So I am 19 and in university now studying away from my home country so I have so much freedom do whatever I want. That’s why I decided to be a slut on grindr and try sucking every different type of cock. I met multiple men and sucked white, indian and latino cock but i had never tried a BBC. Just when i was a craving a thick, long one I got a message from this black bull who wanted me to go down on him in his car. He assured me it was safe so he picked me up from my dorm and we headed to an abandoned parking lot in the open on a deserted street. He was really nice and friendly and we were making convo on the way to the parking lot. We went into the back and he whipped out his huge bbc. It was huge and looked delicious. The cockhead was big and his cock was so long and thick. I got so horny touching its smooth, beautiful texture and then as i took it into my mouth i could taste his salty precum. He was very dominant as he held the back of my head and pushed me down on his cock. I could barely breathe as his dick filled up my throat but i held my breath for as long as i could. As i looked down with his dick down my throat i saw that so much of his cock was still remaining outside my mouth which shocked me. I thought that I had throated his entire dick but i hadn’t which became a challenge for me so i forced myself down on the rest of his cock. His cock went deeper down my throat and wind pipe which eventually caused me to gag quite a bit but i was so happy and fulfilled that i could swallow his entire dick. It felt very different compared to all the other cocks i have deepthroated. While i did this he recorded a video of me which i found so hot. I just wish he continued as he came because this sent him over the edge. He started fucking my face and throat as i choked and gagged. My face, his cock and thighs were drenched in my spit as i could barely breathe. Then he exclaimed and grunted while he exploded so much cum down my throat. He held me down for the entire duration of him cumming and told me to swallow his nut like his good bitch. I felt so fulfilled and happy as he dominated me into efficiently extracting all his nut. I gave him a good bye kiss on his beautiful bbc and he dropped me home. ONCE U GO BLACK U CAN NEVER GO BACK

I had one last week and it was a lot of fun. She did my makeup, made me dress up, put me in chastity and then pegged me. It was honestly a great outlet for me to explore my Feminization fantasy and was very liberating. The only downside was how expensive it was.

When I was alone, I would only wear girls clothes, I’d sleep in girls pajamas, lounge around in girls' loungewear. Whenever I was in public though, I’d have to wear boring boy clothes. Outside of my house usually wear boy jeans and boys' T-shirts with panties underneath. Over the years I started wearing girl clothes that could pass for boys clothes. Girl socks, girl sneakers, girls belts etc. Over the past year I started wearing baggy girl clothes in public. Baggy girl jeans and girls tee shirts and hoodies. It’s been over a year since I had to wear boring any boring boy clothes. Now I only wear girls clothes. So far, no one has noticed.

Have dressed before but always quit and it's hard to make me relapse but I guess I'm looking for advice on clothing, heels, how to go even deeper.

Maybe someone could even explain why I crave it not even being my choice but the choice of another sissy or Dommy girl

As an update to my last post, I ended up wearing my leggings for the maintenance appointment!

I'll make a post with pictures so you all can see the look, but I ultimately decided on wearing a black sweatshirt, black leggings, and white socks over the leggings :)

I was so nervous going into it so I decided to just get dressed early on in the day to avoid backing out. The appointment window was from 12-4, but it kept getting delayed and delayed, which meant I just had to sit there with my anxiety for longer and longer lol.

Finally, close to 7 pm I got a text saying they would be arriving shortly. I looked in the mirror to make any final adjustments and as I was doing that I heard a knock on my door. I knew I had to just go for it without giving myself a chance to back out so I went for it. I opened the door and greeted the maintenance worker who was nice and professional. My front door is on the first floor and my unit is on the second, so I walked up the stairs in front of him which definitely gave him the opportunity to catch the view lol. I could tell he was making glances at my legs, but he stayed very polite and professional which honestly put me at ease.

I stood in the bathroom with him explaining the situation and he got to work. I sat in the living room right next to the bathroom where he could see me every time he was going to his tool bag. He called me over a few times to explain things, but also a few times just to talk casually too and make conversation. He fixed the issue (yay) and we chatted for a few minutes standing in the living room. He went on his way and I ended up feeling very relieved.

I'm sure some of you were hoping this would be a story where I wind up on my knees or something, sadly for those of you this is a wholesome story where I was able to express some femininity and be treated totally normal. I really respect him for being so professional and chill, and actually making conversation as well. I got to feel pretty without being judged and that alone was great. I'm definitely tempted to go out today wearing that same outfit since it felt so freeing yesterday.

So all in all, I hope this story is some encouragement for any others like me who want to do something similar but may be too nervous! I feel like so many posts and comments on here are way off in sissy fantasyland that I think it's good to share the down to Earth stories as well :)

Hi girlies!

Last night I was on Grindr late, just browsing and seeing what’s out there. I wasn’t even dressed up, but I was kind of hoping someone could convince me to.

After a bit I got a message from a guy that piqued my interest. He said he was straight but a long dry spell was making him curious about having sex with a sissy. We started talking and he said all the right things, so I told him if he could wait an hour or so for me to get ready I could help him with his curiosity. He agreed and said he was ready any time and could come over whenever I was wanted.

I started getting into girl mode and sent him my address and buzzer code when I was almost ready. He replied and said that he lived nearby and wouldn’t be too long. While waiting I was half expecting him to ghost as ‘curious’ guys tend to, but about 20 minutes later I got the buzzer notification on my phone. I took a second to verify that it was the right guy (my building has a camera in the buzzer you can look at, great amenity for people who like hookups!), it was, so I let him in the building and waited until he made his way up and knocked on my door.

I opened the door and led him to my bedroom. I was wearing a simple bra and panty set underneath a lacy lingerie robe. We made a bit of small talk while I sat him down on the bed. I told him to get comfortable as I let my robe drop to the floor. In a flash his pants were off and I was on my knees giving him a blowjob. His dick wasn’t huge or anything but it looked nice and he was very clean and hygienic.

After a bit I asked if he still wanted to have sex and he enthusiastically said yes. I got a condom from my bedside table and told him to put it on while I got my hole lubed for him. I rode him reverse cowgirl on the side of the bed for a bit, then we both got on the bed and switched to doggy. He gave me a good pounding and finished in the condom. I didn’t cum but I rarely do my first time with a guy.

He got cleaned up in the bathroom, thanked me, and left. I went to message him again this morning and saw that he deleted his account. Maybe he’ll be back, but either way I’m not torn up about it. I find it kind of hot that he just needed me for one night of relief. I also kind of like that there’s a guy out there whose only memory of me is my ass bouncing on his cock. I’m realizing now as I write this that we don’t even know each others names, and it’s making me horny all over again 🙃

Anyway, just wanted to share! Hopefully you can enjoy or relate.

I have not really been able to find someone that wants to help me progress. I have had some comments and stuff but thats about it.

I love fingering my hole like a pussy. It started few months back when my girlfriend pegged me. Now I can't cum without thinking about cock. This is so addictive. I think she knows it now. I asked her to call my ass a pussy and she just thinks I'm so open but now I watch gay porn to cum faster.

My girlfriend also makes me suck and deap throat on her dildo. She tells me it's not gay since it's covered in her cum. I realised that I can take bigger dildo inside me compared to her. She just likes making me like this

Have two flights tomorrow with work. Do the airport scanners pick up a Chasity cage?

Hey lovelies 😊

I've tried several times to add achieve a sissygasm but do not get there. I have been trying for a totally hands free and maybe that's where I'm wrong. Doggy, riding etc. also I was usually trying without porn hypno etc.

I maybe having the afternoon to myself and would like to have a go.

I have a dildo and my fingers.

I'd appreciate any advice coming from you. Maybe what to watch, what to do any specific hypno or porn whatever as I try get my first sissygasm. Thanks in advance

EDIT I tried having a go at it, followed most of your suggestions that I could, thank you, watched some hypno, some porn laying on my side, taking it slow and nice, but then it got to a point I started touching my clitty. Well one hand was on my phone while I was using the other one to fuck my bussy and touch my clitty. My clitty was hard again after touching and slightly rubbing and holding. However, just as I was about to cum, I stopped touching, my ass was clenching round the dildo I was using, and I used my hand to help kinda grind on it. Damnn did it feel good 😊 😊 😊 I was actually using a bigger thicker medium dildo but then switched to the smaller slimmer one which was a bit more comfortable There was some ejaculate but thin don't think it was sperms exactly. I know I'm not there yet but I guess I will slowly get there. With the help of all my fellow babes 😘😘 Thank you, I love you all ❤️❤️❤️

This might be a bit longer so I have provided TLDR at the end.

So I have been crossdressing since I was a child and my dream was always to go out fully dressed in public. I have done this partially like wearing lingerie underneath my boy clothes, or just wearing women's jeans - but that's about it. A few months back I connected with a CD from reddit and after chatting for sometime we decided to meet in person. Now she has gone out in public fully dressed multiple time before and I wanted to do this too.

So on the day, we decided to meet at a cockbar bar in the evening. And for the full day I decided to feminize myself. I shaved my whole body (including my clitty and boi pussy), applied scented moisturizer and did my makeup. The makeup took like sooo long, almost an hour. I'm a total amateur and wasn't too happy with the result but I went ahead anyway. Then I tucked my clitty and wore the tightest tiniest panty that I have to keep my clitty in place. Wore hip enhancing panties that gave my butt a juicy shape and women's skinny jeans. For boobs I have B cups stick on silicon breast that I used and then wore a black padded bra and finally a full sleeve black top. Finally I wore a wig with shoulder length hair and tied that into a ponytail. My look was completed and overall I looked quite feminine. Hehe. Oh also I painted my toes and wore a pair of high heels.

I called a cab and went to her hotel and was waiting outside on the footpath. And that was the mosttttt humiliation I have ever felt. There was an alcohol shop nearby and all the guys were just staring at me and I just couldn't take it. I was keeping my head down and staring at my phone the whole time and texting her to quickly come. After about 10 mins of excruciating nervousness and humiliation she finally arrived. And oh man. She was stunning. She was wearing flaired jeans, a red crop top and red hot lipstick. Sooo hottt. I was so glad she came cuz I just couldn't take the stares from the guys any longer. We quickly booked another cab and went to the cocktail bar.

Over there, the waitresses were all smiling looking at both of us. I don't know what they were thinking but they remained professional throughout. Inside the atmosphere was dimly lit and the crowd wasn't so much but I was still nervous. We ordered our drinks and once I had a few I started to feel relaxed and finally started enjoying. I even shifted to her side of the table and was laying my head on her chest while talking to her. It was like we both were two girly besties just enjoying a nice evening. I was crossing my legs like a girl, taking smaller sips and overall my mannerism was very feminine.

We spent like 2-3 hours there and finally decided to leave. I dropped her off at her hotel and went back to my house. Overall the whole experience was so so so good. This was like a dream for me to go out as a girl and I did finally. The beginning part was full of nervousness and stressful, but the ending was full of enjoyment, satisfaction and happiness. So yeah this was my sissy achievement. I know other's over here have done so much more, but for me this was a very big step that I conquered.

TLDR

Went out fully dressed as a girl for the first time and met with another CD at a cocktail bar. At first I was really nervous and anxious but later I started to feel relaxed and enjoyed the experience.

Instead of talking about what you sissies want in a Dom, I thought it would be fun to hear which fictional characters you think would make a great Dom, Soft Dom, etc., and why. What would you imagine being with them would be like?

P.S.
For those curious, I actually try to channel a little Deadpool, Rocket Raccoon, Peter Quill (Star-Lord), and Loki (after the first Thor movie) in my approach to being a Soft Dom, rather than Homelander, Voldemort, or King Joffrey.

I’m a straight married guy from the UK. I have a fantasy which goes like this - the mrs is away and I’m at home alone. I invite a dominant man to the house. He tells me I must answer the door naked except for a pair of her panties and a collar and chain. He turns up, walks past me up the stairs and sits down at my computer. Pictures of my wife are playing in the screen. He tells me to get on my knees between his legs and take his cock out. It’s already hard and in my hands as he looks through the pics. Suck it sissy he says. I put my lips around his hard cock … my first ever.

I can't believe it lol, like it still feels unreal lol. So I basically fell in love with fisting since I was very young, and I always wanted to try, and while I got like 5 fingers, I could never get passed my knuckles. And I was literally like there for like 10 years or so lol.

Then I bought a purple dildo that has like 2 bumps, one that is thick and another that is thicker, almost like my fist.

So I always assumed that if I got the 2nd bumb, I should be able to put my fist, but while I have been able to get the whole thing, I have still struggled to fit my fist xd. Not for a lack of trying, but this days, after I try to get the 2nd bump, even when I fail and then go to try to "fist myself",

I just felt like my hole open up and I could feel my hand going in lol, like every part even the knuckles lol. I was super excited and then tried to take like a video or so to check and yes! I finally was able to do it lol

And I was worried it would be like a fluke, but at least it has been like 3-4 times that I have been able to do it and each time it gets easier and easier lol.

I am so happy lol, one of my sissy goals finally accomplished lol. Now I just want more sissy experiences like threesomes, gangbangs :v hahaha

After years of being shy about my sissy side I've finally opened up to my wife and she's really taking to it well. She spent the last hour making me a custom sissy outfit. Apparently if im supposed to be a slut I might as well look like a proper girl. Next on the list high heel lessons a proper clean out. What have I gotten myself into?

Lonely sissy looking for a daddy or dominant sissy to talk to. Let me know!

Lonely sissy looking for a daddy or more dominant sissy to chat with. I'm bored and wishing I could find someone to make me feel needed.

Curious if anyone else had a similar journey? I went from being a very closeted bi curious male for a long time, then getting more and more submissive as a guy, to then find feminization and the whole sissy/Bambi rabbit hole. All completely private and compartmentalized..

Before getting really heavy into sissy hypno and Bambi sleep I never thought I'd ever actually blow up my life and transition, let alone let anyone actually know about any of it.

I find it so interesting that I needed to be "forced" into feminizing to finally accept my femininity and natural submissive tendencies, and then actually start getting ok with anyone actually knowing about my feminine side.

But here I am nearly 2 years later as an out and proud trans woman 🥰🩷 Funny how that works :3

Obviously not all sissies transition. All the respect to the guys, femboys, and every one else who get off on the kink alone and enjoy cross dressing and being submissive in your own way. I think that's actually super hot and obv totally valid. Just curious if anyone else was in complete denial that went on to fully transition after cracking their egg like me. I'd love to hear your story! 💋

Today was a total bust. I’d decided today to take my first cock as a sissy. I found a guy on Grindr; we messaged a bit and planned to meet up. Usually, this is the point where I delete Grindr and end up not having the guts to go through with it. But today I was brave—I edged twice, put on my cage and my dress, got in the car, and drove over there. We were going to meet in a parking lot and go to his place from there. I was so nervous and imagined all kinds of things. Soon I won’t be a sissy virgin anymore. I arrived and waited. When he texted that he was just around the corner, I got out of the car. My dress was really cold, and it was my first time standing outside as a sissy. There were a few people there, but nobody paid any attention to me. After two minutes, I was about to ask him where he was when—lo and behold—his profile had been deleted. Now I’m back home. Horny and alone….

I've got a dildo and I don't want it to be dirty, how do you wash your inside properly without staying on the toilet for an hour?

I'm new to this sub, but not to the lifestyle. My fiancée embraces my sissy side in private and I'm often in chastity and fem underwear etc under my 'normal' clothes. I have this dream of being another man's sub, being his 'girl' whenever I'm with him. I have never received anal and don't think I could (physically), but would gladly use my mouth to pleasure them, or indulge in other anal play. I won't go on, as this isn't a fantasy-share, but my question is, at the age of early 50s, is it likely that this could ever happen, or am I too old to be a 'sub' for another guy? I'm alright looking, slim/average build and in good shape but how others perceive me really makes me wonder if I'm chasing a unicorn. My fiancée supports this idea, and when she is looking online for potential partners for her, is always looking for bi guys, but it's a hard topic to raise, with a risk of putting off potential guys for her. Anyone else in my age bracket have any success stories??

Hi- I’m just going to jump into this. I’ve been exploring being a sissy/switch however we phrase it, particularly giving blowjobs. It turns me on so hard and makes me feel like a dirty little slut with a cock my mouth and getting a load on my face or down my throat.

My last time meeting up with someone again (three times now sucking her iff, repeat hookup), I brought some lipstick for her to put on me. I wanted to be sloppy and leave streaks and lipstick marks everywhere, but it didn’t work quite as intended. She really liked the idea, and I’d like to try it again. Does anybody have any good recommendations or suggestions for lipsticks or lip makeup(?) that will get sloppy and streaky like that?

Sorry if this isn’t the right venue or flair. I appreciate any help!

I have taken about 3 straight guy's virginity and all of them ended pretty disappointingly because they all nutted within a minute lol

Were your experiences similar?

Reversed the classic NSFW Straight Relationship into having the Woman being the Alpha Male role and the Man being her Sissy Slut as a relationship for me sounds incredible for me, it's my goal kinda

Recently found out my friend is also a secret sissy and was wondering if anyone else has come across this situation. He doesn’t know I know and idk if I should tell him. I do think it would be fun to have a sissy friend but I think it might just be weird too. Any suggestions?