Playboy Gallery: Cindy Crawford
September, 1995
It was on the volcanic sands of Kona and Kaanapali in Hwaii that Cindy Crawford and fashion photographer Herb Ritts made history during three torrid days in 1988. Ritts took along plenty of black-and-white film, and Cindy--well, Cindy packed lightly. The results appear in our July 1988. issue, with an encore (above) in December 1990. Those photos launched the age of the erotic supermodel, a revolution for which Playboy is proud to take credit.