The Legend of Sleepy Hollow' dominates as Halloween comes to Oakdale. Wishbone imagines himself as Ichabod Crane while Joe and his two schoolmates participate in Oakdale's scavenger hunt.

Oakdale's first annual Halloween-themed scavenger hunt ends with Joe and his two friends finding a gift certificate under a floor in the Murphy house which is the same haunted house where Joe saw an eerie-eyed disembodied spirit while he was trick-or-treating with David years earlier. Written by Anonymous

Joe is elected captain of the basketball team. Wishbone, as Prince Hal, in Shakespeare's Henry IV, Part I must learn to be a leader as well.

Wishbone is chosen to be the model for a dog statue built in Jackson Park, but the 'famous' artist, Wanda's cousin, is a snob. 'Great Expectations' is the book of the day, with Wishbone as Pip.

Joe can't find the nerve to ask Sarah to the dance, so he gets David to ask her for him. But David and Sarah really hit it off, and Joe feels betrayed. Wishbone, as John Alden in The Courtship of Miles Standish is asked by Captain Standish to court the orphaned Priscilla for him, with a similar result. Written by TFMcQ

Robert Louis Stevenson's 'Black Arrow: A Tale of Two Roses' is the backdrop for Wishbone's portrayal of Richard Shelton. In reality, Wishbone is being taken to the vet and feels betrayed by Ellen. What's worse, Wanda accidentally sends his chair to be reupholstered and Joe has to deal with a pathological liar. Written by Zoe

The full moon is out and Wishbone goes 'loony', burying everything in sight. Sam is accused of stealing a ring. And Wishbone alternatively sees himself as Franklin Blake in 'The Moonstone' by Wilkie Collins.

Wishbone is impressed by, yet jealous of, a hero dog named Rex and wants to be a hero, too. Some younger boys in town wish they could hang out with the older kids. And Wishbone imagines himself as the ambitious Monkey in traditional Asian tales. Written by Zoe

Based on Northanger Abbey by Jane Austen. Wishbone tries to discover who's been sending Wanda letters with mysterious meanings.

Wishbone plays Aeneas, a hero of Troy, in Virgil's 'Aeneid'. There is a gas leak in the neighborhood and the area is forced to evacuate. They spend the time reminiscing about high school and getting to know each other better.