Timmy gets a case of the itchy polka dots on the day of the Flossmore Valley Fair. It's up to Mr. Wisdom to read Timmy a medieval story about the origins of the childhood disease.

Timmy finds his old toy rocket and imagines that he and Brushbrush are astronauts in space. They head to Planet Shmengee to liberate the space station from the Cavity Goon and Miss Sweety.

Timmy dreams that he and Brushbrush win a dream vacation to Molar Island. Timmy ends up helping the locals when the ancient crown of King Cuspid has been stolen by the Gingivitis Tribe and the island will sink if the ancient crown of King Cuspid is not returned to the hole it was placed over.

Timmy and his friends go to the beach, but there is just one problem: Timmy cannot swim, and neither can Waxie! Timmy then imagines himself as a lifeguard, and his friends are competing in a surfing competition against the notorious cheater Goon Doggy.

During a rainy day, Timmy imagines that he is Captain Good Guy, and Brushbrush is his first mate. They work to save Sunny the Sun from The Cavity Goon and Miss Sweety.

In an alternate futuristic society, a tough female police detective is paired with a talking dinosaur to find the killer of dinosaurs and other prehistoric animals leading them to a mad scientist bent on creating a new Armageddon.

Four friends will compete in awkward and outrageous hidden-camera hijinks. At the end of each episode, the losing competitor will have to attempt a mortifying challenge.