We Did a Deep Dive Into What REALLY Happened Between Brad and Jen

Although Once Upon a Time in Hollywood may have completely restored our faith in Brad Pitt, a nagging thought lingers in the back of our minds: What really happened between Brad and beloved Friends star, Jennifer Aniston? The two tied the knot in Maui and then bought a house in Beverly Hills together (which is currently on the market, BTW!). 

But alas, in 2005, Brad mysteriously ended things, before quickly making things official with Mr. & Mrs. Smith co-star, Angelina Jolie. It should come as no surprise that we've always wondered if Brad Pitt cheated on Jennifer Aniston, or if he simply moved on quickly after they decided to get divorced. Here is everything we know about what happened between those two. 

Before the days of Raya, celebrities were sometimes set up by their agents. And according to Marie Claire, that's how Brad and Jen met. Their agents set the stars up in 1998 (circa Friends, Season 5), and apparently, they made their first official debut as a "couple" in 1999 at the Emmy Awards. How cute!

Not long after their initial debut as a couple in November 1999, Brad and Jen officially announced their engagement at a Sting concert. A few months later, they tied the knot in Malibu, and it was a total dream wedding. Between fireworks, giant tents, and the beautiful SoCal scenery, it was unlike any other. 

Brad and Angelina — who were eventually named Brangelina — met on the set of Mr. & Mrs. Smith in 2004, which is what reportedly ruined his marriage with Jen. According to Bustle, the two reportedly had explosive chemistry on-set (despite the fact he was still married). In 2005, Brad and Jen officially filed for divorce, citing "irreconcilable differences." Despite their supposed "differences," Jen was apparently totally heartbroken. 

That same year, Brad and Angelina appeared on the cover of W Magazine together portraying a "happy family" with children. But according to TVGuide, Brad and Angelina still hadn't confirmed anything was going on between the two of them. They eventually decided to go public in January 2006, three months after Brad and Jen's divorce was finalized.

Because Brad met (now ex)-wife, Angelina on the set of Mrs. & Mrs. Smith, divorced Jen, and started dating Angelina soon after, many believe Brad cheated on Jen. However, to this day, those rumors are still unconfirmed. According to Independent, the Fight Club star still maintains there was no infidelity in his relationship with Jen, but we can't help but question what really happened between those two. Until someone speaks out about it, though, nobody will know for sure.

"Brangelina" split back in 2016, after Brad was involved in an altercation with his son, Maddox while reportedly intoxicated. For a while, Brad was not in contact with any of his kids, but he currently has part-time custody, and is able to see them on the weekends. So we're glad he straightened things out there.

And although things were undeniably tough for Jen back in 2006, it seems like she's totally over the entire thing. She and Brad reunited at the 2020 Golden Globes, and the two were seen celebrating each other backstage at the SAG Awards, according to Page Six. So regardless of what happened, she's doing just fine. It seems like things are finally working out for those two.