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86 TS & Shemale Escorts in Chicago, IL

Chicago, IL Activities
Nearby locations:
Rosemont, IL (1) | Alsip, IL (1) | Elmhurst, IL (2) | Oak Brook, IL (7) | Roselle, IL (1)

TS of the day

DARLENE
New York City, NY
ACTUAL PHOTOS!!! Hi, I'm 100% white American Blonde, 5'10", 36D-26-36, 10" at erection, fit, feminine, warm & friendly. I love to kiss! I live alone in my own private apartment. I do dominance and cross dressing. So give me a call baby! Fun loving! 917-523-3069 - **SPECIAL VISIT TO NASSAU-SUFFOLK BORDER 5/24/2023-5/29/2023 ONLY!!!** - Please CALL me only, NO TEXTS OR EMAILS.
View profile
DARLENE
New York City, NY
22 May, 05:46
Age
35 Y/O
I Am
Shemale
Ethnicity
Caucasian
Reviews
6 Review
ts4rent exclusive
Redhotvenus Minneapolis, MN
Available Now
Party_LikeTop New York City, NY
7 hours ago
MyaFlawless Hartford, CT
Available Now
ELVIRAA Chicago, IL
Available Now
Rominna Charlotte, NC
Available Now
Irinavanessa Charlotte, NC
Not Available
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  • Platinum Boost
    ASTRIDLEE
    Chicago, IL
    Available Now
    ASTRIDLEE
    If before I drove you crazy, now you're going to fall in love !! I am the ts of your dreams, silk skin,sophisticated , educated, I have a scale of impressive values. Come and meet me.
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    Alexalatina
    Chicago, IL
    Available Now
    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 g
  • Platinum Boost
    XOLALASOL
    Chicago, IL
    Today, 05:21
    XOLALASOL
    I’m Lala Sol, aka your new best kept secret. I'm a freak by nature. 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. TER ID: 380949 snap xolalasol Ask About My Video Call Shows
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    Vvictoria
    Chicago, IL
    Available Now
    Vvictoria
    Treat yourself to the most pleasurable fantasy that your body and mind could ever imagine. For all of you gentlemen that know what you want and when you want it, I can assure you of complete discretion. Sexy, hot and alluring on the outside and completely uninhibited on the inside ! Be assured when...
  • Gipsy
    Schaumburg, IL
    16 min ago
    Please Read my Ad and Check my reviews Schaumburg short time Don't miss me out Gentleman Screening process is required when you contact me tell me your (Ethnicity,age,occupation) Dominant Gipsy open to meet generous matures guys,I'm insatiable t-girl with a good taste back doors. Your priv...
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    Chicago, IL
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    Chicago, IL
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  • Krysten
    Chicago, IL
    30 min ago
    Beautiful Latin Gurl✨ HELLO GENTLEMEN !👩🏼 🌹 My Name is Kristen I'm a Very Passable Latin Gurl 29 y.o. 5'8ft 158 lbs, 7”FF "I CAN GIVE YOU THE BEST NICE & RELAXING ***" 💆🏻‍♂️ First Timers, Straight, Bi, Curious and Mature Men Welcome! Call or TEXT For a Faster Response!! ->> ☎️ 773-858-8637 Hello th
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  • Angiie
    Chicago, IL
    40 min ago
    Latina Ts who specializes in Forced Feminization, Dominatrix, Crossdressing, AND OTHER FANTASIES!! I have everything we need to have fun but you can always bring your toys/clothes for some extra fun! 🤩 There’s always a first for everything tell me your desires & let me show you around. I’m sweet
  • Diana_XXX
    Chicago, IL
    2 hours ago
    I'm Diana an amazing ts very glamurous and with a perfect Latin body, so feminine and horny with a big dick and a perfect ass! So any True Gentlemen looking for the good company call me. We can enjoy the night Beautiful, dominant, very horny and ready ALL THE TIME... 100% REAL PHOTOS! I'm Sincere, S...
  • CaliforniaCutey
    Las Vegas, NV
    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
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    Chicago, IL
    Available Now
    View my Website link below: https://www.elviralong.com/ Snapchat: mselvira21 https://onlyfans.com/favoriteforeign TS ELVIRA IS FULLY VACCINATED Let's get the physical stuff out the way first. I am a completely passable ts model with a sensuous,toned, and smooth body. My measurements are 36DD-...
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    Chicago, IL
    2 hours ago
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  • Ts_Lala
    Chicago, IL
    Available Now
    My name is Lala and Im 22 years-old trans. Extra feminine, Only gentlemen please. Vers TER ID: 369099 Need more information? Please contact me or email I will gladly and personally answer your calls and questions you may have. !! MUST-READ !! On the day of the appointment, please leave the cash onl...
  • Larissaoop
    Kansas City, MO
    Available Now
    hey guys I’m a latina doll trans looking for a fun time, once with me and you’ll be coming back. I a very sweet girl all about having fun. I don’t rush, I love getting to know you. please no games I’m serious about my service. “Ask for my Instagram after” I have a very clean and smooth body for you
  • TSJulianaLima
    Chicago, IL
    4 hours ago
    NOW AVAILABLE Short Time Dont Miss out! Hello guys What ever you wish for i hope it will come true. If you wish to be with me! I'm only phone call away ok! My goal is to pamper you, be the kind of service that discerning gentlemen return to over and over. Always give you the best experience. I lo...
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    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...
  • SofiaLuxemburgo
    Chicago, IL
    7 hours ago
    Hello Chicago- I am so excited to show you part of my Latest photoshoot! All New Picture! So, when was the last time you met someone whom in addition to her physical attributes is considered by many sponsors as BRIGHT, WITTY & CHARMING? But I am also Selective with whom I want to spend time with. O...
  • Stephanie
    Chicago, IL
    9 hours ago
    The One and ONLY Kinky Steph 👑 Incalls and Outcalls ✅ Top and Bottom Always in the MOOD Love to kiss and cuddle ❤ YES im legit and can facetime 💋 I am a 5’7 brown skin beauty. Brown sexy eyes, Big double D boobs with a nice round ass. I love erotic ***s and I love to have a great time with gr
  • Sabrina_Xoxo
    Dallas, TX
    10 hours ago
    Sabrina❤ Beautiful 🌹brown eyes, nice pretty face with long hair that Hangs down to the middle of my back Gorgeous 😘girl here soft skin😊& right now I love to have a great time with you Anything is possible💋. 8’ff 🍭 VERS ✨
  • SexyKarla
    Chicago, IL
    Today, 04:29
    LOCATION Chicago Check all my social media to verify me 💕💋👅 Check my reviews pls 👇🏻 913-548-3954 my reviews here 👇🏻 the doll is back in town The best trans in town sexy nice body beautiful face 22 years old Please send a recent photo of yourself to schedule an appointment. ✅FaceTime to verify
  • Thick_alissa
    Chicago, IL
    Today, 04:00
    ✅Follow ME ON INSTAGRAM @Queen _alee1 ✅Snapchat ; Alissabadd1 ✅✅I DO CAMSHOW JUST ASK TOP N BOTTOM / FULLY FUNCTIONAL Please keep in mind there is absolutely no editing or photoshopping done to my pictures what u see is exactly what u get in person I am available to video call verify , I am a
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    Chicago, IL
    Today, 03:17
    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)
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    Chicago, IL
    Today, 03:16
    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