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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

  • sasha
  • TV/TS/CD, Straight CD / Trans
  • Age: 31

I’m very much like a marmite…you will love me and hate me but you will still come back for more , trust me

  • Mistress yuria
  • TV/TS/CD, Straight CD / Trans
  • Age: 25

I am a once in a lifetime experience cus I have no limits. The catch is , I only do it once and we never meet again

  • Ella
  • TV/TS/CD, Straight CD / Trans
  • Age: 19

I'm looking for a confident man who knows what he wants and is looking for connection. Someone who can be supportive of my needs and desires and respectful of my wishes. I'm would love to share an exciting and joyful time and spoil me. Someone seekin..

  • Shadow
  • TV/TS/CD, Lesbian CD / Trans
  • Age: 24

I am willing to try a lot of things once, but I do have some hard nos. I’m an anxious person, so good communication is very important to me. That being said, I love when things feel like an adventure, but that’s probably because I read too much!

  • tiffany
  • TV/TS/CD, Bisexual CD / Trans
  • Age: 59

loving dressing really sex for a date, going out to dinner, close dancing, passionate kissing, and..

  • Angela
  • TV/TS/CD, Straight CD / Trans
  • Age: 33

Am single with one child which is living with me and am here to find a long term relationship

  • Karlee McKenna
  • TV/TS/CD, Straight CD / Trans
  • Age: 29

Am happy when everyone around me is happy, seeing a friend happy am happy,

  • k8nyyWy2
  • TV/TS/CD, Straight CD / Trans
  • Age: 39

i am a dominant mistress looking for a true submissive slav that is ready for follow rules obey serve me not sometime but 24 hours

  • ConsiderateWriterhieccc
  • TV/TS/CD, Straight CD / Trans
  • Age: 33

I'm A Dominant Trans Woman, Who enjoys training Men on how to be loyal and Submissivei wouldn't mind Switching for the Right Dom

  • GraceTransgirl
  • TV/TS/CD, Bisexual CD / Trans
  • Age: 27

I'm 26 years old, I'm interested in meeting a man aged between 18 and 65

  • PoliteTravelerbdegei
  • TV/TS/CD, Straight CD / Trans
  • Age: 33

I’m someone who enjoys exploring power dynamics in a consensual and respectful way, particularly in the context of submission and feminization.I find pleasure in submission, especially when it involves elements of humiliation or being objectified in ..

  • Skyaiah27
  • TV/TS/CD, Straight CD / Trans
  • Age: 31

Im down for anything but please be good to me up for fun and relationship

  • BigSissy
  • TV/TS/CD, Bisexual CD / Trans
  • Age: 72

I love being a Daddy to Sissygurls but also would like to find a strong man or trannie that would have me dress in panties and cute outfits and cobtrol and discipline me and use me for their pleasure

  • Kate
  • TV/TS/CD, Straight CD / Trans
  • Age: 27

Kate here…I sure would bring your wildest fantasies to life, hit me up let’s get freaky x

  • Xoxo Rose
  • TV/TS/CD, Straight CD / Trans
  • Age: 25

I find fulfillment in making people happy, I can fulfill your desires if you're honest and loyal. I just want everybody to be happy

  • Susan
  • TV/TS/CD, Straight CD / Trans
  • Age: 34

I love swimming, I love reading books and also love going out for fun

  • Mistress summer
  • TV/TS/CD, Bisexual CD / Trans
  • Age: 28

I'm a loyal and respectful woman and will not have my slut to disrespect me and be ready to be own for my use and be collared in my dungeon

  • Laura natalie
  • TV/TS/CD, Straight CD / Trans
  • Age: 26

I'm 25 years old, living in the Chicago region. I'm interested in meeting a transgender person or a man aged between 26 and 99.

  • Lanny
  • TV/TS/CD, Straight CD / Trans
  • Age: 30

I like to watch movies, camping, going to beaches and anything that is fun

  • Kendra
  • TV/TS/CD, Straight CD / Trans
  • Age: 65

I am single and never married I will be happy if I met a person man for my self

  • Dragonfire
  • TV/TS/CD, Straight CD / Trans
  • Age: 30

I am always happy when i find the right partner of life, my will makes the world meaningful to me.

  • mellanina
  • TV/TS/CD, Straight CD / Trans
  • Age: 33

I'm a chill laid back transwoman. I'm intelligent and funny. I'm always respectful and patient. I enjoy pleasing others. Touch is very important to me, well everyone actually, lol. I love giving massages and am good at it. I enjoy both giving and rec..

  • ThrillingWriter72b1f9
  • TV/TS/CD, Gay Male
  • Age: 40

Love to wear sexy lingerie and high heels, love to meet men and women for erotic sex

  • YourBabyBoy
  • TV/TS/CD, Straight CD / Trans
  • Age: 43

I love light touches, being tied up, teased, and being tickled for being a bad boy.

  • Jaz
  • TV/TS/CD, Straight CD / Trans
  • Age: 65

I am a sissy slut who desires to be dominated by the strong hand of a mistress and made to humiliate myself based on the tasks and desires of a strong woman.

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