I just figured it out. Winnie the Pooh is about life in the big city. Just take a look at the characters
Tigger-possibly a speed freak or Coke Head. Always boncing off the walls.
Rabbit-Hippy. Into household duties, gardening and the Earth
Kanga and Roo- Single mom raising child, probably on welfare. She doesn't have job and lets Roo hang out with coked up Tigger
Eeeyore-Prozac chugging donkey with self esteem issues
Owl- Probably retired college professor
Christopher Robin-Definitely the Token Gay character.
Piglet-Kid picked on in school, has anxiety issues.
Pooh- Total POT head. Just does what he wants and doesn't care what's going on. All he is interested is in finding honey and where does he put it? In his honey POT STASH!!!