double whammy Share definition Flag when 2 bad things happen. usually its something bad, then something worse to make things even more f'd up. bob -- DUDE I just got fired!! and I think I just got shot in the foot! tim -- double whammy! double whammy by ttttttttravis February 8, 2007 0 0 Get merch Get the double whammy mug. Buy Now — $32.95 See more merch