Cinderella’s glass slippers are the most famous magical shoes in Western culture. They emerged from the courtly fairy tales of Perrault in the seventeenth century and were stamped firmly into imaginations through Disney’s 1950 animated film. However, the story of a girl whose life is changed by shoes is much older and spans time and the globe, from ancient Egypt to medieval China, North America to Nigeria, the Brothers Grimm to Carrie Bradshaw. This talk explores some of the incredible variety of wondrous shoes in Cinderella-type stories, and how they have offered fantastical change as a reward for virtue. The transformative power of this potent symbolic footwear that exists only in the imagination has proven a continual source of inspiration for artists and fashion designers, modern-day pedlars of enchanted possibilities.