My first time with a Pattaya ladyboy was on Soi 6. I didn’t ask the price for long-time, just assumed it was like with girls. Wrong move. Ended up paying double and got rushed through a blowjob and quick doggy-style. Lesson: negotiate everything before leaving the bar.

In Bangkok I barfined a ladyboy from Nana Plaza. She was stunning, looked better than most girls, but I was too drunk to discuss extras. Halfway through she asked for more money for CIM. The oral sex was amazing, but the surprise charge killed the mood. Never skip the money talk.

My Phuket ladyboy experience was better — but I still messed up. Took a freelancer from Bangla Road, didn’t bring condoms, and had to buy one off her at 5× the price. The sex itself — deepthroat blowjob then reverse cowgirl — was mind-blowing. But next time, I’ll carry my own.

Big mistake I made: thinking short-time meant “one shot.” With a Thai ladyboy in Pattaya, she gave me an incredible blowjob, I finished, and she immediately said “finished, go.” I later learned to pay for long-time if you want a relaxed session with multiple rounds and different sex positions.

For me it was nerves. First Bangkok ladyboy I took upstairs, I couldn’t even get hard because I was so anxious. She laughed, gave me a slow, sloppy oral session, and let me recover. By the time she climbed on top for cowgirl, I was fine. Lesson: relax, ladyboys are used to nervous first-timers.

I’ll be honest, my first time with a Thai ladyboy in Bangkok was a train wreck, and it was 100% my fault. I picked her up near Nana Plaza, didn’t ask enough questions, and just assumed everything would go smoothly. Big mistake. I didn’t confirm the price clearly, didn’t ask about what she was willing to do, and most embarrassing of all—I had no idea how to handle the moment when things got “different” under the sheets. Instead of enjoying it, I froze up.

What I learned: always talk openly before leaving the bar. Bangkok ladyboys are usually very professional if you show respect and ask straight questions. Don’t just assume—it saves you awkward moments later. In Pattaya, the vibe is wilder and less polished, so being clear upfront is even more important. Phuket falls somewhere in the middle: more playful, but still, communication is everything.

My other big mistake? Getting too drunk. A couple too many Changs and you’re not exactly in peak performance mode. These girls notice, and it can kill the mood. So if it’s your first time, keep a clear head, set the rules, and treat her like a date, not just a transaction. Do that, and you’ll skip the awkwardness I went through and actually enjoy what makes Thai ladyboys in Bangkok, Pattaya, and Phuket so unforgettable.