Top definition
A woolsy is a type of person
that:
never lets you down
stands up for whats right
best friend
and like the funniest cracker in the world
Woolsey: Dude, your dog looks like a bear
Kyle: Dude, MY DOG DOES LOOK LIKE A BEAR!
by Kyle69 January 24, 2007
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2
To be forced to consume semen that's been ejaculated into a condom.
I made my girlfriend do a Woolsey last night! It was badass.
by harryalberti928 January 27, 2009
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3
As a maiden name, woolsey means a person who is faithful, honest, and beautiful. Although they might be bad at math, an individual with Woolsey as a maiden name will stick to you like stink on shit.
I married a Woolsey. Shes pretty as hell, but wont give me enough space to take a shit by myself!
by Samsthemanmynigga May 01, 2019
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