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Old Boot 

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!
Old Boot by Kushi-Kat March 13, 2012
Related Words

das boot 

A term used by online gamers requesting that the host of a multiplayer videogame (or server) "boot" another player from the game, usually due to poor sportsmanship.

Originally coined in 1998 by members of the AmeriClan Rainbow6 clan.
"Yo host, that jerk 'n00b69' is a TKer! Give him DAS BOOT!"
das boot by SinDonor dammit March 10, 2007

ugg boot 

sticking your foot up a partners butt during sex who has an extreme case of e.d. (explosive diarhea) and they hershey syrup all over your foot and the resulting image of your foot would be the ugg boot
this resembles an actual ugg boot.
ugg boot by kban000 December 4, 2006

snaggle boot

A snaggle boot is another word for a loose or trashed vagina
Fuck dude,your sister's snaggle boot has seen better days. It's fucking done.
snaggle boot by Random C April 3, 2009

dirty boot 

A dirty boot is a sex act of shitting in an old boot and using it as a pocket pussy for masturbation
doing a dirty boot is better than regular sex
dirty boot by unknown1artist October 17, 2019

Complain on one hand, take a dump in someone's boot on the other hand and see which is more interesting to talk about 

A twist on the saying ,"shit in in one hand and ask with the other and see which one gets filled 1st", targeted at complainers and whiners.
Whiney person: Everything sucks as usual.
Me: Complain on one hand, take a dump in someone's boot on the other hand and see which is more interesting to talk about.
Whiney person: That's the last time I complain to you about my life and also why are my boots in the bathroom?