Edwin Challenge

A challenge started in Tampa,Fl where a person challenges another person to stare at an unattractive person for a minute without laughing so they will recieve a dollar.

The Edwin Challenge in action
Niko:Stare at Edwin for minute without laughing and I will give you a dollar.
Christian:Ok(looks at Edwin)
Christian:........Ha Ha
Edwin:Fuck You Bitch!

by TICKLEMEELMOE October 23, 2009

Wade Boggs Challenge

The beer equivalent of an Iron Man Triathlon (except far more impressive). An individual attempts the Wade Boggs Challenge by trying to drink 70 beers in a 24 hour period. As extra credit, one can attempt to consume an entire rotisserie chicken to boot.

Tommy, may he Rest In Peace, completed the Wade Boggs Challenge in 2007 and is thus entitled to a Viking funeral in which his body is burned on an adrift warship.

by Dr. Girthquake February 27, 2019

FOLLICALLY-CHALLENGED

bald; variant spelling and pronunciation of "follicularly challenged," only this spelling and pronunciation looks and sounds better.

The follically-challenged look on today's men is quite widespread, and aesthetically appealing to the fairer sex.

by weave August 22, 2003

Italian-American challenge

This is a challenge for all the Italians or Italian-looking people out there. Basically you have to score a threesome with an Italian girl (from Italy) and an American girl. The kicker is that you have to convince the American girl that you're Italian while convincing the Italian girl that you're American. Extra points if you get 'em both indabutt. The best strategy is to speak bad Italian and broken English and make sure the American girl doesn't know Italian and the Italian girl doesn't know much English. This is a tough one...any guy who pulls it off is generally awarded pimp of the year automatically.

Mac: "Hey Guido, I heard you were trying to pull off the Italian-American challenge last night. Did it work?"
Guido: "No."
Mac: "Ooooh, looks like you got denied on the pimp of the year award again."

by Nick D May 7, 2004

Penisly challenged

A person with a very small penis.

woa u saw sofia's lil bro when he was coming out of the shower? yeah man hes so Penisly challenged .....
GABRIEL

by Dillon Alexander December 11, 2008

Cowan Challenge

Students at Sewanee: The University of the South try to finish a 40 of malt liquor on your drive up the mountain, from the railroad tracks in Cowan to the gates of Sewanee.

I won twice playing the Cowan Challenge, because I'm a little buzzed now

by sewaneehmm April 23, 2007

linguistically challenged

Dumb as fuck when it comes to grammar and especially the direction of a question mark

Is my name chas¿ or am I just linguistically challenged?

by Maltido July 14, 2016