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.
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.
by Père Temps May 8, 2013
 Get the shoulda coulda oiledmug.
Get the shoulda coulda oiledmug. When somebody makes a stupid decision that they thought was right, but wasn’t their sarcastic friend tells them ‘shoulda bought a honda’ as something to say when they made the wrong decision
Man: I just bought this new car, but on the second day I had it, it broke down. Maybe I should have just listened to you!
Friend: I know! Shoulda bought a Honda! That’s whatcha get!
Man: Nah Honda’s aren’t my type of car— maybe a Chevy Impala would work out this time!
Friend: I know! Shoulda bought a Honda! That’s whatcha get!
Man: Nah Honda’s aren’t my type of car— maybe a Chevy Impala would work out this time!
by SlangKing3200 November 30, 2017
 Get the shoulda bought a hondamug.
Get the shoulda bought a hondamug. Me: *wins game of blackjack and doesn't double down*
Literally everyone in the room: "Shoulda doubled down, pussy"
Literally everyone in the room: "Shoulda doubled down, pussy"
by instant_taco_machine May 17, 2020
 Get the Shoulda Doubled Downmug.
Get the Shoulda Doubled Downmug. Jorelle: Damn nigga you got pimp's shoulda's. 
Jamal: That's how we roll in the clean norf nigga. Let's go score some crack!
Jorelle: Mos def nigga i haven't smoked dem rocks in two days! Nigga!
Jamal: That's how we roll in the clean norf nigga. Let's go score some crack!
Jorelle: Mos def nigga i haven't smoked dem rocks in two days! Nigga!
by Mack Pervert April 4, 2004
 Get the Pimp's Shouldamug.
Get the Pimp's Shouldamug. by whiteShadow00 June 14, 2009
 Get the Shoulda Stayed Down, Chack!mug.
Get the Shoulda Stayed Down, Chack!mug. Shoulda-S
Had'an-H
Iced-I
Tea-T
Had'an-H
Iced-I
Tea-T
by Truedog February 22, 2011
 Get the Shoulda had'an iced teamug.
Get the Shoulda had'an iced teamug. Similar in meaning to “Boy, am I a dumb ass,” this advanced application of “fuck me running” is to be used in situations which were originally a surprise, but now have recurred over and over again, and the fuckee (that's you) has still not had the sense to leave.
As in: “I still have a joint checking account with my girlfriend. Well, fuck me stupid, shoulda been running."
by rowafe August 25, 2009
 Get the fuck me stupid, shoulda been running.mug.
Get the fuck me stupid, shoulda been running.mug.