/r/Sissy
A safe place for sissies and those curious about sissy culture to talk about all things sissy! Ask questions or discuss about anything sissy related :)
18+ Only
r/sissy is a safe place for sissies and those curious about sissy culture to talk about all things sissy!
Ask questions or discuss about anything sissy related :)
Please read the rules before posting!
Rules:
1.18+ only
2.Be kind
We don't allow any insults, hate speech, homo- and transphobia or other signs of intolerance. In short: Just be a decent human being.
Also, no blackmail or lost bets or anything that has any potential to be without consent. General discussions about fantasies that touch such topics are okay, as long as it does not get too graphic and detailed. The mods will have the final ruling over what is okay and what is not.
3.No selling, begging, spam, "upvote if" posts/comments of any kind.
4.No advertising unless mod approved. Read description for how to get approved.
Unless you get an advertisement approved, no advertising is allowed, including directing users to your profile
If you have something that you think is relevant to the sissy community (meaning support, help getting started, resources, etc.) message the mods before posting to request a mod approved advertisement. After reviewing the mods will approve or deny your request. If approved, make your post and the mods will flair it with a special flair indicating it has been approved.
5.Evading Automod or existing bans will lead to a permanent ban
Trying to actively circumvent Automod by for example trying to obscure specific words or using any other action to do so will be punished.
Same goes for trying to evade a ban by using a different or new Reddit account.
6.No personal information of any kind
7.Make your post under the appropriate Flair. Flair guidelines link in this rule's description.
Flairs are pretty straight forward, if you are unsure about what they mean, check out our post flair guidelines wiki page
If you make your post under the wrong flair, it will be removed.
8.If you have a new account use the "New Sissy" Flair. There are limitations, see description
Your account can be just created, but we still require at least 2 comment karma and a verified email to post under this flair
We do not allow Personals or Task/DM Requests under the "New Sissy" flair.
This flair is not for gaining karma, this flair is for new sissies to ask questions to the sissy community
9.Personals of any kind must be flaired with "Sissy Personals" or they will be removed.
Sissy personals both directly and indirectly must be flaired properly under the "Sissy Personals" flair. Its at the mods' discretion whether it requires the flair or not.
You may ask for advice in DMs in the Need Help / Advice flair, but nothing more than that
Also, please keep in mind rules 6, 10 and 15!
10.We do not allow non-sissies to make personals.
11.If you add a user flair, please follow the guidelines linked in this rule's description
12.All interactions have to be in English
13.No photos, videos or other media
14.No off-topic discussions
15.Post requirements/restrictions
We do have the following minimum requirements to post or comment:
Comments: Account age of at least 2 days
Posts using the New Sissy flair: At least 2 comment karma and a verified mail address linked to your profile
Posts using any other flair: Account age of at least 10 days and at least 2 comment karma
We also only allow one Sissy Personals post every 3 days per user. Any failed attempt to post a personal request (e.g. when using the wrong flair) will also count here.
/r/Sissy
I recently did this for the first time and loved it, I discovered my purpose and my biggest fetish, now I want to implement a training routine to be a good sissy maid whenever I can.
I start by dressing up as a full maid and fully feminized as much as possible with all the accessories and extras like chastity cage, gag, plug, and even that accessory blinder that covers the pony's side view.
I start by listening to a playlist for Bambi to take on for about 1 hour to a maximum of 1 hour and a half, in the recommended way, sitting with my legs and hands tied lightly to my side just so I don't use them, fully dressed, relaxed, blindfolded and trying I concentrate fully on the hypnosis, for Bambi Maid to take control. I'm still figuring out which playlist is better.
So I'm ready to start my maid training, I go to the kitchen sink which is completely full of dishes, this will be my work space.
I chain myself to the kitchen sink very close to it and throw two D6 dice, whatever result I get on the dice I program the timer padlock and lock it, so I will be chained to the kitchen sink for a minimum of 2 hours and a maximum of 12 hours, with nowhere else to go or anything else to do, just that huge pile of dishes in front of me and me completely dressed as a maid.
I have the task of drying all the dishes with a tea towel repeatedly, every time I dry all the dishes I must wet everything again and dry again.
I set a time limit for each dish cycle with an app called Interval Timer and must do this task repeatedly for several hours until the timer lock resets and I can free myself from the chains I've tied myself to in the kitchen sink.
During all the repetitive maid work that I'm drying the dishes with the dish towel I have my headphones on listening to some Bambi Sleep playlist, I'm still discovering the best playlists for this maid training.
For me, this repetitive maid training is totally humbling and puts me right where I should be, being totally focused on the simple task of being a Dumb Bambi Maid and drying all the dishes in the sink over and over again without having to think with my mind blank. for several hours while I am being hypnotized and this repetitive task ends up becoming automatic while I'm in a trance.
As each dish drying cycle with the sink completely full should last about 15 minutes. All dishes must be completely dry within the time stipulated on the timer and then start again with a new cycle. I invent punishments for myself like if I can't dry all the dishes within the allotted time, I have to add an extra hour to the task at the sink. This forces me to fully focus on the task at hand without stopping while I'm being stimulated by the files, my mind going crazy with all the pressure.
I always end up exhausted but totally degraded and satisfied, at the end of it all I hang all the damp dish towels on a clothesline for my collar, tie my legs and arms behind me and act as a clothesline with the dish towels hanging attached to my collar waiting for them to dry while I continue listening to the Bambi Sleep files.
Now I want to adopt this maid training whenever I can and have free time. Every time I play the dice I feel apprehensive and desperate for the hours I will be chained to the sink for the training I will have to go through. It's such a dumb and simple task to do over and over again, that's the point of humiliation and degradation while listening to the files.
Very different than trying to clean the whole house, which is more complex and laborious.
Please tell me what you think of my Sissy Maid training. I'm still adapting my training better, if you have a playlist suggestion on BambiCloud for me to listen to before and during my training please let me know, also give me ideas to improve my sissy Maid training. I hope you liked the idea.
I'm 18, "straight," and have had a girlfriend for almost a year. But I have been interested in sissy/fem/gay stuff for 2-3 years. I have gone pretty far down the sissy rabbit hole, and I've tried and failed many times to quit watching porn. Now I'm wondering if I should just give in and be gay or if I'm just addicted to porn and need to stop. I love my girlfriend, but I also love gay porn. Any advice helps thanks.
Hey, I'm new I would love to Maje new Friend online to get advise and enjoy I 18 from belgium Dm open
It's my friends birthday soon and she's throwing a Halloween themed party. I sent her a few costume ideas that I thought about getting, mainly Disney princesses, which I've done before, but also 2 maid dresses. Her response was pretty straightforward she said maid, followed by "then I can make you my bitch". She also demanded a picture of last year's costume, she didn't ask, she just told me to send it. I said I was down for it (being her bitch) but she hasn't really responded to that part again, just enthusiastically confirmed that she wants me to wear the maid costume. She doesn't know I'm into this and how much I'd love to be her bitch, so I feel a bit bad for getting all excited, when it's most likely non-sexual for her. I wish she'd take more charge and get more involved in the costume, but I neither want to push something on her, nor manipulate her into it.
On a side note, I told my other friend, who knows I enjoy crossdressing (But not about being a sissy), that I'll be wearing a maid dress, which she loved. I also told her I was thinking about wearing lipstick and painting my nails, to which her reply was: do it bitch. I love these two girls
The party is on the weekend, so I'll get the dress today, and would love some ideas for any extras. I'll wear fishnets, heels and gloves and thinking about waxing my very hairy legs. I'd love to wear panties and a bra, but I also don't want to overdo it and make it weird.
Another successful time serving a man and this one was so good
I found a guy thats pretty close to me and he was exactly what i was lookin for. He took care of me and made me feel so submissive with foreplay and his cock was puuurrrrfect length size and the curve
He had me riding him for nearly 15minutes before he fucked me every way he wanted, he got pretty rough after that and i love that, and i couldnt feel my legs afterwords.
Lmk if anyone wants the full story
Anyone looking to have some naughty fun? π My dom mommy is going to have fun with me tonight and want to get in the mood before hand. Please DM me. π
A friend just left and my wife started spilling tea. Turns out, her parent beat her a lot as a kid. A lot apparently. Including the cane. Done time ago, she shared that she likes to be caned in bed...
I immediately remembered my cousins calling me princess... Well, looks like the brain wants to have the trauma fucked out of it π
Feel free to share your own discoveries π
Day 2 of denial and Iβm starting to get horny again. When i Look at porn Iβm still fantasizing about the women though, and feeling jealous of the men. This turns into me imagining being in the room with them, my thin, average length erection being dwarfed by his massive cock, even when soft. I canβt help but admire how impressive it is, with her.
I canβt help but admit how good it looks to see her worship it while my untouched ignored penis strains helplessly, unable to hide how much this turns me on.
when iβm abstaining from touching myself, i alsways go through a cuckold phase on my way down. But Iβm in it for what is next. I feel like a boy next to a man. But soon Iβm going to feel like a girl next to a man.
Iβm getting more excited about my weekend alone.
So I have been a closeted sissy for maybe around 4 years now, it all started when I ended up on the wrong side of a gloryhole and sucked my first cock. It was an amazing experience and I managed to swallow when he shot his load in my throat. Now, his cock wasn't all that big, I think it was 4 inches. Fast forward to today, I have been on and off grindr for a while now, I kept getting ghosted anytime I tried to meet someone. I was feeling horny and decided to try one more time. I donlwnloaded the app and pretty quickly started to get dms. I live in a smaller town so I don't have many options and most of them are a good 15-30 minute drive to meet them. That's when I got messaged by a guy at my college, we exchanged the usual and he sent me a dick pic, and I found myself staring at an amazing bbc, I felt my clitty get hard as I continued to stare at it and I asked him if I could suck it. He said yes and we realized we get out of class at the same time. Before long I was on my knees in a restroom on my campus with a thick bbc inches from my face. I am sad to say I couldn't suck it all the way to the base, but I made it about 3/4 the way down. He was gentle at first but as I kept sucking he began taking control, grabbing my head and guiding me or holding me in place so he could thrust his hips. Before I knew it he was asking if I wanted to swallow his cum and I quickly popped his cock out of my mouth to say yes before going back under. As he came, he grabbed my head, pushing my head as far down as he could and cumming down my throat. After we finished and cleaned up, he asked me if I wanted to suck him off ever day after our classes were over! I can't wait to keep serving him and hopefully one day I can convince him to take my sissy virginity.
I've just recently stepped out into the world of being a caged sissy. Not my first time being caged, but finally found one the actually works and doesn't pinch. (lt's hard with a larger clitty) feel so daring and excited right now. No one at this bar knows l'm caged and would love to be found out by a dom.
I also just started the grind to a sissygasm. l've come VERY close lately, but know it wasn't the true thing. I cheated a couple times and basically denied a normal orgasm with plugs and toys, but I hope to have the real thing one day. It's gotten so crazy that I ache for something in my booty every day!
I want someone to fully feminize me. Are there any subreddits I should be looking on for people in my area?
I really love this fantasy, I have plenty of clothes, caged myself etc, but whenever I fuck or ride my dildo it really hurts inside of me. I have lube etc and make sure to "stretch" the hole first so that's not a problem, however it always hurts too much so I haven't been able to achieve that sissygasm or have a good session yet. Any advice?
I'm new and I what some suggestions for what to get I have a butt plug set, a cage, dildo, and some feminine underwear can anyone help me suggest things to get?
Iβm down to just chat and maybe do some dirty stuff. Please dm me if your interested. π₯°
So, I'm (23M) a sissy/femboy sub-lurker for a while now, and I feel like I would like to take action and actually begin the sissification of myself.
As a first step, I would like to feminize myself from the inside, before I would commit to the outside.
I feel like it would be more fun and personal if I could find someone who would help me on this journey. I know it's not necessary, but I would like to give it a try with a "teacher".
I still have a few mental holdbacks, so I think it would be more liberating if I could solve these with someone else's help.
Where do you think I could find someone to help me break these mental chains and make me the sissy I've been dreaming to be?
So I've stopped touching my clitty,even though I don't have a cage yet. But I've also been watching sissy stuff whenever I get the chance. So I'm just super horny and then the other night I ate out my gf and she wouldn't touch my clitty. So I've just been throbbing anytime I think of anything sexual or see sissy stuff
Does anyone else struggle to do any work when working from home? I find myself so distracted browsing subreddits such as this fantasising about all the fun I could be having instead of needing to work πͺ
Anyone have any tips to get over this?
A week ago i had another experience of getting stretched by the same guy and this time it was really great. Less painful and more fun. This time i gave him deep throat and licked his pre cum. Damn that was really hot. He fucked my mouth even harder than my ass. Another thing which we used was sexy toys which really enhanced our pleasure. Making him cum makes me proud of myself. Thank you for reading it.
I was wondering if there is any difference between real thing and dildo, and if that how would you describe the feeling?
I was having a nice quick session with my favourite dildo and I got into a rhythm and it felt so good. I havenβt had a sissygasm yet but this was a step closer. I started to touch myself has I pumped the dildo in and out and all of a sudden I had a huge orgasm and I stroked and pumped at the same time. So much cum came out it was the most I had in a long time. I had to just sit there for a second to get back control of my legs as they were shaking like crazy in the floor. It was the best feeling ever and what makes it better is Iβve been talking to this guy on grinder and he wants to use my toys on me and I got me thinking I might not be able to control myself and I might just have to make him take me.
Hey!
I've been a lurker on these subs for a while, but I never actually started to act on my desires. When I'm in my horny mood I fantasize a lot about sissification and it resonates my really deeply, but when it would be the time to actually take act (meeting with a guy or buying my first clothing) I just chicken out. I live at my parents' place, so that gives me an extra dose of caution for sure.
My question is, how did you actually commit to this? I both agree with my horny side and my post-nut side at the same time :(
After days of just licking precum off my fingers I finally did it, edged 2 times and finally came in my hands. I first sniffed it, oh the smell was so arousing. And then finally licked it, it was salty and a bit tangy. I enjoyed the thrill.
I'm looking forward to my next adventure just straight up eating it off my hands and licking my hands clean, I'll get there eventually π
Attention all dominant alpha Macho Men! I am a 36 year old submissive sissy slut from Germany in desperate need of cruel and merciless alpha macho who clearly shows me who's the boss. I need to be manhandled roughly and exposed mercilessly.
Hi!
So, I've been a lurker on these subs for a while now, but I never actually started my sissy journey myself. I live at my parents' place and I don't really have time when everyone would be away from home. Most of the time, I masturbate in the bathroom, because that's the only room with a proper lock and I can pretend that I'm using the toilet, so it's not super obvious that I'm practicing self-love :) I do it sometimes before sleep, but everyone is a night owl in my family, going ninja at night is quite a challange as well.
Keeping the clothes and toys somewhere hidden is a whole different story.
So, those of you who doesn't live alone, how do you do this? Do you have any tips or tricks?
I would gladly talk about starting this in general as well :)
Hi everyone!
If youβve read my other posts, you know Iβve been progressing pretty fast π₯°
Tonight, the girl thatβs been controlling me over twitter gave me a task - to find another cock to suck!
About a week ago, I sucked one in a park and felt so slutty! Tonight, after searching for HOURS on grindr and sniffies, I finally found someone willing to drop a quick load to me. He wanted it to be anonymous, so I left the door unlocked, dressed in my girl clothes (plugged and caged ofc), put on a cold weather mask that can cover my whole face except my mouth, and began kneeling kneeling in front of my door. He came in, pulled down his pants, let me suck his cock (a BBC, I might add!! Bonus!!!) for a while, then came all in my mouth! He said thank you and walked out π₯° the whole ordeal took less than 10 minutes, which I was glad abt because I need to go to sleep!
My package still has yet to arrive but hopefully will sometime this week. Iβm so happy Iβm turning into such a cum addictied sissy slut!!!π₯°π΅βπ«
I want to buy a dildo, but how would I hide or slash use it? I live with three roommates and it is a shared shower room. Do I hide it in my stuff when I go to the showers?
Is wearing chastity enough to shrink my clitty or is there something else I can do to keep it small and limp? I know by not playing or touching it is a good thing and I am glad I managed to do that! I am also wearing chastity as much as possible! I have managed to cum by only using my mind and no touching! Is there anything else I can do to make it shrink more and faster?
I am finishing locktober strong this year, itβs my second day I am wearing my chastity to work! Yesterday was so fun and exciting being caged the whole day! It also made me super excited for getting dressed at home! Thinking about outfits and looking at shein the whole day! Am I supposed to be a woman?π This is what excites me and gives me energy through the day as my job is very manly!
Do you do those dildo hero's you see on sites such as hypnotube?
If so, which is your favourite, which is the best dildo hero?
Personally, I am quite partial to "Ass to Pussy Hero 1 poppers edit" by Last2know on hypnotube, mostly because it's short and sweet and it's made me cum a couple of times during it's quick 3rd round.
I'm in desperate need of advice...
I've been dressing up in secret for years and can't stop fantasizing about being used by older men (like 50+). I don't really know how or when it started, but it's become an overwhelming desire that just gets more and more intense every day and I've finally admitted to myself that it's something I need to experience in real life so I can decide if it's really what I want and not just a fantasy. The problem is I'm starting to wonder if I'll ever be able to go thru with it and so I'm looking for advice to help me take the next step and meet in person for sex with an older man.
A little background for context... I'm a secret sissy. Although I've been doing it for years, none of my friends or family know about this side of me. I'm totally uncomfortable with the idea of going out in public dressed up, probably mostly out of fear that someone I know will see me and recognize me.
I'm not interested in transitioning. For me, it feels purely sexual. In my day to day life, I don't feel like a woman. But when it comes to sex, I totally relate to the female role. When I watch porn, I always imagine myself as the girl. I didn't realize it until somewhat recently, but even before I ever saw sissy or trans porn, I subconsciously put myself in the female role.
I'm an attention whore. I absolutely love knowing that men want to fuck me. I love when they compliment my body and tell me how they can't believe I'm not a real girl. I have accounts on multiple "personals" sites/apps and I just love having men lining up to be with me. It's addicting.
I'm a virtual slut. I've done pretty much everything when it comes to online sex. Chatting with older men, trading pics, broadcasting on my webcam for a room of random men, posted sissy selfies and videos online, phone sex, and 1-on-1 video chatting. Sometimes it's totally random like Chat Roulette but I've also had online "relationships" with real men in my area with mutual interest/intentions to meet in person for the real thing but it never ends up happening...usually because I chicken out at the last minute.
I've put a LOT of thought into why I always back out and I think there are a few main reasons...
Guilt/shame. After I cum when dressed up or fantasizing about getting fucked like a girl by a real man, I usually feel guilty/ashamed and wonder wtf am I doing? It doesn't take long before I'm over it and right back at it again, but the immediate regret is pretty intense and I'm afraid it might be a lot worse after I cross the line from fantasy to really having sex with a man.
Awkwardness. Since I don't feel comfortable dressing up in public, I'm not sure how to avoid the awkward arrival and departure when I'm not in "girl mode". Once I'm dressed up and alone in a hotel room with him, I think I'll be so turned on my sissy instincts will take over and I can just give in and let it happen. But the before and after moments make me feel so anxious and I don't know how to handle it.
Disappointment. I've fantasized a LOT about dressing up, sucking an old man's cock and letting him fuck me and use me and I can't get enough of it. I have a plug, vibrator, and realistic 8" dildo with a suction cup that I can deepthroat and take balls deep in my tight sissy hole, and I love how it feels. But what if the real thing isn't what I thought it would be? What if I'm all dressed up like a total sissy slut and the guy I'm with turns out to be a horrible person and treats me like shit and humiliates me? What if he's super aggressive and just shoves his big cock in me without starting slow and just pounds me as hard as he can? What if he starts to record video of me on his phone?
Am I totally overthinking it or are these legit concerns? Has anyone else had these fears? I feel trapped because I know these thoughts/fantasies aren't going to stop until I've at least tried it once in real life, but I get so nervous and worried that I eventually chicken out and don't go thru with it. How can I overcome my fears and finally give in to what I've wanted for so long?? Please help!!
-Nikki