I was on an island in the Phillipines once. When I checked into my room in a sort of shoddy bungalow, I noticed that just across the way there was a Filipina giving makeup tips to a foreign women.
She spotted me as well and after her customer left, she came over, hiking her skirt, and climbing over the fence in front of my room.
We got to talking and she was sweet and affable and I invited her out. We went and got something to eat, did some drinking, some karaoke. I have to admit we got some strange looks but I dismissed them, thinking that we were in Filipino places and I was with a prostitute.
Anyway, when we got back to my room, I naturally thought we were going to have sex but she told me she was having her period. But she was perfectly willing to satisfy me in another way.
Well, I had good time until the next day I was having breakfast at a small restaurant and a girl was there and she said to me, "Hey, you were with that ladyboy last night."
Honest to God, I didn't have a clue. At the time I was shocked but now it's water over the dam. She was nice and I had a good time. Would I do it again? Well, I never have but maybe that's because I never met the right shemale.