Estelle Sinclair Chicago Dominatrix & Global Touring

I am a natural-born Alpha, a charming, feminine muse, and a Pro-Domme of over 15 years. I have been championed for my creativity, sensuality, and expertise in BDSM and all things kink. My session style is by design a challenging and tactile gratification of the mind and senses that is always bespoke to your level of experience and your specific kinks. Our time together will set the stage for self-exploration and understanding with no judgments. I am operating independently in the city of Chicago with regularity and include trips to NYC from my home base in South Florida. My intention is to build rapport, trust and respect through extended training, but I’ll never bypass the opportunity to charm and seduce a worthy traveler passing through.

Estelle Sinclair
Estelle Sinclair

My demeanor is cool and easy, but my expectations are high and my confidence unflinching.  You will be put at ease as quickly as you will be put in your place if need be. I will never assume someone’s role before I have the opportunity to connect with them about what motivates their submission. You will never find me playing from anger or raising my voice in session. My role is to guide you to subspace through submission and to set you free. I am located just Northwest of the Chicago Loop. My calendar fills quickly in advance of my scheduled arrival to the city, and I can rarely accommodate same-day appointments. I prefer to schedule with as much notice as possible, however, if I’ve seen you before, please do give me a ring to attempt to coordinate. I cannot ever accept same day requests from new players.

Estelle Sinclair
Estelle Sinclair

I can provide outcall within the Chicago Loop area for a fee with play partners I’ve seen before, or with extensive verification. While my typical session attire is sensible and businesslike and I am always impeccably groomed, I will honor any reasonable wardrobe requests. No experience is necessary to schedule with me. I am happy to see novices in the first stages of exploring their kink. I am open to and interested in exploratory meetings that will help refine your BDSM interests. I’d love to help you discover this part of you!

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FemDom Tours

Chicago – September 2021

Chicago & NYC – June 2021

NYC & Chicago – May 2021