Thomas Jefferson once wrote, “He who permits himself to tell a lie once, finds it much easier to do it a second and third time, till at length it becomes habitual”. In the book Catcher in the Rye by J.D. Salinger, Holden Caulfield’s lies become habitual throughout the book. Holden is a sixteen-year-old boy, who has been kicked out of several schools including, most recently, Pencey Prep. Holden’s younger brother, Allie, died when Holden was only thirteen and his older brother is too busy working for Hollywood to care about Holden. Although his mother cares immensely for him, Holden saddens her by failing academically. The only motivator that Holden has to continue living is his younger sister, Phoebe, who is extraordinarily intelligent for her age. After he gets kicked out of Pencey, Holden is lost in life. He speaks to many people, seeking advice and comfort, but they are not able to help him find a human connection. Holden’s depression increases throughout the novel, almost to the point of suicide. He criticizes many people and ideas, labeling them as ‘phony’. Holden lies as a result of his depression, in order to hide the fact that he’s lonely and bored with his life, to divert any questions which he believes are too personal, and to create his own reality. In this way, Salinger illustrates how, during difficult times, people resort to lying as a coping mechanism. In the beginning of the story, Holden lied to divert questions in order to protect his personal information.