Fap Roulette 

A trend of posing conditions to a masturbation (fap) session. Such as what objects to use, what images/videos to use, how long, what hand, where to end, what to wear, etc. and these decided by the chance of random numbers (roulette) by any number generator, especially the number given to the comment/post in sites such as 4chan.

Damn it! My fap roulette says I have to wear girl panties. If I don't do it, I lose the thrill next time I use the fap roulette. If I do it, bad on it's own terms.

Fap Roulette by Virtualban November 18, 2013

Shadbase Roulette 

Browsing a random image on the unholy website that is known as Shadbase.com.

I gained a lot of fetishes I never knew I had playing Shadbase Roulette.

Me and Jimmy played Shadbase Roulette last night and became the best of friends.

Shadbase Roulette by Kekinator9000 February 21, 2018

Californian Roulette 

Waking up each morning, wondering if today's the day that the Big One will hit. Played by every resident of and visitor to California, whether they wish to or not.

Dude 1: Why don't you move to somewhere where your entire city won't be levelled by an earthquake?
Dude 2: Nah, I don't really feel alive unless I'm playing Californian Roulette.

Californian Roulette by Flakey December 8, 2012

Daven Roulette 

Daven Roulette is an activity where you randomly choose one of many instruments to anal one of your friends

Friend 1: Wanna play Daven Roulette?
Friend 2: What the fuck is that?
Friend 1: Just bend over and close your eyes
Friend 2: Ok?

Daven Roulette by OhGod_WhatTheHell_IsGoingOn December 27, 2019

Haribo Roulette 

5 lbs of Haribo Sugar-Free Gummy Bears, consumed by 4 people, in a house with only 3 toilets = 1 poor soul

Neighbor: I think someone needs to call the vet, it looks like your dog is really sick.
Rusty: Actually, me & 3 co-workers were challenged to a round of Haribo Roulette. Alex lost this round & had to kimchi squat in the back yard.

Haribo Roulette by Sheikh Mehboub April 2, 2015

Canadian-roulette 

A popular Canadian drinking game where you take 6 cans of Molson Canadian and shake one vigorously. You then mix them up and 6 people must select a can to drink. The person who gets the exploding can must chug their beer.

After completing the chug it is customary to exclaim "My name is Joe, and I am Canadian!"

"Yo I just picked up 6 cans of Canadian"
"Sweet, let's play some Canadian-roulette"

Canadian-roulette by farmfest April 23, 2013

Regatta Roulette 

The act of taking the gamble and getting shitfaced drunk the night before the Royal St. John's Regatta in St. John's, Newfoundland. Due to the precarious status of the holiday*, this is a risky venture. People may have to go to work with a hangover, or worse: still drunk.

*The Regatta is one of very few weather dependent holidays. If the winds are too high, the boat races are cancelled and there is no holiday. (it will be moved to the following day, weather permitting).

Why is Jane covered in excrement and wearing sunglasses at her desk?

She lost bad at Regatta Roulette.

Regatta Roulette by townie86 August 2, 2011