Isabella Sinclaire

“Easy on the eyes, hard on everything else.” This tag line defines the woman who has become an international pillar of the fetish community since 1993. Highly regarded amongst her fans and contemporaries, and having been featured in many areas of the public eye, including television, magazines, lectures, seminars, radio, public events and performances, she remains one of the world’s most sought after Dominas.

Isabella Sinclaire kick started her career while in her early 20’s as a professional dominatrix and fetish model in NYC. Upon realizing her persona was a highly marketable product, she began producing custom videos for those who dreamed of experiencing her sessions in person, but lived too far away. These video productions grew into her company, Ivy Manor Videos with over 60 films in its catalog.

With the Internet in its infancy stages, Isabella was one of the first Dominas with a presence on the web. Using this new technology, she was able to reach distant fans across the globe and offer them a glimpse into her realm. In late 1997, she began hosting a membership-based fan site out of her private dungeon, which she eventually sculpted into The Ivy Manor. That membership website, www.DominationOnLine.com, was fully active for over 14 years until she decided to take it off line. All content produced remains the sole property of Isabella Sinclaire (an extremely large amount of exclusive content, both photos and videos).

Also included in Isabella’s corporate portfolio is the AVN award winning fetish video production company, GwenMedia (www.gwenmedia.com). Isabella helped launch GwenMedia in 2001 with the world-famous Ivy Manor series, written and directed by John Fitzgerald. As the company became more popular, the website grew into its own entity as a latex fetish themed site, featuring many of today’s top fetish models in kinky scenarios. As owner of GwenMedia, Isabella also produced films, adding to the 120+ already in its catalog. While she is not currently producing films nowadays (with the exception of custom training video requests), many of her content can still be found on:

With all of this experience as a foundation, and from her insider’s view into the deepest recesses of people’s minds, both male and female, Isabella Sinclaire has gained an unparalleled knowledge and understanding of those who engage in BD/SM (Bondage, Discipline, Sadomasochism) activities. She remains very much a part of the fetish community and continues to hold lectures and training sessions, both privately and publicly throughout the world.

Safe, sane and consensual play has always been a primary element with Isabella and her clientele. To strengthen these principles in her rising community, and at the request of her clients, she began the Sinclaire Academy in 2008. With this institution, Isabella trained the next generation of women who expresses an interest in becoming a successful, professional dominatrix, upholding the same values that helped Isabella rise to the top. 

Isabella also teaches couples and group classes and holds public and private lectures upon request. Should this be of interest, you can get in touch with her through her Contact page.

Find her videos on

Experience

Lifestyle and Professional Dominatrix; Los Angeles/Boston/New York/Worldwide – 1993 – Present
Role-play fulfillment involving fetish and fantasy scenarios. Self-taught, highly intelligent, articulate, naturally aggressive and domineering…..of course. Sessions are conducted by advanced booking and polite inquiry. Travel is available. See Sessions page for more information and Contact Her page for further instructions.

Owner, GwenMedia / GwenMedia.com; Los Angeles, CA – 2000 to Present
Writing, directing and producing original video recordings involving fetish and fantasy related scenarios. Develop relationship with international distribution company allowing worldwide product availability.

Owner, Ivy Manor Videos; Los Angeles, CA – 1998 to Present
Writing, directing and producing original video recordings involving fetish and fantasy related scenarios. Develop and maintain in-house distribution.

Owner, IsabellaSinclaire.com; Los Angeles, CA – 1997 to Present
First in the fetish community to successfully design and maintain a membership website. Offering members weekly updates of fetish related photography and video.

Owner, Ivy Manor; Los Angeles, CA – 1996 to 2020
Develop and maintain private establishment offering rental facilities for other industry performers. Role-play fulfillment involving fetish and fantasy scenarios and live streaming broadcast now archived and available on select platforms like OnlyFans and LoyalFans.

Professional Dominatrix, Nutcracker Suite; New York, NY – 1993 to 1996
Role-play fulfillment involving fetish and fantasy scenarios…

Notable Appearances

  • Look Down There with Michelle L’amour: Episode 14: Kinky with Isabella Sinclaire – March 2021
  • Candy Girl Podcast – Candy Crown September 2020
  • Joe and Josh’s “We Went To A Dominatrix” – Spring 2019
  • Ellistronics Podcast with Jason Ellis and Michael Tully – 2017
  • Wonderful Pistachio- Get Crackin’ International Commercial Campaign Fall 2009-present
  • “Without Notes” with Isabella Sinclaire, 2017 
  • KABC’s McIntrye in the Morning radio show – Spring 2015
  • Podcast – Ari Shaffir’s Skeptic Tank #205: Bound (with Mistress Isabella) -Spring 2015
  • Podcast – Bert Kreischer’s BertCast #95 Mistress Isabella and ME -Fall 2014
  • The Bob and Tom Show – Spring 2015
  • Crowdfunded Pilot – Dominion Street (avail on Vimeo)
  • Spike TV’s “1000 Ways To Die” Spring 2009
  • Music Video for “Carbon 9” featuring Isabella Sinclaire and Brian Austin Green Summer 2009
  • Spike TV’s “Manswers” Fall 2008
  • HBO’s Pornicopia Fall 2008
  • Key Lecturer at UCLA’s Department of Psychology Human Sexuality Seminar’s 2004-2006
  • Fox News expose on the profession of roleplay 2002.
  • HBO: Featured in various documentaries since the early nineties including Sex Bytes, Real Sex, etc.
  • Dr. Susan Block Show: Featured as special guest in spring 2003.
  • Sexcetera: Featured on over four different episodes.
  • Wild on Jamaica: E Entertainment caught Isabella vacationing in Jamaica for a fetish event.
  • Naked NY with Bob Berkowitz: Special guest in spring 2000.
  • Documentaries: Isabella has been interviewed for more than a dozen independent documentaries for the U.S., Europe and Japan. Most have aired and they occasionally pop up on television here and there.