Pooh believes he has the ability to grant wishes with special rhymes, so he sets out to make all his friends' greatest wishes come true: Pooh crosses out an extra day on Rabbit's calendar which causes Ol' Long Ears to believe he's lost a day, and the only way to make up for a lost day is to go on.... double time!
Pooh gets a letter from an unknown person who signed the letter as "me." Not knowing who the letter is from, he goes on a search to try to find this "me."Pooh and Piglet get lost in the Scary Woods on the day of Rabbit's birthday party. Can they think, think, think their way out of there and make it on time?
Pooh and the gang become pirates, thinking their stories are no longer interesting to Christopher Robin. Pooh is late to Rabbit's meeting, so Rabbit devises a schedule for him.
Everyone has a Valentine except Eeyore, so Pooh and his friends tried to get their gloomy friend a Valentine gift; Mr. Narrator thinks there are no stories for the day, Pooh and his friends help him so everyone in the world will read about them.
Kessie thinks Tigger has a funny laugh, Tigger thinks that Kessie is teasing him so he decides to never laugh again; The gang goes for a treasure hunt for one of Owl's relatives' treasures which is buried in the Hundred Acre Wood. They try to find the X that marks the spot before they can find the treasure.
Piglet is sick of being small and wishes to be big. Pooh winds up in a honey of a problem when his honey-nabbing scheme gets him a hive full of angry bees in his house.