A story of a blue octopus and his dog that looks like a hotdog, named Weenie, and their friends like Daisy the daisy, and Henry the penguin. They go on adventures in their town that usually involves a problem that needs to be solved.
Oswald and Weenie play a game of hide and seek that unexpectedly turns into a game of lost and found when Weenie disappears. Worried, Oswald looks all over Big City.
Oswald and weenie have overslept only to find that everyone else in Big City has also overslept (well, not everyone - Daisy always gets up with the sun!).
Henry is taking a special picture of the gang in front of Big City’s geyser. While waiting around for their picture to be taken Weenie gets covered in mud!
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.