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Short for "should have".
You shoulda done it.
shoulda by Fangsta March 17, 2003
Urban Dictionary Merch
How stupid people spell "should've". Supposed short form for "should have".
I shoulda paid attention in school
shoulda by LokiBrot January 11, 2019

"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."

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!"

Shoulda Bag

Shoulda Bag refers to a top in homosexual intercourse. This comes from the semblance of the bottom participant wearing a shoulder bag. More specifically when the top has their arm wrapped around the bottoms shoulder like said style of bag.
Yeah, Tony was wearing Dean like a Shoulda Bag last night.
Shoulda Bag by Grindin’ Jo September 28, 2018

shoulda coulda woulda

Meaning that it is of no use to dwell on what should have (shoulda), could have (coulda) or would have (woulda) happened/been done.
Said as an attempt to shorten a discussion that focusses on the past, thus providing no solution to an actual problem.
"Man, if only I didn't cum straight in the air, I wouldnt have jizz on my mullet now."
"Shoulda coulda woulda. There are more important things than that. There is more to life than the jizz on your mullet. You're still young, someday you will wash your hair and the jizz will be gone, but your mullet will last forever."
shoulda coulda woulda by bumarse October 17, 2009

shoulda woulda coulda 

having an opportunity and not taking it, thus regretting it later; usually used when someone is saying to the person who missed the opportunity.
Tom," man, I should have bought that car!"
Jerry," shoulda woulda coulda, but didn't."
shoulda woulda coulda by skyebrenna January 18, 2012
More from Urban Dictionary

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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