• Jon "Don Jon" Martello, Jr. as Christopher Robin
  • Barbara Sugarman as Darby
  • Esther as Kanga
  • Bobby as Winnie the Pooh
  • Angela Martello as Kessie
  • Monica Martello as Porcupine
  • Jon Martello, Sr. as Roo
  • Danny as Tigger
  • Priest as Piglet
  • Emily Blunt as Mama Heffalump (cameo)
  • Anne Hathaway as Holly (cameo)
  • Cuba Gooding, Jr. as Rabbit (cameo)
  • and more

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