Cindy Crawford | 56 Years Old

Cindy Crawford has been a model for over 40 years. The stunning 56-year-old cover star has graced magazines, runways, and fashion campaigns worldwide. Crawford rose to prominence in the 1980s and 1990s as one of the most sought-after models of the period. She has been the face of the covers of numerous magazines and showcased her skills on the runway.

Crawford modeled for Chanel, Versace, Dior, Calvin Klein, and others at the height of her career. She has also appeared in advertisements for Omega and Maybelline. She even starred in a Super Bowl commercial for Pepsi in 1992. Crawford remade the ad 26 years later with her son, Presley Gerber. She took a break from modeling in 2000 to focus on her family and personal life, appearing in only a few shots and advertisements. However, her career investments are still very much alive in popular culture.