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83 TS & Shemale Escorts in Chicago, IL

Chicago, IL Activities
Nearby locations:
Rosemont, IL (6) | Alsip, IL (1) | Elmhurst, IL (2) | Oak Brook, IL (3) | Schaumburg, IL (4)

TS of the day

brookewillows
Sacramento, CA
Life's best moments are often unplanned, and I'm passionate about embracing every experience, be it wild or tender. Whether offering myself as a canvas for your fantasies or savoring the taste of an intimate moment, I wear my heart on my sleeve and my playful, lighthearted nature is evident from the moment we meet. I value discretion, mutual respect, and personal hygiene, and ask that you please do the same. please text, don't call @ 213-562-9791 💕 onlyfans: https://onlyfans.com/bwillows 👉 twitter: https://twitter.com/bwillowsx 📷 instagram: https://instagram.com/bwillowsx
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brookewillows
Sacramento, CA
1 hours ago
Age
19 Y/O
I Am
Trans woman
Ethnicity
Caucasian
Reviews
6 Review
ts4rent exclusive
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  • Platinum Boost
    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
    TheFinalBoss
    Chicago, IL
    29 Nov, 17:27
    TheFinalBoss
    Hi I’m Doll ❤️ The ultimate companion for the most discerning gentlemen My ultra feminine physique, flawless smile, and perfectly proportioned and always functional 9 inches, are EXCLUSIVELY available to selective and respectful men who demand nothing less than the very best!  An always dependable
  • Platinum Boost
    Almendra
    Chicago, IL
    27 Nov, 22:40
    Almendra
    Let me give you the best that you deserve. Spanish mix mistress just landed I’m the new face in town. Fully functional 9 inches for your desire. Bdsm Feminization Roleplay Gfe You will enjoy and have fun with my wild side that is a combination of dom top with submissive to whomever wants to try a
  • 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
  • TSCristal
    Chicago, IL
    Available Now
    HELLO 👩🏼 🌹 My Name is Cristal, I'm a Very Passable Latin Gurl, 24 years Old, 5'3 ft 130 lbs 7" in FF Versatile. 🍆💦 "I CAN GIVE YOU THE BEST NICE & RELAXING ***" 💆🏻‍♂️ Love First Timers, Straight & Mature Men Welcome! Call or TEXT For a Faster Response!! ->> ☎️ 773-426-1145💋💋💋💋💋
  • kylieprincess
    Chicago, IL
    Available Now
    209-718-3894 FaceTime Shows available The correct man for me is high class and upscale. I’m looking for the perfect connection with a successful and established man. I enjoy putting makeup on, shopping, concerts and dinner/drinks. I’m a true transexual female with real hair, soft skin, and large br
  • 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/
  • Yailin
    Chicago, IL
    Available Now
    I am everything you are looking for. Passable. Angelic. & Outgoing. I am very different from any other girl on here. Be ready to be blown away by my natural beauty <3 Snap: BadGalAriah 💖 for xx rated content ⤵️ www.onlyfans.com/BadGalAriah 🔞
  • DanielaWalkker
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  • CorinaSmitt
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  • Paulina_Downtown
    Chicago, IL
    Available Now
    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
  • Dark_Lovely
    Chicago, IL
    Available Now
    Hello gentlemen, International playmate **Limited of time*** ******** : noel_melanin | Fashion Model Very friendly, and welcoming personality. I’m very selective and prefer not to be available for everyone nor see a large volume of guys this way I am able too give 100% of myself to you.
  • HaileyHexx
    Chicago, IL
    59 min ago
    Super naughty college girl with a special surprise for you ;) I'm Hailey, a truly easy going & drama-free provider, who values mutual personal hygiene & discretion. Come dive into your sexiest TS fantasies with me. When reaching out please attach a photo for a rapid response. Screening is mandatory...
  • tsperla
    Chicago, IL
    Available Now
    tsperla / bottom open mind https://onlyfans.com/tsperlaa hi guys im here n town hots the girl n town top model onlyfans come see me
  • Shaha
    Chicago, IL
    Available Now
    Hi my name is shaha everybody welcome and every fantasy call a hour ago
  • TSRachel
    Chicago, IL
    1 hours ago
    Swedish Harmony Proudly Presents ... TS Rachel Smithe! Based in Chicago, USA ... available for FMTY/YFTM. Keep your eyes on the Travel Locations page & contact us through our officials sites. Rates / "Roses" listed on our websites for her. https://tsrachelgfe.com/make-an-appointment-with-ts-rach...
  • Ts_ZAZIL
    Chicago, IL
    Available Now
    Upscale ts latina by MIDWAY area I AM REAL YOUR FAVORITE IS BACK DONT THINK TWICE ABOUT CALL ME I am available I just need u let me know in advance (2 hours notes) My social media is or video calls are for verification safety purposes. Call or text me for faster answers 312-978-9224...
  • TSkingKendall
    Chicago, IL
    2 hours ago
    “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
  • Krysten
    Chicago, IL
    2 hours ago
    Beautiful Latin TS Kristen ✨ HELLO GENTLEMEN !👩🏼 🌹 My Name is Kristen I'm a Very Passable Latin Gurl 29 y.o. 5'8” tall, 158 lbs, 7”FF tool hard as rock! I’m not on hormones. "I CAN GIVE YOU THE BEST NICE & RELAXING BODY RUB" First Timers, Straight, Bi, Curious and Mature Gentlemen are Welcome! Ca
  • Barbiepenelope
    Chicago, IL
    Available Now
    Hi, Welcome to my fantasy wonderland where all your wildest and most desired needs will be met. I am Penelope . Im a beautiful and exotic Italian and Spanish with beautiful blonde hair. I want to be your escape to a world of fantasy. Love and lust. I am 5’7”, 135lbs petite with great curves. very op
  • TSJulianaLima
    Chicago, IL
    3 hours ago
    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 love first timers!...
  • VaniaVi
    Chicago, IL
    Available Now
    I’m Vania 25 mesmerizing feminine goddess with perfect triple Ds a striking body and the face of an angel  that will immediately get you obsessed and craving for more  always amazing reviews ☺️ I only see gentlemen who have great hygiene, well manners, and are generous. Lets have a good time 😇 ✅
  • Hiltonbby
    Chicago, IL
    Available Now
    SOCIAL MEDIA LINKS TO SEE MORE OF ME OF.com/TSHAYLEYBABY (http://of.com/TSHAEYBABY) Twitter.com/Tshayleybaby(https://twitter.com/TSHAYLEYBABY) Instagram.com/tshayleybaby (https://instagram.com/tshayleybaby)
  • MsUviRed
    Chicago, IL
    3 hours ago
    Latina. Tatooed. Statuesque. All the woman you need but didn't know you needed. Empowered by my sexuality, I excel at bringing fantasies into fruition. I enjoy catering to well off, well groomed men who know what they desire and know to attain it. Make your next move your best one and contact me...
  • AngyLatina
    Chicago, IL
    Available Now
    I'm going to write what I think you're interested in! I'm a 23 year old, 5'4", 140 lbs, 16 cm (6 inch) girl sexy transsexual. I love to have sex, so if you decide to come with me, it's obvious that you're going to enjoy it, i am very clean, Come with me, I'll wait for you and I'll receive you ver...
  • PattyXXL
    Chicago, IL
    Available Now
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