Amazingly, Cindy Crawford didn't win the modeling contest she entered aged 17. Instead, she was runner up, but Elite models quickly snapped her up regardless. Since then she has racked up more covers than any other model in history and has appeared in campaigns for Versace, Escada, and Revlon to name a few. She is regularly listed as one of the most attractive women in the world and Playboy listed her the fifth Sexiest Star of the 20th century. Cindy continues to be in fabulous shape and recently attended the Met gala in a gorgeous Versace gown.