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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Hola qué tal espero encontrar lo que me gustaMe gusta ver videos y me encanta el sexo oral |
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Femboy looking for friendship and talks! Closet Crossdresser Exploring my feminine side...Crossdressing makes me happ. I feel happy exploring my feminine side, wearing girls outfits. I'm all about wigs, makeups, skirts. I like feeling girly and delicate. Unlike being an alpha man full of responsibilities. |
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My names Milly I’m trans and looking for an older daddyI like being submissive Swallowing And I like being treated like a slut |
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I'm 34 years old, living in the Chicago regionI'm interested in meeting a transgender person aged between 24 and 44. |
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Trans man looking to be spanked! I’m a bad student and have been very naughty… how would y..Being controlled turns me on. Knowing there’s nothing I can do but let go and take it |
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Im a big fat furry who eats Sonic CheeseburgersMy favorite things to do is eat cheeseburgers, Eat French fries, dress up like a furry, peeing on fire hydrants, eat more, and pooping once a month |
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I'm just a lovely lonely girl.. A hairstylist and love to bake. Trans is the essence of my..Love to make friends and don't joke with my toys |
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Hello there am Liza! just visiting here till next month so looking for some memorable expe..I believe that our bodies should be explored in all ways feeling the touch of each other in our naked skins enjoying each other’s pleasure and find the pleasure of exploring others. |
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Hello, I’m new on this website I will like to meet a guy who will truly love me..Having a guy who cares about me and never cheats on me |
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I love latex catsuits and vacbedsI like latex and vacbeds and and like to dress in both masculine and feminine clothes |
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I’m here for hookups and serious relationship if possible.Ask me anything, I am here for hookup and relationship |
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I'm 50 years old, living in the Chicago region.I'm 50 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 40 and 99. |
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Hello, I am a trans girl looking for someone to help me experience some kinks before I get..Some of the things that get me ready to submit are: collars, leashes cages, shibari, chastity, pegging, and temperature play just to name a few |
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Just here to look for soke funI'm 22 just looking to have a good time , I prefer versatile men |
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I love having fun and going outI'm 38 years old, living in the Chicago region. I'm interested in meeting a transgender person aged between 24 and 69. |
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I am a crossdresser into kinky sex with other CD's and men.I love bondage, being spanked, told what to do & enjoy being submissive, especially with a controlling dominate man. |
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Verified BNWO MOMMY GODDESS, seeking & looking for supporters of the BNWO club, sissysubs ..I am nurturing and sensual disciplinarian, creative, at times playful, strict, and intuitive. I work to find common interests, fetishes, and fantasies to create authentic and powerfully cathartic experiences. |
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Hi I am looking for something slow and steady. Thanks :)I want to try exploring sensory deprivation and pet play. New kinks excite me. |
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low experience looking to dip into the scene 3The most common things I talk about are either music, basketball, or Game of Thrones. |
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Hi everyoneee I'm a sissy who loves to dominate or be dominated, and I'm really really rea..I loove getting my balls hurt and hurting others balls |
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Sissy looking for my dom mistressLooking for mistress that would want to train and own a sissysex worker web |
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Hello world!! This is Aurelia.I'm 32 years old, living in the Chicago region. I'm interested in meeting a woman aged between 18 and 34. |
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I’m a trans girl and I’m looking for fun!I’m a trans girl and I’m looking for fun and good times |
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Just looking for old nasty male in chicagoI'm 30 years old, living in the Chicago region. I'm interested in meeting a man aged between 55 and 90. |
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I’m fun Impactful I’m here to make you happyI’m fun Impactful I’m here to make you happy |