Poopy diaper challenge

Someone’s who FUCKING awful at what they do.

holy shit, you’re SUCH a poopy diaper challenge. emilie and anna says

by daddydiaperchallenge September 26, 2025

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

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

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

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

seven year challenge

The challenge of hooking up with someone in every class year you will encounter in college, aka a senior when you are a freshman through a freshman when you are a senior

I hooked up with a sophomore last night, I'm one closer to completing the seven year challenge.

by bjork bjork April 15, 2013

Golden challenge

When sending a golden stream through your partners gap as they piss while sitting.

We both have to piss now, you sit and go, I'll shoot the gap for the golden challenge.

by Dicki007 May 18, 2015