The Cinnabussy Challenge

When one man does The Cinnamon Challenge and coughs the cinnamon into another man’s anus, then raw dogs the man with the cinnamon still inside of the man’s anus. After the man finishes, the “load” combined with the cinnamon resembles the glaze on a Cinnabon.

“A gay man was craving cinnamon, and sex, so he did The Cinnabussy Challenge”

by Yu Sho Me Dong July 8, 2023

The 21 Hookup Challenge

Women enjoying their sexual freedom, and challenging themselves to hookup and have sex with 21 different people in a week.

Didn't meet your target, dont feel bad, just try again, but remember you have to start from the beginning.

Have you tried The 21 Hookup Challenge, it's so hard.

by ExploreYourInnerDesires September 18, 2023

Matt Knowles challenge

To consume, in a single sitting, two 3 litre bottles of Frosty Jack white cider. Once completed the task is to successfully navigate your way back to a bed or other lodging without evacuating the contents of your stomach.

Steve R@lf: "Dude I tried the Matt Knowles challenge yesterday"
Everyone else: "Was your ordeal successful?"
Steve Ralf: "Sadly not, I barely managed one bottle before I simultaneously vomited and defecated myself"
Ross GR: "You fucking bender"

by HarryTipper May 27, 2011

Challenge Pissing

A contest in which the participants try to piss 6 feet straight up in the air without getting wet.

Any way you look at it, Tim, there is only one way to settle this: let's do some challenge pissing.

by the brocean March 17, 2011

Autism challenge

A challenge some idiots are doing on TikTok. It's ableist and very offensive towards autistic people.

Person 1: Did you hear about the autism challenge?
Person 2: Yeah, that thing on TikTok assholes are using to be rude.
Person 1: Yup.

by ethanbenno May 29, 2020

crate challenge

A challenge where you stack one milk crate and next to it 2 and then 3 up to 6 and then back down. Many people are getting hurt and falling off so

-Try at home

yoo he really ended up in the er doing the crate challenge

by Adrian100x August 24, 2021

Gentleman's Challenge

A competition in which multiple teams of 3 members each compete to see which team can consume a 30 pack of beer, 3 grams of marijuana and a sheet pizza first. This competition is so called because after about an hour after the competition has begun, all teams are so high, drunk and full of pizza that nobody cares about who wins and just end up enjoying each others' company. As gentlemen (and gentlewomen) do.

Philip: "I must say, William. The participants of this year's Gentleman's Challenge are really in the spirit of the competition."

William: "Indeed, sir. It appears no one has given a single fuck about winning since the third blunt was rolled."

by Man of Gentleness October 8, 2012