In Scott Fitzgerald’s 1925 novel "The Great Gatsby", Jay Gatsby continually calls Nick Carraway an 'old sport', which implies that Nick wishes to follow a lifestyle of “old money”, and attain characteristics of a rich man. Matthew J. Bruccoli in his biography "Some Sort of Epic Grandeur: The Life of F. Scott Fitzgerald" points out: "Fitzgerald repeated use of 'old sport' throughout the story ("The Great Gatsby") is to also describe Gatsby's myopic and self-centered demeanor. 'Old sport' is just a friendly term of endearment used between guys, appearing to be allies. It is used less than the term buddy or the decidedly more modern 'dude'."

"The Great Gatsby", first published in April 1925, shows the regions of West Egg and East Egg near Long Island in southeastern New York State. The regions were also well known for their prosperity during the Jazz Era after World War 1. The novel's storyline directly revolves around the obsession of the millionaire, Jay Gatsby for a fashionable woman, Daisy. She is very popular among the military officers for her parties. On account of the exploration of a host of themes, the novel has been termed Fitzgerald’s magnum opus.

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