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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Good clean fun in lingerie and high heelsLet me dress for you and be your secret sissy no strings |
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guy who likes to dress as a chick, into anyone who wants to adventurei love to dress like a sissy and take cockdildos ;) |
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Simple trans here sweet and horny looking for casual fun right now,BDSMDiscreet MeetsFetishGroup MeetsHookupsLong Term Regular MeetsOnline ChatSex ToysSexual MassageSexual Roleplay |
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I would rather be despised of who I am, rather than loved by who I am notHey im a transgender who's looking for a good fun. Dm me maybe we click LOL |
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Life style Travel Memories funMessage me if youre interested im looking for new people |
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You are possibly the very one.I'm a master Artist. And U.S. Marine veteran. I had a wonderful life. And sometimes my ass got kicked around a bit. I'm still standing. |
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Lookin for something new, different and exciting5'8" 150lbs, dark brown hair, kinda shy, wantin something new |
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I am up beat outgoing honest and loyal and need a good partnerFun humorous live life need a good partner...im looking for a caring loving person |
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I’m looking for a nice and kinda kinky girl who will get me out of my comfort zoneA 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 |
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Someone who enjoys variations, fantasies, and has passion.Pretty cross dressing, bdsm, being submissive, being trained, being disciplined. |
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Just checking this out..looking for guys or other CD's to have fun with..I love dressing up and being treated like a girl..love bondage;being tied helpless and having kinky things done to me. |
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a sissy cumslut that just wants a lot of cockI want to be humiliated and owned by masculine men with big cocks |
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Submissive, obedient and eager sissy slut looking to be used by dominant alphas.I want to keep working to be the best slut I can be |
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CD hot for all kinds of fun!!!I'm a versatile cd looking for women, other cdtrans, twinks, and very special men. |
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Life long married Bi CD. Naturally smooth, real perky breasts and long hot nipples. Dress 100% time allowing. Other times, relaxing at home etc, just in fem lingerie. Wife knows, approves and lovingly supports. She will not be present for any first timeLooking 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 knowing I was a Bi CD. |
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looking for a transsexual companionAm ventura's I'm very outgiong i love to go for walks in the park doing exercise |
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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 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 |
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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 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 |
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Looking for a steady partner to fem up with.Open minded,porn party passionTotal surrender.please each other.Need to share clothes,help with makeup.good kisser.69 is my fav. |
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I’m here to learn more about the communityA better understanding of community and outlook.. :) |
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Am Alexandra by name kind and lovingAm single looking for a caring soul mate that is honest |
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Uninitiated eager submissive crossdresser needing to be trained.Tall, shy male with a long dormant desire to be used. |
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Looking for someone to take controlLooking for a hopeful regular thing . Hope its you |
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New virgin inexperienced but excited to try n live my fantasiesGroup sex in a giant room of tranny's n CD's n please don't forget the beautiful women lots n lots of beautiful woman in tinny lil hot outfits uniforms stockings n heels |
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Hot couple looking for a good time..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.. |