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1.
Generic phrase meant to convey imminent and total failure of any undertaking or action.

Originally refers to a motor vehicle "rolling" upon taking a corner too fast or driving off the road.
1:
"Hey man, watch me hit on this chick. I'll get in her pants for sure."

"Wearing THAT shirt? You're gonna roll it."
by Bill Vincent April 13, 2008

Words related to gonna roll it

fail failure gonna roll lame sucks teh ghey