Winnie the Pooh Meets The Fearless Four is is the last Winnie the Pooh crossover made by Legoland1085. It appeared on YouTube in December 2009. Tigerman531 will remake the film as a present-day adventure.
Pooh and his friends meet up with a donkey named Fred, a dog named Buster, a cat named Gwendolyn and a rooster named Tortellini who all have one thing in common: they want to sing, but can't for various reasons.
- Danny, Sawyer, Dave Felis, Renamon, Gaomon, Billy, Timmy, Jenny, Thomas the Tank Engine, Matt, MetalGarurumon and Darla Dimple guest starred in the original version of this film. Danny and Sawyer will guest star in the remake version of this film.
- This film reveals that Gwendolyn is the sister of Sawyer.
- This film is dedicated in memory of B.B. King who died from heart failure on May 14, 2015.
- Buster, Gwendolyn, Fred and Tortellini will join Tigerman531's Pooh's Adventures team at the end of the remake version of this film.