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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.
by RearEnder April 26, 2005
 
8.
A nickname given to me by my clients. Also can be used to describe someone who is gay. Most of the time it refers to a transexual, transvestite, gay man.
I am anarhi's lady boy.
by Michae Rehmeyer November 06, 2007
 
9.
a transvestite - a boy acting lilke a bitch, ie wearing bitch clothes and make-up
Jack is a lady-boy for wearing a mini-skirt
by rickstar March 05, 2003
 
10.
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
 
11.
See Sessshomaru for details. >_<;
by MedievalKenieval August 31, 2003
 
12.
Drink consisting of a Baileys, a gin and tonic and a pint of lager.
A drink one might order at a travel tavern.
by LoopyL May 04, 2005
 
13.
A hermaphrodite who is half lady, half boy, and all gay. They tend to drive around in big pedophile vans and trick children inside with promises of cakes and cookies.
A Ladyboy is an optimal prostitute, they can pleasure both men and women at the same time and are always ready for the kinky stuff.
by Bremner0510 January 20, 2011
 
14.
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