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Dating & the Escort Scene in Chicago, Illinois

Chicago is a city of neighborhoods, and each one comes with its own crowd and its own rules. River North and the West Loop pull the upscale nightlife, Boystown in Lakeview anchors a massive LGBTQ scene, and Wicker Park keeps it younger and edgier. Then winter arrives and drives everyone indoors and closer together for months.

With the scene this spread out, being clear about your neighborhood and what you want genuinely saves everyone time. Keep early meetings public, trust your instincts, and don't hand over details too soon. Browse the Chicago listings above, or head to Secret Hostess for other cities.