Pooh, Piglet, Eeyore, Tigger, and Rabbit are in Christopher Robin's attic during a rainy night and decide to play some chess, but since there are several missing pieces in their game, they decide to build costumes and play the roles. Piglet gets the knight part, but he sees himself as too scared to play a knight and enters an old box searching for the real piece. When Piglet comes out, however, he finds himself as a real knight in a chess-themed kingdom ruled by King Pooh, and must defeat a dragon to save the day. When Piglet sets off to defeat the dragon Rabbit who is the Great Wizard gives him a spell to use but he will only be able to use it once. When Piglet arrives at the dragon's cave he enters and hears the dragon roaring real loudly and uses his shield to protect himself but the dragon's roar causes the shield to break and then a shadow of the dragon lures over Piglet and he uses Rabbit spell which causes the dragon to turn into Eeyore the donkey who got turned into the dragon last week and asks Piglet if he can repay him in return for helping him get turned back into a donkey. In return, Piglet has Eeyore made the Knight to Remember and returns to his trunk and is returned home to Christopher Robin's Attic where he and his friends go off to play chess, but then Piglet hears the sound of Eeyore the Dragon's roaring and wonders if something followed him back from the Kingdom.
- Winnie the Pooh
- The King
- The Bish-Hop of Bounce
- The Wizard
- The Dragon
- Christopher Robin (mentioned)
|Jim Cummings||Winnie the Pooh, Tigger, The King, and The Bish-Hop of Bounce|
|Ken Sansom||Rabbit and The Wizard|
|Peter Cullen||Eeyore and The Dragon|
- This episode shares a name with episodes from Sailor Moon and Mew Mew Power.