Randall puts Mark's soul up for sale on the Soul Exchange, and finds interested buyers in Callie and Aldermach. Meanwhile, Grimes pursues his dream of creating a pop music act with a new teen sensation.
Mark finds a magic ring in Leonard's desk drawer. When he puts it on, he mistakenly activates an engagement that Leonard put on ice centuries before, when dragons (Todd Barry) roamed the earth. Meanwhile, Randall is forced to serve as Mark's squire until the marriage is consummated.
Twayne is drafted into Satan's Dark Army. When Mark is forced to join him, he unwittingly discovers a plot to end humanity. Guest starring Rob Riggle.
Grimes loses it when his favorite TV series ends with a stupid twist. Mark helps him unravel his attachment to the show, uncovering a deep seated memory along the way, while amateur filmmaker Randall documents the whole thing.