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Mater, the rusty but trusty tow truck from Cars, spends a day in Radiator Springs playing scary pranks on his fellow townsfolk. That night at Flo's V8 Café, the Sheriff tells the story of the legend of the Ghostlight, and as everyone races home Mater is left alone primed for a good old-fashioned scare.

A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The daughter stows away to follow Charlie. Charlie assists in the galley and attempts to serve food during a gale.

The Little Fellow finds the girl of his dreams and work on a family farm. He helps defend the farm against criminals, and all seems well, until he discovers the girl of his dreams already has someone in her life. Unwilling to be a problem in their lives, he takes to the road, though he is seen skipping and swinging his cane as if happy to be back on the road where he knows he belongs.

Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to a Justice of the Peace. After typical Laurel and Hardy blundering, they manage to sneak the girl away from her father's house.

A 'leisurely drive' planned in honor of Radiator Springs’ town founder, Stanley, turns precarious as Baja pros descend on the town and challenge Lightning McQueen to an off-road race. Meanwhile, the townsfolk, led by a Stanley-costumed Mater, enjoy the planned 'leisurely drive' to retrace Stanley’s original frontier route. Thinking they’re on the same course, a wrong turn sends McQueen and the Baja pros on a treacherously wild bid for survival. The misunderstanding leaves the racing professionals in awe of the 'legend' of Stanley: the Original Off-Road Racer.

Jealous over Mickey's attention to a kitten, Pluto's devil-self argues with his angel-self over whether or not to rescue the kitten when it falls into a well. The angel-self wins, and Pluto is treated like a hero. In the end, he and the kitten become friends.