Chapter 12 #4
“Yes, sir,” I admitted, shame and arousal warring within me.
He chuckled, the sound dark and pleased. “We’re not done, you know.”
I tensed. “We’re not?”
“No. You still have one more punishment coming, my little minx. I’ve spanked this pretty ass and this needy pussy, but there’s one place left that needs to learn a lesson.”
My breath caught as I realized what he meant. “Sir…?”
“You’re going to take my cock in that tight ass, and you’re going to thank me for teaching you what happens to naughty girls who roll their eyes at their boss.”
My heart pounded in my chest. I’d never done that before, never even considered it. The idea was shocking, but my body responded with a rush of arousal that surprised me.
“Please be gentle,” I mewled, half-terrified and half-excited. “I’ve never been fucked there before.”
“You don’t need gentle, Avery,” he whispered, his fingers sliding from my pussy to the small, untouched hole between my cheeks.
”You need me to fuck that tight virgin bottom, and you need it to hurt.
” A finger pressed against my asshole, making me gasp.
“I’m going to stretch you wide with my thick cock, and I’m going to fuck you until you can’t tell where the pain ends and the pleasure begins. ”
He walked over to the other side of his desk, opened a drawer and pulled out a small plastic bottle.
He walked back around, stopped behind me for a long moment, and I fidgeted, nervously waiting for what came next.
He spread my cheeks apart and held me open to his gaze for so long, I wanted to cringe from the embarrassment.
Then I felt the cool drizzle of lube between them, his finger massaging the tight ring of muscle.
I squirmed, the sensation strange and intense and entirely foreign.
No one had ever touched me there before and it felt shameful and wrong, but with him, somehow right.
“Relax,” he commanded, pressing one finger slowly inside me. “This ass belongs to me now, just like the rest of you. If I decide to fuck it, you’ll take it like the good girl I know you are.”
The intrusion burned as he worked his finger into my virgin ass. It felt so different from when he’d touched my pussy—intense, full, and slightly uncomfortable. He moved slowly, letting me adjust, but the stretch was still shocking.
“Such a tight little hole,” he cooed, twisting his finger inside me. “We’re going to need to open you up more before my cock will fit.”
He added a second finger, and I whimpered at the increased stretch. The burn intensified, making me clench around him.
“Relax,” he repeated, his other hand stroking my back. “Breathe through it. You can take it.”
I focused on my breathing, trying to relax as he worked both fingers in and out of my ass, gradually increasing the pace. The discomfort began to mix with a fullness that wasn’t entirely unpleasant. After a few minutes, he withdrew his fingers, leaving me feeling strangely bereft.
Then I heard the sound of him stroking his cock, and I knew what was coming for me. He positioned himself behind me, the head of his cock pressing against my lubed asshole and I stiffened, suddenly very anxious about him going inside me there.
“Push back against me,” he instructed. “Let me into your virgin ass. Don’t make me give you more of the belt, naughty girl.”
I did as he said, bearing down slightly as he pushed forward.
The pressure was intense, the stretch and burn so much greater than with his fingers.
It hurt so bad, I whimpered and cried, but I knew there was nothing I could do but take it.
I gasped as the head of his cock finally slipped past the tight ring of muscle, the sensation hot and overwhelming and deeply arousing.
My pussy fluttered around emptiness, and I felt my cheeks heat up as I thought about exactly where his cock was right now.
“Yes! Fuck, that’s it,” he groaned, pausing to let me adjust. “Your perfect ass is squeezing me so tight.”
He pushed deeper, inch by excruciating inch, until I felt his hips flush against my sore cheeks.
I was completely full, stuffed in a way I’d never experienced.
The pain was intense, but beneath it, something else stirred—a dark, forbidden pleasure at being taken so completely, shamefully, and incredibly thoroughly.
“Oh, sir,” I gasped, my hands white-knuckled on the desk.
“I know, baby,” he murmured, running his hands up my back. “I know it’s a lot. But you’re going to take it all, and you’re going to come hard by the time I’m done with you, aren’t you?”
“Yes, sir,” I moaned.
He began to move, pulling back slowly before pushing forward again.
Each thrust sent a jolt of pain mixed with pleasure through me.
My ass burned around his thick cock, but the fullness, the knowledge of what we were doing—me bent over my godfather’s desk getting my red-hot ass fucked after a real punishment spanking—sent waves of shameful arousal through me.
His pace gradually increased, his thrusts becoming harder, deeper. The pain began to recede, replaced by a different sensation altogether, a deep, primal pleasure that made my pussy clench with need.
“Touch yourself,” he commanded, his voice strained with his own pleasure. “Make yourself come while I fuck this tight ass the way it deserves to be fucked.”
I moved one hand between my legs, finding my clit still swollen and sensitive.
The first touch made me gasp, my body already on edge from everything else.
As I circled my clit, the dual sensations of his cock in my ass and my fingers on my clit created a maelstrom of pleasure that surged through me like a tidal wave.
“That’s it,” he encouraged, his hands gripping my hips hard enough to bruise. “Come for me while I fuck your ass. Come for me, my good girl.”
The orgasm built quickly, different from the others, deeper and more intense.
When it hit me, I screamed into the desk, my pussy pulsing as my ass clenched around his thrusting cock.
The pleasure was almost painful in its intensity, my body shaking with the force of it.
He fucked me through it, his pace relentless, and as my orgasm subsided, he kept going.
My asshole pinched and burned and I cried out, but that only seemed to make him fuck me even harder.
“This is what happens to bad girls who sass their godfather,” he grumbled, his voice rough with exertion. “They get their tight little asses punishment fucked until they’re sore and worn out.”
Each thrust sent a new jolt of pain/pleasure through me, my body overwhelmed by sensation. I was crying openly now, tears of pleasure and pain mingling as he used my ass for his own enjoyment.
“You’re going to feel this every time you sit down for the rest of the day,” he growled. “Every time you shift in your chair, you’ll remember how I spanked you, belted you, and fucked this tight little ass until you couldn’t take anymore.”
“Please! Oh, please!” I cried, not even sure what I was begging for—for him to stop or to never stop.
He didn’t stop. Instead, he kept fucking me harder, his pelvis smacking against my sore ass cheeks, reigniting the sting from both his hand and his belt.
He fucked me so long and so hard that even as I moaned and wept, I suddenly realized I was close to coming again.
In that moment, I knew this next orgasm was going to be more painful than any of the ones before.
“It hurts,” I whined, digging my fingers into the desk.
“You will take what I give you,” he commanded, his voice strained as he rutted into me. “Come for me again, Avery. Show me how much you like having your ass punished by my cock.”
His words pushed me over the edge, and I came with a ragged cry that was half pleasure, half agony.
My ass clamped down on his thrusting cock as my pussy contracted around nothing, waves of sensation crashing through me.
He smacked my ass several more times, each one stinging more than the last. My orgasm compounded in on itself, and suddenly I was coming again.
“That’s it, Avery. Let me feel that tight little ass clench my cock as you come. Let me feel you come with me buried deep in this tight, hot, virgin hole.”
He kept fucking me through it all, prolonging my orgasm until I was practically sobbing from the intensity.
Finally, with a deep groan, he thrust deep one last time and came, filling my ass with his hot cum.
I felt the pulse of his cock, the warmth spreading inside me, claiming that last untouched part of me.
We stayed joined for a moment, both of us breathing heavily, my body trembling beneath him.
When he finally withdrew, I whimpered at the empty feeling, feeling his cum begin to leak from my well-used hole.
His hand traced the sensitive flesh of my ass, and I bit my lip, overwhelmed and sore, humiliated and completely spent.
I didn’t want to move, even as I felt him step away. After a moment, he pulled me up and drew me against his chest, holding me tightly.
“I’m going to take care of you, Avery,” he murmured against my hair. “Always.”
I closed my eyes, leaning into him. Despite everything—despite the office, the skirt, the punishment, the complicated mess of our relationship—in that moment, I felt safe.