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The Pilgrim (1923)

The Pilgrim (1923) starring Charlie Chaplin, Edna Purviance  In  The Pilgrim, Charlie Chaplin plays his traditional  Charlie the Tramp role, as an escaped convict trying to head as far away from the prison as possible.   He quickly ditches his prison uniform, and ‘borrows’ a minister’s clothing and hat instead....
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A Busy Day (1914)

A Busy Day - Charlie Chaplin in drag
A Busy Day—Charlie Chaplin originally released May 7, 1914 Definitely not playing his famous Charlie the Little Tramp character, A Busy Day has Charlie Chaplin in drag, playing the jealous wife of a philandering husband
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