Jennifer Aniston and Justin Theroux – Unconfirmed

Justin Theroux must have thought he hit the jackpot when he started dating Jennifer Aniston. As she is affectionately known, America’s sweetheart is one of Hollywood’s most revered females and almost every man’s dream girl. But the world was also skeptical about their relationship.

Even Ellen DeGeneres quizzed her about her intentions to marry Theroux. But marry they did, and the bomb they also did. Apparently, Aniston’s social lifestyle wasn’t what did it for Theroux, while rumors of Theroux’s roaming eye were said to be upsetting Aniston. In the end, they cut their losses and their ties, separating in 2017. Aniston has a role in the upcoming film Hail Mary.