coulda

Short for "could have".

You coulda made it.

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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.

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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."

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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."

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Shoulda Coulda Woulda

Dismissing a something you could've done, instead of dwelling on it

"If I did _____, I would've gotten it."
"Eh, shoulda coulda woulda"

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coulda had a v8

stupid line from the V8 vegetable juice commercial or what a V8 guy says to a tuner kid or some dick who gets a V6 in a Ford Mustang, Dodge Charger or a Chrysler 300C

"Dude, I just got a new Mustang"
"Which one"
"The one wit the V6 in it, isn't that awesome man!?"
"Dude........ ya coulda had a V8...."

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shoulda coulda oiled

An expression used in situations where one could have avoided a poor, destructive, or unpleasant decision by smoking hash oil instead. Kind of like the V8 commercials, except replace V8 with oil.

Guy 1: I got drunk and totaled my car last night. I feel like such an idiot.
Guy 2: Shoulda coulda oiled.

Guy 1: Man, yesterday sucked. I had to meet Jenny's parents and they totally hated me.
Guy 2: Shoulda coulda oiled.

Guy 1: I can't believe Bob overdosed on heroin. He had his whole life ahead of him.
Guy 2: Shoulda coulda oiled.

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