Brad Pitt and Jennifer Aniston
This picture was taken right before Pitt left Aniston for Angelina Jolie. The couple got together in the late '90s and were married in the early 2000s. By 2004, there was a major conspiracy that Pitt had been cheating on Aniston with the star of Tomb Raider, and Pitt confirmed that rumor in 2005 when he filed for divorce.