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Madonna: Then & Now

Madonna has always been known for her originality and ability to reinvent herself time after time. We decided to take a look back at the many sides of the pop icon from her wardrobe choices to her relationship choices. And, of course, we look forward to many more decades of reinvention and entertainment!

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Madonna and Sean Penn starred in the 1986 film "Shanghai Surprise" together and were also married during that time. The couple's marriage lasted from 1985 to 1989.

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