Country Dictionary

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!

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)

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"

To injest alcohol through the nose via snorting, in order to get the alochol into your system quicker. Often done out of the concave bottom of a shot glass.

That chilly willy was fun huh? wait...get up, why are you passed out?

The most iconic building on the Chicago skyline, the Chilly Willy stands at a towering 108 stories.
Was formerly known as the Sears Tower, but became dubbed the Chilly Willy after Sears sold the tower to the Willis Group, a British insurance brokerage, much to the dismay of the new owners.

Friend 1: Hey Dawg, want to go down to the Sears Tower Skydeck tonight?
Friend 2: Didn't you hear? Sears sold the tower, it's officially the Chilly Willy now.
Guy 1: Hey, how long is the line to the skydeck?
Willis Group Employee: Excuse me, I believe you meant to ask how long the line is to the WILLIS tower.
Guy 1: Hah, Chilly Willy
Willis Group Employee: Please don't call it that

When a man sits on the toilet and the tip of his penis rubs against the cold inside of bowl, or possibly even the water. This could also be known as a Tip Dip.

"Time to drop some plop" *sits down* "Oh no! I got a chilly willy! I hate that!"

Chilli Willies are chilllies that naturally grow into the shape of willies from the infamous Chilli Willy Plant.

You can grow Chilli Willies from seed.