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.
|
I’m a professional domme and a very powerful hypnotistI’m a professional mistress and a very powerful hypnotist |
|
|
Looking for datesrelations hipHi, I'm Justine. I'm a full time student. I am 8 days away from my breast augmentation and I'm so excited! I'd love to go on some dates and show off my new body lol |
|
|
Hello there! Newbie here looking for some fun!..Best of both worlds, I'm a lot of fun... take a chance on me you'll be glad you did... |
|
|
I'm very open and down to everythingSeeking for some hot fun right now or maybe more if we click |
|
|
I'm new and just looking on this siteGenuine and new on this site and looking for possible meet up right now just hit me up. |
|
|
Love is friendship set on fire.The art of seduction is knowing what she really wants and slowly giving it to her in a way that takes her breath away. |
|
|
Hi looking to meet new friends to chat withLooking for like minded girls to chat and play with |
|
|
I’m a female to male trans looking for females to do hookups witI love a female that willing to try new things and explore wit me |
|
|
Love wearing garter belt and STOCKINGS. Sucking a big cock.Want to be dressed up by another crossdresser! Love |
|
|
Sensual, imaginative and intelligent genderfluid seeker of mutual safe pleasures.Love intelligent, clean, safe and discrete play partners. |
|
|
Searching for a transfemale like me. Preferably age 35-49. For fun and some playtime after dark.I love spontaneous moments. Let’s have some fun. I love the outdoors |
|
|
Hello im looking for some fun meet and chillin xxLooking for someone to lick my ass lick my whole body zz |
|
|
I'm very sweet and new to thisSeeking for some hot fun right now and maybe more experience |
|
|
Hello! I am not a full time dresser, but a total KNOCKOUT when I do! Looking to meet other men, women, dressers, and couplesI would LOVE to be a trophy wife or a starlet that you lust after. |
|
|
Crossdresser looking for friends58 year old straight man started who crossdressers looking for couple to play with |
|
|
Looking to travel I'm ready to explore as much as you want to xxxI'm fun love to hang with football fans and love fashion top notch |
|
|
Life is the flower for which love is the honeyYou are the source of my joy, the center of my world and the whole of my heart |
|
|
just a guy looking to hookup, hmulooking for a crossdressingtrans male who is down to fuck |
|
|
Hi im looking for some fun and meetTight blondie looking for someone to dstry my asxs and dirty talk |
|
|
Am Sandra From Cleveland Am Just New To This App Looking For A Calm Man To Spend The Rest Of My Life WithMy Friend Just Introduced Me To This App And Am Just Longing Up To Get A Dream Man Here |
|
|
Looking for a nice guy to have fun withLooking for a regular partner that enjoy oral and has a lipstick fetish |
|
|
Im new here.. wanna explore this ssitte. If u wanna be friends, just hit me upIm a shemale crossdresser. Im open to anything new things |
|
|
Simple trans looking for disccreet funI'm looking for some fun and new experience here and safe meetups. Still exploring in shape and attractive. Into intelligent,clean with a sense of humor. Open minded and super laid back. |
|
|
My bed is broken can i sleep with you?Hit me up if youre free right now lets have a goodtime |
|
|
Just looking for someone to get naked withIf youre looking for a hookup just message me directly |