Blinded by greed and ignorant of his brother's warning, Cuphead rolled the dice, but ultimately lost the gamble. Their winning streak impressed the casino's owner, the Devil, who tempted them by betting all of the casino's riches, promising to take away the brothers' souls should they lose. Despite the Elder Kettle's warnings, the brothers wandered far away from their home and found themselves at the Devil's Casino.
Cuphead lives in the Inkwell Isles with his brother, Mugman, and his caretaker, the Elder Kettle.