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To be kicked when you're already down. (Usually not in the literal sense).
Tom: I cannot believe my girlfriend just broke up with me! After 3 years!

Mike: Uh...Tom?

Tom: Yeah? What is it, Mike?

Mike: Is that your car outside? The Red Suburban...The one that is being towed?

Tom: Ahhhh Christ! First my girlfriend breaks up with me and now this fuckin' Jabronee has to come along and give me The boot!?! Great! Just God damned perfect!
The Boot by zachary_MIDWEST November 5, 2009
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Booty boot 

A booty boot is when you take a boot and shove it up your booty
My friend said I’m going to go take a booty boot.
Booty boot by Fishnuggets66 December 9, 2020
Related Words

Fishy Boot 

It's what tough, chewy, unsavory seafood can taste like sometimes..............even at the most upscale restaurants.
Ugh! I paid $45 bucks for this surf and turf and it STILL tastes like a fishy boot. No tip tonight!!!!
Fishy Boot by carlipet September 23, 2009

Chew Boot 

A girl whose face is so ugly that it reminds you of a boot that a dog has chewed on ALL DAY LONG!
"That girl over there is a real Chew Boot. Her face is so nasty I want to vomit."
Chew Boot by The_Ocean January 16, 2010

Das Boot Pong 

Playing beer pong with das boot's. The same rules as beer pong applies except instead of 6 cups placed on each side, 6 das boots are used. When a shot is made, the boot must be chugged. Do not attempt unless you are a professional drinker or can hold extreme amounts of alcohol.
My boy Shane kicked my ass in das boot pong.

quaker boot 

when a chick is giving you head, you quietly slip on your quaker boot. then you ejaculate on her face and kick her in the head with your boot while standing and yelling out 'QUAKER BOOT!'
me: 'oh baby, that feels so good! I'm about cum!' 'QUAKER BOOT!'

female: 'WHAT THE FUCK?!"
quaker boot by horatiokilgore August 17, 2012

fruit by the boot

That Guy Drank My Beer So I Gave Him Fruit By The Boot. Now He Won't Be Contaminating The World!
fruit by the boot by Deeeeewayne January 18, 2012