How Jennifer Aniston Realized Her Brad Pitt Marriage Overlapped With His Angelina Jolie Relationship

Jennifer Aniston and Brad Pitt were one of the most high-profile couples that ever walked the red carpet. Fans loved them, photographers couldn’t get enough of them, and the media obsessed relentlessly over their union. Therefore, it was that much more tragic when their marriage crashed and burned in a very public manner. In the years since their divorce, both have moved on, and these days, they are known to be good friends once again. Still, fans will probably never stop obsessing over what was, and how exactly their marriage ended up dissolving. 

Jennifer Aniston and Brad Pitt smiling
Jennifer Aniston and Brad Pitt | Tony Barson Archive/WireImage/Getty Images

The breakdown of Brad Pitt and Jennifer Aniston’s marriage

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Brad Pitt and Jennifer Aniston first started dating in 1999, when they were both beginning their ascent to Hollywood superstardom. They got engaged and then married less than a year later, tying the knot in a super-private Malibu ceremony. For the next several years, they were the film industry’s hottest couple, stepping out on red carpets and gushing about each other in numerous interviews.

In 2004, Brad Pitt was cast in a movie with Angelina Jolie, a sexy spy thriller called Mr. & Mrs. Smith. Almost immediately, rumors started that Pitt and Jolie were getting cozy, rumors that Pitt adamantly denied. Still, by early 2005, Pitt and Aniston had called it quits, announcing to the public that they were getting a divorce. 

Brad Pitt went on to have a family with Angelina Jolie

Not long after his split announcement from Jennifer Aniston, Brad Pitt went public with Angelina Jolie. The two moved quickly, and over the next several years, they welcomed three biological children and three adopted children. Pitt and Jolie were the newest “it” couple, rocking red carpets and traveling the world together — all while fans still fumed over the way Pitt’s marriage to Aniston had ended up. 

Ultimately, those fans might have gotten the last laugh after all. In 2016, after only two years of marriage, Pitt and Jolie split up. They went through a bitter custody battle that lasted for years, only coming to a close within recent months. 

Brad Pitt and Jennifer Aniston are good friends again

As for Jennifer Aniston, she went through several relationships while Pitt was involved with Jolie, including another marriage to actor Justin Theroux. These days, both Pitt and Aniston are single and have reconnected once again. Fans are holding out hope for a renewed romance between the two, but for now, their relationship seems strictly platonic. 

Jennifer Aniston has remained mostly mum on the subject of her friendship with her ex-husband, but recently, an article recapping the history of their relationship has been making the rounds — and it is giving fans pause. 

Jennifer Aniston’s moment of realization

A recent Vogue article went back to the moment when many started to speculate Pitt and Jolie were stepping out on Jennifer Aniston: “Lest anyone forget: There seemed to be overlap between the official end of Pitt’s marriage to Aniston in 2005 and the beginning of his romance with Jolie, as confirmed when Jolie told Vogue in 2007 that the couple started to fall for each other while filming Mr. and Mrs. Smith in 2004.”

Jolie herself seemed to confirm the affair rumors around the same time, when she stated in an interview that “it took until, really, the end of the shoot for us, I think, to realize that it might mean something more than we’d earlier allowed ourselves to believe.” Jennifer Aniston later revealed that it was Jolie’s comment in the interview that led her to believe that her marriage to Pitt was indeed ending. As she later stated, Jolie’s words were “definitely a confirmation for me of something that wasn’t quite confirmed at the time.” 

It was a troubling time for Jennifer Aniston, and for many fans, it will remain the scandal that rocked Hollywood to its core.