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  1. Feb 14, 2024 · John Mayer began dating Jennifer Aniston in April 2008. The pair reportedly met at an Oscar party that year and quickly engaged in a highly publicized relationship. Despite a brief breakup in August, they rekindled their romance in October and even spent the holidays together.

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  2. Jul 7, 2023 · The musician and 9-1-1 star Jennifer Love Hewitt dated briefly in 2002. But their relationship had enough of an impact on John to alleged write “Your Body Is a Wonderland” about her. Jennifer...

  3. Sep 11, 2020 · In the early 2000s, Vanessa Carlton blessed us with the ubiquitous track 'A Thousand Miles,' and she also reportedly dated fellow chart-climber Mayer. They called it quits in 2002, after less...

  4. Dec 22, 2022 · John Mayer started dating '90s and '00s darling Jennifer Love Hewitt in 2002. Their romance has lived on in infamy thanks to a very persistent rumor that holds Jennifer was the...

    • John Mayer’s Dating History: Jessica Simpson, Jennifer Aniston, Katy Perry and More. John Mayer has been unlucky in love — and he’ll be the first to admit that he’s partially to blame.
    • John Mayer’s Dating History: Jessica Simpson, Jennifer Aniston, Katy Perry and More. John Mayer has been unlucky in love — and he’ll be the first to admit that he’s partially to blame.
    • Jennifer Love Hewitt. The musician and the I Know What You Did Last Summer actress dated in 2002, and it was long rumored that he wrote “Your Body Is a Wonderland” about her.
    • Jessica Simpson. The pair dated from 2006 to 2007, but it wasn’t until the aforementioned 2010 Playboy interview that Mayer spoke publicly about his attraction to the “With You” singer.
  5. Jul 7, 2023 · His rockstar mindset quickly caught up with him, however, when he came under fire for a series of now-infamous tell-all interviews about his A-list relationships — including the Playboy debacle...

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  7. Jul 7, 2023 · Here's who John Mayer is dating now after Taylor Swift and his relationships with Jennifer Aniston, Jessica Simpson, and Katy Perry.