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Hotbox Challenge

The act of mailing yourself after taking a laxative.
The Mailman Quit his job after seeing a victim of the Hotbox Challenge in the back of his van.
by kyle-) June 16, 2022
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Virginally Challenged

A politically correct way to say someone isn't a virgin.

Once used in a skit by the comedy group Royal Canadian Air Farce.
1. Last night, Joe became virginally challenged.

2. There isn't any physical sign indicating whether a guy is virginally challenged.
by bobbuttons February 24, 2013
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The Oreck Challenge

When a man ejaculates inside of somebody's anus as deep as possible and uses his mouth to suck the spunk back out and swallow it.
Steve totally nailed that chick from TGI Friday's the other night and took the Oreck Challenge to top it off!
by IMightBeWrong August 2, 2010
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Prenci Challenge

A challenge where the challenger doesn't socialize nor interacts with humanity, the rules are very simple: don't look and don't talk to people, the longer you stay isolated from humanity, the sooner you'll break your personal record.
Alfred: "Did you see Paul perchance?"
Bill: "No, he must be doing the Prenci Challenge!"
by Sbuntone May 24, 2022
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Wikipedia Challenge

A game in which two people are on a specific Wikipedia page, and see who can get to another chosen Wikipedia page using only hyperlinks found in the articles in between. The one who gets to the designated page first wins.
Person 1: Gary and Jim were playing the Wikipedia Challenge in history class today. I've never seen anyone click hyperlinks so fast!
Person 2: I know, man! He got from potato to Hitler in 5 clicks!
by xX_me_Xx May 16, 2016
mugGet the Wikipedia Challengemug.

The Gauntlet Challenge

The gauntlet challenge is a disturbing challenge where a person watches a series of said ‘worst and more puke inducing videos on the internet’. It can scale from a baby getting run over to animals getting skinned alive. There’s a total of 20 levels with 5 difficulties, beginner, easy, medium, hard, and insane. Many people cannot even get past level 5 and the people who beat it have quote on quote, ‘seen it all’. Simply don’t do this challenge if you don’t wanna get scarred for life and have nightmares-
“Hey guess what I finished the gauntlet challenge mother!”
“Your a fucking disappointment of a child.”
by Bread Cummington the first August 20, 2022
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Skittles Challenge

The Skittles challenge is an annual event that originated in the Rotherwas area of Hereford, UK, whereby males see how many skittles they can conceal inside their foreskin.

The origins of the skittles challenge are well documented inside Hereford Cathedral. Records of the first event, held a year after the confection became available to the people of Hereford in 1974, are kept inside of a crypt next to the equally as famous 'Mappa Mundi'.

For each attempt there needs to be an independent adjudicator present to count and confirm the amount of skittles that have been concealed. A sexual partner is preferable, as after the event they are rewarded with a taste sensation upon taking the member into their mouth.

Due to an unsavoury act of the 2010 event, there is now a rule in place that states all entries must be accompanied with video evidence of the event in full.
Sam: Hey Seb, how are you getting on with your preparations for this years Skittles Challenge?

Seb: Very well, I posted a personal best of 33 last Tuesday.

Sam: Impressive!

Seb: Afterwards, as Fi-Fi was fellating me, I remarked, 'ahhh..... taste the rainbow'

Sam : Haha, that's a well good quip!
by Drew.Peacock September 6, 2019
mugGet the Skittles Challengemug.

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