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Sydney Chaplin, the talented brother (and business manger) of Charlie Chaplin, had scored a hit in the female-impersonation comedy Charley's Aunt, prompting Warner Bros. to cast him in another "drag" epic, Oh! What a Nurse. Chaplin is cast as newspaper reporter Jerry Clark, who falls in love with June Harrison (Patsy Ruth Miller), only to lose her to fortune-hunting Clive Hurst (Gayne Whitman). Knowing that June is devoted to his paper's advice-to-the-lovelorn column, Jerry disguises himself as that column's female author, hoping to dissuade his sweetheart from marrying Clive. Circumstances dictate that Jerry continue his femme masquerade as a hired nurse, leading to one slapstick complication after another. The climax finds our hero posing as yet another woman, this one the head of a bootlegging gang. Oh! What a Nurse was an enormous success, playing to SRO crowds for several weeks.