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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

  • sokpa437
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

I a'm simple, sweet, sociable go ahead with everything.

  • dollarse430
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

I'm open to anything, looking for fun that make me happy for the rest of my life

  • jaychamp790
  • TV/TS/CD, Straight Male
  • Age: 26
  • USA, Illinois, Chicago

Down to Earth, laid back, and organized woman that knows what I want in life

  • halcyon7
  • TV/TS/CD, Pansexual Male
  • Age: 26
  • USA, Illinois, Chicago

Gotta break out of the comfort zone sometimes and try new things! New at all this and pretty shy, but I like to talk and meet new people.

  • jima726
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

Let’s makeout, have sex, cuddle and have a deep talk. Then let’s have sex again, go out to eat, then go back home, watch a movie and have sex again.

  • jimcar353
  • TV/TS/CD, Gay Male
  • Age: 75
  • USA, Illinois, Chicago

i'm a straight guy who's never had ex with gays except fir a few bhs

  • thursday737
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

I'm an open minded person who want have a good time while learning and exploring things.

  • newh584
  • TV/TS/CD, Straight Male
  • Age: 26
  • USA, Illinois, Chicago

Down to Earth, laid back, and organized woman that knows what I want in life.

  • tgirldeni478
  • TV/TS/CD, Straight Male
  • Age: 54
  • USA, Illinois, Chicago

I'm 52 and still have male genitals looking for the same

  • slutty917
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

I’m into just about anything except pain but other than that I’m free game

  • drewb522
  • TV/TS/CD, Gay Male
  • Age: 54
  • USA, Illinois, Chicago

I'm 52 and looking for something different in my life ok .

  • fabyr90
  • TV/TS/CD, Straight Male
  • Age: 33
  • USA, Illinois, Chicago

Looking for a good time and see where it goes....and you

  • Buhaymona325
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

Looking for serious relationship or maybe just fun just hit me up if your interested on me.

  • Rede400
  • TV/TS/CD, Straight Male
  • Age: 20
  • USA, Illinois, Chicago

I enjoy breath play and objectification. I’m trans FTM but don’t mind being dressed as feminine.

  • esmera475
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

Verse bottom!New to this world of bdsm.Looking for someone who treat me like a princess....

  • higop63
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

Well I love to please I know how to treat the person I'm with because I'm a believer both should enjoy the moment.

  • tanaemat698
  • TV/TS/CD, Straight Male
  • Age: 40
  • USA, Illinois, Chicago

I'm looking to have fun. I like a fun generous man that's well endowed and knows what to do with it. I'm bottom and have 9 inches that has a mind of its own

  • Sissieslut4Cock
  • TV/TS/CD, Bisexual Male
  • Age: 57
  • USA, Illinois, Chicago

Looking for a connection with a girl who is willing to completely turn me into a girl with full feminization and sissfication training while taking videos of me while she is making me to pleasure very well hung and horny guys with both of my Sissie holes turning me into a complete submissive Sissieslut cockslut,CUMSLUT for her pleasure to use me as she sees fit making me become what I have always wanted and desired to become

  • Cass034
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

im looking for new friends and im down to earth and peaceful.

  • alphaempowerd206
  • TV/TS/CD, Straight Male
  • Age: 57
  • USA, Illinois, Chicago

Slim,size 4,160,30waist,5-9,7 thick.Clean,safe, nicely toned,stamina +! Open able , satisfy your needs and desires and I'm not sure how many more things I want to do!

  • julie6Chicago
  • TV/TS/CD, Straight Male
  • Age: 71
  • USA, Illinois, Chicago

i love being a girl and suck your dick we then fuck each other

  • tracy4400
  • TV/TS/CD, Straight Male
  • Age: 47
  • USA, Illinois, Chicago

I am looking for a female to hang out when I dressed up. I am not really interested in a sexual relationship. My fantasy would be to go with a girl who is pretending to be guy while I am dressed as girl. I am 5'3" without heels. Lol!!

  • Kuga483
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

I'd really like to see how you look when I'm naked.

  • iroczChar629
  • TV/TS/CD, Straight Male
  • Age: 77
  • USA, Illinois, Chicago

For a couple to let me entertain them! Sucking, FUCKING, oral and ANAL, and toys!

  • styerjess414
  • TV/TS/CD, Straight Male
  • Age: 35
  • USA, Illinois, Chicago

You can text me on my number any time nice meeting you

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