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

Pull Yourself Up By Your Bootstraps

As someone who's come from an upper middle class family, got rich in early 30's, lost all money over women and got poor in mid 30's, got rich again briefly afterwards, got very poor again afterwards living in a shelter, and then finally got rich yet again... I can attest that every time I got back up, I pulled myself up by my bootstraps. It was a very effective technique. I recommend it!

Joe: Mom, they fired me from the job! Said I can't code for shit!
Mom: Just pull yourself up by your bootstraps son! Life is tough, but you gotta be tougher and beat it!

by OffBeatDrummer April 08, 2020

Bootstrap Paradox

It's when Peter has 2 skins and Rodney has 0

I was having such a good night with Rodney and Peter until a Bootstrap Paradox

by NotPeter69 February 18, 2024

Bootstrapping

To plus one your own self to an event, usually resulting in social exile.

Derived from the saying: 'Pull yourself up by your bootstraps,' as it involves paradoxically gaining entrance to a party through means possible only if oneself is already invited.

Ricky got kicked out after he tried bootstrapping his way into the party.

by NineHill June 18, 2018

Bootstrapped

A person smokes so much weed they become one with the couch like bootstrap bill turner from pirates of Caribbean becomes one with the black pearl

*tommy rips a huge bong and sits back*

(Two minutes no speaking”

“Yo that boy tommy is bootstrapped

by Steezeboys January 23, 2021