Fail Occurred: 11/5/1998

In what would ultimately resemble bloodsport, Sticky Fingaz (of rap group Onyx) and Californian skateboarder Simon Woodstock squared off in the boxing ring for MTV's Skate & Music Fest. Outweighed by 30 pounds, Sticky ran from Simon like a scene from Godzilla. Jamie Foxx, commentator and Don King impersonator, said, "Ooh, Sticky, you gotta get out of there!" 50 Cent later immortalized the event on "How To Rob," spitting "Tell Sticky gimme the cash before I empty three/I'll beat your ass like that white boy on MTV."