i'll whoop your head boy Share definition Flag 50 cent's way of saying he'll kick your ass. "I'll whoop your head boy, you know I will, I'll whoop your head boy, with the back of the steel." i'll whoop your head boy by Steve-Rob October 6, 2006 0 0 Get merch Get the i'll whoop your head boy mug. Buy Now — $32.95 See more merch