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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

  • katee2k9
  • TV/TS/CD, Straight Male
  • Age: 60
  • USA, Illinois, Chicago

I been in n Out for Years & looking for a LTR with the Right TGal

  • outgoing71
  • TV/TS/CD, Straight Male
  • Age: 59
  • USA, Illinois, Chicago

Single CDer looking for others to meet and dress with. And ..have fun too being Bi with another bi or gay TVTS,CDer.

  • cyclechick812
  • TV/TS/CD, Bisexual Male
  • Age: 34
  • USA, Illinois, Chicago

I'm very fluid when it comes to gender and sexuality, I like being dominant, I like being submissive, some days I feel more feminine, some days I feel more masculine... I like to mix it up

  • davidkramer402
  • TV/TS/CD, Straight Male
  • Age: 58
  • USA, Illinois, Chicago

Like to fish go on trips and eat out and shopping also have strong sex drive very affectionate

  • donna
  • TV/TS/CD, Straight CD / Trans
  • Age: 62
  • USA, Illinois, Chicago

Love to be dressed in nice lingerie and then dress in a skirt or nice dress and have my makeup and hair(wig) done completely.love being feminine and being a woman!

  • Bronze
  • TV/TS/CD, Straight CD / Trans
  • Age: 35
  • USA, Illinois, Chicago

Just here to explore craziest of sexual pleasures and kinks

  • Linda
  • TV/TS/CD, Straight CD / Trans
  • Age: 51
  • USA, Illinois, Chicago

Life goes which am open to know everything that comes my way and looking same thing

  • Billie
  • TV/TS/CD, Straight CD / Trans
  • Age: 46
  • USA, Illinois, Chicago

I'm a versatile trans woman just want to experience 2 or 3 bbcs .

  • Miss Jackon 1814
  • TV/TS/CD, Straight CD / Trans
  • Age: 25
  • USA, Illinois, Chicago

Music and concerts make me happy an attentive, supporting partner makes me happy. Giving completely into submission and flowing straight into directing orders makes me happy.

  • GermaninCHI
  • TV/TS/CD, Straight CD / Trans
  • Age: 34
  • USA, Illinois, Chicago

I am a sub, from germany, you can use me for daily task, you need a ride, text me, you need someone to clean, text me, you need someone for grocerys text me….make me your sl***

  • Marcus25
  • TV/TS/CD, Straight CD / Trans
  • Age: 47
  • USA, Illinois, Chicago

Seeing trans woman that are hot and sexy and want to be the first one to teach me about my new experience

  • Mncddanielle
  • TV/TS/CD, Straight CD / Trans
  • Age: 40
  • USA, Illinois, Chicago

Love to submit cuckold married and in closet want to be exposed

  • hi how are you doing
  • TV/TS/CD, Straight CD / Trans
  • Age: 48
  • USA, Illinois, Chicago

hi how are you doing today ad what are you looking

  • Chgocherylcd
  • TV/TS/CD, Bisexual CD / Trans
  • Age: 65
  • USA, Illinois, Chicago

I love being with men. I am open to most anything. Just ask.

  • sadunicorn
  • TV/TS/CD, Straight CD / Trans
  • Age: 19
  • USA, Illinois, Chicago

something that makes me happy is people who are respectful towards me and fulfill my fantasies.

  • ChloeSaint1818
  • TV/TS/CD, Straight CD / Trans
  • Age: 27
  • USA, Illinois, Chicago

Trans here looking for some fun and new experiences here and meetups. Still exploring in shape and attractive. Into intelligent, clean with a sense of humor

  • lisavurgg
  • TV/TS/CD, Straight CD / Trans
  • Age: 55
  • USA, Illinois, Chicago

HONEST GOODLOOKING KIND AND RESPECTFUL MISTRESS... LOVES FISHING, COOKING , HIKING, CAMPING

  • Jasmine
  • TV/TS/CD, Straight CD / Trans
  • Age: 26
  • USA, Illinois, Chicago

Looking for decent guy, who is a total top or bottom and enjoy oral and more. Interested in curious newbies and those guys that don't get enough at home and need to release tension .

  • Kristysatransbian
  • TV/TS/CD, Lesbian CD / Trans
  • Age: 43
  • USA, Illinois, Chicago

Transbian for other transwomen nothing more to say

  • Athena
  • TV/TS/CD, Straight CD / Trans
  • Age: 34
  • USA, Illinois, Chicago

Just asked me and you’ll be surprised oh my god needs to be 50 msg

  • MagneticHeartthrob599d2c
  • TV/TS/CD, Straight CD / Trans
  • Age: 56
  • USA, Illinois, Chicago

Well I've been watching a lot of movies and I've been seeing a lot of Ts enjoying more than one man and I'm a little jealous so I would like to try it too seriously

  • Dress
  • TV/TS/CD, Straight CD / Trans
  • Age: 42
  • USA, Illinois, Chicago

I pretty much live full time as a woman, into Japanese doll fashion

  • AshleighS1965
  • TV/TS/CD, Gay CD / Trans
  • Age: 41
  • USA, Illinois, Chicago

I am 5'9" tall 140 lbs, long grey hair, small breasts, long legs. Preop

  • Kathy44
  • TV/TS/CD, Straight Male
  • Age: 46
  • USA, Illinois, Chicago

Hi. I am a feminine cougar who enjoys the comfort of a man. I'm 58 & 114 lbs. Totally smooth and a CD for the man I'm with. Enjoy making love & doing what a sissy does, sucking & fucking. Seeking a total top man who enjoys the company of a smooth, slim & feminine sissy.

  • elk9664
  • TV/TS/CD, Straight Male
  • Age: 59
  • USA, Illinois, Chicago

I’m easy to hug, to hold, and to nurture. I’m pretty good looking at 59 and feel great. I love golf, long walks, great movies, reading, music, honesty, and devotion.

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