Ethnicity

Language

Hair Color

Eye Color

Services

Payment Options


Only advertisers who voluntarily selected specific options will display in your results.
Escorts: Post

31 Chicago Shemale Escorts

  • Chat with Hot Trans Models Now! They're ready to go... are you?

    Chat with Hot Trans Models Now! They're ready to go... are you?


  • Latina TS  Ready for You Now  Call me 7739517386 ☎️ only serious

    Mariana TS

    Latina TS Ready for You Now Call me 7739517386 ☎️ only serious

    25 years old, Hispanic, Black Hair, Black Eyes, Pornstar,
  • Sandyts

    Longsexylegsts

    Incall - $ 200

    Sandyts

    32 years old, Hispanic, Dark Brown Hair, Hazel Eyes,
    Uptown
  • Puerto Rican Goddess

    TS Krissy

    Incall - $ 200
    Outcall - $ 300

    Puerto Rican Goddess

    24 years old,
    Downtown
  • Whatever Goes ✨  Princess Dream  Call now  The Best  Of The Best

    Dream

    Whatever Goes ✨ Princess Dream Call now The Best Of The Best

    22 years old, Black, Black Hair, Brown Eyes,
    103rd Near Halsted
  • outcalls only

    VANIA

    outcalls only

    22 years old, Blonde Hair,
    CHICAGO
  • Sexy Hot Fully Functional 10 inch Lady Stick ☺️‼️

    TS Licia

    Incall - $ 200
    Outcall - $ 400

    Sexy Hot Fully Functional 10 inch Lady Stick ☺️‼️

    22 years old, Black,
    Downtown
  • Take a dream to heaven

    DREAM

    Take a dream to heaven

    23 years old, Hispanic, Brown Eyes,
    Evergreen park
  • Your ultimate Shemale Provider

    Lola Coxx

    Your ultimate Shemale Provider

    25 years old, Light Brown Hair, Brown Eyes,
    Oak Lawn(S Kedzie Ave
  • Sex and the city Available now

    Ts Alexandra mistress

    Sex and the city Available now

    22 years old, Black Hair, Brown Eyes,
    Evergreen park oak Lawn
  • FUCK ME DADDY !!!!!

    TS Natalia

    FUCK ME DADDY !!!!!

    22 years old, Black Hair, Brown Eyes,
    Evergreen parkoak Lawn
  • Different massage by a TS. Trans .tranny

    Karla

    Incall - $ 130

    Different massage by a TS. Trans .tranny

    35 years old, Hispanic, Black Hair, Hazel Eyes,
    Northwest sub
  • Mistress Morgan IM. BACK

    Morgan

    Mistress Morgan IM. BACK

    25 years old, White, Blonde Hair, Brown Eyes,
  • Hot and Ready For You!!

    Cristal Spears

    Incall - $ 150
    Outcall - $ 250

    Hot and Ready For You!!

    24 years old, Hispanic, Blonde Hair, Hazel Eyes,
    Ohare Airport
  • Is it me your looking for?

    Annabelle

    Is it me your looking for?

    24 years old, White,
  • You’ve had the rest now come and try the best

    India baddie

    Outcall - $ 300

    You’ve had the rest now come and try the best

    24 years old, Dark Brown Hair, Brown Eyes, Pornstar,
    Downtown
  • There’s only one me

    Ts Leah

    Incall - $ 400
    Outcall - $ 400

    There’s only one me

    25 years old, Black, Black Hair, Brown Eyes,
    Chicago
  •  ⎷⎛⎷⎛❤️❤️ Come Enjoy with No Worries ❤️❤️⎷⎛⎷⎛

    Nikki

    ⎷⎛⎷⎛❤️❤️ Come Enjoy with No Worries ❤️❤️⎷⎛⎷⎛

    22 years old, Black,
    Nwisouth suburbs
  • HungLikeHorse

    Ny'Asia Lynnette

    Incall - $ 250
    Outcall - $ 400

    HungLikeHorse

    23 years old, Black, Brown Eyes,
    Off Lyndale Bloomington South
  • Put Yada on your Body

    TS Yada Baby

    Incall - $ 200

    Put Yada on your Body

    24 years old, Black, Black Hair, Brown Eyes,
    6700 Jeffery Blvd
  • ` ` ` Beauty & THE 11IN BEAST【№➊ Top Shemale】TOOL BIGGËR THÄN H€RS⇧

    ELITEGWEN

    Incall - $ 300
    Outcall - $ 300

    ` ` ` Beauty & THE 11IN BEAST【№➊ Top Shemale】TOOL BIGGËR THÄN H€RS⇧

    24 years old, Black Hair, Brown Eyes,
    Downtown Outs
  • I FaceTime for proof

    Ts peanut

    Incall - $ 150
    Outcall - $ 220

    I FaceTime for proof

    23 years old, Black, Dark Brown Hair, Brown Eyes, Visiting
    Airport
  • CumHungryImLoaded

    Rose

    Incall - $ 200

    CumHungryImLoaded

    23 years old, Black Hair, Brown Eyes,
    Blue island South Suburbs
  • cuⓂ️ taste my lodsuper hung ffthe girl next doorcuⓂ sneak

    TS Natasha Long

    Incall - $ 200
    Outcall - $ 300

    cuⓂ️ taste my lodsuper hung ffthe girl next doorcuⓂ sneak

    23 years old, Visiting
    Downtown
  • Mss Yum Yumm Come Get Some

    Mss Yum Yumm

    Mss Yum Yumm Come Get Some

    24 years old, Brown Eyes,
  • Sexy TS Mia..10”Hung Ladystick❗️

    Mia Hung

    Sexy TS Mia..10”Hung Ladystick❗️

    24 years old, Dark Brown Hair, Brown Eyes,
    South Suburbs
  • Wait No More The Best Is Here

    T.s Aaliyah- Westside

    Wait No More The Best Is Here

    23 years old, Black Hair, Brown Eyes,
    Westside
  • Ten Inch Monster TS cock

    TS Brooke

    Incall - $ 200
    Outcall - $ 300

    Ten Inch Monster TS cock

    25 years old, Black,
    Airport
  • BEAUTIFUL TRANS JENNY LIVE IN OHARE, CHICAGO

    TSJENNNY

    Incall - $ 300
    Outcall - $ 500

    BEAUTIFUL TRANS JENNY LIVE IN OHARE, CHICAGO

    25 years old, Asian, Dark Brown Hair, Brown Eyes, Visiting
    Rosemont Ohare
  • Florence

    MonikaTs

    Incall - $ 250

    Florence

    29 years old, Hispanic, Light Brown Hair, Brown Eyes,
    Western Ave and 42st