I like to crossdress and get fucked in my ass by my girlfriend. I have hooked up with a few guys my girlfriend is wanting to try hooking up with a girl I wouldn't mind a 3 or 4 sum mmf or ffm, mmff I love being pegged

Inexperienced, younger crossdressing sissy looking to hookup with a guy for the first time..! I've only ever gotten fucked with a strap on but even then I loved every second of it!!!
I've undergone some sissy training thanks to these two girls who encouraged me to be super girly. They got off to it..

Anyway, I'm in Seattle and would like to get spun too, and in return I'll be the nastiest little whore :P. I'll gladly rim you or fuck you even though my cock is mostly worthless! I'll constantly please you if you'd let me, or if you just want to be extremely mean and abusive, I'm willing to take that too :]. I've never actually been with a guy yet but I can't wait to test out my sucking and dick taking skills

But I'm warning you, you might get addicted to me.

Please be able to host or maybe even in a car..... ahh I'm so horny lol.

I fuck this sissy crossdresser quite often. His face is not passable and he doesn't put much effort into dressing. With that being said I still get rock hard and get great cumshots out of it fucking him doggystyle. I've always been a guy who likes more slender built women even if their faces weren't the hottest so this works out pretty well for me. A lot of times I enjoy putting him all fours with porn playing and I just wreck his pale ass. It feels wrong because I've only been with women however I can't stop going back to fuck him.

My confession is that I am a married middle-aged man, however love to cross-dress and meet men to be used for sex.  I've been crossdressing my face very long time and no one in my family knows about this of course.  Sadly the pandemic put a crimp to that for a year and a half however I have finally been able to get out this last month on "business trips" to make up for lost time. 

On the first time out after the pandemic I went to a gay club where I ended up getting hit on by a couple Mexican guys. I didn't buy a drink the whole night while they flirted with me. I actually danced with them and one of them was brave enough to put his hand under my skirt while still at the club.  I rewarded them by taking them back to my hotel room and sucking their cocks. I swallowed every drop and one of them continued on to fucking me.  I felt so slutty but I needed it so bad.

There's just something about women's clothes that makes me want to please a man and let them do what they want to me.

I confess that today i'm going to be meeting a daddy-type guy to take my anal cherry. I'm a 21 year old newbie crossdresser, and he's willing to buy me clothes to fuck in. I'm nervous but excited.

I confess that over the past weekend I had my first sexual experience with a Crossdresser. I met her on CL. I posted an ad about wanting to have my first TS/CD experience. She replied. We exchanged photos and we talked about eachother's looks and what we wanted to do to eachother. She was asian, with a tight little ass good for drilling. I arrived to her building and take the elevator upstairs. I ring the doorbell and without turning or saying anything she leads me into the bedroom and shows me herself. She is dressed up in a leopard print dress with thigh-highs, panties and garter belt. I'm amazed that this was finally happening. I wanted this for soo long. She turns around and shows me her perfect little butt. I pull her panties to the side and spread her cheeks, and I go to town on her asshole. It was so nice and sweet. I loved the taste. We get fully into bed and she sits on my face while sucking me. Her lips were amazing. She knew how to suck well. All the while she's moaning , loving the way I eat her asshole. She gets up and grabs lube and a condom. She lubes me up and puts the condom on, I start getting softer ( I really hate condoms, but i get tested often, and am fairly monogamous.) She bends over and wants me to stick it in. I try, but I'm fairly soft with the condom on. She takes the condom off and then we decide to try something different. She puts some lube on my cock. and then lays down, with her back on the bed. She grabs my cock and puts put in between her legs. and I start thigh fucking her. I feel her little cock rubbing against mine, shes moaning, and eventually BAM, she squirts her cum over my cock. I LOVED IT when she did that. im hard in between her thighs but I decided to turn her over, She's on her stomach now, I slide my fingers in her and start finger fucking her while I jerk off. Eventually I get hard enough, and start rubbing the tip on her asshole. I'm still jerking and eventually I cum right on her sweet tight little asshole. I loved it. I get up, clean up a bit, and put my clothes on and head back home. I'm still thinking about it, and we plan to hook up again. I will have more for you guys once we hookup again.

Since my fiance and I broke up, I got really into prostate massage and got some toys to help out. I would sit for hours and watch porn and just slowly milk myself before letting my self cum. I got into a lot of shemale and ladyboy porn in the process and eventually started jerking off to femme bois and some crossdressers as well. I even mail ordered some lingerie to wear while I do it and started to shave my legs since I have a stocking and garter belt fetish. After a while more I wanted more than just toys in my ass. I wanted to have a real life encounter but didn't know how to do it but figured a gay bar was the best bet because I could likely find someone for a casual hook up who I could let fuck me in the ass. But without the lingerie I'm just not as into it and I wasn't sure if I could really do it. I put on a pair of panties, a garterbelt and some stockings under my jeans and went to a gay bar last weekend, but chickened out because I don't know much about gay culture and don't know what they think about crossdressing. I looked at a few guys and wondered what it would be like to suck their dicks but got scared, went home and jerked one out instead. Last night I tried it again and hooked up someone. He didn't seem to mind my stockings. We sucked each others dicks for a little bit, and then I let him fuck me in the ass. It was different than milking myself, but I really liked it. Now I want to do it again, but this time I want to suck more cock and actually swallow someone's load. Some people on here will call me a fag, but whatever, I bet they'd still let me suck their cocks too.

I used to crossdress and really enjoyed feeling feminine and sexy like that. When i felt confident enough i would go outdoors dressed. 

One time i was dressed up early in the morning and there seemed to be nobody around so i took the opportunity to take some naughty pics of myself. I posed and flashed out in the street. 

The thing is that there was someone watching me secretly. He surprised me suddenly and ordered me to suck his cock as he pulled it out. I was so scared about this in that instant but i did as i was told. 

It was getting to be such a turnon that this guy was getting sucked off by me crossdressed. He had a very large growing cock and i frustrated him not being able to suck off his huge dick.

So he fucked my ass bareback instead and cum inside me. I had never been with a man before and i am not naturally attracted to men but this was incredibly hot. I loved it really. 

I confess I am big booty latin sisst and a slut for BBC, BWC and alpha cock. I am a closet sissy who a little over a year ago used to cross dress for guys on omegle to cum to my ass and had a few encounters: one with a young BWC and another with a BBC where I got fucked anonymously. I recently got into a relationship so my current gf doesn't know much about this but I secretly saved pics of myself crossdressing and using my dildo and I still get hard thinking of those encounters I had through spam and all those guys on omegle nutting to the though of clapping my cheeks. Let me know of you wanna see more of my sissy cakes and send dick pics if you want to help me re-live my slut side ;)

I CONFESS: i get off by coming out to girls that i know, telling them I love to suck dick and asking them if I should meet up with different guys to blow them. I also tell them I crossdress and even send them pics if they want.. so far about 6 or 7 of my girl friends know im a closet sissy faggot.. a few of them even liked it and turned into my mistress for a bit:) im continuing to do this untill I find a girl that wants to do it continuously. Last night I spent like an hour sending snaps to my girl friend of me in my sissy outfits. it gets me so fucking hard and I love exposing myself like that.

i wanna know how many guys would like to fuck the asshole of this crossdresser.
Please comment if you wanna fuck, she said the males can pound her hole hard and with no mercy, fucking her like a whore!