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

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 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

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

One of those ice pops in the clear plastic sleeves.

Go get me some chilly willys

by R_013 April 21, 2022