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Chicago Shemale Guide

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About the city

Chicago is the third most populous city in the United States with its metropolitan area population 10 million people. Like New York or Atlanta in their regions, Chicago serves as the Midwest's cosmopolitan hub and attracts young and old alike--all looking to escape to the freedoms and opportunities of the big city. Chicago don't have specialized red light area, however there are few streets spread out all over city where street prostitutes work and also transsexual and transvestite prostitutes can be found. Safer option is always to check out nightclubs and bars.

Streets & Red Light District

Chicago is the nation's third largest city and boasts a huge gay community. Gay life (and gay bars) in Chicago is mostly concentrated in two areas: Boystown (really "East Lakeview") and Andersonville which is farther up the city's north side. This is where you will also find transsexuals hanging out at night.

Shemale Clubs Tranny Bars and Parties

The Kit Kat Lounge is a very popular t-girl club which features live performances by a slew of drag queens.The Kit Kat Lounge & Supper Club is a premier destination venue for every type of occasion and every demographic. With an innovative martini and cocktail list of more than 200 offerings, upscale contemporary cuisine, entertainment by the world famous Kit Kat Divas and sleek "South Beach meets Hollywood" inspired decor, Kit Kat is truly a world-class entertainment hotspot. Facebook:

Formely known as Dolphin club. Frequently visited by transsexual ladies. Open Fridays and Saturdays. Facebook:

Transgender show bar. The Baton is famous across the globe for presenting the very best in the art of female impersonation. Facebook:

  • Hydrate Nightclub - 3458 N Halsted St (Cornelia Ave.)

Chicago, IL 60657 ( Hydrate filled a gay dance-bar void on Halsted near the center of Boystown. Usually no cover before midnight, which is when it starts to fill up. You can spot some shemales there and there are drag shows. Facebook:

Shemale Escort Sites

Below are listed most popular sites in Chicago where you can find transsexual escorts:

Transgender Dating Sites

Shemale Forums

Here are some tranny forums that are popular in Chicago:

Transgender Beauty Contest

Miss Continental is an annual female impersonation pageantry system founded in 1980 by Jim Flint. It takes place at the Baton Show Lounge in Chicago and is usually held over Labor Day weekend. Check for the webpage for exact dates.

  • This page was last modified on 7 August 2020, at 22:36.