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The Captain's Challenge

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A meal consisting of a bowl of Captain Crunch cereal, but rather than with milk, with Captain Morgan Rum.
When Darren tried a bowl of The Captain's Challenge for the first time, he nearly lost his lunch. After a few shots of vodka, however, he ate the meal with gusto.
by Cgrave August 7, 2006
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To successfully complete 37 masturbation sessions within 24 hours, usually initiated under the influence of at least one substance
Guy 1: I hereby set you Rory's Challenge.
Guy 2: Dude, that's really hard!
Guy 1: That's the point.
by the god of stuff December 11, 2011
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chip's challenge

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WHY THE HECK ISN'T THERE ALREADY A DEFINITION FOR THIS!?!

CC is a fantastic computer game, created in 1989 (the year I was born) and I started playing in 1995 with my first computer which came with BOWEP. Anyway, me and my ol' man would spend time at the computer, solving the puzzles, spending quality father-son time together. That's why I turned out clever yet nerdy.
Aaaaanyway... CC is a puzzle solving game. You must collect all the chips in each level, to advance to the next. All the while there are monsters and obstacles blocking your path to the next level, which you must cleverly seek your way past. All in all there are around 140 levels of mayhem and madness!!!
"Hey son, let's play some Chip's Challenge!"
"Sure thing, dad!"

<10 years later>

"My God, I'm such a freaking nerd!!!"
by T.J.(cc) November 6, 2005
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A trial that consists of someone trying to eat ten Arby's roast beef sandwiches, usually within an alloted time limit. The contest is most regularly held in conjunction with the "Five for Five Round-up". Also known as "The Roast Beef Challenge".
Max made it to nine at the last Arby's Challenge. Then he vomited at the front of that law firm.
by Nicolast September 6, 2006
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Gentleman's Challenge

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The act of masturbating in a public restroom, ejaculating into your hand, emerging from the stall, and slapping the nearest person across the face with your jizz hand, declaring "I challenge you to a duel!"
In the name of chivalry, I extended a Gentleman's Challenge towards my urinating opponent.
by Tim "Purple" Hayes January 14, 2007
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The Tennent's Challenge

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The challenge consists of having to drink four cans of Super Tennent's Lager in 4 minutes or under.

A right of passage for the young and practiced mainly with the under class.

The best way to get wrecked for under £6 - an opinion held by many!
mate, i've got a ten sheet, couple quid in my penny box time for The Tennent's Challenge?
by DforR March 27, 2013
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A challenge to make sure that people will do good. Was named after the first person to die in the Columbine shootings back in '99. Her actions were very kind and warm hearted, but that's not the real point of the challenge. It is really charging towns $25,000 or more to fail at making good people. We all know that you don't change and that we cannot be changed for any reason.
Person 1: Hey ___, you hear that the Rachel's Challenge thing is coming to our school?

Person 2: That was a waste of money our football team could've used instead.
*Tard walks by the two*
Person 2: Duh, hur, dar, I'm a tard
Person 1: *Socks Person 2 in the face* Dude, this is why we need it, because of assholes like you.
by Mikau02 November 2, 2019
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