July 6, 2017

Good evening my lovelies.

I've had a number of requests recently for my forced feminization sessions, but light on the humiliation and pain aspects. As a Dominatrix, you wonder about inquiries like this. Why are you contacting a Domme if you don't want pain or humiliati...

June 23, 2017

This post is a bit of a stream of consciousness, so it might be disjointed, but I feel the topics I cover are related. I'm going to talk about sex worker rights, trans rights and politics, so I'm sorry boys, this isn't jack off material. I am, however, still working on...

June 7, 2017

Hello sinners and perverts! I just wanted to check in and share some thoughts. This post will mostly be about my experiences with sex work, but I promise my perverts that I have a very juicy piece of forced feminization erotica I'm working on featuring Me. I started it...

May 26, 2017

Since I started offering professional fetish services, there's been pressure on me to change the way I present myself to the world. "Hailey Heartless the sex positive BDSM kinkster who values consent and transformative justice," doesn't really sell well to the type of...

May 20, 2017

I talk openly on my blog and social media about being a pro Domme in terms of it being sex work. This is something that not many pro Dommes do because it can cost you clients. Clients don't like to think of us in terms of sex workers, they like to think of us as badass...

May 17, 2017

"Confront the dark parts of yourself, and work to banish them with illumination and forgiveness. Your willingness to wrestle with your demons will cause your angels to sing."

-August Wilson

I've blogged before about how I enjoy fulfilling fantasies and tailoring experien...

May 3, 2017

A young man recently approached me and told me that he wanted to find a transsexual girlfriend. He said that he thought our bodies were beautiful, and asked where he could meet trans women. I told him, "have you tried the TS Escorts section of Backpage?" He scoffed, "I...

April 30, 2017

I've often described myself as a "service Top." People inside the community usually know what that means, but I imagine to kinksters who are disconnected from the community the term can be confusing.

When kinksters think of service, we immediately think of service orien...

April 28, 2017

A funny thing happened on my way home from the dungeon this week. I had stopped for some wine on the way home, and the clerk took a look at my lace dress, leather spiked collar, and outcall bag, and said, "wow, I love your look! All leather and lace." I replied, "yeah,...

April 24, 2017

I recently had it suggested to me that I make a blog post regarding my personal safer sex protocols. I haven't really known how to tackle this, because as a kinkster and sex enthusiast I'm totally comfortable talking about safer sex. In fact, I've never had a personal...

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