Almost every movie and TV show from the Winnie the Pooh franchise would break the fourth wall.

Winnie the Pooh and the Blustery Day

  • The letters of the book are knocked around by the breeze and the flooding.
  • Pooh and Tigger converse with The Narrator on a few occasions.

The New Adventures of Winnie the Pooh

Winnie the Pooh: Springtime with Roo

  • At the beginning of the movie, Roo breaks the fourth wall by talking to the narrator.

The Tigger Movie

Winnie the Pooh (2011)

  • Pooh, and the other characters soon after, climb out of a pit on a ladder that the former made out of letters from the book.