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  1. Charlize Theron pulled the veil off her reported engagement to Sean Penn, saying she “was never going to marry him.” Theron, an Oscar winner who stars in Netflix’s “The Old Guard,” spilled the tea about her relationship with Penn, which reportedly ended in 2015, on Howard Stern’s radio show Monday.

  2. Oct 17, 2023 · Find out why the Oscar-winning couple split after 18 months of dating, and how they handled the media speculation and drama. Learn about their age gap, political differences, adoption plans, and more.

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  3. Nov 13, 2022 · A timeline of the actor's relationships, from his marriage to Madonna to his brief romance with Theron. Learn about their breakup, his comments on marriage and his current divorce from Leila George.

    • Sophie Dodd
  4. Jul 28, 2017 · The Last Face: Directed by Sean Penn. With Charlize Theron, Javier Bardem, Brandon Phillips, Anna Strelkov. In the midst of African social horror, a love between two volunteers fades out and is reborn.

    • (5.5K)
    • Action, Adventure, Drama
    • Sean Penn
    • 2017-07-28
  5. Sadly, Sean Penn and Charlize Theron couldn't make their love last and called it quits in June 2015, as People reported at the time.

  6. Apr 14, 2015 · The actress gushes over her boyfriend of more than a year in her Esquire cover story. She says he makes her see something she never thought possible and she loves the possibility of anything with him.

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  8. Dec 2, 2020 · The actress clarifies that she and Penn broke up amicably and that he was supportive of her adoption plans. She also reveals that they have reunited for a movie reshoot after their split.

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