In 2000, Jennifer Aniston walked down the aisle with actor Brad Pitt, with the Malibu wedding reportedly costing a cool million dollars (or twice the cost of Aniston’s engagement ring). During their marriage, they walked red carpets together, and Pitt even guested on an episode of “Friends.” Just a few years later, in January 2005, they announced they were separating. By the end of the year, their divorce was finalized.
A decade later, Aniston wed for the second time, this time to actor and writer Justin Theroux. That marriage ended up being shorter; in February 2018, the couple issued a statement announcing that they’d split — “mutually and lovingly” — the previous year.
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Aniston has remained on good terms with both of her ex-husbands; after the newly single Pitt attended her 50th birthday party in 2018, fans began pining for the two to get back together. They didn’t, but have reportedly remained friendly. Ditto with Theroux, given that he and Aniston have only had good things to say about each other since their divorce. Despite their brevity, Aniston declared that she doesn’t view either of her marriages as failures. “My marriages, they’ve been very successful, in [my] personal opinion,” Aniston told Elle in 2018. “And when they came to an end, it was a choice that was made because we chose to be happy, and sometimes happiness didn’t exist within that arrangement anymore.”
