Chicago Sex Guide advises where to find sex, working girls, prostitution, street hookers, brothels, red-light districts, sex shops, prostitutes, erotic massage parlors, strip clubs and escorts in Chicago, Illinois.
Chicago, a city in the U.S. state of Illinois, is the third most populous city in the United States of America with approximately 2.7 million residents. Its metropolitan area (also called "Chicagoland"), which extends into Indiana and Wisconsin, is the third-largest in the United States, after those of New York City and Los Angeles, with an estimated 9.5 million people.
- 1 Sex and Prostitution in Chicago
- 2 Chicago Female Escorts
- 3 Red Light Districts
- 4 Prostitutes and Sex Workers
- 5 Street Hookers
- 6 Hookup with Local Girls
- 7 Live Sex Cams
- 8 Adult Locations
- 9 Escort Services and Agencies
- 10 Erotic Massage Parlors
- 11 Brothels and Sex Clubs
- 12 Strip Clubs and Striptease
- 13 Karaoke and KTVs
- 14 Swinger Clubs and BDSM
- 15 Sex Shops and Adult Stores
- 16 Love Hotels and Short Time Hotels
- 17 Nightclubs and Bars
- 18 Gay and Lesbian
- 19 Other Adult Services
- 20 Dating
- 21 How to find Sugar Babies and Sugar Daddies
- 22 MILFs
- 23 Transsexuals and Shemales
- 24 Sexual Services for Women
- 25 Sleeping and Girl Friendly Hotels
- 26 Stay Safe
- 27 See Also
Sex and Prostitution in Chicago
The Chicago Police Department in conjunction with the Mayor's office have now made prostitution solicitors' information available online. Using their website, you will be able to view public records on individuals who have been arrested for soliciting prostitutes or other related arrests. All photos and information will automatically be removed after thirty days from the arrest date.
Prostitution in Chicago and all over the United States has changed a great deal since the Pretty Woman movie´s 1990 release. Especially the streetwalking business has evolved in Chicago over the years.
Chicago cops are still actively busting hookers and john´s, but not as actively as in the past. In 2001, there were 6,023 prostitution arrests in Chicago, a significant chunk of which were in neighbourhoods that do not look anything like a prostitution zone today.
Prostitution arrests fell by nearly 75% between 2001 and 2014, and the stretches of reports out of Wicker Park all but disappeared. Even with the huge drop in arrests,prostitution remains a big problem in Chicago, especially in the city's south and west sides.
Chicago Female Escorts
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Red Light Districts
Even though there are an estimated 4400 prostitutes active in Chicago on an average week, there is no specified Red-light district in Chicago. Street prostitution is focused in some areas, but massage salons and escort girls are spread across the town.
But there are various street hookers that can be found. Upon right negotiation, you can have sex with them, but make sure that you are safe.
Prostitutes and Sex Workers
There are some very good looking hookers and escorts in Chicago who advertise online. Usually they charge $100-$150 for a quickie or $200-$250 for one hour. Street prostitution is not as busy as in the past in Chiacgo because most girls think it is safer and easier to seek clients from the internet.
Chicago has quite big street prostitution scene. Some of the streetwalkers can be really ugly and messed up from their heads because they use drugs. But luckily there are some sexy looking ladies on the streets too. These girls come in all shapes and colors. Usually street whores in Chicago are willing to suck your dick for $20-$50 or have sex with you for $40-$100.
Some of the Chicago´s street prostitutes are quite pretty and some are not. You will never know what you get until you stop your car and look them closer. Street prostitution is thriving in both affluent and economically disadvantaged neighborhoods, from Streeterville and River North to Englewood and Garfield Park.
Where to find Street Prostitutes in Chicago
- The West Garfield Park neighborhood, near Madison between Cicero and Kostner.
- The East Garfield Park, near Madison between Kedzie and Damen.
- The Streeterville neighborhood, especially near Michigan Avenue and Ohio.
- The River North neighborhood, around Clark Street between Kinzie and Grand.
- The Humboldt Park neighborhood, around North Avenue near Grand and North Hamlin.
- The Logan Square neighborhood, around West Armitage and Pulaski.
- North of Midway Airport, on Cicero between 47th Street and Archer.
- Washington Park, on Prairie Avenue between 47th and 57th streets.
- Brighton Park, along 47th Street between Kedzie and Western.
- Englewood/Gresham along South Halsted between 71st and 76th streets.
- Far north on Lincoln Ave.
- Motel row on Stony Island.
Hookup with Local Girls
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Live Sex Cams
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Live Sex Cams are booming at the moment. Webcam models can be found from all over the world and you can find girls, guys, trannies, couples and groups of different ages performing to you. Watching live sex shows is usually free, but if you buy some credits, you will have much better chances to see adult action as desired! It's possible also to hire a webcam model to a private chat room where you can ask the person to fulfill your fantasies.
You can find a huge amount of strip clubs and massage salons in Chicago. Apart from these things, there are two important adult locations that are not known to many people. One is located at Logan Square and serves for those who are interested in BDSM. Yes, with the popularity of 50 Shades of Grey, Bondage sex has gained huge popularity among couples who are into pain and pleasure.
Apart from Logan Square, there is another adult location in Chicago West Loop.
There are private apartments where various rooms are dedicated to different pleasures. From begineer to Pro level, every kind of bondage toys and instruments are available. All you have to do is find the pleasure in BDSM.
Escort Services and Agencies
Escorts in Chicago who provide sexual services for money are considered as prostitutes. Prostitution is illegal in the United States, except some rural counties of Nevada.
Finding an escort when you're travelling can be a bit tricky. If you are looking for escorts in Chicago, Escort Directory is the ideal solution. There are thousands of beautiful young women at EscortDirectory.com waiting for your call!
Erotic Massage Parlors
Massage parlors in Chicago are illegal if they are offering sexual services or happy ending, such as hand job, blow job or full service.
Brothels and Sex Clubs
Brothels in Chicago are illegal. Many massage parlors, saunas, spas, and similar otherwise-legal establishments which serve as fronts for prostitution, are also considered as brothels. With the exception of some rural counties of Nevada, brothels are illegal in the United States.
Strip Clubs and Striptease
There is about 35 strip clubs in Chicago an nearby areas. Most strip joints are quite reasonable priced and private lap-dances can be lot of fun. Usual cost for a lap-dance is $20. Some of the strip joints are not fully nude, at some girls only strip their tops of and in others they only strip to their undies or bikinis.
See Also: How to Behave in Strip Clubs
Where to find Strip Clubs in Chicago
- Admiral Theatre • 3940 W Lawrence Ave • 773-478-8111
- Chacha's • 3900 South Western Ave • 773 927 9476
- Pink Monkey • 750 S Clinton St • 312-663-9100
- VIP's Gentlemen's Club • 1531 N Kingsbury St • 312-664-7400
- PoleKatz Chicago Gentleman's Club • 7337 W 100th Pl • (708) 599-1111
- Club 390 • 390 E Joe Orr Rd • 708-758-2582
- Jimmy's Gentlemens Club • 410 W Lincoln Hwy • 708-748-4949
ELK GROVE VILLAGE:
- Heavenly Bodies • 1300 Elmhurst Rd • 847-806-1000
- Arnie's Idle Hour • 85 W Sibley Blvd • 708-331-3090
- Club O • 17038 Halsted St • (708) 333-8770
- Skybox • 341 E 167th St • 708-339-1787
- Bobby's Bar • 2003 Mannheim • 708-338-0015
- Chicago Peeps Showgirls • 2217 W. Lake St •
- Louie D's Lounge • 4601 W Lake St • 708-345-4770
- Carl's Lounge • 1714 N Mannheim Rd • 708-410-0977
- Club Allure Chicago • 3801 W Lake St • (708) 344-3848
- Playpen Lounge • 1536 N Mannheim Rd • 708-345-2993
- Scores Chicago • 4003 W Lake St • 708-343-2000
- Centerfolds Luxury Gentlemans Club • 1092 Carolina Drive • 630-876-8511
Karaoke and KTVs
There are no KTVs in Chicago.
Swinger Clubs and BDSM
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There are many great options for Swingers in Chicago. Swingers Clubs are a perfect option for open minded couples. Single women are often allowed to enter to the club for free, but single men always pay more (if allowed in). You should always contact the club before heading to a swingers party if it is your first time as some clubs only allow certain amount of people in.
- The Club Release - http://www.theclubrelease.com/
- Club Meet 4 More - http://www.clubmeet4more.com/
- Couples Choise - http://coupleschoice.com/
- Couples Play House - http://www.couplesplayhouse.com/
- Private Affairs Chicago - http://www.privateaffairs.org/
- 4 Play - http://swingersclubchicago.com/
- Sun Aura Resort, 3449 East State Road #10, Lake Village, IN 46349
- This resort is a little bit over 1 hour drive away from Chicago. Phone (219) 345-2000 Fax (219) 345-2021 http://www.sunauraresort.com/
- Blue Lake Resort, Postal address P.O. Box 13, Erie, Illinois 61250
- Couples only. Telephone 309-659-9297 (May through September only) www.bluelakeresort.org
Sex Shops and Adult Stores
If you don’t feel like visiting or cannot find any local sex shops in Chicago, you can easily order adult products from Online Sex Shop.
Chicago has lots of good sex shops, with arcades and adult theaters. We can not list all of them, but here are some.
- The Pleasure Chest, 3436 N Lincoln Ave, Chicago +1 773-525-7151
- Taboo Tabou, 854 W Belmont Ave, Chicago +1 773-883-1400
- G Boutique, 2131 N Damen Ave, Chicago +1 773-235-1234
- Frenchys, 872 North State, Chicago
- Adult shop. Ggloryholes as well as buddy booths.
- TJs Adult Books, 53 W. Hubbard, Chicago
- Ram Bookstore, 3511 1/2 N.Halsted St., Chicago
- Adult shop and booths.
- Mimis Adult Book Store, 3203 North Cicero, Chicago
- Video booths, 4 gloryholes, 3 in back, 1 in front.
- Admiral Theater, 3940 Lawrence Ave., Chicago
- Adult arcade on the second floor. About 25 booths, all big enough for 2-3. First floor with the strippers.
- Gigis ABS, 4001 W Armitage, Chicago
- Multi-channel video machines.
- R Js Video, 3452 N.Halsted St., Chicago
- Small video store with large Gay section.
- Bijou Theater Club, 1349 N Wells, Chicago
- $22 admission for 8 hours, if you are a member, it is $16.
- Banana Video, 4923 N. Clark, Chicago
- Costs $10 to go upstairs, for as long as you want. No in/out privileges. Constant videos in booths and a small theater area
- Lamours Adult Books, 3901 W. Lawrence Ave., Chicago
- Magazines and toys.
- Erotic Warehouse, 1246 West Randolph, Chicago
- Booths are much bigger, well-lit, and have great bench-style seats.
- Hubbards Adult Book Store, 109 West Hubbard Street, Chicago
- You need tokens for video booths (4/dollar).
- The Machine Shop, 3704 N. Halsted, Chicago
- Video booths, gloryholes, and large room in rear.
- Adult Fantasy Bookstore, 2928 North Broadway Street Chicago,IL, Chicago
- Downstairs arcade with booths.
Love Hotels and Short Time Hotels
There aren't any original Japanese style love hotels in Chicago.
But there are various motels and hotels that allow people to book rooms on hourly basis. You can easily get rooms for an hour or two.
Nightclubs and Bars
You can find plenty of nightclubs and bars in Chicago. You can hook up with local or tourist girls.
- Studio Paris, 59 W Hubbard St, Chicago, IL, tel.: +1 312 377 9944
- Smart Bar, 3730 N Clark St, Chicago, IL, tel.: +1 773 549 4140
- The Mid, 306 N Halsted St, Chicago, IL, tel.: +1 312 265 3990
- Berlin 954 W Belmont Ave, Chicago, IL, tel.: +1 773 348 4975
- Primary, 5 W Division St, Chicago, IL, tel.: +1 312 888 2471
- The Green Mill, 4802 N Broadway St, Chicago, IL, tel.: +1 773 878 5552
- Sound-bar, 226 W Ontario St, Chicago, IL, tel.: +1 312 787 4480
- Spybar, 646 N Franklin St, Chicago, IL, tel.: +1 312 337 2191
- Underground, 56 W Illinois St, Chicago, IL, tel.: +1 312 644 7600
- The Apartment, 2251 N Lincoln Ave, Chicago, IL, tel.: +1 773 348 5100
Gay and Lesbian
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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. 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).
The first officially recognized gay village in the United States is Boystown in Chicago, Illinois is the commonly accepted nickname for the eclectic East Lakeview neighborhood that is home to Chicago's visible and active gay and lesbian community. Boystown Chicago is situated just southeast of Wrigleyville in Lakeview. The area is bordered by Lake Michigan on the east and Clark Street on the west, Irving Park Road to the north and Diversey Avenue to the south. The two main (north-south) avenues of Halsted St. and Broadway dominate the heart of this commercial district. Broadway primarily offers a variety of themed shops and restaurants stretching throughout the neighborhood while Halsted caters to a lively nightlife with more than 30 different gay and lesbian bars, nightclubs and restaurant
Gay Clubs & Bars
- Sidetrack, Boystown - 3349 N Halsted St , Chicago, IL • Chicago's premiere video bar for over 30 years.
- Roscoe's, Boystown - 3356 N Halsted St , Chicago, IL • Dance the night away
- Jackhammer, Rogers Park - 6406 N Clark St , Chicago, IL • Neighborhood bar
- Minibar Ultra Lounge & Cafe, Boystown - 3341 N Halsted St , Chicago, IL • Hip lounge with mixed group
- Berlin, Boystown - 954 W Belmont Ave , Chicago, IL • Alt dance club, party bar and performance space
- Hydrate, Boystown - 3458 N Halsted St , Chicago, IL • Lounge & dance club with famous DJs
- Cellblock, Boystown - 3702 N Halsted St , Chicago, IL • Leather bar
- Touche, Rogers Park - 6412 N Clark St , Chicago, IL • Cruisy leather bar north of Andersonville
- Big Chicks, Uptown - 5024 N Sheridan Rd , Chicago, IL • Campy and fun neighbourhood bar.
- Lucky Horseshoe Lounge, Boystown - 3169 N Halsted St , Chicago, IL • Pop in to this male dancer bar
- The Phoenix, Suburbs - 1932 E Higgins Rd , Elk Grove Village, IL • Popular dance club featuring "Hunks" in the 'burbs
- Spin Nightclub (CLOSED), Boystown - 800 W Belmont Ave , Chicago, IL • Twinky dance club with sexy theme nights
- Crew Bar + Grill, Uptown - 4804 N Broadway St , Chicago, IL • Gay sports bar
- Manhandler Saloon, Lakeview - 1948 N Halsted St , Chicago, IL • Cruise bar with an cruisy patio/backroom
- Scarlet, Boystown - 3320 N Halsted St , Chicago, IL • Sophisticated lounge attracts a wide crowd
- Circuit Nightclub 2.0, Boystown - 3641 N Halsted St , Chicago, IL • Almost every night is a circuit party
- North End, Boystown - 3733 N Halsted St , Chicago, IL • Gay sports bar
- Atmosphere (@mosphere), Andersonville - 5355 N Clark St , Chicago, IL • Dive bar & dance spot with weekend go go boys
- Buck's Saloon (CLOSED), Boystown - 3439 N Halsted St , Chicago, IL • Neighbourhood sports bar
- Little Jim's Tavern, Boystown - 3501 N Halsted St , Chicago, IL • Boystown's first neighborhood bar
- Charlie's Chicago, Boystown - 3726 N Broadway St , Chicago, IL • Fun country western bar/after-hours disco
- Closet, Boystown - 3325 N Broadway St , Chicago, IL • Lesbian bar with a mix of men & women
- Club Krave, Suburbs - 13126 Western Ave , Blue Island, IL • If you are craving a night out of Boystown
- Marty's Martini Bar, Andersonville - 1511 W Balmoral Ave , Chicago, IL • Upscale, intimate martini bar
- D.S. Tequila Company, Boystown - 3352 N. Halsted St. , Chicago, IL • Tequila
- Shakers, Lakeview - 3160 North Clark Street , Chicago, IL • Neighborhood sports bar
- Bobby Loves, Boystown - 3729 N Halsted St , Chicago, IL • Small and sweet neighborhood bar
- Second Story Bar, River North - 157 E Ohio St , Chicago, IL • Dark little neighborhood bar
- Roger's Park Social, Rogers Park - 6920-22 N. Glenwood , Chicago, IL • Chicago's straightest-acting gay bar
- Jeffery Pub, South Side - 7041 S Jeffery Blvd , Chicago, IL • Long-running south side bar
- Baton Show Lounge, River North - 436 N Clark St , Chicago, IL • Known for nightly drag shows
- Sofo, Andersonville - 4923 N Clark St , Chicago, IL • The neighborhood bar south of Foster
- The Call, Andersonville - 1547 W Bryn Mawr Ave , Chicago, IL • Pop bar
- Granville Anvil, Edgewater - 1137 W Granville Ave , Chicago, IL • Casual and friendly neighborhood pub
- Maneuvers, Suburbs - 118 E Jefferson St , Joliet, IL • Joliet's hangout and dance spot
- Forest View Lounge, Suburbs - 4519 S. Harlem Ave. , Forest View, IL • A cozy neighborhood bar mostly for girls
- Parlour on Clark, Edgewater - 6341 N Clark St , Chicago, IL • Parisian chic
- InnExile, South Side 5758 W 65th St , Chicago, IL • Still kicking after all these years
- Davenport's, Wicker Park 1383 N Milwaukee Ave , Chicago, IL • Upscale piano bar featuring cabaret lounge
- Hideaway Nightclub (CLOSED), Suburbs - 7301 W Roosevelt Rd , Forest Park, IL • love it
- Joie De Vine, Andersonville 1744 W Balmoral Ave , Chicago, IL • The pleasures of wine & conversation
- In Fine Spirits, Andersonville 5420 N Clark St , Chicago, IL • Mixed crowd wine/spirit bar
- Downtown Bar and Lounge, River North - 440 N State St , Chicago, IL • Gay-friendly non-gay bar
- Bonsai Bar & Lounge, Boystown - 3503 N Halsted St , Chicago, IL • Good alternative to the typical Boystown scene.
- Dick's R U Crazee, Suburbs - 1221 E. 150th St. , Hammond, IN • Gay bar just over the Indiana border
- Mary's Attic, Boystown - 5400 N Clark St , Chicago, IL • Hamburger Mary's upstairs bar
- Club Escape, South Side - 1530 East 75th St. , Chicago, IL • South Side neighborhood bar
- Elixir Lounge, Boystown - 3452 N Halsted St , Chicago, IL • Mixology bar
- Wang's, Boystown - 3317 N Broadway St , Chicago, IL • Quiet little hideaway
- Scot's, Andersonville - 1829 W Montrose Ave , Chicago, IL • Neighborhood after-work spot
- Progress Bar, Boystown - 3359 N. Halsted St. , Chicago, IL • Boystown's newest and most popular nightspot
- La Cueva (SOME PEOPLE HAVE REPORTED PLACE TO BE CLOSED, BUT IT IS NOT 100% SURE), 4153 W 26th St, Chicago, IL 60623 (b/t Keeler Ave & Kedvale Ave in Little Village). Phone number (773) 522-4511 • Latino and drag queen bar
- Rehab Lounge & Cabaret Boystown, 3641 N Halsted St , Chicago, IL • Bringing cabaret back to Halsted
- Replay, Boystown - 3439 N Halsted , Chicago, IL • Drink and play on your favorite arcade games
- Signature Lounge at the 96th, Gold Coast - 875 N Michigan Ave , Chicago, IL • Pricey drinks
Gay Saunas & Bathhouses
- Steamworks, Boystown - 3246 N Halsted St , Chicago, IL
- Definitely the Best bathhouse in Chicago
- Bijou Theater & Sex Club, 1349 N. Wells , Chicago, IL
- Oldest gay theater/sex club in US
- Man's Country, Edgewater - 5017 N. Clark Street , Chicago, IL
- Midwest's largest steam room
- Paradise Sauna*2910 West Montrose Ave , Chicago, IL
- A bathhouse without a frisky following
Gay Cruising Areas
- Wampum LakeChicago
- Mostly bi guys over 40 years old.
- Belmont Rocks*Chicago
- Lots of nooks and crannies.
- DePaul University Schmidt Academic Center at 2320 N Kenmore second floor, 2320 N. Kenmore Avenue, Chicago
- Young college guys.
- Renaissance Hotel, 1 W Wacker Dr, Chicago
- Bathroom is on the lobby level and very discrete. Go towards the right when you walk into the lobby and the bathroom is right there.
- Gompers Park, 4222 W. Foster Ave. (5200 N), Chicago
- Straights, twinks, bi and the curious.
- Bemis Forest Preserve, Chicago
- North Park University Brandel Library, 5114 N Christiana Ave, Chicago
- College Students Looking For A Quickie.
- Shabonna Park Pool, Chicago
- Cruisy in the showers.
- Peterson Park, Chicago
- Action near tennis courts.
- West DuPage Forest Preserves, Chicago
- Truckers, delivery men, blue collar guys on their lunch break.
- Equitable Building, 401 N Michigan, Chicago
- Bathrooms in the basement. There are 3 booths and 3 urinals, very private bathroom.
- Marquette Park, Chicago
- Park has two cruisy areas. During the day, cross the bridge on the east side of Kedzie to area opposite the golf course. After dark, use the bridge opposite the out house to cross to the island.
- University of Chicago Cobb Hall and Div School, Hyde Park Campus quads, Chicago
- Both basement restrooms, private stalls, clean can be very busy at times. There is also some gay action at the urinals.
- North Pond, Chicago
- South Gate Strip Mall Bathroom by DSW, 1101 S. Canal, Chicago
- Bathroom by the DSW. Extra quiet place with a huge handicapped toilet for fun.
- DPC Concourse Restroom, 333 S State, Chicago
- 6 cruisy stalls.
- Fisk Hall Basement Bathroom Nortwestern University, 1845 Sheridan Rd, Chicago
Other Adult Services
In Chicago and nearby cities you can find plenty of dominatrix escorts who would love to punish and spank you. Price of these type of services range from $200 to $300 an hour, but some of the high-end domina girls will charge even more. There are also clubs for people interested on BDSM things.
Dating in Chicago can be a bit tricky due to cultural differences, so your best bet is to sign up for a dating site before your trip so you can meet a few locals ahead of time. AdultFriendFinder.com lets you meet local members in Chicago and get to know them on a personal basis before you arrive. Take advantage of site features like live chat and member to member webcams so you can begin flirting before arranging a face-to-face meeting. Since your time in Chicago may be limited, get to know each other’s desires beforehand, so that when you meet you can start having some real fun.
How to find Sugar Babies and Sugar Daddies
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Often referred to as the “Tinder for Older Guys”, SecretBenefits matches hot young women interested in pampering older gentlemen. You don’t have to be a millionaire at SecretBenefits.com, you just need to be a respectful gentleman who knows how to treat a woman.
When travelling to Chicago you'll have to be prepared. Older ladies are hard to find without hooking up in advance. The best opportunity is to check out MILFs who really know what they are doing. LocalMilfs.xxx has the best knowledge in this scene, don't hesitate to make an account and you can start the trip without a hustle. The website is dedicated to those men looking to find hot and horny mature women to satisfy their sexual desires. With thousands of experienced and active milfs ready and waiting, Local Milfs provides the perfect discreet environment to let you fulfil your needs!
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Join this local one stop shop for finding hot and horny grannies desperate to be satisfied. With thousands of likeminded members local to you, it has never been easier to hop online and have some fun! Age is nothing but a number so whether you're a horny younger guy looking to fulfill a dream, or a dirtier older woman looking for some no strings fun, you have come to the right place!
Transsexuals and Shemales
Finding someone for transsexual dating when you’re on the road can be a bit tricky, so your best bet is to sign up for a dating site before you go so you can find locals ahead of time. TSdates.com is a dating site designed to help you find exactly what you are looking for in your hookup in Chicago. Take advantage of site features like live chat and member to member webcams so you can begin flirting before arranging a face-to-face meeting. With over 40 million members, and thousands of transsexual members around the world, TSdates.com is the world’s largest site of sex-minded friends for discreet encounters and will help you find your next transsexual play partner.
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Easiest way to hook up with a Shemale or transgender escort in Chicago is to search an ad from the classifieds ads on internet and give them a call. Most tranny escorts in Chicago charge$80-$150 for half hour or $150-$300 for one hour. This price often includes a mutual sex. You should always ask from the t-girl if she is top, bottom or versatile as some of the trans-girls are strictly TOP only and some are BOTTOM only. So whatever you prefer to do with them, ask this first.
For cheaper type of trannies, you should check out the Chicago´s street prostitution areas mentioned above. Sometimes you can find TS/TV/TG and CD girls from the same areas where female streetwalkers work at. This is very risky and dangerous as robberies and muggins are common. Many of the tranny street hookers have [[STD]´s, but no condoms, so make sure you bring your own.
If you prefer to chill out in a club and check out the sexy transgirls. The following clubs are popular among Chicago t-girls. Some of the transsexuals at the clubs are strictly having fun, but the others are actually seeking for customers.
Transexual and Shemale Clubs in Chicago
- Cocktail, 3359 N. Halsted St. Chicago, IL 60657
- Drag queens serve as the club’s hostesses while the back portion of the venue features a stage with sexy boy dancers five nights a week. (773) 447-1420 cocktailbarchicago.com/contact/index.htm
- Dolphin, 2200 N Ashland Ave, Chicago, IL 60614 (at Webster Ave in Bucktown)
- Phone number (773) 750-8090
- Kit Kat Lounge, Kit Kat Lounge, 3700 N. Halsted St. Chicago, IL 60613
- The Kit Kat Lounge is a very popular t-girl club which features live performances by a slew of drag queens, also known as the nightclub’s divas. (773) 525-1111 Web: http://www.kitkatchicago.com/
- Safe House Exhibitions, 2200 W 19th St, Chicago, IL 60608, United States
- Tel: +1 347-746-5546
- The Office Club, 513 East State Street, Rockford, IL 61104 (815)965-0344
- This club is located little further in Rockford. Open Mon-Saturday 5pm to 2am, Sunday 12pm to 2am
- La Cueva (SOME PEOPLE HAVE REPORTED PLACE TO BE CLOSED, BUT IT IS NOT 100% SURE), 4153 W 26th St, Chicago, IL 60623 (b/t Keeler Ave & Kedvale Ave in Little Village)
- Phone number (773) 522-4511
- Spin Night Club (CLOSED), 800 W. Belmont Ave. Chicago, IL 60657
- Gay- and transsexual-friendly venue. The nightclub hosts drag contests on certain evenings. (773) 327-7711
Sexual Services for Women
Internet is full of male escorts selling sex for men and women in Chicago. Usually the ones who sell sex for ladies are cheapest. You can get sex from male prostitutes as cheap as $50. But high-class male escorts usually charge $150-$250.
Sleeping and Girl Friendly Hotels
Chicago hosts many major conventions each year and has plenty of places to stay. The majority are either at O'Hare International Airport or downtown in the Loop and the Near North (near the Magnificent Mile). If you want to explore the city, aim for downtown — a hotel near O'Hare is good for visiting one thing and one thing only, and that's O'Hare (although the CTA Blue Line is walking distance from most of them, so access to the city is easy, aside from 30 minutes). However, if you have a specific interest in mind, there are hotels throughout the city, and getting away from downtown will give you more of a sense of other neighborhoods. You'll appreciate that if you're in town for more than a couple of days. Make sure that where you're staying is within your comfort level before committing to stay there, though. More far flung transient hotels will be suitable for those seeking to relive Jack Kerouac's seedy adventures around the country, but may alarm and disgust the average traveler.
Budget-priced places are usually pretty far from the Loop, so when you're booking, remember that Chicago is vast. Travelers on a budget should consider accommodations away from the city center which can be easily reached via any of the several CTA train lines. There is a hostel in the Loop and three others near the universities in Lincoln Park-Old Town, Rogers Park and in Wicker Park, all of which are interesting neighborhoods in their own right, and close to the L for access to the rest of the city. For deals on mid-range hotels, there are good options far out from the center by Midway and in North Lincoln.
Despite a big decline in the crime rate from the 1970s and 1980s, Chicago is still a big city with big city problems. The majority of the city's violent crimes occur within a relatively small number of neighborhoods well off the beaten path in the West and South Sides, but given the chance nature of crime, you should exercise the usual precautions wherever you go. 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.
The city caught international media attention for an uptick in homicides in 2012 with an official count of 506 that year. However, this is an undeserved reputation as the city's crime rate is only about half of what it was during the peaks of the early 1990s. The overwhelming majority of violent crimes are gang on gang violence well off the beaten path. Tourists are not specifically targeted but unfortunately innocent people do get caught in the crossfire so it is advisable to avoid walking around the more dangerous areas on the map especially after dark.
In the Loop at night; after rush hour, the Loop gets quietier west of Dearborn Street, but you'll be fine near hotels and east of Dearborn where it tends to stay busier. There have been occasional acts of teenage flashmob violence against downtown pedestrians at night, but these are extremely rare occurrences. If you stick to the well-lit main streets in the tourist areas, chances are that you will be perfectly safe 24/7.
If you encounter a beggar or homeless person, they are very unlikely to pose any kind of problem. Most are either holding up a sign asking for some type of assistance while others will actively solicit you for spare change. If you ignore them, they will ignore you. Some do sell a local newspaper called Streetwise to make a living. These people will be wearing a badge of some kind to indicate they sell the newspaper and they get to keep a portion of the profits that they make. If you're feeling generous, those selling Streetwise are your best bet.
In general, common sense will keep you safe in Chicago: avoid unfamiliar side streets at night, stay out of alleys at night, know where you're going when you set out, stick to crowded areas, and keep a $20 bill on hand for cab fare as a bail-out option.
Dress appropriately for the weather. Chicago's winter is famously windy and cold, so cover exposed skin and wear layers in the winter, but heat exhaustion is an equal risk in the summer months, especially July and August. Stay off the road during a snowstorm. Chicago's streets and sanitation department generally does a good job clearing the major roads in the center of the city, but the neighborhoods can take longer, and the construction-littered expressways are anyone's guess.
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