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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I'm a pretty crossdressing, punk ass sissy bottom slut bitch. I especially have a thing for BBC! ♠I want a hot guy with a big D to come fuck me silly while I CD like I'm a His slutty bitch. |
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Sensual MILF transwoman seeks intelligent imaginative partnersVERY intelligent and imaginative. Clean, safe and discrete. Never smoked or used illegal substances. Looking for the same in partners who can host. |
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I'm very open and down to everythingSeeking for someone to vibe with or maybe more so let's have fun |
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I’m looking for someone to get to know and be myself.Looking for Mr. right that know how to treat a women like me |
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See Ya Boys, Nice Almost Meeting You!See Ya Boys, nice almost meeting you. Good luck finding love and happiness.I hope to be free some day to live in the open free world. I hope to see you there! Hugs and Kisses!! |
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Looking for someone to help me with my fantasyI love dressing up in lingerie and want to get together with someone who wants to get together and have a lot of fun |
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I'm Wendy let's make love baby.I'm an artist, I love black men.I hope for many interesting fun times |
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Sissy looking for some confirmation as to what I really am..Looking for some interaction with other crossdressers, T-Girls, women and men that will take whatever steps necessary to make me the woman I was meant to be.. |
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Top Male, I'm all bottom. Top who likes missionary sex, cuddling, and exploring each mother. Talking and getting to know each other wants in a relationship.To have excellent missionary sex with a lot of foreplay. To wrap my legs around his butt sometimes as we stroke and explore all fantasies. Black CD 5"11 Average discrete, safe, excellent shape male, dress only behind doors now. |
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I'm a sissy needing training from masters and mistressesI'm a sissy who would love to meet some black men to have fun with |
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Pre-op trans guy with a fetishAll my life I've had a thing for big bellies and burping. I don't know why, I just have. Not looking for sex, just someone who needs their belly worshipped while they burp in my face. Message me and I'll send you a picture of me. Not into farts. |
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Queer, curious, and excited to learnI’m bookish, love a good conversation, and love feeling useful. I’m looking for fun, safe hookups. (theythem) |
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Hi i am a sub who is very into puppyplay, humiliation, teasing and other things im 23 and a transmanIm an artist! I love trying new kinks and im a masochist |
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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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Looking for someone to spend this pandemic up for hookups more into NEW and Wild things not into long term TBHIm verse bottom, Use me how you want as long im safe and I prefer the real thing.Versatile here into kissing, rimming, sucking, cuddling, fucking and I'm pretty open to whatever you want. |
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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 |
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Luv being treated as aWoman, performing as a womanAlways wear panties, bras, nylons,makeup, enjoy a man,the thing s,he can do to me,luv sucking&swallowing, v Being used as a gurl should be . Used 4 groups or just with 1man or gurl. |
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Crossdresser looking for the sameLooking for a threesome. That would be awesome. Please |
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Uninhibited CD that likes feeling appreciatedSeeking reliable friendly sensuous CD that’s single and healthy for regular fun times. Prefer smooth well groomed and warm personality. I’m friendly, kind and generous, good listener. Have many interests and always willing to explore. Very sexual, uninhibited with right person. Always play safe especially in the current pandemic situation. |
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I'm looking for a Girl that I can have fun being a girl withI like to cross-dress as a girl look proof of that like that |
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The greatest glory in living lies not in never falling, but in rising every time we fallTrans , Horny , Nice , Message me if you want to make have somefun with me |
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Hello, i’m a sissy for a LTR with a dom. If you’re interested let’s chatFor feminization pegging and sissygasm with caged clitty |
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I'm selfish, impatient and a little insecure. I make mistakes, I am out of control and at times hard to handle. But if you can't handle me at my worst, then you sure as hell don't deserve me at my bestHi im looking for fun , if you want it to just message me .... |
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hello dear , i would like to make a friendscooking, traveling, fashion and art, music, cinema, |
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Hiya sexy girls iam Wendy Jean New hereI want a hookup with crossdressers and shemales and trans girls |
