gangsteryness Share definition Flag Adjective describing how gangster one is. (Can also be used as a noun; see second example.) Yo dawg, there's no way you could beat my gangsteryness. Mah homeslice has a lot of gangsteryness! gangsteryness by holyshitwtfisthat January 30, 2009 0 0 Get merch Get the gangsteryness mug. Buy Now — $32.95 See more merch