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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

  • bellarose22
  • TV/TS/CD, Straight Male
  • Age: 35
  • USA, Illinois, Chicago

I’m a professional mistress and a very powerful hypnotist

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

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

  • sah981rzizd
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

Best of both worlds, I'm a lot of fun... take a chance on me you'll be glad you did...

  • creamju490
  • TV/TS/CD, Straight Male
  • Age: 26
  • USA, Illinois, Chicago

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

  • Palonato11
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

Genuine and new on this site and looking for possible meet up right now just hit me up.

  • Kupal10
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

The art of seduction is knowing what she really wants and slowly giving it to her in a way that takes her breath away.

  • xdr958
  • TV/TS/CD, Bicurious Male
  • Age: 56
  • USA, Illinois, Chicago

Looking for like minded girls to chat and play with

  • arshau589
  • TV/TS/CD, Straight Male
  • Age: 32
  • USA, Illinois, Chicago

I love a female that willing to try new things and explore wit me

  • iroczChar758
  • TV/TS/CD, Straight Male
  • Age: 77
  • USA, Illinois, Chicago

Want to be dressed up by another crossdresser! Love

  • brendalovelace69
  • TV/TS/CD, Straight Male
  • Age: 49
  • USA, Illinois, Chicago

Love intelligent, clean, safe and discrete play partners.

  • jmedina998
  • TV/TS/CD, Straight Male
  • Age: 53
  • USA, Illinois, Chicago

I love spontaneous moments. Let’s have some fun. I love the outdoors

  • skustac794
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

Looking for someone to lick my ass lick my whole body zz

  • jules8521
  • TV/TS/CD, Straight Male
  • Age: 26
  • USA, Illinois, Chicago

Seeking for some hot fun right now and maybe more experience

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

I would LOVE to be a trophy wife or a starlet that you lust after.

  • rockwellcas426
  • TV/TS/CD, Straight Male
  • Age: 61
  • USA, Illinois, Chicago

58 year old straight man started who crossdressers looking for couple to play with

  • favourite206
  • TV/TS/CD, Bisexual Male
  • Age: 36
  • USA, Illinois, Chicago

I'm fun love to hang with football fans and love fashion top notch

  • Beauti531
  • TV/TS/CD, Straight Male
  • Age: 31
  • USA, Illinois, Chicago

You are the source of my joy, the center of my world and the whole of my heart

  • mj9867
  • TV/TS/CD, Bisexual Male
  • Age: 23
  • USA, Illinois, Chicago

looking for a crossdressingtrans male who is down to fuck

  • Peac671
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

Tight blondie looking for someone to dstry my asxs and dirty talk

  • sandrabr438
  • TV/TS/CD, Straight Male
  • Age: 63
  • USA, Illinois, Chicago

My Friend Just Introduced Me To This App And Am Just Longing Up To Get A Dream Man Here

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

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

  • aika006
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

Im a shemale crossdresser. Im open to anything new things

  • favoritehuman001
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

I'm looking for some fun and new experience here and safe meetups. Still exploring in shape and attractive. Into intelligent,clean with a sense of humor. Open minded and super laid back.

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

Hit me up if youre free right now lets have a goodtime

  • Aliyanahoely28
  • TV/TS/CD, Straight Male
  • Age: 27
  • USA, Illinois, Chicago

If youre looking for a hookup just message me directly

Photos of real tv/ts profiles

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