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.
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Post Op transexual looking forPost Op transsexual easy going and loves to have fun. I respect myself and others. Don't care for rude people. I'm a lover not a fighter. |
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Plus size sissy looking to have my hole filledI'm a plus sized inexperienced sissy looking for a mistress to train my sissy pussy |
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Seeking a variety of friends in my areaActive, friendly and outgoing Cali transplant new to ChiTown as of last year |
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Looking to meet those who appreciate a Real Woman!Fun love, full time femmine girl who Loves dating men |
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Looking for a good time. Latino maleI am a 45 year old latino male 6"1 in height 215 lbs and 8 inch cock |
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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 |
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Panty worshipper needs her panty punishmentLove to dress up. . love to have my panty covered ass punished, fucked, spanked , ect. . ! ! ! |
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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 |
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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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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 g.. |
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Hello im Jennifer just exploringIm a crossdresser who loves lingerie and to dance!. |
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Veronica looking for fun cross dressers or menI’m 42 and love to dress up. I’m a closet CD and looking for fun |
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Looking for the right girl to spend quality time withI want to express my self with another girl and live out our fanticies |
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Please take me shopping with you.I like to wear ladies clothes. I do not like men. Genetic girls only. |
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Sexy CD looking for fun and pleasureI'm a new CD looking for someone to play with and be your little sissy |
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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 |
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Part time CD looking for discreet funPart time CD looking for discreet fun. Bisexual and open minded |
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Edwina in Chicago looking for other crossdressersNew crossdresser looki seeng for others completely shaven an extremely good shape very feminine. I'm a bottom. But also versatile. Let's just talk I'm ready for anything |
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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. |
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Mature non op transwoman seekingI'm a mature bisexual non op transwoman seeking women or men into just about everything except pain and no b&d just love to cuddle and touching |
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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 Plac.. |
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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. |
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Hey im looking for hookups andor feminizationIm tall and skinny 33-year-old black hair hazel eyes |
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Looking for hot fun love most every thing don”t be shy kinky is all wAys good why to star..5ft 10 brown hair blue eyes 44-29-36 d cup love sex most every thing looking to hook up and be used |
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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! |