The 100 Acre Wood is full of mini games for you to play, but they are all part of the story. However, if you manage to meet certain criteria during all of these mini games, you can talk to Owl outside of Pooh’s House to receive Sora’s Cheer ability. The criteria are as follows:

Pooh’s Hunny Hunt: More than 100 Licks
Block Tigger: More than 150 Points
Pooh’s Swing: More than 40 Yards
Tigger’s Giants Pot: Finish within 30 seconds
Pooh’s Muddy Path: Finish within 5 minutes