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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I'm 40 years old, living in the Chicago region.I'm 40 years old, living in the Chicago region. I'm interested in meeting a transgender person or a man aged between 40 and 92. |
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I am a crossdresser, I love to go down on men and women, I have had threesomes wife wife and husbandI dream of sucking ****everyday and eating creampies |
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Have Fun ,life is short ... try to be enjoy with youI’m fun energetic young tgirl and in good shape life’s too short and want to explore every sex fantasy there is |
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Dtf sweet and horny looking for real meet and fun, I am up for anything and see where it goes. ♥ ♥ ♥I am open minded person love to explore and learn more things here and love meet new people ♥ |
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hi looking for fun , anyone know whereim very open minded, easy going , fun , clean , i love to party and play |
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looking for my heart angel and soul mate ,am easy going , a shy type and love someone who is honest and caring about my son and i cause a a single mother and want someone we could build a lasting relationship together .i love swimming ,hiking,and playing tennnis. |
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Hey, Look who we have here!!!!I would much rather it be like a friendship that develops into something bigger. I would like someone who is smart, funny, interesting, open minded with a great smile. When I say open minded I am mostly saying that because I am Wiccan, not as a code for an open relationship (to each their own but not my thing). I |
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Hello everyone hereHello everyone I'm Linda looking for longtime relationship |
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WESTSIDE BIG O'FREAK SUPER WETOpening minded a real freak mad head skills creamy hole |
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single and ready too mingleI'm a quiet, kind, loyal. A great meaning for me is a human's soul. Circle of my interests is various. I like the literature, music, and cinema. personality traits are; calm, honest, kind, loyal, flexible, elegant, sociable, sensitive, gentle, cheerful, optimistic, romantic .My perception of an ideal , I would like to see near me clever, intelligent, and reliable man. Which would require my emotional heat, capable to like and respect the woman. |
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Post Op transexual looking forPost Op transsexual easy going and loves to have fun. I respect myself and others. Don't care for rude people. I'm a lover not a fighter. |
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I'm 42 years old, living in the Chicago region.I love light touches, being tied up, teased, and being tickled for being a bad boy. |
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Sissy Slut here to serve mistress and be humiliated.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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I am dominatrix am turned on by playmate that value this lifestyle who cares about what people have to say?I am mistress Queen I am sweet , soft, sexy , hot am in need of a lucky playmate |
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Just a lonely crossdresser looking for a loving, caring female.I don't like implicit rules. I don't like dressing or acting like what prople would expect from me. I prefer not to be put in a box, and choose to follow my heart. I love the incredulous look I get when I apply red lipstick before every time I go out. I love that no one expects that I am an adrenaline junkie and a musician. My biggest fear is not knowing what happens next. Without fear it wouldn't be any fun. It's fear that gets your adrenaline going and pushes you beyond what you do every day and that's whats addictive. I love defying peoples expectations of who they think they should be. |
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I'm 27 years old, living in the Chicago region.I'm 27 years old, living in the Chicago region. I'm interested in meeting a transgender person or a couple or a woman or a man aged between 18 and 90. |
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I'm 30 years old, living in the Chicago region.I'm 30 years old, living in the Chicago region. I'm interested in meeting a man aged between 20 and 71. |
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Hi I’m a gorgeous sissy who looks like my mom. I just love wearing sexy peignoirsI’m just a sweet transvestite Joanie I’ve come a long long way. |
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I'm 40 years old, living in the Chicago region.I'm 40 years old, living in the Chicago region. I'm interested in meeting a transgender person or a couple or a woman or a man aged between 21 and 51. |
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Hey I’m Martha and I’m on here looking to meet and be with someone hopefully! Let’s get it done.Meeting people and being around my loved ones makes me very happy. |
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New here looking for someone to have a fun and to try new things likeminded in new people here....I am simple and very fun person, Very friendly. I am oriented on having a serious relationship and i want build my own happy.... |
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I am here hoping to meet and find a serious relationships..I am sweet, honest, sincere, caring and very open with my thoughts |
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Part time CD looking for fun timesI’m very open to almost anything. I love wearing pantyhosestockings, heels, and having my nails painted |
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I am self-sufficient , Beautiful, happy, secure, self-confident, psychologically aware, emotionally and financially secure. and working as a Waiter In a Local ResturantbrRebeccawills090 9 at gmI'm 48 years old, living in the Chicago region. I'm interested in meeting a transgender person or a man aged between 42 and 99. |
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Looking forward to meeting other crossdressersI'm 66 years old, living in the Chicago region. I'm interested in meeting a transgender person aged between 56 and 76. |
