11. Cameron Diaz and Matt Dillon
Before Cameron found love with Benji Madden later on, her romance with Matt Dillon was unforgettable. According to Matt, Cameron was his muse and the first “deep emotional relationship” he had been in at the time. They weren’t about drama or the limelight and kept their connection pretty low-key.

12. Ethan Hawke and Uma Thurman
Based on Uma’s interview with Oprah, she and Ethan’s separation was difficult for the entire family. Married in 1998 and divorced by 2005, the two share two children: Maya and Levon. Thurman was quoted saying she should take responsibility for the failure of her marriage.

13. Hugh Grant and Elizabeth Hurley
Apparently, exes really can remain friends, and Grant and Hurley are a great example of that. After a 13-year relationship that began in 1987, they finally broke up in 2000. However, they remained best friends and often talked about each other in interviews. Grant has said she’s the “number one person I call in a crisis.”

14. Brooke Shields and Andre Agassi
When stunning actress Brooke Shields wed tennis megastar Andre Agassi, everyone thought the power couple would last forever. However, just a couple of short years later, it all ended in an ugly divorce. In her memoir, Shields revealed that Andre had been issued with substance abuse, and when he saw her acting flirtatiously in a guest scene on “Friends,” he smashed all his tennis trophies.







