Billy Dee Williams – 83

The Star Wars franchise made Billy Dee Williams worldwide famous. He portrayed the role of Lando Calrissian and first appeared in The Empire Strikes Back in 1980. While this is undoubtedly Dee’s most famous role, he did work on other notable projects such as Brian’s Song, Lady Sings the Blues, Nighthawks, and Batman. Dee’s fans can rejoice since he is about to reprise his role as Lando in the upcoming Star Wars: Episode IX. The movie is set to be released on December 20, 2019. Billy married his third wife, Teruko Nagakami, in 1972. And, even though they did file for divorce in 1993, they reportedly reconciled in 1997 and are together since.