The fact that on top of the eight thousand euros he had already given me I had just earned a hundred thousand more—as an alert that had popped up in the mirror had just informed me—didn’t seem to have any effect on my roiling emotions. The reason I found myself moving toward the bed, my steps slow but inexorable, drawn by something I couldn’t name or resist, didn’t seem to have anything to do with money.
I handed Pierre the plug and lubricant, unable to meet his eyes as our fingers brushed. Then, with my heart hammering against my ribs, I turned and climbed onto the bed. I positioned myself as instructed, straddling his thighs, my back to him, my punished bottom presented for his use. In this position, with my face toward the foot of the bed, I couldn’t see what he was doing, could only anticipate his touch.
“Audrey,” he said, his voice low and dangerous, “I told you to look at me.”
A thrill of fear traveled up my spine, but the worst part was how my hips jerked with unmistakable need as I awkwardly obeyed, meeting my sponsor’s cool gaze.
“Now lift your nightgown,” Pierre commanded, his voice husky with desire. “Show me your pretty whipped ass.”
My fingers shook as I reached back with one hand and gathered the sheer fabric, drawing it up until it bunched around my waist. The cool air caressed my exposed skin, making me acutely aware of my vulnerability. I couldn’t see much over my shoulder—just Pierre’s handsome face really. I heard the snap of the lubricant cap opening, then the soft, wet sound as he squeezed some onto his fingers.
“Arch your back,” he instructed. “Present yourself properly.”
I obeyed, lowering my chest slightly and tilting my pelvis to better expose my intimate places to him. The position was overwhelmingly lewd, offering both my virgin anus and my freshly deflowered sex for his inspection. I felt wetness seeping from my pussy again, my body’s shameful response to this new humiliation.
“Such a beautiful sight,” Pierre murmured appreciatively. “Your bottom marked with my discipline, your little holes waiting for my attention.”
I whimpered as his slick finger found my rear entrance, circling it with deliberate pressure. Unlike before, this time he didn’t tease—he pushed firmly, breaching the tight ring of muscle. I gasped at the intrusion, my body instinctively tensing against it.
“Relax,” Pierre urged, his free hand stroking my punished buttock soothingly. “Breathe deeply and push back against my finger. The more you resist, the more uncomfortable it will be.”
I tried to follow his instructions, forcing myself to take slow, deep breaths as I consciously relaxed the muscles that fought against his invasion. To my surprise, the discomfort began to ease, replaced by a strange, forbidden pleasure as his finger moved deeper inside me.
“Good girl,” Pierre praised, adding more lubricant before slowly introducing a second finger. “You’re learning quickly.”
The stretch of two fingers made me moan, a sound that seemed to come from someone else—someone wanton and shameless, someone who enjoyed this taboo penetration. Pierre worked his fingers in and out of my bottom with methodical patience, gradually opening me up, preparing me for the plug that seemed impossibly large.
“Please,” I whispered, without any idea what to ask for. My mind had become a chaotic swirl of contradictions, but to my dismay my body seemed to know exactly what it wanted, pressing back against Pierre’s fingers with shameful eagerness.
“Please what?” he asked, his voice rich with amusement. “Please fuck your virgin ass with this big plug? Please prepare you to take my cock there tomorrow? You need to be specific, Audrey.”
I couldn’t bring myself to say the words he wanted to hear. Instead, I turned away and buried my face in the bedding, my entire body flushing with humiliation. I felt his fingers withdraw from my bottom, leaving me strangely empty, aching for the return of that forbidden fullness.
“That’s alright, my bashful girl. Keep your face in the covers, and I’ll tell you what I see. For a start, I see your sweet cunt dripping its wetness onto my thighs,” Pierre observed, his fingers trailing through the evidence of my arousal. “You’re practically begging to be filled again.”
I almost fainted with shame and need as he spoke those degrading words. How could he say such things to me? And how could my body respond so eagerly, growing wetter with each crude observation?
“I really don’t need the lube, do I? I could get the plug nice and ready in your cunt, couldn’t I?” Pierre continued, his fingers now playing between my legs, gathering my abundant moisture. “But I want to make sure you can enjoy anal sex as much as possible, so I’m going to prepare the plug thoroughly.”
To my surprise, given his degrading words, his lubed fingers continued playing with my anus very gently, circling the stretched rim where the plug would enter me. His touch wasunexpectedly tender, almost reverent, as if he genuinely cared about my comfort, belying his harsh language.
“I think you’re ready for the plug now,” Pierre announced. I heard more lubricant being applied, then felt the cool, slick tip of the silicone toy pressing against my sensitized rear entrance. “Breathe deeply and push out slightly as I push in.”
The pressure was immediate and intense—far more substantial than his fingers had been. I gasped as the widest part of the plug stretched me beyond what I thought possible. The burning sensation walked a knife’s edge between pain and pleasure, making my thighs tremble and my breath catch.
“That’s it,” Pierre encouraged, his voice dropping to a husky whisper. “Take it all. Show me what a good girl you can be.”
With a final push, the plug slipped past the tight ring of muscle, my body closing around the narrower neck, securing it firmly inside me. The fullness was overwhelming, unlike anything I’d ever experienced. I could feel my inner walls pulsing around the intrusion, adjusting to its size and shape.
Pierre began to work the plug in my bottom, slowly pulling it out just a little before pushing it back in. To my surprise and mortification, my pussy clenched over and over as he created a rhythm that I realized he must mean to teach me what his cock would feel like, when he opened me fully on his manhood.
I could hardly think straight as the sensations piled up: not just the plug in my bottom, but the feeling of straddling my wealthy new sponsor’s lap with my knees on either side of his knees, the soreness of my pussy from his hardness, the ache in my bottom from the martinet. Each movement caused the plug to shift inside me, sending jolts of forbidden pleasure through my core. Ishuddered, caught between wanting to escape the overwhelming fullness and wanting to push back against it.
“How does it feel?” Pierre asked, his voice a silky caress against my fevered skin. “Tell me exactly.”
CHAPTER 18
Audrey