Jimmy "Jean Shorts" Jackson is a little boy who lives in a small southern town called Jackson City. When we meet him he has just been put in time out by his mother. You see while at the Jackson City Jamboree last night Jimmy and his two best friends, Billy "Blue Pants" Butterfield and Susie "Suspenders" Sinclair, ran into the biggest and meanest kid in Jackson City, Willie "White Hat" Williams. Willie challenges Jimmy by saying that he bet he could beat Jimmy at the jamboree's apple bobbing contest. What White Hat didn't know was that Jimmy had something up his sleeve that might help him win the contest...or was it in the pocket of his jean shorts?