Evidently, it got its superlative nickname because Jazz musicians used this fruit as a name for any city; what city is it?
Etymology, Etymology, and more Etymology
as well as grammar, usage, euphemism, slang, jargon, semantics (meaning), linguistics, neologism, idiom, word origin, syntax, dialect, lexicon (vocabulary), diction, pidgin, synonym, antonym, homonym, cant, argot, lingo, and redundancy.

The critically-acclaimed board game MooT consists of tough questions about the nuances of the English language.
Answer: New York
For some reason, Jazz musicians' used to refer to any city, especially northern ones, as apples. New York, thus, was the big apple.
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