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.
|
Looking to be feminized by hung and horny guysLooking for a connection with a girl who is willing to completely turn me into a girl with full feminization and sissfication training while taking videos of me while she is making me to pleasure very well hung and horny guys with both of my Sissie h.. |
|
|
Hi everyone. Mtf pre op genderfluid TS hereI'm 37 mtf TS woman pre-op. I'm open to trying new things. Looking for long term relationship. |
|
|
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.. |
|
|
Loking fore good time can any sexy ts plyIam very opine mindied too and bottom and Iwill do any thing fore fun |
|
|
Straight, curious, lingera , cd, toys, role play biself, very fit, white, single, smoot..Slim,size 4,160,30waist,5-9,7 thick.Clean,safe, nicely toned,stamina +! Open able , satisfy your needs and desires and I'm not sure how many more things I want to do! |
|
|
passable cd whos hung and uncuti love being a girl and suck your dick we then fuck each other |
|
|
I am a CD looking for people to hang out with and go out to CD friendly bars. I am Not int..I am looking for a female to hang out when I dressed up. I am not really interested in a sexual relationship. My fantasy would be to go with a girl who is pretending to be guy while I am dressed as girl. I am 5'3" without heels. Lol!! |
|
|
Looking for crossdressing Friends. Who enjoys getting together!For a couple to let me entertain them! Sucking, FUCKING, oral and ANAL, and toys! |
|
|
You can message me any time brNice to meet you.You can text me on my number any time nice meeting you |
|
|
Just checking out this site. Looking for myselfJust want to be myself whoever that is exploring who I am |
|
|
Top Male, I'm all bottom. Top who likes missionary sex, cuddling, and exploring each mothe..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. |
|
|
Women enough to take it. Man enough to giveI'm 5 9 slim smooth and 150lbs kinky and vers and love anal play |
|
|
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 |
|
|
Im nadya down to Earth, laid back, and organized woman that knows what I want in life.I'm looking for some fun and new experience here and meetups. Still exploring in shape and attractive. |
|
|
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. |
|
|
I am a crossdresser and love every minute of it.I am looking for women that want to dress me up as a woman. And have fun chatting as girls. |
|
|
Longtime CD looking for other Gurls to dress and play with.Would love to meet, get dressed and go out and party! |
|
|
Queer, curious, and excited to learnI’m bookish, love a good conversation, and love feeling useful. I’m looking for fun, safe hookups. (theythem) |
|
|
Looking forward to getting touched by youNever had the guts to get my dream for it up my butt |
|
|
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 |
|
|
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 |
|
|
Cross dresser seeking fwb in Chicago areaLong term fwb who loves cross dressers to date weekday nights. |
|
|
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 ;) |
|
|
just looking for some fun with the right personjust dress up fun especially with high heels and stockings |
|
|
I like women, chicks with dicks and just plain massive dicksI like the fact shemales have the best of both worlds |