Tracy Connor, a New York City career woman who loves her job and classic movies.

Mike Connor, her estranged husband, a small town Mayor who loves his wife but doesn’t seem to have enough time to see her.

The handsome stranger, Philip Adams, who lives downstairs from the small sublet Tracy has temporarily moved into. He’s charming, funny and looks a lot like her very favoritescreen icon, Cary Grant.

Dating Cary Grant is a romance all about New York city career woman Tracy Connor struggling with real issues with her real guy, her husband of six years, Mayor Mike Connor of Cukor, Connecticut. Tracy is a smart woman, but some of her problems with relationships are partially caused by her unrealistic expectations that real guys should – and can - behave like matinee idols. Mike’s problems are also caused by the fact that he’s such a great guy and overextends his heart, and his appointment calendar, to every constituent, friend or stray animal who crosses his path.

Tracy is also being stressed by a TV reality show intent on showcasing Tracy and Mike’s personal life, as well as the imminent takeover of her employer, a small, private television station, by a billionaire with unlimited funds and no taste.

Dating Cary Grant considers just how selfless a man needs to be to meet his wife’s expectations, and just how honest a woman must be with herself about what she’s willing to give, and give-up. And Cary Grant is along to help prove that any woman’s search for ‘Mr. Perfect ‘ might take her to a surprising place to find him.