Turning fifteen now, Simon Dreamlee has been allowed to produce his musical production about forbidden teen aged love. Characters resemble Diana Magicdream, the Outsider from Newville with ties to Dreamville and himself, but, they don’t know that. Simon secretly keeps in contact with Diana and their communiqués could have him and his descendants banished from Dreamville forever.
Simon quickly learns that his play is not being well received by a small majority of Dreamvillians who do not look like themselves. Simon and his friends are falling ill, still able to dream, but, just miserable when awake. They boycott Simon’s production unsuccessfully, however, this scares Simon into not wanting to share anymore dreams. When King Régimand DreamRoyal is waiting in the hover parkade for Simon and his parents, Simon knows that nothing is right in Dreamville. The dreamy King shows them the secret passages to and from the hover parkade to Dreamtrue School where Simon’s production goes on for Dreamvillians who are still supportive.
Simon’s quickly asked to turn himself into the dream police and he learns that the current Dream Squad chief, Louisa DreamNot is the evil Miss DreamNot’s daughter.This knowledge ignites Simon’s ability to dream about the truth, although, this time the clues are more sparse and incoherent.