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British Cigar Challenge

On your anniversary you have your wife or significant other peg you and then have you smoke half a cigar using your ass. Then you take it out and finish smoking it with your mouth.
I completed the British Cigar Challenge over the weekend, we had a great time.
by duncan0802 October 7, 2022
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Gandalf Piss Challenge

when a group of grown men dress up like Lord Of The Rings wizard, Gandalf, and see who can piss the best.
by SassyBoyoooo July 12, 2020
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Choco Taco Challenge

When two or more people attempt to eat choco tacos while maintaining eye contact and a straight face. Whoever laughs first loses.
I won the choco taco challenge because Jim couldn't keep a straight face when I licked the ice cream out.
by queen_of_meme May 12, 2014
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Semen Cup Challenge

When you have until midnight to fill a cup with semen. If the cup is full prior to midnight, the challenger must drink the full glass. If the cup is not full by midnight, the filler must drink the glass.
Do you want to take the semen cup challenge this evening for your bachelor party?
by hazzmta June 9, 2018
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hot water challenge

The challenge is the opposite of the ice bucket challenge, rather than an ice-cold bucket it would a hot bucket then you throw the scorching water at your person of choice.
by cineamas June 14, 2020
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Reverse Colgate challenge

the act of inserting a flaccid penis into an anus.
I was so wasted that I couldn't even get it up. I had to settle for a reverse Colgate challenge.
by jefeefefefe February 17, 2010
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Urban Dictionary Challenge

A challenge where someone tries to create a new word or phrase that is witty and has not been defined on urban dictionary. The challenger succeeds by high approval by the public, obviously.
I've been thinking for days and so far anything I have made up is either already defined on Urban Dictionary or is unoriginal. Im gona lose this urban dictionary challenge....fuck!!!
by vybez21 February 21, 2011
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