I would love to have a pretty ladyboy stick her cock in my mouth and shoot a load down my throat!!!
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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.
this is my confession, im a male and i love wachting ladyboys porn, sometimes i wear panties and women clothes and when im wachting a shemale porn i want to get fuck and suck a cock too, and i start to masturbate til i cum but after i cum i feel guilty or weird feeling that what to fuck im thinking and i dont even feel attracted to males its just that fantasy or im a perv... but i want to know is that make gay???
I confess that I have spent pretty much my entire day today while I've been "working" from home, actually researching for my first trip to Thailand later this summer. I'm young, single and have had an obsession with ladyboys for as long as I can remember and can't wait to finally take the plunge. I have been reading up on the various ladyboy bars and also using the escort services. Thinking I will avoid the street hookers. Perhaps make a trip for a couple of days from Bangkok to Pattaya which sounds like a great spot for the beach and ladyboy nightlife. I really want to be a bottom though also want to try sucking ladyboy cock and fucking them in the ass too. So any tips from guys who have gone before for a first timer on this sort of sex vacation such as interactions with the "girls", how I find out if they will fuck my ass, how not to get totally scammed or ripped off? I am booking my flight and hotel later tonight and am already shaking with excitement!
I find myself looking at ladyboy porn and think how nice it would be to suck her cock and feel it up my arse , does this make me gay ?
I want a tranny ladyboy to stuff me with her fat cock and brutalize my cunt until I'm her mindless bitch. I'd love for one of those fake girls to sneak into a bathroom of a club, flashing those rubber doll tits to get in and then take me against a wall or even dragging me into a back alley, stuffing me full of her hot cum and knocking me up instantly.
I go to an Asian massage place every few months when I’m really horny for a strangers touch. There are a few of them in town so I usually end up with a new girl. I’m always looking for a young hot girl but they’re always older and many of aren’t very attractive to me. Each time I go I ask if they have a guy or ladyboy working there but the girls always say no or pretend they don’t understand me. One place I go to occasionally only has 6 different rooms and the rooms only have curtains for doors. The background music is very soft and the volume is low so you can sometimes here conversations from another room. I visited this place Sunday and asked the girl if they had a guy or ladyboy working there. She of course said no but she was probably late 30’s and kinda cute with a short, slim body so I paid and went to the room with her. It turned out there was only 1 other customer there and he heard me ask that question so after about 5 minutes I’d gotten naked, was laying on my stomach, the girl started the massage and the other customer knocked on the door frame. The girl opened the curtain and he looked in at me and said “ I heard you ask for a ladyboy, can I help? I immediately knew what he meant and he was decent looking so I looked at the girl and asked “is okay?” She said no so I said “I tip?” and she of course said yes. So he came in, she went to the side of the table and started massaging my leg, he stood at the head of the table and started massaging my shoulders and back. I decide to make the move so I brought my arm up and rubbed his crotch. He put his hand on his zipper and I heard him ask the girl “is this okay” she must have nodded yes because he unzipped and pushed his jeans and underwear all the way to his ankles. He stroked his cock for a second then held it straight out and put it in my mouth. He was maybe late 30’s, early 40’s and had groomed recently because he only had stubble for pubic hair, he was kind of skinny and had a nice thick about 6” dick. I was so super horny I sucked his cock until he came in my mouth. I’d never had a cock cum in my mouth before and I was surprised I liked it. I was ready to explode too so I sat up on the edge of the bed, motioned the girl over and she gave me a happy ending while I sat there holding his dick in my hand. I couldn’t believe my luck! I got his number so we might hook up again discreetly of course.
You're now chatting with a random stranger. Say hi!
Question to discuss:
Guy with small dick needs a daddy? ;)
Stranger: lol
You: Is this a question or a request.
You: I am sure somewhere a guy with a small dick needs a daddy
Stranger: i think a request
You: That would not explain the question mark
Stranger: idk lol
You: I wish he gave more detail.
Stranger: right
You: I like slender girly guys with small dicks
You: but a fat guy with a small dick would do nothing for me
Stranger: im not into guys but you like what you like
You: Would you fuck a guy if he were really cute?
Stranger: maybe a m to f trans
You: Yes, those can be so hot.
Stranger: sometimes
You: Best $2000 I ever spent was on a ladyboy in Las Vegas
Stranger: lol
You: Gorgeous little tits and an ass that would not quit
Stranger: nice
You: Very feminine but with a cock
Stranger has disconnected.
I was living in Thailand for awhile a couple of years back, and sometimes after a nights drinking I used to go down a street where there were ladyboy hookers hanging around. I used to walk off the street down a dark lane and one of them would always follow me down. So I'd stop have a chat with one. They would always want to go back to my room but I would have none of that! Anyway they would offer to suck me off there in a dark spot. So I'd slip away into a corner and they get down on their knees and suck. It was so exciting because I'm straight and the chance of getting caught by someone I knew was thrilling.
There was one time I got one of the best Blow jobs of my life, other times was shit because they would just try jerk me off real quick. These ladyboys were very famine they really looked like women and good looking women at that, big tits, hips done, Adams apple done the works, So I just block out the fact that she might have a cock.
Anyway I think I done this about 8 times in a 5 year period, My first experience was when two came down after me, I started chatting away to them telling them I was not interest and I had no money. I wanted to get out of there but something was holding me back(my dick). Anyway one of them grabbed my cock and it got hard very quickly, then she took it out looked up and down the street got down and started sucking it. During this I was saying "No no no, I gotta go" blah blah blah! but really I was loving it, it was very exciting. Meanwhile the other one got down on her knees put a condom on and then the two of them shared and sucked me off until I blew my load.
The Last time was good one too the ladyboy told me to meet her over in a dark car park. I went over into the corner she got down start sucking but this one didn't use a condom risk I know but fuck it! Pulled my jeans right down and stated licking and sucking my balls pulling me off at the same time, back up then started sucking my cock again I told her I was going to cum expecting her to pull away and finish me by hand, but she started sucking licking and pulling me, and let me blow my load all over her face and in her mouth. She wiped her face and licked her fingers, I give her 200 bath (about $6) she just turned around and walked off and didn't look back.
So there's one of my confession. I've more stories on the subject if anyone finds it interesting.
when I was about 8 or so i had found out my dad was a crossdressor, found pics ,wiggs , clothes that could never fit my mom and a box full of dildos and toys, funny thing is was in there cuz i wanted to put panties on and started fingering my ass before even jerking first time, dad claims he did it cuz he was touched and junk from his p e coach, I did and still do cuz i love the feel of panties on my cock and thongs touch Ahole the feeling of possibly getting caught never have though ive had sex twice with two men want so much more but with all shaven ladyboys cant even bring close to even think of kissing a man makes me wanna hurl but crave his cock in mouth ass all of it I love sex with woman dirty the better scat piss finger my but eat me out wish i could go drag with my wife and her fuck me with dildo funny thing is she wants to do it and says it and trys to but she honestly doest know that i ever done anything ever and im screaming inside cuz i just cant get words out of my mouth to fuck me hard life is hard and to end it all letss all just fucksuckfucksuckfucksuckasssboootytitttytrannylezzieveryone in all wholes open all hand s strokin! and i need a twisted webcam friend of any sex to play with while family asleep he he he so let me know
I want to tongue fuck a hot little young ladyboy, while stroking her cock, feeling her asshole contract around my tongue as she shoots her load into her own mouth. Then, deeply kiss her, sucking and swallowing her cum from her mouth.