5. Any city park near you
With more than 8,000 acres of green space in 580 city parks, you shouldn’t have to travel far to find a park. Finding a park with no people in sight is another story. City park sex should only be attempted at night, and the smaller the park, the higher the degree of difficulty. Keep your head on a swivel, exercise common sense, and keep your clothes nearby in case you need to take a ride Downtown in a police car.
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Jay Gentile is the publisher of Chicago INNERVIEW Magazine and a Chicago-based freelance writer. Follow him on Twitter.