Cathy Timberlake (Day), a New York City career woman, meets Philip Shayne (Grant) 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, but Philip is insistent. Watching from the sidelines are Philip's financial manager, Roger (Gig Young), who sees a therapist, because he feels guilty about helping his boss with his numerous conquests, and Cathy's roommate, Connie Emerson (Audrey Meadows), who knows what Philip is seeking.
This film features examples of:
- Babies Ever After: At the end, with the added little twist that a psychologist thinks the baby is the product of two men who married.
- Beautiful All Along: Subverted when Roger tells his plain-looking secretary to take off her glasses and let her hair down, and is disappointed to get the same woman with a bad squint and messy hair. "Gee, it always works in the movies!"
- The Cameo: Philip takes Cathy to a Yankees game, where they sit in the dugout with Mickey Mantle, Roger Maris, and Yogi Berra.
- The Glasses Gotta Go: Done by Miss Jones as part of Roger wanting her to have a sexy makeover. Unfortunately, she is very near-sighted and ends up looking around with very squinty eyes.
- Hot Librarian: Averted when Roger is dictating and stops in the middle to ask Miss Jones to take off her glasses and shake her hair back. Miss Jones is very near-sighted and looks around, nearly blind, with very squinty eyes looking even less attractive than with her glasses on.
- Letting Her Hair Down: Done by Miss Jones as part of Roger wanting her to have a sexy makeover.
- Meet Cute: Here it's done by him having his car splash her with mud.
- Not with Them for the Money: Miss Timberlake makes it very clear that, while Philip may be very rich and very charming, she isn't interested in the former.
- Pan and Scan: Probably one of the most disastrous examples of pan-and-scan was featured in this film, which was used in an example on a Siskel & Ebert show chastising the process. One scene in question takes place at a New York Yankees game: in one shot, Doris Day's character is making such a big commotion, but you can't see her; only the others reacting to her. The same scene has a cameo by Yogi Berra, but while you can hear him, he's barely in the frame!
- Pretty in Mink: There is a mink coat, as the title suggests, but it has almost nothing to do with the plot. But it's pretty.
- Roadside Wave: Done as a Meet Cute in the opening scene, with Cathy getting splashed by a limo carrying Philip.