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All or most characters contain the examples:

* AnimalStereotypes: Their personalities typically either play this straight or subvert it. For example, Pooh plays on the stereotype of bears not being very bright, whilst Owl subverts the stereotype of owls being wise and clever.
* {{Cloudcuckoolander}}: They're not exactly the most conventionally clever of characters.
* ADogNamedDog: Most of them are named after their species. Piglet, Owl, Gopher, Kanga and Roo (who each take half of their species names) are all obvious, whilst "Tigger" is a childish pronunciation of "tiger".
* OneOfTheKids: They're Christopher's playthings; naturally, they act just as much like kids as he does.

----
!Main Cast

[[foldercontrol]]

[[folder:Winnie the Pooh]]
!!'''Winnie The Pooh'''
[[quoteright:339:http://static.tvtropes.org/pmwiki/pub/images/pooh9.jpg]]
[[caption-width-right:339:''"…Tubby little cuddly all stuffed with fluff, he's Winnie the Pooh, Winnie the Pooh, willy-nilly-silly old bear!"'']]

->''[[{{Catchphrase}} Oh bother.]]''
'''Voiced by:''' Sterling Holloway (1966-1977); Hal Smith (1981-1986); Creator/JimCummings (1988 - present)

The title and main character. A naive and soft-spoken teddy bear who lives in the trunk of a tree under the name of 'Sanders' written over his door. He utterly loves "hunny" and his home is filled with "hunny" pots of all sizes.

* BearyFriendly: Benevolent, loyal friend, especially to Christopher Robin and Piglet.
* BearyFunny: A Bear of Very Little Brains, his naivety and appetite is the source of much comedy.
* BigBrotherInstinct: Despite his rather clueless and docile demeanor, he cares a lot about Piglet.
* BigEater: Especially if honey's involved, though anything sweet will do.
* CrouchingMoronHiddenBadass: The "moron" part is obvious -- there's a reason he's consistently described as being a Bear of Very Little Brains. But, when he needs to, Pooh can be surprisingly clever in his own way, and often ends up resolving the various problems troubling the woods. For example, taming Wooster in ''The New Adventures'' when the rest of the animals are scared stiff of the giant woozel.
* {{Determinator}}: On occasion, most notably in ''Pooh's Grand Adventure''.
* EarlyBirdCameo: In 1924, one full year before the first Pooh story was written (and two years before the first full book was published), Pooh appeared in the book ''When We Were Very Young,'' as the main character in the poem ''[[http://allpoetry.com/poem/8518985-Teddy_Bear-by-A.A._Milne Teddy Bear]].'' Throughout most of the poem, he's simply referred to as "Teddy Bear" or "Teddy," but in the later stages of the poem, he's directly addressed as "Mr. Edward Bear," which of course is Pooh's original name.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: He's the Phlegmatic member of the five main characters.
* FurryReminder: To ''stuffed animals'', no less. Pooh's stitches will sometimes burst at the seams, and at other times his head will do a 270 degree turn before returning to its base position.
* GeniusDitz: He writes spur-of-the-moment songs and poetry for the fun of it, completely unaware that from a literary standpoint he would be considered quite skilled. None of the other characters have this talent, and Eeyore's attempt to emulate it inevitably falls flat.
* TheHero: He's not only the clear series protagonist, but also a genuinely nice guy.
* HeterosexualLifePartners: His relationship with Piglet. They're almost always seen together and playing together, and they stand up for each other in their own way.
* KindheartedSimpleton: Most of the supporting cast aren't far off, but Pooh is the most noticable as being an equally brainless and sweet-natured character.
* TheKlutz: Pooh, being not very bright and rather rotund, has a tendency to trip, tumble, bump into things or get stuck.
* NiceGuy: The most sincerely sweet and friendly member of the woods.
* OnlyKnownByTheirNickname
** Who remembers that Pooh's original, and real, name was "Edward Bear" before Christopher Robin changed it?
** For that matter, how often is he called Winnie? He's almost always called "Pooh" or "Pooh Bear" when the full name of "Winnie the Pooh" isn't used.
* OutOfFocus: Slightly, due to numerous [[ADayInTheLimelight character orientated features]] and [[BreakoutCharacter Tigger and Roo often taking spotlight more often]].
* PingPongNaivete: Often completely clueless of the goings on around, other times however he is well aware of the stupidity of his friends.
* ThePollyanna: Nothing really manages to keep Pooh down for long, and he's quick to both cheer up and to cheer others up.
* SeriousBusiness: "Hunny".
* SimpleMindedWisdom: Despite being a dimwitted character, he often has surprisingly clear thoughts and moments of brilliance.
* SmartBall: Of all the inhabitants of the Forest, Pooh is by far the most likely to get sudden flashes of brilliance. For someone who is so consistently portrayed as dull and slow-witted, he has surprisingly many good ideas when they're needed, to the point where he almost borders on GeniusDitz at times. This is mostly prevalent in the original novels, but the Disney version definitely has his moments as well.
* TooDumbToLive: Granted, most of the cast represents this at times, but Pooh really takes the cake. [[note]][[LiteralMinded Especially if it has pink sugar frosting]][[/note]]. There are times he can be the [[OnlySaneMan Only Sane Bear]] however.
* TookALevelInJerkass: '''Big time''' in the official 1980s comic strip from King Features Syndicate. [[http://usvsth3m.com/post/69084924643/18-genuine-unedited-winnie-the-pooh-comics-that-prove See for yourself]].
* TrademarkFavoriteFood: Again, "Hunny." He's absolutely ''nuts'' for the stuff.
* UnfortunateName: Title, really. "Pooh" used to be an expression of dismissal at the time the original book was written (hence the old English expression "to pooh-pooh something", meaning to dismiss it as irrelevant). Nowadays, [[GetTheeToANunnery that term has fallen out of use]], so it just sounds like the more "G-rated" word for dung.
[[/folder]]

[[folder: Christopher Robin]]

!!'''Christopher Robin'''
[[quoteright:338:http://static.tvtropes.org/pmwiki/pub/images/christopherrobin.jpg]]
[[caption-width-right:338:''"Silly old bear."'']]

->''You're braver than you believe, stronger than you seem, and smarter than you think… even if we're apart, I'll always be with you.''
'''Voiced by:''' Bruce Reitherman (1966); Jon Wlmsley (1968); Timothy Turner (1974); Kim Christianson (1981 - 1983); Tim Hoskins (1988–1991); Edan Gross (1991); Brady Bluhm (1997–1999); Tom Attenborough (2000); Paul Tiesler (2001–2003); Tom Wheatley (2003); William Green (2002); Struan Erlenborn (2007–2010); Jack Boutler (2011)

The only human character to appear in the books, Christopher Robin is the storybook allusion to the RealLife boy Milne wrote the stories for. He is a young boy who spends time with his stuffed animals in the distant Hundred Acre Wood and acts as a mentor and leader most of the time. Later in the series, he attends boarding school.

* ArtEvolution: Christopher Robin in the 2011 Disney movie now doesn't have SkintoneSclerae.
* CheerfulChild: He's generally a very upbeat and happy sort of character, though he does have some melancholic moments, especially in the original books.
* ChildrenAreInnocent: Perhaps the defining trait of his character.
* CulturalTranslation: Has an American accent in ''WesternAnimation/TheNewAdventuresOfWinnieThePooh''.
** He used to have one in the first featurette as well (provided by Bruce Reitherman, who also voiced [[Disney/TheJungleBook Mowgli]]), but after complaints from the fans it was changed to an English accent from ''Blustery Day'' onward. When the three original Pooh featurettes were collected into the full-feature ''Disney/TheManyAdventuresOfWinnieThePooh'', Christopher Robin was, for the sake of consistency, overdubbed with his later trademark English accent in the ''Honey Tree'' segment (though you can still clearly hear American Christopher when he sings along with Pooh in the ''Little Black Raincloud'' song).
* DemotedToExtra: Christopher Robin was originally the star of the books; in the poetry books he appears often and has several poems dedicated to him (as opposed to Pooh, who only appears in one poem in ''When We Were Very Young'' and only appears occasionally in ''Now We Are Six''), and while he was moved OutOfFocus for the Pooh stories he remained a central character. In the first Disney featurettes he was also a major character, but in later productions he got smaller and smaller roles, quite often being left out entirely.
** This ''is'' sort of explained in ''Disney/TheManyAdventuresOfWinnieThePooh'' (and elaborated upon in ''Pooh's Most Grand Adventure"): He's started school. While the Disney version doesn't seem to be attending boarding school the way his book counterpart is implied to be, it's still reasonable to presume that he isn't around as much because he's busy with schoolwork.
* TheEveryman: He's not particularly great in any one field, but he's got enough universal talents to cover where he's needed.
* FullNameBasis: At least if you go by ''New Adventures'' canon, where "Robin" is hinted to be his surname. Rarely, if ever, is he called just "Christopher."
* TokenHuman: He's the only human character in the group. Justified; the Hundred Acre Wood is created out of his backyard and his toys.
[[/folder]]

[[folder: Tigger]]
!!'''Tigger'''
[[quoteright:339:http://static.tvtropes.org/pmwiki/pub/images/tigger.jpg]]
[[caption-width-right:339:''"The most wonderful thing about Tigger's is that I'm the only one!"'']]

->''Bouncin's what Tiggers do best!''
'''Voiced by:''' PaulWinchell (1968-1999); Sam Edwards (Disneyland Records); Will Ryan (1983-1986); JimCummings (1989-present)

Hyperactive stuffed tiger with a fondness for bouncing. Known to grate on others' nerves (especially Rabbit) with his tendency to bounce head on into others as a form of welcome. Initially found somewhat intimidating or annoying by the other members of the Hundred Acre Wood upon his arrival, Pooh and the others eventually warmed up to him and consider him a close friend, especially Roo.

* AttentionDeficitOohShiny: Sometimes comes across as having a severe case of this, especially in the Disney version.
* BadassAdorable: He's a cute plush toy like the rest of his friends, but he's also the first of them to charge into danger or try to fight if it looks like it needs to happen.
* BigBrotherInstinct: To Roo, especially in later features.
* BrooklynRage: Sorta, Disney's Tigger is voiced with a Brooklyn accent (Paul Winchell [[VocalEvolution emphasized it more in his later years]] though it was toned back down when [[TheOtherDarrin Jim Cummings took over]]), while slightly more obnoxious and rambunctious than most of the other residents, he's rather [[ThePollyanna cheerful and harmless overall]].
* BreakoutCharacter: Tigger wasn't really a major character in the books, appearing only in the second book, ''The House At Pooh Corner''. In the Disney adaptations, he got bigger and bigger roles until he ended up as the franchise's main star apart from Pooh himself.
* CartoonyTail: In the Disney version, which explains his bouncing is done by using his tail as a pogo stick.
* CheerfulChild: He can be said to be this in the original novels, as he is clearly very young and inexperienced and needs someone to look after him. He was aged up for the Disney version (even if his demeanor is much the same).
* DoesNotLikeSpam: "Tiggers don't like honey!"
* FishOutOfWater: Initially, he doesn't really fit in with the rest of the residents of the Hundred Acres. He gets over this over time.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: He's the Sanguine member of the main cast.
* HappilyAdopted: By Kanga, in the original novels. In the Disney version, he lives on his own (but frequently hangs around Kanga and Roo).
* HatesBaths: Was forcibly bathed twice in the first TV series and hated it both times. The first time, the bath resulted in [[spoiler: his stripes being washed off]], and he was seen coughing and sputtering throughout, but on the second occasion, he finally admitted that they weren't so bad, while adding that he'd wait until "maybe next year" for another one.
* JerkWithAHeartOfGold: A mild example - he's as nice as they come; but he does have moments where he's quite thoughtless and inconsiderate. The book version's jerkishness is usually limited to pouncing on people when they're not expecting it, but the Disney version can get surprisingly (though unintentionally) mean at times. This is most prominent in the ''[[WesternAnimation/TheNewAdventuresOfWinnieThePooh New Adventures]]'' series, but is definitely there in the original featurettes too.
* {{Keet}}: He's extremely hyperactive and never stops ''doing'' something.
* TheLancer: Pooh may be the main protagonist, but Tigger follows closely behind him in terms of being the leader. With his hyperactivity, in fact, he tends to be the driver for many plots in follow-up media, given Pooh's own fairly placid and passive nature.
* LastOfHisKind: "But the most wonderful thing about Tiggers is I'm the only one!" Only in ''The Tigger Movie'' does he show any true concern over this.
* MilesGloriosus: [[DependingOnTheWriter On occasion]]. Other times [[FearlessFool he's too oddball to really care about his own well being]]. His rather fickle nature can lead him to interchange between cowardly to suicidally fearless in a matter of seconds.
* TheNicknamer: In the Disney version, he's got a nickname for everyone, and ''loads'' of them for Rabbit.
* OddFriendship: Tigger and Eeyore couldn't be more opposite in terms of personality, but that doesn't stop Tigger from considering the old donkey one of his best buddies.
* PickyEater: In the original novel, this is actually one of his defining traits, combined with his usual MilesGloriosus over-enthusiasm. His introduction chapter has him and Pooh searching for something that Tiggers actually like to eat. Tigger cheerfully claims that Tiggers like everything, and whatever Pooh suggests, he'll say it's his very favorite... that is, until he actually tastes it, after which he'll say that Tiggers like everything in the world ''except'' what he just had. The list of exceptions to what Tiggers like keeps growing all through the chapter, until he finally comes across the one thing he ''does'' likes to eat: extract of malt, Roo's "strengthening medicine."
** The Disney version does include a ShoutOut to this when establishing Tigger's dislike of honey (which comes and goes DependingOnTheWriter), but the desperate search for something he can actually eat doesn't happen and extract of malt is never mentioned.
* ThePigPen: In addition to hating baths, Tigger likes bouncing around in the mud. At one point, he even rhetorically asks, "What's wrong with being dirty?"
* RedOniBlueOni: The red to Rabbit's blue, being all impulse and enthusiasm in comparison to Rabbit's patient thoughtfulness.
* SadClown: Tigger is usually hyperactive and infallibly cheerful. When he is truly brought down however, it is a rather tragic sight. Utilized in universe, all the others are insistant on "un-bouncing" Tigger, [[HeelRealization though are so heartbroken by the depressed shell remaining when they succeed they immediately go back on it.]]
* SayingSoundEffectsOutLoud: "GASP!"
* SmallNameBigEgo: Bragging's what Tiggers do best.
* TookALevelInKindness: The Disney version, post- ''The Tigger Movie.'' While it's not too blatant, he does through a bit of CharacterDevelopment in that movie, learning to be more considerate towards his non-Tigger friends. This development actually sticks, because in productions after that, his JerkWithAHeartOfGold moments and MilesGloriosus tendencies are toned down considerably -- though his hyperactive enthusiasm hasn't dropped one bit, nor has he become any more inclined to think before he acts, so he remains the most chaotic element in the Hundred Acre Wood.
* TrademarkFavoriteFood: In the original novels, it's extract of malt.
* VitriolicBestBuds: With Rabbit. The vitriol is mostly on Rabbit's side, since Tigger's habit of knocking him over or trampleing through Rabbit's garden irritates the bunny.
* WackyGuy: Definitely his role in the series, being the most chaotic, impulsive and hyperactive member of the cast.
[[/folder]]

[[folder: Piglet]]
!!'''Piglet'''
[[quoteright:340:http://static.tvtropes.org/pmwiki/pub/images/piglet.jpg]]
[[caption-width-right:340:''"I mustn't f-f-f-fear!'']]

->''Ohhh, d-d-d-d-d-deeeaarr.''
'''Voiced by:''' John Fielder (1968-2005); Phil Baron (Welcome to Pooh Corner); Travis oates (2005-present)

Extremely timid stuffed piglet. Being someone of such little size makes Piglet rather paranoid and fearful often needing the support of his friends, nevertheless he's very gentle and caring little guy all in all and will face his fears for the sake of others.

* ArtEvolution: A curious example, but take a look at Piglet's one-second appearance in the original intro song (the "there's Rabbit, and Piglet, and there's Owl" part). Someone at Disney must have done some ''heavy'' redesigning before Piglet made his "official" animated debut in the second featurette.
* ButtMonkey: Things just always seem to go wrong for Piglet, which is played for laughs.
* CharacterDevelopment: Arguably, he's the only character in the original novels who goes through genuine CharacterDevelopment. He starts out as a timid dreamer who, in his desperate attempts to appear big and brave, usually blows his chances when he gets them and is blind to the positive qualities he ''does'' possess. In the latter parts of the second novel, he learns to recognize and appreciate his own strengths, and in the end becomes the big hero of the book. You could say that he starts out as a LovableCoward but turns into a CowardlyLion. Averted with the Disney version, who is a CowardlyLion from the get-go.
* CheerfulChild: In the Soviet ''Vinni Pukh'' adaptions, Piglet is a much cheerier and less timid character.
* TheChewToy: If it can go wrong for Piglet, it probably will go wrong for Piglet.
* TheChick: He's male, like all of the other main toys, but he's still the most "feminine" of the lot, being gentle, sweet, caring and timid.
* CompositeCharacter: Perhaps one reason for Piglet's cheerier attitude in the Soviet ''Vinni Pukh'' adaptions is that he's used as the stand-in character for Christopher Robin, who doesn't appear in the cartoons at all. Since the stories closely follow the book plots, Piglet is the one who says and does all the things that Christopher Robin did in the books, something which certainly alters his characterization a bit.
* CowardlyLion: Will perform impressive acts of bravery when a push becomes a shove, though he's more likely to do this in the Disney version than in the original novels.
* DemotedToExtra: {{Subverted}}. The Disney version occasionally tries to put him on sidelines, but it never seems to last; Piglet is simply too popular a character, even gaining his own movie at one point. This is even more notable considering [[WhatCouldHaveBeen Piglet wasn't even intended to appear in the Disney adaptions initially]].
* ExtremeDoormat: Because he's so gentle and so timid, he's easily overawed or unwittingly bullied into doing whatever the others want.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: He fits the Leukine template of the main characters.
* HatesBaths: In one story in the book he replaces Roo and Kanga gives him a bath. The first thing he does when he drops the act is rolling in the dirt.
* HeightAngst: The episode "Biglet" from ''The Book Of Pooh'' features Piglet getting fed up with being short, and starts wearing stilts, giant gloves, and a amplifier in his mouth.
* HeterosexualLifePartners: With Pooh, who eventually offers to share his home after [[spoiler:Piglet gives his up to Owl]].
* LovableCoward: He may be a scaredy-cat of a character, but he's also one of the most lovable and likeable characters.
* MessyPig: Shows signs of this: when Kanga gives him a bath, he doesn't feel comfortable until he can roll in the dirt again. In a subversion, he's also a bit of a NeatFreak.
* NervousWreck: He's afraid of just about everything.
* NiceGuy: Of all the characters, Piglet is probably the most compassionate and caring one.
* SecondEpisodeIntroduction: Since Disney originally intended to replace Piglet with the more "American" Gopher, Piglet's debut in the Disney franchise was delayed until ''The Blustery Day'' after fan outcry forced Walt's hand.
* ShrinkingViolet: Shy and timid, Piglet tends to withdraw into himself.
* TrademarkFavoriteFood: In the books, acorns, also called "haycorns" by Pooh.
* VagueAge: In the Disney version at least, despite being a [[ExactlyWhatItSaysOnTheTin "piglet"]] his matured voice and arguably more sensible personality than many of the others leaves it ambiguous as to whether he is much younger than Pooh. {{T|heNicknamer}}igger referring him to both "kiddo" and "ol' pal" at times certainly doesn't help.
[[/folder]]

[[folder: Eeyore]]
!!'''Eeyore'''
[[quoteright:339:http://static.tvtropes.org/pmwiki/pub/images/eeyore.jpg]]
[[caption-width-right:339:''"Some donkeys have it. Some donkeys don't."'']]

->''Thanks for noticin' me.''
'''Voiced by:''' Ralph Wright (1966-1983); Ron Feinberg (1981); Ron Gans (1983-1986); BradGarrett (Animated Storybook); GreggBerger (most media appearances); PeterCullen (1988-present); Bud Luckey (2011)

Stuffed donkey with a deeply cynical and borderline mentally depressed view of life. Often around to share a negative view of things, though is also rather philosophical and can give great wisdom at times.

* AdaptationDyeJob: A lot of modern Disney merchandise and promotional artwork saturates Eeyore's fur color into a dull blue, likely to give him a more florescent and noticable design compared to his grey scheme (granted however [[IncrediblyLamePun "blue"]] suits his character in a sense).
* AdaptationalHeroism: His Disney incarnation is ''far'' more sympathetic than the snarky and narcissistic Eeyore of the original books.
%%* TheBigGuy
* TheChewToy: Though granted not nearly as much [[TheEeyore as he views himself]].
%%* DeadpanSnarker
* DemotedToExtra: During the 2000's, he was relegated to much smaller roles (especially as stories began to focus more on Tigger, Piglet or Roo). Especially evident during the Heffalump movies where he's only around for a handful of scenes each and in the first one, he's completely forgotten by the others. He bitterly lampshades it, for once, with some genuine poignancy.
-->'''Eeyore''': [[SarcasmMode Don't let me hold you up]].
* TheEeyore: TropeNamer
* FlatJoy: The Disney version occasionally shows this, especially from ''New Adventures'' and onward. It's always PlayedForLaughs.
** In the original books, he does this as well.
--> "Ha-ha," said Eeyore bitterly. "Merriment and what-not. Don't apologize. It's just what ''would'' happen."
%%* [[FourTemperamentEnsemble Five Temperament Ensemble]]: Melancholic
* GrumpyBear: Snarky and ''extremely'' cynical compared to the other more innocent residents of the Hundred Acre Wood. The Disney version represents this to an extent though is somewhat more recessive and "matter of fact" about it than in the original novels (an often implied character ethic is that he ''enjoys'' being depressed).
* {{Jerkass}}: Definitely in the original novels, though occasionally he goes over into JerkassWoobie territory. Both animated adaptions avert the trope, as Eeyore is far less nasty and sarcastic in either cartoons.
%%* JerkWithAHeartOfGold: In the Disney version.
* OnlySaneMan: Often shows the most common sense over the others.
* PunnyName: His name is meant to resemble the onomatopoeic sound of a donkey's braying ([[AccentDepundent though it's a bit more obvious when pronounced with a British accent]], as Creator/AAMilne would have said it).
* TheStoic: Ironically enough. Despite his trademark depressive personality, Eeyore is usually the least likely to become highly fearful or upset in a dire situation, his usual emotional range usually never straying past being somewhat glum and negative. Whatever makes his life is so miserable, he is at least accustomed to it.
--> '''Pooh:''' Are you alright, Eeyore?
--> '''Eeyore:''' Been better. Been worse too.
* SurroundedByIdiots: Milne's suggested reason for his depressed attitude in the original novels. In the Disney adaptions, he's a much friendlier guy, just ''very'' negative in the most simplistic of terms, though he does have bouts of this trope at times, especially being TheChewToy.
%%* TerseTalker
* TrademarkFavoriteFood: Thistles. This is mostly prominent in the original novels, but the Disney version has been known to chow down on a thistle or two as well.
[[/folder]]

[[folder: Rabbit]]

!!'''Rabbit'''
[[quoteright:281:http://static.tvtropes.org/pmwiki/pub/images/rabbit.png]]
[[caption-width-right:281:''"My mornings aren't complete without some sort of catastrophe."'']]

->''[[GladIThoughtOfIt Splendid idea -- glad I thought of it.]]''
'''Voiced by:''' Junius Matthews (1966-1977); Ray Erlenborn (1981); Will Ryan (1983-1986); Ken Sansom (1988-2010); TomKenny (2011-present)

Grouchy [[ExactlyWhatItSaysOnTheTin rabbit]] that is obsessed with getting order and peace in the Hundred Acre Wood. Often finds himself bothered by the antics of the other residents usually Pooh and Tigger, though granted he himself often takes wacky extremes to deal with problems.

* AdaptationDyeJob: Weirdly enough, he's a light ''green'' color in ''WesternAnimation/TheNewAdventuresOfWinnieThePooh'', as opposed to yellow in all the other Disney productions.
** And in the original novels, he's brown. At least according to E. H. Shepard's color illustrations.
* AmbiguouslyGay: Fitting to a T. Right down to the fact that it is played up for laughs (his pink robe and hair curlers, multiple frilly aprons, the aptitude for ballet dancing as seen in ''WesternAnimation/PoohsGrandAdventure'', etc), it is never addressed/confirmed, nor implied that he has any interest in the opposite sex. Or either sex, for that matter. Averted in the 2011 film, in which he fantasizes himself as being surrounded by female rabbits.
* ButtMonkey: The various mishaps and scrapes he gets into are always played for laughs.
* CampStraight: He's pretty campy, but as noted above, in the 2011 film, he's shown fantasizing about having a harem of lady rabbits.
* TheChewToy: Just like with Piglet, bad things tend to happen to him. A lot.
* TheComicallySerious: The fact he's so strict, stern and serious is played for nothing but comedy.
* ControlFreak: His obsession with keeping everything quiet, peaceful and orderly is his most defining characteristic.
* [[FourTemperamentEnsemble Five Temperament Ensemble]]: His temper and hostility marks him as the Choleric one.
* TheFinickyOne: He's not easy to please, and that's a fact.
* GrumpyBear: He's usually angry or easily angered, at least in part because he's a ControlFreak and his friends don't understand or even pretend to humor him in it.
* JerkWithAHeartOfGold: Often cynical and hostile but will take steps to take care of his friends in the end.
* KnowNothingKnowItAll: Perhaps best summed up by Pooh and Piglet in the original novel:
-->"Rabbit's clever," said Pooh thoughtfully.\\
"Yes," said Piglet, "Rabbit's clever."\\
"And he has Brain."\\
"Yes," said Piglet, "Rabbit has Brain."\\
There was a long silence.\\
"I suppose," said Pooh, "that that's why he never understands anything."
* OnlySaneMan: Though admittedly he himself has rather [[IncrediblyLamePun hare brained]][[NotSoAboveItAll ideas at times.]]
* RedOniBlueOni: His thoughtfulness and patience marks him as the blue to Tigger's red.
* {{Schemer}}: Being the smartest of the main cast, if only in his own head, he tends to be the one most likely to cook up ideas, either for the group or for himself.
* ShesAManInJapan: The 1967-1975 German dubs of the original shorts (Honey Tree, Blustery Day, etc.) made the character a female.
* SmallNameBigEgo: He tends to think of himself as the smartest and the leader of the group, but really he's not that much better than them.
* TheSmartGuy: For all his faults, he is usually more on the ball than his friends.
* SuperOCD: Rabbit is obsessed with order and tidiness and can turn almost any minor fun activity into a highly regimented work routine (usually resulting in a nervous breakdown when the others screw it up).
-->'''Rabbit:''' Have you all gone mad?!? You can't possibly do things...''out of order!''
* TokenEvilTeammate: To an extent. He is much more antagonistic than the other residents, however by normal standards, he's just a bit of {{Jerkass}}, redeeming himself rather frequently and even plays the StraightMan on occasion.
* VitriolicBestBuds: With Tigger, mostly because Tigger insists on [[CrashHello tackling him to say hi]] and is otherwise a hyperactive, chaotic individual.
* WellIntentionedExtremist: Merely wants to maintain order in the Hundred Acre Wood, but resorts to somewhat extreme measures such as kidnapping or traumatizing residents in order to do so (granted however, it hardly ever works).
* ZanyScheme: Despite everything, he's cooked up a few of these himself.
[[/folder]]

[[folder: Kanga]]
!!'''Kanga'''

->''Do be careful, dear!''
'''Voiced by:''' Barbara Luddy (1966-1977); Julie McWhirter (Day for Eeyore); Diana Hale (Welcom to Pooh Corner); Patricia Parris (1988-1993); Tress MacNeille (1994-1999, Kingdom Hearts); KathSoucie (2000-present); Russi Taylor (1998); Kristen Anderson-Lopez (2011)

Docile mother kangaroo. Often acts a gentle mother figure to the others.

* BewareTheNiceOnes: Usually rather docile and sweet in tone (to the point of being a borderline ExtremeDoormat), though let's say she's rather sporting to the odd scheme or prank (Piglet found this out the hard way).
* CloserToEarth: The Disney version at least. The book version is slightly more sensible too but shares the others' occasionally brainless demeanor.
** Averted in the 2011 film, where Kanga eats up the story of the Backson as readily as the rest of the cast.
* CreatorCameo: In the 2011 film, Kristen Anderson-Lopez (who co-wrote the 2011 film's songs with her husband Robert Lopez) voices Kanga. Ironic when Kanga stops the song and asks for silence when she wins the honey pot (temporarily).
* KathSoucie: Voice actress from ''The Tigger Movie'' onwards, with the exception of KingdomHearts and the 2011 film.
* MamaBear: Much more gentle than usual examples, but is obviously rather protective of her son.
** The trope is even pointed out by Piglet in the original novel:
--> "There's just one thing," said Piglet, fidgeting a bit. "I was talking to Christopher Robin, and he said that a Kanga was Generally Regarded as One of the Fiercer Animals. I am not frightened of Fierce Animals in the ordinary way, but it is well known that if One of the Fiercer Animals is Deprived of Its Young, it becomes as fierce as ''Two'' of the Fiercer Animals."
** This is toned down in the Disney adaptation of their meeting, where Kanga knows full well how harmless the other residents are and ultimately shows mercy on Piglet (with "a cookie and a kiss"), at which point he realises Kanga isn't scary at all.
* OnlySaneMan: What many of her other tropes amount to her being at times. Justified, since she's the "motherly one" and the rest are essentially children.
* PositiveDiscrimination: The Disney version arguably. She does at least seem to be the one character lacking a personality-establishing flaw.
* SlapstickKnowsNoGender: Not seen a whole lot, but Tigger bounces everyone, including her.
* TheSmurfettePrinciple: She's the ''only'' female member of the cast at all, except in certain spin-off media.
* TeamMom: Because she's Roo's mother, she naturally applies the same maternal attitudes and instincts to the rest of the group.
* WomenAreWiser: Though this simply may be because she's older and a mother, and thus is naturally more mature.
[[/folder]]

[[folder: Roo]]

!!'''Roo'''

->''Yes, Mama!''
'''Voiced by:''' Clint Howard (1966-1977); Dori Whitaker (1974-1977); Dick Billingsley (A Day for Eeyore); Kim Christianson (1983–1986); Nicholas Melody (1988–1991); Nikita Hopkins (1999–2005); Jimmy Bennett (2004–2005); Max Burkholder (2007–2009); Wyatt Dean Hall (2011)

Hyperactive joey of Kanga. Shares Tigger's fondness for bouncing and looks up to him like a big brother. Later befriends heffalump Lumpy.

* AscendedExtra: A side character in the original novels and Disney featurettes, almost as prominent as Pooh and Tigger in some of the newer features.
* BadassAdorable: Being a protégé of sorts to Tigger, he's naturally one in training (especially in ''The Tigger Movie'').
* BigBrotherWorship: Of the surrogate sorts. He views Tigger as a big brother (a sentiment that is returned in ''The Tigger Movie'') and idolizes him for his feats ([[FanOfTheUnderdog that most others find aggravating]]), even going as far as frequently imitating his every move and word (a running gag in the Disney features involved a character being bounced by Tigger, getting back up on their feet, only to be bounced by Roo in turn).
* BreakoutCharacter: In post-novel features, he goes from being just Kanga's little baby who shows up as a bit-part character in some stories to a recurring character, almost a secondary member of the cast.
* CharacterDevelopment: Initially a [[{{Keet}} mindless infant]] similar to his novel counterpart, his upgraded role in the Disney adaptions has led to stories being played a lot more from his perspective, [[AscendedFanboy his idolization of Tigger being expanded upon and even gaining a surrogate "little brother" of his own]]. He has also became more emotional and aware of the surrounding issues, even acting as a CowardlyLion on occasion.
* CheerfulChild: The physically and mentally youngest member of the group, and cheerful to the point of foolishness, especially in the novels.
* ExpressiveEars: ''Pooh's Heffalump Movie'' is a good film to see him demonstrating this quite a few times.
* HatesBaths: A whole episode of ''The New Adventures of Winnie the Pooh'', "The Old Switcheroo", revolves around Roo trying to avoid bath time with Tigger. [[spoiler: At the end of the episode, he finally takes a bath, and realizes that it's [[BathsAreFun fun after all]]]].
* KidAppealCharacter - the reason for his ascended role in the Disney canon.
* {{Keet}}: In the original novels, he's the only character who can match Tigger for hyperactive overenthusiasm. In fact, he occasionally surpasses Tigger, largely because Tigger has ''just'' enough sense to realize when he's in a bad situation, while Roo is a FearlessFool through and through. The Disney version certainly has shades of this too, albeit more toned down and DependingOnTheWriter.
* MommasBoy: Most incarnations show him and Kanga being really close.
* MotorMouth: Again, in the original novels. The Disney adaptions use this for occasional gags.
* TagalongKid: Being the youngest of the group, he naturally fills this role to them.
* ToxicFriendInfluence: Tigger plays a light example. While he [[BigBrotherInstinct genuinely tries to look out for Roo]] (and has saved his life at least once) the other residents show awareness that he is [[{{Cloudcuckoolander}} not the]] [[{{Keet}} most ideal]] [[SmallNameBigEgo role model]] for him at times.
-->'''Tigger:''' Taught him everything he knows.
-->'''Rabbit:''' That explains a lot.
[[/folder]]

[[folder: Owl]]

!!'''Owl'''

->''Good, that will just give me time to tell you about my Uncle Clyde...''
'''Voiced by:''' Hal Smith (1966-1991); Andre Stojka (1992-2006); Craig Ferguson (2011-present)

Scatterbrained elderly owl. Usually shares knowledge and wisdom to the other residents of the Hundred Acre Wood, oblivious to the fact he has as little idea of such aspects as they do. Also likes to share rather frequent (and long) amusing stories about his somewhat eccentric family.

* CoolOldGuy: The other animals view him as this. While much more brainless in reality, he does have some shades of this.
* GrumpyOldMan: Sometimes shows traces of this in the books; in one chapter it's revealed that his standard reply when someone knocks on his door is "Go away, I'm thinking -- oh, it's you?", and he can get pretty high-and-mighty and impatient with the others when he thinks they're talking about things that are beneath his dignity.
** Completely averted with the Disney version, who is an altogether more jovial and cheerful fellow.
*** Although in the 2011 movie adaptation, he became frustrated with the simple-minded residents, and [[IdiotPlot starts the main conflict in the film unknowingly]]
* DitzyGenius: Depending somewhat on the incarnation; whether he ''is'' smart or not, he's certainly a ditzy fellow.
* InTheBlood: His family is often implied to be as scatterbrained as he is.
* JerkWithAHeartOfGold: In the 2011 movie adaptation.
* KnowNothingKnowItAll / TheSmartGuy: Switches back and forth between the tropes depending on the story's needs.
* LiteralMinded: Certainly so in ''Piglet's Big Movie'', having taken the questions "Have you seen Piglet?" and "Have you seen him this morning?" literally.
* MotorMouth: Once he starts talking, good luck shutting him up.
* OldWindbag: He just loves the sound of his own voice and will seize any opportunity to talk about whatever strikes his fancy.
* OminousOwl: Subverted somewhat. Though his [[KnowNothingKnowItAll clueless]] and sometimes [[{{Cloudcuckoolander}} deranged]] demeanor causes problems at times, Owl is a thoroughly high spirited and kindly individual, the other residents even frequently referring to him as "their good friend".
* OutOfFocus: Disappeared for a while in the Disney version from about the mid-2000s up until the 2011 film.
* TheOwlKnowingOne: Parodied. Everyone (including Owl himself) views Owl as the wisest and most intelligent of the animals, but in reality he's pretty clueless.
* ShesAManInJapan: In the Soviet ''Vinni Pukh'' adaptions, Owl is female.
** The original Norwegian translations of the books also turned Owl female. The books were re-translated (and drastically shortened, several plot points and jokes left out) later on, still with a female Owl. It wasn't until the third translation, which was far more faithful to the original text that Owl became male. (He was always male in the Norwegian dub of the Disney cartoons, which just made the entire thing even more confusing.)
** Owl is also female in the Polish translation of the books.
[[/folder]]

[[folder: Gopher]]
!!'''Gopher'''

->''I'm *whistle* not in the book, y'know.''
'''Voiced by:''' Howard Morris (1966-1977); Michael Gough (1988-present); FrankWelker (Goof Troop)

Full name Samuel J. Gopher, usually littering the Hundred Acre Wood with his endless burrows, often for someone (usually himself) to fall into. Exclusive to the Disney adaptions.

* CanonImmigrant: Or CanonForeigner, depending on how you look at it.
* {{Catchphrase}}: "I'm not in the book, you know!" in the first featurette; a DoubleEntendre that neatly {{Lampshade|Hanging}}s his CanonImmigrant status.
* ChuckCunninghamSyndrome: He seems to have all but vanished from the franchise in later years (he appeared in the recent ''Pooh's Heffalump Holloween Movie'', albeit via recycled footage).
** He reappeared in WinnieThePoohsHomeRunDerby as an umpire. Be thankful he's not one of [[NintendoHard the pitchers]].
* {{Expy}}: His personality is based very largely on the beaver character in ''Disney/LadyAndTheTramp''. This was made even more evident when [[CrossOver Beaver actually reappeared as a semi-regular]] in ''My Friends Tigger And Pooh''.
* FunnyAnimal: The Saturday-morning TV series gave him a miner's helmet, making him alternate between this trope and a less anthropomorphic animal.
* MotorMouth: When engrossed in his work anyway.
* {{Prospector}}: His overall mannerisms and duties very much resemble a stereotypical rendition of the trope, however, being a gopher, [[ThePiratesWhoDontDoAnything his motives for burrowing around are never really explained]].
* SixthRanger: Due to being added in post-novel canon, he tends to fill this role in the group's dynamics.
* SpeechImpediment: *whistle*
** In the episode "Sham Pooh," Piglet interprets it as SnakeTalk.
[[/folder]]

!Supporting And Minor Characters

!!'''Lumpy'''

-> ''Heffridge Trumpler Brompet Heffalump IV.''

Roo's new best friend, possibly the only character in the franchise who's younger than him, and one of the elusive Heffalumps -- though unlike previous depictions of these largely unseen monsters he's not the least bit menacing. Another Disney adaptation exclusive, though a much more recent addition than Gopher.

* CheerfulChild: Like Roo, he's a bubbly, chipper little guy.
* ChildrenAreInnocent: Because he's a child, he's not the stereotypical honey-thief associated with heffalumps in this show.
* LovableCoward: Roo even notes his similarities to Piglet on one occasion.
* OnlyKnownByTheirNickname: Because his real name is so long nobody but his mother can remember it.
* RidiculouslyCuteCritter: Even by Pooh standards, he's ''adorable.''


!!'''Lottie'''

->''Oh, la!''

A female otter, and the single new character to appear in David Benedictus's ''Return to the Hundred Acre Wood.'' Slightly snobbish and haughty, and so scatterbrained that she makes Tigger look sensible, but ultimately kind and helpful.

* CloserToEarth: Perhaps the one female character in all depictions to subvert this trope.
* JerkWithAHeartOfGold: She's second only to Eeyore when it comes to think up insults, but when it comes down to it she's really quite friendly.
* MotorMouth: Not quite as extreme as Owl, but still able to talk rings around Rabbit.
* PlayfulOtter: A curious mix of this and wannabe GrandeDame; she'll berate the others for not acting dignified enough in one moment and run around, playing tag and shouting "can't catch me!" the next.
* TertiarySexualCharacteristics: The illustrations by Mark Burgess shows her to be wearing a pearl necklace.
* WhatMeasureIsANonCute: She was originally going to be a garden snake, but since ReptilesAreAbhorrent, the publisher insisted that she be turned into another animal. Benedictus settled on an otter.


!!'''Kessie'''

->''Rabbee!''

A baby bird rescued and for a while cared for by Rabbit, whom she calls "Rabbee." A Disney-only character, she appeared only in two episodes of ''WesternAnimation/TheNewAdventuresOfWinnieThePooh'', but was brought back as a major recurring character for ''The Book Of Pooh.''

* AscendedExtra: She goes from being a two-shot character in the ''New Adventures'' to a full-fledged secondary cast member in ''The Book Of Pooh.''
* CanonForeigner: She was created by Disney for their animated series.
* NotAllowedToGrowUp: Averted in ''New Adventures,'' as the entire point of Kessie's character is that she's growing up, especially in her second episode. Played straight in ''The Book Of Pooh,'' though.

!!'''Darby'''

Co-lead character in ''My Friends Tigger And Pooh''.

* CheerfulChild: Is always up for a case, rarely if ever is seen sad or angry. Her enthusiasm can definitely be infectious.
* TheDeterminator: Even when every other character has given up, even Pooh or Tigger, she'll still be determined to solve a Super Sleuth case and can rally the others to keep trying.
%%* GracefulLadiesLikePurple: Her jumper.
* {{Tomboy}}: She wears a ballcap, rides a scooter. She's very active and is rarely seen doing anything that would be considered stereotypically "girly."

!! '''Heff Heffalump and Stan Woozle'''

Heffalump and Woozle ''[[RealAfterAll in the flesh]]''. Bumbling gangster types who are constantly after the Hundred Acre Wood's honey supply. Appeared as recurring antagonists in ''New Adventures''.

* BigEater: They swipe the entire wood's supply of honey in one night.
* DumbMuscle: Heff is bigger and stronger than Stan, but pretty dimwitted.
* HarmlessVillain: They sneak into your house at night and rob you dry...[[FelonyMisdemeanor of all your honey]]!!!
* MinionWithAnFInEvil: Heff is noticeably dumber and less conniving than Stan, though not to the extent of DumbIsGood, as he's still an unrepentant honey-thief.
* ObviouslyEvil: Stan clearly looks sinister and malicious, even for being a stuffed weasel.
* RealAfterAll: Heffalumps and Woozles were suggested to be mere imaginary threats thought up by Pooh and the others in the original books and Disney material preceding this.
* {{Schemer}}: Stan is the brains of the operation and makes all the decisions and ideas.
* ThoseTwoBadGuys: They're always seen together and are the villainous characters who show up the most.
* WhyDidItHaveToBeSnakes: Being a toy elephant in a Disney show, Heff is absolutely ''terrified'' of mice, and in the best Disney tradition, this makes him helpless when faced with Roo or Kanga, who he mistakes for giant mice.
* WithCatlikeTread: Though, fortunately, the denizens of the Hundred Acre Wood are silly enough that the two manage to be surprisingly good at stealth even with their propensity to give themselves away while hiding.
* YellowEyesOfSneakiness: Stan has these.

!! '''Wooster'''

Hulking, thuggish Woozle who only appeared in the New Adventures episode "The Great Honey Pot Robbery".

* AttackOfTheFiftyFootWhatever: He's ''enormous'', big enough to push over trees or squash any of the heroes like a bug.
* TheBrute: Stan and Heff initially recruit him to be the muscle in order to defeat Pooh and friends so they can steal all their honey.
* TheDreaded: Heff is absolutely ''terrified'' at the prospect of calling Wooster out to help, and once they see him, almost everyone is equally scared... except Winnie the Pooh.
* FaceOfAThug: He has a very round, squashed-in, ugly, brutish sort of face that emphasizes his ogre-like status amongst the Woozles.
* GentleGiant: After his HeelFaceTurn, he shows he can actually be a very gentle and friendly individual.
* HeelFaceTurn: After Pooh offers to be his friend, Wooster decides to politely ask for honey rather than steal it.
* HulkSpeak: Wooster has a noticeably simplified manner of speech that roughly fits this trope.
* KnightOfCerebus: He's pretty frightening by the show's standards, at least until his HeelFaceTurn.
* TopHeavyGuy: A truly exaggerated and frightening example; Wooster's body seems to be all barrel chest and muscular arms, tottering along on comparatively tiny little legs.
* TinyHeadedBehemoth: His head actually isn't too small, but on his massive shoulders, it looks ridiculously undersized.

!!'''Bruno'''
A clockwork gorilla who appears in the ''New Adventures'' episode/segment, "Monkey See, Monkey Do Better". Initially appearing in a birthday box on Christopher Robin's bed, when the others unwrap him, he proceeds to proclaim himself "the best toy a kid could get" and proceeds to show them up by outdoing each and every one of them. Distraught, the others prepare to leave, only to find out that they misunderstood Christopher's words; he wasn't a present ''for'' Christopher, he was a present Christopher was going to ''give someone else''. Realizing his mistake, Bruno allows himself to be rewrapped in order to be sent on to his real home.

* CatchPhrase: "The best toy" and "the best present a kid could get"; he repeats variants of these constantly throughout the episode.
* CouldHaveAvoidedThisPlot: If the others had listened to Christopher properly and not opened his box, the whole mess with Bruno wouldn't have happened in the first place.
* DrivenToSuicide: Yes, in a Pooh cartoon! Towards the episode's climax, Bruno hears Christopher telling the other toys that he's not keeping Bruno. The gorilla is so shocked and aghast at this that he proceeds to wander off into the Hundred Acre Wood and pulls out his key, slumping over on a log as he basically dies. He is found and rewound a few minutes later, but still, it's quite creepy.
* EverythingsBetterWithMonkeys: His array of awesome tricks and abilities is intended to invoke this. To be fair to the guy, he would actually be a pretty damn great toy; it's his attitude that makes him a problem.
* ExtremeOmnivore: When outdoing Pooh at gathering honey, Bruno eats the entire hive, waxy shell and all, then blows the bemused bees out of his ears.
* GaryStu: This is how he's seen InUniverse; no matter what Pooh and his friends try to do in order to prove they're special, Bruno outdoes them.
* JerkAss: Not only is he full of himself, he belittles the other toys and gets them into challenges to prove his superiority to them.
* KillerGorilla: Not literally, but he still fits the spirit of the trope by being a gorilla who's a trouble-making antagonistic character.
* HeroAntagonist: Bruno isn't really a villainous character, though he is kind of an arrogant jerk, but he drives the whole plot of the episode by scaring the other toys into believing Christopher Robin will get rid of them if they're not as special as Bruno is.
* MeaningfulName: Not Bruno himself, but his episode; "monkey see, monkey do" is a now rather old-fashioned saying about mimicking someone else's talents or achievements. This monkey sees something done, and then goes out of his way to do it better.
* SmallNameBigEgo: His huge ego is his most defining trait; he manages to outdo ''Tigger'' at being full of himself. His sheer arrogance drives the whole plot of his episode, and when he hears that Christopher Robin apparently doesn't want him, he has a full-fledged breakdown that leaves him... well, see DrivenToSuicide.

!! '''The Pack Rats'''
A trio of rodents in ''New Adventures'' who compulsively steal anything that isn't nailed down. The gray one is the leader, the orange one is an overweight dimwit and the brown one has a slight attitude problem.

* CallingCard: They leave walnuts in place of whatever they take.
* ColorCodedForYourConvenience: Each specific memeber of the group is colored a specific hue so you can easily tell them apart.
* GoldfishPoopGang: They're even less intimidating than Stan and Heff!
* {{Harmless Villain}}s: Even by the standards of this show, they're pretty pathetic. They're not even realy out to be bad, they just can't help but steal stuff.
* HeelFaceRevolvingDoor: They can be quite helpful at times, but can't fight the urge to continue stealing.
* PunnyName: A pack rat is an American rodent that obsessively gathers various oddments in its nest. So, we have the "Pack Rats", who're actual rats who obsessively steal anything and everything that catches their eyes.
* RuleOfThree: They're always shown in a group of three, and they fit the standard "three characters" archetypes.
* TerribleTrio: They're three villains who're never seen apart from each other.
* VillainDecay: Mild example, but the Packrats are slightly more threatening in their first appearance, "Nothing but the Tooth", than in the other two episodes featuring them.
* YouDirtyRat: They're rats who're compulsive thieves and villains, if minor ones.

!! '''Crud'''
'''Voiced by:''' Jim Cummings

Horrifying One Shot villain from the WesternAnimation/TheNewAdventuresOfWinnieThePooh episode "Cleanliness is Next to Impossible".

* EldritchAbomination: By ''Winnie the Pooh'' standards, at least.
%%* EvilIsHammy
* LaughablyEvil: Even with his slightly horrific concept, he has a rather whimsical, hammy demeanor. His motives are solely to create trash, after all.
* KilledOffForReal: Both he and his minion Smudge get sucked into Christopher Robin's vacuum, making them the only characters in the entire ''Winnie the Pooh'' franchise to die permanently.
* KnightOfCerebus: Goofy a villain as he seems to be, he's still a ''lot'' darker and edgier than you'd ever expect to see in a Winnie the Pooh story.
* TrashOfTheTitans: Taken to villainous extremes, creating a monster that wants to spread mess all over the world.
* VileVillainSaccharineShow: Well, sort of. By normal media standards, he is merely a LaughablyEvil cartoon blob who [[PokeThePoodle wants to make the world messy]], but by the usual standards of [[TastesLikeDiabetes the Winnie The Pooh universe]] (that usually doesn't even have actual villains) he's actually kinda unsettling.

!! '''Nasty Jack'''
'''Voiced by:''' Jim Cummings

The leader of the Horse Thieves. One Shot villain from "Paw and Order"

* HeelFaceTurn: He ceases all hostilities against the gang when Piglet makes him the sheriff.
* LaughablyEvil: Given the show, he attacks the gang with things like ''ice cream''.
* NamesToRunAwayFromReallyFast: Lampshaded by Piglet.
* VisualPun: He's not a horse thief, he's a Horse Thief (the name of his gang).
* WorthyOpponent: Sees the Masked Bear as this, deciding to get serious when he poises a threat to his control over the town.

!! '''The Backson'''
'''Voiced by:''' Huell Howser

A monster that Pooh and friends imagine when they mistake a letter Christopher Robin wrote to them as ending in "Backson" instead of "back soon", and, fearing the worst, they plan to capture it and rescue Christopher Robin. Mentioned in the original books. Made its animated debut (with [[AdaptationExpansion more detailed characterization]]) in the 2011 ''Winnie the Pooh'' film.

* BlindingBangs: His eyes are covered by his hair.
* BreadEggsMilkSquick: Everything that Owl claims the Backson does is worthy only of PokeThePoodle, except for "Stealing your youth", which is pretty dangerous, and "Chipping your tooth", which obviously, would be pretty painful.
* DarkIsNotEvil: [[spoiler: He initially appears pretty fearsome, but it turns out he's a rather pleasant guy.]]
* DisneyAcidSequence: The Backson Song, in classic Disney tradition, involves lots of weird, out-there events and backdrops.
* FelonyMisdemeanor: [[spoiler: Everything the characters blame the Backson to be committing during its musical sequence are rather unfantastical and mundane, such as "scribbling in all your books", getting you to sleep in, spilling your tea, interrupting your train of thought, and never saying "pardon" when it bumps into you. It's also averted, as they also claim that it chips your tooth and steals your youth!]]
* RealAfterAll: [[spoiler: The Backson makes an appearance in the post-credits stinger of the movie, but he seems to be a rather cheerful fellow.]]
* TheStinger: [[spoiler: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.]]
* TheVillainSucksSong: The Backson Song, which is all about what a monstrous, evil fellow he is.

!!'''B'loon'''

A "character" who appears in the 2011 movie, B'loon is introduced as Christopher Robin's red toy balloon, which is treated by all the other characters as a living, sentient being. He mainly just floats around, drifting in and out of the story at various points and never really does anything a normal balloon wouldn't... then again, some fans have speculated that he ''is'' sentient, just unable to talk.

* BigDamnHeroes: ''Sort'' of, in that [[spoiler:B'loon is the one to "fetch" Christopher Robin at the end and is consequently treated as the hero of the day.]]
* CompanionCube: A rare example of one that, due do being a balloon, can and does actually move around, though despite what the other characters think, there's no real evidence that he's anything but a normal, inanimate balloon.
* JerkAss: If he ''is'' sentient, he's definitely this, judging by his actions in the movie.