Deep, Deep Trouble: A CartoonTales Story is a custom CartoonTales episode served as a Home Video made by Pikachufreak.
- This episode centers on Ash Ketchum, as he gets in deep, deep trouble after he is dismissed from Glerinns Witch Academy, for pranking Rebecca Melton and her friends, making Villareal and her friends laugh at them and causing them to cry, courtesy of Principal Martha Harrington. After he is sent to his room by Wilhomena and Steven, he wakes up next morning and is forced to spend a whole year with Lexi Bunny and her group of Mean Girls at the club. It is up to Brock and Misty to save their friend, with the help of Kick Buttowski, Randy Cunningham, and Ash's pet cat, Puss In Boots, and make sure Lexi and her mean friends are thwarted for justice. Among the cast are Julie Kane, Ann Gora, Principal Rabbit Superintendent Donkey Kong, The Enforcer Family, and Mr. Conductor's 1, 2 and 3, who tell us the following Thomas Stories about Duncan and all of the trouble he has caused on the Island of Sodor.
- Mr. Conductor 1 (George Carlin)
- Mr. Conductor 2 (Alec Baldwin)
- Mr. Conductor 3 (Michael Brandon)
- Ash Ketchum (Veronica Taylor)
- Mary (Kerry Williams)
- Wilhomena (Amy Birnbaum)
- Steven (Dan Green)
- Brock (Eric Stuart)
- Misty (Rachael Lillis)
- Lexi Bunny (Jessica DiCicco)
- Fiona Von Steig (Kate Micucci)
- Marie "Rogue" D'Ancanto (Meghan Black)
- Mel Syzlak (Stephanie Morgenstern)
- Brittney Wong (Minae Noji)
- Zuzu Boyle (Emily Jenness)
- Meilin Rae (Nicole Oliver)
- Malinda Doe (Jocelyne Loewen)
- Kendall Perkins (Emily Osment)
- Pacifica Northwest (Jackie Buscarino)
- Lorelei Brooks (Kelly Sheridan)
- Jordan Hanson (Bryn McAuley)
- Julie Kane (Kate Miccuci)
- Ann Gora (Candi Milo)
- Principal Rabbit (Ken Samson)
- Superintendent Donkey Kong (Richard Yearwood)
- Lt. Felina Feral (Lori Alan)
- Lt. Floyd Rogers (Matt Hill)
- Erin Feral (Grey Griffin)
- Jerald Rogers (Yuri Lowenthal)
- Commander Ulysses Feral (Tom Kenny)
- Commander Dora Rogers (Kelly Sheridan)
Introduced in Glerinns Witch Academy
- Rebecca Melton (Candi Milo)
- Samantha Webster (Christina Pucelli)
- Cleo Gallagher (Jennifer Hale)
- Angie Soutter (Hynden Walch)
- Dakota Hadrey (Mae Whitman)
- Ashley Villareal (Jessica DiCicco)
- Chellan Moody (Tara Strong)
- Dharma Alvarado (Grey Griffin)
- Vilhelmina Stancil (Jessie Flower)
- Principal Martha Harrington (Alicyn Packard)
- Home At Last
- Duncan Gets Spooked
- Dunkin' Duncan
- The Runaway Elephant
- CartoonTales theme song
- Deep Deep Trouble
- The Big House
- Something So Right (with guest stars The Hex Girls)
- Together Again
- Come For The Ride
- This is the custom episode where Ash is abducted.
- Misty's Starmie makes its return appearance since she left it in her gym.
- Team Rocket, The Greaser Dogs, The Koopalings, and The Brotherhood do not appear in this episode.
- Lexi and her friends are revealed to have Pokemon from Kanto and Johto regions.
- The Hex Girls guest star.
- (We open this video with the Big Idea logo)
- (We are next followed by the Britt Allcroft logo)
- (We finally open with Ash and Pooh performing the CartoonTales theme song)
- Pooh: If you like to talk to bears, if a squash can make you smile, if you like to waltz with trainers, up and down the produce aisle. Have we got a show for you!
- All: CartoonTales, CartoonTales, CartoonTales, CartoonTales! CartoonTales, CartoonTales, CartoonTales, CartoonTales!
- Pooh: 'Elephant, penguin, gotta be...
- All: CartoonTales!
- SpongeBob: Puppets, video games, toys...
- All: CartoonTales!
- Ash: Cauliflower, sweet and sour, half an hour...
- All: CartoonTales! There's never ever ever ever ever been a show like CartoonTales! There's never ever ever ever ever been a show like CartoonTales! It's time for CartoonTa-a-a-a-a-a-a-a-ales!