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50 yard challenge

Brought to you by the guy who brought the 500 chin up challenge and the 2 ton bench press challenge, the 50 yard challenge is the one where you mow 50 yards in one hour, or you mow one yard by the time the guy finishes a 50 yard dash, depending on what rules the guy makes.
Guy 1-Nobody can do that, mow 50 yards in one hour, no way.
Guy 2- There's just been one guy only to do it so far, the guy who invented the 50 yard challenge. He mowed 50 yards in one hour fair and square, without cheating, without taking steroids. He's a special guy, he's almost like a god to the other people who took the challenge, even the other guy doing the challenge who finished a couple weeks after this guy thinks he is.
by Solid Mantis January 20, 2020
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Challenge Pissing

NOT TO BE CONFUSED WITH THE BIG BILL HELL'S CHALLENGE PISSING.

A game where one or more people have to go to the bathroom to take a piss, and come back to their room in record time.
"Time me on this Challenge Pissing contest. See if I can beat that old hag Maury."
by Geestorn May 14, 2023
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Fat Cumshot Challenge

Type the words “Fat Cumshot” using ugly your Cumshot.
You: “Hey man have you done the fat Cumshot challenge?”

Friend: “No, what the hell is that?”
by PottassiumPotato May 18, 2021
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The Horse Challenge

A challenge in which *Male 1* inserts his penis inside *Male 2* anus and tries not to get caught by being behind of *Male 2* at all times while participating in the challenge. People might say it’s completely gay while others think it’s just a silly challenge and completely harmless fun.
In Breaking News, there’s a new challenge making the rounds on social media. It’s called The Horse Challenge and we’ve got Mark with us to explain more. Mark?
by Wwaattzz August 16, 2024
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The Keyhole Challenge

When two people having sex switch from one position to the next, without withdrawling the penis from any orifice.
She never really know what the true definition of victory until she had successfully completed the Keyhole Challenge
by Mae Rose January 30, 2017
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59 Second Challenge

When a sexual partner tries to make a man orgasm in under a minute
Man: Hey babe, wanna try the 59 second challenge?

Woman: Yes of course. Oral or vaginal?
Male: why not both?
by JakeEC August 21, 2025
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National challenge day

Bruce: yo you want to do a eating challenge

Kira : yeah after all is national challenge day
by Cindy King May 25, 2018
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