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

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

brown round racing

Brown round racing is played with a friend or two. The players playing the game shove diecast cars up their butt then see who can forcefully shoot them out of their butts. The player who either shoots his diecast car out the farthest or fastest is the winner.

Hey Tommy i just bought some diecast cars want to get the guys over for some brown round racing

by Darkridder November 9, 2017

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

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

Odessa Roundabout

When nailing a chick in the ass in Odessa MO and she spins around and starts cleaning your dick with her mouth.

Male 1:you know how dirty Andrea is?
Male 2:no man, how dirty?
Male 1:I didn’t even ask her and she did an Odessa Roundabout with me last night.
Male 2: that’s awesome man, gotta love dirty girls.

by Meeee’s March 11, 2019

generous rounder

Someone who rounds up their dick size just for convenience. He would have a 3 inch but then round up to 4 and is basically 5 and 5 is basically 10. So he ends up with a 10 inch cock.

Kit: Josh how big is your willy
Josh: 7 inches
Everyone: Cap! He's such a generous rounder

by Dark Chocolat November 3, 2020