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  1. May 6, 2024 · How did the stars meet, fall in love and break up after two years of dating? See the photos and details of their romance from September 2020 to May 2024.

    • 57 sec
    • Nicole Briese
  2. Feb 23, 2023 · December 2021: Harry is getting to know Olivia's kids. As the two inch closer to their one-year anniversary, Wilde has taken their relationship to the next level by introducing Styles to her two ...

  3. Sep 22, 2022 · How did the pop star and the director meet and fall in love? See the key moments of their romance, from filming Don't Worry Darling to attending Coachella, in this detailed timeline.

    • Hannah Dailey
    • olivia wilde and harry styles1
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  4. Jul 30, 2023 · Olivia Wilde, Sydney Chandler, and Harry Styles attend the Don't Worry Darling red carpet at the 79th Venice International Film Festival on September 05, 2022. Stephane Cardinale - Corbis/Getty Images

    • Whitney Perry
  5. Mar 20, 2024 · Here's a complete timeline of Harry Styles and Olivia Wilde's relationship, including how they met and how her ex Jason Sudeikis is handling the news to why they ended things in November 2022.

    • 2 min
  6. Mar 10, 2023 · Olivia Wilde and Harry Styles took fans by surprise with their whirlwind romance, which began when they met on the set of Don’t Worry Darling. The duo made headlines when they were photographed ...

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  8. Aug 19, 2022 · Olivia Wilde and boyfriend Harry Styles couldn't help but show off their love while on a rare date night in New York City. The actors had a romantic day yesterday, starting off with a gym session ...

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