Mafia Daddies Between My Thighs

Chapter 56: Chapter FIFTY SIX

ANGEL

I pulled gradually, feeling every inch as it stretched me on its way out. The widest part made me whimper, my legs shook, but I kept going until finally it slipped free with a wet sound.

I gasped in relief, feeling suddenly empty and exposed. Cool air hit the gaping hole and I shuddered.

I wasn’t empty for too long, Damien’s hand tightened around my hip, his other hand travelled to my pussy, he groaned, finding it still wet with our combined juices. He gathered the slick there, a strangled sound escaped my throat when two fingers massaged the rim of my ass. ”You’re so soft and moist already to take my cock,” He groaned.

I gasped again as the two fingers pushed inside, he added a third, stretching me. I screamed. It wasn’t painful exactly, just very uncomfortable.

Then his fingers slowly withdrew.

”Get ready to be fucked real hard,” he hissed from behind me. Harsh fingers grasped my hair, I winced at the sharp burst of pain, but it was nothing compared to my panic when I felt him position himself.

The blunt head of his cock pressed against my entrance, and that was where my torture began.

He pushed forward and an agonizing scream tore from me.

It was nothing like the plug. Nothing could have prepared me for this.

His cock was so much bigger, so much thicker, and my body resisted even as he pushed insistently against the tight ring of muscle.

”Fuck.” He grunted, the grip in my hair brutal, as he slammed forward, every thick vein splitting me open.

”It hurts,” I sobbed, that was only a slight word to describe the feeling of my flesh tearing to accommodate something far too large.

”Breathe, Angel,” Damien commanded. ”It will pass.”

He was lying. He always lied with that calm voice. The same tone he used when he told me things would get easier, that I’d adjust, that this was all for my own good. His lies sounded like instructions, and my body followed them even when my brain knew better.

The tears kept coming no matter how hard I tried to stop them.

He pushed harder and then began to thrust.

I wailed, the sound torn from somewhere deep inside me. With each inch he gained each time he rammed inside, pain exploded through my body in waves that made my vision blur.

Tears streamed down my face and dripped onto the desk below.

I clawed at the desk desperately, my nails scraping wood, trying instinctively to drag myself away from the source of the pain even though I knew escape was impossible.

”Where are you thinking of going,” Damien’s arms encircled my waist, forcing my ass to slam and meet his merciless thrust. Another cry broke out from me, as his cock pummeled my hole. The sound of his balls slapping my thigh echoed along with my harsh breathy pants.

”Is Daddy’s cock too much for you?” His low hum held dark satisfaction, like my suffering pleased him in ways my pleasure never could. Like this was what he’d been waiting for all night — not the blowjob, not the footjob, not my tears or my promises. This. The sound of me breaking on him.

I could only moan weakly in response, words were beyond my capability. Or so I thought. He spanked my ass hard and the sharp sting shocked some coherence back into my brain.

”Answer. Me. Properly. When. I. Ask. You. A. Question.” He enunciated each word with sharp vicious thrusts that stole every breath away.

”It’s — it’s so much, Daddy. I feel too full. Like you’re splitting me apart.” I managed to gasp out, my voice wrecked.

”I’m not stopping until I cum deep in your tight little ass. You’re going to remember this moment when I claimed this hole.” His voice dropped lower, almost a whisper, almost tender. ”This is mine now. Say it.”

”It’s yours, Daddy.”

”Say it again.”

”It’s yours.”

”Every time you sit down. Every time you move. You’ll feel where I’ve been. And you’ll remember who put you on your knees begging to be kept.”

Fresh tears spilt down my cheeks but I arched my back anyway, trying to give him a better angle. I wanted to please him even through the agony. I needed him to be happy enough to keep me. To pleasure me. To be his only one.

I wanted to be the only one he fucked thoroughly like this. Even when it hurt, I wanted to be the only one who absorbed all the pain.

”P-P-Please, Daddy,” I begged through my sobs. ”Give it to me more!”

Damien obliged, he drove deep into me in one brutal thrust.

The scream that ripped from my throat didn’t sound like me. It was raw and animal and utterly broken.

He filled me completely, stretched me beyond what I thought my body could endure. The burning was so intense I thought I might black out. Every nerve screamed in protest. My body tried desperately to reject him, to push him out, but he was too deep, too big, too much.

My grip on the desk failed as all the fight drained out of me. I couldn’t do anything but take it. I surrendered completely to what he was doing to me.

”Your surrender is so beautiful, as a reward, Daddy is going to make you cum, sweetheart. Are you going to give me your cum?”

I almost didn’t believe him. Pleasure seemed impossible when all I felt was this devastating fullness. Every rigid vein in his cock was grating my battered flesh.

But then his hand somehow slid between me and the desk. I was still sobbing when his fingers found my clit, and the first touch made me jerk involuntarily.

”Daddy, please!”

”Please what, baby girl?” His voice was honey, sweet and dangerous. ”Please make you cum? You want me to go faster?”

”I don’t know,” I wailed, because I genuinely didn’t. My mind was fracturing, unable to process the contradictory sensations warring inside me.

”You don’t need to know. You just need to cum. Surrender to what I’m doing to you.”

At first, the pain drowned out everything else. His fingers moved in circles but all I could process was the burning, the hot consuming sensation of his cock buried impossibly deep inside me.

But then something started to shift. Something dark and warm began unfurling in my core. The warmth transformed into hotness.

The circling of his fingers became more insistent, more skilled, and gradually — so gradually I almost didn’t notice the transition — pleasure began creeping in around the edges like poison spreading through my cunt.

”That’s it,” Damien murmured, his voice low and approving. ”Feel that? Feel how pain and pleasure can coexist? This is what I’m teaching you, little girl. That the sweetest pleasure is the one that costs you everything.”

My sobs started changing pitch, becoming less desperate and more needy. The sounds coming from my throat transformed into moans I didn’t recognize as my own.

It still hurt. God, it hurt so much. But underneath the hurt, something else was building. Something hungry and overwhelming and impossible to resist.

I found myself squirming, but no longer away from him. Now I was chasing that elusive orgasm he was building with his relentless fingers.

His cock continued to piston in and out of me. His balls slapped against me with each thrust and the obscene sound pushed me higher.

And then I realized my hips were pushing back against him. Meeting his thrusts. Taking him deeper even though it hurt, because the pleasure was finally, finally starting to eclipse the pain.

”That’s it, baby girl,” Damien groaned, his voice rough with his own need. ”Take Daddy’s cock. Let me feel that ass clench around me,”

His fingers moved faster and I felt something building that was completely different from any orgasm I’d experienced before. It started deep inside where he was filling me, radiating outward in waves that made my entire body tremble uncontrollably.

”Daddy!” I screeched as something inside me detonated.

The intense mix of clitoral and anal orgasm almost didn’t feel like pleasure. It felt like annihilation. Like every cell in my body was being ripped apart and rearranged into a new configuration.

My body clenched around his cock that was buried so impossibly deep, his cock was pressing against places I hadn’t known existed.

Damien cursed behind me — a raw, guttural sound that spoke of his own loss of control.

”Fuck, Angel. Yes. Just like that. Squeeze me. Show me what I’ve done to you.”

The pleasure rolled through me in waves that felt more like violence. The clenching felt like my entire being was seizing around him, squeezing him, holding him. Wanting to keep his cock inside my hole forever.

”That’s my perfect, baby girl, taking everything I give her and coming so hard for Daddy. Fuck yes,” Damien groaned behind me, and I felt his cock pulse inside me, felt the heat of his release flooding me in a place I’d never been filled before.