Nut challenge

2 men boy a game where they can only be in underwear for minimal protection of genitals/nuts/balls/what’s on a boy’s body then both men grab the others genitals and on the count of 3 start to squeeze the others genitals fist one to give up has to do what the winter says for a week

1: That was a good nut challenge

2: my nuts are sore from the nut challenge

by Biggest brain December 11, 2022

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

Cumchute challenge

When a person who is skydiving has to ejaculate to completion before they can open their parachute.

“Dude should I do the cumchute challenge when I go skydiving today?”

by lil swervy June 28, 2019

full court cat challenge

one basketball court and 500 cats

two people lay down at each end

whoever gets more floats to come to them wins

oh shit i knew Elissa was gonna lose the full court cat challenge to jay

by judgeshredd July 23, 2022

greenistically challenged

A disability that causes a person to misuse the color green in every way, mostly seen with hair or clothes.

Spectator 1: Dude, look at that lady over there.

Spectator 2: Geez, she's green all over! Are her lips green too?!

Spectator 1: She is so greenistically challenged.

by Brianna_Ashlee September 7, 2009

Secret Cheerio Challenge

When you put a cheerio in random places, around him, around school, around the town, or even on a person without that person noticing.
If you do this, take a picture and post it on instagram or twitter with #secretcheeriochallenge

I decided to do the secret cheerio challenge! I put a cheerio on my friends head without her noticing #secretcheeriochallenge

by TOTofficial April 20, 2017