Oswald volunteers to make a special birthday cake for Catrina’s birthday party. He makes an 8-tier cake, but collides with the Egg twins on the way to the party.
Oswald is playing the piano, with Weenie beside him, when they discover a leaking tap. Oswald tries to fix it with his spanner but the pipe bursts and water floods Big City!
Oswald tries to teach Daisy the piano. But they end up in Bingo’s music shop looking for a different instrument. They all end up in Big Park playing together
Oswald invites Henry and Daisy round for afternoon tea. He goes to Andy’s Candy Store for more marshmallows and ends up with a bird’s eye view of Big City.
Oswald discovers an old polka dot umbrella while walking in Big City Park on a hot sunny day. Later the umbrella comes in handy as it turns into a rainy day
Weenie’s favourite toy, a ball of yarn, bounces out of the flat and starts unravelling. Everyone in Big City has fun with the yarn, and Weenie gets her toy back.
Oswald and Weenie get excited over Johnny Snowman’s ice cream truck. But his truck has a flat tyre, so Oswald helps change it and they get ice cream for free.
Oswald builds a birdhouse so that the birds can keep warm. His friends tell him to decorate the birdhouse to make it more attractive, but the birds prefer his simple birdhouse.
Henry wakes up with a long feather sticking up from his head and is afraid of the barbers. Oswald persuades him to go and he discovers that getting a hair cut is no so bad.
Oswald and Weenie go to the pet shop and buy a tiny fish named Flippy. But Flippy starts growing too big, so they find her a home at the Big City Aquarium
Oswald and friends race in the Big City Go-Kart Race, but Oswald misses the start. He soon catches up and they all cross the finishing line together and share the prize.
Henry is sad because he can’t fly like other birds. So, Oswald, Daisy, Madame Butterfly, and the Egg Twins all help to get him airborne, and Henry flies over Big City
Oswald tries roller-skating in Big City Park only to keep falling over. Daisy and Johnny Snowman try to teach him, but he keeps falling over - until he skates to the rescue.