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The 51st film in the Disney Animated Canon. Winnie the Pooh is a direct sequel to the 1977 film The Many Adventures of Winnie the Pooh. It is based on three previously unadapted Pooh stories ("In Which Eeyore Loses a Tail and Pooh Finds One" and a fusion of "In Which Rabbit Has a Busy Day and We Learn What Christopher Robin Does in the Mornings" and "In Which Piglet Meets a Heffalump").
Pooh runs out of honey and has to find some.
Eeyore's tail is gone and everyone tries to find the perfect replacement.
Christopher Robin goes away for a while and leaves a note saying he'll be "back soon", but his friends assume that he was captured by a monster called the Backson, and go on a hunt for it!
Arson, Murder, and Jaywalking: Played straight when Owl first describes the Backson to Tigger. "Malicious, ferocious, and worst of all, terribly busy!"
Art Shift: "The Backson Song" is done in the form of animated chalk drawings.
Bait-and-Switch Comment: Rabbit tells Owl how much he admired the speech instead of what was expected, that Owl could fly out of the pit they were all stuck in.
Body Horror: A Played for Laughs example is done in this teaser clip — when Pooh tries to reach for a pot of honey, his belly bursts open — to reveal a bunch of white stuffing inside. It also serves as a Call Back to Winnie the Pooh and the Honey Tree, where the same thing happens during Pooh's morning exercises.
"Oh, stuff and fluff!"
When Pooh is dancing among a line of duplicates of himself made of honey, he casually bites off the head of the honey Pooh in front of him.
Book Ends: The live-action shots of Christopher Robin's room.
Bread, Eggs, Milk, Squick: Everything that Owl claims the Backson does is worthy only of Poke the Poodle, except for "Stealing your youth", which is pretty dangerous, and "Chipping your tooth", which obviously, would be pretty painful.
Companion Cube: Christopher Robin's balloon, nicknamed "B'loon", is a completely normal (if unrealistically indestructible) balloon, but is treated by all the characters as if it was a living, sentient character. This is taken to its logical (and hilarious) extreme towards the end of the movie, when B'loon gets all the credit for saving everyone.
Conspicuous CG: The hunny pots at a few points along with some bushes.
Continuity Nod: Eeyore tells Tigger "The most wonderful thing about Tiggers is that you're the only one." Tigger had told Pooh in a previous movie "The most wonderful thing about Tiggers is that I'm the only one!"
Creative Closing Credits: The credits start with the stuffed animals posed in various scenes from the film as Christopher Robin would do with them in his room, and then their animated versions interact with the rolling credits.
Averted in an interesting way. When Pooh and friends (aside from Piglet) are stuck in a pit, their only means of escape are from a rope that is quickly cut up for the each of them. Their only other option is Owl, who can fly, but this does not occur to them. However, when Piglet becomes afraid to go to Christopher Robin's house alone, Owl flies up there, encourages Piglet to travel, and then flies back down into the pit. After that, they comment on...the speech he made.
In a less funny way, when Pooh and friends begin to line up items to the Backson Trap, Owl uses a rope to lower himself down to the bridge where Pooh and friends play Pooh sticks. To place items.
Honey-O-Vision: After spending almost the entire day without honey, Pooh does this. It gets so bad that dialogue is replaced with the characters just saying "honey" and the book's words all replaced with "honey" as well. Also falls under Madness Mantra, arguably.
Musicalis Interruptus: The musical "Honey Pot" sequence gets cut off abruptly as Kanga requests that they celebrate her giving Eeyore a tail with silence. Which is ironic considering the voice of Kanga is the co-songwriter of the film.
No Animals Were Harmed: The end credits include a statement proclaiming that "No stuffed animals were harmed".
No Fourth Wall: Like the featurettes, the Narrator frequently interacts and gives advice with the characters, who can also walk on, touch, and knock down letters from the pages of the book they are in. This even serves as a plot point.
Noodle Incident: Owl to Pooh — "...And let me tell you, that was the last time I'll ever put MY beak in a keyhole!"
Random Events Plot: This film manages to take three chapters from the books and mix them all into one competently structured story, albeit with several scenes that do nothing to push the plot forward. Given how its established that this is completely in the imagination of a child, it's all in good fun. It's also a nice nod to the source material, which was more concerned with humor and charm than narrative, and also to the 1960's Disney films directed by Woolie Reitherman, which were all pretty episodic.
Real After All: The Backson makes an appearance in the post-credits stinger, but he seems a rather cheerful fellow rather than the monster Pooh and his friends thought he was.
Retraux: The film makes more of an effort to follow the style of the original shorts more closely than the previous Disney Toon Pooh films, right down to details like xerox lines and the backgrounds.
Eeyore loses his tail, and throughout the movie characters keep attaching different objects to the nail on his buttocks.
Pooh's strangely-human tummy rumbling sounds.
Everyone singing the Congratulations song every time someone finds a tail for Eeyore. Including a gloomy, solo version sung by Eeyore himself when he walks onto the scene with his new found tail (an anchor).
Scenery Porn: The watercolor backgrounds are very nice to look at.
Separated by a Common Language: There was a minor kerfluffle among British viewers about Rabbit referring to a "jump rope" rather than a "skipping rope". The same character at one point also imagines getting a lot of money, which has dollar signs on it.
The Stinger: The Backson stomps along through the woods, looking menacing, and then comes across the objects trail that Pooh and friends left, and cheerfully proclaims about how you can find so many interesting things in the woods. He sees the picture of himself, thinks everything must belong to the guy in the picture, and proceeds to pick up the items, leading right into the pit and falling into it.
Trailer Spoof: The movie came out the same weekend as Harry Potter and the Deathly Hallows, and thus some Pooh ads started out with lighting text on a cloudy sky (like the Harry Potter movies) with taglines such as "Get ready for the final battle" and "How do you spell adventure?" ...with cuts to Pooh running from bees and inverting a set of blocks from "POTR" to "POOH".
Tempting Fate: After Piglet gets stuck in a beehive, he comments how the bees are actually being very calm and as long as nothing riles them he should be fine. Pooh then immediately proceeds to hit the hive with a stick.