SSS Awakening: Conquering Worlds with My Cupid System

Silas had lost his mind now. Whatever it was that was happening, he wasn’t the same innocent guy who was taking a blowjob and a titjob moments ago. He grinned wickedly, his glowing eyes locked onto Anna’s as he ignored the knocking entirely. With a powerful surge of his hips, he drove the rest of his thick cock deep inside her in one brutal thrust, bottoming out completely. Anna’s eyes rolled back, her pussy walls clenching around him as another orgasm ripped through her without warning.

"I-I’m fine!" she managed to gasp out toward the door, her voice shaky and breathless. "Just... just dropped something heavy. Go back to work!"

The person outside hesitated for a second, then replied, "Alright, Miss Anna. Let me know if you need anything." Soon, they heard footsteps fading away. The second the sound receded, Silas let out a low, hungry growl. "Good girl. Now... my turn."

He didn’t give her time to recover. His hands gripped her ass firmly as he stood up from the chair, still buried to the hilt inside her dripping pussy. Anna whimpered, wrapping her arms and legs around him instinctively as he carried her the short distance to her large office chair. He turned and lowered her onto it, laying her back against the soft leather... missionary position. Her legs were spread wide, one draped over the armrest while the other he hooked over his shoulder. The new angle made her feel impossibly full. His thick cock stretched her perfectly, pressing against that sensitive spot deep inside her with every breath.

"Fuck! So tight..." Silas groaned, looking down at where they were joined. Her juices were already coating his shaft and dripping down onto the chair. He braced one hand on the back of the chair and the other on her hip, and started fucking her properly with hard, deep strokes that made her heavy breasts bounce with every thrust. The wet and obscene sound of skin slapping skin filled the office again, louder than before. Thankfully, sound didn’t travel outside the room. The earlier was a mistake she had made... she didn’t close the door fully, so the scream went out. This time, the door was closed tight...

"Silas-ahh! Too deep!" Anna moaned, her head falling back against the headrest. Her hands clutched at his shoulders, nails digging into his skin as he pounded into her.

"You wanted this," he rasped, leaning down to capture one of her cum-smeared nipples in his mouth, sucking hard while slamming into her. "You started it, Miss Anna. Now take every inch."

He changed the angle slightly, driving downward, grinding against her clit with every thrust. Anna’s mouth fell open in a silent cry, her third orgasm crashing over her so fast she could barely breathe. Her pussy spasmed wildly around his cock, squirting lightly against his pelvis. Silas didn’t slow down. He kept fucking her through it, the chair creaking dangerously under them with the force of his thrusts. His balls slapped against her ass rhythmically as he chased his own pleasure.

"Look at me," he commanded again, his voice rough with lust.

Anna forced her eyes open, meeting his intense gaze. The sight of her, flushed and covered in his earlier cum, legs spread wide while he railed her in her own office chair, pushed him closer to the edge.

"I’m going to fill you up," he growled, his pace becoming erratic.

"Yes! Please!" she begged, her voice wrecked. "Cum inside me, Silas!"

With a deep, animalistic groan, Silas buried himself to the hilt and came hard. Thick, hot spurts of cum flooded her pussy, pulse after pulse, until it was leaking out around his cock and dripping down her ass onto the leather seat. He stayed inside her for a long moment, both of them panting, bodies slick with sweat and fluids. But his cock was still rock hard. He pulled out slowly, watching with dark satisfaction as his cum poured out of her stretched hole. Then he smirked.

"We’re nowhere near done, Miss Anna. Turn over."

Anna’s limbs felt like jelly. Her body still trembled from the aftershocks of her orgasms, but the command in his voice sent a fresh spike of arousal through her exhausted frame. She turned slowly, her knees sinking into the soft leather as she positioned herself on all fours, while she gripped the back of the chair for support.

Silas gripped her hips and dragged her back toward him, without giving her a moment to adjust before he slammed back inside her. Anna cried out, her fingers white-knuckling the leather as he filled her again with one brutal thrust. The angle was different now. It was deeper and somehow hitting places that made her vision blur at the edges.

"Silas, wait! I don’t know if I can..."

"You can," he cut her off, already setting a punishing rhythm. "And you will."

He fucked her as if he owned her, each thrust shaking the heavy office chair across the floor with a scraping sound. His hands roamed her body, gripping her waist and slapping her ass hard enough to leave a red handprint, tangling in her hair to pull her head back.

"Tell me you want more," he demanded, pounding into her relentlessly. "Tell me you want me to use this pussy until I can’t move."

"Yes... god, yes!" Anna sobbed, pushing back against him, meeting his thrusts. "Use me, Silas. Please... don’t stop~"

He growled, reaching around her to rub her clit in rough circles, making her scream into the chair. She was oversensitive. Every touch now felt electric, but he didn’t let up. The wet sounds of their fucking filled the room.

"That’s it," he grunted, feeling her tighten around him again. "Cum on my cock one more time, Miss Anna."

The words sent her over the edge. Anna came hard, her whole body convulsing, and her pussy clamping down on him like a vice. Silas groaned, his thrusts becoming savage and animalistic as he chased his second release. He grabbed her shoulders for leverage, pounding her into the chair, his balls slapping against her clit with every stroke. The pressure built...

"Fuck... Anna!"

He buried himself to the root and came again, harder this time, rope after rope of thick cum flooding her already soaked pussy. Anna collapsed forward, trembling, her body completely spent. Silas followed her down, pinning her under his weight, still twitching inside her. For long moments, neither of them moved.

After some time, he slowly pulled out of her and watched his cum leak out of her swollen hole. He collapsed into the chair beside her, pulling her limp body into his lap. Anna curled against him, her eyes already drifting shut. Her body was utterly wrecked.

[+50 EXP: Dominate the Nurse (Completed!)]

[+100 EXP: Mark a Woman as Yours (Completed!)]

[+200 EXP: Additional for Hidden Quest]

[+100 EXP: Dominating Sex]

[Level Up!]

[Level Up!]

[Level Up!]

[Level Up!]

[Level Up!]

[New Skill Unlocked!]