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  1. Aug 11, 2022 · Between their one million dollar wedding, his guest appearance on Friends, and their iconic reunion in 2020, here is everything you need to know about Brad Pitt and Jennifer Aniston's...

    • Maggie Kreienberg
    • 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.
  2. Mar 17, 2024 · Jennifer Aniston and Brad Pitt first met in 1994 and began dating in 1998. Aniston and Pitt made their red carpet debut as a couple at the 1999 Emmy Awards. They got married at a...

    • 3 min
    • Sophie Dodd
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  3. May 17, 2022 · It's been close to two decades since Jennifer Aniston and Brad Pitt ended their marriage, and while some fans are still holding out hope the two will reconnect romantically, a source tells...

    • 2 min
    • Jessica Vacco-Bolaños
  4. Feb 11, 2020 · February 11, 2020. Kevin Mazur/Getty Images. For over 20 years, America’s had a full-on obsession with Brad Pitt and Jennifer Aniston ’s relationship—from their status as America’s golden...

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  6. 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...

  7. 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...

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