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Whistling in the Dark marked comedian Red Skelton's first starring film role. It was also the first of three films in M-G-M's "Whistling" series, all of which starred Skelton as "Wally Benton," Ann Rutherford as his fiance, "Carol Lambert," and "Rags" Ragland, who played "Sylvester" or his twin brother "Chester." The other two films were Whistling in Dixie (1942) and Whistling in Brooklyn (1943). All three films were directed by S. Sylvan Simon. A fourth film, Whistling in Hollywood, was planned in late 1943, but was never made. M-G-M had previously filmed a version of the Laurence Gross-Edward Childs Carpenter play in 1933. That version, also called Whistling in the Dark, was directed by Elliott Nugent and Charles Riesner and starred Ernest Truex, Una Merkel and Edward Arnold. (see AFI Catalog of Feature Films, 1931-40; F3.5074).