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.

A movie star helps a young singer-actress find fame, even as age and alcoholism send his own career into a downward spiral.

Lorelei Lee is a beautiful showgirl engaged to be married to the wealthy Gus Esmond, much to the disapproval of Gus' rich father, Esmond Sr., who thinks that Lorelei is just after his money. When Lorelei goes on a cruise accompanied only by her best friend, Dorothy Shaw, Esmond Sr. hires Ernie Malone, a private detective, to follow her and report any questionable behavior that would disqualify her from the marriage.