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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.
Woolsey by harryalberti928 January 27, 2009
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!

Anneliese Woolsey

The person who sucks at keeping friends
She is such an Anneliese Woolsey. Her friendships never last

Type 3 Woolsey Pattern Baldness 

A rare form of balding which starts from the center of the skull and works outwards.
Damn that guy has Type 3 Woolsey Pattern Baldness. Rest in peace young nigga, there's a heaven for a G.
Someone who is so amazing that you never wanna stop talking to them
Damn, that girl is so woosley. I love her
Woosley by Ben Herre Dover November 30, 2010

Woolley Afro

The beaner whos hair is in large afro form and on closer inspection it looks like wool
Hey CHRIS your woolley afros raging go get that shit turned into a sweater.