by PottassiumPotato May 18, 2021

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

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

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
by bjork bjork April 15, 2013

The Vaseline challenge is a social media trend where people apply a layer of Vaseline on their face and leave it there for a certain amount of time, usually overnight. The purpose of the challenge is to moisturize and hydrate the skin, leaving it soft and smooth.
by babypiratesnapchat2 April 27, 2023

A challenge where one climbs onto their ceiling, and goes upside with a rope, and jerks off until they cum, and then they need to dodge every droplet of their own baby batter, and even one droplet means disqualification for that challenge
1: I think Rob was hitting the spider-man challenge last night, his ceiling was shaking and I felt it
2: did he succeed?
2: did he succeed?
by Ushyaaawas January 8, 2025

Wow, look a Gary failing to walk through that door, he must be a geometrically challenged individual
by Lord Schmuba April 1, 2024
