Lady Tremaine gets her hands on the Fairy Godmother's wand, then turns back time to the day Cinderella tried on the glass slipper. She enlarges the slipper to fit one of the stepsisters, Anastasia, then erases Prince Charming's memories of meeting Cinderella. Now, Cinderella must foil Lady Tremaine's scheme and win back her prince.

Jacques and Gus tell the story of how Cinderella becomes a princess but loses touch with herself. The movie explores Cinderella's "happily ever after" life as a princess in three stories, with help from the Fairy Godmother. First, Cinderella's awkward first days at the palace, when she tried so hard to fit in that she forgot to be herself. Second, how Jaq felt so left out that he wished to be a human. Third, how Cinderella taught one of her nasty stepsisters how to smile which leads to her own true love.