While I can't answer your question specifically, I can make a suggestion: Reading Chicago newspapers from the 1920s will give you a good feel for what life was like in the city during that time period. If you live in the Chicago area, many of the libraries have the Chicago Tribune on microfilm. If you live in Illinois, you should be able to get access to Chicago newspapers on microfilm through interlibrary loan. And, if you live outside of Illinois, you may be able to access Tribune articles online through a library that has a subscription to an online database that includes them.
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Better! Seriously, you should read a book such as, My School the City: A Memoir of New York in the Twenties by Mortimer Smith, Regnery, 1980, which is a very personal account and not a history of NYC in the 1920's. Otherwise try New York is Like This by H.I. Brock, Dodd Mead, 1929 which is a great contemporary look at NYC at the close of the 1920's. Both available at the library or through a secondhand bookseller at abebooks.com. roaring 20's!!