Reminded of The Legend of Sleepy Hollow, Wishbone imagines he's schoolteacher Ichabod Crane, expert on superstitions, bad luck, and ghosts, until he meet the most frightening specter of all-- the Headless Horseman

Because Wishbone keeps getting interrupted while trying to take a nap, he begins thinking about Rip Van Winkle and finds himself in Rip's shoes, finally waking to a changed world.

Buried treasure is always a good reason to dig up adventure! There's treasure buried in Oakdale! To find it, Wishbone, Joe, Samantha and David must enter the condemned Trumbull barn. This reminds Wishbone of the high-seas tale Treasure Island, and he imagines himself as the orphaned Jim Hawkins, who follows up a map to excitement--and treasure!

Wishbone imagines that he is David Balfour, the young Scottish Lowlander bound for adventure in Kidnapped, the novel by Robert Louis Stevenson.

While helping Joe protect a top-secret note, Wishbone remembers the brilliant French detective, C. Auguste Dupin, who lived in Paris in the nineteenth century and solved crimes using psychological reasoning.

When Joe and Wishbone must confront a scary neighbor who owns a big mean dog, Wishbone imagines himself as the hero Beowulf of Geatland who helps King Hrothgar rid his kingdom of the terrible monster Grendel and his equally fearsome mother.

As he and Joe try to get to the eight-grade basketball game in time, Wishbone the dog imagines himself as Robinson Crusoe, the sole survivor of a shipwreck who lived on a deserted island for nearly thirty years.