Dexter has a crush on his teenage babysitter Lisa (Kath Soucie). When he finds out that she has a boyfriend, he sabotages their relationship and accelerates his age by ten years in an attempt to win her heart.
Since his studying is interrupting his favorite TV shows, Dexter creates a helmet to absorb the shows directly. However, the plan backfires when he randomly snaps into television-based outrages.
Dexter invents a robot parrot that happily repeats self-congratulatory comments he makes, but when it starts repeating things about his lab and escapes, he sets out to destroy it before it tattles to his parents.
When Dexter’s friends become tired of his complicated traps and cheating while playing a role-playing game, they put Dee Dee in his place. She changes the style of play, which annoys Dexter but impresses his friends.
Monkey encounters Simion (Maurice LaMarche), an intelligent anthropomorphic chimpanzee who seeks vengeance on humans for turning him into his current state.
When Dexter is bitten by a clown’s dentures, he begins turning into a mad clown every night, terrorizing the town with his mayhem, and only Dee Dee, who knows mime, can stop him.
Dexter’s family goes to the beach, where Dexter tries to communicate with whales. He must rescue Dee Dee (dressed as a mermaid), when she is captured by manic pirates.
During a trip to Japan as part of a student exchange program, Dexter accidentally releases a giant monster with an axe-like head from a volcano, forcing him to enlist the aid of his family to defeat it.