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TS Escorts & Shemale Escorts in Chicago, IL

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

TS Escort Of The Day

MsTrinidad
Bronx, NY
📵🚫NO BS ALLOWED🚫📵❗️❗️❗️❗️❗️ ⚠️IF U SEE THIS IM NEAR U ⚠️ 100% Real 100% Passable👩👩 ⭐️I SPECIALIZE in💦 :🆚 TOP/BOTTOM 8in FULLY LOADED ⚠️Throat master/wet throat 💦 ⚠️Body ***s 💆🏽‍♀️ ⚠️Long strokes 💯✔️ ⚠️ Fetishes ⚠️And most importantly ‼️ KEEPING SECRECTS🙊🙈🙉‼️💯 SERIOUS GENTLEMAN ONLY ☎️(718)795-3890📲
View profile
MsTrinidad
Bronx, NY
2 hours ago
Age
25 Y/O
I Am
Pre-op
Ethnicity
Mixed
Reviews
9 Review
Videos
9 Video

ts4rent exclusive

KYLIEQUEENTX Dallas, TX
3 hours ago
MonicaNZ Chicago, IL
7 hours ago
Giselledriller Miami, FL
23 May, 12:28
MyaFlawless Myrtle Beach, SC
23 May, 06:22
laralovexxx Brooklyn, NY
24 May, 20:07
knivez Cincinnati, OH
9 hours ago

Chicago, IL TS Escorts, Shemale & Trans escorts

  • Platinum Boost
    SofiaLuxemburgo
    Chicago, IL
    Available Now
    SofiaLuxemburgo
    Hello Gentlemen, When was the last time you encountered someone who not only possesses irresistible physical attributes but is also hailed by numerous sponsors as intelligent, quick-witted, and charming? However, I am quite selective about the company I keep. Imagine yourself in the presence of a la...
  • Platinum Boost
    Alexalatina
    Chicago, IL
    3 hours ago
    Alexalatina
    JUST VISITING ✈️ Hello, My name is Alexa . I’m a sexy Hispanic ready to please your great desires. I would love to accompany you for long or short term engagements, dinner dates, drinks, shows, overnights, travels or in simplicity and it be in private evenings of relaxation My ultimate goal as a T
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    hayleemarz
    Chicago, IL
    Available Now
    hayleemarz
    To inquire, send a photo through text. No pic = no response. Screening is mandatory for all bookings only valid numbers, voip will be blocked. FaceTime/WhatsApp verification required Full length content available
  • Platinum Boost
    Teaforlexi
    Chicago, IL
    6 hours ago
    Teaforlexi
    Text📲or call or FaceTime me‼️ me personally 727- 506 -1545 or my executive assistant Kelly @ number 813-696-1118 (TEXT ONLY) 💕 ‼️SNAPCHAT a_cat1118 ‼️ ✨🌸Hi, I’m lexi. I’m outgoing, spontaneous 🌸 ready to experience any new sexual desires I am fully functional. ready to squirt my
  • Platinum Boost
    aribby
    Chicago, IL
    8 hours ago
    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
    MelXHottie
    Chicago, IL
    24 May, 20:08
    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
    24 May, 20:07
    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
    Elite_AdmiraDoll
    Chicago, IL
    23 May, 22:39
    Elite_AdmiraDoll
    20 year old trans babe 😊 talk w me 👉 https://onlyfans.com/indibaby/c48 ♡♡♡ Im very outgoing and relaxed, I really pride myself of pleasuring others and making you feel good around me. I can also be a good listener and give advice when needed. Im also really active on my excusive page and make con
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  • FridaHumphrey
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  • Platinum Boost
    TsChessy
    Chicago, IL
    23 May, 22:37
    TsChessy
    Hi! I’m Chessy welcome to my page  💘 Talk w me babe 👉 https://onlyfans.com/ts.chessy/c68 22 year old, trans girl with big boobs & huge ass and a 5.5 inch 😘I look exactly the same in person or better some would argue  Whether you love to take control, be the bottom, or switch it up, I’ll make every
  • Platinum Boost
    Lovelyanna
    Chicago, IL
    23 May, 02:41
    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
    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,...
  • TherealLei
    Chicago, IL
    Available Now
    I’m the girl for you More pictures and videos Snapchat LAYYBAD24 or Ig thatsleilanideleon
  • CaliforniaCutey
    Chicago, IL
    Available Now
    📱Available Now (818)-491-6111 📱 Hello, my name is Cali. I'm the Tall, Blonde, White and Curvy TS goddess you've been dreaming about! I'm fun, frisky and know how to please;) I have naturally smooth skin, long gorgeous legs, large breast implants and a perfect bubble butt. Nails are always manicure
  • PinkPowerTS
    Chicago, IL
    Available Now
    THE ONLY POST OP HERE🐱 10 years in my womanhood, 6 years post-op. I’m a soft, submissive TS Latina with curves built to please and a mind that will leave you craving more. With 10 years in corporate HR, I offer more than just a body 💋I offer conversation, connection, and a world of escape for the m
  • BlondieTS
    Chicago, IL
    Available Now
    𝐇𝐞𝐲 𝐛𝐚𝐛𝐞, 𝐈'𝐦 𝐀𝐥𝐞𝐣𝐚𝐧𝐝𝐫𝐚 💋 𝐲𝐨𝐮𝐫 𝐛𝐥𝐨𝐧𝐝𝐞 𝐝𝐨𝐥𝐥 𝐟𝐨𝐫 𝐭𝐡𝐞 𝐧𝐢𝐠𝐡𝐭 💛 𝐓𝐢𝐠𝐡𝐭 𝐰𝐚𝐢𝐬𝐭, 𝐣𝐮𝐢𝐜𝐲 🍑, 𝐛𝐢𝐠 𝐫𝐨𝐮𝐧𝐝 🍒 𝐚𝐧𝐝... 𝟕.𝟓" 🍆 𝐎𝐍 𝐓𝐎𝐔𝐑 𝐍𝐎𝐖 𝐢𝐧 🇺🇸 𝐟𝐨𝐫 𝐚 𝐥𝐢𝐦𝐢𝐭𝐞𝐝 𝐭𝐢𝐦𝐞 🚨 📹 𝐇𝐨𝐭 𝐜𝐥𝐢𝐩𝐬 𝐰𝐢𝐭𝐡 𝐫𝐞𝐚𝐥 𝐜𝐥𝐢𝐞𝐧𝐭𝐬 𝐨𝐧 𝐎𝐍𝐋𝐘𝐅𝐀𝐍𝐒 (𝐅𝐑𝐄𝐄): https://onlyfans.com/alejfox.ts/c81 💋 𝐇𝐢𝐠𝐡 𝐜𝐥𝐚𝐬𝐬, 𝐚𝐥𝐰𝐚𝐲𝐬 𝐜𝐥𝐞𝐚𝐧, 𝐚𝐧𝐝 𝐝𝐫𝐞𝐬𝐬𝐞𝐝 𝐭𝐨 𝐢𝐦𝐩𝐫𝐞𝐬𝐬 👑 𝐎𝐩𝐞𝐧-𝐦𝐢𝐧𝐝𝐞𝐝
  • Emily_love
    Chicago, IL
    3 hours ago
    NEW HOT GODDESS IN TOWN * READY WHENEVER YOU ARE —————————ALWAYS NON RUSHED————————— I PROMISE WE WILL HAVE A GREAT TIMETOGETHER DON'T BE SHY DON'T LET THIS MOMENT PASS YOU BY MY PICTURES ARE 1000% ACCURATE COMPARED TO OTHERS (PRINT THEM AND BRING THEM TO COMPARE)
  • Keyling
    Chicago, IL
    4 hours ago
    Dispursta a complir todas tus fantasias 😈
  • AsianTsRaven
    Chicago, IL
    Available Now
    Hi guys! My name is Raven and I'm a Filipina Transwoman. Dont miss your chance to meet me and make your fantasy into reality! Feed your fantasies and satisfy your senses.
  • Transexxxl
    Chicago, IL
    Available Now
    TOURING THE US..   the first trans athlete WELLNESS...  super feminin, wellness competitor among women, very strong and feminin at the same time, BIG COCK XXL and beautiful sensual voice... THE BEST OF THE TWO WORLDS... YOU CAN ENJOY ALL MY CONTENT ON ONLYFANS ! TOURING THE US AND CANADA.... WRESTLI
  • CallMeHoney
    Chicago, IL
    6 hours ago
    PLEASE READ AD CAREFULLY My pictures are 100% real ( don’t believe in me? Click my Twitter below ) … FULLY FUNCTIONAL 8’ FIRST TIMERS ARE WELCOME NO RUSH, NO FUSS, NO FLAKING! FACETIME VERIFICATION ACCEPTED NO LOW BALL, no negotiations 
  • TSNikki
    Chicago, IL
    6 hours ago
    Any Booking Arrangements I do require a “Face Photo” 📌Booking Instructions: "Face Picture" is required (No Exceptions) Name Age City, State, Desired date, time and length of appointment Please provide all the info listed above when contacting me, otherwise I won't respond😉 🎥FaceTime Shows are als
  • MonicaNZ
    Chicago, IL
    7 hours ago
    424 777 50 91 - www.onlyfans.com/cherie777 Hi, my name is Monica, that my new profile as the old profile got hacked - I am Pre-Op more on the dominant side . With hard candy & versatile . I offer GFE, PSE , BDSM , fantasies and fetish, cross dressing, shoes, role-play, feet 🦶 worshipping, are welco
  • Jaylacuateco
    Chicago, IL
    7 hours ago
    i’m only one inch!! ( 1 cm) VERY submissive (muy sumisa) DO NOT CONTACT ME FOR FACETIME SHOWS OR JUST TO TALK you will get blocked. 😊 ☁️ onlyfans.com/itsogjay ☁️ Twitter - @jaylacuateco Personal site- jaylacuateco.org Instagram - @ms.cuateco Snapchat - @jaylacuateco Tiktok- @jayla.cuateco Fansly
  • Paulina_Downtown
    Chicago, IL
    8 hours ago
    onlyFans link: https://onlyfans.com/pau_gvv Please make sure to specify where you contact me from ✨✨Not here for a long time, just a good time✨✨ Hey babes, I’m visiting your city! I’m a 5’6 BEAUTIFUL Guatemalan babe. VERY PASSABLE, GREAT REVIEWS, AND VERY Very discreet friendly!!!! onlyFans