In answering this question, I'll focus on two things I believe Gatsby finds most fascinating: wealth/social prestige, and Daisy Buchanan. In reality, both are connected: Gatsby's obsessive love for Daisy is one of the catalysts that motivates him to acquire wealth and prestige, as he believes that doing so will help him win her love. However, any way you want to look at it, Gatsby is fascinated with wealth and Daisy, and he spends most...
In answering this question, I'll focus on two things I believe Gatsby finds most fascinating: wealth/social prestige, and Daisy Buchanan. In reality, both are connected: Gatsby's obsessive love for Daisy is one of the catalysts that motivates him to acquire wealth and prestige, as he believes that doing so will help him win her love. However, any way you want to look at it, Gatsby is fascinated with wealth and Daisy, and he spends most of his life trying to acquire both. However, because he's so fascinated by both riches and the love of his life, Gatsby is also paradoxically blind to the fact that, in reality, neither are worth spending time or energy on. For instance, Gatsby's wealth and social prestige are shown to be rather worthless by the end of the novel, as none of the many guests who attended his lavish and expensive parties come to his funeral. Along the same lines, Daisy does not come to Gatsby's funeral either, and so Fitzgerald suggests that perhaps Daisy's "love" for Gatsby was rather shallow. This is not to say that Daisy is an entirely bad person, of course; rather, it's worth pointing out that she probably did not care for Gatsby as much as he thought she did, and so his idealistic fascination with her was misplaced and blind indeed.
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