Three stories merge together here. The first is about Whittington, a scruffy tomcat, descended from Dick Whittington's legendary cat, who wants to become part of the community in a barn full of animal outcasts kept by the kindly Bernie and his grandchildren, Ben and Abby.
The second is his retelling to the other barn animals and Ben and Abby, of the story of his famous ancestor, Dick Whittington's cat. The story of Dick and his cat, based in reality but told in legends dating back to the early 1600s and recounted in several modern books listed in the Endnote, is a rags-to-riches tale of a poor boy led to fame and fortune by an unusual pet with a knack for killing rats.
The third is about dyslexic Ben's efforts to learn to read before he is held back and placed in Special Ed.
The last two parallel, to a certain extent, as Dick struggles to make his way in the world and Ben struggles with his frustration and fear. Dick is helped by his cat, who steers him to both fortune and love, while Ben is helped by all the barn animals, who convince his sister to set up lessons in the barn, and convince him to try out the Reading Recovery program at school, despite the teasing of his classmates.