CLA$$Y Share definition Flag The sarcastic version of "classy." used to describe people who do what they want and love dollar signs. Bro 1: Omfg she uploaded a picture of her crotch... Bro 2: dude, she's just keeping it CLA$$Y. CLA$$Y by Behbear April 24, 2011 0 0 Get merch Get the CLA$$Y mug. Buy Now — $32.95 See more merch