Google challenge

When you’re hitting it from the back you try to slyly slide a google eye over his/her butthole. If she notices, you fail.

Dude I railed this chick last night and completed the google challenge!

by Cactus balls July 19, 2021

Bryson Challenge

A bet made between friends about whether one person can poop their pants.

“Oh man, I did the Bryson challenge with Adam and I totally lost!”

by craigsanatomy November 12, 2019

Humphry Challenger

A munchkin/pygmy type creature often big-faced, around 2 1/2 feet tall, and adorned in a orange and black leprechaun-like outfit. The Challenger can jump in your window and challenge you to a brawl. Closely related to the Pygmy Scout.

Holy shit!Earl, did you see that Humphry Challenger eating my oatmeal out of the GD trough?

by Boz Scaggert November 9, 2008

November Challenge

The November Challenge is when a guy goes without jacking himself off for the entire month of November. Usually this challenge fails or the guy is lucky and gets some ass.

Damn! Colin totally lost the November Challenge!

by EdieC November 22, 2006

NyQuil Challenge

Drink 10floz(1 bottle) of Vicks NyQuil or 2 bottles for nightmare difficulty, and then quickly try to masterbate before you fall asleep. If you succeed you win!

I got about 20seconds into the NyQuil challenge on nightmare mode before losing, but I was already tired when I started.

by startrestart March 5, 2010

sundress challenge

A couples friendly version of summer trends such as „hot girl summer“ or „white boy summer“
The goal of the sundress challenge is to see how many places you and your S/O can have sex in a sundress, it can be the same sundress or many different sundresses and takes place between may-august.

hot girl summer but i’m boo‘d up so the game(sundress challenge) is „How Many Places Can I Fuck My Boyfriend In A Sundress“ it’s my favourite game you just pull that shit right to the side, it works perfectly.

by Iamgayerthenyourmom April 29, 2021

monroe challenge

A sacred event utilizing the monroe transfer technique in which two indiviudals stick tubes up their asses and try to overcome their adversaries shit pressure to push their shit up their opponents ass. Usually results in broken hearts and messy floors.

Dude 1: You're a bitch.
Dude 2: Screw that... lets monroe challenge!

by Nick "Sink it, Drink it" Fertig August 4, 2006