Lisa Rinna look so sexy in Playboy’s September 1998 issue.Ĭharlize Theron went topless for her May 1999 Playboy cover. Issues of her include June 1994, July 1996, December 1996, September 1997, January 2005 and July 2012.

Known as one of the Playboy playmates that most achieved success, Jenny McCarthy graced the cover of the magazine many times. Image Credit: Ron Galella/Ron Galella Collection via Getty Images Image Credit: Jeff Kravitz/FilmMagic, IncĮlle MacPherson looked sexy only wearing black tights for Playboy’s May 1994 issue.ĭrew Barrymore‘s January 1995 Playboy cover featured the actress wearing a white T-shirt with the iconic Playboy bunny symbol embossed on the fabric. She appeared on a number of the magazine’s covers. Pamela Anderson‘s edgy sex appeal was the perfect fit for Playboy. In July 1988, Cindy Crawford stripped down for her Playboy photo shoot. Image Credit: SONIA MOSKOWITZ/MediaPunch/IPx. Madonna looked like an absolute pop diva on her September 1985 cover, decked out in high-waisted trousers, a lace and sheer corset top, and blazer.īrooke Shields‘ December 1986 Playboy cover featured the longtime model wearing giant red ornaments as earrings. Image Credit: Ralph Dominguez/MediaPunch /IPX.Īt the height of her career in the ’80s, Kim Basinger posed for Playboy for the magazine’s February 1983 issue.įor the January 1985 issue, Goldie Hawn posed in a giant martini glass on the cover of Playboy. Another couple of decades went by before Parton actually donned her bunny ears again and recreated her cover just for her husband’s birthday.

One of the first women to grace the cover was none other than Marilyn Monroe, photographed here for the magazine.ĭecades later, country singer Dolly Parton made her Playboy debut in 1978. Playboy’s first issue came out in December 1953. Image Credit: MEGA / Julien's Auctions / MEGA.

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