Online Shemale Dating

‘ladyboy-ann/sam’ has messaged you. Would you like to view this message. Yes. A page of text filled my screen and I began reading. Hay, we’re a couple in your area, Ann and Sam, the lady and the boy …we think your profile was really good and Ann says your hot… thought it would be nice to meet for a drink some time…or if you want we can skip the formalities and you can come round
to our place. This was too good to be true. I responded immediately, ‘yes I would love to’ and arranged a tranny date. (more…)

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My First Ladyboy Sex

This is how I came to relalise that cupid is an asian ladyboy, not a cherub. It all started in a bar two weeks ago. I was certain I was going to get lucky that night, I had been talking to this girl for half an hour and she was showing all the right signs, laughing at my unfunny jokes, holding eye contact, touching my arm. It was on…until. “Great choice Tommy, I’d definatley have a threesome with her, do you want ass or pussy.” It was my ‘best friend’ Bill, he had always had a thing for me but since I was strait nothing ever happened, we just carried on being buddies. Except of course that it had now become a running joke of his to fuck up my chances with any girls. (more…)


Hooking Up with Ladyboys

Once a year I visit Thailand on business. I usually stay in a fancy hotel and visit the red-light district in Bangkok on at least one of the nights I’m there. The red-light district always has some of the hottest Asian girls to come out of Thailand so I always go there for a visit to give my cock its Asian fix. This last visit was one of a kind.
I’d gone down one of the main streets where the girls work their magic late on a Tuesday night, just after a great business deal had gone down in the office. I wanted to celebrate in my own style. I came across this absolutely stunning brown haired Thai girl with the most amazing body. She was wearing a short leather skirt and a black PVC bikini top. She had a little black coat on over the top and long leather boots. She told me how much her services would be per hour and I was very keen. I told her about the hotel I was staying at so we agreed to go back there. I love the exchange rate with my own currency – makes the services here very cheap indeed! (more…)

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A threesome with my GF and Ladyboy

I’ve been with my girlfriend, Karen, for about four years now and my eye has only wondered twice. I’ve never cheated on her but she knows I have always been keen on seeing her getting fucked by a chick while I watch. There’s something about watching a girl getting fucked by another girl with a strap-on, or better yet an Asian ladyboy doing my girlfriend, that gets my cock extra hard very fast. My girlfriend had been interested in experimenting with girls for a couple of years now but we’d never really found a girl we both thought was hot enough or actually willing to play along. Also, we didn’t know any ladyboys so that fantasy was still sitting in limbo.
That was until my girlfriend started her new job and met her latest close friend, Jamie. Jamie was a bubbly, beautiful, toned Asian stunner with a firm looking ass and bouncy breasts I’d sometimes fantasized burying my face between. She had sultry thick eyelashes, blue eyes and lips you know would suck a cock damn hard! Karen had gotten to know Jamie pretty well at work and started inviting her over to our house to work on ‘work projects’ and generally just spend more time together. I thought it was a great chance to maybe get some girl-on-girl action some time so I approached Karen about it. She said she’d casually mentioned it to Jamie and the cute little Asian girl didn’t seem disgusted at all. In fact, Jamie had mentioned she had always wanted to try the same thing and didn’t mind if a guy wanted to watch. (more…)

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