Top Definition
A pegboy was a young man kept on pirate ships by pirates. This young man was forced to sit on a large wooden peg...all the time. Anyway, this was done so that whenever a pirate wanted to drop his anchor (so to speak) he'd have no problem.
Come here pegboy, I want some of those sweet cheeks.
by Dirty Sanchez August 27, 2003
1. In seafaring, a young male sailor in Her Majesty's Navy, usually of slender disposition who was designated to sit on a peg to keep his anus loose for penetration by the other sailors.
2. In more modern times, a derogatory term denoting a sissy, a fag, or a feminine sailor.
After a long day swabbing the decks, a visit to Billy the peg boy proved to be quite relaxing and enjoyable for Captain Wollingsworth.
by Steven February 28, 2005
a receiver of anal intercourse; someone assuming an unfair share of a burden
Rodney had to drive everyone there AND back, and got no money for gas. He was the pegboy of this fiasco.
by Nigga B April 25, 2003
A young male prostitute, refering to an alleged (and most certainly apocryphal) naval practice of enlisting a young boy solely for the sexual gratification of the crew, and seating him on a peg to keep him "loose."
I usually "drop my anchor" in the peg boy
by Baraldo Rossini November 29, 2006
A boy who loves stuffed animals. He sleeps with them, but he is scared of the big eyed ones.
he's a pegboy, he asked me for a stuffed animal.
by AnnabethJackson November 10, 2015
Free Daily Email

Type your email address below to get our free Urban Word of the Day every morning!

Emails are sent from We'll never spam you.