Chilly Willy 

A game played by men where you put your willy on a chilly block of ice and the last man with his dick on the ice is declared victorious

Yo nibba wanna go play some of dat chilly willy my boi Johnson got a real cold one this time

Chilly Willy by Generalbutboi69 June 6, 2018

chilly willy 

slang for small cock
Based on how cold shrinks the penis

Guy strips; girl takes one look and says, "I'm outta here, I didn't eat a roofy just to get it on with some chilly willy!

chilly willy by cyberpope67,BC,Canada June 19, 2009

chilly willy 

To have a bud-burnin-buddie, stick the blunt backwards in his mouth, and blow out. When the smoke comes out of the blunt you sniff it up.

"will somebody give me a chilly willy?"
(WARNING: chilly willies are not for ametuer bud smokers. try at own risk)

chilly willy by Jake S. May 13, 2005

chilly willy 

either dipping your penis in a cold glass of water or putting it in a snow bank, then sticking it in someone's ear

"My roomate wouldn't stop snoring, so i gave him a chilly willy"

chilly willy by Travis Gerving April 3, 2008

Chilly Willy 

When a partner does not know what a blow job is, so they literally blow on your penis, hence making your penis "chilly"

"man Mildred had no clue how to give head, so she gave me a chilly willy"

Chilly Willy by Analtickler September 5, 2016

Chilly Willy 

The single greatest feeling of pure adrenaline, induced through the snorting of vodka up one's nostrils. May get you intoxicated quicker and with greater effect.

Friend: Bro have you ever done a chilly willy?
You: No, what's that?
Friend: *proceeds to snort vodka and go batshit crazy*

Chilly Willy by Chillawilly July 14, 2019

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!

Chilly Willy by O'Hizzy July 28, 2019