Bootstrapping

When 2 girls lie on their stomachs while you insert one foot into each vagina and you pull on their hair while you attempt to walk with your feet still inside them.

Me and the ladies are going bootstrapping tonight! Oh boy!

by Billy Lurker September 20, 2017

bootstrap

When a male - after having sex with a woman - ejaculates on the sole of his shoe then slaps her in the face with it. Also known as a bootstrap bill

I gave Tina a bootstrap last night and it left a funny mark on her face.

by norris1234 August 2, 2007

Bootstrap

a big, fast, monster who beats people up

bootstrap devoured the city. Bootstrap then banged megan fox.

by Bootsy69 December 28, 2010

bootstrap

A small gun that you keep in your boot and use to commit armed robbery thus elevating your economic status in society.

Let's get this money foo, you got your bootstrap?

by Skatchface February 1, 2017

Bootstrap

A derogatory word for Italian douchebags. The term "Bootstrap" originates from the Italian peninsula's resemblance of a boot.

Those god damned Bootstraps won't stop talking about their meatballs.

by Your Local Memer December 19, 2017

Bootstrap

Diving technique that involves a front flip mimed as if you were flipping yourself by pulling yourself up by your bootstraps.

"EL: Bootstrapping? Is that a real thing?
RG: Oh definitely. Look it up on Urban Dictionary."

by FakeSteveJobs September 21, 2010

bootstrap bill

Cumming in a chick's shoe without her knowing it so that the next time she leaves she gets the jizz foot.

Man: Have you heard of bootstrap bill?Woman: What the hell is in my shoe?

by The Swin January 27, 2014