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.
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Looking for girltransgirl to share the experienceI would like to spend the time with the transgirls and get to know each other |
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What ever happened with the oneDon't worry about it all the way I love you too baby girl I don't know you w |
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Looking for some fun ;) I’ll do pretty much anythingI’m a cross dresser that is bi. I don’t really do anal yet but I love to do blowjobs. |
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Naughty&ClassyD ivaHereForFunRe adyMature Transgender Lady Here In Chicago Far Southwest Beverly Area. Lets Be Clear On A Few Things Now Just Because A Guy Attractive Nicely Built And Have A Jumbo Stick Don't Make Me Submit To Him, But What Really Make A Lady Like Me Wanna Treat Him Like He Is My King Is Conversation That Lead To A Good Evening In Which Could Be Verity Of Things So If You Don't Have Problem With Chatting Maybe Meeting You Know What To Do. Oh And One More Thing I Am Strictly Bottom Who Is Only Interested In Strictly Top Guys Translate Meaning He Must Be A Real Man In Bed. Not Interested In Guys Smoke Cigarette Breath Odor Very Big Turnoff |
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Serious Relationship. With UnderstandingI'm caring, loving, understanding and trustworthy. |
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Hi im kiley i love cock and daddiesSissy Chicago Likes older daddies who want to make me their little sissy slut |
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hello dear and how are you doing?I am an honest heart that's looking for a stable relationship. I understand it is important to lay down lasting foundations for a lasting relationship. I am an active person who enjoys cycling and running best. I believe keeping fit is important.I am not interested in games or drama. I enjoy fine dining and am always looking for someone to share the appreciation of good food and fine wine. |
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Love to have a great time. I'm waiting on youDark chocolate dimples bowleg built like a Mack truck butt softest teddy bear |
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Imjustbeinme loves hard and willEasy going black man that lives alone in Chicago northside |
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latex cd looking for misterss to train mwcrossdresser love corset ,heels and anything latex |
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I'm only looking for shemales that are exactly 14 inchesSend me pics of your dick with a measurement and if it's real,well you got a deal |
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Can send pictures very discreetTall petite passable transsexual looking for fun with other ts and women also. |
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I'm looking for a shemale how is going to keep it realI'm from south Carolina but I moved up here to Chicago I'm 28 years old l wood love to meet someone off here |
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Fem sissy beta white boi 4 MenI love Hung Horney Men of Color, Very interested in meeting groups of Men for wild erotic fun. Open to most everything nasty fun. |
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Needing a Dom asap for trainingsubmit to feminization and training for my dom partner. |
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Want to to find friends looking for someone who will listen to me.5'5" 260lbs, brown eyes looking for a friend to get to know and talk with about life. |
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I'm 20 years old, living in the Chicago region.I'm 20 years old, living in the Chicago region. I'm interested in meeting a man aged between 18 and 39. I'm with a Petite body shape Dark brown hair I drink socially I smoke |
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Hi, mi name is Paloma let see where it goes!Looking for hookups, dates and love going out and creating context |
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I’m trans and looking for rolplay sexI’m athletic and love sex toys and anime and will dominate your dick |
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I am a sissy slut that loves sucking a older man off to completion. I love having sex in high heels, I love being a sissy.I also enjoy dressing and being with other t-gurls. I don't go out dressed, I only dress at location.Let me talk dirty too you and beI like Football, Hockey and other sports Summer is the best time of the year for making new friends. |
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Looking for some long term funIm a non passable vers cd , safe play , 6ft 180 lbs |
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I'm 32 years old, living in the Chicago region. I'm interested in meeting a woman or a transgender person aged between 18 and 39.I'm 32 years old, living in the Chicago region. I'm interested in meeting a woman or a transgender person aged between 18 and 39. I'm Asian with a A few extra pounds body shape Black hair I don't drink I don't smoke I will travel for hookups |
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cosplay out here looking for fungenerally looking for someone mid 20s although any younger is pushing it |
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I’m very new to everything but what to learn! I’m asexual in my day to day life ~so far~. Spank me please!I’m 18 going on 19 years old and am a student with a lot of free time. I’m looking for a disciplinary relationship- someone to spank and humiliate me. |
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I am nonbinary and looking into polyam relationships.I'm Katherine. Kitty to friends. I enjoy art, history, fiber crafts, cats (obviously), and video games. I'm also a massive fan of animation, both movies, and television. |
