An interjection, a portmanteau of "whoa" and "oof" (or a vocalized exhalation), in response to something that's both surprising and awkward/embarrassing.
an expression used when something is not optimal; a mishap that could have been avoided; a complete miss or fail regarding to ones personal life events
Raising the front tire of a motorcycle off the ground, squids use this to determine the alpha male of a group of gixxer riders. The longer the whoolie is held the danker it is.
Dude did you see Greg's dank whoolie? He held it for like two seconds! Fucking sick!
A mysterious object of unknown origin, currently believed to be in the possession of Kanye West. Anyone who takes notice of said object will immediately attempt, vainly, to research its properties. It's an anti-memetic meme.
1: I swear I heard Kanyetalking about his whooky sack in MBDTF.
2: What? When?
1: Sorry!
2: What?