I always have trouble figuring out of what gender shemales are. Do I say “he” or “she” when talking about them? As persons, I know they feel very feminine and actually they definitely may have a deliciously feminine personality, yet it always seems to me a grammatical stretch to use the “she” pronoun on someone who’s got a cock.
If I were to rate the homosexual part of me on a 10-degrees scale, I would say 1.5 to 2. I’ve had a few homosexual experiences however they did not particularly strike me as exceptional; men just don’t attract me sexually. But homosexuality definitely isn’t repulsive to me: in these experiences, it took no effort for me to get aroused. I know guys who would lose their erection at the contact or even the view of other men, let alone of another cock…
I met Sam the shemale at a nightclub in Singapore. She was from Thailand, and for a non exercised eye, she would have appeared as a stunner hot chick. For me, there was no doubt right from the start that she was a shemale. Not only was she quite taller than the average Asian girl but her slightly broad shoulders and denser muscular masse were clear clues that the girl had (or used to have; she might have had surgery too!) a cock.
She probably noticed that I was observing her so she approached me at the bar and said “Hi”. The pitch of her voice definitely confirmed my suspicions, although it was not too evidently a manly voice.
I smiled at her and replied “Hi, how are you tonight?” It was all politeness, in reality I was a bit annoyed, not by the fact that a shemale engaged a conversation with me, but because she was most likely a prostitute and, that night, I was not out to hire a sex-worker.
But Sam didn’t ask me to pay her a drink nor did she blatantly try to hook me. She just asked if I was from Singapore, I answered that I wasn’t, I was just staying overnight on a business trip. So we started chatting casually, Sam had a pleasant conversation. At some point, I (hypocritically) asked her if she was a real girl. She replied that was how she felt deep inside. I insisted: “But you have a cock right?” She smiled and answered by another question: “You don’t like cock?” I said I neither liked nor hate it, but I was satisfied leading a hetero sexual life. “So you wouldn’t sleep with me tonight?”
The point is that I was actually attracted. As I said she was a stunner, as far as looks are concerned, moreover she was very feminine and an agreeable company. Anyhow I let her know that I wasn’t disposed to hire a prostitute that night (especially a transvestite but I didn’t say that). “Oh! You don’t have to pay, you know, I’m not working here, I just like you.”
It took me no more than a few seconds to decide that I was, after all, up to renew the experience. I had sex with a few transvestites before, just for the sake of trying it, but none was nearly as hot as Sam.
I took Sam to my hotel room, still unsure it was really a good idea. Thai shemales (or ladyboys, rather, that’s how they’re called in Asia) have a bad name of being risky people to be around. Some are dishonest, sometimes even violent. Sam, though, seemed to be someone ok and decently educated.
As soon as the room’s door closed behind us, Sam literally jumped at me and kissed me passionately on the lips. The kiss had an authoritative intensity that contrasted with her feminine features and attitude, “No girl would kiss like that!” I thought.
Her body was like vibrating as I held her tight against me, I lifted her jersey skirt up and started rubbing her butt. I was aroused like hell as she moaned suggestively. “Hold on, she said between two sighs, I need to take a shower”…
(To be continued)


