Video Evidence: Vanilla Ice, 1999
Sure, it seemed like a good idea at first. MTV got some of your favorite comedians, including Jon Stewart and Janeane Garofalo, together to host 25 Lame, a special program conceived to retire the 25 worst videos in the channel's history.
The hosts didn't count on the pent-up rage bottled inside of some of the artists. Vanilla Ice, also known as Rob Van Winkle, not only destroyed his video with a baseball bat, but also took down the whole set.