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Tucker played piano and sang burlesque and vaudeville tunes, at first in blackface. She later said that this was at the insistence of theatre managers, who said she was “too fat and ugly” to be accepted by an audience in any other context. She even sang songs that acknowledged her heft, such as “Nobody Loves a Fat Girl, But Oh How a Fat Girl Can Love”.

She made a name for herself in a style that was known at the time as a “Coon Shouter,” performing African American influenced songs. Not content with performing in the simple minstrel traditions, Tucker hired some of the best African American singers of the time to give her lessons, and hired African American composers to write songs for her act.