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Jason Shepherd (Frankie Muniz), a 14-year old student living in the fictional town of Greenbury, Michigan, is an incorrigible liar and a con artist. When his English teacher, Ms. Phyllis Caldwell (Sandra Oh), assigns her class a creative writing essay, Jason does not complete it. His parents are later called into school, where Ms. Caldwell tells Jason that if he can't bring her a handwritten essay at the community college by 6:00, she will not consider it a valid contribution.