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 willy

a penis that has been deep-fried, covered in peri peri then frozen

you've got a chilly willy

by XxholivenomexX November 5, 2020

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 fill a condom up with ice-cream, not to be confused with a dirty-penguin, which is when the ice cream is consumed after use.

Oh my god my boyfriend game me a chilly-willy and i thought he was giving me signs!

by Saspsa April 9, 2022

Chilly Willy

One of those ice pops in the clear plastic sleeves.

Go get me some chilly willys

by R_013 April 21, 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 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