a vagina belonging to a very nasty looking woman.
(it most likely smells like an old boot)
-I can't believe you hooked up with that chick...
-yeah i regret it, she smelt like an old boot.

-(see's fat girl jogging)
-check out that sweaty old boot!
ayon kay Cecil says ika-06 ng Agosto, 2011
An affectionate form of address, usually said by a man to another man, indicating your level of comfort with that person is equal to that of an old, well broken-in boot (as opposed to a cramped, new shoe.)
Thanks for letting me borrow your car, and loaning me gas money.

No worries, old boot, we go way back!
ayon kay Kushi-Kat ika-06 ng Pebrero, 2012

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