This is a brief recap of some fun that was had a couple months ago in Boston, with a sub I have developed a deep connection with. This toy had previously served different Mistresses, and upon our first meeting everything instantly clicked. My how far we have come! Thank you for everything, My dear Boston J. I can’t wait to continue further and deeper down this path. Chemistry is such a beautiful thing.
Without further ado, as told by my dear sub, slut, toy, J:
While I wasn’t scheduled to see Miss Victoria until the evening, the process of preparing began much earlier. I could feel the nerves start at the beginning of the day, and the anticipation building as each hour dragged along. The chastity device I had locked into place seemed to grow tighter as the day passed. For a final touch, a butt plug was added mid-afternoon so that my ‘pussy’ would be nicely stretched out. While I have used these toys before, I had never shown up to a session already locked and plugged.
Finally, the time to meet arrived. Feeling nervous and jumpy, I was led into her room and ordered to get rid of my clothes. I confessed my nerves, which she appreciated knowing as we began. Still, she immediately investigated my chastity device, wondering how my clitty was doing after being locked up.
The next half hour was a delicious descent into femininity. All my male clothing was set aside, and I was gradually dressed and made up to be Miss Victoria’s slut. A pink satin corset trimmed with black lace. Sheer black stockings clipped onto the matching garter. Black ruffle panties framed my ass. Four inch heels added to my feet. Foundation and blush, eyeliner and mascara, bright red lipstick too. A wig to top it off in a cute bob cut. The final item – breast forms to fill out that corset and add some cleavage.
Miss Victoria hooked a chain to my chastity device and led me to the mirror to see for myself – I was now her transformed slut, ready to serve her in the way she saw fit. Ordered to my knees, a blindfold was added, and I had to wait for what came next. A few jingling sounds kept my mind racing until the surprise was pushing into my mouth. Miss Victoria told me she would face-fuck me hard, just the way she wanted. Indeed, she had me gulping down her cock until I felt the balls slapping against my painted lips.
Next, it was time for some fun and games. Miss Victoria presented me with five small pieces of paper, numbered one through five, each with their own activity lying in wait on the other side. “Number four” I said with some trepidation. “200 spankings” Miss Victoria read, with some glee in her voice. I was quickly put over her knee, and told to count. Knowing this would push me though, she dealt them out in batches, allowing me to catch my breath when the pain began to build.
I was never put in bondage once the entire evening, and yet Miss Victoria’s hold on me may be stronger than any ropes or cuffs around. As I lay there for a few minutes coming back to my senses, I knew: this is where I belonged. And I also knew: I would be back again…