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Vaginal Roulette

The random process of selecting a female during sexual intercourse when there is more than one female present. The females tend to be of such an attractiveness level that it is difficult to pick one or the other.
Bro 1: Dude, I had threesome with hot girl 1 and 2!

Bro 2: No way! How did you pick who to start with?

Bro 1: I played vaginal roulette.
by Barber Joe August 21, 2012
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Restroom Roulette

This usually applies to women more than men. It's when you go into the bathroom that has a bunch of stalls and it smells like somebody took a big shit. You try to find a stall that the person did not take that huge shit. You go in, sit down and the toilet is warm. You just lost at restroom roulette.
I just lost at restroom roulette. I had to pee really bad and it smelled like shit in there. I sat on the toilet that was warm.
by Feisty M July 8, 2015
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Booty roulette

The game is played by jamming your dick in the general area of the vagina and bootyhole.
We played booty roulette last night and that heffa hurtin' today.
by Caholic Al January 8, 2017
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plumpkin roulette

Just like a plumpkin, but with the added element of surprise.
After sneaking into the ladies toilet, Adrian lay in wait with his soup and a sandwich for an afternoonn of plumpkin roulette
by Spontaneous Inflection March 30, 2017
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period roulette

When your period is due but you risk going out wearing fancy underwear. Like Russian roulette, but instead of being at the mercy of chance you are relying on your uterus.
Today was day 28 of my cycle but I played period roulette and wore my favourite pants.
by stickpeoplesex April 20, 2018
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Serbian Roulette

Similar to Russian Roulette except that first you roll a six sided die and whatever it lands on is how many bullets you put in the chamber.Landing a six is certain death.
John:Hey Paul wanna join us in a game of Serbian Roulette

Paul:Like hell I don’t wanna die

John:Pu$$y boi
by CreatorOfToast May 6, 2018
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Nut roulette

A single player game for a rainy day. One must nut between every commercial before the show resumes. Try to beat your own streaks.
Since I was snowed in on a Friday night I just played nut roulette all night long. 4 for 4 was my highest score.
Because there's nuttin else to do™
Single player game where you.. beat yourself™
by Freejodav January 25, 2019
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