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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.

Nearby to the North West Skokie, Evanston, Harwood Heights, Lincolnwood, Morton Grove. Nearby to the South East Calumet City, South Holland, Dolton, Riverdale, Thornton. Nearby to the South West Elmwood Park, Cicero, Oak Park, River Forest, Glenview Nas.

Trans contacts for hookups from Chicago, USA

  • fem86Chicago
  • TV/TS/CD, Straight Male
  • Age: 68

I consider myself to be a straight submissive female. I am looking for masculine dominate dudes for intimate encounter. I love wearing the old fashioned nylons, garters and straps. I like men of all races. I fantasize a Muslim dude intimate with me i..

  • sex523
  • TV/TS/CD, Straight Male
  • Age: 25

Hot cum in my tum I want hot jizz in my mouth. Cum in my ass

  • reneco265
  • TV/TS/CD, Straight Male
  • Age: 49

We're looking for hot fun sex with couples that share the same interests as us..we are into CD and swinging with couples and single males and females..I've never been with a woman but I would like to check that out..and hubby is bi..come check us out..

  • cloudddan016
  • TV/TS/CD, Bisexual Male
  • Age: 54

I am a warm creative trustworthy male seeking a transgender female or transexual for a possible relationship. Serious replies only within the Chicagoland area

  • sophie956
  • TV/TS/CD, Straight Male
  • Age: 38

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: 36

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: 78

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.

  • Coco1GlenviewNas
  • TV/TS/CD, Straight Male
  • Age: 49

I would love to be gangbanged by two big thick long cocks

  • bigbootybrazill059
  • TV/TS/CD, Straight Male
  • Age: 30

Very adventurous for your experience I promise you, you’ll leave satisfied

  • barb00
  • TV/TS/CD, Straight Male
  • Age: 56

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

  • chitownpanty
  • TV/TS/CD, Straight Male
  • Age: 55

Looking for someone with same interests. Love to see who is out there.

  • nyh6969
  • TV/TS/CD, Straight Male
  • Age: 34

Gamer girl, that enjoys the enjoys small things in life.

  • jaimmiexox028
  • TV/TS/CD, Straight Male
  • Age: 48

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

  • sharlenedon223
  • TV/TS/CD, Straight Male
  • Age: 35

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

  • Bethanywifey
  • TV/TS/CD, Straight Male
  • Age: 39

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 !

  • nbsea69
  • TV/TS/CD, Straight Male
  • Age: 34

Looking for a Dom female to put me in my place and guid me to their ecstasy. Hopefully allowing some pleasure for this little sissy as well. Possibly interested in meeting with men with my dom present.

  • Jojoanallover
  • TV/TS/CD, Straight Male
  • Age: 30

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

  • fhh8888
  • TV/TS/CD, Straight Male
  • Age: 55

Must love dressing Love to play Always safe Have a large collection to share

  • gralloleskar271
  • TV/TS/CD, Straight Male
  • Age: 33

Hello im looking for a atractive guy who love ts girls

  • jrbitt175
  • TV/TS/CD, Straight Male
  • Age: 52

Strong creative and controlling not afraid to take charge

  • questone077
  • TV/TS/CD, Straight Male
  • Age: 75

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

  • Jennyk519
  • TV/TS/CD, Straight Male
  • Age: 32

I'm nice, hate rude guys and I'm very caring thanks for checking respectfully pm

  • Tblk550
  • TV/TS/CD, Straight Male
  • Age: 23

I cd Bc I like the way female clothes feel on my body

  • iamsexy620
  • TV/TS/CD, Straight Male
  • Age: 40

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

  • Tsolivia
  • TV/TS/CD, Straight Male
  • Age: 31

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

Photos of real tv/ts profiles

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