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Fuck, this hurts. It burns as he pushes in the most miniscule of amounts, his head barely starting to part my muscles. I pant, rapid, shallow breaths that linger uncomfortably at the top of my lungs as he adds more pressure.
My ass doesn’t give in, doesn’t let him enter. Even after all the time he spent stretching me, my muscles clamp down on him and refuse him entry.
He spanks my ass again, issuing harsh commands.
“Relax and open your ass. Do it. Open for me now.”
“Stop,” I whimper. “It won’t fit.”
He gives a sharp, shallow thrust of his hips. It’s a punishing blow and enough to shove the head of his cock slightly into my impossibly snug sphincter. I cry out when he hits resistance and my back hollows at the sudden, unwanted intrusion. Pain tears through me, assaulting my senses.
“It’s fitting just fine,” he answers, heartlessly.
“You’re hurting me,” I whine.
His hands come down to part my cheeks wide, his thumbs reaching to brush my taut rim.
“Safe word,” he demands once more.
I clamp my lips together, gritting my teeth. The pain is nearly unbearable, but I’m used to it. Pain is my life. I can compartmentalize past him tearing into my asshole, I’m just not. I can’t. Because then I’d have to admit that the dark part of me that I keep carefully hidden away actually loves this. It means admitting that there’s immense pleasure woven into the pain and it’s unlike anything I’ve ever felt. It’s dirty and taboo and so wrong.
“That’s what I thought,” he declares, victoriously. He reaches down and grips the back of my neck, pressing me down into the ground until my face is forced to the side. “You can pretend you don’t want it. You can writhe and kick and scream at me to stop, but you don’t actually want me to.”
His dick pulses violently inside me, his head resting just past the entrance of my ass. It’s the worst place for him to stop because I’m stretched impossibly wide with no relief from him advancing or retreating. His hips pump mini strokes against my resistance, driving me cross-eyed with the duality of pain and pleasure.
“I do,” I lie.
“Then use your safe word,” he taunts. He smirks when I say nothing. “You can’t because you want me to own your ass, just like I knew you would. Your mouth can lie to me all it wants though, that’s fine. I’ll enjoy your ass fucking either way. But your body… your body fucking loves it. Your pussy is so dripping wet that you’re making a mess of the forest. Can you hear it?” He asks, and I almost pass out when he reaches down and shoves two fingers into my cunt. He thrusts in and out savagely, the wet, sloppy noises of my arousal echoing lewdly around us. “Yeah, you fucking love it. So, open your ass and bear down on my cock so I can show you how good I can fuck you.”
His speech lights a fire down my skin until I feel like every part of me is exposed and sensitive. My breaths come fast as I feel him push against me. It’s as if his words release me from my doubt and I feel my ass open to him. The muscles of my back tense as I work to submit. My clit aches, ignored and begging for attention.
“Come on, jailbait. You can take me,” he purrs, rubbing my upper back in an owning touch. “Open up and welcome me into your tight ass.”
With another thrust of his hips, he presses through and finally breaches past my firm ring of muscles. The head of his cock slips into my ass and with it comes a combination of relief and more pain. He hisses loudly, the sound agonized.
“Fuck,yes. Good girl, just like that. I’m in now, I’m in.” His voice shakes with effort.
I rip at the grass. My arms are outstretched above my head, my hands clawing desperately at the ground for purchase. My fingers dig into the earth as my lower stomach clenches in response to his intrusion. Additional arousal gushes from me. The burn in my pucker lessens slightly, but the relief is short lived when he starts pushing in.
Another inch slips into my stretched hole and I mutter incoherently. He’s equally affected, the tiny spasms in my ass squeezing his cock painfully and making him mutter garbled words of praise.
“So fucking tight, I can barely think. Come on, take me. Just like that. Fuck, that feels good.”
He’s gentle, for now. His hand strokes my hip softly, easing his passage into my untried channel. Another inch slips in and I arch my back. I didn’t know such pleasure was possible from this type of fucking. The discomfort recedes as pleasure takes over and I want him to go faster. To kick me out of this purgatory he currently has me in where his dick is only halfway in my ass.
“Fuck,” he grits out, his voice on the exquisite line between pain and arousal. “I really do have an anal whore on my hands.”
My ass clamps down on him in aroused response. He cries out and slaps my cheek. I clench around him and release, my loosened muscles allowing him to slip two more inches inside. I hiss at the unbelievable stretch.
“You like it when I tell you what a dirty girl you are.” He parts my cheeks again and watches with savage, gleaming eyes as he presses in further. “God, your tight hole is swallowing my whole cock. Wrapping around it and squeezing it even tighter than that mouth of yours.”
I mewl loudly, squirming below him. I’m so impossibly full of him that I don’t think I can move. My legs shake from the pressure, his hands on my hips the only thing keeping me off the ground. Is that all of him? There’s no way I can take more and not pass out. As it is, I’m afraid that the moment he starts moving, he’s going to fuck me into unconsciousness.
I have my answer moments later when he pulls out until only the tip remains inside and then shoves inside me. His entire length spears me so deep that it feels like he’s in my throat. His hips rest against the cheeks of my ass, his hands caressing the skin.
He sighs with pleasure and my pussy clenches, my body completely in tune with him.
“You look fucking obscene taking all of me this way,” he breathes, staring down at where his cock is entirely swallowed up by my ass. He pulls out and every nerve ending in my body feels like it’s on fire. I can feel his eyes on the place where we’re joined as he pushes back in. “Tell me how it feels.”
