Crabby Appleton has stolen all the weekends and holidays from the Nathaniel Annual Calendar factory, forcing continuous school for the kids and allowing Crabby unlimited rides at the fair.
The pirate Captain Kidney Bean and his crew plan on pillaging a nearby village. As Tom and Manfred infiltrate the pirate camp, Kidney Bean throws Tom off his ship and makes Tom think that Manfred is siding with the pirates.
Tom and Manfred find a pearl while fishing and plan to donate it to a shelter for homeless dogs. Crabby Appleton creates a dragon in order to retrieve a pearl from Tom's possession.
Tom gets mail from viewers of his cartoon show at the North Pole, who can get their local stations but not the network telecast from New York. Tom and Manfred go to the Empire State Building and rectify the transmitter's position.
Sweet Tooth Sam the candy bandit has stolen all the candy in town, making the children miserable. Tom and Manfred are on the hunt to retrieve the candy.
Tom and Manfred must race Crabby Appleton (the show's primary villain--he's "Rotten To The Core") to retrieve the Pill of Smartness, an artifact sitting on the hand of Cleopatra that makes whoever swallows it the smartest person in the world.
Tom and Manfred go back to medieval days to help a frail, timid knight--Sir Feeble Fred--win the hand of a princess by defeating a hulking bully of a knight in a jousting match.