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4. Eminem

Marshall Mathers is, arguably, one of the greatest rhyme-spitters of this generation, but he’s not without his fair share of issues. His first bout of legal issues came in 1999, when his mother, Debbie, sued him for $10 million in damages that she claimed came as a result of the slander on The Slim Shady EP. (She was eventually awarded $1600 for her trouble. BURN!) In 2000, he was arrested for assaulting a bouncer that kissed his on-again-off-again wife, Kim. That same year, the once-and-future Mrs. Mathers sued him for defamation as a result of the song, “Kim.” Finally, in 2005, his aunt Betty Schmidt sued him because he tried to evict her & her husband from the house he owned.

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