Top definition
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.
by RearEnder April 26, 2005
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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?"
by lord nobcheese August 25, 2006
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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.
by starflier December 08, 2003
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4
A slang term for a transsexual prostitutes in Southeast Asia, especially Thailand but the term originated in the Philippines.
You might not be able to tell the difference between the ladyboys and actual ladies on Walking Street.
by Aetas October 02, 2016
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5
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"
by Flo January 28, 2004
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6
a feminine girly man who couldn't fight his way out of a wet paper bag. A male with female qualities who behaves in a womanly manner. One who is a bitch. One who gets laughed at constantly.
Sal is known as the ladyboy of the internet.
Vitale is a ladyboy.
by boss s September 06, 2007
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7
Thai family tradition that one male son become a Lady-Boy
Oh shit this club is full of boxing Thai Lady-Boys
by chrus May 31, 2003
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