Your first time is always the weirdest, the most exciting, or the most nerve-wracking. Did you know what you were getting into? Were you surprised halfway through? Was it awkward, amazing, or both? Tell us about your first-ever ladyboy sex experience — the good, the bad, or the mind-blowing.
It was in Pattaya, and honestly, I didn’t know until we were both naked. I froze for a second, but she looked me in the eye and said, “Don’t worry, baby, you’ll love it.” And damn… she wasn’t lying. It was more sensual than any girl I’d been with. She guided me, kissed me, and made me feel safe trying something completely new. I walked out of that room with my mind blown and my entire sexuality redefined.
I planned it. I messaged this stunning ladyboy on ThaiFriendly, made a dinner date, and everything was smooth. But once we got to the hotel and she undressed, I realized I was more nervous than I expected. She took the lead, went slow, and made me feel totally comfortable. The sex was intense — way more emotional than I thought it would be. It wasn’t just curiosity. I’d do it again in a heartbeat.
Surreal at first, but insanely hot. I was nervous, she wasn’t. She undressed slowly, kissed my neck, and whispered in my ear like we were in a movie. The moment I let go of the “this is different” mindset, it became one of the most intense experiences I’ve ever had. I walked out grinning like an idiot.