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Hybrid of should have/could have, shoulda/coulda, or should of/could of. Pronounced: skood-eh. Related to skwoulda.
I scoulda gone to college.
Scoulda by Ace B May 23, 2006
Urban Dictionary Merch

"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.
Unbelievably rotten drunk, originating from a group of girls from Athy, Co Kildare, Ireland.
I made a show of myself last night, I was scouldy drunk
Scouldy by arena June 30, 2010
Short for "should have".
You shoulda done it.
shoulda by Fangsta March 17, 2003

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

Shoulda Stayed Down, Chack! 

A phrase used when someone does something stupid, or something goes wrong.
Person 1 trips over.

Person 2: "Shoulda Stayed Down, Chack!"
More from Urban Dictionary
A group of people, typically women, searching through someone’s digital footprint in order to find more information about that person.
Susie wasn’t sure if her new Hinge match was a creep, so she assembled Galantir and they found out he used to post slurs on gaming forums.
Galantir by Ge-sus September 22, 2026
Word of the Day on September 23, 2026

murderhobo 

In a tabletop game, a murderhobo is a player who murders NPCs indiscriminately. This is normally derogatory, referring to a player who totally ignores quests, dialog, backstory, trade, world building etc.

The term is most common with Dungeons and Dragons, but it can be applied to most RPGs where the player is allowed to kill most quest-giving NPCs and NPC traders. E.g. Elder Scrolls, Fallout, Divinity original sin.
DM: The sad little orphan girl tugs at Steve's trenchcoat to get his attention, and ask for help saving her pet dog from...
Steve: I'd like to roll a strength check against strangling the orphan.
Dave: I call dibs on the dog.
DM: You murderhobos disgust me.
murderhobo by Loup&S September 9, 2021
Word of the Day on September 22, 2026
In sales terms, a whale is a prospect that is significantly larger than an organization’s average customer.

Whales are large and extremely difficult to close. Due to their immense size, they are highly sought-after.

A whale is typically identified at first by a whale hunter on the sales team, but often requires cross-discipline participation in order to close; this includes assistance from operations, engineering, creative, client success, and business development teams.
"Shit...the sales director chewed me out on the sales call this morning. He's totally pissed that I have nothing in my pipeline. I've been focused on this one whale for so long that I haven't had time to prospect for normal-sized deals."
Whale by FQ_GFY February 3, 2020
Word of the Day on September 21, 2026

Concrete cowboy 

A guy who thinks he's a country kinda guy, but in reality lives a comfortable city / suburban life.
Eugene: Look at that dude in the cowboy hat!
Todd: He's just a concrete cowboy.
Word of the Day on September 20, 2026
any hard liquor that is cheap & potent.. eg. relska, popov, potters, evan williams, kamchatka, fireball, rumpleminze, southern comfort, everclear
hey let's get a drink of that?

go ahead
*takes drink* ugh wtf is that?

everclear & bepsi
fucking hobo loko eeessshh
hobo loko by d i z k o 2 0 8 September 14, 2026
Word of the Day on September 19, 2026

God Shot 

A chance happening with profound meaning, an unexpected blessing, a "sign".
Dr. Drew on Celebrity Rehab said "All of a sudden what had been just another Hollywood proposal became for him an unexpected blessing, an opportunity for growth. In drug recovery language, that's called a "God shot."
God Shot by Imogen1564 February 25, 2011
Word of the Day on September 18, 2026
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