cheefer challenge

A challenge for only the strongest of stoners. Gather 4-6 people and buy the cheapest cart you can find, and pick a movie. Pass the brand new cart around the group and take turns taking blinkers. The goal is to empty the cart before the movie ends or before the entire group enters a weed coma.

Guy 1: Hey dude, you want to do a cheefer challenge this weekend? You can pick the movie.

Guy 2: No way dude, I got absolutely obliterated last time.

by Zelefant July 23, 2024

"About Schmidt" Challenge

The difficult undertaking of initiating masturbation at the start of the 2002 classic film, About Schmidt, with the intent to maintain arousal into the movie, with completion occurring at the infamous, Kathy Bates hot tube scene. Challengers must maintain arousal until completion, which must occur during that scene.

Mark: Jim? What's wrong??

Jim: Yeah, I just attempted the "About Schmidt" Challenge, and failed.

Mark: Bummer, I know how much this means to you. Well, how far did you get?

Jim: I was only able to get to the old lady's funeral, and then I released prematurely.

Mark: Now hey, that a new personal record for you. I've never even gotten past the "breakfast in the RV" scene. Baby steps!

Jim: Yeah mane, I guess we have a lot of work ahead of us!

Mark: Heros get remembered, but the Legends never die.

by Penis Alota August 6, 2024

The Horse Challenge

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

Challenger

The worst type of boyfriend..like ever. He basically tries to catch online daters

"Bro this guy called Challenger added me on discord"
"Decline it! He's gonna play with your heart"

by choielias March 19, 2023

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

Beer Bottle Challenge

Take a beer bottle of your choice, any size, extra large encouraged, and shove it up your keester and try to yank that puppy out.

Little Johnny tried to impress the crew with the good ol beer bottle challenge by pounding a mickeys in his bhole. Couldn't pull her out, ended up in the ER.

by Tung "Punch" Bungwhole March 22, 2023

One Taco Challenge

An act in which you consume an extremely spicy food, such as the one chip challenge, one chocolate bar challenge, the worlds current hottest pepper etc. then proceed oral on a female partner to see who can stand the heat the longest.

My girl wasn’t to pleased when I surprised her with the one taco challenge.

by Cyan_Blue January 20, 2023