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From Brad and Jen to Brad and Gwyneth: All the Exes at Jennifer Aniston's 50th Birthday Party

People logo People 2/12/2019 Ale Russian

Jennifer Aniston celebrated her 50th birthday surrounded by her best friends — and a few exes.

The actress’s ex-husband Brad Pitt was spotted heading into the party at Sunset Tower in L.A. on Saturday, making the most headlines out of any of her guests. Aniston and Pitt, 55, were married from 2000 to 2005.

Jennifer Aniston, Brad Pitt posing for the camera: Chris Polk/FilmMagic © Chris Polk/FilmMagic Chris Polk/FilmMagic “Basically, every single person who Jen loves attended. That included Brad,” a source told PEOPLE about Pitt’s appearance. “The party was a celebration of Jen’s life.

“Brad, for long, was a very important part of Jen’s life. She debated back and forth with friends if she should invite him,” added the insider. “She was very happy that he showed up. Many of his close friends were at the party too.”

Jennifer Aniston et al. posing for the camera: Jennifer Aniston and Brad Pitt in 2002 | LUCY NICHOLSON/AFP/Getty © LUCY NICHOLSON/AFP/Getty Jennifer Aniston and Brad Pitt in 2002 | LUCY NICHOLSON/AFP/Getty Another ex in the crowd was John Mayer, 41, whom Aniston dated on and off from Feb. 2008 to March 2009. The two went through a highly publicized split but have stayed friends. Aniston reflected back on their breakup shortly after they called it off the first time.

“We care about each other. It’s funny when you hit a place in a relationship and you both realize, we maybe need to do something else, but you still really, really love each other. It’s painful,” she told Vogue. “There was no malicious intent. I deeply, deeply care about him; we talk, we adore one another. And that’s where it is.”

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The two briefly reunited and attended the 2009 Oscars together before making their split official the next month.

John Mayer, Jennifer Aniston posing for a picture: John Mayer and Jennifer Aniston | Kevin Mazur/VF/WireImage for Vanity Fair © Kevin Mazur/VF/WireImage for Vanity Fair John Mayer and Jennifer Aniston | Kevin Mazur/VF/WireImage for Vanity Fair

But Aniston wasn’t Mayer’s only ex at the party. Also in attendance was singer Katy Perry, 34, whom Mayer dated on-and-off for a year and a half until calling it quits in 2014. Perry hit the party with boyfriend Orlando Bloom, 42, at her side.

Like Mayer, Pitt ran into more than one ex at the party. The Oscar-winning producer also saw former flame Gwyneth Paltrow; the two dated in the mid-’90s and were even engaged before splitting in 1997.

Pitt started dating Aniston the year after breaking it off with Paltrow, 46.

Gwyneth Paltrow, Brad Pitt are posing for a picture: Gwyneth Paltrow and Brad Pitt | Marion Curtis/DMI/The LIFE Picture Collection/Getty © Marion Curtis/DMI/The LIFE Picture Collection/Getty Gwyneth Paltrow and Brad Pitt | Marion Curtis/DMI/The LIFE Picture Collection/Getty

Rounding out the guest list was Aniston’s BFF and Friends costar Courteney Cox, 54, who remains close with ex-husband David Arquette, 47. (The two share 14-year-old daughter Coco.)

Other attendees included Reese Witherspoon, George Clooney and Amal Clooney, Lisa Kudrow, Robert Downey Jr., Laura Dern, Kate Hudson and Demi Moore.

Related slideshow: The Clooneys, Gwyneth & Reese! See the Stars at Jennifer Aniston's 50th Birthday Bash

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