Pooh Bear brings a tricycle to his playdate with Piglet, but Piglet is too afraid to ride again having fallen off once before. To teach Pooh, Piglet must try, try again.

Pooh Bear brings a Jar to his playdate with Piglet. There is just one thing, he doesn't know what's inside!

Pooh Bear is excited to share his harmonica with Tigger, but Tigger is too full of energy to sit still and play. Pooh Bear must play a tune for Tigger to get his bounces out.

Pooh Bear brings a cardboard box to his playdate with Piglet, teaching him that the box can be anything if he uses his imagination.

Kanga teaches Pooh Bear how to play Hide-and-Go-Seek but when Pooh Bear hides he gets the hiccups and is found. Pooh Bear is sad, but then he learns it's his turn to seek now.

Pooh Bear brings a paint set to his playdate with Eeyore. Eeyore finds a butterfly he wants to paint but doesn't have the right colors so Pooh Bear teaches him how to mix colors!

When Pooh Bear brings a kite to his playdate with Piglet, both of them have a hard time flying it. They figure out they can fly the kite by working together!

Pooh Bear and Eeyore go on a treasure hunt. They get stumped on their last clue, but after some encouragement, Eeyore figures it out and they find the treasure!

Pooh Bear teaches Tigger how to keep a hoop from falling to the ground. Pooh Bear tells Tigger that the most important part of trying a new thing is practicing.

Pooh Bear realizes the chalk he brought has turned to dust so Rabbit hops home to get a spare box. Pooh Bear gets bored while waiting for her to return and makes up some games.

Pooh Bear and Piglet make a snow bear together. After they're done, Pooh Bear and Piglet worry that the snow bear will get lonely so, they make a snow pig so that it has a friend.

Pooh Bear brings a bouncy ball to his playdate with Tigger. Tigger suggests a game called 'Big Bounce' and bounces the ball so hard that it almost gets stuck in the tree.

Pooh Bear, Rabbit, and Piglet are having a picnic together. Rabbit brought avocados that she grew in her garden to share, but Piglet is nervous to try a food he hasn't had before.

Pooh Bear and Bea build a pillow fort together at their playdate. But oh no! When they finish building it, they find that it has no doors to go inside.

Kanga brings a blank book to his playdate. Kanga explains that they are gonna fill the book up with their own story. Together Pooh Bear and Bea come up with a story.