Amateur shoemaker Chuck (Kyle Echarri) asks his friend Ashley (Francine Diaz) to model his creation for their hometown's annual Shoe Princess contest. With his mind set on keeping his family business afloat, Chuck resolves to create customized pairs of shoes for Ashley who has weird "special" feet. Days before the contest, the new "a-shoes-ciates" receive a pair of red shoes from a secret sender. Just when they thought they have found the ideal pair for Ashley, an accident compromises their chances, leading Chuck to a mysterious man who teaches him the magic of shoemaking. As she finds the silly red shoes that perfectly fit her, Ashley slowly builds her self confidence, unaware that the simple pursuit for a pair of contest-worthy shoes can lead to a life-changing discovery about her family.