by Teh Tur Wiz November 14, 2009

Usually someone who has a chip on there shoulder and has shit jokes due to having a pegleg. They like fried chicken and pretending to be hard but shit it when challenged
by Badmansweetinit October 1, 2018

a trick that is done on a skateboard. and its pretty much amazing, it a combination of A 50- 50 grind one footed and a five-O grind wile in a cross pose(arms out)
the fucking dude kickflips on to the rail and wips out a pegleg jesus then 360 flips off wile being a fucking amazing skater.
by sexy toes jerry June 23, 2009

Caitlin and I tried peglegging the other day!
What’s peglegging?
It’s when you dress up like a pirate and get pegged by your girl with a parrot on her shoulder
What’s peglegging?
It’s when you dress up like a pirate and get pegged by your girl with a parrot on her shoulder
by Tyrannosaurus bex June 6, 2020
