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28 day challenge

the 28 day challenge is when a guy doesnt wank for 28 days. hell, i've askd all my guy friends n they're lyk, i cud neva stop wanking 4 more than 2 days!
"have u done the 28 day challenge?"
"no, i miss my cock too much"
by fucking_gorgeous_gal March 9, 2005
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fire challenge

Dude: "Bro, you wanna do the fire challenge?!"
Bro: "No way, dude. Saw that on YouTube. That shit is stupid."
by Scruffysama July 31, 2014
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Challenge wank

The act of masturbating to something sexually displeasing, usually over disgusting pornography or someone considerably unattractive. The challenge will be completed if one forces oneself to cum.
1:

"I did a challenge wank over 2 girls 1 cup last night"

2:

Billy: I challenge wanked to Olga's profile picture last night
Sam: No way, that's disgusting! Did you complete the challenge?

Billy: To my disgust, yes!
by shalabon January 6, 2015
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shotgun challenge

declared in a fight for shotgun (front seat of a car). when the car is in sight, passenger a yells, "shotgun!" reserving shotgun. in response, passenger b yells, "SHOTGUN CHALLENGE!" as soon as the second statement is declared, the two competitors must drop their pants to their ankles and run to the car as fast as they can. the first person to the car with their pants still around their ankles wins and gets to sit in shotgun.
*car comes into plain view*

passenger a: "shotgun!"
passenger b: "SHOTGUN CHALLENGE!"

*passenger a + b simutaneously drop pants and race towards car creating an amusing spectacle for all to see*
by pederson May 24, 2006
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milk challenge

you have one hour to drink a gallon of milk- the type of milk you drink is your choice e.g. whole milk, 2%, skim, chocolate milk..(however i would not recommend whole or vitamin d) if you puke you lose. there are several strategies for consuming the milk.. some people try to drink it all at once, others drink it like power hour to pace themselves.. the best way to take the milk challenge is with a bet involved. (its a great way to win sexual favors)
by ill izabeth April 22, 2006
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Trolley Challenge

A trip made to Asda/Walmart where good times happen, food is purchased and the trolly challenge takes place. Objective is to dump as many random items in your mates trolley on the way round without him noticing. The result: your mate finding boxs of lady products next to his roast chicken at the checkout and having to ask the checkout assistant to put them back for him.
Dave: Why the fuck is there a pube comb next to my apples?
Mike: trolley challenge mate, but personally i'd be more worried about the giraffe under your cereal....
by Shittastic Plastic February 9, 2006
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The Captain's Challenge

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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