Couple Nickname: None
Dated Between: 1998 - 1999

Why Dennis Rodman and Carmen Electra happened isn't something we have the answer to, but still, it did, and it was as weird as anyone would think. The two had a pretty classy Vegas wedding out of nowhere back in November 1998, and after some disapproving comments from his agent—he accused Carmen of getting him seriously drunk and taking advantage of him—in addition to a series of hilarious red carpet appearances, Carmen filed for divorce in April 1999.

Apparently, there are no hard feelings, though. Late last year, Dennis commented that Carmen was ranked in the top ten of the 2000+ women he'd slept with in his life, and said that her rumored hook-up, Simon Cowell, would have a "big grin on his face" with her.