1.　The Great Gatsby　features an epigraph by "Thomas Parke D’Invilliers" (a writer invented by Fitzgerald) about winning a lover by any means. How does this short poem set the scene for the novel to come? Why do you think Fitzgerald would open　The Great Gatsby　with a fictional epigraph, rather than a real quote or poem?　
　
2. Compare East Egg and West Egg. What kinds of people settle on each side of the bay? Why would a couple like the Buchanans reside in East Egg, and men like Nick and Gatsby on the other side? How does the division between these two villages compare to differences between the American East and West?　
　
3. Discuss the role of honesty in　The Great Gatsby. Which characters pride themselves on telling the truth? How does duplicity affect the relationship between Nick and Jordan, and the marriage of Tom and Daisy? What falsehoods has Gatsby relied upon to advance in society?　
　
4. Compare two classic party scenes in the novel: the first party at Gatsby’s house that Nick attends, and the impromptu gathering at Tom and Myrtle’s apartment in New York City. How is each party enlivened by booze, romance, and chaos? How are the guests at each party similar, and how are they different? How does Nick’s drunken perspective color each scene?　
　
5. Consider the role of gossip in the novel. What kinds of rumors do Gatsby’s guests spread about their host, and why? Why does public opinion have such a strong hold over the characters in the novel?　
　
6. In Chapter VI, just after Daisy and Gatsby reunite at Nick’s house, Nick reveals the story of his friend’s transition from James Gatz to Jay Gatsby. Why does Nick choose this point in the story to tell Gatsby’s history? How does this chapter serve as a turning point in the novel?　
　
7. Compare James Gatz to the man he became: Jay Gatsby. What do we learn about Gatz’s ambition as a youth? How did he make his transition to Gatsby? What elements from his past did he retain, even as he left his identity behind?　
　
8. Eyes are a prominent feature throughout the novel – T. J. Ecklesburg’s spectacles watch over the "valley of ashes," "Owl-eyes" attends Gatsby’s parties and funeral, and Nick senses Myrtle’s jealous gaze upon Tom and Jordan when they stop at Wilson’s gas station. What is the significance of this theme of surveillance? Who is being watched throughout the novel?　
　
9. "‘Can’t repeat the past?’ [Gatsby] cried incredulously. ‘Why of course you can!’" (page 110). Discuss Gatsby’s attempts to recreate history. Why is he so eager to go back to life before he went to war, when he was a young officer in love with Daisy? What has Gatsby lost and gained since those days in Louisville?　
　
10. At the moment of the accident that killed Myrtle Wilson, "first Daisy turned away from the woman toward the other car, and then she lost her nerve and turned back" (page 143). How else does Daisy lose her nerve on that drive from New York City to East Egg? Why does she turn back to Tom, instead of choosing a life with Gatsby?　
　
11. Gatsby says about Daisy, "Her voice is full of money." (page 120). Discuss how class and affects the romances in the novel. Would Daisy be just as alluring without her status? Would Gatsby or Tom be attractive without their fortunes?　
　
12. Nick observes, "I see now that this has been a story of the West, after all," (page 176) since none of its characters are from the East. How have ideas about the "West" changed since Fitzgerald’s day? What is particularly "Western" about each of these characters: Nick, Tom, Gatsby, Daisy, and Jordan? Do you agree with Nick that they are "unadaptable to Eastern life"? Why or why not?　
　
13. Consider the setting of the novel: 1922 Long Island. Can you imagine this story within another time or place? Do you consider　The Great Gatsby　timeless, or do you think its characters and themes are deeply rooted in the postwar prosperity of the Roaring Twenties?　
　
14. The novel ends with Nick thinking about "Gatsby’s wonder when he first picked out the green light at the end of Daisy’s dock" (page 180). Consider the symbol of the green light. What dreams and hopes does the light stand for? Is Gatsby’s "extraordinary gift for hope" an asset or a hindrance to his ambition, in the end?　
　
15. If this was your first time reading　The Great Gatsby, discuss what you knew about this American classic before you began reading, and how it met or defied your expectations. If you’ve read the novel before, think back to the first time you read it, and discuss how the novel has changed for you over time. Do you understand it differently today than you did in the past?