A rare comedy effort by director Robert Wise, This Could Be the Night is based on a series of short stories Cordelia Baird Gross. Jean Simmons stars as Anne Leeds, a prim, proper and very level-headed grade-school teacher who takes a night job as secretary to rough-and-tumble nightclub owner Rocco (Paul Douglas). Despite his raffish exterior, Rocco has a heart of gold, and he does is best to protect Anne from Broadway predators in general and ladies'-man Tony Armotti (Anthony Franciosa) in particular. As she struggles to put Rocco's questionable business practices in order, Anne also encourages the efforts of immigrant busboy Hussein (Rafael Campos) to earn his American citizenship, and helps sexy chorine Ivy (Neile Adams) realize her dream of becoming a famous chef. Several veteran thespians add spice to the proceedings, including J. Carroll Naish, Joan Blondell, Murvyn Vye and ZaSu Pitts, while music is provided by the Ray Anthony Orchestra.