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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.

Nearby to the North West Skokie, Evanston, Harwood Heights, Lincolnwood, Morton Grove. Nearby to the South East Calumet City, South Holland, Dolton, Riverdale, Thornton. Nearby to the South West Elmwood Park, Cicero, Oak Park, River Forest, Glenview Nas.

Trans contacts for hookups from Chicago, USA

  • favoritehuman001
  • TV/TS/CD, Straight Male
  • Age: 28

I'm looking for some fun and new experience here and safe meetups. Still exploring in shape and attractive. Into intelligent,clean with a sense of humor. Open minded and super laid back.

  • russ461
  • TV/TS/CD, Straight Male
  • Age: 42

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

  • baileybai368
  • TV/TS/CD, Straight Male
  • Age: 68

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

  • kinkybadg936
  • TV/TS/CD, Straight Male
  • Age: 64

I live openly as a trans woman.. So please don't refer to me as a man or a crossdresser. I have many fetish interests, sissy attire, old fashion foundation garments, Bondage, over the knee spanking, humiliation, especially mental ...but that is some..

  • ClingyCelestina
  • TV/TS/CD, Straight Male
  • Age: 29

I'm open for anything.. I'm lovely nice and care 3

  • sonjay21
  • TV/TS/CD, Straight Male
  • Age: 25

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

  • kayleighbor
  • TV/TS/CD, Straight Male
  • Age: 30

Mtf here need a FWB someone who can satisfy me HMU serious only looking now

  • breannaChicago
  • TV/TS/CD, Bisexual Male
  • Age: 51

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: 69

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

  • Blueznik53
  • TV/TS/CD, Straight Male
  • Age: 55

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

  • clowncream
  • TV/TS/CD, Straight Male
  • Age: 25

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

  • wra201
  • TV/TS/CD, Straight Male
  • Age: 39

I believe, that man and woman as a couple should be a little similar one to another. I am not about appearance of course and even not about interests and hobbies, but about life position and rhythm. The main is not who you are or who I am but how thi..

  • MaddieHippyChick
  • TV/TS/CD, Bicurious Male
  • Age: 60

I want to find that person or couple that will treat me like a princess, at least for a while. LOL!

  • Chiheather
  • TV/TS/CD, Bicurious Male
  • Age: 66

I'm an old fashioned girl and I like to be spoiled. I like to dress in outfits that I like to see on real females, short skirts stockings and 5" heels. If you want to chat with me I can usually be found in the Hot tub. I'm not the thought police but..

  • tspeanuttbutters
  • TV/TS/CD, Straight Male
  • Age: 35

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

  • JoanDressed
  • TV/TS/CD, Bisexual Male
  • Age: 51

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

  • qcc938
  • TV/TS/CD, Bisexual Male
  • Age: 65

Hi, I'm looking for cross dressers and men who I can relax and enjoy the joys of cross dressing.

  • Peaceful94
  • TV/TS/CD, Straight Male
  • Age: 70

I’m looking for some like minded companionship and friendship

  • ShevanChi
  • TV/TS/CD, Bisexual Male
  • Age: 43

I want to take dressing, which I am very private about, public. I want to dress with another person...

  • na1134
  • TV/TS/CD, Straight Male
  • Age: 39

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

  • graceb070
  • TV/TS/CD, Straight Male
  • Age: 35

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

  • kentmor840
  • TV/TS/CD, Straight Male
  • Age: 34

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

  • krocn428
  • TV/TS/CD, Straight Male
  • Age: 65

I am successful as a male by day but whenever possible need to transform and be a bad slut gurl, hope to meet others with same interests

  • BearPup
  • TV/TS/CD, Straight Male
  • Age: 30

I enjoy a variety of activities in and out of the play room. I love pup play and playing with my soon to be handler. I'm looking for a Mistress. A handler. Someone to have fun with and go out to different events.

  • softli018
  • TV/TS/CD, Straight Male
  • Age: 38

am easy going , a shy type and love someone who is honest and caring about my son and i cause a a single mother and want someone we could build a lasting relationship together .i love swimming ,hiking,and playing tennnis.

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