Chapter 21
CHAPTER 21
M elissa
Stuart brought the belt down across my upturned bottom with a sharp crack. I gasped at the sudden, stinging pain, my body jerking involuntarily. Before I could fully process the sensation, another stroke landed, slightly lower.
I gritted my teeth, determined to take my punishment stoically. But as Stuart continued to whip me, the pain built rapidly. Each lash seemed to ignite a fire across my skin, the heat spreading and intensifying with every stroke.
At first, I managed to stay mostly still, only small gasps and whimpers escaping my lips. But as the whipping went on, I found myself struggling to maintain my position. My hips began to twist and squirm, instinctively trying to avoid the punishing blows.
“Stay still,” Stuart commanded, his voice stern. When I continued to writhe, he placed his left hand firmly on my lower back, holding me in place as he kept whipping me with his right.
The feeling of being restrained, of being utterly at Stuart’s mercy, sent a confusing rush of arousal through me even as tears began to form in my eyes. Each crack of the belt across my tender flesh made me cry out, the pain sharp and intense.
I couldn’t tell how long the whipping went on. Time seemed to lose all meaning as my world narrowed to the rhythmic fall of the belt and the burning ache spreading across my bottom and thighs. Tears streamed down my face as I sobbed openly, no longer able to contain my reactions.
Even as I cried and pleaded, I felt something familiar—somehow both unwelcome and deeply gratifying, even necessary—shifting deep inside me. A strange sense of peace began to settle over me, as if the pain were burning away all my doubts and hesitations. I found myself relaxing into the punishment, my head bowed as I accepted each stroke.
Suddenly, I remembered Stuart’s exact words, a few moments before, and I saw the deeper lesson he intended to teach. He wanted me to experience what it was like for the NMB girls, to understand on a visceral level the submission and forbidden desire they felt. As that understanding washed over me, I felt myself surrender completely to the experience.
The whipping finally stopped. I lay there, panting and trembling, my bottom feeling as if it were on fire. I was vaguely aware of Stuart moving around, the soft rustle of clothing suggesting he was undressing. Then I felt the bed dip as he climbed onto it behind me.
Gently, my master—I couldn’t help thinking of him that way, no matter how the remaining logical part of my brain tried to stop me—began to caress my punished flesh. His touch was soothing now, his fingers tracing the welts he had raised. I whimpered softly as he explored lower, brushing over my swollen pussy lips.
“Such a good girl,” Stuart murmured, his voice thick with desire. “Taking your punishment so beautifully. You’ve pleased me very much, Melissa.”
His praise sent a wave of warmth through me, different from the burning in my bottom but no less intense. I felt myself rapidly getting wetter under his ministrations, my body responding eagerly to his touch despite the very different fire his belt had brought only a few moments before.
Stuart’s fingers continued to work me, so shamefully and so pleasurably that I felt I might pass out at any moment. He murmured approvingly as I whimpered and moaned under his skillful touch, spreading my wetness forward to my clit and then backwards to my virgin anus. Each movement sent a new jolt of pleasure through my suddenly much too sensitive body. I sobbed softly, pressing back helplessly against his hand.
“Please,” I whispered, my voice hoarse from crying. “Please, sir…”
“Please what, my naughty girl?” Stuart asked, his tone teasing. “What do you want?”
I blushed fiercely, burying my face in the sheets. How could I possibly say it out loud? But I knew Stuart would accept nothing less than full honesty and full submission.
“Please… fuck me,” I managed to gasp out. “I need you inside me.”
Stuart chuckled low in his throat. “Oh, I’m going to fuck you, little slut. But first, I want to hear you say exactly where you want my cock.”
I felt his hands spread me, gripping my whipped cheeks and pulling them wide. My whole body flushed hot with embarrassment and arousal as I felt his eyes on those intimate places. I squirmed against the pillows.
“In… in my pussy,” I whispered. “Please, sir. I need you in my pussy.”
“Mmm,” Stuart hummed thoughtfully. “That does sound tempting. But I think we both know there’s somewhere else you need to be fucked, don’t we?”
I froze, my heart racing. Somehow there had remained a part of me that supposed it wouldn’t, couldn’t happen. He had told me as explicitly as he could that I should prepare myself to have my anus deflowered. But even his lewd command in the restaurant bathroom, to edge myself while thinking about taking his cock in my ass, had somehow felt unreal—just something to say to turn on a girl who had discovered her kinky side. The image of my obedience, there at Le Jardin Intime flashed vividly in my mind again, making me clench with need.
“I… I don’t know if I can,” I stammered. “I’ve never…”
“Shh,” Stuart soothed, his hand moving to caress my lower back. “I know, little slut. But you want it. You want me to claim your virgin ass, to make you completely mine. And you need it. Now it’s time to say so. It’s time to be as good a girl as the NMB brides you can’t stop thinking about.”
I whimpered, torn between fear and desperate desire, my face burning at Stuart’s obvious understanding of every shameful thing going on inside me. “Yes,” I finally admitted, my voice a tiny whisper. My tummy flipped as I heard myself confess it. “Yes, sir. I want… I want you to fuck my ass.”
My face burned with humiliation as I felt Stuart’s fingers begin to probe and to stretch my tightest hole. The sensation was alien and uncomfortable despite his having worked my bottom this shameful way before, in his office over his desk. That, I realized, had been to make it clear to me that he would violate the sanctity of my bottom hole when he chose. This, on the other hand… I felt that Stuart meant to tell me something more dominant and more forbidden: he meant me to learn to take his huge, rigid manhood obediently—and, I thought with a lurch of my belly, as hard and rough as he chose to give it to me.
Stuart’s fingers worked slowly but inexorably, opening me up wider than I would have thought possible. He used my pussy juices to lube me, but they didn’t ease the passage quite enough to make it really comfortable. I squirmed and gasped at the burning stretch.
“That’s it,” Stuart murmured. “Feel how tight you are back here? How reluctant your little virgin hole is to open up? That’s good. I want you to struggle with this, while you’re giving me a nice, snug ride in your gorgeous ass.”
His words send a fresh wave of conflicted arousal through me. The rational, independent voice in my head kept up its rant.
You don’t want this. You’re crazy if that turned you on.
The idea of being used this way… of having something feel good for my master but not for me… How could it possibly have just made my pussy clench?
“Please,” I whimpered. “Don’t… not… not like that? Sir…”
“Shh,” Stuart soothed, even as he pushed a third finger into my resisting hole. “Just take it. Let yourself feel how wrong this is, how dirty. Let yourself struggle.”
I sobbed, overwhelmed by sensation and emotion. The stretch burned, verging on true pain. But underneath it all, my arousal continued to build. I could feel myself getting wetter, my neglected pussy aching to be filled.
“That’s my good girl,” Stuart murmured, his voice dripping with the note of degradation that seemed tuned to some frequency on which my clit operated. “Fighting it even as you submit. So beautifully conflicted.”
He worked his fingers in and out a few more times before withdrawing them completely. I felt suddenly, shamefully empty. I whimpered as I felt the blunt head of Stuart’s cock pressing against my stretched hole.
“Remember,” Stuart said, his voice low and commanding. “This isn’t for your pleasure. This is about me using your tight little ass for my enjoyment. About making you completely mine. The way the suitors do on NMB… and what you’re feeling is exactly what the girls feel, when they realize how deep their need to serve a man’s pleasure goes.”
With that, he began to push inside. I cried out as he lodged his penis inside me, the bulk of him so much more intense, so much more uncomfortable than his fingers. It hurt… it was too much, and yet…
You’re an NMB girl, now, aren’t you, you little slut? said the voice in my head. You didn’t take off your panties when your boss told you to, and you got whipped and here you are in his bed with his rigid cock pushing into your naughty bottom.
I cried out, and to my confusion I found myself pressing back against him, taking him deeper.
“Oh, fuck,” I sobbed. “Oh, god, sir, please…”
Stuart gripped my hips tightly, pressing me to the pillows and the bed beneath them, pinioning me in place as he sank fully into my virgin ass. I felt utterly filled, utterly possessed. The pain mingled with a deep, primal sense of submission that made me dizzy.
“That’s it,” Stuart growled. “Take it all. Let me feel how tight that virgin hole is.”
He paused, and I whimpered as I felt his taut lap come up against my punished backside. I felt him shift, move forward, and I saw his hands come down on the bed next to my face. His warm breath blew against my ear, and my body jerked with helpless need and even more helpless pleasure as he murmured in my ear.
“This is what an NMB girl gets, you little whore, isn’t it? This is what you needed from the moment you stood up at the orientation.”
I cried out, my body bucking under his, feeling the almost frightening extent of his power over me.
“That’s right, Melissa, isn’t it? You knew it when you played with yourself in the bathroom after Sharon paddled you, and when you fucked Mandy. You knew it when you edged yourself in the bathroom. Your secret garden needs vigorous plowing. It’s time to admit that once and for all.”
“Oh… god…” I moaned. “I…”
Don’t say it , whispered a tiny voice in my head. You never have to confess.
“Yes,” I whispered. “Yes, sir.” I felt something very complicated happen in my chest: a warmth, of affection… of… oh, god… of love—mingled with an unexpected flame of resistance, defiance.
You didn’t really admit it, did you? Things you say under duress—and what else is having your whipped backside fucked by your boss besides duress—they don’t count.
He began to move, slowly at first, then with increasing speed and force. Each thrust sent shockwaves of sensation through my body. The burn of the stretch, the fullness, the dirty, forbidden nature of the act—it all combined into an overwhelming tornado of feeling.
I sobbed and whimpered, my hands fisting in the sheets. I wanted to beg him to stop, to pull myself away from the intensity of it somehow. But I had admitted it… I had confessed… that hot, deep part of me, more body than mind or even heart, reveled in the violation, in the utter submission of allowing Stuart to use my body for his pleasure.
“Such a good little anal slut,” Stuart panted as he pounded into me. “Taking me so well. Your ass feels so nice and tight on my cock.”
His words sent a fresh wave of humiliation and arousal through me. My pussy clenched and throbbed, desperate for attention even as my ass was being thoroughly used. I bucked my hips into the pillows, desperate for some friction though the softness of Stuart’s luxurious linens gave me nothing in return.
“Please,” I whimpered. “Oh, god, please…”
“I know what you need,” Stuart said in a voice thick with his own lust. “You naughty girl. But you’re asking like a good girl, and I need to make certain superior performance gets rewarded.”
Then I cried out, because Stuart’s hand had snaked around to find my clit, rubbing it in tight circles as he continued to fuck my ass. The dual stimulation overwhelmed me in an instant. I felt myself hurtling toward orgasm, my whole body trembling on the edge.
“Come for me,” Stuart commanded. “Come with my cock in your tight little ass.”
His words pushed me over the edge. I came with a scream, my body convulsing as waves of pleasure crashed over me. My ass clenched around Stuart’s cock, milking him as he continued to thrust.
With a guttural groan, Stuart slammed deep inside me one last time. I felt the hot pulse of his release, filling my most intimate place. He collapsed on top of me, his weight pressing me into the mattress as we both panted heavily.
After a long moment, Stuart slowly withdrew. I whimpered at the loss, feeling suddenly empty and bereft. He gathered me into his arms, stroking my hair gently.
“You did so well,” he murmured. “Such a good girl for me.”
I nuzzled against his chest, overwhelmed by emotion. Tears leaked from my eyes—not from pain or humiliation now, but from the intensity of the experience, the depth of my submission.
“Thank you, sir,” I whispered. “Thank you for… for everything.”
His arms tightened around me. He kissed my forehead and spoke very softly, as if to a wild animal he meant to tame.
“Oh, we’re just getting started cultivating this secret garden of yours, Miss Mitropoulos.”