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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

  • sophie956
  • TV/TS/CD, Straight Male
  • Age: 37
  • USA, Illinois, Chicago

Am woman of my word with no pride Feel free to msg me and we see how it goes or where it leads to❤️

  • bacns026
  • TV/TS/CD, Straight Male
  • Age: 35
  • USA, Illinois, Chicago

Pre-HRT transwoman. Always waxed smooth, no hair below the eyebrows. Hormones in October. Looking for someone to come along this ride with me (or someone who's at least an interesting pitstop). Men, women, ts, all adult humans good by me. m

  • irocz6
  • TV/TS/CD, Bisexual Male
  • Age: 77
  • USA, Illinois, Chicago

I AM A 73 YEAR OLD MALE CROSSDRESSER VERY HEALTHY. NO HIV,STD. ETC.5'8 155lb. Gray HAIR SOMETIMES BLOND. OR BROWN HAIR. BEEN CROSSDRESSING FOR 60+ YEARS. CAN TRAVEL.

  • everl653
  • TV/TS/CD, Straight Male
  • Age: 29
  • USA, Illinois, Chicago

am single and i need good and humble man to handle me in and i will spend the rest of my life with you ok

  • barb00
  • TV/TS/CD, Straight Male
  • Age: 55
  • USA, Illinois, Chicago

Have a huge pantyhose fetish love to go out in hose and heels like to be a little daring and revealing...

  • jaimmiexox028
  • TV/TS/CD, Straight Male
  • Age: 47
  • USA, Illinois, Chicago

Want to meet the right guy. Patient and knows how to treat a lady.

  • sharlenedon223
  • TV/TS/CD, Straight Male
  • Age: 34
  • USA, Illinois, Chicago

I’m sharlene and I’m a simple woman I’m 32 years old

  • Bethanywifey
  • TV/TS/CD, Straight Male
  • Age: 38
  • USA, Illinois, Chicago

I’m looking for a man who will move me in. I’m strictly a bottom and wanting to be your princess and slut. Search around Kansas City !

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

Crossdresser with a big ass, looking for a real man to fuck me hard

  • gralloleskar271
  • TV/TS/CD, Straight Male
  • Age: 32
  • USA, Illinois, Chicago

Hello im looking for a atractive guy who love ts girls

  • questone077
  • TV/TS/CD, Straight Male
  • Age: 74
  • USA, Illinois, Chicago

very passable good taker with nice legs incased in nylons. loves to wear lingerie

  • iamsexy620
  • TV/TS/CD, Straight Male
  • Age: 39
  • USA, Illinois, Chicago

Passable transvestite looking for hottie with a body. Let's have some fun!

  • Tsolivia
  • TV/TS/CD, Straight Male
  • Age: 30
  • USA, Illinois, Chicago

Got crazy sex all the time. Girl on girl action. Trans on on girl action

  • Kyiah
  • TV/TS/CD, Straight Male
  • Age: 30
  • USA, Illinois, Chicago

Hookups P2p for thought just be open minded and fun

  • nikkisims11
  • TV/TS/CD, Straight Male
  • Age: 34
  • USA, Illinois, Chicago

Caring and Romantic here for a long term relationship and forever

  • nice834
  • TV/TS/CD, Straight Male
  • Age: 48
  • USA, Illinois, Chicago

hi i want to explore with someone on a regular basis

  • Brenda4567
  • TV/TS/CD, Bicurious Male
  • Age: 23
  • USA, Illinois, Chicago

I’m down for anything and new to all of this, please help, thx : )

  • dann612
  • TV/TS/CD, Straight Male
  • Age: 24
  • USA, Illinois, Chicago

Im down for anything just here to explore. Lol plz c

  • khe86
  • TV/TS/CD, Straight Male
  • Age: 41
  • USA, Illinois, Chicago

I'm looking for a serious relationship with honest

  • eganb207
  • TV/TS/CD, Bisexual Male
  • Age: 55
  • USA, Illinois, Chicago

Enjoy black lingerie n high heels and short skirts. Love to meet other like minded gurls

  • chrismil789
  • TV/TS/CD, Straight Male
  • Age: 28
  • USA, Illinois, Chicago

I'm single submissive and I love crossdressing looking for dominant shemale

  • Danielle4u19
  • TV/TS/CD, Straight Male
  • Age: 37
  • USA, Illinois, Chicago

I love wearing heels and dresses and someday I want to go to a strip club

  • zabawana1875
  • TV/TS/CD, Bicurious Male
  • Age: 47
  • USA, Illinois, Chicago

Need boy who dress up like a gurl and be my girlfriend in bad room. Love dress up and play. My favorite must be younger and prefer skinny. I love to try with man and woman or CD or trans. Just respect each other and play safe for fun.I’ll make you fantasy. I’ll dress up how you like and make you happy. If you are a woman who love to meet sex frend and play regular. Yes. I’ll do this.. I’m looking for woman how tech me do best make up ever to looks beautiful all day. I love sex with gurl outfits on me. This make me happy and horny. If you like to meet me to go for a dinner .... forget. I don’t have a time for it. Live is to short. I prefer man taller than 6 feet. Tall man make my pans wet. I’m clean and play safe only. Any one around ready to meet me and play? Zabawana102a @ G Mail . Com

  • CDTrish18
  • TV/TS/CD, Bisexual Male
  • Age: 50
  • USA, Illinois, Chicago

Hi! I’m exploring a new side of myself. I’m a versatile CD looking for women, other cdtrans. A drink at the bar, nice dinner and then dancing the night away sounds like the perfect evening.

  • foxfire703
  • TV/TS/CD, Straight Male
  • Age: 78
  • USA, Illinois, Chicago

im 73 biu look like a 40 year old have real breast long hair real and love dressing up very feminent

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