New account. A few weeks ago a MF couple encouraged me into chastity. They made me edge myself repeatedly, and not allowing me to orgasm while telling me that he was fucking her rough. They would tell me that if I was good I would get to eat her cream pie. She called me a good girl and master callled me a cute slut. It was so humiliating locking myself up and so hot. I just kept fucking myself every day with my dildo. I gave myself my first sissygasm, and now I don’t know if I can step away from this lifestyle… if I even wanted to. Here I am again, a stupid sissy slut on Reddit

So, here's the thing. Usually when I orgasm, I 'straighten' out.
However, if I don't orgasm for a few days (and don't watch porn and such), I tend to become horny (duh!) and start fantasizing about having straight sex with women.
But if I don't cum for long enough, my focus shifts to men, especially cock.

It's like... so long as I want to get my jollies off quickly, women do the job. However, as soon as I want something more.. you know, something more intense and long lasting in terms of feeling and sensation, I switch to being a bottom.

Am I just rambling or do other sissies feel something similar? I would like some suggestions from those who have been at this for many years.

I’m a fucking bimbo for making such a stupid mistake, makes sense why I’m a sissy. I recently bought a cage for the first time and it felt perfect I was locked for around three days when I started messaging this online daddy. He claimed he could train me to be a proper sissy that only comes from anal. While talking he kept wanting me to mail him the keys to my cage, both of the keys so that I don’t unlock myself and purge after PNC. I was so horny from the role play I decided to do it (worst case scenario I thought I could just order a new one from Amazon). It was biggest mistake I’m so horny right now I feel like I’m explode and my bussy feels like it needs something inside. I am craving a pounding with humiliation, I have a sharpie beside me to fuck my ass but what scares is that I have even downloaded Grindr which I never had before. Amazon says it will take two days for the new keys to arrive but I think it might be too late. The PNC never let me get this far I’m actually worried I might go through with it and find a man close by to me to pop my cherry. Omg I would give anything for a dildo right now. Pls give me some suggestions on what I should do?

As a lifelong straight guy I've been seeing a lot of sissies lately and thinking that there is something so hot about them. I don't know if it's the submissiveness, the sluttiness, or just how cute some of sissies are but I've been so turned on by them lately. Haven't even been thinking about girls lately, just subby sissy sluts. So, what's so good about sissy girls?

At this point in my life, I'm at a crossroads. Do I spend 80% of my day gooning to sissy porn and relapsing over and over again or do I quit porn completely. On the one hand, it has such a tight grip on me that I have basically nothing to do outside of watching sissy porn sitting in my room with the lipstick and toys I've bought. On the other hand, I feel like a huge disappointment. I'm either going to have to become super into this lifestyle and have to be essentially a prostitute (IDK where to even begin) or cut it cold turkey and start something new for myself. Thoughts? I appreciate any advice and would like to hear similar stories if you have any.

I think dressups are hot and so really are submissive guys

1 week ago this sissy made cummies, and then she made another cummie, and another, each one making her think that she can stop sissifying and going further, but today the chasity cage arrived and fired the process back again, and now this sissy has locked her clitty, only being able to rely on stimulation of h.er bussy

Anyone tell someone about loving to wear panties and desire to serve cock?

My sissy asked me to post, she needs advice on how to strengthen the bond between her nail bed and a fake nail. She uses a speed set glue and when she is doing stuff around the house, the nails have a habit of popping off. Help!!

Kind of nervous but I’ve been fantasizing about this for awhile so I think I’m ready.

New sub and baby bi. I’ve been looking at these subreddits for a while. I’m thinking of diving in deep next week when I’m home alone. I’m going to set some tasks and challenges for the week. I’m not too sure where to start. Any sissy’s or masters want to guide/control? Cheers girlies.

Hello everyone:)

I wanted to share a huge accomplishment, one that has taken me years to finally experience. And it was incredible. :)

So I have always had sissy tendencies, as far back as I can remember. Well as of recent my partner and I opened our relationship and with her encouragement and blessings she gave me the motivation to finally meet a man as a sissy.

The night was over a week ago. I made a reddit personal post and talked to a few guys. One really stuck out and he was kind and understanding. This made me feel comfortable with him and toss around the idea of meeting. Well we agreed to meet at a hotel for my first time. :) a good mutual space and I could get all girly and dressed up before he arrived.

Now I am in the hotel room, dressed as the sissy maid I feel I am. I hear the door knock. My heart is pounding, I am so nervous. I open it and there he is. I take his jacket and bag. We sit on the couch together. He touches my legs, making me feel all so feminine. We talk and he is reassuring and honestly just so nice. I get up so he can inspect me and I am all giddy and nervous. He gets up too and I touch his hard cock through his jeans. I get so aroused. He bends me over and spanks my ass. I am honestly in heaven.

He ends up sitting on the couch and I eagerly begin sucking his cock. My sissy side just takes over and goes for it. I can tell he likes it, he even mentions what an eager sissy I am, which makes me suck his cock even more lustfully.

After who knows how long (time has escaped me at this point). He asks if I want his cock inside me. I say yes without a single thought. I want it so badly. I get on the bed in all fours. He lubes me and himself as I display my wanting pussy for him. He then slides in nice and slow and mounts me. Im totally lost in lust at this point. We try multiple positions, I am still new to this so I cant take it for very long on my back. He then fucks me while on my side. Then slowly rolls to him on top. I am begging for his cum at this point. I keep calling him Daddy too. I am lost in it and loving it.

I feel him getting close to cumming, I beg for his cum and to unload inside me (he did use a condom). I feel him tense and push inside me deeply as his cock then pulsates and unloads inside. I feel the warmth. I love it. It was so wonderful to feel a man use me and feel him cum.

Afterwards we talk and I am just sitting there feeling fem and used and in my place:) we talk for a good amount of time then hugged and I walked him out. it was an incredible experience:) If you are a sissy wanting to explore, DO IT:) be safe, communicate and take your time finding the right guy. Because it is a fun time being a sissy:)

Thanks all:)

Xoxo Vera

I had a hard day at work so I decided to try something feminine in shaving my legs, and oh my god it is delightful! They are so smooth and silky! 💃🏻🫦 Any advice for keeping them that way?

Also, my smallest cage yet was delivered a day early so I had to try that on and it fits perfectly. I bought 2 others that were too big hehe. This one was described as a "nub" lol. I really have an itty bitty clitty!🤏🏻 What is a normal time for chastity? 1 day? 1 week? 1 month?

Tried this recently, and it was AWESOME.

We regularly play with a trans bull. By play, I mean my wife get's fucked raw for at least two hours in more positions than I count, and I am used as needed, whether it be cleanup duty or tossing our bull's salad etc.

We plan these events a few days in advance, and from what I've noticed, my wife is in a perpetual state of creaming her panties due to be turned on. Since sissies should only wear panties, I recently decided to wear one of her creamy panties from the laundry, and OMG, they feel felt soooo much better. I felt like such a useless sissy with a tiny clit. When my clit was erect, I could feel the dried over creamy goodiness on the underside of my clit. When my clit was soft, my clitty head was directly against the pussy juice.

Hey guys, I’ve been plapping consistently for about two weeks and last night I orgasmed from it without touching my clit at all. It was so intense and felt better than any “manly” orgasm. I felt in a state of pure pleasure and it lasted for a very long time. I can’t wait to do it again and am just so happy I found an alternative way of cumming. I feel like such a good girl 🎉😍!

It’s currently 1.30am and freezing cold and I can’t sleep my mind is too awake thinking about the thrill it is to walk the streets dressed like a slut 😩 I need to get up in the morning but I literally can’t sleep cause my mind keeps thinking up new places to walk 😑

How can I put these sissy thoughts on pause?? They are dominating my life 😳

Heyyy, so i really want to try meeting up with someone to get fucked for the first time but im having trouble. In the past I’ve tried a few times to find someone but we either didn’t end up meeting up or I psych myself out before agreeing to meet up.But recently I’ve been keeping myself locked and im feeling extra horny and motivated to give it another go. So now I really want to find a Daddy to make me his for the night.But where can I find my Daddy. I’ve thought about Grindr but Im afraid to be shown on a map for someone to recognize me. In the past i tried a hookup subreddit for my area but thats where I failed before.

How do people do it? Every time I try staying in chastity for a long time I get too horny and end up unlocking. I do my best to use my other holes to get off but always end up unlocking. Also any advice for the bathroom? I usually unlock for that too, but lock up right after, same for showering, but I talk to some people and they're like "I haven't unlocked in over a month" and that just seems nasty

Personally I love it when daddy says “I’m about to cum”. It’s right up there with “good girl”. What about you?

I really want to start dating but I’m worried what people will think around town. Should I move to another city to date or should I just invite him to my house?

Shaving is so much work….is there a way to become hairless with like pills or anything? Or would I have to have removal surgery

Omggg guyssss, just had my first sissy-gasmmm and literallyy cannot explain how happy I am right nowww

Hi I’m Monica and I’m a sissy looking forward to meet new sissy friends and talk about fitness, toys, our journeys share pics, and to help any sissy that needs some guidance and tips or help, feel free to dm ladies 💕☺️

Quick backstory

I’m Missy. I’m a husband and a sissy named Missy to my Goddess. Yesterday my Goddess had me in panties and on my knees while she was on her throne. So I do what I do. I eat her out and then she looks at me and says “strap on” so I grab it. She puts it on and I assist then start sucking it while fingering her. I really wanted her to cum while shoving her cock down my throat. Which she did. Wonderful right! Now… here’s where I’m confused. My Goddess bent me over the bed, I’m rock hard, (she hates chastity) pulls my panties to my knees and inserts her cock in my ass. Then proceeds to fuck me. It was wonderful and I have zero complaints. As I’m moaning like the little slut I am I realize my hard clitty was limp as could be. I start backing up on her cock and she is fucking me harder and harder. Still limp. Goddess gives me the reach around and still limp. WHAT IN THE ACTUAL F!!! I’m usually hard AF. Nothing. Then she asks me to fuck her. So we get on the ground, doggy style, infrojt of our big mirror. I, luckily, start fucking her and I have a semi. Could not get hard to save my life. I’m sooooo confused.

Thoughts? Maybe I’m getting old 🤣

Heyyy girlsss I’m naturally a kinda masc person you know hairy and stuff, how do I become moreee femmm??

Hey all, I was wondering if anyone knew of any none medicated suppositories I could use? Not looking for something to use as lube, just something I can slide inside myself and feel it melt and maybe leak out of me? Thought is so hot to me. I know I could use a squirting dildo and achieve a similar feeling, but suppositories came to mind and was wondering if anyone new of something like this I could try?

I’m still quite new to this but I want to experience everything it has to offer, but I just can’t spend so much money on it all. Things like breast forms/plates, girly clothes, and toys can get expensive quick. Any tips for finding sales or alternatives to buying new stuff and hoping it’s worth it?

I was watching a, umm video…. today and this gurl’s wand was almost halfway down her thigh soft. Mine is like an inch soft and 4-5 hard. I have no judgement either way, love looking at both!! I do like mine being small though. What are people’s opinions on this?? ♥️🌈

It took me a while to get it on, I got the ring and belt on, but every time I’d go for the cage I’d get hard, but eventually I felt it get soft and I was able to put my cage on, it feels so good

Up until this point, ive cycled between wearing my normal underwear and thongs, mainly bc they were really uncomfortable. My GF recommended I tried one of her pairs of comfier panties and I fell in love. I don't know why I never tried them before but I didn't realize how much more comfortable they were.

We're going to VS to buy a bunch more panties for me to wear full time and I'm super excited!!