The director shot this film in his early-20s from a script he wrote as a 14-year-old freshman in high school.
This is the first movie that Chris Pine appeared in with his father Robert Pine. The next movie they shared was "Small Town Saturday Night" released in 2009.
Inspired by Alfred Hitchcock's "I Confess," as well as Jonathan Meyers' experiences living in an all boys Catholic prep school.
In the original script, Luther's girlfriend Jamie was a figment of his imagination.
There is a scene where Luther is arguing with his roommate and he uses perfect Latin (which is not subtitled). Later in the film, when Luther again uses Latin with Fr. Kelly (this time subtitled), the director disclosed he did not have the time to translate the dialogue, as the scene was improvised on set. Therefore, the actual subtitled Latin that Luther speaks in the second scene is gibberish.