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 forward to getting touched by youNever had the guts to get my dream for it up my butt |
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Hi i am a sub who is very into puppyplay, humiliation, teasing and other things im 23 and ..Im an artist! I love trying new kinks and im a masochist |
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Hi looking to meet someone who can see me for more than a sex to idol I’m beautiful but th..I’m career focus always working while putting education first and maintaining my business as a hair stylist. I’m looking for someone to get to know grow build , no rush baby steps |
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Cross dresser seeking fwb in Chicago areaLong term fwb who loves cross dressers to date weekday nights. |
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CD looking yo fling and get peggedI’m a cute sub and would let you do just about anything to me that you’d want ;) |
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just looking for some fun with the right personjust dress up fun especially with high heels and stockings |
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I like women, chicks with dicks and just plain massive dicksI like the fact shemales have the best of both worlds |
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If you can stay positive in a negative situation, you win.To live a fulfilled life, we need to keep creating the ‘what is next’, of our lives. Without dreams and goals there is no living, only merely existing, and that is not why we are here. |
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Hey I am a femboy looking for a DomI love RP but if you just want to get straight to it I’m down |
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Crossdresser pantyhose sex and funGetting picked up , putting on a little private show then getting fucked in sexy lingerie |
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Thinking of you keeps me awake. Dreaming of you keeps me asleep. Being with you keeps me a..I love you not only for what you are, but for what I am when I am with you. I love you not only for what you have made of yourself, but for what you are making of me. I love you for the part of me that you bring out. |
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Looking for someone to spend this pandemic up for hookups more into NEW and Wild things no..Im verse bottom, Use me how you want as long im safe and I prefer the real thing. |
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Crossdresser looking for masterEasy going and love my femininity side lol looking for a masters |
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older very part time CD would like to date a man once in a whilea man telling me I look sexy and treating me like a woman |
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Sensuous Pre=Op Female Transgender seeks straight dudesVery submissive sexually hopelessly female looking for straight dudes for discrete passionate sex. I consider myself to be a straight female. I have recently come out of the closet after many years. When I was young, I discretely passed as female. I .. |
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A couple looking for a female or Trans to have some fun with.We are a couple trying to spice up our sex. With fun. |
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I like everything to do with any babyTodo tipo de lo que sea pasarlo bien rico en todo sexo |
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Just seeing what’s out there :)Let’s go for dinner. That’s how I like to get to know someone. |
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Young trans girl looking for funHeyy the things I like are to have my holes used, groups and bbc |
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A friend can you share clothes with maybe a bottle of wine and a little bit of smokeSomeone at least 45 years old. Let's dress up. Love Stocking add Hills on me and others. |
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I'm Mary I'm here to meet new friends who enjoy the same lifestyle and also to see if i ca..I'm Mary I'm here to meet new friends who enjoy the same lifestyle and also to see if i can have some fun and expand my sexuality. I am a CD who enjoys dressing up and being femme. I started at a very young age and just love the feeling of being a wo.. |
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I am seeking my better half here!!Great place to meet amazing persons i believe? Let's connect for a better life ahead |
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Come for a great time not a long timeLet’s see where things take us. For the better then worse |
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Play mate that likes to party, and play with a newbieLots of time to get to know you. And play some games you can help me with. |
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I like everything I love big dig and big tits pussyI like everything to do suck dig big dig and big ass I like trans to do a lot of things like suck fuck eat dig big and black I’m super hungry to eat cock I’m hungry to eat pussy and ass and big tits my ass is so nice and big |
