Recap of Part I – The star quarterback of our high football team seduced me and talked me into masturbating for him. Then while naked and masturbating for him, I allow him to live stream me to his teammates and the bitch cheerleaders that came up with the plan. His name was Tyson, a handsome, tall, and muscular black athlete with a big cock. Through that experience, we became friends but never dated except for him asking...

“I think now’s a good time to take a break,” announced Chrissie. My tongue certainly needed some respite. I was released from my shackles and allowed to get up, with some assistance, as I had been in the same position for goodness knows how long. Helen and Nicola took an arm each, and raised me, like Dracula raising his latest conquest from her deathbed. I looked at the clock in the hall as I walked unsteadily to the bath...

Nadia's question, asked so earnestly, almost made me laugh. Of course, I trusted her. To an extent. Tonight, I'd allowed her to handcuff me to the metal spindles of her bed's headboard. That I was completely naked when she did so only served to make me feel more vulnerable. In the candlelight, I also felt strangely free, like I'd left my identity just outside her apartment door. I'd never been into bondage, not even withi...

I sighed again. The initiation continued. I was desperate to rub myself to climax, as the wooden dildos worked inside me, the one only partly inside, revolving around the other, fully in me, stretching my cunnie in a circular motion. “This is torture,” I groaned. Looking to Chrissie. I pleaded, “rub me off Chrissie - please.” “Sorry teen slut,” she replied, “we have to torture you, it’s your initiation. “Each girl has it...

“Are you hanging in there,” Kim asked me, sitting on a chair outside my cell as she paid me a visit. Still playing along with the game, but knowing what was coming. “I’m doing fine,” I replied. She looked around. “I brought you something,” she said. She reached behind her and from tucked inside the back of her skirt, she pulled out a vibrator. She handed it to me through the bars. “This is what you asked for in your lette...

Before Jeff and I had started this adventure, we both knew, even if we hadn’t said it out loud, that sooner or later, there would almost certainly be some breaking of character. At day and at night, for the majority of the time, we could fantasize and pretend all we wanted that I was really in jail, and I might even be able to convince myself of it in my own mind. But sooner or later, when we had sex, we were going to be...

“Thank you, Officer Cooper,” I said as Jeff passed me my morning breakfast tray through the bars, a tray with a plate of eggs, orange juice, a piece of toast, and a bowl of oatmeal. He nodded and I sat down on my cot and ate with the plastic utensils which I was provided with. Jeff really had worked out as much as he could to make this as realistic as possible for me. For us. As he started to walk away, I nervously called...

I woke up on my third day/second morning in my cell to Jeff loudly clanging a nightstick against the bars of the cell. He was still (or, at least, again) dressed in his police uniform. “On your feet, Inmate,” he called sternly. With a slight flutter in my stomach and suppressing a smile from my lips as I was still growing used to the little game we were playing, I stood up. But he saw that slight smile. “Something funny,...

The village looked pretty vacant as Jeff drove up what was, or at least what seemed to have used to have been, the main road. He hadn’t told me where we were going, only that he had a surprise for me. “The county took over this small village police department about six years ago or so,” he remarked as we drove. “Then about a year and a half ago, this village department ceased operating altogether and everything was moved...