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86 TS & Shemale Escorts in Chicago, IL

Chicago, IL Activities
Nearby locations:
Rosemont, IL (5) | Alsip, IL (1) | Elmhurst, IL (2) | Oak Brook, IL (2) | 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/bwillowsx 👉 twitter: https://twitter.com/bwillowsx 📷 instagram: https://instagram.com/bwillowsx
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brookewillows
Sacramento, CA
3 hours ago
Age
19 Y/O
I Am
Trans woman
Ethnicity
Caucasian
Reviews
6 Review
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  • Platinum Boost
    HaileyHexx
    Chicago, IL
    Available Now
    HaileyHexx
    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...
  • Platinum Boost
    SofiaLuxemburgo
    Chicago, IL
    Available Now
    SofiaLuxemburgo
    Hello Chicago- Lincoln Park 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 prese...
  • Platinum Boost
    XOLALASOL
    Chicago, IL
    Available Now
    XOLALASOL
    Come Experience The Ultimate Latina Asian TS Fantasy. Hi, 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. Let me be the one to mak
  • 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
  • Alexalatina
    Chicago, IL
    Available Now
    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
  • 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...
  • Sabrina_Xoxo
    Chicago, IL
    Available Now
    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 ✨
  • MsTrinaMore
    LIVE
    MsTrinaMore is now live
  • ASLEYVIP
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    ASLEYVIP is now live
  • Amika
    Chicago, IL
    Available Now
    Perfect Asian Bombshell 💕🧚🏼‍♀️ Exclusively Available for Upscale gentlemen only. NDA welcome🔐 Pictures 100% real and current. Please only contact for serious inquiries only. - Add my socials I post daily - ( see travel locations for updates )
  • GFE_TSJENNY
    Chicago, IL
    26 min ago
    My name is Jenny and I'm, 26 years-old tranny, 100% feminine, delicate, glamorous and sensual. I am your perfect choice, with an amazing beautiful body and a beautiful face, Both part of a harmonious atmosphere with nice qualities. Im 5'7 tall and 134 llbs.Warm and friendly,great with first timers....
  • TsDayamii
    Chicago, IL
    Private
    Aztec Goddess When you like the best ONLY the BEST will Do Super Sweet Sexy Dom
  • solLove
    Chicago, IL
    Available Now
    Available now in Chicago Pulaski and Irving park don't miss out guy's kisses XOXO Available in calls or out call LIMITED TIME HI GUYS SolLove 2023 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 , ATHLE
  • 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...
  • 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...
  • 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
  • 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
    Available Now
    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...
  • Jennyffer
    Chicago, IL
    44 min ago
    New number!!! Hello gentlemen, my name is Jenny. I am a 24 year old trans girl available for incalls and outcalls. I will treat you with respect and expect the same. Hygiene is very important to me. I will always be freshen, clean for you. And expected gentlemen that smells good to dinner date. Fac...
  • TSkingKendall
    Chicago, IL
    Available Now
    “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
  • TsJessicaJane
    Chicago, IL
    54 min ago
    Hey y’all!, Welcome to my world of enchantment. I'm a confident and captivating ts. Let's embark on a journey of passion, connection, and shared experiences that will leave us both craving for more. When I'm not captivating hearts, you can find me indulging in my passions for art, culture, a
  • VaniaVi
    Chicago, IL
    1 hours ago
    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 😇 ✅
  • 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💋💋💋💋💋
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    Chicago, IL
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    Chicago, IL
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