Friendly Exes! Throwback to Jennifer Aniston and Brad Pitt's Most Iconic Moments Together

Almost 14 years after their split, Brad Pitt joined Jennifer Aniston to celebrate her landmark 50th birthday this past weekend.

“Basically every single person who Jen loves attended. That included Brad,” a source told PEOPLE.

Click through for some of their most iconic looks.

Pitt and Aniston were all smiles at the 1999 Emmy Awards where they stepped out publicly as a couple for the first time. 

Just a few short months after their public debut, the couple crashed a Sting concert in NYC, getting on stage to show off Aniston’s new engagement ring.

Just four months before their wedding, the couple stepped out for the Erin Brockovich premiere in 2000. They looked relaxed and comfortable as they posed for pictures and waved to fans.

In this iconic moment, Pitt joined Aniston on her hit show Friends. He played Will Colbert, Ross’s friend from high school, with whom he started the “I Hate Rachel” club. 

Aniston looked stellar alongside Pitt at the 2002 Golden Globes, where she was nominated for her character, Rachel Green, in Friends. And the two matched in black suits!

Rocking a pair of sunglasses, a bearded Pitt and a glowing Aniston attended the Bourne Identity premiere. The couple looked care-free and happy, with Aniston wearing jeans and sandals. 

All smiles! The two celebrated during the Emmy Awards as Aniston took home an Emmy for lead actress in a comedy series for her role in Friends. She gave Pitt a shout-out as she accepted the award saying, “And my husband, I love you so much, thank you!”

The couple stopped to take a photo with Aniston’s co-star and BFF Courtneney Cox while attending the annual Friends Finding a Cure gala for ALS research in L.A.

Pitt supported Aniston at the Along Came Polly for her leading role in the movie, a year before she officially filed for divorce. 

The two made their last Emmy appearance together as a couple a few months before announcing their separtion. Aniston was nominated for the third time in 2004, after previously taking one home in 2002.


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