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.

I was nervous as hell, but she was so gentle and understanding. It started with a slow kiss, and the rest felt like discovering a new dimension of pleasure. Way more intimate than I expected.

Honestly? Mind-blowing. She gave better head than any woman I’ve ever met, and when she climbed on top, I was done. Ladyboy sex isn’t just about curiosity—it’s next-level passion when done right.

Terrifying and electrifying. I met her at a beer bar on Soi 4 in Nana — tall, slim, flawless makeup. I didn’t even realize she was a ladyboy in Bangkok until she whispered it after we kissed. But she had this magnetic energy, so I rolled with it. Back at the room, she was surprisingly gentle and attentive — undressed me slowly, asked what I liked, and made sure I was completely relaxed. The sex itself was intense — a mix of curiosity, taboo, and unexpected pleasure. It was the night that redefined my boundaries.

My first time was in Pattaya, with a girl named Ice from Soi Buakhao. I was nervous as hell, but she made it feel like I was with a longtime lover — warm, playful, totally nonjudgmental. What surprised me most was her attention to detail — sensual massage, slow buildup, no rush. She didn’t just perform — she connected. It wasn’t just sex with a ladyboy, it was an experience that broke down every assumption I had. That night changed everything for me.

Not gonna lie — the first time I had sex with a ladyboy in Bangkok completely shattered my expectations.

At first, it was all nerves. I met her at Cascade in Nana Plaza — tall, gorgeous, looked better than 90% of the girls in there. Slim body, flawless skin, and confidence for days. I kept thinking, Am I really going to do this?

The room was quiet. She was cool, calm, and totally in control. She noticed I was tense and just smiled, undressed slowly, and made everything feel… normal. No pressure, no weirdness. She was affectionate — surprisingly gentle — and the experience felt more intimate than most of my encounters with cis women.

Physically? It was intense. Her oral skills were insane. The whole thing was like a mix of passion and curiosity — no judgment, just connection.

Afterward, we lay there talking like we were old friends. That’s what stuck with me: the comfort, the zero awkwardness, and the strange sense of peace. I walked in nervous, walked out smiling.

Anyone who's even mildly curious — stop overthinking. Just go with someone who makes you feel safe and relaxed. You might be surprised how much you enjoy it.