Brad Pitt and Jennifer Aniston have gone from film’s hottest couple to husband and wife to nemeses to…great friends? It seems so: Pitt and Aniston have been seen more and more together in the years post-split. And now that Pitt and Aniston are both single once again, following Pitt’s divorce from Angelina Jolie and Aniston’s divorce from Justin Trudeaux, debating whether or not they will (or should) reunite has become a national pastime.
1998
1999
2000
2001
Brad Pitt guest stars in Friends (specifically, “The One with the Rumor”) where he wears a jaunty sweater and frosted tips and, oh yeah, hates Rachel Green. It’s a major moment for people into his relationship with Jen, AKA everyone.
2003
2004
Brad Pitt and Angelina Jolie met on the set of Mr. and Mrs. Smith, and sparks fly/explode all over the place—specifically, all over Brad’s marriage. Angelina later described falling for Brad while filming the movie during an interview with Vogue:
“Because of the film we ended up being brought together to do all these crazy things, and I think we found this strange friendship and partnership that kind of just suddenly happened. I think a few months in I realized, ‘God, I can’t wait to get to work.’ Whether it was shooting a scene or arguing about a scene or gun practice or dance class or doing stunts—anything we had to do with each other, we just found a lot of joy in it together and a lot of real teamwork. We just became kind of a pair. And 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. And both knowing that the reality of that was a big thing, something that was going to take a lot of serious consideration.”
2005
Brad and Jen officially split, offering the following joint statement:
“We would like to announce that after seven years together we have decided to formally separate. For those who follow these sorts of things, we would like to explain that our separation is not the result of any of the speculation reported by the tabloid media. This decision is the result of much thoughtful consideration. We happily remain committed and caring friends with great love and admiration for one another. We ask in advance for your kindness and sensitivity in the coming months.”
2020 Friendly exes Brad Pitt and Jennifer Aniston still share the same sense of
humor.
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Pitt, 56, had the 2020 Golden Globes audience laughing as he accepted his award for best supporting actor in a motion picture when he joked about his high-profile dating life: “I wanted to bring my mom but I couldn’t, because anyone I stand next to, they say I’m dating. And that would just be awkward.”
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The camera quickly panned to Aniston, 50, who was spotted laughing in the crowd.
The exes both attended the awards show, held at the Beverly Hilton in Los Angeles, to celebrate their respective nominations: Pitt for best supporting actor in a motion picture for his role in Once Upon a Time… in Hollywood and Aniston for best actress in a television series drama category for her part on The Morning Show.
On the red carpet, Pitt spoke to Entertainment Tonight about seeing Aniston later in the evening.
“I’ll run into Jen, she’s a good friend. Yeah,” he said. After ET pointed out that the world wanted a photo of them together at the event, he joked, “The second most important reunion of her year? I understand … That was a play on Friends. They were saying that.”
