r/SissyConfessionBooth

▲ 5 r/SissyConfessionBooth+1 crossposts

Switched

I’ve always been the dominant one in my relationships until now, but recently I have an overwhelming desire to suck cock. Not just to suck, but to worship cock. I want to be on my knees, the cock pressed into my face. I want to lick the shaft, the tip, the balls until it’s hard enough to slide into my mouth. I want to suck the head steadily until my saliva is running down the shaft, making my hands easily glide up and down as I work the head with my mouth. I want to take it deeper and deeper until I’m gagging and have tears running down my face. I want my head to be held firmly by strong hands and have my face fucked as I fully submit to the cock. Finally, I want to be on my knees, tongue out like a good little slut. I want them to shoot their cum all over my face and my tongue, then force the cock into my mouth again so I can suck out the rest of the delicious cum and clean the cock. Then I just want to be left alone, covered in cum like the useless slut I am. Maybe if you are reading this you could help me with this craving.

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u/BradBone — 8 hours ago
▲ 10 r/SissyConfessionBooth+5 crossposts

Been Getting Pegged Lately

So I (M39) and wife (F38) ha e been exploring pegging and other prostate stimulation and have both been extremely enjoying it. Slow and passionate, hard and rough with everything in between. She will even randomly walk up to me, reach in my shorts and slip a finger in to let me know what she wants!
Lately I have not been able to stop thinking about the (real thing). I have never been even slightly attracted to other men, nor am I now. But I can’t help but wonder how good the real thing would feel? Has anybody encountered this? And what was done about it?

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u/Sirlicksalot2026 — 17 hours ago

Turned into a dripping sissy on Patong Beach after a Spanish tourist claimed me (30)

Super long post with TLDR at end. I just need to get this off my mind.

Background: Around 2020 this descent started. I was a completely straight guy who got addicted to porn and used sissy hypno/captions to get off for the last 6 years. It started slowly. Bought my first pair of panties, then bras, then whole outfits. Each time I pushed myself a little bit more. Wigs, makeup, nail polish. Then I decided to post myself online to several of these sissy/femboy subreddits. That’s where the “issues” really started. Posted progress pics on throwaway accounts, chatted with guys as “Emma.” It felt euphoric. I loved the attention, the validation, feeling pretty and desired for the first time. The attention I got from these guys was insane and addictive. Each post I feminized myself a little more until I looked somewhat passable.

Then the vacation a few months ago. Buddy and I decided to go to Thailand and had a normal vacation up until he left early. I was alone there for a 4 nights. The very first night I got insanely horny and decided to play dress up again. I luckily brought most of my feminine stuff I keep in a small carryon. It’s usually I just dress up, chat with boys on here or grinder until I get myself off and then feel deep shame and “quit” for a week until I come back. Addictions stronger than before.

But this time was different, I played with myself dressed up and decided fuck it. Nobody here knows who I am. I decided dressed up in makeup, lingerie, and a wig that I need to “run to 7/11” real quick. I should’ve stayed in my hotel.

The hotel was right next to Patong walking street which is where the “ladyboys” of Phuket hang around. If you ever visit that place you know. It is bright, overstimulating and packed with tourists. I felt eyes on me immediately. Men stared, whistled, shouted “ladyboy!” and “beautiful.” A group of what I assume are drunk Russians grabbed my ass as I passed, laughing when I yelped. Two backpackers in their 20s walked right up, one touching my tits while the other slapped my ass and called me a “sexy trap.” I didn’t pull away. I let them. My face burned with shame but my tiny dick was leaking in my panties. I kept walking, heels clicking, feeling hands brush and touch me every few minutes. Random fingers tracing my hips, slapping my ass, one guy even pinching my nipple through the dress and laughing at how red I turned.

I walked all the way down that street and back. As I was standing there catching my breath on the edge of the beach road, still flushed and adjusting my dress, he approached me. Spanish guy, mid-50s, on vacation from Madrid. He didn’t hesitate. He walked straight up, looked me up and down, and said “You are very pretty, eh? I saw you walking… you like the attention, no?” I nodded, voice soft and girly. He laughed low, put his hand on my waist like he already owned me, and told me his hotel was just around the corner.

He grabbed my hand and led me like a trophy he won. At this moment something came over me. I wasn’t a boy playing dress up. I actually felt like a woman. I felt like this whole different person took over.

I knew exactly what I was doing of course. We barely made it into his room before I dropped to my knees first. I wanted it. I begged for it. He called me his little faggot while I sucked him, mascara running as I choked myself on his cock. When he bent me over the bed I arched my back like a whore in heat, panties ripped aside, and pushed back onto him raw. It hurt at first but I moaned for more. He fucked me deep and rough, slapping my ass, choking me like the broken slut I’d become. He finished inside me twice. I loved every second of it. The feeling of being used, filled, completely girly.

I didn’t clean up. I pulled my ruined panties back on, felt his warm cum already starting to leak down my thighs, and left his room on shaky legs. The walk back to my hotel was only ten minutes but it felt eternal.

Every step made more of it drip. These thick, sticky trails running down my inner thighs, soaking into my stockings. I could feel it cooling in the night air, smell it faintly with every movement.

People passed me on the busy street and I swear some of them noticed. A guy on a motorbike slowed and smirked. Two girls giggled and pointed at the wet shine on my legs. The massage girls smiling at me. I kept my head down, heels clicking, ass still sore and gaping, my leaky dick straining through my chastity cage, rubbing against the cum-soaked panties. The shame burned hotter than the sex itself.

I lay there in my hotel mirror later, staring at the girl with smeared makeup and a wrecked body, cum still slowly leaking onto the cheap sheets. I don’t know who I hate more . This man for giving me exactly what I craved, or the pathetic boy who halfway around the world to turn himself into this cumdump.

I just wanted to feel wanted. Instead I got exactly what I begged for… and I already know I’d dress up and walk that street again.

It all started with porn. Years of sissy hypno videos, forced feminization captions, and trap porn that slowly rewired my brain. At first it was just jerk-off sessions in panties. Then full outfits, voice training, the Thailand trip. Every clip of a boy becoming a cumdump led me here . Used on Patong Beach like public meat, fucked raw by a stranger, walking back leaking his load down my legs for everyone to see. And the sickest part? I love it. I love how empty and used I feel. I love the shame that makes me leak. I love that the old me is gone and t and this broken, horny girl is all that’s left. I don’t think I can ever stop now.

If any boys are reading this and feeling that pull. Delete the porn today. Block the hypno accounts, throw away the panties. That first video seems harmless, but it rewires you one session at a time until you’re booking flights to Thailand and spreading your legs for strangers while your old life disappears. Stay away from the mirror in makeup. Stay away from the comments that call you pretty. Once you start walking that beach, there’s no real way back. Save yourself before you end up like me, leaking cum in a foreign hotel and loving how destroyed you are.

TLDR: Turned myself into a fuckable girl in Thailand, got used like a whore on Patong Beach, let a Spanish tourist who approached me on the street use me, then walked back to my hotel with his cum dripping down my legs. Porn and slow feminization destroyed me… and I fucking love it.

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u/MindlessRespond5761 — 12 hours ago

I really hate when Dom just ghost without any reasons...

One night you taking to Dom so good & other morning you see they blocked u or never replying at all....!

Why this is happening to me or any of us who is relating to this....!

We share everything about us, not asking them much anout them, still they ghost us without any reason...

Atleast they can leave a msg that why they're not into continuing talking to us or tell us to stop conversations or sending them msgs....

Do you also have similar experiences...! What do u feel when this happens to u....!

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u/botmis — 22 hours ago

do we (sissy) suck better than F...!

I'm Asian Closet Sissy, Bottom Sucker. I always got compliments from Top Doms that i suck better than their gfs, even better than other girls...

I really wanna ask other Doms, do you all support this view...! Do we suck better than your gfs & other gals....!

Any fellow sissy can also contribute if they get similar compliment or think like that....

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u/botmis — 1 day ago

I really want to buy chastity cage and pretty lingerie but im too scared to do it

Sex with men is all i want but im still too scared to take the plunge. All im watching is blowjob videos and im so jellious of the girls and want to be a slut for cock. I need to take big things to make myself girly but im shy about how other people will see it. I just want to suck cock so bad and life is misery.

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u/Actual_Pen_2699 — 1 day ago

I’m jealous…

I get jealous that women have such a great variety of bodily changes and feelings! They get a vagina… that can have all kinds of sensations… it can drip. Get soaked. Tingle. Tense. And have many types of orgasms…

They get tits… they can grow… they can wobble… they can orgasm from nipple play and sensitive nipples… they can lactate… they can bounce…

They get pregnancies… they swell up… have hormonal changes naturally…. Get bigger breasts… lactate… have a huge belly temporarily….

They store fat in a much sexier pattern… thick thighs… larger boobs… larger butt… softer belly that actually looks sexy… thicker hips…

Meanwhile I’m stuck with a rigid. Boring. Hairy. Masculine body… I have a big penis that some have said needs to be smaller… I can only fully orgasm normally which gets boring and sex toys for men… there’s basically no variety…

I crave to be a woman… I crave to be changed on a hormonal level… I crave to have my penis shrink to a clitty… I crave feminine orgasm… I crave to grow boobs and have sensitive puffy nipples… I crave to look good thin or fat… I crave to be pretty…

I want to be submissive… I want to be feminine… I want to be someone’s sissy….

I’m jealous of real women’s bodies… but it’s not impossible to transform to something close!

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u/GeeGee102567 — 2 days ago
▲ 33 r/SissyConfessionBooth+1 crossposts

Got caught naked and the humiliation turned me on

So this summer I went on a cabin trip with some friends. It’s mostly girls and a few guys. I’m kinda new to the friend group but they still invited me. Anyways I was getting out of the shower naked, completely limp, and one of the girls accidentally walks into the bathroom. I scream and coverup as she runs out. I get dressed and quietly tiptoe to the stairs. In the living room I can hear all the girls gossiping. She said things like “it’s the smallest dick I’ve ever seen, he had no body hair, his ass looked like a girl’s, my boyfriend would kill him with a single punch.” As they all laughed and humiliated me I felt my clitty get insanely hard. My sissy senses came over me, so I tucked my hard clitty and came downstairs. They told me they were all leaving and I said I had some stuff to get done at the house. When they left, I sprinted upstairs, got dressed up, and fucked the shit out of my dildo, thinking about how embarrassed I was the entire time. I sissygasmed twice and laid happily in my cum until they came back.

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u/CaseyBunney — 3 days ago

My latest successful sissy adventure

I had a client cancel a meeting suddenly, minutes before we were to meet. That freed up an unexpected 4 hours of my day. I told myself i wouldn't do sudden meetups only planned but the fact that i had this opportunity i couldn't pass it up. I log into Grindr and start looking at "right now" , of course everyone is at least an hour drive away. I sit there for 10 minutes or so and i see someone post looking for head and he's less than a mile away omg i clicked on his profile so fast. We got to talking and the conversation quickly went from hello to come suck this cock. I of course asked for pictures and DDF proof or offered condom safe play. To my surprise he had recently gotten tested AND had the results. I drove there in a heartbeat quickly asked where to park and hurried my way inside.

He opened the door fully clothed and welcomed me in. Calmly he opened his app and showed me the tests taken and the negative results as well as his name and offered to show ID. I don't know why but the fact that he took the time to show me all the proof rather than be there naked impatiently waiting for me turned me on SO MUCH.

The moment he put his phone away we walked over to the couch and he pulled his pants down. I turned ravenous, after what just happened i wanted to give him the best bj he would ever get. I was committed and worshipped that cock like it would be my last. I took him in my mouth soft and slowly sucked on him until he was fully erect, it was mesmerizing to feel every pulse in my mouth.

I sucked and sucked, licking the shaft whilst massaging his balls. Switching from sensual slow sucks to taking him as deep into my throat as i could (out of practice sadly). Most guys just lay there without moving or making noise but not this guy. He was moaning, complimenting me when i did something he liked, caressing my body and hair. I would let out moans and stop sucking for a moment from the overstimulation. He seemed to enjoy my reactions as he started stripping me and had me sucking his cock while completely naked. He'd stop me to spank my ass or rub my nipples and it would just make me want to pleasure him more.

After maybe 20 minutes i could feel him growing impatient. He'd twitch or reach for the back of my head and force me deeper onto his cock. He throat fucked me for a few seconds(i gagged so much) and i loved it. Each thrust grew shorter and shorter until he pulled out, grabbed my chin and said open up. He stroked his cock a few times and i would stick out my tongue and lick the tip as he grew closer to me until the moment i yearned for. He came, bust after burst i tired to catch it all on my tongue but it was so much it spilled out onto his hand. Disappointed in myself from not catching it i rubbed his cum covered hand back onto his cock and sucked it clean as best as i could.

He was kind enough to offer me a paper towel but i managed to get all the remaining cum into my mouth and it was delicious. I left there riding a euphoric high. I keep telling myself it's my last time but something tells me it won't be haha.

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u/ThatOneGuy_069 — 2 days ago
▲ 33 r/SissyConfessionBooth+1 crossposts

Miss the days when my ex use to make me go into fem mode the minute I got home from work. Loved wearing this dress and heels in front of her and her friends

u/Shot_Schedule_9390 — 3 days ago
▲ 34 r/SissyConfessionBooth+1 crossposts

Afraid to flirt with my neighbor

I need help. My neighbor has a new twink or sissy over every week and we’ve sometimes exchanged glances and I think he notices my feminine features. I’ve heard him destroying boy holes in his apartment and he’s DEFINITELY heard me sissy gasming. There’s so much tension but he has such a big roster he probably doesn’t even care if I come on to him. I’m debating knocking on his door caged up in lingerie but idk. What should I do?!

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u/CaseyBunney — 3 days ago

Finally bought my first cage!

So I finally decided to commit and bought a cage! I've bought panties/thongs before but this is different. It feels more real. Like I'm truly trying now. Not only that but I also bought bigger butt plugs too. They both arrive Friday and I can't wait! Oh and I got a bigger and wider dildo hoping to finally sissygasm! That arrives tomorrow so I will definitely update you on my sissygasm status when I use it!

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u/sad_useless_slut — 3 days ago
▲ 26 r/SissyConfessionBooth+2 crossposts

My wife doesn’t have sex with me anymore.

Yesterday we went to the fair, she wore her white keds without socks and then when we got home she called me in the room. She had her pants off and was just standing there in her panties and keds. I was super excited thinking we were gonna have sex. She laid down on the bed and said “take my shoes off” which I knew meant she wanted me to lay under her feet and kiss and smell them. 🫠🥵🥰. I laid there for a few minutes, she teased my dick occasionally because I was hard in my shorts, then she took her panties off… I asked permission to kiss her pussy. It was so wet I was so turned on. Then she pushed my head up and pushed me back with her feet, grabbed her vibrator, and started using it. So I just laid there while she got off. Then I thought for sure she was gonna want to have sex after she got off. She got off and then I asked permission to kiss her pussy again, it was soaking wet and I could see she had an orgasm. I licked it and started to take my pants off. She asked what I was doing and told me we were done. I put her shoes back on the rack, thanked her for letting me kiss her feet and pussy, and then we went back out in the living room and watched tv and cuddled on the couch. It’s been MONTHS since we’ve had sex. We have a lot of those moments though, I confess I love every minute of it.

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u/Enough_Lychee771 — 4 days ago

Just got home from the sauna.

(20mtf) There's a gay "sauna" in my city with loads of kink experiences like dark rooms, cinema rooms, swings, glory holes and jacuzzis that I'm pretty much a regular at. I've just gotten home from a pretty long trip to the sauna and I'm feeling so spoilt.

I spent most of my time there in a Czech glory hole, with a little bit of time on all fours and more time on me back with my legs in the stirrups provided.

I've never taken so much cock. I couldn't see any of the guys but I'm guessing I was there for about 45 minutes and from feeling alone I'd guess that I'd taken 9 or 10 different men. I'm so full of cum I just had to plug and pull up my panties for the Uber home.

I usually try the glory holes first to get a taste of the audience for the night but this time I went all out, lubed up for everyone there to use.

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u/aliceisboredx — 4 days ago

Went to a kink night and had my first time...

So, I got invited to a kink night by this guy around my age. I shaved everything, got clean, put my flat cage and buttplug on. I dressed up as a slutty little bunny, put my make-up and heels on. He picked me up and he was so sweet and kind but still had that dom energy (enough to trust him with my cage key).

On the ride there we had some good chats and he was feeling up my leg and chest and telling me how sexy I looked. It got me so excited as my little clitty strained in my cage🤭. Of course at some point I started giving some gentle road head while we drove (the roads were pretty sparse and we were being safe).

Once we got there, I won't lie i was nervous but we got our own private room and everyone was so friendly. We started slow, a gentle BJ and him eating my ass. His cock was so intoxicating, I just wanted to fuck my mouth as deep as I could go and see how good it felt for him🤤.

Eventually, we started fucking, he was so gentle to start, making sure I felt okay as that I was nice and prepared to take him, it felt so hot to see him over me holding my legs apart as I looked down to see by caged clit bouncing as his big cock pumped into me. Eventually, he started really pounding me and it felt great! He was so attentive and made sure I came as well. He came in my bussy so much and we did it multiple times in different positions. He also came once in my mouth so I was thoroughly filled.

He bought some toys and restrains as well and I was leaking so much when I was tied up for him.

Eventually, we went and did it more in the public rooms. One of the sexiest ones was him sitting on the couch arms and legs spread with me in between his legs sucking his cock while he enjoyed the show of a threesome happening on the bed in front.

Anyway, afterwards we laid on a bed with me on his chest with me in his arms, I felt so safe as well as satisfied. I can only hope he felt the same.

Anyway, that is my rant. Thank you for reading. Feel free to ask questions, I'll answer them the best I can:)

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u/HoneyBottomBunny — 4 days ago

I just can’t stop with the sissiness

I’ve been crossdressing and watching sissy content for years. While Omegle was still running, I used to dress up in lingerie and go on cam to find guys with big cocks and make them cum.

Every time I try to break the habit I relapse harder and harder. The hypno element is really breaking me down piece by piece. I’ve never been involved in real life action but have gotten back to sending selfies in panties to guys on kik, discord and Reddit. It’s exhilarating. I even asked someone to expose my pics on an exposure website.

My question is, can I stop doing this? Or am I bound to just continually relapse and go back to being slutty for guys (and girls) online?

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u/btta_1990 — 4 days ago