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"Shoulda Rolled" guy 

A person that gives unwanted and unsolicited advice while he watches others play a game he is highly proficient at.

Coined by Egoraptor of Game Grumps when playing Super Smash Bros, warning his viewers that he was only playing for fun, and that savvy players should avoid microscopic critique of his play in the comments section. It happened anyway.
Player 1: (Makes a common mistake)
"Shoulda Rolled" Guy: "You should've rolled."
Player 1: "Shut the fuck up and let me play."

Egoraptor: "He had this whole essay of advice and even offered to train me."
JonTron: "Wait, seriously!?"
Egoraptor: "Ugh, I just KNEW there was gonna be one of those people, a fucking 'Shoulda Rolled' guy."

woulda coulda shoulda 

Meaning: would have, could have, should have
A reply you give to a whinging person who is expressing regret for not having taken a particular course of action when the opportunity originally presented itself. They've suffered the consequences and they are possibly fishing for sympathy or simply beating themselves up about it.

It essentially means, "Too late for regrets, you can't change the past, get on with your life, learn from the experience, make better choices in future, stop doing a post mortem on your life."
Brian: If only I'd listened to my folks and hadn't dropped out of school, I could've been someone by now.
Cecil: Woulda coulda shoulda, Brian.
Short for "should have".
You shoulda done it.
shoulda by Fangsta March 17, 2003

you shouldn't have done that

A popular sentence of one creepypasta.If you hear this sentence you should know you're already dead, "you can't run,beacuse i will sneak up on you and capture you."" So you better watch your back."
Ben Drowned:You shouldn't have done that
1 victim:Dead

shouldn't've 

Contraction of 'should not have'.
Knowing the consequences, you shouldn't've done that.
shouldn't've by Charles Piehl May 13, 2005

burnt shoulda learnt 

when a person has gotten burned so many times they should have already seen it comin'.
Your girlfriend cheated on you but you take her back and then she does it again and you get mad about it. So she tells you, you got "burnt shoulda learnt".
burnt shoulda learnt by G Gonz August 5, 2007
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The phenomenon where adults salivate at children's toys
Every time I walk into the toy aisle, I catch myself kidulting over the latest action figures and LEGO sets!
kidulting by Emotional Cruiser October 12, 2025
Word of the Day on October 4, 2026
British slang for a scientist or technical expert, esp . when the speaker is not certain of the expert’s specific field of study. Not necessarily derogatory, but typically used by persons without a technical background. In the US, the equivalent would be “egghead”, “squint”, or “geek.”

Origin of the word is unknown. Started sometime in World War 2. Given the typical evolution of British slang, could easily have started because what these experts did was confusing or “baffling” to the common person.
According to the boffins downstairs, the murderer used a serrated blade.
Boffin by Agnon February 11, 2023
Word of the Day on October 3, 2026

Pee Calculus

When you have to pee in a movie but don’t want to miss anything, and must do the following mental equation: will the amount I have to pee cause enough discomfort to diminish my attention capacity for the remainder of the movie to an extent which is greater than the amount of the movie I would miss by making a mad dash to the restroom.
I saw Satantango last night, wonderful film but by the 5th hour I had to start doing pee calculus.
Pee Calculus by anorlondo October 1, 2026
Word of the Day on October 2, 2026
Literally "dirty" pronounced with a West Indian accent. Can also have a positive connotation, for example Sean Paul's album title "Dutty Rock".
"The girl is pretty but she corrupt and dutty!"

or, in a positive usage:

"Booya! That freestyle was dutty!"
Dutty by J Hall April 3, 2003
Word of the Day on October 1, 2026
korean word for madam, older woman
Ajumma wait a moment
Ajumma by aintnotinbutnice July 5, 2009
Word of the Day on September 30, 2026

Slop Grenade

When someone uses AI to generate a large document, slide deck, or piece of code/software and tosses it over the fence for you to deal with.
Chad: Hey Brent I sent you the new backend API change to review, it’s only 100 files changed.

Brent: he just tossed me a slop grenade
Slop Grenade by Joe Squid September 28, 2026
Word of the Day on September 29, 2026
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