A connotation is a suggestive meaning or an association of a word.
Look at Daisy's quote:
"All right... I'm glad it's a girl. And I hope she'll be a fool--that's the best thing a girl can be in this world, a beautiful little fool."
Originally, a fool was a male court jester (with the conical cap and bells). Later, a fool became any person lacking in judgment. Here, Daisy associates her unborn little girl with the word. Typically, the word "fool" is reserved for adults, not children, babies, or fetuses. She is obviously referring to herself as well.
Also, look at the clothing and color connotations in the novel. Look beyond their literal meanings at the way Fitzgerald is associating them with people, emotions, and social values.
Look at Nick's soliloquies. He tries really hard to make it seem he's "honest," but he's saying he is "honest" in relation to all the liars he's met. Does that really make him "honest"?
"Everyone suspects himself of at least one of the cardinal virtues, and this is mine: I am one of the few honest people that I have ever known."
If he's an "honest" person, and if he's been taught to reserve moral judgment, then why is he hanging around a bunch of "dishonest" people and judging them throughout his narration? The connotation of "honesty" is in relation to "dishonesty," so Fitzgerald is blurring its meaning.
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