
Cathy Timberlake, a New York City career woman, meets Philip Shayne after his Rolls Royce splashes her dress with mud while she is on her way to a job interview.

Philip proposes a romantic affair, while Cathy is holding out for marriage. Watching from the sidelines are Philip's financial manager, Roger, who sees a therapist because he feels guilty about helping his boss with his numerous conquests, and Cathy's roommate, Connie Emerson, who knows what Philip is after.

Philip wines and dines Cathy. He takes her to see the New York Yankees play baseball. They watch from the Yankees dugout (he owns part of the team). Cathy's complaints about the umpire while seated alongside Mickey Mantle, Roger Maris and Yogi Berra (playing themselves) cause umpire Art Passarella to throw all of them out of the game.

Philip's conscience weighs on him, so he withdraws an invitation to Bermuda, which only serves to make Cathy agree to go. While in Bermuda, anxiety-ridden over the evening's sexual implications, Cathy comes down with a nervous rash, much to her embarrassment and his frustration.

The Bermuda trip is repeated, but this time Cathy drinks to soothe her nerves and ends up drunk. While intoxicated, Cathy falls off the balcony onto an awning below. She is then carried in her pajamas through the crowded hotel lobby.

At the urging of Roger and Connie, who are convinced that Philip is in love with her, Cathy goes on a date with Beasley, whom she dislikes, to make Philip jealous. Her plan succeeds and she and Philip get married. On their honeymoon, he breaks out in a rash.

In May 1962, Fawcett's line of Gold Medal Books issued a paperback novelization by-lined John Tessitore. It is unknown if this is the author's actual name or a pseudonym; novelization work tended to go to seasoned authors, and during that era, the "Tessitore" by-line only ever appeared on three Gold Medal film tie-ins. In any event, the novel is written in the first person, from the POV of Doris Day's character Cathy Timberlake.

The film grossed $17,648,927 at the box office, earning $8.5 million in US theatrical rentals. It was the 4th highest-grossing film of 1962.

Rotten Tomatoes gives the film a critic score of 78% and an audience score of 70%.
Nominated for three Academy Awards: Best Art Direction (Alexander Golitzen, Robert Clatworthy, George Milo), Best Sound (Waldon O. Watson) & Best Writing, Story and Screenplay — Written Directly for the Screen (Stanley Shapiro, Nate Monaster).
Won the Golden Globe for Best Comedy Picture and Cary Grant was nominated for Best Motion Picture Actor — Musical/Comedy.
Won the Golden Laurel for Top Comedy, while Doris Day won for Top Female Comedy Performance, Cary Grant for Top Male Comedy Performance and Gig Young for Top Male Supporting Performance.
Won the Writers Guild of America Award for Best Written American Comedy.
Also, the film is recognized by American Film Institute in these lists:
2002: AFI's 100 Years...100 Passions – Nominated