#26: How it Ended

However, cracks began to appear in 2004 when Pitt started filming Mr. & Mrs. Smith with Angelina Jolie. Despite their denials, the rumors of an affair between Pitt and Jolie plagued the couple. In January 2005, Aniston and Pitt announced their separation, stating it resulted from much thoughtful consideration.

By October 2005, they were officially divorced. In a candid 2006 interview, Aniston reflected on the split, saying, “I love Brad; I love him. I will love him for the rest of my life.” Their marriage marked the end of an era in Hollywood, leaving fans mourning the loss of one of their favorite couples. Despite the heartbreak, Aniston and Pitt have remained good friends over the years.