Chapter 17
Pierre
“You may climax, ma petite,” I told Audrey.
Instantly, her body responded. She had had her eyes closed, an adorable expression of concentration on her face, but now she opened them, and she seemed to orgasm at the simple sight of my own face above her.
Her body bucked wildly under mine and the clenching of her pussy around my cock brought on my own orgasm much faster than I had expected.
With a shout of pleasure, I started to come inside her tight little pussy.
The orgasm, a more intense climax than I could remember ever having had in my life, exploded from my balls in what felt like a torrent of seed.
Throughout, I gazed down into Audrey’s eyes, the surrendered innocence I saw there seeming to make my cock pulse with ecstasy, on and on.
I kept myself deep inside her as her limbs grew calm and her breathing slowed. I soothed her with soft circles of my right hand on her thigh, marked with the martinet’s leather.
“Such a tight little cunt,” I murmured. I reached a little further down to caress her bottom, still hot and striped from her punishment. “And these beautiful marks of submission made it even more exciting to fuck you. They show your subservience perfectly.”
I could tell how terribly aroused those words got her, despite herself.
Her inner muscles contracted around my softening shaft, her breath coming in little gasps as if my crude praise had physically stimulated her.
Her blue eyes, wide with shock and lingering pleasure, couldn’t seem to look away from mine.
Slowly I withdrew my cock from Audrey’s no-longer-virgin vagina.
I took her in my arms and lifted her from the bed with one arm, while with the other I took the comforter off the bed.
I laid her sweet body down, placing her on her side, and I lay down behind her, caressing her little bottom, hardly able to help myself, so round and pert did the punished halves of her rear feel in my hands.
“The SA app notified me last night that you had begun your anal training,” I told her softly, my fingers tracing the curve of her buttock before dipping between to find her tight rear entrance.
Instinctively, she tensed against my fingertip.
I rubbed the tiny bud firmly, though without real force, making sure she understood that though I could be patient, I meant to make that most intimate part of her mine, when I chose to enjoy her that way.
I felt myself hardening as Audrey whimpered at the dual stimuli: the revelation that I knew about her trying the anal plug and the insistent fingertip emphasizing it.
She buried her face in her hands, the gesture somehow both childlike and erotic.
Her body trembled against mine, her punished bottom still radiating heat against my groin.
“I know you’ve been told you must prepare yourself to be available to me that way,” I said, my voice low and deliberate.
I continued to circle her tight rosebud with my fingertip, applying just enough pressure to make her squirm but not enough to breach her.
“It’s time to continue your anal training now. ”
She made a small, desperate sound—half protest, half surrender. I could feel her conflict in the tension of her muscles, in the way she simultaneously pressed back against my hand and tried to pull away. The contradiction delighted me.
“I mean to fuck your bottom tomorrow,” I informed her matter-of-factly, “and I want to make sure you’re ready to submit fully to me.
” I gave her rear entrance a firmer push with my finger, like a promise of what was to come, nearly penetrating the little dimple, but stopping just short.
Then I spoke peremptorily. “You may go to the bathroom and clean up. Then you’ll get the next size of your butt plugs and bring it to me. ”
Audrey turned her face back over her shoulder. On her features I saw a crimson blush and a pouting question: do I have to?
“Do I need to get the martinet?” I asked her, raising my eyebrows. Audrey swallowed visibly; in her lovely eyes I saw need and modesty balanced almost on a knife edge.
Slowly, she turned away, pulling herself from my embrace and sitting up on the edge of the bed.
The sheer babydoll nightgown clung to her slender form, the fabric nearly transparent in the soft bedroom light.
She stood on unsteady legs and made her way to the bathroom, her movements a little stiff, obviously from the punishment she’d received, as well as the hard fucking afterward.
I watched her go, admiring the way her punished bottom moved beneath the nightgown, how the red welts seemed to glow through the white fabric.
My cock stiffened even further at the delicious sight.
While she was gone, I arranged the pillows against the headboard and settled myself comfortably against them.
I intended to have a perfect view of Audrey’s continued training.
I wanted to watch her face as she struggled to accept the larger plug, to see the mixture of shame and arousal in her expressive blue eyes.
She returned a few minutes later, clutching the blue plug in one hand and the lubricant in the other, as if they were dangerous things.
The plug was significantly larger than the one she had used the previous night—perhaps half again as big around.
The medical-grade silicone gleamed in the soft light, its surface smooth and unyielding.
Audrey’s eyes were downcast, her cheeks flushed with embarrassment.
“Bring the plug here,” I told her. “Give it and the lube to me, then straddle my thighs with your body toward the foot of the bed—but I want your face turned over your shoulder to look at me.”
Audrey
The thoughts and feelings that went through my head and my body as I obeyed Pierre’s humiliating command seemed to belong to someone else.
I couldn’t believe that I was about to offer my exposed bottom to him, to let him insert that terrifying plug, to prepare me for what he had promised would come tomorrow.
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 was unexpectedly 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.
I shuddered, 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.”