“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 out, “Um…Officer Cooper?”
“What is it, Inmate?” he said as he turned back.
“I was wondering if I could…maybe get some cigarettes?”
He smirked at me.
“Looking to smoke, huh?”
I nodded.
“I’ll see what I can do,” he said. “I hope you’re willing to pay for them, though. One way or another.”
He knew I didn’t smoke. So, he had to know that this was my way of initiating something that would lead to sex between us. I’d been here a bit over a week now and I was growing desperate to be had.
After he walked away, I ate my breakfast and smiled to myself as the fantasy of being fucked in this cell began to occupy my mind once again. My whole body tingled as I hoped today was finally the day that my pussy would be ravaged.
While I waited, trying to be patient, I sat down and wrote a letter to my friend Kim. Kim was the only person, other than my sister, whom I had ever told about this fantasy, and she had admitted to me that the idea was intriguing to her as well. She and I had also once experimented with each other and been intimate and I had found it quite exciting. In my letter, I told her where I was and what I was experiencing with Jeff and I suggested that perhaps she might like to spend a couple of days here as well. I suggested to her that, if she brought me a dildo, it might be considered contraband and that she would ‘get in trouble’ for passing me such an item.
When Jeff returned a while later, I handed him the letter, folded up.
“I was hoping you could mail this to my friend, Kim,” I said. “I understand that you may have to examine mail before it gets sent out.”
This was an invitation for him to read the letter and get an idea of what I was hoping for and try to get him on board in a way that would allow me not to break character.
“You’re learning fast, Kellie,” he said. He put the letter into his pocket and took out a pack of cigarettes.
“You were asking about cigarettes,” he said.
I nodded.
“Well, as I mentioned, things here don’t come free,” he said. He eyed me, looking me up and down. “You either pay with cash or … you find another means of payment.”
I smiled and looked at him through the bars, looking at him flirtatiously.
“Well, I don’t exactly have any cash,” I replied. “But I do have other talents.”
He licked his lips, just slightly, and he grinned.
“Back up away from the bars,” he ordered me and I did as I was told.
He unlocked the cell and entered and he spun me around and pulled my hands behind my back and locked a pair of handcuffs around my wrists.
“Now,” he said as he turned me around to face him, my hands pinned behind me, “I bet you’re thinking ‘wait, isn’t he even going to undress me first?’ But here’s the thing, if I fuck you, you get two things. You get cigarettes and you get an orgasm. The way I see it, you need to learn to give and receive in equal measure.”
He leaned in and kissed my lips.
“If you had wanted to just fuck, you should have just said so. But now, with me getting you these cigarettes, you need to simply blow me and be satisfied.”
I gulped. So he wasn’t going to fuck me? He was going to continue to make me wait.
Still, I nodded. Despite my desire to have my cunt penetrated, the back-and-forth of him making me want it more and more continued to excite me.
“Yes, sir,” I said.
He helped me down to my knees and I rubbed my cheek and my lips against the bulge in his pants. My hands were still pinned behind me by the cuffs so I would need to wait for him to undo his belt and pants. He did so and stood there with his shirt hanging over his briefs. I continued rubbing my lips over his bulge through his briefs, feeling his hardness pressed to my face.