"Parents Just Don't Understand" won the first Grammy Award for Best Rap Performance in 1989, but Will Smith, then a member of DJ Jazzy Jeff and the Fresh Prince had bigger fish to fry soon after. A sitcom loosely based on producer Benny Medina's life was pitched and "The Fresh Prince of Bel-Air" was born. Though his role on the show was pure comedy, major movie roles during its 6-season run included 'Six Degrees of Separation' and 'Bad Boys.' Soon after 'Independence Day,' 'Men in Black,' and 'I am Legend' cemented Will's acting success making him one of the highest grossing actors in Hollywood. He and actress wife Jada Pinkett Smith met during a casting session and have two kids together, both of which appear poised to carry on their parents' legacy in both acting and music.