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Cast

Version 1 (Made By BrittalCroftFan do not edit, add, or delete!)

  • Spike as Pooh
  • Angle as Piglet
  • Sea Serpent as Tigger
  • Cranky Doodle Donkey as Rabbit
  • Chief Thunderhooves as Eeyore
  • Rarity as Kanga
  • Sweetie belle as Roo
  • Sorain as Owl (both of them can fly)
  • Derpy Hooves as Gopher
  • Scootaloo as Kessie
  • Princess Celestia as Christopher Robin
  • Princess Luna as Darby
  • Winona as Buster (they're both dogs)
  • Zecora as Lumpy
  • Prince Blueblood as Nasty Jack
  • The Flim Flam Brothers as Stan & Heff
  • Discord as the Backson

Version 2 (Made By BassRockz)

  • Twilight Sparkle  as Pooh
  • Spike as Piglet
  • Rainbow Dash as Tigger
  • Rarity as Rabbit
  • Big Macintosh as Eeyore
  • AppleJack as Kanga
  • Apple Bloom as Roo
  • Soarin as Owl (both of them can fly)
  • Cranky Doodle Donkey as Gopher
  • Scootaloo as Kessie
  • Princess Celestia as Christopher Robin
  • Princess Luna as Darby
  • Winona as Buster (they're both dogs)
  • Zecora as Lumpy
  • The Great & Powerful Trixie as Nasty Jack
  • Diamond Tiara and Silver Spoon as Stan & Heff
  • Discord as the Backson
  • The Dragon (from Dragonshy) as Wooster

Version 3 (Made By FirePuppy)

  • Twilight Sparkle as Pooh
  • Spike as Piglet
  • Rainbow Dash as Tigger
  • Rarity as Rabbit
  • Big Macintosh as Eeyore
  • Applejack as Kanga
  • Apple Bloom as Roo
  • Owlicious as Owl
  • Soarin as Gopher
  • Scootaloo as Kessie
  • Princess Celestia as Christopher Robin
  • Princess Luna as Darby
  • Derpy Hooves as Buster
  • Zecora as Lumpy
  • The Great & Powerful Trixie as Nasty Jack
  • Diamond Tiara and Silver Spoon as Stan & Heff
  • Discord as Backson
  • Babs as Wooster (Babs Was Bad Before But Later They're Both Became Good)

Version 4

  • Twilight Sparkle as Pooh
  • Princess Celestia as Christopher Robin
  • Fluttershy as Piglet
  • Cranky Doodle Donkey as Eeyore
  • Rarity as Kanga
  • Spike as Roo
  • Applejack as Rabbit
  • Pinkie Pie as Tigger
  • Rainbow Dash as Owl
  • Spike as Gopher
  • Apple Bloom as Kessie
  • Scootaloo as Dexter

Version 5

  • Derpy Hooves as Pooh
  • Fluttershy as Piglet
  • Pinkie Pie as Tigger
  • Twilight Sparkle as Rabbit
  • Cranky Doodle Donkey as Eeyore
  • Rarity as Kanga
  • Sweetie Belle as Roo
  • Discord as Owl (Discord has turned good)
  • Princess Celestia as Christopher Robin
  • Rainbow Dash as Gopher
  • Spike as Kessie (it works)
  • Scootaloo as Darby
  • Winona as Buster
  • Gilda as Nasty Jack
  • Flim and Flam as Stan and Heff
  • Great and Powerful Trixie as Bruno
  • Nightmare Moon as Backson
  • Princess Luna as Real Backson
  • Parasprites as Crows

Version 6

  • Derpy Hooves as Pooh (though instead of honey, it's 'honey muffins', thus her reason for seeking to steal from the bees)
  • Fluttershy as Piglet (both being timid, fearful creatures)
  • Rainbow Dash as Tigger (both mischievous and fly/bounce around, crashing into their friends' homes on a regular basis)
  • Rarity as Rabbit (obsessed with neatness and class, and not getting their hands/hooves dirty)
  • Twilight Sparkle as Owl (both are the knowledgeable ones -- in Owl's case, self-appointedly)
  • Cranky Doodle Donkey as Eeyore (it makes too much sense to ignore)
  • Mrs. Cake as Kanga (both are mothers; always kind and good-natured)
  • Scootaloo as Roo (go watch The Tigger Movie and you'll find out why)
  • Spike as Gopher (at least it gives him a good reason to be digging around everywhere, looking for gems)
  • Princess Celestia as Christopher Robin (both are the mentor figures; plus, just say their names out loud, one after the other; they have a very similar rhythm to their names)
  • Sweetie Belle as Kessie (because of the Rarity/Rabbit parallel)
  • King Sombra as the Skullasaurus (one makes your fears seem real; the other is a product of fears becoming real to you)

Version 7 

  • Twilight Sparkle as Winnie The Pooh (Both the main stars)
  • Spike as Piglet (Both small)
  • Rainbow Dash as Tigger (Both tough and proud)
  • Rarity as Rabbit (Both have the same letter 'R' at the beginning of their names)
  • Big Macinttosh as Eeyore (Both big and strong)
  • Soarin as Owl (Both fly in the air)
  • Fluttershy as Kanga
  • Scootaloo as Roo (Both stick with Rainbow Dash and Tigger)
  • Cranky Doodle Donkey as Gopher
  • Princess Celestia as Christopher Robin (Both in charge)
  • Sweetie Belle as Kessie (Both of the Rarity/Rabbit parallel)
  • Diamond Tiara and Silver Spoon as Stan and Heff
  • Dragon (from Dragonshy) as Wooster
  • Princess Luna as Darby
  • Discord as The Backson
  • Apple Bloom as Dexter (Owl's Cousin)
  • King Sombra as The Skullasaurus

Version 8

  • Twilight Sparkle as Winnie the Pooh (Both are the main stars)
  • Fluttershy as Piglet (Both are timid)
  • Rainbow Dash as Tigger (Both are mischievous and crash everywhere (replace "bounce" with "fly"))
  • Rarity as Rabbit (Both don't like dirt)
  • Cranky Doodle Donkey as Eeyore (Both are gloomy donkeys)
  • Applejack as Kanga (Both are kind and honest)
  • Scootaloo as Roo (Roo mentors Tigger and Scootaloo mentors Rainbow Dash)
  • Pinkie Pie as Owl (Sorry, I had to find a place for her)
  • Spike as Gopher (Both are small)
  • Princess Celestia as Christopher Robin (Christopher Robin is Pooh's mentor and Princess Celestia is Twilight Sparkle's mentor)
  • Diamond Tiara and Silver Spoon as Stan and Heff (All four are bad)
  • Babs Seed as Wooster (Both are bad in the beginning, but end up good at the end)
  • Discord as The Backson (Both are bad (or at least Pooh and his friends thought the Backson was bad))
  • King Sombra as The Skullasaurus (Both are evil and suspenseful)
  • Parasprites as Crows (Rabbit hates Crows and Rarity hates Parasprites)

===
Version 9 ===

  • Twilight Sparkle as Pooh
  • Spike as Piglet (they're both small and best friends to the main character)
  • Pinkie Pie as Tigger (they're energetic)
  • Applejack as Rabbit (they're hard workers)
  • Cranky Doodle Donkey as Eeyore
  • Rarity as Kanga
  • Sweetie Belle as Roo
  • Owlowicious as Owl (they can both fly)
  • Rover the Diamond Dog as Gopher (They both dig)
  • Princess Celestia as Christopher Robin
  • Princess Luna as Darby
  • Winona as Buster (they're both dogs)
  • Zecora as Lumpy (they were both misjudged)
  • Apple Bloom as Kessie (because Applejack is Rabbit)
  • The Great & Powerful Trixie as Bruno
  • Snips & Snails as Stan & Heff
  • Discord as the Backson

Version 10

  • Applejack as Pooh
  • Apple Bloom as Piglet
  • Pinkie Pie as Tigger
  • Rainbow Dash as Owl
  • Fluttershy as Eeyore
  • Rarity as Rabbit
  • Princess Celestia as Kanga
  • Sweetie Belle as Kessie
  • Spike as Lumpy
  • Twilight Sparkle as Roo

Version 11

  • Pinkie Pie as Pooh
  • Scootaloo as Piglet
  • Rarity as Eeyore
  • Zecora as Owl
  • Fluttershy as Kanga
  • Spike as Roo
  • Rainbow Dash as Tigger
  • Princess Celestia as Rabbit
  • Twilight Sparkle as Kessie
  • Sweetie Belle as Lumpy

Version 12

  • Twilght Sparkle as Pooh
  • Pinkie Pie as Tigger
  • Fluttershy as Piglet
  • Troubleshoes as Eeyore
  • Bill Neigh as Owl
  • Rarity as Kanga
  • Sweetie Belle as Roo
  • Applejack as Rabbit
  • Scootaloo as Lumpy

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