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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 East Saint Louis

Trans contacts for hookups from  Chicago, USA

  • missyfox313
  • TV/TS/CD, Straight Male
  • Age: 58
  • USA, Illinois, Chicago

Fun love, full time femmine girl who Loves dating men

  • Regio1510
  • TV/TS/CD, Straight Male
  • Age: 42
  • USA, Illinois, Chicago

Looking for someone to have a great time with and experience life

  • Misstammy19
  • TV/TS/CD, Straight Male
  • Age: 52
  • USA, Illinois, Chicago

Love to dress up. . love to have my panty covered ass punished, fucked, spanked , ect. . ! ! !

  • angelinaholger02
  • TV/TS/CD, Straight Male
  • Age: 40
  • USA, Illinois, Chicago

I believe in getting to know someone first because that's how friendship is built. Friendship is built from a strong foundation first and then it continues to grow from there

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

Curvy health concious sissy into working out, cooking, fishing, travel, love dressing up, and modeling for pics. Need black daddy for long term. I am very masculine in public, but in private I am a total submissive fem. I need a black daddy who can give me the proper slut training I need to keep him coming back for more. I am a one man gurl, and I don't play games. Friends first, and we go from there. Photographer, biker a plus as I would love to model this ass and legs as a harley centerfold. I am developing serious curves training loke a bikini fitness contestant. Want to rock a thong bikini and daisy dukes next summer. Please, only dominant black gentleman need respond

  • chiveronicasantia
  • TV/TS/CD, Gay Male
  • Age: 38
  • USA, Illinois, Chicago

I’m 42 and love to dress up. I’m a closet CD and looking for fun

  • VeroS2018
  • TV/TS/CD, Straight Male
  • Age: 50
  • USA, Illinois, Chicago

I'm a new CD looking for someone to play with and be your little sissy

  • alisonesperanza001
  • TV/TS/CD, Straight Male
  • Age: 32
  • USA, Illinois, Chicago

hey there im Alison 27 single im new in this online dating site im looking for fun and local hook up meet new friends and of course love and fun and serious relationship if you are interested to me feel free to hit me,, is that u? or text me

  • ginas351
  • TV/TS/CD, Straight Male
  • Age: 37
  • USA, Illinois, Chicago

Part time CD looking for discreet fun. Bisexual and open minded

  • ac25kV
  • TV/TS/CD, Bisexual Male
  • Age: 56
  • USA, Illinois, Chicago

Part-time cd, bottom. Looking for a reasonably fit top. Let's chat and find out what turns us on! P.S. I can't host.

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

First I Wanna Start By Saying Not Judging What Your Preference Is Me Personally I'm Not Here To Meet And Have Sex With Different Random Guys, What I Am Interested In Is Meeting Someone On Friendship Level And See Where Things Go And If Lead To A Place Of Intimacy I Must Say My Preference Is A NONE, Versatile Guy, I'm Total Bottom And He Must Be Total Top. So If You Wanna Start Here Chat Maybe Exchange #s Get To Know Each Other In A More Private Setting. Let's Start Here With A Friendly Hello.

  • cddeannacd6
  • TV/TS/CD, Bisexual Male
  • Age: 50
  • USA, Illinois, Chicago

Love dressings and would love to find a nice man who will look past my flaws. I would love to please you and satisfy you. Would love to chat some time.

  • Danneygirl69
  • TV/TS/CD, Straight Male
  • Age: 44
  • USA, Illinois, Chicago

5ft 10 brown hair blue eyes 44-29-36 d cup love sex most every thing looking to hook up and be used

  • Saradawn1961
  • TV/TS/CD, Straight Male
  • Age: 62
  • USA, Illinois, Chicago

50 yr old pre op trans woman hrt over 5 years. Enjoys life, with a 70's kind of generation era! Very private, safe clean fun. We're all adults here!

  • tilayetesfaye218
  • TV/TS/CD, Straight Male
  • Age: 33
  • USA, Illinois, Chicago

Your body is so incredibly gorgeous all I wanna do is explore every tiny square inch of it.

  • marinamunoz88
  • TV/TS/CD, Straight Male
  • Age: 24
  • USA, Illinois, Chicago

Message here to keep up.

  • jonesman7547
  • TV/TS/CD, Straight Male
  • Age: 31
  • USA, Illinois, Chicago

I am 25 year old crossdresser and love dom looking for poung tearm

  • ivantaylor444
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

Just trying to hook up and have fun and meet new people

  • legspantyhose
  • TV/TS/CD, Bisexual Male
  • Age: 65
  • USA, Illinois, Chicago

I'm 58, white, 6ft 1, bigger gurl. Im looking for discreet encounters with men, women, other CDs, couples and groups. I am not passable and have facial hair. I'm very submissive with very few limits

  • katee2k9
  • TV/TS/CD, Straight Male
  • Age: 59
  • 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

  • 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.

Photos of real tv/ts profiles

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