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Madonna and Sean Penn
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Madonna and Sean Penn: The boundary-pushing pop star and the bad boy actor married in 1985, the same year they co-starred in the much-panned "Shanghai Surprise." But the flop wouldn't be the lowest point in their toxic union. Penn was prone to violent alcohol-fueled outbursts, and in 1987, Madonna was admitted to the hospital after Penn hit her across the head with a baseball bat. The couple divorced in 1989.