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TS Escorts & Shemale Escorts in Chicago, IL

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

TS Escort of the day

Lorenatscubana
Odessa, TX
Chica trans cubana dotada 🇨🇺 lista para complacerte y cumplir tus fantasías no dudes en contactarme y pasarás la mejor de tus noches
View profile
Lorenatscubana
Odessa, TX
Available Now
Age
22 Y/O
I Am
Transsexual
Ethnicity
Latin
Videos
2 Video

ts4rent exclusive

KYLIEQUEENTX Chicago, IL
4 hours ago
LondynParis Las Vegas, NV
Today, 04:41
LuannaLee Washington, DC
8 hours ago
MARBELLA_SECRET Manhattan, NY
Available Now
LARA_usa Orlando, FL
Available Now
Rominna Miami, FL
27 Jan, 17:21

Chicago, IL TS Escorts, Shemale & Trans escorts

  • Platinum Boost
    BritXHot
    Chicago, IL
    Available Now
    BritXHot
    hiiiii!! 😉 I'm Brit and I'm looking for a daddy that will make me their personal slut 😉 im young, horny and into all the naughty things. im known for fulfilling every kink and fantasy a person has ever thought of and im down to try anything at least once. im in town and looking for someone
  • Platinum Boost
    XXandra
    Chicago, IL
    Available Now
    XXandra
    Strictly by Appointments only Read my ad carefully. Please No thugs, No bargainers, No party favors of any kind automatically blocked right away! Whether you need a sensual stress relieving or want to have a naughty fantasy night, she can help you fulfill your deepest desires. Let her warm...
  • Platinum Boost
    candylicious
    Chicago, IL
    Available Now
    candylicious
    💖✨I'm Tscandy licious ✨💖 Seen all over the web just google me Tscandylicious 👅& I take every inch.🥵 The Perfefect Mix of SEXY and SWEET🍨 Topped🍒 off With a WILD💦 I Am The Complete yes, Package *Guranteed ! 💋❤️ My Looks Will SEDUCE You 💞 Come Play in the Playhouse 💕 you don't want to miss out 👅
  • Platinum Boost
    RubyTS
    Chicago, IL
    Available Now
    RubyTS
    𝐇𝐢𝐢𝐢 𝐢𝐦 𝐑𝐮𝐛𝐲 🥰 🥰 𝐁𝐢𝐠𝐠𝐞𝐬𝐭 𝐚𝐬𝐬 𝐨𝐟 𝐭𝐬𝟒𝐫𝐞𝐧𝐭 𝐚𝐧𝐝 𝐚 𝟕 𝐢𝐧𝐜𝐡 ;) 𝗰𝘂𝗿𝗿𝗲𝗻𝘁𝗹𝘆 𝗼𝗻 𝗨𝗦𝗔 𝘁𝗼𝘂𝗿 🇺🇸 𝗜 𝗹𝗼𝘃𝗲 𝗳𝗶𝗿𝘀𝘁 𝘁𝗶𝗺𝗲𝗿𝘀❟ 𝗶 𝗸𝗻𝗼𝘄 𝗵𝗼𝘄 𝘁𝗼 𝗺𝗮𝗸𝗲 𝘆𝗼𝘂𝗿 𝗳𝗶𝗿𝘀𝘁 𝘁𝗶𝗺𝗲 𝘀𝗽𝗲𝗰𝗶𝗮𝗹 ;)❟ 𝗹𝗲𝘁 𝗺𝗲 𝗳𝘂𝗹𝗳𝗶𝗹𝗹 𝘆𝗼𝘂𝗿 𝗳𝗮𝗻𝘁𝗮𝘀𝗶𝗲𝘀 𝗮𝗻𝗱 𝘁𝗮𝗸𝗲 𝗮𝘄𝗮𝘆 𝗳𝗿𝗼𝗺 𝘆𝗼𝘂𝗿 𝘄𝗼𝗿𝗿𝗶𝗲𝘀 𝗜𝗳 𝘆𝗼𝘂 𝘄𝗮𝗻𝘁 𝘁𝗼 𝗺𝗲𝗲𝘁 𝗺𝗲 & 𝘀𝗲𝗲 𝗺𝘆 𝗯𝗲𝗮𝘂𝘁𝗶𝗳𝘂𝗹 𝗯𝗶𝗴 𝗰𝗼𝗰𝗸 𝗯𝗲𝗳𝗼𝗿𝗲 𝘄𝗲 𝗺𝗲𝗲𝘁 𝗺𝗲𝘀𝘀𝗮𝗴𝗲 𝗺𝗲 𝗼𝗻 𝗢𝗻𝗹𝘆
  • Platinum Boost
    Theserenajade
    Chicago, IL
    7 hours ago
    Theserenajade
    Trans pre-med college student seeking support to achieve my dreams. CAM SHOWS AVAILABLE
  • Platinum Boost
    CaliforniaCutey
    Chicago, IL
    10 hours ago
    CaliforniaCutey
    📱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
  • Platinum Boost
    Arianaangelsxo
    Chicago, IL
    27 Jan, 17:48
    Arianaangelsxo
    Hi my name is Ariana, you can call me Ari —sweet, seductive, and 100% versatile—whether you’re on top, bottom, or want to switch it up, I’ll make every moment unforgettable 💕 and I love anime and cosplay 💗 Don’t worry as I’m your gentle guide to pleasure and I’ll blow your mind in ways you’ve neve
  • Platinum Boost
    TsLaurapeaches
    Chicago, IL
    27 Jan, 17:41
    TsLaurapeaches
    Fresh in town and ready to blow your mind! 💋 I’m your ultimate fantasy irresistible T-girl with curves, charm, and just the right amount of naughty. Think stripper vibes turned all the way up and everything you’ve been craving.😘 Looking for an experience that’s unforgettable? I’ll make sure every s
  • PlayfulBianca
    LIVE
    PlayfulBianca is now live
  • SierraSugarTS
    LIVE
    SierraSugarTS is now live
  • Platinum Boost
    TsAngelmoonx
    Chicago, IL
    27 Jan, 17:28
    TsAngelmoonx
    New girl on the block, and trust me, I’ve been waiting way too long to meet someone just like you 😈. I’m all about those deep, intimate connections that leave us both breathless. I’m playful, passionate, and maybe just a little too naughty for my own good. Let me show you what I’ve been fantasizing
  • 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
  • VIOXXL
    Chicago, IL
    1 min ago
    WE CAN MAKE A VIDEOCALLS before you coming to me i am 100% real I am STDS free 01/15/2025 Also I AM A PROFESSIONAL THERAPIST OF OVER 10 YEARS OF PRACTICING I HAVE A VERY NICE CLEAN STUDIO WITH A PROFESSIONAL *** TABLE IN MIAmi BEACH FREE PARKING ALSO MY DICK ITS HARD AND REAL I DONT EVEN USED MAK...
  • ThunderTommie
    Chicago, IL
    Available Now
    Hey guys I’m a hung dominant ts with a very large tool. Looking for a guy that can spoil me!!! Very easy going and looking to provide the most sexy pleasurable session possible ALL PICTURES ARE REAL AND OF ME. I am very upfront call or text for more please details!!
  • TSRachel
    Chicago, IL
    2 hours ago
    Swedish Harmony Proudly Presents ... TS Rachel Smithe! PLEASE ... DO NOT WRITE HERE, as we do not use advertising platforms for correspondence / booking, just our official site's email. We will not bother to read or respond here, only delete them. Based in Chicago, Las Vegas, The Bay Area, The OC...
  • AsianTsRaven
    Chicago, IL
    Available Now
    Hi guys! My name is Raven and I'm a Filipina Transwoman. Dont miss your chance to meet me and make your fantasy into reality! Feed your fantasies and satisfy your senses.
  • Jacinda
    Chicago, IL
    Available Now
    Hi! I'm Jacinda, I'm a Feminine, PRE-OP, All American Ts Girl. I'm Completely Passable. I'm White, 6’0 tall, Blonde, Slim with Curves, 38DD Perky Soft Breast, Round Bubble Butt, Very Smooth Skin, Beautiful long legs, big brown eyes, luscious lips and Pretty Feet. All my photos are recent & I look ex
  • Sexylexiii
    Chicago, IL
    Available Now
    Incomparable & above the REST! My name is Lexi I’m a 22 year old Latina 🇲🇽 & I'm visiting your city for a limited time only‼️ So don’t miss out on a unforgettable experience X- s3xylexiii Snapchat-Aalyah_kano IG- A.kanooo •NO BAIT & SWITCH I, which means I am 100% real & the girl in the photos
  • Transexxxl
    Chicago, IL
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    "" ONLYFANS "" https://onlyfans.com/vanefalcao https://onlyfans.com/vanefalcao 100% real Hello guys, my name is vane very hot girl also clean and neat sexy to make you more horny cute 🍆(20cm) fully functional)🍑🍒 if you
  • SexiestLadyboy
    Chicago, IL
    Available Now
    Now available in Michigan area. TROY Jan 22 - 26 Southfield. Jan 26-29 Chicago/Ohare Jan 29-30 (One Night Only) Manhattan NY Jan 30 - Feb 12 Advance notice is required specially for morning appointments and may require deposit. For photos and...
  • blashay
    Chicago, IL
    Available Now
    Hi guys it's ts Busty Brooke here looking to satisfy. Come enjoy your time with me for some fun. 100% real pics with Factime verification Clean,discreet, & professional NO LAW ENFORECMENT!!! NO WASTED TIME!!!! SERIOUS CLIENTELE ONLY!!!
  • missV
    Chicago, IL
    Available Now
    Brazilian Italian Bombshell I am the real deal, passionate, engaging and entertaining. What you see is what you get, very feminine, fully functional, experienced with first timers and and take what I do very seriously. I do not entertain time wasters, be direct and you will get an answer. I...
  • Krysten
    Chicago, IL
    Available Now
    Beautiful Latin TS Kristen ✨ HELLO GENTLEMEN ! 🌹 My Name is Kristen I'm a Very Passable Latin Gurl 30 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! Cal
  • Tskaylastacks
    Chicago, IL
    Available Now
    My name is KAYLA $TACKS sexy mixed mami I'm very sweet like your girl next door but... I have a side that will drive you wild! Let me calm your nerves after a long day! My skills will have you begging for more. I love to show a true gentleman an experience you will never forget.. I'm also Very Frie...
  • Emily_love
    Chicago, IL
    Available Now
    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)