Then: With her trademark mole and uniquely gorgeous features, Cindy Crawford was one of the most recognized and most famous American models of the late '80s and '90s. At age 24, she appeared in George Michael's "Freedom '90" music video, and from there she landed gigs as spokeswoman for Pepsi and as host of MTV's "House of Style." She was married to Richard Gere from '91-'95, but married her current hubby Rande Gerber in 1998.
Now: Call it good genes or just hard work, but Cindy at 44 looks just as good as she did at 24. Though she's retired from the professional modeling biz, she's now a designer of furniture and home good for companies like J.C. Penny and Raymour & Flanigan.