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.

Nude playmates playing with dicks