Page 45 of Payback
“Ever been fucked there?” he asked darkly, his finger pushing in and then pulling back slightly before attempting once more. I felt the tip penetrate me, and I clenched down involuntarily.
“Well?” he demanded.
“Fuck, just not there,” I begged, his fingers penetrating deeper. It wasn’t painful, but it was a disconcertingly unfamiliar intrusion.
"Answer," he demanded as he began fucking the dark hole with his finger, creating strange sensations within me.
“Will you stop if I answer?” I gasped, struggling to manage the unfamiliar sensations he was evoking within me. Was it repulsion or was it something else? Something more delectable?
“A slave doesn’t bargain.”
“Fine! No! I’ve tried a few times, and it fucking hurts. Please, just stop,” I implored.
“Does this hurt?” he asked, continuing the motion with his finger.
I bit my lip, hesitant to answer. I didn’t want to give him the satisfaction of believing I might actually enjoy it. However, when a second finger attempted to join the first, I realized it was an unspoken threat that he’d push me further if I remained silent.
“No!” I cried out.
“Then the others you attempted it with must not have worked you up very well,” he jeered, displaying his ability to belittle my previous partners. He was painting himself as a sex god, someone who knew exactly how to pleasure a woman. I couldn’t deny that he had ignited powerful sensations in me, but admitting it provided him with more ammunition. Despite neither of us harboring any genuine fondness for the other, his act of demeaning my past partners just to elevate himself was a direct insult. It insinuated that my taste in partners was awful.
“I’ve answered, can we end this game now?” I whispered, my body trembling, slowly growing accustomed to the rhythmic motion of his finger. How was I even finding a hint of pleasure in this situation? I usually steered clear of anything related to anal play, remembering the discomfort and pain from past attempts, which left me feeling torn apart. No one had managed to penetrate me much. Relaxing enough had always been a challenge. Yet now, against my expectations, I was gradually growing accustomed to the sensation.
“No, the game has only just started,” he declared, pushing his finger in entirely, prompting me to gasp at the unfamiliar sensation. “I’m going to claim this last virgin territory of yours.”
“What?” I looked back at him in disbelief. The thought of him wanting to fuck my ass was beyond my comprehension. I could barely handle his finger, and now he was casually discussing the prospect of inserting his entire cock into me. He had to be completely unhinged.
“The expression on your face is absolutely priceless,” he remarked with amusement.
“Your cock takes up enough space inside my pussy. Do you genuinely believe you will get inside my ass?” I retorted.
“With enough preparation, yes,” he leaned in closer, his voice dripping with confidence.
“Preparation?”
“Did you really think it would happen now?”
“Why not? It’s not like I can decline,” I muttered.
“You’re right, but Alison, your anger is so easily roused. Imagine if I made you orgasm with my cock in your ass. What if you found pleasure in it?”
I swallowed hard. What if I did? The thought of Jared not just being the first to breach that barrier was troubling enough, but what if he managed to coax pleasure from such an act as well? It would be an unforgettable memory, a reminder that he had made me enjoy something I believed I could only detest—a boundary I never thought I’d cross.
“It’s much more entertaining to make you loathe how much you enjoy what I do to you,” he chuckled darkly. “Your ass will be mine, but only after I’ve prepared it properly.”
Chapter 24
-Alison-
Jared withdrew his finger, then went to clean up. I continued to lean my head against the cool marble, hoping its coldness might wake me from this horrifying nightmare. But there was no escape from the situation. Jared approached me, gripping my arm and guiding me to stand. He led me back to the blue room, instructing me to bend over the bed.
“Didn’t you just fuck me downstairs?” I asked, bewildered.
“I did, and it’s still dripping out of you,” he stated with pride.
“Can I clean up?”
“No,” he replied, a smile playing on his lips. “Now go do as I say.”
