Ginger Lynn — Age 58

Another name that rose in the ’80s is Ginger Lynn, who was then a premier adult-entertainment star. After that line of work, she participated in various B-movies using her full name, Ginger Lynn Allen. With her four-decade career, the now 58-year-old has also experienced how to be a writer, producer, director and assistant director.

In 2002, she became the subject of an episode of E! True Hollywood Story. Because of her relationship with Charlie Sheen from 1990 to 1992, she also came back for a 2010 episode of the documentary series. The Illinois-born Allen helped the star of Two and a Half Men through his drug rehabilitation.