Timmy gets a case of the Itchy Polka Dots on the day of the Flossmore Valley Fair. In order to take care of Timmy, it's up to Mr. Wisdom to read to Timmy a medieval story on how the Itchy Polka Dots got started. The story involves Squire Timmy going out on a dangerous and perilous journey to beyond the Not-So-Sure-Its-A-Forest to grab some polka berries from the Polka Berry Bush to make King Louie of Floss-a-Lot get cured from the Itchy Polka Dots. During his quest, Squire Timmy has an encounter with Merlys the Magician, Bubbles Hood, the Gingivitis Gang, and the Polka Berry Bush guardians the Cavity Goon and Miss Sweetie along the way. Brushbrush gets the Itchy Polka Dots.