Page 39 of Dr. Billionaire

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Jenna squirmed in earnest. It hurt just as much as it had the first time he’d finger fucked her on his exam table. She hadn’t been able to wiggle away then, but she gave it her best shot now.

As if reading her mind, Mark said, “You’re not tied up this time, babygirl, but I think you know that doesn’t matter.” He inserted a second finger then, and Jenna yelped. “You know that I can easily hold you down and make you take it. And that makes you very, very wet, doesn’t it little fucktoy?”

He didn’t give Jenna time to answer, and a moment later she was squealing as he added a third finger, pumping them in and out of her. Her empty pussy clenched in protest, and she looked back at him again, desperation in her expression. “Please sir, fuck my pussy instead?”

Mark met her gaze with smoldering eyes, and she watched as he removed his fingers and replaced them with the head of his cock.

“No,” was all he said before he claimed her tightest hole in one brutal thrust.

Jenna let out a scream that faded into the loudest, sluttiest moan she could have imagined coming out of her mouth. She didn’t even have time to feel the shame of it before he pulled back out, then thrust in again a moment later even more brutally.

A strangled cry escaped her as his cock stretched her no longer virgin ass. She felt more impossibly full than she could have imagined, so full that it felt like her body would reject the intrusion at any moment, forcing him back out of her.

He took up a steady rhythm, fucking her rough and hard, and her sore hole began to grudgingly accept its uninvited visitor. The burn of each thrust was now followed up with a bite ofpleasure, and she moaned as the mix of sensations overwhelmed her.

Jenna’s body stiffened as Mark’s hips slammed into her again and again, and she could feel pressure building deep inside her belly. Time seemed to slow to a crawl as her mind grappled with the idea that she was about to come with a hard cock in her ass for the first time in her life.

“Mark, I… I think I’m going to…”

“Come hard for me, my dirty little slut. Come with my cock in this tight little ass.”

“Oh god!” she cried out, her climax overtaking her like a tidal wave, every muscle clenching, and she squeezed her eyes shut as she tried and failed to maintain the slightest control.

Her whole body trembled with the aftershocks, but Mark didn’t slow down, and Jenna began to beg shamelessly.

“Little whores like you need to come more than once with their ass full of their man’s cock.”

“Noooo,” Jenna cried out, shaking her head fervently in the blankets. But she was already gyrating her hips along with his rhythm.

“I know you can take it, babygirl,” Mark assured her, and he gripped her hips tighter, thrusting with renewed vigor.

Jenna screamed as she came again.

“That’s it. Take it like my good girl.” Mark crooned.

His breath came in pants as he drove into her with a final, savage roar.

Feeling his hot seed spurt into her well-used hole at last, Jenna collapsed on the bed. Mark laid himself down to the side of her, pulling her against him as their breathing gradually slowed.

When she could move again, Jenna slid her head over until it was resting on his chest, then moved her hand to play idly with some of the course hair there. “That was… a lot,” she said, her voice hoarse.

“Yes, it was,” Mark said. “You did so well, my sweet girl and my sexy little whore.”

Jenna gave him an exhausted smile, feeling content as she drifted off to sleep listening to the beat of his heart.

EPILOGUE

One year later

“I reached 100,000 subscribers for my Discord group!” Jenna had been refreshing the screen all day since she knew the milestone was getting close. As of now, 783 tickets had been sold for the convention that night, and that didn’t include walk-ups who would pay at the door.

“Congrats, sweetheart! Just in time for the big night.” Mark was staring into the mirror in their bedroom, a look of concentration on his face as he redid his tie for the tenth time that evening.

For a man in his position, he was unusually bad at tying ties.

Jenna still couldn’t believe the whirlwind of events that had led to her hosting her first annual “Central Perk Crew” convention for subscribers of her increasingly popular Friends-themed Discord server.

Ever since she had begun to invest serious amounts of time into growing and monetizing the group, it had blown up beyond her wildest expectations. She had even been able to hire Chloe on asa full-time moderator, which meant they got together weekly for “business meetings” atGriddleHouse.