Home > Countries > USA > Illinois > Chicago

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

  • sasasafah519
  • TV/TS/CD, Straight Male
  • Age: 31

I guess its not to late for me to find someone nice and respectfull to be with on trying some other things . Would love to see and try my luck

  • aal314
  • TV/TS/CD, Straight Male
  • Age: 40

i new here and would like to share my little secret

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

I love shopping I love doing make up and trying in new outfits looking for casual sex and then Some open to 3 ways orgys

  • genuen385
  • TV/TS/CD, Straight Male
  • Age: 29

I am open minded person love to explore and learn more things here and love meet new people♥

  • Mike196
  • TV/TS/CD, Straight Male
  • Age: 60

A submissive guy who. will do as he told kinky and fetishes bondage and discipline are fun

  • Barbarabird1000
  • TV/TS/CD, Bicurious CD / Trans
  • Age: 46

I’m still kinda new to this….. I need a man to take me to that final step …don’t be shy, come see what these sexy lips can do

  • srodriguez8083
  • TV/TS/CD, Straight Male
  • Age: 39

I'm a single guy with desire to wear women's clothing I loved and enjoy dress but I need help to do this better if someone know a place where I can get makeup done in my face with out judgment I think be Great for me or if someone do makeup please h..

  • shupapi
  • TV/TS/CD, Straight Male
  • Age: 27

gym lover and enjoy the outdoors! Love animals and nice cars ..

  • SweetAngeL69
  • TV/TS/CD, Straight Male
  • Age: 28

Love cannot be measured by how long you wait, its about how well you understand why you are waiting.

  • theresatypeb348
  • TV/TS/CD, Straight Male
  • Age: 31

I promise im extra nice to those extra attractive i need a really nice guys to love me everyday and feel my self every night

  • Monica55cd
  • TV/TS/CD, Straight Male
  • Age: 69

Love to go out and feel like a woman, they feel of a short dress on, high heels, and the smell of my perfume

  • chrri467
  • TV/TS/CD, Straight Male
  • Age: 49

I am 5'08", 165 - 170 pounds with an athletic build.

  • kateslave233
  • TV/TS/CD, Straight Male
  • Age: 31

Im looking for real meetups! Need a experience person that can give me and show me.

  • julie054
  • TV/TS/CD, Straight Male
  • Age: 27

Seeking someone to vibe with or maybe more if we click so don't be shy and hit me up

  • bellarose22
  • TV/TS/CD, Straight Male
  • Age: 36

I’m a professional mistress and a very powerful hypnotist

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

Hi, I'm Justine. I'm a full time student. I am 8 days away from my breast augmentation and I'm so excited! I'd love to go on some dates and show off my new body lol

  • donnysfun827
  • TV/TS/CD, Straight Male
  • Age: 61

im very open minded, easy going , fun , clean , i love to party and play

  • creamju490
  • TV/TS/CD, Straight Male
  • Age: 27

Seeking for some hot fun right now or maybe more if we click

  • JOAN JOANNY
  • TV/TS/CD, Straight Male
  • Age: 65

long time closet cd looking to meet someone who is the same

  • cherylteaks64
  • TV/TS/CD, Bicurious Male
  • Age: 61

Would love for a sext CD or couple to ravage me...lol. I am not new to crossdressing but I am new to sex while dressed. I have a passion for nylons and women will always be my first preference but I am expanding sexual horizons to include a crossdr..

  • bbjay09
  • TV/TS/CD, Straight Male
  • Age: 46

Looking for a real man...don't be shy...come see what these lips can do

  • Iris Ember
  • TV/TS/CD, Bicurious CD / Trans
  • Age: 57

I'm Lingerie lover! I love all things sexy looking to meet like minded girls!

  • BobHANNA707
  • TV/TS/CD, Straight Male
  • Age: 27

Kinda new to this thing so i think i gotta find someone nice and respectfull so may we can explore more things that can explore by two people.

  • Bagongoff702
  • TV/TS/CD, Straight Male
  • Age: 42

New to this please be good to me im a sweet person and clingy

  • Iriseyes
  • TV/TS/CD, Straight Male
  • Age: 57

Looking to meet and chat share with like minded gurls

Photos of real tv/ts profiles

Full size photos and videos available to registered members only Join now!