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Mar 17, 2024 · A timeline of the former couple's romance, from their 1994 meeting to their 2020 reunion. See photos, quotes and milestones of their marriage, divorce and friendship.
- 3 min
- Sophie Dodd
- Maggie Kreienberg
- 1994: A Casual Meeting. Unlike their romance, their first meeting was quite casual. The pair met sometime in 1994 via their managers, who happened to be friends.
- 1998: The First Date. Their relationship wouldn't turn romantic until their first date four years later. Brad had just broken up with actress Gwyneth Paltrow and Jennifer called it quits with actor Tate Donovan, prompting their managers to set up a date.
- September 12, 1999: Red Carpet Debut. The sparks were ever so present on their first date so the couple dove right into a relationship. They walked the red carpet together for the first time at the 51st Primetime Emmy Awards, confirming relationship rumors in the process.
- November 29, 1999: Rocking an Engagement Ring. While attending a Sting concert together on November 29, 1999, the Hollywood stars took the stage to show off Jennifer's new accessory: an engagement ring!
- 10 min
- 1994. The two cross paths for the first time, and Hollywood is forever changed. In an interview with Rolling Stone, Aniston says they first met back in 1994 since their managers were friends.
- 1998. Pitt and Aniston go on their first date after being set up by their agents—a true Hollywood romance, right? They try to keep things quiet for as long as they can, but this proves difficult since Pitt is one of the biggest movie stars in the world and Aniston is America's sweetheart.
- September 12, 1999. Pitt and Aniston make their public debut as a couple on the red carpet for the Emmy Awards in 1999—forever immortalizing Brad's sunglasses.
- November 21, 1999. Just a few months after that initial debut, Pitt and Aniston crash the stage of a Sting concert (ha ha ha ha) in New York City and flaunt their engagement.
Aug 16, 2023 · CNN — Jennifer Aniston and Brad Pitt treated guests at their lavish 2000 wedding like VIPs. Actor Michael Rapaport was a guest on “Watch What Happens Live With Andy Cohen” earlier this...
- Marianne Garvey
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Jun 24, 2021 · CNN —. Jennifer Aniston and Brad Pitt really are all good, y’all. The pair were married from 2000 to 2005 and there is continued fascination with their relationship. Aniston recently...
- 1 min
May 17, 2022 · The former couple, who split in 2005, have no plans to rekindle their romance, but still respect each other, a source tells ET. They have been supportive of each other post-split and even reunited for a Fast Times at Ridgemont High table read in 2021.
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Feb 1, 2023 · 39 Slides. Getty Images. Brad Pitt and Jennifer Aniston had one of the most buzzed-about relationships in Hollywood history. From their '90s dates (the matching looks!) to their five-year...
