A Woman
A man disguises himself as a lady in order to be near his newfound sweetheart, after her father has forbidden her to see him.
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"A Woman is one of the most sexually charged Chaplin films I've ever seen, and not only because Charlie spends a lot of it dressed as a woman. From the very opening of the film ("Charlie Chaplin in A Woman") to the scene where he's having tea and bagels. He takes a long, phallic knife and skewers the bagels, allowing them to slide down the shaft onto their plates, and then he quips, "I do this trick in my bath - when I have one." When you have one what, Charlie? The rest of the film, however, is family friendly fun, even when Charlie is dressed as a woman. Most ..."
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This is the last time Chaplin appears on screen without a mustache (because he is in drag), until Limelight (1952).
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A man disguises himself as a lady in order to be near his newfound sweetheart, after her father has forbidden her to see him.