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The "Special" Challenge

Try touching your fingers to your wrist and biting you neck at the same time.
Forest Gump got nothin' on that dude. He battles The "Special" Challenge everyday.
by Elegance February 15, 2010
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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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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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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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lumberjack challenge

Going 40 days during lent without masturbating.
Person 1: Aye what you gonna give up for lent?

Person 2: Im gonna do the lumberjack challenge.

Person 1: Wtf is that?

Person 2: I have to go the whole 40 days without jacking off.

Person 2: Damn best of luck to you.
by jigabojones March 19, 2014
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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.

Primadonna challenge

A drinking game where you listen to the song Primadonna by Marina and take a shot (usually of wine or a mixed drink) every time you hear "primadonna".
Bro I got fucked up last night playing the Primadonna challenge.
by ImFromAmerica July 20, 2019
mugGet the Primadonna challengemug.

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