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By continuing and accepting that you are over 18 years old, you solely accept access for viewing sexually frank materials for adults. Bars and clubs have one of two licenses: most close at 2am (3am on Saturdays) and some stay open after-hours until 4am (5am on Saturdays). There is also some gay action at the urinals. Even in a neighborhood with a bad reputation, though, you might still have a perfectly good time, as long as it falls within your comfort level.
If you encounter a beggar or homeless person, they are very unlikely to pose any kind of problem. These girls come in all shapes and colors. You'll appreciate that if you're in town for more than a couple of days. Chicago Strip Club goers are. Many massage parlors, saunas, spas, and similar otherwise-legal establishments which serve as fronts for prostitution, are also considered as brothels.