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Wealthy teenager Charlie Bartlett is failing miserably at fitting in at a new public high school run by the world-weary Principal Gardner. As he begins to better understand the social hierarchy, Charlie’s honest charm and likability positions him as the resident “psychiatrist” dishing out advice, and the occasional prescription with his partner and fellow student, Murphy Bivens, to other students in need. Along the way, he decides to take some of his own advice, find romance, and learn to accept who he is, thus wielding a witty dark comedy about the angst-filled years before college.

For twelve years, the methodic IRF agent Harold Crick has had a routine lonely life guided by his wristwatch. However, one day he hears the narration of his life in off, telling that he is going to die pretty soon. Meanwhile, he audits Ana Pascal, the owner of a bakery that is in debt with the IRF, and falls in love for her. Harold is advised by Professor Jules Hilbert to change his monotonous lifestyle while he tries to find Karen Eiffel, the author of the story of his life, who is researching means of killing the character, and convince her to change the ending of the story.