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1.
1) A girl that looses one of her shoes after a drunken night of debauchery and wakes up to do the walk of shame with only one shoe.

2) A girl that is such a dirty pirate hooker (see dirty pirate hooker) that you have to assume she has one peg-leg and therefore only requires one shoe.
One Shoe, I can't believe you took two guys to the bathroom of the bar, you must be a really big dirty pirate hooker, arr.
by W.A.M. August 26, 2007