There may be a short list of stars that have stood the test of time together, even in Hollywood, but not all celebrity unions are made to last. Remember when Jennifer Aniston dated Tate Donovan and Penélope Cruz went out with Tom Cruise? And what about Rachel Bilson’s relationship with Adam Brody, or the time of Alanis Morissette was engaged to Ryan Reynolds? Scroll through to see those duos and more amazing couples!
Couples From the Past
