Chilly willy

When you have sex in snow you pull out and scoop some up with your penis on the way back into a woman's vagina

Last night I had sex outside in the snow and gave my girlfriend a chilly willy

by EvilArcher December 13, 2022

Chilly Willy

When her hands are extremely cold and she gives you a hand job.

"How was your date with stacy last night? "
good, girl gave me a chilly willy.

by burkeyturgers420 June 20, 2022

Chilly Willy

When an individual takes a bite of a popcicle, freeze pop, fudge pop, etc. And performs fellatio to another individual.

Did you see that? Steph just took a bite of that freeze pop and gave that dope ass dude a Chilly Willy with that dong in her mouth!

by O'Hizzy July 28, 2019

chilli willie

To have vigorous anal sex with a woman whilst she suffers from mass diarrhea, the woman proceeds to poop during the sex.the man then removed his member,and rubs it between her but cheecks.

She was just asking for the chilli willie eating all that Mexican food.

by James pyke August 19, 2017

Chilly Willy

A typical initiation in interior Alaska for new military members joining their a work team. The initiate is bought a shot of 100 proof rumpleminze along with a bottle cap full of the same accompanied with a straw. They then snort the bottle cap of rumplemimze and take the shot.

Welcome to hell literally froze over just like this Chilly Willy.

by Joby Roby November 4, 2021

Chilly Willy

When you put air duster upside down and blow it on your cock.

last night i did the chilly willy.

by TheOnlyTrueCoco October 31, 2020

Chilly willie

Chilly willie is the Person who eats the icy mike an icy Mike being a frozen piss filled rubber

Last night I. Asked her to do a chilly willie

by Bills rv service August 3, 2019