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In October 2015, after losing millions of readers to easily available Internet pornography, Playboy announced that it would be doing away with nudity in favor of partially clothed, raw intimacy. Still, though, the announcement has some mourning the loss of an iconic cultural cornerstone. Despite its raciness and the controversy that occasionally surrounded it, countless celebrities posed for the groundbreaking adult magazine as a sort of Hollywood rite of passage. This 1985 Madonna cover is just one of the most famous. When Playboy was first published in 1953, the inaugural issue featured nude photos of Marilyn Monroe.

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