Whore & Tell with Leila Wood

It was an impromptu job offer, initially a service submissive looking to give me a simple foot massage. I had bent my limits, as he didn’t want to go through my usual screening process, but I was backpacking and needed the money. So, I accepted his invitation to meet for a drink first and see how the vibe felt.

As soon as I saw him, I sensed it would be a good experience. He had a soft demeanor and communicated openly, clearly prioritizing my comfort and safety. We settled into an easy conversation, talking about our interests and what brought us to BDSM.

He mentioned his love for service and CBT (cock and ball torture), which is the dominant act of delivering pain through the testicles. Apparently, my face lit up. The idea hadn’t crossed my mind before, but the possibility of having someone who enjoyed it and was willing to guide me through it made me very excited.

I love when my job organically brings opportunities for a knowledge exchange between me and the client. It’s incredibly rewarding to create a connection that feels genuine and meaningful.

I particularly love how BDSM sessions transform our time together into a space for exchange, improvisation, and play. The dialogue we share beforehand lays the groundwork for trust and understanding, allowing us to explore desires and fantasies in a safe environment. In these moments, we step outside of a typical interaction and allow creativity and spontaneity to thrive. My artistic side absolutely cherishes this.

I love when my job organically brings opportunities for a knowledge exchange between me and the client.

The more we talked, the more relaxed I felt. So we headed to his hotel room. After he had been a good service sub by washing my hair and massaging my feet, we went into a bit of dog play before finally circling back to ballbusting which is one act under the umbrella of CBT.

We took it very easy to start off with. First, he lay on his back, legs around me so that he couldn’t close them. I started softly slapping his testicles with one hand while he gave me a number between one and ten to measure the pain. We then shifted organically through different positions.

I fully discovered my sadistic side during that session. There was a poetic beauty in finding the perfect strength in my kick — just enough to make him buckle over while still allowing him to kiss my knee and ask for more.

I realized that I usually have a lot of empathy for any other type of pain, as I have experienced it firsthand myself in my personal life. However, in this case, my mirror neurons weren’t registering the type of pain my client was in, which made it all the more intriguing.

The sweet taste of power was undeniably exciting, but the most thrilling aspect was controlling it and keeping everything balanced while ensuring my submissive was having the best experience possible.

The dialogue we share beforehand lays the groundwork for trust and understanding...

By the end of the session, we had both explored new things in ways I hadn’t anticipated. After such an intense experience, we took some time to reflect together. As we cuddled on the bed, the atmosphere shifted from the highs of the session to a comforting calm.

We poured ourselves some wine as we shared our thoughts. For me, aftercare is non-negotiable. It’s essential to create a safe space where we can both reconnect and process the experience. I love being able to nurture that bond, ensuring he felt valued and cared for after our play. This time together was just as important as the session itself and it allowed us to then part ways both happy and content.

That was the first time I had engaged in BDSM through my escort persona. Having explored it in various ways in my personal life, this experience opened a new door to plunge into things I wouldn’t have with previous partners. I found myself asking questions that hadn’t come up in my regular GFE (girlfriend experience) role. What role does money play in facilitating the open exploration of fantasies that might otherwise feel taboo, thereby helping to heal from stigma and shame? Can the structured nature of a financial transaction help individuals feel safer in exploring their kinks or fetishes? How can the financial aspect of a relationship transform the experience of power dynamics? What is our responsibility as providers in these contexts?

Embracing the role of Mistress Wood has been a transformative experience for me. It has allowed me to explore new dimensions of power dynamics and creativity. Each time, I am deeply touched by the trust and vulnerability my clients display. I look forward to continuing to embody this persona, as it opens up an important door for me: the potential for creating a safer space and healing through sex work. This role encourages me to continuously reflect and ask myself questions about responsibility, care, and the nature of desire.

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