Show: The Fresh Prince of Bel-Air
Year: 1990
Cameo role: One of Will's close Will's dream

In this early Fresh Prince episode, Will and Carlton are competing with each other to win a date with one lucky lady, and Will tries to turn on the charm by bragging about how many famous people he knows. That includes the 1985 Heisman Trophy winner: Bo Jackson, who even appeared in a commercial for the show.