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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

  • rsl483
  • TV/TS/CD, Straight Male
  • Age: 24

Id ont wnts to includ eq things here le pardones skck

  • stoneydo874
  • TV/TS/CD, Straight Male
  • Age: 65

Looking for men I m a crassdressers live as a wild girl who loves to suck and be fucked alot

  • jefft218
  • TV/TS/CD, Straight Male
  • Age: 53

Fun humorous live life need a good partner...im looking for a caring loving person

  • Anonymous4now3
  • TV/TS/CD, Bicurious Male
  • Age: 24

A girl who would feminize me would be nice. I have a personal motto I’ll try anything 2x as long as it’s the right person

  • philipbr942
  • TV/TS/CD, Straight Male
  • Age: 59

I have a fantasy of someone forced me to cross-dress take me out in public treat me like the b**** I am and maybe a little sissy maybe make me a little maid a little sissy b**** man or woman don't matter or couples hope you all

  • Jennifer1947
  • TV/TS/CD, Straight Male
  • Age: 77

Pretty cross dressing, bdsm, being submissive, being trained, being disciplined.

  • femcdgur1l
  • TV/TS/CD, Straight Male
  • Age: 34

like hot chat and showing me hot sexy pics and gifs;)

  • jakes866
  • TV/TS/CD, Straight Male
  • Age: 54

I love dressing up and being treated like a girl..love bondage;being tied helpless and having kinky things done to me.

  • andreats2000
  • TV/TS/CD, Straight Male
  • Age: 25

I want to be humiliated and owned by masculine men with big cocks

  • tsmistressana765
  • TV/TS/CD, Bisexual Male
  • Age: 39

I'm 35 years old, living in the Chicago region. I'm interested in meeting a transgender person aged between 30 and 90. I will travel for hookups

  • jsissy123
  • TV/TS/CD, Bisexual Male
  • Age: 28

I want to keep working to be the best slut I can be

  • prodigit948
  • TV/TS/CD, Straight Male
  • Age: 63

I LIKE TO ORGANIZE & CLEAN HOUSES ANY TAKERS OUT THERE?

  • muchacho69
  • TV/TS/CD, Bicurious Male
  • Age: 55

I'm 51 years old, living in the Chicago region. I'm interested in meeting a crossdresser for mutual sensual pleasures. 40 and 59 is my preferred age range. I will travel for hookups.

  • tvtris965
  • TV/TS/CD, Straight Male
  • Age: 51

I'm a versatile cd looking for women, other cdtrans, twinks, and very special men.

  • peterson143
  • TV/TS/CD, Straight Male
  • Age: 60

Looking for another gurl for intimate regular meets. Ideal would be friends together dressed in fem or boy clothes. Wife will know all, but never involved on 1st meets. She is very attracted to CDs and well experienced with us gurls. She met me know..

  • a1sex508
  • TV/TS/CD, Straight Male
  • Age: 41

love to party with other cds trans im verse but really love to ride

  • prodigit230
  • TV/TS/CD, Straight Male
  • Age: 63

Am ventura's I'm very outgiong i love to go for walks in the park doing exercise

  • 746Dearborn
  • TV/TS/CD, Gay Male
  • Age: 60

I'm 56 years old, living in the Chicago region. I'm interested in meeting a woman or a transgender person aged between 40 and 59. I'm Caucasian 4ft 8in (142 cm) with a Slim body shape I don't drink I smoke

  • robertj746
  • TV/TS/CD, Gay Male
  • Age: 60

I'm 56 years old, living in the Chicago region. I'm interested in meeting a woman or a transgender person aged between 30 and 49. I'm Caucasian 4ft 8in (142 cm) with a Slim body shape I don't drink I smoke

  • love2bottomforhung
  • TV/TS/CD, Straight Male
  • Age: 57

Im so ready to find someone that can trat me like a lady in publick and a whore in the bedroom

  • can239Chicago
  • TV/TS/CD, Straight Male
  • Age: 70

Total surrender.please each other.Need to share clothes,help with makeup.good kisser.69 is my fav.

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

A better understanding of community and outlook.. :)

  • davec862
  • TV/TS/CD, Straight Male
  • Age: 70

White male seeking submissive lady,CD, or trans for fun training

  • EmReina
  • TV/TS/CD, Straight Male
  • Age: 28

Just looking for a girl who loves to hang out and do fun stuff

  • illianae072
  • TV/TS/CD, Straight Male
  • Age: 25

Personal fantasy would be me being the only exotic dancer for a bachelor party of 20 men and ending up giving oral sex and being anally violated by all of them.

Photos of real tv/ts profiles

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