Odd Couple Exes! The 10 Most Mismatched Celebrity Romances Of All Times

By RadarOnline.com Staff

Even celebrities have a few skeletons in their closets when it comes to their love lives!

From the sexiest singers and Academy Awards wining actresses to blockbuster hunks and teen heartthrobs, it’s hard to believe that these Hollywood stars were ever an item. From the 1980s until the present day, RadarOnline.com has photos of ten of the most mismatched celebrity couples of all times.

Minka Kelly has romanced everyone from John Mayer and Derek Jeter to Wilmer Valderrama and Chris Evans, but who knew that she was into Scrubs? Before he met Jessica Simpson’s best friend/assistant, Donald Faison romanced the Friday Night Lights fox in 2004.

Tom Hanks could have called Busy Phillips his daughter-in-law! While a student at Loyola Marymount University, the Cougar Town actress dated her classmate Colin, the Academy Award winning actor’s thespian son.

Halle Berry dated a boy-bander? Before she became an Oscar-winning actress, the former beauty queen was a New Kids on the Block groupie, dating Danny Wood in 1989.

And talk about a long roster of famous females exes! Before Alanis Morissette, Scarlett Johansson and Blake Lively, Ryan Reynolds was in a relationship with 3rd Rock from the Sun star Kristen Johnston for a year.

Which other celebrity odd couples made RadarOnline.com’s list? Find out by clicking here.