Three Hole Challenge

The act of achieving sexual penetration of all three orifices of a woman within a 24 hours period, often for charity.

Hey Dave you gonna sponsor me for this year's Three Hole Challenge? All funds raised will be going to a good cause.

by Polidicks March 22, 2023

The President's Window Challenge

A male masturbating and ejaculating out of a window, preferably a second floor window.

"Me and Hunter was doin the president's window challenge when we realized that there was someone below the window".

by Mr. President's Gay May 8, 2016

The Chicken Bake Challenge

atleast 2 people eat their chicken bakes to the length of their weiner and then the person with the longest weiner fucks their chicken bake to finish and the person with the shortest weiner has to eat the longest weiner persons cum filled chicken bkae

Hey you guys wanna do the chicken bake challenge

by Merazmurry November 23, 2024

Walmart Challenge

The Walmart challenge requires you and a couple other friends (preferably 2) to go to walmart and pick food for one another. The catch is that the person you are picking for cannot know what item you have selected for them. Once you have each other’s foods, you blindfold each other 1 at a time and have them try the selected food, hoping that one of them throws up

Boy 1: bro I’m so bored what do you wanna do?
Boy 2 : bro let’s do the Walmart challenge
Boy 3: hell yeah!!

by ALLUHAKBAR47 November 10, 2018

brownies and coke challenge.

A challenge whereby the participants eat as many brownies as possible and down them with room temperature coca cola, all while sitting in a hot room. The one who successfully avoids soiling themselves before the end of the challenge is the victor.

"Brownies and coke challenge....I ate three pans of brownies and downed room temperature coca cola that is three months old in a room with the temp at 80, and my nickers are whiter than Sarah Palin. This brownies and coke challenge is nuthin."

by sillybritches April 30, 2014

Sus challenge

When you try to convince your friend to say sus commonly found on tiktok an example of the sus challenge is “say pegasus but replace the P with an M

Hey Andrew have you seen the Sus Challenge on tiktok

by Anonymous 264 May 29, 2021

technologically challenged

someone who doesn't know how to fix her computer and asks someone how to do it

paget brewster: hey do you know how to fix my computer
steve: sure just unplug it and then plug it back in
paget: okay thanks, by the way im technologically challenged, wanna go out

steve: sure

by technologygreatgranny May 23, 2020