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  1. Jul 31, 2021 · Entertainment. The Sad Truth About Madonna And Sean Penn's Relationship. Laura Luongo/Getty Images. By Jesse Gormley / July 31, 2021 1:58 pm EST. 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.

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  2. Jul 25, 2022 · Madonna has said several times Sean Penn is the love of her life. Kevin Mazur/Getty Images. During her 1991 rock-umentary "Truth or Dare," Madonna admitted that Sean Penn was the love...

  3. In court documents filed Thursday, Madonna spoke publicly about the history of abuse allegations against Penn for the first time, claiming that while her relationship with the famously...

  4. Apr 18, 2024 · by Matthew Trzcinski. Published on April 18, 2024. 2 min read. Madonna and Sean Penn were one of the biggest celebrity couples of the 1980s, but it didn’t work out for them. Despite their...

  5. 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.

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  7. Nov 21, 2020 · Celebrity. Why Did Madonna and Sean Penn Break Up? Soon after tying the knot, Madonna and Sean Penn found their marriage rife with issues, which ultimately led to the demise of their...

  8. Mar 28, 2018 · It’s been nearly 30 years since Sean Penn split from Madonna, but he still has a special place in his heart for her.

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