Philadelphia teenager Edna Buxton wins a talent contest during the early rock 'n' roll era, changes her name to Denise Waverly and moves to New York City to make it big. Though she flops as a recording artist, fast-talking record producer Joel Millner recognizes her songwriting talent and teams her with struggling songsmith Howard Caszatt.

Jennifer (Alicia Silverstone) is a lovely teen who has been hired to baby-sit the kids of Harry Tucker (J.T. Walsh) and his wife, Dolly (Lee Garlington). The Tuckers go to a party and proceed to get inebriated, with Mr. Tucker fantasizing about his beautiful baby sitter. Meanwhile, Jack (Jeremy London), her boyfriend, and Mark (Nicky Katt), another guy interested in her, decide to spy on Jennifer at the Tucker house, with each young man also fixated on her.

The coming of age events and everyday life-lessons of Cory Matthews, a Philadelphian who grows up from a young boy to a married man.