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89 TS & Shemale Escorts in Chicago, IL

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

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.
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DARLENE
New York City, NY
22 May, 05:46
Age
35 Y/O
I Am
Shemale
Ethnicity
Caucasian
Reviews
6 Review
Suffolk County
24 May - 29 May
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
    ASTRIDLEE
    Chicago, IL
    27 May, 23:45
    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.
  • Platinum Boost
    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...
  • Larissaoop
    Tulsa, OK
    3 min ago
    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
  • 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...
  • Thegirlnextdoor
    Chicago, IL
    Available Now
    Let's see, personal description? I love so many flavors and so many different things about men. Especially the grumpy, macho ones that warm up to me and get all cute lol I am a fun girl to be around. You'll feel comfortable. I am a hybrid of very, very, innocent and just really bad. Lol 312-771-0862...
  • 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
  • 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...
  • ValentinaaDubois3
    LIVE
    ValentinaaDubois3 is now live
  • cherrybubblyX
    LIVE
    cherrybubblyX is now live
  • Gipsy
    Schaumburg, IL
    50 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...
  • SofiaLuxemburgo
    Chicago, IL
    Available Now
    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...
  • TherealLei
    Chicago, IL
    5 hours ago
    I’m the girl for you More pictures and videos Snapchat djailani2 or Ig thatsleilanideleon
  • Diana_XXX
    Toronto, Ontario
    7 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...
  • Stephanie
    Chicago, IL
    8 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
  • Thick_alissa
    Chicago, IL
    8 hours ago
    ✅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
  • Yailin
    Los Angeles, CA
    9 hours ago
    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 🔞
  • JazminSmith
    Chicago, IL
    Not Available
    I'm a fitness T-girl who like to satisfy successful gentlemen (meaning to be able to afford my rate) like to have fun, professional, good and active listener so you could have a great conversation time, I'm easy-going, nice, respectful and polite. If you are stressed I'll give you a soft body rub....
  • TsMonaRose
    Chicago, IL
    10 hours ago
    My Name is Mona Rose, The one the only. Welcome to my world of genuine intimacy and captivating experiences. I am dedicated to transcending boundaries and creating unforgettable moments. With an enchanting allure and elegant physique, at 5.11 with a tantalizing DD38 cup. Explore my gallery for a...
  • TSkingKendall
    Chicago, IL
    10 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
  • TsAnnie
    Chicago, IL
    Today, 02:41
    for more SEXXXY pictures and videos visit my personals websites. 👻Snapchat: Anahi946s 📷Instagram: Anahi946s ⬇️Click on the 🌐 For My Fans Page. ⬇️Scroll to read more/Lee Mas Abajo ⬇️ Hello gentelmen my name is Annie. I am a unique and beautiful Transexual ready to make all your fantasies come true
  • Angiie
    Chicago, IL
    Today, 02:26
    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
  • thehayleyhilton
    Chicago, IL
    Today, 02:16
    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)
  • TSKimDash
    Chicago, IL
    Today, 02:06
    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
  • SexyKarla
    Chicago, IL
    Today, 02:02
    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
  • Laylaaoi
    Chicago, IL
    Today, 01:48
    NO FACETIME VERIFICATION UNLESS DEPOSIT IS RECEIVED NO SHOWS FLAKES WILL BE BLOCKED Let me blow your socks off let me take full control get away from your every day problems for a moment escape away to paradise with me with the proper tools I will complete your dream fantasies I'm into it all mild...