Wooly Willy

The act of masturbating and then ejaculating on another's back.

That crazy bum just gave my little sister a Wooly Willy!

by Twice Nightly January 14, 2013

Wooly Willy

Like a tea bag, to stick your saggin balls on someones face while they are sleeping, but shave you balls while doing it, and arrange the pubes into the shape of a Moustache or Beard

Look, I Wooly Willy'd Ian, and now he has a beard.

by Addiary July 19, 2010

_.wooly.willy._

A cool person on tiktok and a certified zachelor and bo-ner

“My favorite person on tiktok is _.wooly.willy._

by whatsupgreg September 5, 2021

_.wooly.willy._

someone with beautiful feet, just absolutely incredible stompers.

person 1: wow! look at the tootsies on that one!!

person 2: holy mackerel!!! they're a real _.wooly.willy._!!!!

by kathykerflooey September 6, 2021