Chicago Trans and Crossdressers Classifieds
Chicago trans and crossdressers classifieds - meet local trans women for dating, sex hookups or friendship. Browse transgender and crossdresser classifieds or post your own ad. Meet local TS/CD hotties to live your wildest fantasies!
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Sassy CD Looking for a Real Man 😘🔥 A sweet, sexy and a little naughty crossdresser here, I like to play and flirt, and I need a strong man who knows what he wants. I enjoy the process of dressing up, teasing and bringing fantasies to life. If you are into sensual encounters and passionate fun then let me and y...
CHICAGO - black🍆crossdresser EBONY/BLACK CROSSDRESSER in Chicago Illinois 👅😉🍆
I've been living in Chicago Il, for 2 years now.I love crossdressing and being treated like a lady.I have a nice big cock and I know how to wear sexyclothes really nice for you. I'm thinking about...
I’m a Sexy and Naughty T-Girl Here in Chicago. Chicago T-Girl 4 NSA
Fabulous Fanny here boys! I'm a trans woman living in the Chicago area. Sweet, sexy, friendly and outgoing. I will definitely make you feel happy/sexy vibes and relaxed. I have an amazing body boys. I'm a pretty t-girl with a big present! So forget all your worries and st...
Free Illinois Transexuals Guide Illinois Transexuals Guide
The Illinois Transexuals Guide was prepared by our trans experts at AmericanTransexuals.com. We bring trans women and admirers together for friendship, dating and sex hookups. View our free Illinois Transexuals Guide online.
Where to Meet Transexuals in Illi...
Sexy hung and big busted Hung and Busty Shemale in Chicago
Tammy, 39, 38DD, 9" and so cute!! What more could you want in a gurl?!! How about you message me @Tammy38DD and we can talk and meet! Send your recent pic for mine....
Flawlessly gorgeous trans bombshell in Chicago Trans MtF for Man in Chicago
I transitioned 6 years ago at the age of 18. I am gorgeous, with long light brown hair, hour glass figure and long shapely legs. I am 5 feet 7 and have deep blue eyes and luscious lips. Check my profile pics @TransFaye24 pics and prepare to be stunned!
Send your r...
Send Me Sext Messages... I'll show you mine if you show me yours! If you like the show maybe we can get together for some real adult fun. I'm Nina, a trans lady looking for a man for NSA, 28 years old, Italian, bottom, functional and always extra horny. Please be in Chicago, clean, polite, fun and ready for some action. If ...
Tantalizing Tina with a HUGE W33NAH! Chicago Trans Woman for Hookup!
Hey gents I'm Tina a trans female hot for all you sexy Chicago men and wnat to show you a time you'll never forget! Do you like them thick, long and uncut? Then I'm the girl for you. Look no further for a passible and functional t girl - HERE I AM!
About me: 2...
I'll Make You Feel Like a King Baby! Trans Queen Seeks King in Chicago
I'm queen Delilah a trans woman here in Chicago searching for her king. You'll get the royal treatment when you're with me honey! Just grab hold of my magic scepter and his majesty can have anything he desires. Imagine the intrigue and scandalous position...
Twisted Sister - Loves to Ride.... and be Ridden! So, you wanna ROCK?! Fully function and extra large (10inch) surprise for all my Chicago boos out there. I'm a sexy trans woman currently living in large and lovin' every second of it. Hit me up cause I Wanna ROCK too! I'll show you what a real woman can do and everything you don't know now. I'm sex...
Erotic exotic Asian queen in Chicago now (25) Asian Transexual in Chicago
Stunning TS - Talia 25. 5' 8" 140lbs, non op, loves sex. Long slender legs to wrap around you. Message me @TaliaAsianQueen for my photos and contact information....
Beautiful Krystale 25 Chicago visiting now Beautiful Shemale Visiting Chicago
Come and join me for a drink. I am lonely here in this new place. Dark olive skin, really beauty. Message me.
Krystale25shemale
Age: 25
Location: Chicago
Sex: Shemale
Seeking: Man
...
Hot sexy shemale doll visiting Chicago now Shemale Visiting Chicago
Very hot sevy and curvy shemale chick with 8 inch lady stick. Message me on my profile page @TaylaShemale1.
Seeking kind gentleman for romance and fun. Possible long term with the right man. ...
Penny for your thoughts? Penny TS in Chicago
Hey, I am Penny! I am recently new here and I am non op switch with a pretty nice pair, both top and bottom! Send me a message online!!
I'm looking for a nice man who will enjoy being with me. Let's enjoy hot dates and explore sexuality together. If that sounds interesting hit ...
T-Girl Wants No Strings Fun in Chicagoland! Hi I'm Mavin, and verybody says I look like Marlo Thomas an actress from the 1960's and 70's. I'm passible, functional, Ive been described as easy to talk to, comfortable to be around, and sweet in demeanor. I'm a good girl with needs though and want some NSA action in Chicago tonight. You...
Flirty & Feminine CD Ready for Some Fun 💕😈 I’m a sexy, smooth, and playful crossdresser who enjoys the attention, desiring to be treated like a lady. Seeking for a man who can appreciate a well dressed CD for a casual fun night or even something ongoing. I am a pleaser and I want to be pleased. 💋
💎 Bath g...
FtM seeking Princess Bride in Chicago FtM seeking Woman in Chicago
Hi, I'm Andy, age 33, FtM transgender man living in Chicago. Also, you must love that movie! If you don't get the reference you can still message me anyway! I love that movie and I will watch it with you over and again. View my pics and send me a message @AndyFtM4P...
Super Barbie T-Girl Wants Hot Men in Chicago... Hey sexy boys, I'm a trans woman looking for a man, forget about my intelligence, talent and great personality, I have something better to spring on you when the time is right. I aim to show you the time of your life and ride the weenie all night! Honestly I'm so horny I could do hand, oral, top or ...
Shy Crossdresser Seeks Friend Where I Can Discreetly Dress Up and Possible Dates. Crossdresser Seeks Friend in Chicago Area
Hi, my fem name is Gloria. I'm a married crossdresser in the Chicago area. I'm 28 years old, clean and disease free. I am passable in appearance and voice but wife doesn't approve. I really need to let my fem side out to play!
I'm seeking cross dressing fr...
Single White Trans Woman Wants FWB in the Windy City.. I'm Hora looking for love in all the wrong places and lovin' every second of it! So here I am single and on this site looking for a sexy man to take me to loveland on a regular basis. (NSA) I expect you to be: not afraid to party, not afraid to go top, not afraid to go bottom, not afraid to take me ...
Black T-girl Sub Bottom Wants Her Backdoor Man! Come on over baby! I'm Annie, an intense sexual t-girl living in Chicago who loves it doggy style and any way I can get it. I'm 29 years old, 5'9 in heels, tight as hell, horny as hell and pack a big surprise for my unsuspecting man. Let's spend the night together and make it last. If you need some ...
Hungry for Explosive Sex, Fun and Adventure?... Yeah, me too honey! I'm Hope, a black trans woman living in Chicago with all the skills to thrill. Vers top or bottom and love hot sex anyway you can get at it. Im curious, smart, free spirited, and funny. I love to travel, eat good food, watch movies and spend intimate time with my man, and no...
Tiffany Shelle - Your Chicago Tranny Girlfriend! 💞 Tranny Escort - Top/Bottom/GFE in Chicago
It’s Tiffany Shelle your perfect tranny girlfriend 🥰 💕 SAFE💕 💯 LEGIT ✨💞 SKILLED, Exotic and Erotic 💦 🥰 I’m available to explore your shemale fantasy and give you pleasures you've only dreamed of!
I'm 100% functionin...
Jasmin T-girl Ready to make friends Want to Meet a T-Girl in Chicago?
Hey, I am Jasmin, 8" with a great body and busty. I love tatts and I'm 420 friendly, down to party! Lets swap some pics and then meet up for hot dates and see where it goes!
Hit me up @SweetJasminT...
Spicy and Hot T-Girl from Colombia Latina T-Girl in Chicago
Hey guys, I am Colleen and I am looking for a long term relationship. I am open to FWB but would like something more serious eventually. I am 33 and have not had surgery. Nice surpise waiting for you! Send me a private message! ColleenLatinaT...
Hot trans chick with nice boobs Hot trans chick in Chicago. Sheila wants to meet you. Hey all, I am Sheila and I am ready for a date! Blonde hair, nice boobs, good curves and very kissable lips. I'm pre-op, top or bottom, love oral sex. Want to explore kinks? Me too!! Want to meet me? Send me a message @HotTransChick...
M-F trans woman wants a date I want someone understanding and kind. Please check out my profile and rate me. I am 36, 5 feet 6 and elegant! My name is Lyssa....