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!"

by whiteShadow00 June 14, 2009

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.

by Grindin’ Jo September 28, 2018

shoulderelf

When the head of a penis is gently set on an unsuspecting receivers shoulder from behind. Those who have perfected this move may choose to disguise the head of the penis with facial features to confuse the receiver into thinking it is a magical elf.

Before being "craiged" Genie was greeted by a shoulderelf wearing a German helmet.

by Kir Renhcsad December 13, 2008

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."

by bumarse October 17, 2009

shouldabedah

When something should have been something else.

Woke up with ugly guy shouldabedah a sober!!!

by Wongtongbetty May 17, 2009

shouldn't have said that

The split second after you've said something that you really shouldn't have said, specifically if it results in something bad.

Guy #1: You motherfucker!

Guy #2: What did you say?
Guy #1: Uh oh, shouldn't have said that.

by Mk9084 December 28, 2011

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."

by skyebrenna January 18, 2012