Jennifer Aniston and Brad Pitt (2000-2005)
Back when Jennifer Aniston was still rocking “The Rachel,” she and Brad Pitt were the hottest duo in Hollywood. They tied the knot on July 29, 2000. Sadly, it turned out America’s golden couple wasn’t so perfect after all. While Brad was filming Mr. & Mrs. Smith in 2005, he reportedly fell hard for co-star Angelina Jolie. He and Jennifer ended their marriage in October 2005, but even after all these years, the split is still a hot topic.