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.
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I travel to all state in AMERICA AND AM AVAILABLE FOR FUN ANY TIME ANYDAY AM SO FULL OF ..Sex and money and fun And I like when I meet serious person I do any type of body massage ♀️ And any type of sex |
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I'm looking for a fuck buddy in Chicago. I'm a nonpassable crossdresser.I'm a private crossdresser and I keep it to myself. I wear tights and pantyhose all the time and I might have on a pair of sexy panties to go with them. I only wear the clothes and shoes, but Im willing to try makeup and wigs |
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I’m trying new thing out… I know some rules and willing to try almost! Everything… but yea..Well… I like clean cut orders, edging overstimulation, and ruined orgasms are fun, I like to bottom and sub mainly because I tend to be sadistic when I top… |
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I am here for your cock. I love to be fucked by as many dicks as possible. I like two cock..I love lingerie and big cocks. I will do pretty much anything you ask. |
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Looking for someone to worshipI love strong men and women. I love to be feminized. Most importantly, I love what you love. |
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CD who loves all things girly. Love to chat with other gurls!Dressing up and being feminine. I love makeup, nail polish and being girly. |
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new to the community and looking to experience new scenariosI love bad romance novels, music, taking walks, and cooking |
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Very shy at first but warm up quickly looking for somebody big black and tallLooking for someone to spoil me as much as they can sub |
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I am crossdresser and like to meet like mindedI like western and Indian traditional wear, I like to wear jewelry. |
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62 yomwm lookiing for discreet lingerie encountersBeing with other like-minded people turns me on. I like to share the wonderful feeling of being dressed n all sorts of sexy lingerie |
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I am the only one who is your babyI am doing good morning dear friend request from you again soon |
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Looking for crossdresser to play with you must host or car play is fine.i like to try different types of thing as long it aint gross! |
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Im a femboy looking to serve a dominant man.Nothing turns me on more than other people's kinks and satisfying them. |
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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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Please don't interact with this accountNachos that's what muahaha ok I have to say more uum yeah ok lol nothing more |
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I'm just your typical transgirl. Just had my boob job. But it was all worth it. Now I feel..I'm a pretty open girl if you know what I mean. I really like black men |
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Just a small neurodivergent transfem nerd ^^;ww making stuff, especially if I consider it artistic, being in a fast vehicle, aaanndddd all sorts of little mechanical science stuff |
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Hello to all. I am a respectful and devoted guy looking for my last first kiss.Femininity, compassion and caring is what I am looking for. |
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I'm transitioning from male to female I love cleaning houses the cooking I'm attracted to ..I would love to be used and and taking advantage of the biopussy |
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Looking for some fun, live or on the webI am very open to many things, would love to experience it. |
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I love cock and love eating cumI’m sissy bimbo who lives to suck cock and eat cum |
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Sissy male looking please you and will follow your orders.I enjoy pleasing others sexually. I am open to video chat, and will love to dress up for you and follow your commands. |
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Hey I’m sissy cd submissive, buttom looking for tops around Chicago I’m also down for hook..Well I’m also a wanna be trans I’m looking to meet tops on here |
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Still new and I have no Idea if I'm even gonna use this, but I'm here now and ready for.....I like video games, anime, books, and writing. Yeah. |
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Hello all! Looking for a masculine, Alpha-leaning playmate for regular booty calls! I walk..I luv to serve and submit to my man. Luv to provide hot, erotic pleasure to my man. Luv to receive my man as he so desires. Luv to be a willing and compliant playmate. Luv to make if fun yet fulfilling. Luv to get creative and fulfill desires. |