In 1943, after a memorable role as a nightclub hatcheck attendant who becomes King Louis XV of France in a dream opposite Lucille Ball and Gene Kelly in Roy Del Ruth's Du Barry Was a Lady, Skelton starred as Joseph Rivington Reynolds, a hotel valet besotted with Broadway starlet Constance Shaw (Powell) in Vincente Minnelli's romantic musical comedy, I Dood It. The film was largely a remake of Buster Keaton's Spite Marriage; Keaton, who had become a comedy consultant to MGM after his film career had diminished, began coaching Skelton on set during the filming. Keaton worked in this capacity on several of Skelton's films, and his 1926 film The General was also later rewritten to become Skelton's A Southern Yankee (1948), under directors S. Sylvan Simon and Edward Sedgwick. Keaton was so convinced of Skelton's comedic talent that he approached MGM studio head Louis B. Mayer with a request to create a small company within MGM for himself and Skelton, where the two could work on film projects. Keaton offered to forgo his salary if the films made by the company were not box-office hits; Mayer chose to decline the request. In 1944, Skelton starred opposite Esther Williams in George Sidney's musical comedy Bathing Beauty, playing a songwriter with romantic difficulties. He next had a relatively minor role as a "TV announcer who, in the course of demonstrating a brand of gin, progresses from mild inebriation through messy drunkenness to full-blown stupor" in the "When Television Comes" segment of Ziegfeld Follies, which featured William Powell and Judy Garland in the main roles. In 1946, Skelton played boastful clerk J. Aubrey Piper opposite Marilyn Maxwell and Marjorie Main in Harry Beaumont's comedy picture The Show-Off.
