The action of lifting yourself out of poverty through sheer skill and force of will. It is about as plausible as the name suggests.
More billionaires exist now than ever before. If we all started bootstrapping, every American could become a billionaire!
by Sitbear April 9, 2021
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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
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(v.) to cause a system (usually a computer system) to build itself; to build something complex by giving a simple instruction. From the concept of "pulling yourself up by your own bootstraps."
That virus crashed (def. 6) my Solaris box (def. 8), so I had to bootstrap it from the CD.
by heikediguoren September 13, 2006
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(n.) An article of clothing which, when yanked upon, will yield a rising of socioeconomic status and an appreciation of one's accomplishments. Often worn with spats, top hat, and monocle.
"Why don't you go get a job, you bum? Why, after graduating from Harvard I pulled myself up by my own bootstraps and, by God, got to where I am today!"
by Jazzy McR February 19, 2007
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An establishment which one reluctantly visits after a long indecisive search for a pub/club/restaurant/cafe. Selected not for its superiority to previously considered establishments, but as a last resort.

The term bootstrap originated in the UK. When searching for a place to each lunch, many eventually choose to eat a Boots £3.29 meal deal because they have given up searching for alternative that can be agreed upon. A highly available outlet in conjunction with rising hunger levels eventuate in people being caught in a 'boots trap'. Unfulfilled and disappointed, one wishes they picked the cafe they had encountered half an hour ago.

Although its' use traditionally refers to establishments, its' use has often been used to refer to other last resort acquisitions that are subjectively less pleasing than previously rejected (and now unavailable) alternatives. (e.g. buying a car, hooking up at a bar/party).
a. We ended up in a right bootstrap last night.
b. Why? There are so many good bars around that part of town.
a. Yeah I know.. but we couldn't agree on one, and we had been walking around for ages.
by Yelnaaah January 12, 2015
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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 July 5, 2007
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a big, fast, monster who beats people up
bootstrap devoured the city. Bootstrap then banged megan fox.
by Bootsy69 December 29, 2011
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