Rabbit babysits Roo for the day, only for Tigger to come along and wake Roo up during nap time. Now they must figure out a way to get bouncy, energetic Roo back to sleep. Mr. Narrator accidentally skips to the end of the story where we find Tigger stuck in a tree. In search for answers, he goes back to the beginning and we watch as Tigger diligently chases an acorn around the Hundred Acre Wood for Piglet.
A shy Piglet dreams of communicating with the Heffalumps, giving him the confidence to speak up in a group of his friends, and Tigger founds a fan club and enlists his friends to join, little realising that they do not share his enthusiasm.