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- The life stories of various historical figures and celebrities are told.
- Trevor Hale is attractive, witty, and uncommonly intelligent--and he may be Cupid, the Greco-Roman god of erotic love.
- Comic Chris Farley breaks through as a cast member of "Saturday Night Live" and later stars in several iconic big-screen comedies, but behind his over-the-top stage presence lay insecurities deeply tied to his addictive personality.
- Trevor tries to help a new member of the singles group, a woman who wants to be loved for her personality rather than her looks; Claire revisits an old nemesis in hopes of discovering clues to Trevor's true identity.
- A woman can't get a date because of her appearance. Trevor suggests a make-over, and she becomes a beauty. Trevor and Claire spar over who is the better dancer.
- Claire is delighted when her old professor shows up at her office.
- Trevor tries to arrange a match between a man who thinks that he's Don Quixote and an exotic dancer, while Claire has a reunion with her jazz-musician father.
- Precocious twins ask Trevor to find a match for their single, down-on-men mother, triggering Champ's memories of a former relationship.