Trivia

Ross Hunter wrote that after he made this film, no theatre managers wanted to book it. Popular movie themes at the time were war films, westerns, and spectacles. Hunter was told by the big movie chains that sophisticated comedies like this movie went out with William Powell. They also believed that Doris Day and Rock Hudson were things of the past and had been overtaken by newer stars. Hunter persuaded Sol Schwartz, who owned the Palace Theatre in New York, to book the film for a two-week run, and it was a smash hit. The public had been starved for romantic comedy, and theatre owners who had previously turned down Hunter now had to deal with him on HIS terms.

After Jonathan (Tony Randall) slaps Jan (Doris Day) in the diner, a truck driver (John Indrisano) punches him in the jaw. In an interview, Randall said that he and Indrisano practised the punch many times, and Indrisano assured him that he would not be hit. During the take, Indrisano misjudged, and Randall actually was struck and knocked unconscious.

This movie would be the first of three to showcase the trio of Doris Day, Rock Hudson, and Tony Randall. It was followed by Lover Come Back (1961) and Send Me No Flowers (1964), with all three actors portraying different roles in each.

Despite being contractually bound by Universal to do the film, Rock Hudson consistently declined it, fearing it was too dirty and would harm his masculine image. Doris Day finally talked him into starring in it, and it subsequently became one of his biggest hits.

Patricia Hitchcock was asked in an interview, if there was a film that her father, Alfred Hitchcock missed out on. She replied, "He wanting to direct Pillow Talk (1959)."