From Brad Pitt to Justin Theroux: A Look Back at Jennifer Aniston's Former Flames
Their lavish July 2000 Malibu nuptials cemented Brad Pitt and Jennifer Aniston as Hollywood's golden couple. But five years later, Aniston files for divorce amid rumors that Pitt had developed off-screen chemistry with his Mr. & Mrs. Smith costar Angelina Jolie, whom he went on to wed in 2014. Pitt and Jolie call it quits in September 2016.
The Bounty Hunter costars' flirtation seems to play out when the cameras aren't rolling: They are spotted hand-in-hand (and with the Scottish actor's hand on her backside) as the two promote their film in 2009. "I literally became a member of her family," Butler told PEOPLE of their relationship a year later.
First linked in 2009 when they costarred in He's Just Not That Into You, talk of an Aniston-Cooper romance reignites after the actor's 2011 split from longtime girlfriend Renée Zellweger. "Jen always had a soft spot for Bradley, and she thinks he is very attractive and charming," a source tells PEOPLE, but soon after, Aniston steps out with Justin Theroux.
It was total puppy love for Aniston and her beloved Welsh corgi-terrier mix, who died in 2011 at age 15. "He's my baby boy. Norman goes with me on location – I've got to take Norman," she told PEOPLE of the most enduring, steady relationship in her life. She later debuts an inked commemoration for her furry friend.