Year: 1999

If you wanted to be crowned king and queen of MTV Spring Break in 1999, you had to pass the Volkswagen Bug clothing switcheroo challenge (note: not official name). A couple enters the tiny car in their beach duds, strips naked, exchanges outfits, and emerges all cross-dressy. It wouldn't be MTV Spring Break if we didn't get to see a guy with a six-pack wearing his girlfriend's bikini.