When Leonard Met Crandall

Based on Teacher's Pet and Teamo Supremo, both shows from Disney's 2000 decades, here is their home video featuring Matt Hill as their 13-year-old selves.

Plot

 * Taking place at Canaboncito's community center, we join Leonard and Crandall as they and all the stars watch songs from Britney Spears, Kelly Clarkson, N'Sync, Destiny's Child, Katy Perry and Lady Gaga. Also included are four Thomas Stories from the Winter days, as told by Mr. Conductors 1, 2 and 3.

The Conductors of Shining Time Station

 * 1) Mr. Conductor 1 (Ringo Starr)
 * 2) Mr. Conductor 2 (Alec Baldwin)
 * 3) Mr. Conductor 3 (Michael Brandon)

The Boy Protagonists

 * 1) Leonard Helperman and Crandall (Matt Hill)

The Main Digi 8

 * 1) Tai Kamiya (Joshua Seth)
 * 2) Davis Motomiya (Brian Donovan)
 * 3) Takato Matsuki (Brian Beacock)
 * 4) Takuya Kanbara (Michael Reisz)
 * 5) Marcus Damon (Quinton Flynn)
 * 6) Mikey Kudo (Nicholas Royce)
 * 7) Donald Thompson (Matt Hill)
 * 8) Herbert Shinkai (Matt Hill)

The Sonic Heroes

 * 1) Sonic the Hedgehog (
 * 2) Miles Tails Prower (
 * 3) Knuckles the Echidna (
 * 4) Shadow the Hedgehog (
 * 5) Rouge the Bat (
 * 6) E-123 Omega (
 * 7) Amy Rose (
 * 8) Cream the Rabbit (
 * 9) Big the Cat (
 * 10) Espio the Chameleon (
 * 11) Charmy the Bee (
 * 12) Vector the Crocodile (

Residents of The 100 Acre Wood

 * 1) Winnie the Pooh (Jim Cummings)
 * 2) Nicole (Kate Micucci)
 * 3) Christopher Robin (Jack Boulter)
 * 4) Piglet (Travis Oates)
 * 5) Rabbit and She-Rabbit (Tom Kenny and Kate Micucci)
 * 6) Tigger (Jim Cummings)
 * 7) Eeyore (Peter Cullen)
 * 8) Kanga (Kristen-Anderson Lopez)
 * 9) Roo (Wyatt Hall)
 * 10) Owl (Craig Ferguson)
 * 11) Gopher (Richard Kind)
 * 12) Lottie (Jessica DiCicco)
 * 13) Kessie (Ava Acres)
 * 14) Lumpy (Nathan Mack)
 * 15) Melvin (Khary Payton)
 * 16) Marley (Gilbert Gottfried)
 * 17) Alan (Jason Ritter)

Pokemon Puzzle Alumni

 * 1) Ash Ketchum and Pikachu (Sarah Natochenny and Ikue Ohtani)
 * 2) Gary Oak (Jimmy Zoppi)
 * 3) Brock (Bill Rogers)
 * 4) Misty (Michele Knotz)
 * 5) Lieutenant Surge (Jimmy Zoppi)
 * 6) Erika (Nathalie Gorham)
 * 7) Koga and Aya (Jimmy Zoppi and Lisa Ortiz)
 * 8) Sabrina (Lisa Ortiz)
 * 9) Blaine (Michael Haigney)
 * 10) Tracey Sketchit (Craig Blair)
 * 11) Jessie, James, Meowth and Wobbuffet (Michele Knotz, Jimmy Zoppi and Kayzie Rogers)
 * 12) Giovanni (Craig Blair)
 * 13) Ritchie (Tara Jayne)
 * 14) Prima (Jayne Grand)
 * 15) Bruno (Jimmy Zoppi)
 * 16) Cissy (Tara Jayne)
 * 17) Danny (Jim Malone)
 * 18) Rudy (Matthew Mitler)
 * 19) Luana (Kayzie Rogers)
 * 20) Drake (Scottie Ray)
 * 21) Falkner (Matthew Mitler)
 * 22) Bugsy (Tara Jayne)
 * 23) Whitney and Tierra (Megan Hollingshead and Amy Birnbaum)
 * 24) Morty and Eusine (Andrew Rannells and Dan Green)
 * 25) Chuck (Dan Green)
 * 26) Jasmine and Janina (Alyson Leigh Rosenfeld and Kerry Williams)
 * 27) Pryce (Jimmy Zoppi)
 * 28) Clair and Liza (Eva Christensen and Lisa Ortiz)
 * 29) Casey (Kerry Williams)
 * 30) Sakura, Sumomo, Satsuki, Koume and Tamao (Kerry Williams, Amy Birnbaum, Lisa Ortiz, Tara Jayne and Megan Hollingshead)
 * 31) A.J., Joe, Damian, Dario and Chopper (
 * 32) Mikey, Rainer, Sparky, Pyro and Timmy (

Wario Ware Alumni

 * 1) Wario and Waluigi (Charles Martinet)
 * 2) Jimmy T. and P. (Ted Lewis)
 * 3) Dribble and Spitz (Jimmy Zoppi)
 * 4) Mona (Roxanne Beck)
 * 5) 9-Volt and 18-Volt and 5-Volt (Kayzie Rogers and Ted Lewis)
 * 6) Dr. Crygor, Penny Crygor, Arnold Crygor, Mitzi Crygor and Peter Crygor (Jimmy Zoppi, Lisa Ortiz, Matthew Mitler, Rachael Lillis and Ted Lewis)
 * 7) Mike the Robot (Jimmy Zoppi)
 * 8) Orbulon (Jimmy Zoppi)
 * 9) Kat and Ana (Tara Jayne)
 * 10) Young Cricket and Master Mantis (Matthew Mitler and Jimmy Zoppi)
 * 11) James, Jamie, Mama and Papa T. (Amy Birnbaum, Kerry Williams, Kayzie Rogers and Jimmy Zoppi)
 * 12) Ashley and Red (Kayzie Rogers and Amy Birnbaum)
 * 13) Sal Out (Kerry Williams)
 * 14) Lulu, Maru and Naru (Kerry Williams, Amy Birnbaum and Megan Hollingshead)
 * 15) Vanessa (Megan Hollingshead)
 * 16) Manager Joe, Art and Decko (Dan Green, Rachael Lillis and Jimmy Zoppi)

The Main Yu-Gi-Oh! 6

 * 1) Yugi Moto (Dan Green)
 * 2) Jaden Yuki (Matthew Charles)
 * 3) Yusei Fudo (Grey Abbey)
 * 4) Yuma Tsukumo (Eli Jay)
 * 5) Yuya Sakaki (Michael Liscio Jr.)
 * 6) Yusaku Fujiki (Jake Paque)

Singers From Now That's What I Call the 00's

 * 1) Sandra Larson as Britney Spears (Lisa Ortiz)
 * 2) Floella Thompson as Kelly Clarkson (
 * 3) Keegan, Koji, Sylvester, Malachi, and Oliver as N'Sync (
 * 4) Giselle, Duplica and Jeanette Fisher as Destiny's Child (
 * 5) Madison Taylor as Katy Perry (
 * 6) Sarah Goodman, Penny Round and Christine Flowers as a Lady Gaga Trio (

Thomas Segments

 * 1) Thomas' Christmas Party (Ringo
 * 2) Thomas and The Missing Christmas Tree (
 * 3) Thomas and Percy's Mountain Adventure (Alec
 * 4) It's Only Snow (
 * 5) Snow Engine (Michael
 * 6) Not So Hasty Cakes (

Trivia

 * A cel animated crossover.
 * The Thomas Stories from the winter era are from the Shining Time Station Christmas episodes: Mr. Nicholas Returns, Winter Spirits and The Snowstorm, with Thomas and The Missing Christmas Tree retold by Ringo Starr as Mr. Conductor 1.
 * Hosts: Pretty Boy (Jeff Bennett) and Mr. Jolly (Frank Welker)
 * All the singers wear music video outfits from the 2000's.
 * Mentioned by Leonard and Crandall: Leslie Dunkling and Lisa Duncan.

Script

 * (Our home video opens with the Teacher's Pet theme)
 * Jonas Brothers: Born on the