The original Playboy model - Marilyn Monroe appeared on the very first cover back in 1953. This photo was taken at the Miss America Parade where Monroe received criticism for wearing a dress with a neckline cut almost to her bellybutton. Since then, she has appeared on 22 covers in 13 different countries, with her last cover being in 2005. Of her four American covers, she was only alive for one of them.
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