peg boy 

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

peg boy by Baraldo Rossini November 30, 2006

peg boy 

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.

peg boy by Steven February 28, 2005

pegboy 

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.

pegboy by Dirty Sanchez August 27, 2003

pegboy 

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.

pegboy by Nigga B April 25, 2003

pegboy 

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.

pegboy by AnnabethJackson November 10, 2015

Pegboy 

Yes you know what time it is, pegboy time. That feeling when she slides his peg between your thigh canals up into your gentle sloping v shaped valley. A few boys at an agricultural college know all about it. It's like the time when I was elbow deep in a cow, the cunt couldn't squeeze the bastids out. Horrible, I know. But with the help of pegboy, we now have 2 thriving dairy cows milking for up to 13 minutes at 9,000 litres per year.

Awwwwwh yah bollocks ye, quick! Get the pegboy, she's going to chop my arm off! As pegboy entered the glory cave head first, all he had to do was reach in with his mouth to pull the twins out. '' I can't feel them I can't feel them. What should I do master? '' '' I know'' says Alexander. ' 'Reem her out, Reem her out.' ' as Princess Ulkin and TRUESDALEY bent to their knees, they decided it was the only way to save the calves. Pegboy to the rescue, getting pure reamed was the only solution. Miracles do happen. Up the Glen.

Pegboy by Slapt that October 14, 2019

pegboy tom 

Presumably a straight man who can't get off the last game pegged in the ass first

Rob had problems getting off until I "Pegboy Tom" him. then he came like a racehorse

pegboy tom by Whkdikvdy359637bdhj February 28, 2024