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when you are walking through semi-stable snow, usually at least two feet deep, and one foot keeps falling through the snow and the other leg remains stable. thus you appear to be walking on a peg leg and it's rather amusing.
my boyfriend kept laughing at me as I was peglegging through the snow, but then he slipped on the ice and fell...good times...
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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
Mate that guy is such a PegLeg Chris Man
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.
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When you and your girl want to try pegging, but you have a pirate fetish in the bedroom.
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