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Chester is a bulldog in Hexley Hall who Sofia copies, becoming a bulldog herself. He is the familiar of a powerful dark wizard, as he boasts to Wormwood in "Our Wizards Are The Best." To show his superiority to Wormwood, he, Pumpkin the cat, and Wriggley the weasel band together to steal Sofia's amulet after Wormwood tells him about it. Chester later helps Pumpkin and Wriggley try to get the amulet for Grimtrix, but he head-butts Pumpkin after Sofia uses Floating Potion to rise out of reach.

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