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The Great Bootleg is a minor character who briefly appears towards the end of Jon's Disney Bootlegs episode. "She" appears as an upside-down working boot with a split between the bottom and sole of the boot. The split is filled with red, fleshy gums and humanoid teeth. She has tan felt lips at the front and a pair of tan felt eye sockets atop the sole, on which are two sad-looking googly eyes.

She is very crass and condescending towards Jon during her brief appearance. Despite this, she remains soft-spoken and slightly chipper in tone, even as she apparently puts herself through immense pain in order to regurgitate the game disk for Snow White and the Seven Clever Boys. She is not seen again after this instance.