Illustration of various sex workers embracing

Home of the independent escort

Listing thousands of independent adult entertainers. Escorts, BDSM, kink, video, massage and much more.

Chicago escorts

Listing 908 profiles, page 16 of 38
Photo of Sarah Milana
Escort 31$1,000

Sarah Milana

Verified High-end

Jun 28 – Jul 19: Chicago, IL, US

Clearwater, FL, US

Available

OVERNIGHT PROMO VALID FOR JUNE!! My pics a...

Photo of Kennedy Kash
Massage 4$350

Kennedy Kash

VIP Custom Sensual Massage

Jun 15–19: New York, NY, US

Chicago, IL, US

Today

Kennedy K – Private Bodywork Specialist ...

Photo of Amanda Brazilian
Escort 13$500

Amanda Brazilian

I love to be on top!

Jun 13–30: Chicago, IL, US

Chicago, IL, US

Today

Caring, Loving, and Hot what more do you ne...

Photo of London
Escort 10$500

London

💞Perfect Seductive Companion💞

Jun 6–9: Charlotte, NC, US

Chicago, IL, US

Today

With smooth honey skin that’s soft to the t...

Photo of Gisele Jolie
Escort 3$600

Gisele Jolie

Flirty & Sweet in DC

Jun 11–13: Chicago, IL, US

Washington DC, DC, US

Available

Discretion, comfort, and authenticity are a...

Photo of Parker
Escort 15$700

Parker

Barbie as a naughty scholar

Jun 17–19: Chicago, IL, US

Los Angeles, CA, US

Available

** LOS ANGELES -- take advantage of a speci...

Photo of Mistress Mila Cova
BDSM 12$600

Mistress Mila Cova

Sensual Sadist

Chicago, IL, US

This Month

Mistress Mila Cova (also known as Mistress ...

Photo of Lily Winters
Massage 7$400

Lily Winters

Professional tease

Chicago, IL, US

This Month

Hi, I'm Lily! I'm a sweet Southern blonde ...

Photo of Elizabeth Garnier
Escort 10$800

Elizabeth Garnier

Natural Elegant Beauty

Jun 2–4: New York, NY, US

Chicago, IL, US

Yesterday

Newsflash! I'm retiring in 2025. no new cli...

Photo of lola baby
Escort 35$400

lola baby

Exotic Ebony Pleasure✨

Jun 7–9: Chicago, IL, US

Baltimore, MD, US

Today

Exotic Ebony pleasures ✨What do you desire?...

Photo of Jasmine Cataleya
Escort 16$700

Jasmine Cataleya

Experience Jas!

Jun 19–23: Chicago, IL, US

Nashua, NH, US

Available

Experience Jasmine Cataleya - Itll be my ab...

Photo of Rebekka
Escort 20$1,000

Rebekka

Being hot is my full-time job

Jun 4–5: Chicago, IL, US

Atlanta, GA, US

Today

I want to start with a simple Hi, and nice ...

Photo of Mia Sinclair
Escort 3$500

Mia Sinclair

A rainbow in some1 else's clou

Chicago, IL, US

Hey there I am the sweetest, sexiest and m...

Photo of Luxx
Escort 7$450

Luxx

Luxx, Your Sweet Escape!

May 30 – Jun 5: Tinley Park, IL, US

Chicago, IL, US

Available

Hello Gentlemen! Thanks for taking the time...

Photo of Adelyn Moore
Escort 33$4,000

Adelyn Moore

Overeducated and Underdressed

Jun 15–17: Miami, FL, US

Chicago, IL, US

Today

bayesian in love, if it's meant to be, it w...

Photo of Elsa Jean
Escort 13$500

Elsa Jean

Cold princess

Jun 8–10: Chicago, IL, US

Central New Jersey, NJ, US

Available

Welcome to my world of indulgence and seduc...

Photo of Roxy Rae
Escort 10$1,000

Roxy Rae

Brainy, feisty, and elegant

Jun 11–13: Chicago, IL, US

New York, NY, US

Today

I am all about the mind. Yours, mine, and o...

Photo of Miss Skyler Nicole
Escort 20$800

Miss Skyler Nicole

Natural Ebony Bombshell

Jun 11–14: Chicago, IL, US

Orlando, FL, US

This Week

The FASTEST & EASIEST way to book me is thr...

Photo of Lexxi Lovelace
Escort 12$1,000

Lexxi Lovelace

European Latina

Jun 14–23: Chicago, IL, US

Scottsdale, AZ, US

Today

Hi there, I’m Lexxi :) I’m sure you’re he...

Photo of Tiffany Madison
Escort 40$1,500

Tiffany Madison

Published Model & Harvard Grad

Jun 20: Chicago, IL, US

New York, NY, US

Today

Step into a world of unparalleled service w...

Photo of Victoria Banks
Escort 26$850

Victoria Banks

British Bombshell

Jun 17–18: Chicago, IL, US

West Palm Beach, FL, US

Available

Hello Hun, It seems that I have caught y...

Photo of Vivica Vixen
Escort 13$700

Vivica Vixen

Vivacious Vy

Jun 26: Chicago, IL, US

Cincinnati, OH, US

Available

TER: 346839 P411: P364593 Enter the w...

Photo of Samira
Massage 33$250

Samira

B2B Massage w/ Bombshell Babe

Jun 1–7: San Diego, CA, US

Chicago, IL, US

Yesterday

You've been dreaming about these hands rela...

Photo of Arianna
Escort 10

Arianna

Let me love you baby

Jun 4–5: Long Island, NY, US

Chicago, IL, US

Today

Hi!!! My name is Arianna! And nothing gives...

Find just what you're looking for on Tryst

By Gender

By Category

By Country