In this thesis I intend to examine the extensive corruption of American Dream through two significant novels of the twentieth century. I aim to prove the presence of the corruption in the portrayed communities of the 1920s in F. Scott Fitzgerald’s The Great Gatsby (1925) and the early 1950s in Jack Kerouac’s On the Road (1951) because these works inevitably characterize and reflect the protagonists’ attitude and response to society and vica versa. That is why I have fixed my choice on these outstanding works of art. They undeniably mark the relatively premature existence of the corruption of the American Dream.