Cover of The Secretary's Dilemma

The Secretary's Dilemma

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10 chapters · 1035 words · Read 1 times

Josh Pabari is married to Katie and has worked for Felons for 8 years, he joined them straight from college. His secretary 49yr old Megan Mathieson had been with him from day one and looks after all his needs. When a promotion is on the offering if would mean giving up Megan

Chapter 1: Opening Image

The city was alive with the eternal hum of progress, a ceaseless symphony of industry and ambition. From the 28th floor of the Felons Corporation building, Josh could see the pulsating heart of it all, the city streets teeming with life, and the skyscrapers reaching for the heavens like towering, steel gods. He was on top of the world, or so it seemed, sitting behind his desk on an Italian leather chair that cost more than most people's cars.

Josh was a man of distinction, a 30-year-old executive with the sharp dress sense to match his ambition.

His lean build was draped in a tailored suit, the dark fabric contrasting against his styled, raven hair. He leaned back in his chair, fingers steepled as he perused the figures on the spreadsheet before him. The city view, while impressive, was secondary to the task at hand. Work was his mistress, his drive, his fucking raison d'être.

A soft knock at the door preceded Megan's entrance. She was a woman of substance, a 49-year-old force to be reckoned with. Her wavy brown hair was swept back into a neat bun, the brown of her eyes accentuated by her glasses.

She was dressed in a pencil skirt that hugged her curves, a blouse that struggled to contain her ample breasts, and a pair of sensible heels that did little to hide her newfound thickness. A few extra pounds had settled on her hips, ass, and thighs, giving her a voluptuous figure that was both comforting and arousing.

"You wanted to see me, Josh?" she asked, her voice a warm, familiar melody.

Josh glanced up, his eyes lingering on her cleavage before meeting her gaze. "Yeah, Megan. Come on in. Close the door behind you," Josh replied, his voice low and intent. He leaned back in his chair, his eyes never leaving hers as she complied.

Megan felt a familiar flutter in her stomach as she shut the door, the sound of the latch engaging echoing in the otherwise silent room. She knew that look, that tone. It was the same one he used when he wanted something more than just her administrative prowess.

She walked towards him, her heels clicking on the hardwood floor, and stopped in front of his desk.

She could see the bulge in his pants, his desire for her as plain as the cityscape outside. He looked her up and down, his eyes taking in every curve, every inch of her. "You look good enough to eat today megs. You have no idea how hard it is to sit here and look at you all day," he said, his voice a low growl.

Megan smirked, her hands resting on her hips. "Since when do you just look at me anyway," she said, her voice a sultry purr.

She leaned forward, her hands on the desk, her tits pushing against the fabric of her blouse. "But seriously, I need to know if I’m still important to you "

she said, her voice filled with a mix of confidence and vulnerability.

Josh stood up, his chair rolling back with a soft whoosh. He walked around the desk, his eyes locked onto hers. He could see the need in her eyes, the desire that matched his own. He reached out, his hand cupping her cheek, his thumb brushing against her lips. "You're the most important person in the world to me, Megan. You know that."

“But that’s just it, you never tell me that any more .” Megan's voice was barely a whisper, her breath warm against his hand. “You don’t say it, you don’t show it. It’s like you’re afraid of it.”

Josh’s fingers trailed down her neck, his touch gentle yet urgent. “I’m not afraid of it, Megan. I’m fucking terrified of losing it.” His breath hitched as he spoke, his heart pounding against his ribcage.

Megan leaned into his touch, her eyes fluttering closed briefly. “Then tell me, Josh. I deserve that don’t I?

To be told I’m important? To be told you need me?” Megan’s voice was a plea, her eyes searching his.

Josh nodded, his hand moving to the nape of her neck, his fingers tangling in her hair. He pulled her closer, his lips claiming hers in a fierce, desperate kiss. She melted into him, her body pressing against his as she opened her mouth, inviting him in. His tongue swept inside, exploring, dominating, as his other hand grabbed her ass, pulling her tight against his growing erection.

“Fuck, Megan,” he groaned, breaking the kiss.

“I need you. I need to be inside you.”

Megan smiled against his lips, her hands moving to his belt, deftly unbuckling it. “Then take me, Josh. Take what you need.”

He stepped back, his eyes dark with desire as he watched her kneel before him. She unzipped his pants, freeing his cock, which sprang up hard and ready. She licked her lips, looking up at him with hungry eyes. “You know I would never just take anything from you” Josh said , his voice barely a whisper as he reached down, cupping her cheek.

“I give to you. Always.”

“Baby… you most definitely do” Megan smiled, leaning into his touch before turning her attention back to his cock. She wrapped her fingers around the base, her thumb swiping across the tip, spreading the precum that was already leaking out.

“Fuck, Megan,” Josh hissed, his hips bucking slightly. “You always know how to look after me.”

She just grinned, her eyes twinkling with mischief as she leaned in, her tongue flicking out to taste him.

She licked the length of him, from base to tip, her tongue swirling around the head, cleaning away the bead of precum. Josh groaned, his head falling back, his eyes closing as he surrendered to the sensation.

Megan wrapped her lips around the head of his cock, her hand still firmly gripping the base. She suckled on him, her tongue working the underside, her lips creating a tight seal. She took him deeper, inch by inch, until he hit the back of her throat. She gagged slightly, but she didn't stop. She wanted to take all of him, every fucking inch.

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