James MacDonald (2010 - 2014) was a preschooler who went to Elwood City Preschool. He wore square glasses. He was the brother of Molly MacDonald. James danced with D.W. Read and their other preschool friends in Arsubia (Paradise Found). He attempted to save D.W. Read when the preschool caught on fire (D.W., Engulfed in Flames).

James was killed by the psychopathic serial killer, Pickles. The murderer had hung James' severed head on the wall. It was disgustingly mutilated; his jaw dislocated and a pipe shoved through his eye sockets. It seems that Pickles had fashioned James' corpse into some sort of spider, using other dismembered arms as legs.