Not exactly personal experiences but ...
Long, long ago, a group of us who were working in KL went up to Phuket for a mucky long-weekend. As we were crawling out of soi Crocodile having picked up rentals in the Star Bar we saw an American gentleman who, it would seem, had copped a feel as his date was climbing into a tuk-tuk. He was heatedly complaining that there was more there than he'd expected. Our own tuk-tuk whizzed off back to the hotel before we saw the actual outcome.
On the same job we were all safely ensconced in the bar of the Subang Hyatt with one of the newly imported chaps from the UK.
There was a well-known and actually quite convincing "person of the not-quite-female persuasion" who our new chap was chatting up.
Of course, those in the know were encouraging him! "Corr, she's a bit of alright; you're in there!"
After a while they both left, separately of course.
About 20 minutes later the phone in the bar rang, it was for our boss (who was the ringleader of course).
"<name of boss>, there's a man in my room and it's not me!"
Later, I was working in Bengaluru, India. Nobody, even with the beer-goggles installed, could mistake an Indian eunuch, as they are known, for an actual woman. It's a bloke in a saree, complete with 6 o'clock shadow, adams apple and "husky" voice.
Our tunnelling contractor had a bunch of Thai workers in their camp, in order to keep them alive (Indian food is lethal to Thai's) they had imported a couple of Thai chefs.
Of course both were ladyboys, they spent much of their time strutting around the camp in high-heels and mini-skirts. The locals couldn't tell and several times called the authorities informing them that there was a brothel operating out of the camp!
I did want to take them to Ladies-Night (ladies drink free) at our hotel but unfortunately (maybe fortunately), they were never available.