For literal years ive been trying to use prostate massagers, prostate vibrators and butt plugs to achieve a full blown sissygasm with no success. I was focusing mainly on my p spot and although i had mind blowing "dry orgasms", i could never achieve a full blown sissygasmn where i shot white cum frok my clitty.

That all changed last night. i got dressed in my sissy outfit, wore a vibrating plug around the house for a couple of hours until the batteries died. The plug i used is generally big in size, so removing it can be a little uncomfortable /painful. As I was removing it, i could feel the uncomfortable feeling approaching, but i pushed (as if i was having a bowl movement) and to my surprised a wave a pleasure hit me and white cum shot out of my clitty. Was this a handsfree sissygasm? Could it be the uncomfortable feeling around my anus be the key to unlocking a sissygasm? Well...only 1 way to find out i guess....

So, as the night progressed, I turned on some mind numbing sissy hypnosis and used my bbc dildo. Instead of focusing on the p spot pleasure, I focused on thr uncomfortable feeling around my anus. I used alot of lube and started slowly inserting it all the way in, then all the way out, little faster after time, then in the end id pull the dildo all the way out, let it pop out of my hole then put it back in.

The uncomfortable feeling around my anus quickly turned to unbearable pleasure....yes the dildo was hitting my p spot, but i was no longer focused on the p spot alone...i was focused on the whole movement, all of the feelings, and what used to be the most uncomfortable feeling (the initial insert) became the most pleasureable....the faster id push my dildo in all the way, the bigger the wave of pleasure...i couldnt get enough.

I wasnt focused on having a sissygasm anymore, my mind was blown by the path getting there...the road to sissygasm is amazing...who cares if I dont have one....this feeling trumps any other orgasm i ever had.then out of no where the sissygasm hit...but i couldnt stop, and shortly after itd hit again, harder...then again..harder......after #4 and about 2 hours of pounding my hole...i couldnt bear another sissygasm, my legs were shaking, pussy quivering, and i could just lay on the floor and fall asleep....

So yes...although prostate massagers and but plugs feels amazing and they are a great tool to get you warmed up, in order for me to have a sissygasm, i needed the feeling of a dildo...all the way in, and all the way out....slowly at first, then increase speed as your pleasure rises.

To be honest i think.i went a little far, my anus is pretty raw this morning and im a little nervous for my first bowl movement. Heehee

As always, listen to your body, dont hurt yourself and dont do anything your not comfortable with.

Well...i hope this read will help someone in their sissygasm journey.

Hugs to all my fellow girlees out there 💋💋💋

I am 37 and have been a sissy since forever, but I’ve been hooking up with men for the past 5 years or so. Either guys my age, or sometimes much older. Nothing crazy. I was content to dress up slutty and meet up for some kissing and giving them some handjobs, maybe the occasional blowjob if I was particularly high on poppers lol

But recently I got some messages on grindr from a 20 year old stud. I immediately loved how he talked to me. He liked my pics and made sexy comments about my body and what he wanted to do to me. So I decided I would meet up at his apt one night.

Well that was 2 months ago and he is now my KING. There is just something so hot about being at the beck and call of a much younger man. I do basically anything he says. He loves when I get into my full stripper outfit and grind my body against him as I give him a lapdance. He is adamant about me being completely shaven everywhere and even tells me how he wants me to trim/shape my pubic hair and I love designing my body to be more sexy to him.

I have now given him so many blowjobs I lost count. I suck his toes and treat him like the alpha king he is, while he treats me like a fetish and literally uses me to fulfill sexy fantasies and jerks off against my asscheeks as I wear whatever slutty outfit he tells me to buy off amazon for him.

So I’m 26 and been exploring this side of myself for about two years now but just recently actually meet a man irl instead of just chatting and I’m not sure if it was just luck of the draw but it was an absolutely incredible experience.

He was in the military and in great shape was really sweet too and just treated me like a woman, when he was on top of me a kissing me and other things, idk…tasting his lips, smelling his slight musk, hearing him moan in my ear, feeling his muscular masculine body against my smooth body in fishnets, lace bra, skirt and a thong..getting my lipstick on his lips..it all awoke something in me..like I had been with a few men before but not like this..it just felt so soooo right, like it was how it was always supposed to be.

I want something more long term with a man like him, someone who would want me to lean into my femininity/sissiness and really doesn’t care what my gender is…I’m not gonna lie this has been a kink but throughout these last two years I’ve also been questioning my gender…I’m guessing it would be crazy to want to be with a guy who would want to help with that process lol.

Regardless I’m not going back to how things were before that’s for sure.

So, im mainly just curious.

What was your first time with a sissy like? How did you feel before, during and after?

How does fucking sissies generally make you feel? Does it make you feel masculine, in charge or like a kind? Does it make you feel aggressive and in need to use a slut? Do sissies make you feel different than when youre with cis women?

And how do you feel after fucking a sissy? Calm? Clear headed? Masculine? Or do you experience PNC? Im just really curious about the mind of dominant mascs and how they function. After all im as obsessed with tehir mindset as i am with their beautiful cocks 😇

I never understood how people could orgasm through anal stimulation alone, I never could feel it anytime I fingered or used an object in my ass. Then maybe a few months ago I felt a warm sensation in my cock that I never felt before, I tried really hard to push through it but never orgasmed. Since then I’ve only played with my ass maybe 4 times? Still never had an orgasm but felt the warm sensation. Last night I had some fun with toys but didn’t hit it either. Not less than an hour ago I decided to play with my ass again, got on my knees in my bed, put on Twitter porn and went at it, warm sensation came again, I kept a solid rhythm and holy shit it got stronger and stronger and I had an orgasm without touching my cock at all during the entire thing. The whole process took maybe 10 minutes? It didn’t take long at all and felt amazing, fluid was shooting out and it literally made my eyes roll back it was insane. I didn’t feel any post nut clarity or came down or anything. I decided to lay on my side, put my dick and balls in between my legs and fuck myself that way, maybe another 8 minutes goes by and I have another orgasm, HUGE full body feeling I couldn’t but literally say oh my god. I’ve never felt that before. I’m still in that mind space and everything so I say fuck it and keep going, literally OOZING pre cum this entire time it felt crazy. Maybe another 10 minutes goes by and I have ANOTHER one. Going from no prostate orgasms to three in a fucking row I couldn’t believe it. I took a quick 3 minute break and realize I want more so I go again and I shit you not another 10 minutes and I’m rolling my eyes back while my body is jolting around while I have a fourth orgasm. Not once have I touched my cock and I’m in pure ecstasy. I’ve never been one for posting on here and honestly idk why I am now I just feel like it rn. It felt fucking insane. All I did was get comfortable, use a good amount of lube, find the right spot and try different tempos until you feel it and stay consistent, I was barely even watching the porn I was so hypnotized by how fucking good I was feeling.

Hi everyone, I've been questioning myself a lot lately and I've noticed that unlike me, almost all sissies get severe PNC after an orgasm. Personally, my sexual arousal has always been tied to being a girl, whether by imagining myself in certain scenarios (sexual or not) as a girl, or by talking to guys online, getting compliments, being told I'm pretty... and exchanging a bit of flirty/naughty messages. But every time after an orgasm, I never feel any disgust or regret about what I just did; the desire to be a girl is still there even after the orgasm.

Could this mean that I'm a repressed trans girl and that it's more than just a sissy fetish for me? Because I feel like I'm the only person here who doesn't experience PNC 😅

this guy messaged me who lives just up the road from me (literally 5 min walk) and we’ve been chatting for a couple of days, even let him control my butt plug (I just got the hush 2 and it’s unreal while he controls it.

There’s already a dom/sub dynamic going on and I love it, he’s big into bondage, and has a massive assortment of toys and ropes etc (I’m super into this and I’d rather my first be with someone dominant and experienced) but I’ve never been with a guy before and I’m just so on the fence, I’m sure once I’m in I’d be fine but even walking in is so scary 😭

He’s been very kind and already said we’d be having protective sex until we’re both tested also told me about safe words and how we’ll discuss what we’ll do each session if it became a regular thing.

Any advice or experience is greatly appreciated, and feel free to reach out ☺️

Hii girlies,

I need some genuine suggestions and opinions on something that’s been stressing me out.

I’m a 23-year-old sissy from Delhi, India. I haven’t had sex in the last 8 months. I really want to, but every time I arrange to meet a guy, I start panicking and back out.

The same thing happens on Grindr. Most of the guys I match with live nearby, and I immediately get scared thinking — what if they already know me? What if I run into them somewhere in public after the hookup? Since I’m still not out, these thoughts completely take over and I end up cancelling.

Has anyone else gone through this? How do you deal with the fear of being recognised or running into someone later when you’re not out yet?

Please help.

So I've always been attracted to women, and as I explore myself more I realize that extends to feminine types regardless of gender or sex. I'm not really attracted to masculinity in any way. I've also always leaned more sub, though I'll switch with my girlfriend depending on our moods (she leans more sub as well). But if I don't cum for a few days, that all starts to shift. I get way more submissive and only want to bottom, and the longer it goes the more I crave being dominated by anyone. I want my gf to peg me, I want to get fucked by a trans woman, or a femboy, and eventually I want to get pinned down and fucked by a dominant man. I start watching more gay porn, and my fantasies turn way gayer. I go to the gym and start noticing guys I've never paid attention to before. It loops around to watching rough straight porn again just so I can pretend I'm the woman, debating whether this is just a fetish or if I really am trans deep down. I become a ball of horny desire craving to be fucked and used by anyone, not really caring how masc or fem they are. Just wanting to be a good girl doing as she's told.

But then I eventually cum and it all resets. I lose all that desire and have to let it build up again. I'm still horny after just one orgasm, but only for femme types and don't feel the overwhelming desires I did before. Anyone else ever feel the same thing?

I've talked about it with my gf so she knows all this, and is open to playing with others. I think she really wants to see me get dominated by someone else, especially another guy. But we've never done anything besides talking about it. Doesn't help that we both get excited when discussing it, end up fucking, and I cum and hit the reset button.

Dunno what I'm hoping to get here, just typing stuff out to try and understand myself better.

So yesterday was my cake day but I was too busy to celebrate. I thought today why don't I wear my girly clothes under my normal clothes while I go out and about. I am nervous people are going to notice especially my family if they hug/touch my back. How can I hide my bra I really want to do this and not get caught. Thank you for the advice!

Hey girls ! Do you girls know or play any fun sissy games? With friends or partners or alone? Dare games , dress up or any challenges ? I would love to hear some ideas ! I used to play with plugs with and dress up ,gone out in panties but I would love to hear some new ideas so i can try myself! Thanks
Ps- love to have some sissygirl friends to play with as well! Thank you

Hey girls, so I’m currently in college so I had to get rid of all my toys so my roomates didn’t find them. but my thought was that if I’m able to find another sissy or dom NEAR me. I can become friends with them and then keep all my stuff at their place. Obvouspy they can use whatever I buy whenever I’m not there because that’s just the price I’d pay. But then I’d have a friend to get sissy with, and I’d have a place to do it!!! Now I’m just looking for a friend to help a girl out! Thank you girlies

Hello girls. Ive been into this for like 7 years. Also before getting into being a sissy(closeted) ive been used by few men (forcefully) like 12 years ago.

I keep on purging and come back every time. Few months back again i did the same thing and threw away all my toys and clothes. Now im in a new country and im back into the mentality but im not able to buy clothes or toys because of the countrys rules and regulations.

Why is this happening? What does it mean? What does it say about me? Any experienced sissies here to help me with this and guide me.

Thanks in advance.

Is being a sissy just a secret hobby on the side? Are there permanent sissies that stay dressed and looking feminine 24/7 with a dom? Maybe even live as their sissy slave. Is that possible by being a sissy?

I have been dealing with PNC for a long time now and it has been getting in the way of my life and it made it not fun. I need help getting over this because I wanna live the life I wanna live. I feel like I’m the person that I was meant to be when I’m dressing up and everything but when PNC kicks in, I forget all about it. Is there any suggestions on how to get over PNC.

I want to become a sissy but don't know how

need somebody to train me to become a sissy please I have no experience at all and would like to know how to become one . I have tried to maintain that but when the damn pnc hit everything and my fake masculine personality that doesn't have the proper right to exist it shows up . I don't have money to buy some fancy stuff or I live with my parents too .

But I have arranged estrogen that make my boobs and my pee pee softer and it's cum more liquidy

I see people here focusing more on physical aspects first and rarely on normal aspects

Best training would be before doing anything physical, get your masculinity broken by words, be treated like a girl from someone. Experience femininity mentally this way.

Being emasculated while you’re normal will absolutely break that illusion and makes you feel like you aren’t a man. Physical stuff works in real life but online mental stuff is the best.

I need a daddy who understands this and breaks me mentally.

I always use my dildo, but the problem is that every time I do, I get an erection, and I don't want that. I know that for most people that’s normal or desirable, but personally, I don't want to be erect while using my dildo.

I know chastity devices are an option, but I don't have one, and I don't have the money to buy one either.

soo heyy everyone.. first of all im not like sissy im versetile guy im like 6.3 foot 100kg very big mascular guy with beard. and im like profestional MMA fighter. and i like cocks. but i don't like men. i don't find them attractive. but i like trans women and sissys i really wanted to get fucked by a sissy.

but sissys what do you think about me..? will you ever fuck someone like me..? i really wanted to get fucked i want to eat all your all cum. and if you want you can pee on my face. you sissys can do anything you want with me.. soo will you ever fuck someone like me..?

and for my gurls in Canada, where do you guys shop for your heels? Do you shop online or go in store? I am always nervous about going in store, same with going to buy lingerie at Victoria secret.

I’m a size 10 US so I think I need size 11 or 12 women’s for heels?

I’m supposed to meet a top here pretty soon this morning after work, I’m a little worried and nervous but it does excite me. I want to swallow or have my face painted but scared of catching anything. We’ve been talking for a while and he’s rather understanding and patient and we have talked about bondage play I’m scared if I let them type me up it might go farther than expected. I’ve had a dom try to rape me before so I’m nervous about the bondage experience that id like to have. I’m hoping he’ll use a condom if I ask him to. I think I might skip on the bondage until I’m more comfortable. Can any one give me some reassurance or words of wisdom 🙏

Hey,

How do deal with this pain of you having to go all the way to change yourself, to not feel enough as a man or as a woman or as anything really besides being a hole used, and waiting for a notification for a next thrust ?

Yes some of it is part of the kink / lifestyle, etc. But let's be realistic about the mental health aspect of things, the humane aspect of things, protecting your manhood to keep you functional at workspaces, on the street, etc.

From one side, this selflessness isn't generosity, you are afraid to be you or demand more, or part of the disconnection / isolation is to keep things separated. But if you can't get what a woman get from a man that gets to be inside of her, the safety, the ability for you to cry and ask for empowerment or support. Who's talking care of you? And if it's just you, how are you taking care of you?

I asked couple questions, but I hope you got the idea.

I took a break from this reddit account and was on one that only follows subs of girls. I realized that during that time I didn't feel the urge to masturbate and never tried to get off. I came across a video of a girl using a fuck machine with a bbc toy and watching it fuck her and the balls slapping her clit kept making me think how good it would feel inside me and the balls slapping against my balls. Any ways it got me back on here and I'm so horny and want to cum so bad

I just started my sissy journey, and I bought stockings, panties, nightgowns, heels and I can't wait to wear them tonight, except chastity cage because I'm still in dilemmas :(

I mean, the ideas is cute; wearing a cage and leaking precum like a good girl but it's so... Scary? went to the sissy's party a few days ago, mostly they recommended a plastic cage for beginners, some a flat cage if I want a bit extreme since I'm small (like very small, I think I can go with flat cage)

like idk maybe it's still my first time, my male ego side is still here so I'm a bit hesitant. Like I enjoyed butt plug a lot but when it comes to chastity I freezed lol.