The Lollipop Fairy centers around the children's favorite fairy-- the Lollipop Fairy! But when the children start getting toothaches from eating too many lollipops, the Lollipop, Tooth, and Dream fairies must come up with an innovative way to keep the children happy without their favorite treat. The three fairy friends join together and explore creative solutions for this newfound problem and discover one that is both inclusive and joyful.
The story ends with a how-to demonstration for children, so they can summon the Lollipop Fairy whenever they want a sweet indulgence. This story of collaboration, creativity, and (of course) candy illustrates how children can modify a habit or behavior by utilizing their imaginations.