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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Masseuse here!! I'm new here just looking for someone to massage I'm clingy, fun and nice i'm open for anything 3I do happy endings too 3Private Masseuse - Clingy - Open experiments - Soft and light hands - Expert - Fun - Can host and travel |
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I promise to always be on your side. Under you or on your top3 I'm new here looking for a individual to try my Nuru Massage. Im clingy, fun and nice i dont have time for flakes and time waster.... I;m open for happy endings tooI'm open for anything.. I'm lovely nice and care 3 |
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I am one of those girls, who is searching for peace and family reunion. Open-minded and feminine and does not fight for leadership in a relationship. I completely understand a woman's role in a family and it is more, than enough for me to make it good. PeI believe, that man and woman as a couple should be a little similar one to another. I am not about appearance of course and even not about interests and hobbies, but about life position and rhythm. The main is not who you are or who I am but how this will work in combination. I think, that kindness and openness is important, loyalty and understanding. |
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Life-long non-binary looking for friends and fun.I want to find that person or couple that will treat me like a princess, at least for a while. LOL! |
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Looking to chat with men I want a guy who knows how to treat a girlI'm an old fashioned girl and I like to be spoiled. I like to dress in outfits that I like to see on real females, short skirts stockings and 5" heels. Ask to be added to my friends list. If you want to chat with me I can usually be found in the Hot tub. And if you are not V I P don't bother sending a message because I can't answer |
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sexy slut looking for fun and hot sexHi, I'm looking for cross dressers and men who I can relax and enjoy the joys of cross dressing. |
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I love to dress up in women's clothing..I want to take dressing, which I am very private about, public. I want to dress with another person... |
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I wear latex, spandex, glossy hose and heels the look that leaves no mistaking my needs and desiresI am successful as a male by day but whenever possible need to transform and be a bad slut gurl, hope to meet others with same interests |
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My name is Bear. A sub transgender pupI enjoy a variety of activities in and out of the play room. I love pup play and playing with my soon to be handler. I'm looking for a Mistress. A handler. Someone to have fun with and go out to different events. |
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Iam a submissive bottom crossdresser who wants to meet and hookup with a crossdresser, I love wearing soft makeup and soft clothing like nightgowns and bras and panties and stockings lipstick and bra I really get turned on by thisIam looking for a discreet domanit well hung crossdresser or trans for dating and sexual kinky sex I love to be submissive and sensual, Love dressing up in a sexy way iam on estrogen patch, and I am starting to get boobs that I love ia so exciting, really feeling like a girl my dream is coming true. I love nightgowns and panties nylons, also makeup perfume and I am a very submissive bottom forplay turns me on I get so hot and horney with forplay especially when my titties are played with more so when my nipples get perky and sensitive to the touch |
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Looking. For. Regular. Dominant. Type. Top manVery submissive cd looking for permanent dominant type long terms looking |
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I'm a bisexual Sissy Crossdresser who is looking to meet clean, safe, Top men who enjoy oral service from a cute friendly cocksucking gurl like me and I'm also interested in meeting other CDs either as friends or something more.I prefer men.I am originally from the east coast. Love Provincetown. |
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I am looking for a partner to be with me share feelings with me and cum with me.Am looking for a partner that will be able to listen to me , communicate her feelings to me , make me laugh, hold and comfort me in need,stand by my side, respect me, passionate lover in every way, support me in everyway, love me and only me, make me smile, protect me when needed, romantic time to time,constantly reative, and treat me right.... |
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I want something sweet that will last fortI’m a single mom hardworking, honest, loving, caring and straightforward |
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I crossdress and have interest in any sex... send me your love and I'll send you mine ;)dressing and meeting new people or a group that share the same interests Also really need help on makeup and hair styles... specifically contouring and highlighting... I know there are plenty of people to help me learn, I just can't find anyone out there on the internet... |
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I'm all about peace of mind and positivenessNOTE: I'M NOT INTO ALL THAT KINKY, DOMINATRIX, BDSM STUFF. PLZ LEAVE ME ALONE WTHAT. I'M THE MAN. I'M IN CHARGE, I'M NOT SUBMITTING TO ANY WOMAN. 2ND I LIKE CIS - WOMEN I'm a self made businessman, who spends a lot of time either at work, or at home building on my future. Occasionally, I like to go out. It would be nice to have someone to go out with. Preferably, someone who loves Walmart, music and new adventures as much as I do. |
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Looking For Love Now And For EverI have powerful and magnetic strength as well as a well-developed intuition. My persistence and wisdom give me an opportunity to achieve my goals. I solve different everyday situations consequently and thoroughly. I am fond of cooking and creating cosiness at home. I have many friends who consider me as an honest and diligent person. My positive and cheerful mood allows me to discover this world every day and find new perspectives. |
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I’m a beautiful single lady who is ready to be lovedLooking for a long time relationship that will leads to marriage |
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Cute crossdresser looking for very cute know how to please men can black men to have fun withI'm Tammy Lynn 45**** a cup red hair super sexy love it all love to have fun meet new people and Friends |
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A free spirit, a free mind. Just here to have some fun meet some people, see what happens. I life is too short to not have what you want so get what you want when you want it.Just here to have some fun meet some people, see what happens. I life is too short to not have what you want so get what you want when you want it. |
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Looking for a good time. Latino maleI am a 45 year old latino male 6"1 in height 215 lbs and 8 inch cock |
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Edwina in Chicago looking for other crossdressersNew crossdresser looki seeng for others completely shaven an extremely good shape very feminine. I'm a bottom. But also versatile. Let's just talk I'm ready for anything |
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I seek a lil lost kinky sub who will love honor worship serve and obey me that's in need of training discipline punishment pleasure love and guidance control protection!I seek a lil lost kinky sub who will love honor worship serve and obey me that's in need of training discipline punishment pleasure love and guidance control protection!I luv giving oral and anal pleasures mixed with passionate kisses bondage and spanking. |
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Just looking, a shy guy testing the waterAsk away, im very shy but want to try new things ... |
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I’ve been secretly dressing since I was a boy, and lately I’ve been going to bathhouses to wear lipgloss and jewelry in front of men.I am a submissive that enjoys feminizing and being with men of any age |
