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Her wrists tried to move, but my other hand had her completely pinned in place, unable to escape, as her little hole tightened around my fingers, trying to push them out.

“Yes, little flower.” I thrust my fingers in deeper, all the way to my knuckles, and she cried out, her back arching as I kept finger-fucking her tight bottom as aggressively as I had her pussy. “Daddy’s not done punishing your bottom yet.”

Ivy

Oh god… did he mean what I thought he meant?

I whined and wriggled as his fingers thrust hard and deep, twisting inside my bottom, while my pussy throbbed. I felt so incredibly full and so empty at the same time. His fingers didn’t hurt compared to the burning welts across my ass, but the anticipation of what was to come is far more terrible than the pain I’ve already experienced.

Having his fingers moving in my bottom was almost comforting, because as long as his fingers are there, his dick can’t be. He twisted them back and forth, setting the sensitive area aflame with sensation, not all of it bad or uncomfortable. I moaned, unable to stop my hips from lifting in response. I’d already stretched out enough that the slight sting of entry doesn’t hurt… I was used to him occasionally putting his fingers in the narrow space, but that didn’t mean I wanted something bigger there.

But a few more thrusts and then his fingers were gone, leaving me completely empty and aching, while the lingering heat from his belt throbs in my cheeks. My body was so confused about whether I was feeling pleasure or pain.

I whimpered, squirming in place while I felt his grip on my wrists shifting and the sound of his nightstand drawer opening.

It felt like forever, and yet also like no time at all, and then the blunt head of his cock pressed against my opening. He’d put something on it, to lubricate it, far slicker than the juices from my pussy. I felt my opening start to stretch, painfully wide, and I cried out.

“Daddy, please, it’s too big!” I begged, trying to surge forward, away from him, but completely trapped by the bed and his hands pinning me down.

“Don’t worry, little flower, Daddy will make it fit.”

He thrust forward and I screamed as the head of his cock popped past the opening. There was no mercy as my body squeezed, trying to push him out and failing. He held himself still, and my entrance ached from being stretched so wide. More tears slid from my eyes, into the covers beneath me as I panted for breath.

“Ow, ow, ow, Daddy noooooo…” My plea became more drawn out as he began to slowly slide in deeper, a journey of torment deeper into my body.

It felt like he couldn’t possibly fit, and yet somehow he kept sliding deeper, while I cried and moaned and gasped. My arms twitched, my wrists pinned in place, my buttocks still on fire though the pain felt like it faded when my focus shifted to the discomfort of his thick shaft invading my tight channel.

“That’s it, little flower.” His voice was soft, gentle, in contrast to the shameful abuse he was putting me through. “Fuck, your ass feels so good around Daddy’s cock.”

I whimpered as a wave of heat went through me at his words. For some reason, knowing that my pain made him feel good somehow helped me endure it better. Made it hotter.

Filthier.

Worse.

My clit throbbed in response.

He thrust again, going deeper, planting himself so deeply inside me that I felt like I was going to burst. My muscles clenched, rippled, and did absolutely nothing to remove the shaft I was impaled on.

“Daddy, pleeeeeeeeeaase.” I didn’t even know what I was begging for, I just couldn’t not beg.

The hand on my wrists released. Moved. I felt him pull back and then it slipped between me and the bed, the pads of his fingers finding my clit, and I jerked back as though I’d been electrocuted, which impaled me further on his dick. I cried out, the twin sensations of pain and pleasure sent me reeling.

“Daddy!”

“Hold still, little flower.”

He pulled back and thrust in again hard, forcing my pussy against his fingers, the tips rubbing over my clit and making me cry out again.

Each thrust was long and slow, taking his time as he worked his cock back and forth inside my ass. I slowly adjusted to the size of him, whimpering the whole time, caught somewhere between agony and ecstasy. As my own passion started to rise, I started moving back against him, my bottom lifting to meet his thrusts, rubbing myself shamelessly against his fingers while he used my back channel for his own pleasure.

“Daddy… oh fuck… oh Daddy…” I couldn’t stop babbling as he began fucking my bottom harder and faster, his body slapping against my sensitized cheeks.

It hurt.

It felt so good.

His fingers pressed, circling, and I exploded.