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Three children visit their friend Bethie's clubhouse where they are encouraged to be as silly as possible as long as they learn and do well in school. Everything is silly at Bethie's clubhouse, the door tells knock-knock jokes, the books jockey to be read first, and the TV reminds Bethie when her favorite show "Ivana the Iguanna's Beauty Tips" is on. Add to that an assortment of silly visitors like Kitty Kat Man, Captain Schnorer the Worldwide Explorer and various talking animals who all break into wonderful musical numbers while educating the kids.
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 reads to his friends a western story, where Sheriff Timmy deals with outlaws Goony the Kid and Miss Sweety when they come to Big Mouth Gulch.
The Cavity Goon and Miss Sweety plot to capture Brushbrush in order to bait Timmy and hand him over to the Tooth Fairy.
Eight year-old Lavender Williams, who recently lost her mother to cancer, sets off on an epic journey to find her Dad, whom she's never met. Her only companion is Lester, her late pet who's returned from the grave to help her. But the journey won't be easy for the girl and her zombie dog, for the evil presence of Sheriff Murdstone stalks them at every turn.
Young Sidney Cyclops wants nothing more than to be the greatest paperboy in the world. Unfortunately, he cannot see. It's up to Timmy, Brushbrush and Bubbles to help Sidney.
Convinced his friends forgot his birthday, Timmy visits Mr. Wisdom and is shown what Flossmore Valley would be like if he wasn't around.
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.
