Thugly Share definition Flag When someone tries to look gangster but just end up looking ugly/dumb. Ugh, did you see Max with his pants down around his ankles? He can't pull that off, he just looks thugly. Thugly by InsaneCatPosse May 7, 2015 0 0 Get merch Get the Thugly mug. Buy Now — $32.95 See more merch