Chicago Mistress Simone – 10.2025

“All of my men are locked in chastity.”

Chicago Mistress Simone is a legendary international Dominatrix, educator, author, and podcaster. We dive into her 30+ years of BDSM mastery, sci-fi sadism, sissification, running two dungeons, and the art—and romance—of control.

“I love perverting vanilla things.”

“I feed slaves things that they hate.”

“If it is safe, I’m going to stick something in the d!ckhole.”

“Bitch does not equal dominant.”

“Don’t move into a place where they don’t know what you do.”

  

I am Mistress Simone AKA Chicagomistress, an internationally known PROFESSIONAL DOMINATRIX

My journey and career is well documented online.I have been a professional Dominatrix for 32 years.

My main kink is control. I love controlling you in many ways but particularly physically. I am known for my bondage, caning and medical play,particularly needles.

Saint Louis AND Chicago based.I travel regularly between the 2 cities.

My sessions can range from a playful spanking to an intense psychological mindtrip.
I do enjoy a more ritualistic, spiritual session where there is an intimate energy exchange between myself and the person I am playing with. Even in my professional play, I expect honest and open communication between myself and the sub. All levels of lifestyle experience are welcome to see me. Open to all persons – genders,sexualities, ethnicities and differently abled souls.

Fetishes I particularly enjoy are:
Immersive Encasement
Medical fetish play
Mummification
Sensory Deprivation
Cleansing enemas
Spanking/Discipline
Corporal Impact
Slave training
Leather/latex bondage
Suspension
Breath play
Orgasm denial/control
Sissification/feminization
Caning
Chastity
Tease & Denial
Boot & Foot Worship

EDUCATOR

As a national educator and community activist, I seek to assist our community by helping educate where I can. I have presented classes at countless events and groups over the last 25 years. Some are Beyond Vanilla, Vicious Valentine, SMARTfest, MIR 2024

While I enjoy teaching on a wide array of topics, my specialties are Female dominance, medical play, corporal punishment/spanking, caning, foot worship , CBT and puppy play.

You may also view my educational clips at Kink Academy educator link here or on one of my other sites to support my clips:
Kink Academy/Miss Simone

I am the author of “The Toybag Guide to Chastity” available from Amazon :
Toybag Guide to Chastity

My podcast based on female dominance can be found on my website
https://chicago-mistress.com/podcast/

I am a 2x International Leather titleholder:
International Puppy trainer 2004
First Ms. Illinois Leather Pride 2008
Great Lakes Ms Leather Pride 2008
Ms. Great Lake Olympus 2009
International Ms. Olympus 2009

Judge :
MIR(MR/Ms/MX International rubber 2024
ABW 2010
ILSB 2016
Intl Mr Olympus Leather 2015
International Olympus 2010

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