Voted as one of the top “Must Have” Playboy editions is the 1998 edition with Cindy Crawford in it. It must have been one of our first copies bought as well (you can buy an original copy now from e-bay for $18), although the Pamela Anderson edition also comes to mind. For this post we take a look at this iconic shoot and feature the entire set here from this famous 1998 Cindy Crawford Playboy shoot:

About Cindy and the shoot:

Cindy Crawford posed for Playboy magazine in 1988 and 1998. In her first shoot, Crawford was only 22 years old and had just started her modeling career. The photos were shot by photographer Herb Ritts, and they showcased Crawford’s natural beauty and stunning physique. One of the most famous photos from the shoot features Crawford sitting on a windowsill wearing a white tank top and denim shorts, with her legs crossed and her arms raised above her head.

In her second Playboy shoot, Crawford was 32 years old and had established herself as one of the most successful supermodels of all time. The photos were shot by photographer Herb Ritts, and they featured Crawford in various states of undress. One of the most iconic photos from this shoot features Crawford standing in a doorway wearing a black corset and stockings, with her hands clasped behind her back.

Despite the controversy surrounding Playboy magazine, Cindy Crawford’s shoots were celebrated for their artistic beauty and tasteful approach to nudity. Crawford’s natural grace and sex appeal shone through in each photo, cementing her status as one of the most iconic models of all time.


The Complete 1995 Drew Barrymore Playboy shoot