Shoulda Rolled

A response to something that happened that in no way could be avoided.

Police officer: The victim was hit by an oncoming car. It was going too fast for him to avoid it.

Police officer 2: ....shoulda rolled.

Or

"Today we will discuss the ways Freddy Murcury could have avoided HIV. Number 1..... shoulda rolled"

by Pandeer Glepstein July 10, 2018

been shoulda been

Should have already done so prior to already doing so.

He been shoulda been payin’ me my money!

by Ghetto Fabulous Kitten February 15, 2018

shoulda put something on the end of it

should’ve used a condom.

bob- “i had sex with kaz the other day, i think she might be pregnant”
kim- “shoulda put something on the end of it.”

by ghxstz February 13, 2023

They never shoulda gave you N**gas Money

When someone who is black comes upon money or is already rich and famous and does some stupid shit that reflects badly on every other black person. Originating from an episode of the Chappelle show.

Black friend: Dawg, I just bought a 21 foot long snake girl body pillow. It costed 1700 dollars.

Me: THEY NEVER SHOULDA GAVE YOU N**GAS MONEY!

by Im_Stalking_and_lurking August 6, 2023

Shoulda Had a Juul

A phenomenon which occurs when one becomes intensley cross-faded to the point of becoming sick. Symptoms include sweating, pale skin, and lead to vommiting. Occurs typically when an individual becomes mildly intoxicated, and then proceeds to unexpectedly smoke more weed than their body is typically accustomed to.

“Yo did you hear what happened to Timmy last night?”
“Ya bro, he got super crossed and threw up everywhere!”
“Damn dude, he Shoulda Had a Juul.”

by PatPat Patterson June 3, 2018

shoulda

How stupid people spell "should've". Supposed short form for "should have".

I shoulda paid attention in school

by LokiBrot January 11, 2019