Chicago, Illinois Shemale Dating Classifieds
Chicago, Illinois shemale dating classifieds. Meet local crossdressers, transexuals and shemales for romance, sex or just make new transgender friends. escorts, body rubs & sex service listings. Select your location below to find shemales near you. It's free to search or post your own ad!
Home / Shemale Dating /
Show Ads In: Bloomington-Normal | Carbondale | Champaign-Urbana | Chicago | Decatur | Peoria | Quad Cities, IA/IL | Rockford | Springfield, IL
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...
HOT SHEMALE GIA will Satisfy Your Tranny Fantasy Chicago! LET'S TAKE CARE OF THAT TRANNY FANTASY!
"Experience your secret tranny desires in real life!"
Hot shemale Gia wants to hook up with you in Chicago! No strings - just great times, so join my page free for instant access!
Shemale Gia's Chicago Sexbook @ShemaleGia27
Photos: 42
V...
Marina TS 🍆 Visiting and Ready Visitng Houston, Texas - Your TGirl Escort
Hi guys Marina TS visiting your city …. We can start a sexy friendship, but if you are generous, it would not be bad. Please call me and text me when you are ready....MESSAGE ME HERE. Sexy, latina, femenine and beatiful TS woman here. English/e...
Debonair Trans dude, looks like Bond F2M Trans Dude in Chicago
Looking for someone a little different from the average guy? Hey, I'm Barry, age 31, fit and healthy. I have a square jaw, sparkling eyes and short dark hair. I like to dress sharp. I am currently looking for a fun lady to spend time with. Possible longterm relationship.&n...
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 ...
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 ...
Seeking a Stunning TS for Passion & Pleasure 😘🔥 I am a confident, strong and open minded man, who knows what I want from a woman – a sexy, elegant and fun loving TS woman to share unforgettable moments with. I am here to explore and enjoy every second of it, whether it is a casual hookup, a fun date or a deep connect...
🍫 Dark Chocolate Delight Ready to Melt in Your Arms 😘 💖 Hey, Handsome! I’m a sultry, curvy ebony TS here in Chicago... I'm Pre Op, ready to play, with a body made for pleasure and a heart full of passion. Discreet, sensual, and looking for a man who knows how to handle me. Let’s make tonight unforgettable! 😘 I'm writing this to ...
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...
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...
Looking for a TS Woman Who Loves to Be Desired 💦🔥 Chicago Male Seeking Transsexual for fun and whatever else!! I am a charming, confident and masculine guy and I have a special interest in beautiful TS women. I would be happy to meet anyone who wants to have fun, enjoy and indulge in the process. 💋 I would love to meet a shemale or tra...
TS Latina Bombshell – Your Secret Addiction, Your Midnight Obsession 😈🍑 Hola, mi amor 😘
The fiery, curvaceous TS Latina body I possess was made for lust while my soul demands intense passionate nights. Your dream woman has arrived because I possess caramel skin and thick thighs and long hair and soft lips and a throbbing surprise between my legs th...
Your Flirty CD Sweetheart Awaits 💕😘 Chicago I am a hot, cool and confident crossdresser who enjoys the feeling of being wanted, loved and taken care of like a lady. Whether you are looking for some hot action, a nice relationship or even a friend with benefits, I am here to make it unforgettable. 💋 👠 Feminine, fun and ...
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...
Having fun and Staying Young Young trans fem looking for nice date with lady. I am kind and thoughtful and you will have a very good evening if I take you out. Let me know what you want to do or where you want to go. View profile and message me
xoxo, Sherry....
👠 Classy on the Streets, Naughty in the Sheets – Let’s Play 💋 💖 Just one taste and you’ll be addicted! I am a beautiful, funny TS, a queen of color with a nice curvy body, beautiful eyes, and a touch that will drive you crazy. I know what a man needs and how to make him satisfied and craving for more. I am looking for a confide...
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. ...
Hot TS Latina with Curves, Sass, and a Thirst for You 😘🍷 You are not the typical girl who lives in the next house… You are the woman who occupies your thoughts when you are with the woman who lives next door. Message me here!!
I’m a TS Latina goddess — I have the shape of a coke bottle, the lips of sin, and a t...
Let’s Get a Drink… and See Where It Leads 😘 One Night, No Limits... ChicagoShemale Seeking Man for sex💦
View More of My Pix - ✅
Some nights are for breaking rules, for letting go, and for indulging in pure pleasure. I am a trans goddess with a wild side, and I am looking for a man who wants to play. We sho...
👑 TS Ebony Goddess Looking for Her King Tonight 🔥 🍫 Juicy, thick, and so addictive! I am a stunning ebony trans vixen with the perfect hourglass figure, long legs, and a playful personality. I have a thing for men who know what they want and are not afraid to go after it. Whether you are a professional or a newbie to the ...
TS Latina Snack – Sweet Like Sugar, Dirty Like Tequila 😘🍹 You can find me at the bar where I serve drinks and flirt with customers while enjoying the atmosphere. I’m your sexy little TS Latina snack — soft lips, juicy thighs, and a tongue that doesn’t stop until you beg me to 💋 I’ll start off sweet, flirty, &nbs...