Although he's only seven, Eddie's got it all figured out. He wants his father, a widower, to get remarried — to the girl next door. Unfortunately, she's not one of the women that his dad's been dating.

Gambler Nathan Detroit has few options for the location of his big craps game. Needing $1,000 to pay a garage owner to host the game, Nathan bets Sky Masterson that Sky cannot get virtuous Sarah Brown out on a date. Despite some resistance, Sky negotiates a date with her in exchange for bringing people into her mission. Meanwhile, Nathan's longtime fiancée, Adelaide, wants him to go legit and marry her.