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Neil Lawrence (DJ Qualls) is sent to a boarding school by his father. During his first couple days, he meets T.J. (Rachel Blanchard) who he falls in love with. After being assigned a paper on Holden Caufield, the main character in J.D. Salinger's "Catcher In The Rye", Neil decided to go on a journey to meet J.D. who he feels has played a huge role in his life. Then Neil & T.J. decide to cut class to take a journey to New York City which leads to more turns then they both could have imagined in which both their lives are changed forever.