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Local Chicago GBTQ, transgender, transsexual & trans contacts

Join TransGenderFriends.com and browse our City Directories for the most popular personals for online dating in the trans community. Why contact an escort when Local transwomen, ladyboys, trans & crossdressers in Chicago are online and eager to meet up now. Whether you are looking for someone to talk to or a casual meetup, our members are discreet and your identity will stay safe.

Check out our Chicago gallery below, filled with the latest horny photos and videos of local trans, non-binary, and crossdressing members.

Top other cities in   Illinois

Springfield Rockford Peoria Illinois City Glenview Nas

Trans contacts for hookups from  Chicago, USA

  • Sindeedres13
  • TV/TS/CD, Straight Male
  • Age: 55
  • USA, Illinois, Chicago

I need to be controlled and dominated by my playmates.

  • fable74
  • TV/TS/CD, Straight Male
  • Age: 26
  • USA, Illinois, Chicago

Hard loving gentle trans here looking to have some fun tonight

  • ellamae7
  • TV/TS/CD, Straight Male
  • Age: 25
  • USA, Illinois, Chicago

I'm pretty open minded and go with the flow! If you're interested you can message me here

  • selinale582
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

a cunt that i can control and he should be honest with me

  • jordanmyf780
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

Hi i'm kelly tie your shoes because you're too little to do it all by yourself

  • Ella68
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

I don't care if you're black, white, straight ,bi, gay, short, tall, fat, skinny,rich, young or old. If you're good to me i'll be good to u. Simple as that!

  • russ461
  • TV/TS/CD, Straight Male
  • Age: 41
  • USA, Illinois, Chicago

I am open ask me anything you want I'll tell you later

  • baileybai368
  • TV/TS/CD, Straight Male
  • Age: 67
  • USA, Illinois, Chicago

Love crossdressers men in panties is just the hottest thing in love it

  • Emily670
  • TV/TS/CD, Bicurious Male
  • Age: 45
  • USA, Illinois, Chicago

I love mind blowing adventures,as am an avid adventurer.also in love with nature.

  • sonjay21
  • TV/TS/CD, Straight Male
  • Age: 24
  • USA, Illinois, Chicago

I don't have a preferred body type or anything tbh. As long as your a good person I'm good. I do prefer punks and metalheads in style n asthethic tho

  • aliyanahoely
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

Look at the time, it’s getting really late. Shouldn’t you be in my bed?

  • breannaChicago
  • TV/TS/CD, Bisexual Male
  • Age: 50
  • USA, Illinois, Chicago

Single and employed. Various interests carnivals, reading, seeing live music camping etc. Looking primarily for someone open honest and ltr possibly even marriage.

  • sexysenior087
  • TV/TS/CD, Bisexual Male
  • Age: 68
  • USA, Illinois, Chicago

I love to kiss and fondle each other, slowly and sensually... Let us stretch our encounter out.

  • Blueznik53
  • TV/TS/CD, Straight Male
  • Age: 54
  • USA, Illinois, Chicago

Creative artist and easy on the eye's. Looking for over the top pleasuring and passionate encounter

  • clowncream
  • TV/TS/CD, Straight Male
  • Age: 24
  • USA, Illinois, Chicago

i like good listeners and more importantly someone who has good vibes and is open minded

  • tspeanuttbutters
  • TV/TS/CD, Straight Male
  • Age: 34
  • USA, Illinois, Chicago

i love art fashion film art i can be ur best kept secret

  • JoanDressed
  • TV/TS/CD, Bisexual Male
  • Age: 50
  • USA, Illinois, Chicago

I'm a new gurl vesatile top that would love to meet mature cd playmates that like to bottom ..sooo if you'd like "Kick" me

  • sandra428
  • TV/TS/CD, Straight Male
  • Age: 34
  • USA, Illinois, Chicago

I'm 31 years old, living in the Chicago region. I'm interested in meeting a man or a transgender person aged between 40 and 90. I'm 4ft 11in (150 cm) I will travel for hookups

  • na1134
  • TV/TS/CD, Straight Male
  • Age: 38
  • USA, Illinois, Chicago

am lora , am new here. ask me to know more about me

  • thelmama307
  • TV/TS/CD, Straight Male
  • Age: 34
  • USA, Illinois, Chicago

My name is Thelma . I’m 30 years old, 5 feet tall 150lb. single. So this whole dating thing is new to me. I love to laugh, hardworking, love the beach, hiking, sports, playing & watching, cars, picky eater, dog’s, family means a lot to me, honest & I like helping people any way I can. Call me a hopeless romantic... I’m hoping to find true love again. I do work as an office clerk before i got laid off but i stay with my granny here in Chicago, Illinois .I wanna get married again! I’m looking for someone with similar interest....

  • Sandra19LosAngeles
  • TV/TS/CD, Straight Male
  • Age: 58
  • USA, Illinois, Chicago

Well am single,with no kids and never been married.whiles looking to find a conscious man to build monogamous relationship and also share good and bad together..possible have Kids with him..So are you willing to have Kids?

  • graceb070
  • TV/TS/CD, Straight Male
  • Age: 34
  • USA, Illinois, Chicago

I am cool I don't play with someone attention..love

  • kentmor840
  • TV/TS/CD, Straight Male
  • Age: 33
  • USA, Illinois, Chicago

I’m looking man that I will spend the rest of my life

  • Samanthad723
  • TV/TS/CD, Straight Male
  • Age: 48
  • USA, Illinois, Chicago

I am pre-op transwoman and willing to try anything

  • lexiwi85
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

I'm just here to have fun, meet other crossdressers and guys who are into crossdressers.

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