that would be too much.

"You showed him your underwear?" Kim asked her, not getting what she's talking about. There was another silence, like mom was being surprised that Kim didn't get it.

"No, I showed him my ass. And he couldn't take his eyes off it," Mom explained, and Kim let out a shocked yell.

"He was checking you out?" Kim asked surprised, and I wanted for that corner to just fall into earth, with me still on it.

"Kim, after you took away his...member and orgasms, I would be worried if he didn't. And it's a sight to behold, no doubt about it," mom said, turning it into a joke, and Kim agreed with her.

"Good night," mom repeated, and this time left, obviously not planning to return with her dirty underwear. I guess she also knew it would be inappropriate. Then again, kissing her feet is also, and I've done it a lot lately.

As she left, I heard Kim walking towards me, and soon, her hand was on my back.

"So, did you think about it?" She asked me, and I had fewer ideas than ten minutes ago, as everything I thought of felt inadequate.

"I don't know Kim; can I just kiss your feet?" I asked her, but she agreed with my unspoken assessment: "It's not good enough," she said into my ear as she came completely close to me.

"I have nothing else," I admitted with a sigh, and I got a small giggle from her.

"So, you're saying you haven't done what I've asked you. You know that I'll have to punish you for that," she said, and then playfully spanked my butt. I flinched, but from a surprise as it wasn't painful. 

"Don't; I'm sorry. I'll do whatever you have in mind," I said, but she insisted on her approach. 

"But that's not what I've wanted; I wanted you to think of something, and you failed. And now you'll go upstairs and bring down that wooden hairbrush from the bathroom, so I can make your ass red once more. And I'll spank you so hard that mom might reconsider shutting your mouth with her panties" she whispered in my ear, gently touching my nipples. I didn't want to be spanked again, so I decided I'd go with what I thought would be my last resort. It took me a moment to gather the courage to even say it out loud.

"I'll... you can piss on me," I said with a trembling voice, and she started laughing loudly.

"There we go; I knew you'd have something I might like." She said after her laugh softened, and I was kind of disappointed she liked it so much. Maybe that spanking wouldn't be that bad.

"But I'll have to pass on that too. I'm really excited about the test Jenny thought off, and I don't want you to be less enthusiastic about it by doing it too often." She said, and my heart fell back in place. I knew that would be terrible when it happens, but at least it's not now. 

"But I gave you a suggestion; that means I've done my part," I said back quickly, trying to get out of the spanking.

"You're partly right, but as it wasn't accepted, we'll have to find something else, and I know just what will do. I'll be right back; don't move." She said and went away, out of the living room and, by the sound of her steps, upstairs somewhere.

Her footsteps came back soon, maybe two minutes later. She entered, and I heard that she threw something on the couch, but as I was staring at the wall, I couldn't see what it was. She came behind me and told me to put my hands behind my back, and after I did it, she cuffed them. Then, while still standing behind me, she placed those nipple clamps over my head down to my chest and placed them on my nipples. They were still pretty tight, assuming she didn't change the position of the screw, so they bit pretty harshly on my skin. I yelled softly as she placed each one on, but she just whispered "Shhh" in my ear, which meant there would be no adjustments made. I knew I had to hold on and that the pain would slowly transition into pleasure. After she made sure they wouldn't fall off, she moved back a bit, and it sounded like she's undressing behind me. Again, I couldn't see anything, but when I heard the sound of her clothes falling onto the floor, I was sure she was standing naked behind my back. She approached me again, and as she leaned onto my back, I felt her boobs touching my back, which made my cage tight instantly.

Her hand came in front of me again, and in her palm there was a piece of clothing, and even though it was squeezed into a ball in her fist, I knew that it were her panties. She brought her fist to my nose and pushed the fabric under it.

"Take a deep breath," she told me, and I obeyed immediately, filing a light scent of fabric and softener, mixed with a slight scent of ass and pussy.

"Do they smell nice?" She asked me, and I answered affirmatively.

"Take another deep breath," she said, and I followed her command, enjoying the opportunity. "Good boy," she whispered in my ear as I stopped inhaling.

"Now you're going to open your mouth as much as you can, and I'm going to stuff these panties into them. Then you'll stand here in the corner, and you'll listen to me as I make myself cum on the sofa. Under any circumstances you won't turn around to take a peek, is that clear?" She asked me with a low but strict tone, and I knew what to say: "Yes, sis.".

"Open them," she responded immediately, and I opened my mouth as wide as I could. She pushed them deeply in, making sure they fit completely, even getting her fingers into my mouth to push them behind my cheeks, and she managed to squeeze them in.

"That's it," she said, gave me a kiss on the back, and went to the couch. I heard her as she sat or laid down, and soon I could hear a distinctive sound of fingers running over a wet pussy, followed by her soft moans. After a few moments, I heard her shifting, and seconds later she let out a long, but soft moan.

"God, this dildo feels good in my pussy," she teased me, and the sound of thrusting it in and out of herself filled the room. I stood five meters away and could smell her juices clearly. I wanted to look back so much, but I knew I wasn't allowed to.

"It's so big," she said after a few seconds of moaning, and she lowered the tempo of the thrusts, probably to last longer.

"No wonder Jenny wants a bigger dick; it just feels completely different." She spoke after a few seconds, and I realized Jenny told her what we've been talking about. It meant it's just a matter of time before it happens. 

For a few moments she didn't speak; she was just moaning as her thrusts became more frequent. Then, after maybe a minute or two, she asked me the worst question till then.

"Should we let her have it, Tommy?" She asked me without stopping the thrusts. And I had no idea what to say. I told Jenny I agreed with it, but she pressured me into it. And I thought it was hot, but I wasn't sure if I could handle it.

"Answer me, Tommy," she asked again, now between much louder moans. I knew I had to answer, and after a moment I shook my head from side to side. I couldn't handle it.

"No? And she told me you'll beg me to allow it." She spoke while breathing quickly, and I heard that her thrusts got slower again. She was delaying her orgasm. Once again, I answered negatively.

"I'm close to cumming, Tommy. May I cum?" She asked me, and my brain tilted so much I took a while to process it, and when I did, I wasn't sure I heard it right. I was so confused that I started to turn my head around to make sure that's her behind me.

"Mh-mh," she murmured instantly, and I turned my head back forward before I could see anything.

"Just tell me, may I cum?" She asked me again, and this time there was no doubt about it, and without any hesitation I nodded.

"Oh, you're such a good brother," she told me, again breathing quickly and shallowly. "But I have to tell you something before I do." She said, then paused to let out a few frustrated moans.

"That underwear you're chewing on," she again took a pause from talking, filled with moans, and this time it was longer. Her thrusts became quicker, and it was obvious she's making herself cum.

"That's the thong you stared at this afternoon." She spoke, and the last word was already partly screamed, as orgasm hit her hard.

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2024/10/27
07:44 UTC

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