Chapter 20

CHAPTER 20

S ofia

M y entire body was on fire. I don't know what had come over me, but it was too late. I had begged Massimo to take my ass, and now there was no going back. I knew that there was no chance that he was going to be gentle with me. I had asked for it, and that meant he would fuck me hard.

His fingers dug into my waist, his grip like steel as he flipped me over onto my belly, and I gasped.

"Reach back and spread your cheeks, naughty girl. Let me see the tight little hole I'm about to bury myself into," he growled.

I obeyed, my hands trembling as I reached back and pulled apart my ass, exposing the tight ring of muscle that was about to be invaded.

He reached down and gripped a handful of my hair, his touch firm, but not painful. Then he wrenched my head back and I cried out, pain blossoming across my scalp like fire. With a growl, he slipped his fingers in between my cheeks, and I whimpered just as his touch slipped over my asshole.

His hand was warm and dry, his fingertips rough, and the contrasting sensation of his callused touch against the delicate flesh of my asshole made my toes curl. He traced slow, teasing circles around the tight ring, his touch light and almost delicate, and I couldn't help but tremble beneath him.

"I've imagined sinking my cock in this virgin asshole more times than I can count, la mia bambina , and now that the moment has finally come, I'm going to enjoy every single second," he mused.

"Is it going to hurt?" I whispered.

"Yes. It's going to hurt, bad girl, but you need it to hurt. That's what's going to make you come so hard you scream for me," he said darkly, and a shiver raced down my spine.

Just then, he released my hair and reached over into the nightstand. I peeked over my shoulder to see that he'd grabbed a bottle of lubricant and all of a sudden, a surge of panic raced through me. I pushed up against the bed, fully intending to crawl away, but he reached out and grabbed my ankle before peppering my sore belted ass with several hard smacks.

I squealed in surprise and pain, squirming against him, but his grip was too strong. With a low chuckle,he pressed his hand down in the middle of my lower back, pinning me into place.

"I was going to start gentle with you, bambina , but I can see now that's not what you need," he murmured and with that, his lubed fingers pressed between my cheeks and with one rough thrust, he forced one inside me.

I cried out, the pain immediate and intense as the walls of my asshole stretched around his finger. It burned as my tight muscle tried to adjust to the invasion, but it was impossible because then he began to roughly pump it in and out of me, which only hurt more.

But my pain only seemed to arouse him even more, and with a growl, he shoved a second one inside me, and I cried out, the searing ache more than I could bear for several long moments. It didn't quite fade like I hoped. It simply stung more as he roughly fingered my ass.

My body clenched, trying to push him out, but he was far stronger and simply pressed his weight against me, keeping me in place. I let out a ragged breath, my heart racing, and just when I was certain it couldn't possibly get worse, he began scissoring his fingers.

"Oh, God!" I cried out.

"That's right, Sofia. Tonight, I am your god," he growled, and then he pulled his fingers out only to shove a third one inside me.

This time I couldn't contain the scream that escaped my lips.

I was going to break in half, torn apart by the roughness of his touch.

The burning sensation was overwhelming, but beneath it all was a thread of something else, something that had me pushing back against him, something that made me hate myself just a little bit.

Desire.

Raw shame spiraled through me at the realization. I was turned on, despite the fact that his fingers were currently violating me in the most shamefully intimate way possible.

I couldn't stop the way my body was responding to him, and I felt my core throb. I felt my clit pulse and my nipples tighten.

How could I want this so much?

How could this be happening?

He was my father's best friend, and he was moments away from sinking his big cock into my poor little virgin asshole.

I bit down on the sheets, trying to muffle the sounds that were coming out of my mouth, but it was useless. He was too rough, his fingers stretching my asshole beyond anything I could have imagined.

Before I knew what was happening, heat was spiraling up through my belly and I gripped the sheets so hard that my knuckles turned white. I tried to crawl away again, but his hand held me firmly in place for what was to come, and my clit thrummed that much harder.

His fingers sank in and out of me, and then without warning, I came.

I came from nothing more than his fingers in my asshole.

It hit me with such force that I couldn't hold back, and I let out a ragged, shuddering scream as my body spasmed around his fingers. It was the most intense orgasm of my life, and I shook, trembling beneath him. Wave after wave of intense bliss rolled over me, leaving me sore and spent, and his cock wasn't even inside of me yet.

Searing pleasure burned up and down my limbs, making my toes curl and my fingers grab the sheets. My asshole tightened around his fingers, clamping down as I rode out the final waves of my orgasm. As the intensity began to subside, my breathing started to return to normal, leaving me a quivering mess.

Then I started to realize something else.

My bottom hole was far sorer now. It was almost as though he'd already fucked it, although I knew better.

"Did you just come, bad girl?"

"Yes, sir," I whispered, terribly ashamed.

"From just my fingers in this tight little hole?"

"Yes, sir," I wailed.

"Very, very naughty. Such a dirty little slut, coming from a bottom fingering alone," he mused, his tone dark and seductive and I felt myself clench around him. "I felt that, little fuck toy. I can't wait to feel how this tight hole clamps around my cock."

I moaned, heat whirling through me at his words, but then he pulled his fingers out, and the relief was immediate.

It was short-lived.

Without hesitation, I felt the fat, broad head of his cock pressing against my sore hole, and I stiffened immediately. He didn't let me escape and deep down, a part of me didn't want him to.

His strong, muscled arm wrapped around my waist, and I gasped when he pulled me back. The change in position was immediate. His cock slipped in just a bit deeper, and I cried out, the burning pain taking my breath away.

I had thought his fingers hurt.

It was nothing compared to his cock.

I cried out, the pain intense as his thick, girthy shaft spread my tight asshole. The searing stretch flared red hot, and my vision went white for a moment, but somehow, my body still took him.

I clenched around him, desperate to push him out, but it was no use. He was far stronger, and he continued to sink into me. I couldn't get him out.

I whimpered, my head spinning as he sank all the way inside me. When his hips brushed against my scalded ass, I gasped, the foreign feeling of being so full in such a taboo way finally hitting me.

I had no idea that my body was capable of doing something like this. I didn't know that an asshole could stretch this far. I'd never even imagined myself getting fucked this way, but now I knew I would never be the same.

I'd be fantasizing about this night for years to come.

"Where is my cock, my naughty little fuck toy?"

"In my ass, sir," I whimpered.

He chuckled, the sound dark and mysterious, and it made my stomach flip inside of me.

His hand slipped down, and his fingers slid between my thighs, stroking my clit just so. The touch was rough, but the sensation was enough to send a jolt of pleasure racing through me. I clenched around him, making him grunt.

"Fuck, you're so much tighter than I'd imagined you'd be," he growled, and I blushed, oddly proud of myself for having such a tight little hole for him to fuck, for him to use and take for the very first time.

His fingers rolled over my clit, and I bucked beneath him.

"Such an eager little fuck toy, so ready to get her little ass fucked," he mused, and I moaned, unable to help myself.

Then, without warning, his hand came down hard on my ass.

I shrieked, the sound muffled by the sheets, and he pulled back and did it again, making me jump, but then he held me firmly in place. My ass burned, but each slap made my asshole clench around his cock. The burning pain flared right back up with every smack and it took everything in me not to cry out a second time.

"Oh, please," I begged.

"What do you need, la mia bambina ?"

"I need you to fuck my ass," I pleaded.

He didn't hesitate.

With a rough growl, he began pumping in and out of me, and the pain quickly overwhelmed me. His hand slipped around and squeezed my throat, his other still rolling over my clit. My breathing quickened, becoming shallower with every gasp, and before I could stop it, I felt another orgasm barreling straight toward me like a freight train about to careen off its tracks.

His cock pistoned in and out of my hole and then his fingers pinched down on my clit.

It was the end of me.

I screamed, the sound muffled by the sheets and his hand around my throat.

I writhed.

I moaned.

I begged.

I came apart at the seams. Exquisite agony and ecstasy ricocheted through me like a bullet, bouncing off every wall and breaking me apart into a million little pieces that would never go back together again.

And still, he didn't stop. He didn't even let up. Instead, he just fucked me harder.

My body trembled beneath him, but he was relentless. He continued to fuck me, his pace furious, his cock plowing my sore little asshole like it was a field. I couldn't believe this was happening, that he was actually taking me like this, and the fact that he was only made my orgasms more powerful. It was almost as if I were in a trance, caught between reality and some sort of erotic, dreamlike state.

With a sharp cry, I realized that another orgasm was waiting in the wings. It was too much, and yet I yearned for it, desired it, wanted it more than I had ever wanted anything.

His hand around my throat tightened and his fingers rolled over my clit, forever coaxing my arousal forth. There was nothing I could do to fight it.

So, I just came.

Again.

I screamed, a ragged, guttural sound that filled the room, and he just grunted, his fingers tightening around my throat even more. His thrusts were growing fiercer, more intense, and I knew that he was close.

Or at least, I hoped he was.

As he kept fucking me, I soon realized that he wasn't. Not even a little bit.

Instead, his cock was a jackhammer, pounding in and out of my asshole. I cried out, the intensity of it far too much for me, and then without warning, another orgasm steamrolled through me.

It was so much more powerful than all the others combined. It was like an earthquake, splitting me apart, shattering my soul into a billion pieces. I shook, the sensation almost too much for me to bear.

I couldn't handle it.

But then, I didn't have a choice, so I took every last second of that orgasm and then some. Just then, his thrust started to get more erratic. He was losing control and the fact that I was the reason behind it made my clit pulse all the more.

His thrusts became shorter, quicker, and harder. Then, with a roar, he pulsed inside of me and exploded, his cum filling my virgin asshole. It was the strangest sensation. I had never been filled up this way before.

He pumped in and out a few more times, emptying his balls and marking me as his, and I just moaned.

Then, with a low grunt, he pulled his cock out, leaving my very sore asshole gaping and his cum dripping out of me.

"You'll wear my cum until morning, my little fuck toy. I want you to remember that every single one of your tight little holes is mine," he declared, and I blushed so hard, it felt like even my ears were on fire.

"Yes, sir," I whispered.

Then he gathered me in his arms and held on to me as if he never wanted to let go.