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List of the sexiest women ever chosen as Playboy 's Playmate of the Month. This list only applies to Playmates, not simply women who have appeared in Playboy. That means no celebrities who have done nude shoots, random girls from pictorials or Playboy Cyber Girls from the website, fellas. These beautiful women have made the best Playboy covers, while some ladies even dated Hugh Hefner himself. Each month, Playboy Magazine selects a gorgeous women as that month's Playmate and centerfold.