How does Dexter Green in "Winter Dreams" compare with the author, F. Scott Fitzgerald?

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Dexter Green, like Fitzgerald himself, hails from a fairly prosperous Midwestern family. But, also like Fitzgerald, he remains tantalizingly outside the charmed circle of the 'old money' elite. In his capacity as a caddy at an upscale country club, Dexter gets to rub shoulders with the upper classes, which adds greatly to his fascination with them. This is a characteristic he shares with his creator. Throughout his work, Fitzgerald shows a fascination bordering on obsession with the opulent lives of America's social elite (The Great Gatsby being the most obvious example).

Yet the nearer Dexter/Fitzgerald gets to the old rich, the more he realizes that there's an unbridgeable gap between them. He may be an acute observer of their strange customs and habits, but that's mainly because he himself isn't really a part of their world. Ultimately, there's an artificiality about the old money elite which repels him but at the same time draws him in, against his better judgment. Dexter's fling...

(The entire section contains 3 answers and 598 words.)

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