Just a Little Blackmail~ (Original) (Patreon)

Themes: Blackmail, Coercion, Boss/Secretary sex, Oral, Consensual

Word Count: 2,255

Summary: A businessman blackmails his slutty little cunt of a secretary after catching her on camera masturbating in his office, sitting on his chair, at his desk. Really, if she wants to act like such a whore, he'll happily treat her like one. Is there something more going on here though?

Just a Little Blackmail~  

The young businessman reached up and tugged a bit at his tie, giving his neck a bit of a reprieve from the tight embrace of the fabric around his neck and some much needed breathing room. Letting out a slow breath, he looked up and around his office. It was dark outside, no light filtering in through the drawn shades of the window behind him.

The only light in the room was his desk lamp as he considered the time. Yes, now was as good a time as any. Pressing a button, he cleared his voice and spoke concisely.

“Emily, come in here please.”

It was barely even a second before the door opened and his busty brunette secretary walked in hurriedly to stand in the center of his office, a flush across her face as he took the moment to inspect her. She was wearing exactly what he’d… requested of her, a very short skirt that barely covered her entire ass and a white blouse three sizes too small for her, showing off quite a bit of her midriff and causing her large chest to strain against it and her too small bra in an absolutely delightful way.

She was also wearing that ruby red lipstick he loved so much, and her brown hair was done up in curls just the way he liked it. Letting the appreciative noise at the back of his throat out, he beckoned her forward. Emily immediately stepped closer to his desk, licking her lips and leaning over his desk just right to show off her cleavage and let him look down her shirt.

“S-sir, what can I do for you?”

His eyes moved from her tits to her face, where Emily was biting her lower lip, incredibly red with embarrassment. She was humiliated by what he was putting her through. Good, that was exactly what he wanted from her. Well, not exactly. He wanted a whole lot more than just some humiliation. Reaching forward, the man put his finger down on the far edge of his desk.

“Foot here Emily. Show me.”

Her red face went white as she paled. Shaking slightly, his secretary pressed her lips tightly together, eyes darting back and forth desperately.

“I-I, s-surely you wouldn’t want me t-to get your d-desk dirty s-sir!”

The smile fell away from his face as he leaned back, taking in her defiance, meager as it was.

“Emily, perhaps you need a reminder of why you are expected to obey me in every single little thing I command of you. A reminder of why exactly you signed the new contract I presented you with that changed our working relationship so very much.”

He’d been looking for an excuse to peruse this particular video with her again, so when he turned his computer slightly, it was as easy as a simple click of the button to start up the recording. Emily watched, wide eyed and lower lip constantly worried by her upper teeth as she and he watched her on the tape at HIS desk, masturbating and moaning lewdly in HIS chair like a wanton whore. After a moment, he paused the recording and turned his computer back to its original position, leaning back and looking at her with a raised brow.

Emily couldn’t make eye contact with him, her gaze downcast as she slowly balanced herself on one foot and brought the other up to rest on the edge of his desk. The reason she had to move slowly was readily apparent when one saw the three inch bright red high heels that he’d forced her to wear to complete her slutty secretary look. He thought they went quite well with her ruby lipstick. 

As she balanced on one three inch heel and rested the other on the corner of his desk, her boss was staring unabashedly at her exposed pussy. As expected, she was wearing absolutely nothing under her mini skirt. Instead, it was just her bare naked juicy cunt. The reason she hadn’t wanted to obey him right away was immediately obvious, her pussy dripping wet from arousal. A slow grin spread across his face as he gazed at her aroused lower lips appreciatively.

“That’s a good girl. Come around to the other side of the desk and kneel.”

A common enough command and one Emily was far quicker to obey as she brought her leg back down and hurriedly walked around his large mahogany desk to fall to her knees in front of him. The shag carpet beneath his desk acted as a cushion for the young woman as he turned in his swivel chair to face her, spreading his legs apart and giving her a nice view of the bulge his hard cock was currently making through his dress pants.

“Look at what you’ve done to me Emily. You and your scandalous little outfit. You’ll have to take responsibility for this problem sweetheart.”

Her big brown eyes flickered between his crotch and his face, her lips pursing together. But there was no defiance, no back talk as she licked those same ruby red lips and shuffled forward across the carpet on her knees, coming to a stop directly between his legs and reaching out with dainty feminine fingers for his belt buckle. Deftly undoing it, she worked her way through the button and zipper of his pants as well, pulling them down as he rose up a little in his seat to help her. 

Pulling his tucked in shirt out of the way, one of her hands slipped into his boxers and a moment later her palm brushed against his hard cock, her fingers encircling his length as she pulled back the waistband of his underwear with her other hand and pulled free his member. A quiet gasp escaped her lips as Emily beheld his massive girth once more. The girl seemed to be shocked, almost mesmerized, every time she laid eyes upon it.

He didn’t mind though, he enjoyed the attention, the awe and the admiration. Leaning back, he left his hands on the arm rests of his office chair and simply watched as his secretary took hold of the long cock before her with both hands, shifting her smooth palms up and down along his shaft in a truly delightful way as she gave him a hand job. He grunted as she twisted her hands over his length fluidly and then a groan escaped him as his secretary lowered her lips over his cock and took the thick mushroom head into her mouth.

Her ruby red lips stretched wide to accommodate his thick cockhead as her tongue slobbered all over it, sliding over the tip of his member lewdly as she let out a muffled moan around his cock. It sent vibrations down his length in a way that caused him to groan again, and one of his hands suddenly left its position to reach out and curl into her hair firmly.

For the moment, he did not pull, simply held her in his grasp as she began to bob her head up and down on his shaft. Emily was showing her worth as she sucked him off like an expert courtesan, her tongue working its way around his girth as she took more and more of him into her mouth. His slutty little secretary had only one hand on his cock now, near the base as she pushed herself to take more of him between her lips. The other hand was between her legs, two fingers sliding in and out of her cunt at a frenzied pace as she dutifully sucked him off.

The other hand came off his armrest and grabbed her brunette curls. It was a prearranged signal between the two of them. Emily’s remaining hand fell away from his cock and she stopped pushing deeper on her own, simply opening her mouth wide and doing her best to suck on his member as he used his two handed grip on her hair to pull her deeper along his shaft, thrusting into her throat at the same moment and choking her on his huge massive length.

“Gaghk! Gaghk! Gaghk!”

Emily gagged hard around his dick, slobber and drool escaping from her mouth as he unceremoniously fucked her throat and spilling onto her white blouse and barely covered chest, ruining the clothing with spots as her mascara and makeup began to run and her ruby red lipstick began to be left behind on his girth with each pull and each thrust of his member. 

Forcing Emily’s tight hot throat to take his cock was a slice of heaven that he hadn’t been able to let go of since discovering it. Not that she resisted it, the young woman simply continued to finger herself as he buried her face in his crotch over and over again, gagging and choking but not trying to push away from him even remotely.

Instead, as he fucked her ruined face, Emily’s eyes began to flutter shut from lack of air, her gagging beginning to slow down as she nearly passed out from lack of air. That was when he finally pulled back, letting her take in deep breaths of air for several moments, before bringing her back down on his cock, forcing her nose to brush against his pubes and slapping his balls against her chin.

This continued on for several more times where Emily nearly passed out, before finally he grunted, feeling his release coming fast. He felt his cock pulsing hard and when Emily finally did pull back, feeling the same thing, he let her go. The curly haired brunette slid his cock back out of her mouth and reached up with fingers wet from her pussy juices to grab hold of his massive length, pointing it directly at her face as she opened her mouth wide and stroked him to completion.

Sure enough, a couple jerks of her sticky hands and he grunted, his first cum blast striking her across her brow and the next several ones painting her face white with his seed. She got some of it in her mouth which she dutifully swallowed, but most of it was on her face and in her hair, giving her a messy facial that made her look all the more beautiful to him. 

Giggling, Emily let go of his softening cock and wiped the white sticky substance from her eyes.

“Jeez, this was one big load Brandon. You really were pent up this time weren’t you?”

Brandon chuckled as he leaned back in the office chair.

“That’s what happens when you tease me relentlessly for an entire week but refuse to give any nookie Emily. I get backed up.”

“Mm, well it sure is a lot of tasty cum all at once. Maybe I should do this more often.”

A deep growl escaped Brandon’s throat.

“Not too often my dear wife, or else your boss will have to push his naughty secretary slut over his desk and force her to take his cock in her sordid cunt.”

Emily let out a playful gasp at that even as she kicked off the high heels and slowly stood up, smiling down at him happily. Brandon grinned up at her and let her climb into his lap, his hands around her waist as she rubbed her naked ass against his soft cock, even now while asleep, a behemoth in size and length.

“God, what did I ever do to deserve a beautiful and amazing wife like you Emily?”

Smirking through her mess of a face, his cum and her makeup, lipstick, and mascara all running together, Emily wrapped her arms around his neck.

“Well that’s obvious silly…”

She trailed off and Brandon raised an eyebrow at that.

“It’s the cock Brandon. You’ve got the biggest cock I’ve ever seen. I put up with everything just so I can be fucked by that big huge cock.”

The delivery was so dead pan that Brandon actually froze for a moment, staring up into her eyes before realizing she was joking. A playful scowl spread across his face and suddenly Emily found herself lifted into the air as he stood up and laid her down across his conveniently bare desk.

“Oh now you’ve gone and done it Emily. I won’t have that kind of mouth from a whorish secretary like you.”

His shaft was already rising to attention as Emily looked down the length of her body at it, eyes wide. Then she locked those eyes with his and smiled coyly through the cum and ruined makeup.

“O-oh s-sir, puh-leeeease don’t fuck me with your big massive cock until I see stars. My poor wittle body can’t take it!”

Brandon snorted at that and leaned in close to her, lowering the volume of his voice to a murmur.

“Oh I think it can Emily. I think it’ll take this and so much more.”

Her breath hitched then, and there was a smoldering lust in her eyes as she let the secretary character of their roleplay fall away entirely.

“Is that a promise husband of mine?”

Brandon just grinned, his hands taking hold of her legs as they wrapped around his waist and his cock began to push into her tight and needy cunt.

“Oh yes. The promise of a lifetime my lovely wife!”

Their roleplay completely forgotten at that point, the indescribably happy married couple made love well into the night, sometimes rough, sometimes gentle, but altogether quite satisfactory.