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A challenge for when you put a shit ton of red pepper flakes on your pizza to torture yourself and/or impress your friends. Most common with fat asses.
It's the Challenge of the Night boys!
Drinking 4 tilts and a 250ml bottle of jack Daniels in under 2 hours without puking and stand the entire duration. If completed the challenger must pay 20$ covering double the price of the drinks.
At casa de win I did the 4 tilt challenge, that was a crazy night I blacked out hahaha.
The challenge of hooking up with someone in every class year you will encounter in college, aka a senior when you are a freshman through a freshman when you are a senior
I hooked up with a sophomore last night, I'm one closer to completing the seven year challenge.
When you go get head at a drive through carwash, and she has to make you cum before the car wash is over. If she does, you have to pay for her car to get washed.
I lost the last car wash challenge she sucked me dry while my the wash blew my car dry. Now I gotta pay for her car to get washed
Consider myself Lucky me
Anal sex by girlfriend for a consecutive 7 days with no vaginal intercourse
ME: Yo bud, your girlfriend is hot. Has she completed the 7 day challenge?
FRIEND: The 7 day challenge? What's that?
ME: Anal every day for 7 days with no vaginal penetration.
FRIEND: Nah bro, she's as plain as vanilla ice cream.
Hey look, it’s a midget!
I wonder what it’s like being vertically challenged
Very short; without much physical height
My brother is very vertically challenged.