MILF Paradise System

Chapter 700: Breaking The Mysterious Woman

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I tightened my arm around her neck just a little more, pressing my full weight heavier against her broad back so she could feel exactly how serious I was.

"What’s even on that island that you speak of like it’s so harsh for outsiders, huh?" I asked, my breath hot and close against her ear.

"Ahhh..." she moaned, the sound half pleasure, half something sharper, almost like anticipation mixed with warning.

"I’ll tell you now," I continued, voice steady and certain, leaving no room for argument. "No matter what is on that island... no matter who you are... I’m gonna conquer that land with just my cock. Just like I’m gonna conquer your ass."

I moved back slowly, sliding my arm away from her neck. With both hands I spread her thick, soft ass cheeks wide, keeping her firmly pinned under my weight, and rested the swollen, slick head of my cock right against her tight little asshole. The small pink ring twitched the moment it felt the heat and pressure of me.

"Ahhh... have mercy on this old woman," she teased, her voice low and playful even as her asshole fluttered with clear, shameless excitement against the thick tip of my cock.

"Shut up," I growled. I raised my hand and slapped her ass harder than before, the sharp, wet crack echoing through the small cabin. The heavy cheek jiggled under the impact, a deeper red mark blooming across her fair skin.

I had already made up my mind, I was going to stretch and ruin this mature asshole completely, and break every last bit of her teasing, knowing attitude while I did it. ⅇ

I started shoving my cock into her slowly, but I was ruthless. Merciless. I didn’t care how much it stretched or burned her. I used no extra lubrication, only the slick, messy mixture of our earlier juices still coating my thick shaft. I wanted this mature woman to feel every heavy inch forcing its way inside, to know exactly who was claiming her and how little mercy I intended to show.

"Ahhh... oh God—" she cried out, the sound torn between sharp, real pain and a deeper, unwilling pleasure as her tight ring stretched wide around the swollen head.

"Ahhh... fuck," I groaned through clenched teeth as I kept pushing, inch by thick inch, until my cock was buried all the way inside her. Her asshole stretched obscenely around the veined shaft, the small pink ring forced open far beyond what it had ever taken before. ℯ𝕝.

The only thing easing the way was the wet filth we had already made together.

Soon I was pressed fully against her, my hips flush with the soft, heavy cheeks of her ass, my body covering hers completely from behind. My chest rested against her warm back, my face close to the side of her head so I could watch every flicker of reaction as she took me to the hilt.

I began moving my hips slowly at first, dragging my cock almost all the way out until only the head remained inside, then pushing it back in deep and hard, letting her feel the full length every time.

"Ahhh—" Her face twisted in a raw mix of pain and rising ecstasy, eyes half-closed, lips parted, brows drawn tight.

"This is how a whore like you needs to be taken," I growled against her ear, watching the way her expression changed with every deep thrust, the way her mouth fell open and her eyes fluttered.

"Ahhh... it hurts... it’s so deep," she cried, her voice broken, shaky, almost pleading.

Even her tears, even those cracked, helpless moans only fed the dark lust burning hotter inside me. Every sound of pain mixed with pleasure made my cock throb harder, made me want to push her further past her limits.

"Now say what you were saying," I growled, suddenly thrusting harder, slamming my hips against her soft ass with sharp, punishing strokes that forced the air from her lungs and made the bed creak beneath us.

"Ahhh—!" She could only moan loudly, the words completely lost under the force of my cock driving deep into her tight hole.

I slid my hands up along her arms and interlaced my fingers tightly with hers, pinning her wrists wide on the bed on either side of her head. I fucked her passionately like that, deep, relentless, owning every inch of her stretched asshole while her soft, thick body jolted and trembled beneath me with every powerful thrust.

The woman slowly turned her head, glancing back at me over her shoulder. Her eyes were glassy and wet, her cheeks flushed deep red, her lips trembling as she tried to speak.

"Ahhh... I think I’m gonna cum," she moaned, the words soft, almost disbelieving, as if her own body was betraying her.

The way she said it, the shame mixed with helpless, rising pleasure, made my cock throb violently with dark, triumphant lust.

"Have some shame, bitch," I growled against her ear, never slowing the hard rhythm of my hips. "You’re cumming while I’m fucking your asshole."

Then soon she came hard.

"Ahhh... fuck—!" the woman moaned, her voice breaking as she hid her face deep in the sheets. Her pussy suddenly clenched and started leaking heavily, then squirted in strong, messy pulses, spraying clear juices out around my balls and down onto the bed.

Her warm fluids coated my balls and the lower part of my stomach while I stayed buried to the hilt in her tight asshole, still on top of her, still deep inside.

"Fuck... you’re cumming so hard," I growled, feeling the wet heat of her release soak the sheets under us. Every powerful squirt made the bed more and more soaked beneath her trembling thighs.

The way her asshole clenched and fluttered in perfect rhythm with each squirt made my cock throb violently inside her. The tight ring squeezed and milked me with every wave of her orgasm. I knew I wouldn’t last long if she kept moaning and cumming like this, the wet, rhythmic pressure around my shaft was too intense.

I had broken her. This mature, powerful woman who had radiated such strong, almost intimidating aura when we first met on the deck was now moaning like a complete bitch underneath my cock, her body shaking, her face buried in the sheets, her pussy still weakly squirting while I filled her ass.

I leaned down and started kissing along the sweat-slick skin of her back, slow and open-mouthed, tasting the salt of her skin while she kept cumming.

I chased my own rising pleasure with deep, steady thrusts, watching from the side as her face twisted in raw ecstasy, listening to every broken, helpless moan that spilled from her lips.

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