In 1997, Playgirl's paparazzi photos of Pitt cavorting naked on a Caribbean beach with then-girlfriend Gwyneth Paltrow sparked a legal battle between the Oscar-nominated actor and the magazine. Pitt sued the magazine, alleging invasion of privacy and emotional distress, and a judge ordered a recall of the magazine, although the issue had already sold out. Bootleg versions of the magazine were later sold on Amazon for $1,000.
Al Seib / Los Angeles Times
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