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1.
A Male naturaly with all the attributes of a woman except for the plumbing. A true Ladyboy does not need surgery or makeup to look like a woman, nor is there a need to try and sound like a woman it is all natural for them.
If you go in to a club or talk to a Ladyboy on the street you would not know from the body language or voice that you are talking to a man.

Once the truth is known, one might even want to try him/she out just to see if they can get past the plumbing issues.
de RearEnder 26 avril 2005
 
2.
You think you have picked up a sexy girl. You put your hand up her skirt and find a HOT-DOG!!! Oops, you made a mistake....or was it really a mistake? Come on, be honest!
"Hey dude, what are you doin' with my ladyboy?"
de lord nobcheese 25 août 2006
 
3.
Transvestite; a young male dressed as an attractive girl, often practising as a prostitute.
Back in his room, he discovered she was a ladyboy. But as he'd already paid, he thought he'd better make the best of it. It was the best head he'd ever had.
de starflier 8 décembre 2003
 
4.
A nice surprise you have in the morning after you got so trashed in that club in Bangkhok and you though you'd scored yourself a 10.
"I was so smashed last night, I shagged a lady-boy"
de Flo 28 janvier 2004
 
5.
A boy or young man who dresses as a girl or wishes to dress or act like a girl, especially from the Thai culture. Often used to describe a young, gay Thai boy. Western society would describe a ladyboy as a young Thai transvestite. This term is used by Thai's when they are speaking English. (The Thai word is altogether different.) Sometimes used by Thai's as a general word to describe any gay boy or man.
My Thai friend, when introducing me to his family, proudly announced that his thirteen year old son was a ladyboy. Looking at his smiling son, I thought he was a girl.
de bangkokboy 13 octobre 2005
 
6.
An extremely effeminate gay Southeast Asian male, usually in his 20s, who dresses up like a girl, often has tits (fake or grown with hormones), and typically cums like an ordinary male. They often practice as prostitutes in the tourist ghettos of Thailand and The Philippines, and are known for luring/soliciting unsuspecting Western men, as well as their unique ability to suck cock given their personal familiarity with male anatomy and desires. Most ladyboys prefer to get fucked in the ass, though a few (usually those with larger dicks) are tops. Ladyboys are completely mind blowing to sexually confused Western men who are simultaneously bi-curious and into Asians. Large hands/feet and over-assertiveness are usually a dead giveaway.
Last night, one of the most beautiful Asian women I've ever seen in my life tried to grab my cock in Nana Plaza (a red light district in Bangkok). I was impressed. We walked back to my hotel room, where she took off her underwear, revealing an erect, uncircumcised penis. My mind was totally blown, and I had to give in despite not really being into dudes. We had the most amazing gay sex ever, slept until noon, and went shopping together in CentralWorld the following day. It was the total ladyboy experience.
de The Demon Lover 27 juin 2010
 
7.
In Thailand (khatooey), a Transexual . A Male who looks and lives as a young woman. Often post-operative.
I Don't Care if that's a Lady Boy, he's HOT!
de Haiti PI 19 septembre 2007