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TS Escorts & Shemale Escorts in Chicago, IL

Chicago, IL Activities
Nearby locations:
Rosemont, IL (7) | Elmhurst, IL (2) | Oak Brook, IL (2) | Schaumburg, IL (3) | Naperville, IL (1)

TS Escort Of The Day

oliviarhodes
Manhattan, NY
I’m a pre-op trans woman visiting the area and looking to have some fun with someone special 😉 I’m open-minded, into all kinds of kinks, and always down to explore new experiences—especially if it pleases my man 😉 I’ll be here for the next two weeks and I’m available anytime, day or night. I’m feeling playful and would love to find a regular hookup ASAP! If this sounds like your vibe, hit me up on OF and let’s make it happen!! OF --> https://onlyfans.com/oliviarhodest/c2
View profile
oliviarhodes
Manhattan, NY
10 May, 20:31
Age
21 Y/O
I Am
Trans woman
Ethnicity
Caucasian
Baltimore
09 May - 23 May
Jersey City
23 May - 05 Jun
New York City
05 Jun - 19 Jun

ts4rent exclusive

Chicago, IL TS Escorts, Shemale & Trans escorts

  • Platinum Boost
    Sabrina_carter
    Chicago, IL
    29 min ago
    Sabrina_carter
    I am Sabrina, ARGENTINA, a trans girl , young, delicate, soft and very hot, 25 years old. With a perfect smile, sweet lips, my clear eyes and my White skin very Erotic and seductive, I like to please and always keep control so that we both enjoy. I love to feel and give pleasure, I am 100% versa...
  • Platinum Boost
    EliteSasha
    Chicago, IL
    3 hours ago
    EliteSasha
    PLEASE READ AD BEFORE CONTACTING ME‼️ VERIFY ME ON SITES BELOW⬇️⬇️⬇️⬇️⬇️ Onlyfans.com/Therealtrashydiva TWITTER & INSTAGRAM = @TRASHYDIVABIHH 🚨I DO NOT SEND PERSONAL PICS OF ANY KIND🚨 I DO NOT RAW 💋 9 1/2 inch 🍆 100% VERSATILE Hey it’s TS Sasha , here to ful
  • Platinum Boost
    MelXHottie
    Chicago, IL
    4 hours ago
    MelXHottie
    hi bby, my name is mel and im your versatile ts girl dream 😉 im on here looking for someone thats down to hookup any place, any day, anytime. im always down for fun and im always available to be somebodies fuck buddy 😉 im into all of the kinks, fetishes, fun and whatever your fantasy is.
  • Platinum Boost
    laralovexxx
    Chicago, IL
    10 May, 20:28
    laralovexxx
    Going to be completely honest I'm looking for somebody to have fun with. Either a fuck buddy or friends with benefits ;) Open to just about everything, the kinkier the better for me ;) and I will try ANYTHING at least once. Just looking for like minded, freaky and kinky people to have fun with. I...
  • Platinum Boost
    aribby
    Chicago, IL
    10 May, 18:07
    aribby
    Hi my name is Ari, standing at 5'10 with blue eyes and long blonde hair that give me an exotic look. Come have fun with me while I'm visiting! Very comforting, always discrete, and never rushed. Fansly fans.ly/AriellaWeiland
  • Platinum Boost
    Lovelyanna
    Chicago, IL
    10 May, 17:04
    Lovelyanna
    I have a slim, tall, and toned figure, as I take care of myself. Educated, charismatic, and fun to be with! I’m full of energy and always ready for an exciting time! JOIN MY ONLYFANS : I have hot content, subscribing will make both of us feel safer and more comfortable. https://onlyfans.com/tschi
  • Platinum Boost
    TsArianaangel
    Chicago, IL
    09 May, 17:00
    TsArianaangel
    Hii I’m Ariana welcome to my page 🥰 23 year old, big booty trans girl . I look exactly the same in person or better some would argue 🥰 Let me fulfill your fantasies and take away from your worries. I would love to captivate your mind and tingle your senses, I will make you feel in your body and s
  • Platinum Boost
    TsAngelmoonx
    Chicago, IL
    09 May, 17:00
    TsAngelmoonx
    New girl on the block, and trust me, I’ve been waiting way too long to meet someone just like you 😈. I’m all about those deep, intimate connections that leave us both breathless. I’m playful, passionate, and maybe just a little too naughty for my own good. Let me show you what I’ve been fantasizing
  • SheDiana
    LIVE
    SheDiana is now live
  • MariaCamila
    LIVE
    MariaCamila is now live
  • Platinum Boost
    TsOliviaSkye
    Chicago, IL
    09 May, 17:00
    TsOliviaSkye
    hii i’m olivia skye 🥰 welcome to my page! https://onlyfans.com/tsoliviaskye/c7 21 y/o petite brunette trans girl with a naughty side i’m dying to show you 😘 i’m sweet, shy at first… but once you get to know me, i get real bad real fast 😈💋 whether you wanna be teased, spoiled, or completely wrecked
  • Platinum Boost
    Vvictoria
    Chicago, IL
    Available Now
    Vvictoria
    Hey there, Treat yourself to the most pleasurable fantasy that your body and mind could ever imagine. Our time together is never rushed. It will always be comfortable and discreet. I certainly look forward to meeting you,...
  • Platinum Boost
    Daisy
    Chicago, IL
    Available Now
    Daisy
    For those of you that enjoy the finer things in life, look no more - I embody beauty, brains, and a bubbly personality. Highly Favored, Big Booty Bombshell. Super sexy, small frame, and curves you won’t forget. Extremely passable, leaving you mesmerized. 10/10 hands down! •NDA (upon request) •Pass
  • Platinum Boost
    Exotic_Vissa
    Chicago, IL
    10 May, 22:02
    Exotic_Vissa
    •Text me to set appt — include your photo to meet — ( no pic NO MEETING ) Prepare yourself for the most unforgettable night of indulgence and excitement. This is your invitation to leave all your worries behind and step into a world of boundless pleasure. Don’t be shy—this is a completely judgment-f
  • Exoticredhead
    Chicago, IL
    Available Now
    Im very particular about the men I meet I prefer quality over quantity. Open minded to all wants and desires. Providing all discreet encounters with the best service. I'm Puerto Rican 21 years old. I'm i love first timer I know your exact needs. when booking call me at 470-469-1003 for my rates. No...
  • Samanthaxxx
    Chicago, IL
    Available Now
    , ATHLETIC, HOT, SEXY,JUST FABULOUS SAMANTH❌CHICAGO TSLADY❌❌ 2022 IAM Fortunately, I’m not available for quick thrills, cheap fantasies or the unfavorable.❌❌❌ There is someone for everyone and not everyone for someone. I wish you all well on your journey to true trans eroticism. I am Beautiful, Lat
  • GingerAnastasia
    Chicago, IL
    Available Now
    Tall Slavic redhead with a fully functional💦 model body ready to make your fantasies come true 😉 While discretion is always a top priority it is appreciated if you can send a picture of yourself. I am nda experienced and open to signing. I look exactly like my pictures and am available for FaceTi
  • TsPiiinkyPromise
    Chicago, IL
    Available Now
    Beautiful Creole Beauty Looking For Upscale Gentleman Only I Can Host Or Travel Sexy Facetime Shows Available Ask About My Smoking Hot 2 Girl Show All My Pics Legit and Updated Im Very Strict When it Comes To Hygiene I Hope You Are The Same
  • Sexylilme
    Chicago, IL
    2 hours ago
    HEY GUYS 😊I definetly have that exotic girl next door look, and a nice attitude to match. I'm very easy to get along with, and an easy person to warm up to. I am often told that the pictures I post do me NO justice, and I am way more than what is expected upon arrival. I strive to provide an experi
  • Rozlyn
    Chicago, IL
    Available Now
    I’m a fun loving girl open minded and ready for new adventures I’m now available for FaceTime sessions call https://www.instagram.com/Rozlynrepublic/
  • XOLALASOL
    Chicago, IL
    2 hours ago
    Hi, my name is Lala. I love to please, be pleased and have a good time. Let me pamper you and give you everything you are looking for - discretion, warmth and passion. I'm a fun and always up for trying new things and new adventures type of person. I look forward to spending time with you! Call...
  • Tsrosalia
    Chicago, IL
    Available Now
    Hey there!! I’m a 21 yr old latina transsexual visiting in your area!!! I’m here for a good time and to pleasure you in every way!! Don’t be scared to messaged or call me I don’t bite unless you want me to🙈 let’s have fun and live it up baby❤️ https://onlyfans.com/tsrosalia
  • solLove
    Chicago, IL
    Available Now
    Available now Irving Park & Pulaski 💋♥️🌹💋♥️ don't miss out guy's kisses XOXO Available in calls or out call LIMITED TIME HI GUYS SolLove 2024 from Chicago ❌❌ ❌IF YOU ARE MEMBER YOU CAN SEE MY NEW resend PIC AND VIDEOS I AM BACK BY POPULAR DEMAND I am a start traveling again , ATHLETIC, H
  • NYCTransParty
    Chicago, IL
    Available Now
    LEGENDARY NYC-SO FLA-DENVER-CHICAGO-LA DC-BALTIMORE-ATLANTA- LAS VEGAS TS EVENTS-PARTY PROMOTER-BARTENDER NYC
  • GigiRavine
    Chicago, IL
    3 hours ago
    Cultured, smart woman with a body to match. Used to think too hard and care too much, but gave it all up to live a fun, carefree life. 💃👯‍♀️🩰🪩🎊🎉🍾🍷I dance around the country. Chances are, that is why I’m in your town. Are you a betting man? 😈 🎲 🃏 Talk to me about wine. Dine me. Then, if we like
  • Lealove
    Chicago, IL
    Available Now
    I love to maintain a toned sexy physique I love romantic dates, unforgettable moments filled Whit passion. I'm have black hair long , beautiful softly skin . My high 5'7 W 135 lbs Black eye Spectacular waist 28 * Call me now !!! Don't wait any longer The best of the rest . 773 - 742-1907 Kiss mu...