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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

iroczChar758
  • iroczChar758
  • TV/TS/CD, Straight Male
  • Age: 78

Want to be dressed up by another crossdresser! Love
brendalovelace69
  • brendalovelace69
  • TV/TS/CD, Straight Male
  • Age: 50

Love intelligent, clean, safe and discrete play partners.
jmedina925
  • jmedina925
  • TV/TS/CD, Straight Male
  • Age: 54

I enjoy outdoors I run 26 miles I enjoy quiet time amd initimate time with my partner
jmedina998
  • jmedina998
  • TV/TS/CD, Straight Male
  • Age: 54

I love spontaneous moments. Let’s have some fun. I love the outdoors
femflower
  • femflower
  • TV/TS/CD, Straight Male
  • Age: 25

I like kiss and make out and make passionate love with a man.
rave607
  • rave607
  • TV/TS/CD, Straight Male
  • Age: 38

I’m nerdy I love anime and video games and being girly or a cute kitty girl lol
jules8521
  • jules8521
  • TV/TS/CD, Straight Male
  • Age: 27

Seeking for some hot fun right now and maybe more experience
cherll
  • cherll
  • TV/TS/CD, Straight Male
  • Age: 71

im a life long crossdresser and want to find someone who ants to spend time with a girl like me
nimbusk347
  • nimbusk347
  • TV/TS/CD, Straight Male
  • Age: 63

I enjoy the company of like minded Attractive "Girls"
crystalbethChicago
  • crystalbethChicago
  • TV/TS/CD, Straight Male
  • Age: 55

I would LOVE to be a trophy wife or a starlet that you lust after.
rachealal972
  • rachealal972
  • TV/TS/CD, Straight Male
  • Age: 33

I love dancing and shopping for new dresses and heels I love girly outfits and going out with my girls. I love a good wine with my girl friend and then make love to each other
tongi13
  • tongi13
  • TV/TS/CD, Straight Male
  • Age: 26

I'm trans dtf if you interested hit me up.. I'm looking for fun but message me if you clean don't have std or what..
MaTrin2021
  • MaTrin2021
  • TV/TS/CD, Straight Male
  • Age: 33

A bit about me, I'm 29 years old, 5'5 with a curvy figure and dark brown hair. I'm an Asian TRANSWOMAN, young, pretty and a total threat to anyone(Just joking). I work in a professional field and I value my job. I have some kinks that I'm still tryin..
rockwellcas426
  • rockwellcas426
  • TV/TS/CD, Straight Male
  • Age: 62

58 year old straight man started who crossdressers looking for couple to play with
Beauti531
  • Beauti531
  • TV/TS/CD, Straight Male
  • Age: 32

You are the source of my joy, the center of my world and the whole of my heart
KiNKYTS69
  • KiNKYTS69
  • TV/TS/CD, Straight Male
  • Age: 33

I’m very chill and love to have a good time by all means. Looking for chill people too
Sweet0921
  • Sweet0921
  • TV/TS/CD, Straight Male
  • Age: 29

Horny here looking for someone to meet nearby, bored and horny, im wild when i get high..
mj9867
  • mj9867
  • TV/TS/CD, Bisexual Male
  • Age: 24

looking for a crossdressingtrans male who is down to fuck
pukangni232
  • pukangni232
  • TV/TS/CD, Straight Male
  • Age: 29

I'm 27 tight blondie looking for someone to destryyyy my asszz
Inamonanaani902
  • Inamonanaani902
  • TV/TS/CD, Straight Male
  • Age: 31

Im 26 yrs old single, I am looking for long term or just hook ups
zabawana1637
  • zabawana1637
  • TV/TS/CD, Bisexual Male
  • Age: 48

Welcome to my website. I love sex and I am bisexual. I love dressing up as a girl. High heels and stockings are my obsession. As soon as I dress up as a girl, I live in a different world. I am powerless and submissive. I'm turned on by tall men. Then..
jazzab803
  • jazzab803
  • TV/TS/CD, Straight Male
  • Age: 22

I’m new to all this so I need people to be patient and willing to educate
SissyslutAmi
  • SissyslutAmi
  • TV/TS/CD, Bisexual Male
  • Age: 65

From the age of 17 I was molested by a neighbor and loved every moment. Where it may not be for everyone. It's everything to me. And nothing wrong with it. Now years later I'm proud to say I'm still living it. Join me.
Sindeedres13
  • Sindeedres13
  • TV/TS/CD, Straight Male
  • Age: 56

I need to be controlled and dominated by my playmates.
MandyChi
  • MandyChi
  • TV/TS/CD, Straight Male
  • Age: 38

Looking for a regular partner that enjoy oral and has a lipstick fetish

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