Testing the Submissive(3)

By: Al Daltrey

“$5,000 Sir? Wow, that’s a lot.”

“Your cut is $3,500, and you’ll earn every penny.”

So it was set. My first paid gig was arranged. We agreed that after the session, in fact after every session, that I would return to see Lewis so he would examine my body to ensure none of the marks will leave a scar, as well as conduct a post-assignment interview.


Two and a half weeks later, eight days after the whipping…

Yet again I stood before Lewis answering his questions. I felt a bit like an ex-con visiting her parole officer. These interviews were for my own good, of course, to ensure Lewis wasn’t pushing me too far, too fast. But I couldn’t help but deem he was enjoying the process.

“How did you feel the week before the whipping?”

At first I tried to get away with giving a vague answer, but he was having none of that. Lewis was highly intelligent, and very intuitive – and I realized in that moment that fooling him would never work. He demanded my full and unfiltered honesty. And he made it very clear that if I wasn’t willing to trust him, disclosing my inner-most feelings, our relationship as pimp/whore was doomed to fail.

He repeated the question: “How did you feel the week before the whipping?”

“I was on edge all week. I was nervous. At times I was certain I’d back out. In moments of weakness I worried I wouldn’t have the courage to go through with it. Then, a few minutes later, I’d be wildly excited by the prospect of being whipped.”

“How did your pussy react, during this emotional roller coaster?”

“I was highly aroused. My pussy was almost always wet. I would masturbate, at the mere thought of what was going to happen, which brought some relief. Then, five or six hours later, I was horny again – and could barely keep my fingers away from my clit.”

“You were masturbating at the anticipation of being whipped?”

“Yes. Yes, Sir. I would. I would cum, just thinking that this woman I had yet to meet would soon be whipping my body.”

Lewis smiled. He tried to hide it. But I noticed his eyes smiling. He was pleased. My answers were music to his ears. But I also knew that, as I disclosed more about my masochistic nature, I was basically giving Lewis a green light to push my limits further.

“Tell me then, what happened on your date with Ms. Donovan?”

I told Lewis about how my first few hours with the woman were not at all what I expected. She arranged to have me picked up by limousine, and we went shopping. Shopping! She was quite delightful, very polite and respectful toward me, and extremely generous. She took me to the most exclusive shops in the city and we picked out a beautiful and very sexy little number. For me, no less. Next, we enjoyed lunch at a high-end Asian fusion restaurant downtown. It was in the limousine on the way back to her condo that she finally started to flirt with me, and touch me.

“Why do you think she spent a few hours with you, shopping and lunching?”

“I assume she was sizing me up, Sir?”

Lewis explained that it wasn’t so much that she was sizing me up, as she was building up anticipation. It was foreplay for her. I blushed when Lewis informed me that Ms. Donovan had told him that she in point of fact developed a little crush on me in those few hours together, which made whipping me all the more pleasurable.

“What happened when you got inside her condo?”

“At first, Ms. Donovan was as sweet as anything. She opened a bottle of wine, and midway through her first glass, she started to slowly remove my clothing. Once nude, she led me toward her den. The room appeared to be a reading space, but when she removed a hanging plant, a mobile, and a few other things I realized it quickly and easily transformed into a make-shift punishment room. I was adorned with lengthy ankle and wrist cuffs that easily fastened to the strategically placed eye-hooks in the ceiling and floor. She patiently adjusted the straps until I was pulled taunt, my arms and legs stretched wide apart.”

“Were you afraid, or excited, or how were you feeling in that moment?”

“I was uneasy. Like the calm before a storm. I noticed it in my breathing, short shallow breaths, so I had to consciously remind myself to breathe properly. I was nervous, and yet – yes, I was aroused too.”