Skip to main content
Urban Dictionary Merch
Your favorite words on things you can wear, drink from, read, or give to a friend.
The Urban Dictionary Store sells gifts you’ll have to explain.

"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

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!"

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
More from Urban Dictionary

briefcake 

"Did you check out the briefcake in courtroom C?"
briefcake by Ben Frey April 6, 2006
Word of the Day on November 3, 2026
Brought to public attention by Bob Woodward and Carl Bernstein in the book on the fall of Richard Nixon, All The President’s Men, ratfucker was Nixon’s term for a political operative who sows chaos among opponents; an agent provocateur. It is thought to have originated among campus political rivalries at USC, and seems to have some usage in the US military.
Along with Nixon’s other ratfuckers, Roger Stone caused fights at otherwise peaceful Democratic Party protests to generate a false narrative that the Democrats were violent and dangerous.
Ratfucker by Ricky Ramjet November 2, 2017
Word of the Day on November 2, 2026

countrypolitan 

Term used to describe someone who is a mix of both rural (country) and urban (metropolitan) lifestyles/upbringings. He/she is typically equally comfortable in both settings and is able to seamlessly slip back and forth between the two, appreciating the characteristics of each.
That ol' gal of mine drives the 12 lane freeway during the week and a John Deere on the weekends. She likes opra and the Grand Ol' Opry. I love them countrypolitan women.
countrypolitan by MOChick November 7, 2006
Word of the Day on November 1, 2026

Witch Bath 

A bath consisting of a variety of slats, oils, soaps or any other added ingredients such as fruits, milks, herbs or any other spices for health or beautifying benifits.
She brought home alot of stuff and took it to the bathroom. She must be taking a witch bath.
Witch Bath by carnieboy30 October 26, 2020
Word of the Day on October 31, 2026

kinktober 

An excuse for people to write porn with different types of kinks throughout the month of October.

Smut Fanfiction
That chick doesn't write often but when she does, its for Kinktober.
kinktober by Kinkiest July 12, 2018
Word of the Day on October 30, 2026

proper lad 

a lad that is such a lad that he is a proper lad
person1:did you see bob
person2: ya he was a proper lad
Word of the Day on October 29, 2026
Load more