 Centring on Timothy "Dildo/Dunph" Dunphy, the film is about his life of mischief, his "incentive" to attend the Cornwall Academy preparatory boarding school, and his realization that the haze in which he has lived has to give way to something that will stay with him forever.The book is based on Peter Farrelly's experience at Kent School, a prep school in Kent, Connecticut.Timothy "Dildo/Dunph" Dunphy (Shawn Hatosy), is in the Class of 1974 in his high school senior year living in Pawtucket, Rhode Island, comes from a troubled single parent working-class family, and is friends with those that have aspirations which do not exceed smoking marijuana at the water tower that has a view of the town.