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Below, they spill on their favorite Chicago spots to unwind. It's boozy and rich, with just the right amount of sweetness from the cherry. Reviews on Bars That Are Cool for Finding Rich Men in Chicago, IL - The Office, The Berkshire Room, The Library at Gilt Bar, The Aviary, Drumbar, SafeHouse. From hipsters to douchebags, here are 11 types of single men in Chicago that nearly every woman will date at least once (and hopefully on.

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