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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Looking for some fun. Very new to this, please work with me here… Lol.I like to joke around, but also know when to be serious. I like having mutual conversations. |
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Fantasy Girl thick short soft smooth sexy submissive bottom crossdresser ready to be owned..What excite me is a rough aggressive dominating controlling daddy I'm into older heavy set men are a plus, the meaner the daddy the happier the baby |
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Heyo! Names Bear. I'm a female to male transgender puppy looking to start dating!What's gets me excited? I'm not really sure. What makes me happy? Someone that enjoys pizza!! |
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Just being honest, I'm new to this. So please be gentle? I guess.I'll usually be all smiles or occasionally if I feel truly comfortable I can be a bit of a brat. Idk tho |
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I'm 23 years old, living in the Chicago region.What really makes me happy is spending time with people! Emotionally it makes me feel better brAnd some hobbies I have are drawing and painting I love singing to |
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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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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 28 years old, living in the Chicago region.I'm 28 years old, living in the Chicago region. I'm interested in meeting a man aged between 29 and 57. I’m 5,5?fund sized Latino bottom looking for big dick black men |
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Ready to fuck all trans thickI love trans they are perfect they do no wrong in my eyes |
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Soy como quiero ser y tu como eresHombre travestí de clóset me gusta la música ver series soy muy de hogar |
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Asian Crossdresser，BD SM，Anal，Enema，e tcFantasies of being tied upspankedstabbed in ass etc makes me horny. Hope to find someone to play with. |
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Looking for fun, sex and FWB not getting what I need at home but, not looking to change th..Looking for fun, sex and FWB not getting what I need at home but, not looking to change the situation. Just need some fun. |
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I raise in 60 generations instead of peace and Love I am looking to explore the more kinky..I like building that social bound such as kissing foreplay building a social bond |
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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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Just a lovely trying to live a good lifeHello there it's Olivia just a normal girl trinmg to be happy |
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Sissy Sub looking for trainingI’m looking for a dom to sissify me. I want to submit to an alpha male |
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I seek a lil lost kinky sub who will love honor worship serve and obey me that's in need o..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 spa.. |
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Trans soul exploring the dynamics of this world! Seeking open-minded and genuine connectio..A confident trans individual on a journey of self discovery within the captivating world of BDSM. As I embrace my authenticity, I’m excited to connect with open-minded souls who appreciate the beauty of consent, communication, and shared desires. Whe.. |
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hi love to meet with cd's and geto know themwant to dress in lingerie and cuddle adore nylons and girdles |
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partnered polybrsub who's looking to be topped try bdsm things withI'm 18 years old, living in the Chicago region. I'm interested in meeting a transgender person aged between 18 and 30. |
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I am a homebody, in other words I am an introvert. I don't like hanging out at bars, but I..I like spending my time at home with my spouse. I don't work anymore, but if my spouse does, that's fine. I like to have my time for me and my spouse. This way we can do what we want whenever we want. |
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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. |
