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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Looking for serious partner onlyI am a great optimistic, positive, active and fun-loving lady. I am loyal, loving, giving and honest. I value deep sincere relationships based on love, trust and respect. |
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Sexinsingle looking for a freaky friendI hate filling these out I will write more later. Don't be shy |
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contact meHey guys I'm Chicago, Illinois Im a 25 year old capricorn new to the scene here. Just recently relocated here from packerville WI lol. So yes im a packer fan at heart and that will never change. Im looking for a guy who can be down to earth and spontaneous, someone who can live on the edge and not be a dry old fart. I want to be able to connect physically and personality wise. If this might be you send me a message and look forward to hearing from you. |
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VF seeking other crossdresser, transvestites, drag queens, for fun and dressing up as lesbian lovers.Crossdresser fully dressing up seeking like minded others that dress or wear at least a minimum of silky nylon panties and sheer silky thigh highs. |
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shy chicago gal looking for sameI do this every once in a while,Not full time,But would love to find a Full time "Gurl" |
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Love you and love ❤️ you I loveNeed a hook up with any sexy shemale Thanks for your time |
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Going yeehaw in a southern accentI'm looking for another human whose just as weird, if not weirder, than me. Down for anything and everything adventurous! |
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Bottom black non passable seeks topI am a non passable (voice, masculine body type, facial hair) black crossdresser looking for white straight acting tops |
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Firstimer. Curious and ready today36 bi-curious male. Athletic toned. Been paitienly waiting for something to come along |
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A simple girl, inside and out, looking for a friendI am 54, 5'8, 206 and looking for a person to treat me kindly. Find a new way or reason to make me feel special each day, and I will return the affection. |
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Mature Crossdresser for romanceMature plus size crossdresser looking for gentlemen for romance |
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Boy in a skirt looking for that special galI enjoy nature and taking as many walks through it as often as possible. I also love to read, go to concerts, dabble in art and collect tattoos. Looking for a gal who is adventurous and willing to take risks. Basically someone who loves life and makes you enjoy it by just being around her glow and cheer, I Know you're out there! |
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Looking for serious and honest relationshipHello I’m single looking for serious and honest relationship |
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femme cd looking to be spoiledhi!(: i’m looking to keep you happy, and be spoiled |
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Lifelong Cd looking for friendshipMiddle-age Sexy Cd looking for adventure and friendly chat |
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Just lil crossdressing lingerieCloset lingerie most of my life Love go store and buy new things for wife haha she won’t wear but I love too |
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Looking 4 U Maybe U R Looking 4 MeMarried but in closet. Love to wear my wife’s cloth. When she’s gone ! Lol. Have time during the day to chat and maybe webcam if there’s trust. |
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Sissy looking for an admirer in the Chicago areaIndian, 34yo, closeted and Married. Looking for an admirer in a fwb situation. Women, men and couples welcome! |
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Trying somthing new and putting on a dressPlaying around with the idea of crossdressing. Feels good at times. Want to learn more |
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HONESTY AND CARE, I AM KINDA SHY GIRL WHOi AM KINDA SHY GIRL WHO LOVE TO BE WITH FAMILY AND FRIENDS.. |
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Looking for some fun with other like-minded peopleThere is alot I would like to say however you will have to contact me to find out more |
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Looking for a female to help me with crossdressingI enjoy wearing women's clothing especially sexy bra's and panties. |
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CD Looking to Meet other CD FriendsHi, I'm Ginny. CD looking to meet like minded CD's for friendship and more. |
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AliciaCD4u tops only you'll be pleasedBottom CD looking for tops. Negative and STD free. On PrEP. Tested October 12th. Hmu |
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Looking for nice real sexy womanI’m a man and fully addicted to becoming a sexy woman |
