Santa challenge

You only cum/nut once year

I think starting next year I'm gonna complete the Santa challenge

by Domino the dog January 1, 2021

The Alphabet Challenge

A challenge where you sleep with someone whos name starts with each letter of the alphabet.

(Alex, Ben, Charlie, David, etc)

Do you know any Xavier’s? I’m doing The Alphabet Challenge.

by Iamfuckingurmomrn February 29, 2024

Five Week Challenge

When a male tries to go five consecutive weeks without masturbating. Sexual activity with others is permitted during the challenge—only self performed actions are forbidden.

Ever since I started the Five Week Challenge, I spit game all the time. I can't help it—I'm so horny!

by theschrine August 9, 2012

dexteriterly challenged

derviving from the word dexterity, relating to the hands, dexteriterly challenged means to have limited hand use after an injury.

chloe is dexteriterly challenged since she busted up her hand last month, unlucky.

by Sybarition March 20, 2008

Mitsubishi Challenger

The kind of 4x4 that makes the ladies drop their panties.

Hey girl, look he drives a Mitsubishi Challenger. Bet he’s great in bed.

by aussiemozzie December 29, 2018

Jake Wimbush Challenge

The act of deepthroating an object that resembles Jake Wimbush's Dick

Look at that baseball bat, you should Jake Wimbush challenge it.

by JWlover67 November 17, 2025

Five Nights at Creamy’s [Challenge]

Where you kidnap your friends and put them in Freddy Fazbear’s pizzeria and the animatronics are actually sex toys and they continually give you Russian flash bangs, German gasmasks, etc, when it turn midnight till 6am. For five nights in a row.

Person 1: “Nah my friends made me do the Five Nights At Creamy’s Challenge.”
Person 2: “Damn what even is that.”
Person 1: “It’s just a bunch of sex toys and animatronics that give some flash bangs and such, I get kinky for those.”
Person 2: “that should’ve been me you know how I get around them animatronics😩”
Person 1: “It happens 12am - 6am”

by The old handles February 15, 2023