Cindy Crawford: In July 1988, Crawford posed nude for Playboy magazine in a shoot by photographer Herb Ritts. In October 1998, Crawford returned to the pages of Playboy for a second nude pictorial. Crawford has consistently ranked highly on lists of the world's sexiest people. She was ranked number 5 on Playboy's list of the 100 Sexiest Stars of the 20th century. A 1997 Shape magazine survey of