When Alex (Gig Young) enters the lives of the musical Tuttle family, each of the three daughters falls for him. He is charming, good looking and personable. Laurie (Doris Day) and Alex seem made for each other and become engaged. But when Barney (Frank Sinatra) comes into the picture to help Alex with some musical arrangements, things become complicated. Barney is seen as a challenge by Laurie, who can't believe anyone could be as cynical, and she is more than a match for his gloomy outlook on life.