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Plot: It was Valentine's Day, and today it's Simon's Birthday! Ventus, Kairi, Kaa, Baba Looey, Vixey, and the Lost Woodland Animals are preparing for Simon's birthday, Simon falls in love with a beautiful brown-haired chipette, Jeanette that she wants to be his valentine. So he went to see the evil female member of Team Rocket, Jessie when Captain Gaston is on a holiday, as Simon really wants to see Jeanette, Jessie has a plan to seek revenge on Ventus and his friends! Can Simon save his friends?

Cast

  • Nibs the Rabbit Lostboy - Simon (Alvin and the Chipmunks)
  • Princess Sofia - Jeanette (Alvin and the Chipmunks)
  • Peter Pan - Ventus (Kingdom Hearts)
  • Wendy Darling - Kairi (Kingdom Hearts)
  • John Darling - Young Kaa (Jungle Cubs) (as Kairi's little brother)
  • Michael Darling - Baba Looey (Quick Draw McGraw) (as Kairi's other little brother)
  • The Lost Boys played by:
    • Slightly the Fox Lostboy - Smart Guy (Who Framed Roger Rabbit)
    • Cubby the Bear Lostboy - Stupid (Who Framed Roger Rabbit)
    • The Twin Raccoon Lostboys - Greasy and Wheezy (Who Framed Roger Rabbit)
    • Tootles the Skunk Lostboy - Psycho (Who Framed Roger Rabbit)
  • The Old Hag - Jessie (Pokémon)
  • The Gangreen Gang - Jenner (The Secret of NIMH), Professor Ratigan (The Great Mouse Detective), Sullivan (The Secret of NIMH), Verminious Snaptrap (T.U.F.F. Puppy), and Warren T. Rat (An American Tail)
  • The Pirates - Various Male Disney Villains
  • Princess Tiger Lily - Olette (Kingdom Hearts)
  • The Indian Chief - Hokey Wolf (Same as the show) (as Olette's adoptive uncle)
  • Nana - Thumper (Bambi)
  • Extras with Tippe: Toulouse (The Aristocats) and Boo Boo Bear (Yogi Bear)
  • Red-Haired Mermaid - Anastasia (Same as the movie)
  • Black-Haired Mermaid - Tzipporah (The Prince of Egypt)
  • Blonde-Haired Mermaid - Princess Oriana (Felix the Cat: The Movie)
  • Other Red-Haired Mermaid - Cosmo the Plant (Sonic X)
  • Other Black-Haired Mermaid - Amy Rose (Sonic X)
  • Other Blonde-Haired Mermaid - Cream the Rabbit (Sonic X)
  • The Indians - Wolf Guards (Robin Hood)
  • King Hubert - Dave Seville and Mrs. Dodie Miller (Alvin and the Chipmunks)
  • Lackey - Alvin and Theodore (Alvin and the Chipmunks)
  • Samson (aka Sofia's Horse) - Dumbo (Same as the movie)

Trivia

  • Simon sings "You'll Be In My Heart" from Tarzan instead of "Giving Makes You Special", Jeanette sings "Candle On The Water" from Pete's Dragon instead of "Part Of Your World", The Lost Woodland Animas sing "She's In Love" from The Little Mermaid instead of "I Won't Say I'm In Love", The Evil Rats sing "Trust In Me" from The Jungle Book instead of "Sweet Child", Jessie sings "Poor Unfortunate Souls" from The Little Mermaid instead of "My Lullaby", Ventus and his friends sing "We're The Best Of Buddies" from Snoopy, Come Home! instead of "Part Of Your World (final)."

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