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Season Five of The Fresh Prince of Bel-Air begins with the series' 100th episode--actually the first half of a two part story (originally telecast on the same evening). When Ashley (Tatyana M. Ali) begins to build up local popularity as a singer, Will (Will Smith) appoints himself his cousin's manager--relegating Carlton (Alfonso Ribeiro) to the position of his sister's toady. It isn't long before success goes to Ashley's head and Will is fired, as the aspiring vocalist is taken under the wing of famous R&B promoter Gordy Berry (Obba Babatumbe). Ross Bagley makes his first appearance as little Nicky Banks, who in true sitcom fashion has aged several years since the previous season; and as bonus, the inimitable Jazz (Jeff Townes) makes several pointed comments indicating that he knows he's merely a character on a comedy show.