A Different World: “Love, Hillman-Style” (1991)
A Different World, the college-centric spin-off of The Cosby Show, was wildly popular and ranked within TV’s top five shows for the first few seasons of its run. “Love, Hillman-Style” aired during the fourth season (the year the series first outranked The Cosby Show) and features a classic sitcom trope: When Ron accidentally overbooks himself on Valentine’s Day, he has to juggle three different dates without any of them finding out. As a bonus? Halle Berry, in one of her earliest roles, plays Ron’s favorite date.