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 would love to suck this shemales monster cock and swallow her cum 

C'mon fellow perverts help me out? I am looking for a vid of a Hottass Shemale getting fucked Hard. Like she is gonna be raw afterwards and/or Shemales that swallow. Plz. help fellow out.

This beautiful shemale needs my mouth on her cock swallowing all her cum and then fucking her in the ass

I confess I like to swallow my own cum and i want a women to piss all over me and i want to fuck a shemale and have her cum on my cock i also wanna go to a glory hole to suck a dick even though i'm a straight guy

I confess...I'm fascinated by the idea of finding a real, passable shemale. I want to find one who actually looks female, with nice plump tits and a big cock I can suck on and swallow a huge load. Then I'd take her and fuck her ass all night.

i really want to suck off a shemale, maybe take it in my ass. swallow the cum, fuck her too. mmmmm

This isn't much of a confession, just a "I want to tell somebody what's up with me"

For quite sometime I have hid my obsession for shemales and cocks in general from my wife. Recently we were both buzzed up and she asked me what fantasies I have. I spilled the whole thing to her and was so relieved to hear her say she was fine with it. In fact the whole thing turns her on and she is into the idea of me being bi. She confessed to me that she has wanted to fuck my ass with a strapon for a long time now. We went and purchased some ass toys and have been playing a lot with each other. I love the butt plug we bought and one of her dildos but we still haven't purchased a strapon. I can't believe how hard and intense we both cum with something in our ass. She loves my obsession with cum and has been keeping my load in her mouth instead of swallowing it. She gives me a nice hot kiss letting my load spill into my mouth. When I cum in her pussy she likes to grind my mouth and push all my cum out so I can swallow it.

It has opened up a whole new sex life for us and we can't wait for the evenings to explore and fuck the hell out of each other.

I'd like to offer a bit of advice to others and don't keep things to yourselves. Share with your partner what gets you off and you will have a much healthier sex life which in turn makes your normal life that much better.

I also turned her on to Motherless and she is on here as much as I am now. We have plans to take some pics this weekend to upload here. She wants to be a "Motherless Girl" and see herself in the banner on the home page.

I confess that my darkest fantasy is to never be turned on by pussy again and just be a tranny cock addicted cumslut forever. Not even men. I want a shemale wife who would condition me with porn. I want her to punish me if I get even slightly aroused by pussy, and reward me for getting aroused by tranny cock. I want the final test to be when she brings beautiful genetic women over to get naked and offer to fuck me, and I don't even want to. My cock will be completely soft until my wife asks me to suck her off. I'd get hard right away when she enters me and swallow every drop right in front of the disappointed girls.

I love big dick shemales, I would love to suck her cock and swallow her vim 

I think I'm weird. I admit, some shemale porn turns me on, but I'm very particular about it. 1) S/he has to have very feminine face and be fairly young. 2) I like certain situations: shemale sucking dick and getting facial/swallowing, shemale fucking/getting blown by a woman, shemale jerking off until s/he cums on self. But I don't like seeing a man suck a shemale, I don't wanna see a chick put on a strap-on to fuck a shemale, and I don't really wanna see a man fuck a shemale in the ass UNLESS s/he is also jerking off during the act and cums first. I think it's my particularness that makes me weird. What do you think?