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  2. Jul 31, 2021 · On January 5, 1989, Madonna filed for divorce (via The Things) for the second time from actor Sean Penn after less than four years of marriage. Citing irreconcilable differences, the Material Girl put an end to a marriage that ran rife with insecurity, jealousy and even jail time (via Cheat Sheet). Advertisement.

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  3. Nov 13, 2022 · They married in 1996 and remained together until they divorced in 2010. Though their divorce wasn't amicable, Penn has said he and Wright are now on decent terms for their kids.

    • Sophie Dodd
  4. Aug 16, 2023 · Sean Penn and Madonna were married on her birthday in 1985 (Image: Getty) In June of the following year, he was charged with misdemeanour battery for assaulting songwriter David Wolinski at...

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  5. Jun 24, 2024 · While it may be old news now, Sean Penn and Madonna were once married from 1985 to 1989. And while their relationship had Hollywood’s attention at the time, rumors of their rocky marriage...

  6. Madonna and Sean Penn: inside the wildest marriage of the 1980s. When Hollywood’s hottest actor wed the world’s biggest pop star, love was never going to be straightforward — as Mary Gabriel reveals in an extract from a new biography of the singer.

  7. Jul 25, 2022 · In the '80s, the Brangelina or Bennifer of the day was Madonna and Sean Penn. They married in 1985, per ET, in a ceremony that was plagued by paparazzi helicopters, per People Magazine.

  8. Aug 14, 1992 · The Aug. 16, 1985, wedding—Madonna’s 27th birthday and the day before Penn’s 25th—was held at the seaside Malibu home of a Penn family friend, but an artillery bunker might have been more...