Chapter 166: Roleplaying

"Oh my!" Josie gasped and her thighs tensed against the chair as the air hit her bare skin.

"I don’t understand... What are you doing, Tom?" she asked trying to sound steady but her voice was already thinner than she wanted it to be.

Tom did not step back. His hands stayed where they were, he glanced briefly at the skirt and panties bunched low around her legs and he nodded in satisfaction. That sight of hers was giving him a crazy satisfaction. He could feel a drop of precum already escaping from his cock which was still restrained in his trouser.

"You don’t need to understand, Mrs. Hale. This is part of the proposal. Let me continue." he said calmly.

"Mrs. Hale, are you following?" He addressed her formally, as if the boardroom still mattered.

Then without waiting for her response, he pushed three fingers into her cunt at once.

Josie jerked hard against the seat, a broken sound leaving her throat. She was wet, but the sudden stretch still tore through her composure. Tom watched her face the entire time, working his fingers deeper without gentling the pace.

"What do you think of this stage of the proposal?" he asked, his voice was steady while his fingers thrust into her with firm, relentless rhythm. "Is there anything you would suggest I should adjust?" he asked in all seriousness.

Josie’s lips parted. Her hips twitched helplessly against his hand. She shook her head first before she could manage out the words;

"No, no... Keep going."

Tom’s cock throbbed hard at that answer.

"Good," he murmured. "Because the foundation matters. If this part isn’t handled properly, the rest collapses..." He kept fingering her deeply, his three fingers stretching her open, while his other hand went to her breast and he fondled it through her cloth. Every time she clenched, his own control frayed a little more.

Josie’s hand gripped the sides of the chair. Her thighs were already trembling. Tom didn’t slow down despite that, actually, he increased the tempo of his hands, working her harder.

"Are you satisfied with this stage?" he asked after a moment. "Because I’m so aching to move to the next part of the presentation."

Josie nodded instantly, then forced the words out.

"You’re good to go."

That broke something loose in him.

Tom pulled his fingers free, glistening with her wetness, and finally freed his cock. It sprang out thick and hard, the head already dark with need. Instead of taking her against the table, he hooked an arm around her waist, lifted her clear off the chair, and sat down in it himself.

Then he brought her over his lap.

Josie’s knees spread around his thighs as he guided her down. He grabbed her breasts with one hand, used the other to line himself up, and spoke against her mouth in that same false pitch tone.

"Next point," he said roughly. "Direct implementation. B- But there’s a warning... You need to brace up for it, Ms. Hale, it might be too invasive..."

Then he pulled her down onto his cock in one firm motion.

"Uhmm.."Josie cried out, her body arching as she sank onto him. She was dripping enough that he filled her in one continuous stretch, her cunt clenching around him in tight, starved pulses.

Tom’s breath punched out of him because she felt too good. Hot and soft and she was gripping him like she had been empty for far too long. His hips jerked upward on instinct as her weight settled fully in his lap.

"Fuck..." he muttered, then he forced the role back into place. "As you can see, Madam, the proposal fits tighter than expected."

Josie let out a broken sound and clutched at his shoulders. "Tom-"

"Yes, Ms. Hale, I’m here... Have something to say? You can whisper it if your voice isn’t firm enough." He replied teasingly. He gripped her hips and started thrusting up into her, using the chair beneath them for leverage. Each stroke was wet and deep, bouncing her lightly on his cock while he kept talking through his teeth.

"Still with me, Ms. Hale?" he asked. "Or is this section of the presentation too intensive? Too invasive? Locking breath out of you? Should I stop?"

Her answer came out scrambled. "Don’t... stop."

That was all he needed. Tom fucked up into her harder while keeping his hands greedy on her breasts, then her waist, then her ass as he pulled her down to meet every thrust. Josie’s composure continued to peel away in layers. Her head tipped back. Her mouth stayed open. Every time he bottomed out inside her, her thighs shook around him.

His own body was already going crazy from it. The more she reacted, the harder he drove up into her. Every gasp she tried to swallow only made him thrust deeper. Every time her cunt clenched, his stomach tightened with the urge to ruin the rest of her control completely.

"Next slide," he said hoarsely. "Increased pressure."

"Ahnnnn..." Josie moaned outright.

"Response rate is excellent," Tom continued, almost through his teeth, bouncing her on his cock. "The body is cooperating. Management should approve immediate expansion."

"Tom-" she choked. "Harder."

And harder he gave it to her.

The chair creaked under them. Josie’s polished exterior was gone now. She was wet enough to soak where their bodies joined, clinging to him, taking every upward thrust like she had been starving for exactly this kind of rough interruption.

Tom pulled her down hard and held her there for a second, fully buried inside her.

"Final point, Ms. Hale..." he growled. "The proposal ends with you coming on this chair like it belongs to me."

Josie’s whole body tightened around him at those words.

And Tom, already half-mad from the way she kept squeezing his cock, only fucked up into her harder.

Then, without warning, Josie did something that Tom didn’t expect at all... He wouldn’t have thought she was capable of it anyway. It took him unaware, making his lips parted in surprise.