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TS Escorts & Shemale Escorts in Chicago, IL

Chicago, IL Activities
Nearby locations:
Rosemont, IL (5) | Elmhurst, IL (1) | Oak Brook, IL (1) | Gary, IN (1) | Schaumburg, IL (5)

TS Escort of the day

Erzulie
Miami, FL
I love to laugh and have fun always, no matter what.
View profile
Erzulie
Miami, FL
23 Nov, 19:02
Age
33 Y/O
I Am
Trans woman
Ethnicity
Latin
Reviews
1 Review

ts4rent exclusive

TheFinalBoss Los Angeles, CA
21 Nov, 21:43
Rominna Jacksonville, FL
Available Now
Penelope_Manson Manhattan, NY
22 Nov, 16:09
Marykate Boston, MA
Available Now
MyaFlawless Hartford, CT
23 Nov, 09:31
Natashajw Los Angeles, CA
23 Nov, 14:01

Chicago, IL TS Escorts, Shemale & Trans escorts

  • Platinum Boost
    GingerAnastasia
    Chicago, IL
    Available Now
    GingerAnastasia
    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
  • Platinum Boost
    Tssexykayla
    Chicago, IL
    15 min ago
    Tssexykayla
    I pride myself in Providing a Relaxed Unrushed quality time. Im very passionate and very skilled at what I do I love a lot of KISSING and BODY CONTACT. If you are seeking an incredible "non-rushed" experience, look no further and contact TS Kayla! Fully bi, Fully Vers, and equipped with 8 hard inche...
  • 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
    Jasminelondon
    Chicago, IL
    Available Now
    Jasminelondon
    Fully functional, very passable and flexible to all kinks 😈 20 and all natural… oh and I CUM A LOT 💦 Hi I’m Princess Jasmine 👑, the one and only sexy, baby face British transgender girl in your area 🔥 Real and provide FaceTime verification to ensure authenticity ❤️ I’m exclusive and sexy with v
  • Platinum Boost
    Yailin
    Chicago, IL
    23 Nov, 19:27
    Yailin
    Hello, you found me ! Dont miss your chance to experience what you’ve been searching for. Not only am I the image of attraction but class as well. I take my hygiene very seriously and I expect the same. Reach out now :) i am everything you are looking for. Passable. PETITE. & Outgoing. I am very dif
  • Platinum Boost
    TSKendal
    Chicago, IL
    23 Nov, 07:34
    TSKendal
    My name is Kendal and I love making new friends. I'm slim, sexy and interesting. I enjoy the present moment and bring my whole being into our experience, My pleasant and cheerful personality will help you relax, you will enjoy spending time with me again and again... I love traveling, spo...
  • Platinum Boost
    SexyKarla
    Chicago, IL
    22 Nov, 18:17
    SexyKarla
    Check my videos ⬇️ 🔥🔥🔥READ MY REVIEWS 🔥🔥🔥 Check all my social media to verify me 💕💋👅 For a quick appointment a deposit and a photo are required. Please send a recent photo of yourself to schedule an appointment. ✅FaceTime to verify me ❌not call from app numbers https://onlyfans.com/hotts Sn
  • Platinum Boost
    TsEbarbie
    Chicago, IL
    21 Nov, 19:16
    TsEbarbie
    Hii Im called Ethebarbie welcome to my page 🥰 🥰 21 year old, petite trans girl with big boobs. 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 tingling your senses, I will make y
  • SierraSugarTS
    LIVE
    SierraSugarTS is now live
  • ImSexyThai
    LIVE
    ImSexyThai is now live
  • Platinum Boost
    Arianaangelsxo
    Chicago, IL
    21 Nov, 15:34
    Arianaangelsxo
    Hii my name is Ariana, you can call me Ari! Im 23 years old trans goirl 🩷I love anime and manga. If I dont respond here please use my link below! Im mostly online 24/7 hehe dont know how to sleep lol My socials https://onlyfans.com/arianaangelsxo/c25
  • Platinum Boost
    KIMBELLAXO
    Chicago, IL
    Available Now
    KIMBELLAXO
    SWEET AND FUN CURVY THICK BODY TRANS LATINA , 23 YEARS OLD , 5’10 TALL’ EXOTIC GREEN EYES , REAL HAIR . I AM VERY CLASSY BUT A SLUT IN BED. (510) 365-1030 TEXT ME OR CALL ME / COME OVER TO PLAY IN MY CLEAN AND SAFE HOTEL. EROTIC FULL INCALL/ OUTCALL, YOU CAN CALL VIDEO CALL ME FACETIME ;) HOLA PAPI
  • Platinum Boost
    ZoeyTsAsian
    Chicago, IL
    Available Now
    ZoeyTsAsian
    I am Zoey. 😘😘 I’m Thai TS from Los Angele. I’m California gurl 🦋🦋 I’m an ordinary girl who want to explore the new things. these are my real pictures 💯🌷🧚‍♀️🧚‍♀️💕 I do profession ***.  As a purveyor of the art of ***, my ultimate aim is to alleviate your physical and mental stresses. However
  • Platinum Boost
    Vvictoria
    Chicago, IL
    Available Now
    Vvictoria
    Our time together is never rushed. It will always be comfortable and discreet. I certainly look forward to meeting you, Doubles & Fetishes available! NDA’s Accepted, Available for Travel ! Currently Only Accepting Same Day Appointmen
  • Platinum Boost
    LuannaLee
    Chicago, IL
    Available Now
    LuannaLee
    Follow my Tumblr for daily New Photos and Videos. MissLuanna-lee.tumblr.com Mandatory Screening to secure an Appointment! Text Okayyyy!! Advance Notice Needed! I like to be fully ready. TURN ON: Gentleman, Excellent hygiene. TURN OFF’s: Pushy, rude, bad breath, not showered. Website: OnlyFa
  • solLove
    Chicago, IL
    Available Now
    Available pulaski and irving park 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, HOT, SEXY,
  • Angelina_XXL
    Chicago, IL
    Available Now
    𝐁𝐄𝐋𝐋𝐀 𝐀𝐍𝐆𝐄𝐋🏆🥇💋 BIGGEST TS COCK IN TOWN, PRETTIEST TS GIRL REAL 9 INCHES🍼 YOUR ULTIMATE TS FANTASY Top Elite Model Genuinely Hot, Feminine, Super fit and Hung 🔥 Welcome FIRST-TIMERS | GFE and MISTRESS Experiences | BDSM | COUPLES M/F | VIDEOCALL ★ Brazilian /Italian model 🇧🇷🇮🇹 Based in Londo
  • Allisonhot
    Chicago, IL
    18 min ago
    Hello darling im allison skinny girl with bubies beautiful Im top or bottom wherever you want 400 full service or outcall 1000 plus uber
  • Jennyffer
    Chicago, IL
    22 min ago
    Hello gentlemen, I am a 25 yrs. Im your Latina Mamacita available for incalls and outcalls. I will treat you with respect and expect the same. I will always be freshen, clean and ready for you. Let’s relax and have some fun Located in in Downtown Minneapolis FaceTime verification No private call
  • TSOPHIA
    Chicago, IL
    34 min ago
    BEAUTIFUL n SEXY TRANSSEXUAL BLONDE LATINA AVAILABLE 24 HOURS (INCALLS/OUTCALLS) My name is SOPHIA I'm 29 year old FULLY FUNCTIONAL,,SUPER FEMININE Tgirl. I'm completely passable. My measurements are 38DDD-24-38. Whether you're a first timer, or simply curious, you'll feel completely comforta...
  • Mistress_Kitana
    Chicago, IL
    Available Now
    Add me on Snapchat : misskitana2x Onlyfans.com/mistress.kitana HOT 🥵 HUNG 🍆 LOVE TO CUM LOADS💦 Hi Gentleman, Im TS Kitana, an exotic mixed trans model. Im 5’9, 150 pounds, full C-cup, VERY DOMINANT TOP with a 8in SheStick 🍆💦 100% passable & beautiful girl. Im much more than a pretty face & a gorg
  • Thegirlnextdoor
    Chicago, IL
    Available Now
    Hey. I'm Bunny. I'm just hopping around looking for a guy who loves to protect me, cuddle, play fight, and for me to depend on. Do you like back rubs? Feet rubs? Scalp ***s? Some of my flaws are that I have a proclivity to sneak attack and stick my tongue in your ear, pretending I'm going to tell yo...
  • TSkingKendall
    Chicago, IL
    23 Nov, 22:27
    “YOUR ASIAN SWEET HEART” Being CLASSY is not easy. so try harder! At the same time, try to enjoy your life to the fullest and try to have fun whenever you can! Let’s have a good time and don’t waste each other’s time. how’s that sounds? I would be very happy and willing to meet up with those MATUR
  • BlaireBanks
    Chicago, IL
    23 Nov, 22:23
    I am a true Domme, but also the epitome of elegance and charm – a classic courtesan, a timeless embodiment of refined allure. Step into a world where every moment is a symphony of your absolute submission, orchestrated by my unparalleled southern charm, poise and intellect, making every encounter
  • TSKimDash
    Chicago, IL
    Available Now
    WELCOME ADMIRERS, It is truly a pleasure to have your attention! I’m happy to have you and would love to introduce myself. I’m a Sweet Latina TS Girl who loves meeting new people and having a great time. Those who know me best have described me as an honest, industrious, spontaneous, passionate
  • Sexylilme
    Chicago, IL
    Available Now
    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