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The Gamble Game

While in the middle of masturbating you realize you forgot to lock the door, initiating "The Gamble Game" where you continue masturbating with a 50/50 shot of someone walking in on you.
"Hey, Steve, did you hear about Adam?"
"No."
"He was playing The Gamble Game...and lost. He can't look his mom in the eyes anymore.
The Gamble Game by cruise23 June 21, 2010

The Gambler 

There is 4 girls in a pitch black room 3 are 18 and 1 is 15 you must blindly chose while there’s a police waiting outside
Last night I tried “the gambler” and the one I chose seemed a little to tight
The Gambler by Skimask99 May 26, 2023

the milk gamble 

When you get up in the morning for a bowl of cereal and there's almost no milk but there might be enough so you take the gamble. This can also happen with tea. If there's only a few drops left, you can take the milk gamble.
"Damn it we're almost empty. C'mon I don't want dry cereal." *poors milk* "Yes! Won the milk gamble again!"

The Dog Gambler 

A Dog who gambles. How Original. Your friends went to a local casino and sees a table full of dogs betting there fossils to win them all. It's a late night and the biggest better of them all was the dog. They were playing all sort of Gambling games but in dog rules just to keep it in balance with them all. Performing the Best dog who gambles and never lost to another dog even a cat for that sake, but that's just a rumor
Dog: Woof.
The Dog Translator: ALL YOUR BONES???
Dog: Woof (yessir)
The Person outside: That's the dog gambler!!! GUYS LOOK IT'S HIM THE DOG WHO GAMBLES MY LIFE SAVINGS 😭😭😭😭😭

The Red Eyed Gambler 

You rather mean Yumeko Jabami from kakegurui or Celestia Ludenberg from Danganronpa: Trigger Happy Havoc
person1: Omg, who was the red eyed gambler
person2: Yumeko Jabami
person3: Celestia Ludenberg

losing the gamble

An alternate description of the term shart. An unintentional emission of feces during intended flatulence.
I was taking a piss the other day and tried to fart. It sucked, dude--I totally lost the gamble!
losing the gamble by bscepter February 12, 2005