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Declaring her independence from her parents, Hilary (Karyn Parsons) accepts an invitation to the Playboy Mansion, where host Hugh Hefner(playing himself) has arranged a photo shoot featuring female TV weather reporters. While Philip (James Avery) stays at home, terrified that his darling daughter will "bare all" for the sake of fame and fortune, wide-eyed Will (Will Smith) tags along with Hilary to Hef's pad--but not before fabricating an "illness" in order to weasel out of his first date with Jackie (Tyra Banks). "Fresh Prince After Dark" originally ran in tandem with an episode of the NBC sitcom Blossom, which was likewise set in the Playboy Mansion.