The 20 Weirdest Celebrity Couples Ever
18. Madonna and Dennis Rodman
These two were an unlikely matchup in the 90s and they are on this list now almost entirely because of this picture. Okay, so they weren’t a couple that most people would expect, but this picture is impossible to look at without cringing. Dennis Rodman did write in his autobiography that Madonna wanted to have his babies. She may have dodged a bullet with that one.