Cesar Romeo was nominated for a Golden Globe Award for Best Supporting Actor for this film. He only appears on the last 19 minutes of the film.
Producer Ross Hunter originally announced this in 1961 as a vehicle which he hoped to cast with David Niven, Nancy Kwan and Claudette Colbert.
At one point, producer Ross Hunter mentioned Tammy Grimes for the role played by Sandra Dee.
Producer Ross Hunter was renowned for presenting his leading ladies as attractively as possible, with no expense spared on the most fashionable make-up, hair styles and haute couture. To add further gloss, Hunter also photographed his stars through gauze, primarily to conceal any signs of aging. Doris Day and Lana Turner were frequently shot through gauze in Hunter pictures, and, in the case of If a Man Answers (1962), not only were Sandra Dee and Micheline Presle shot with filters, but so was Bobby Darin, whose face, Hunter felt, had looked puffy in Come September (1961) and State Fair (1962).
During their initial scene, where Bobby Darin chases after Sandra Dee, the local movie theater advertises a one-sheet poster for Rodgers and Hammerstein's Flower Drum Song (1961), which, like this film, was a Universal-International picture produced by Ross Hunter.