Caulfield is a neurotic, hypercritical adolescent, extremely naive and afraid of entering the
competitive world of adults. The book begins at Pencey Prep, which is Holden's expensive
boarding school in New Jersey. Holden is flunking nearly all of his classes and does not get
along with his peers. In this environment, he feels claustrophobic and oppressed. He believes
that he is surrounded by "phonies," and his immature attitude leads to several
conflicts with his peers. For example, Holden starts a fight with his roommate, Stradlater, and
annoys Ackley. Holden's disgruntled attitude is emphasized at Pencey Prep, and his lack of
social skills is evident during his interactions with his peers.
After
leaving Pencey Prep, Holden travels to New York City, where he wanders around town and attempts
to waste time before breaking the news to his parents. In New York City, Holden's isolation and
loneliness are emphasized. In the big city, Holden feels lonelier than ever and struggles to
engage in meaningful interactions with people who care about him. Holden's immaturity is also
emphasized during his terrible experience with a prostitute and his embarrassing interaction
with several ladies at the Lavender Room. The hectic, cold environment of New York City
increases Holden's isolation, emphasizes his loneliness, and parallels his lost, wandering
spirit.
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