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.
|
Looking to meet those who appreciate a Real Woman!Fun love, full time femmine girl who Loves dating men |
|
|
Latino male, 38 yrs old, 6"1 , 215 lbs , 8 inch hard and thickLooking for someone to have a great time with and experience life |
|
|
Panty worshipper needs her panty punishmentLove to dress up. . love to have my panty covered ass punished, fucked, spanked , ect. . ! ! ! |
|
|
Am here for serious relationshipI believe in getting to know someone first because that's how friendship is built. Friendship is built from a strong foundation first and then it continues to grow from there |
|
|
Bubble butt sissy needs black daddyCurvy health concious sissy into working out, cooking, fishing, travel, love dressing up, and modeling for pics. Need black daddy for long term. I am very masculine in public, but in private I am a total submissive fem. I need a black daddy who can give me the proper slut training I need to keep him coming back for more. I am a one man gurl, and I don't play games. Friends first, and we go from there. Photographer, biker a plus as I would love to model this ass and legs as a harley centerfold. I am developing serious curves training loke a bikini fitness contestant. Want to rock a thong bikini and daisy dukes next summer. Please, only dominant black gentleman need respond |
|
|
Veronica looking for fun cross dressers or menI’m 42 and love to dress up. I’m a closet CD and looking for fun |
|
|
Sexy CD looking for fun and pleasureI'm a new CD looking for someone to play with and be your little sissy |
|
|
hit me up and im looking for local hookuphey there im Alison 27 single im new in this online dating site im looking for fun and local hook up meet new friends and of course love and fun and serious relationship if you are interested to me feel free to hit me,, is that u? or text me |
|
|
Part time CD looking for discreet funPart time CD looking for discreet fun. Bisexual and open minded |
|
|
Me and you, my part-time lover!Part-time cd, bottom. Looking for a reasonably fit top. Let's chat and find out what turns us on! P.S. I can't host. |
|
|
Lets Us Start As Friends FirstFirst I Wanna Start By Saying Not Judging What Your Preference Is Me Personally I'm Not Here To Meet And Have Sex With Different Random Guys, What I Am Interested In Is Meeting Someone On Friendship Level And See Where Things Go And If Lead To A Place Of Intimacy I Must Say My Preference Is A NONE, Versatile Guy, I'm Total Bottom And He Must Be Total Top. So If You Wanna Start Here Chat Maybe Exchange #s Get To Know Each Other In A More Private Setting. Let's Start Here With A Friendly Hello. |
|
|
Sissy for friends and fun. I enjoy pleasing my man very much.Love dressings and would love to find a nice man who will look past my flaws. I would love to please you and satisfy you. Would love to chat some time. |
|
|
Looking for hot fun love most every thing don”t be shy kinky is all wAys good why to start5ft 10 brown hair blue eyes 44-29-36 d cup love sex most every thing looking to hook up and be used |
|
|
Pre op trans woman available for men, discreet50 yr old pre op trans woman hrt over 5 years. Enjoys life, with a 70's kind of generation era! Very private, safe clean fun. We're all adults here! |
|
|
Am ready to love and careful for allYour body is so incredibly gorgeous all I wanna do is explore every tiny square inch of it. |
|
|
Accept me so you’ll have me ughMessage here to keep up. |
|
|
Sub alshey looking for masterI am 25 year old crossdresser and love dom looking for poung tearm |
|
|
Mr cool guy just trying to hook upJust trying to hook up and have fun and meet new people |
|
|
Older BBW non passable crossdresser looking for discreetI'm 58, white, 6ft 1, bigger gurl. Im looking for discreet encounters with men, women, other CDs, couples and groups. I am not passable and have facial hair. I'm very submissive with very few limits |
|
|
KT a Shy CDTG in Chicago looking for T GirlsI been in n Out for Years & looking for a LTR with the Right TGal |
|
|
fun, outgoing and get along good with anyone.Single CDer looking for others to meet and dress with. And ..have fun too being Bi with another bi or gay TVTS,CDer. |
|
|
I'm new here! Open minded, looking to exploreI'm very fluid when it comes to gender and sexuality, I like being dominant, I like being submissive, some days I feel more feminine, some days I feel more masculine... I like to mix it up |
|
|
Hi I'm David can be fun person but sometimes seriousLike to fish go on trips and eat out and shopping also have strong sex drive very affectionate |
|
|
Looking for 2 bbcs in chicago areaI'm a versatile trans woman just want to experience 2 or 3 bbcs . |
|
|
I am new to this, and am currently looking for a brat tamer who wouldn’t mind showing me the ropesMusic and concerts make me happy an attentive, supporting partner makes me happy. Giving completely into submission and flowing straight into directing orders makes me happy. |