An Entry-Level Position [blackmail] [dubcon] [rough]

**“An Entry-Level Position”**

“Come in” he says, waving her past the small front desk and down the hall. There’s a frosted glass door, lit by sunlight flooding down the hall. It’s Saturday morning, but the bright, cheerful atmosphere of the office belies the mood of the only two people in it.

David Voss follows the probate employee down the hall. *I should have my head examined for hiring her* he thinks as he watches her hips and thighs swish on her way back to his office. But she was desperate, and had a look in her eye. A willingness, a placidity, a need to please that stopped well short of eager. There was also an undeniable and almost irresistible dumb sex appeal. She had the kind of sensual curviness that comes easily to a woman in her late teens, even early twenties, when metabolism and time are her friends. By 30 she’d be fat, he had little doubt. Not that it was his concern. But now, at twenty? Now she was hips, shapely calves, an unusually round ass, big firm tits – yet not grotesquely so – that strained the buttons on her shirts which tucked into a small waist. Ordinary straight brownish-blonde hair that had seen too many home coloring jobs, and large green eyes. Fair skin that looked like it never saw the sun. Words like “pleasant, comely, plain” came to his mind. She could be a stunner with a little work. But those kinds of luxuries aren’t often afforded to young single mothers. Office eye candy. *A pair of tits to ogle* he’d speculated to himself. *Perhaps a toy to play with working late nights down the road*. *She doesn’t seem like the “file a complaint” type, but you never knew.* If only she’d had a shred of competence.

Voss Capital was on its feet again. David had made it through a brutal decade. First the Global Financial Crisis, or GFC as it came to be known in ’08-’09 just 4 years into his career. Then a protracted divorce from Anne. The things that had attracted them to each other in their dating years, had become bricks of resentment as their marriage got out of its honeymoon phase. Her ambition, her determination, her good taste and sharp intelligence had all appealed to him. But after 6 years he’d come to view her as a ball-buster. And a spendy one at that. They’d grown apart, becoming tenuous roommates. The divorce had been costly, in more ways than one. She’d gone scorched-earth with their mutual friends, which had cost some business opportunities. But he had his own and now, five years later, felt good for the first time in years. The firm was approaching another milestone, two million in gross revenues. He had two other staff members. Junior partners he’d hired along the way. But an admin was needed. A competent one.

“I don’t like taking up your Saturday Emma, but I have to be here, and I prefer to do performance reviews one-on-one when the other employees aren’t in the office, and the phones aren’t ringing. Would you like a soda? Water?”

She shifted uneasily in the chair opposite his desk. “Yes sir.” He pulled her preferred Diet Coke from the mini-fridge and handed it to her as he popped the tab. The gift was offered with a small amount of disdain, as he had watched her go through office diet cokes like water at her desk. He’d had to pull her aside after the first week and explain as she sat dumbly that they were not for the employees to drink at liberty and that she should bring them from home if she was going to suck on a diet drink at her desk all day.

The first week had been bad. She’d gone home crying every day. The learning modules had scrambled her brain. She jammed up the copier by stupidly attempting to feed half a ream of documents in at once, resulting in an expensive service call. She’d spilled drinks on her desk. Had hung up 3 times on clients because she couldn’t figure out the phone system. She wanted this office job so bad. Better pay. Benefits for her little boy. And just like the last one it was falling apart*.* *Why do I screw up everything?*

The first week she’d gone home crying more nights than not. By the end of the second week, she knew she was going to be fired. She’d picked her son up from her mother’s the night before, eyes puffy from the long, emotional car ride. “Oh, by the way Emma, be here tomorrow at 9:00. You have a three week performance review coming due, but I’ll be out most of next week.”

She knew he was going to let her go.

“Emma” he began, seating himself behind the wide desk in his office. As I told you when you were hired, this was an entry level position. I need an assistant who can handle small tasks around the office. Take care to protect our client’s information, and generally help out. My idea has been to groom you into a position of greater responsibility based on how you handle the tasks I’ve given you.”

She hung her head. She knew where this was going. She couldn’t make coffee without spilling grounds all over the floor.

“How do you feel you’ve performed in your first two weeks?” he inquired neutrally.

“Not very well.”

“Mhmm. I’d agree. I don’t think I need to rehash the list of problems we’ve had great and small. I know it isn’t an issue of pay. I’m paying you at the salary close to an exec admin. Is it lack of motivation to stay on task? Have I failed in some way?”

She looked up, eyes wide. “nn.. no sir. You’ve been great. I’m so sorry. I just, I can’t…”

“Emma I don’t enjoy letting people go. When I hire, I commit to your financial and professional development. But…”

She summoned what little courage she had to beg. “Sir, please, I can’t lose my job, my son…”

“Yes, Aiden, is it? Hayden?”

“Jaiden, sir.”

“Of course. I remember now, I spent hours getting him added to your benefits package. Yes, you need the work for your son.”

“Sir I promise… I’ll do better. I just need to slow down maybe and…” she trailed.

He looked at her. David had always liked risk. Perhaps that’s what had drawn him to the capital markets out of college, and why he’d gone into business for himself. This was a risk. But a calculated one. It wasn’t about the money.

“Emma, I’m prepared to let you go today.”

She didn’t react, only slumped a little further. She’d known it was coming. Her lip began to shake. He needed to act before she came completely to pieces. He’d seen this before.

“Emma, I’d like to offer you an alternative, but it’s entirely up to you.”

“Yes sir! Anything” she said stupidly without hesitating.

“I can let you go. We need someone in the office who can perform her duties, but the firm won’t fall apart without it. I can hire someone else. So I will offer you a choice. We can terminate you as an at-will employee, and I will write you a check for five hundred dollars severance.”

She hadn’t expected that. She also knew it wouldn’t make much difference. Her boyfriend, Kyle, worked intermittently at best, something she was growing to resent after everything he’d promised her. She had daycare to pay on the days her mother couldn’t watch, rent was due. The repair bill from backing her car into the light pole. *Yep, Emma, always screwing it up.*

“Emma. I’m going to offer you an alternative. I have more than sufficient basis to let you go, I think you’d agree.”

She nodded. “Having said that, there could be ways you could be valuable to me.” She cocked her head, looking up from the carpet she’d spent the last few minutes staring at. His face said warmth. His eyes said something else. Something cold, calculating, and predatory. It was the same look Jaiden’s father had.

“Sir?” she said, hesitant. David had put his hands on her shoulders several times over the last week. She’d have written it off had she not noticed the way he trailed her exposed bra strap as he took his hands away. She knew, and almost expected this was coming.

“Emma, I want to offer you an entry-level position as an assistant of a more… *personal* nature. Do you follow me?” She thought she did but didn’t want to acknowledge.

“I’m prepared to keep you on, at salary, with bonuses. You’ll have flexible hours and minimal office tasks. In exchange, I will have full use of your body, sexually.” He’d said it. Calmly. And now watched her reaction.

Her mouth open and closed several times. Now that he’d dropped it, his lusts were becoming inflamed. *I bet her pussy gets soaked when she’s spoken to like this.* She had the look.

“Sir, I umm… I have a boyfr…” she protested, meekly. Despite sensing this was coming, she had become aroused. She’d thought her boss was attractive, despite being not quite twice her age. She felt her pussy get wet. She didn’t get aroused often anymore, with a toddler and a shit boyfriend. But when she did she sometimes quite literally needed an extra pair of panties.

“Yes, yes, I know. And I also know he isn’t pulling his weight, and Ive also heard you complain about him on the phone almost every day at lunch. Let’s not pretend that’s the basis of your decision. But it is quite a thing ive just hit you with: becoming your bosses sexual plaything because you couldn’t keep up with the demands of the job. So I’m going to ask you to leave. There’s a starbucks down the street. He reached into this desk and pulled out a gift card and slid it across the desk. I’ll give you thirty minutes to think on it. You can come back and give me your answer. If you choose not to take my offer, you will come back here and collect your severance check and your panties. If you accept, you’ll start your new position this morning”

*Wait, did he just say my panties?* She looked at him curiously. “Collect my pa…” He cut her off. “Yes, You can come back and collect your panties. For now, you will remove them and leave them on the desk.”

*Oh my god he’s really fucking serious.* She sat there for a long moment. She thought she had a half an hour to make a decision, but this forced her into an immediacy that both terrified her and made her wet like she hadn’t been in… years?

He sat at his desk, unmoving. Crisply pressed dark gray wool slacks, a white button down dress shirt. His face betrayed nothing. She had to remember to breathe as she felt her own blush rise up her breasts, neck, and cheeks. Her pale ivory skin betrayed her, turning her a flushed shade of pink.

“I’m waiting.”

She rose from the chair, unsteadily, feeling like she might fall over. She turned to head toward the bathroom. “Where are you going?”

“To the bathroom sir to take off…”

“No.” He cut her off curtly. “You’ll do it standing here. Take off your underwear and put them on my desk. And go get a coffee. Come back at 10:00.”

Her mouth was slack. She took short, shallow breaths*.* *Shhhhhit! he’ll know how wet they are* she realized to her own horror.

“Now, Emma. Or leave and don’t come back at all.”

This jerked her out of her daze. Hesitantly, she reached for the hem of her skirt, pulling it up over her hips. She reached underneath it, hooking her thumbs into the waistband. *At least they’re clean*, she thought as she shimmied them down her thighs, over her knees and finally her calves where they fell to the floor. She stepped out of them. “Put them on the desk.” She balled the white cotton panties in her fist and set them down.

“Now go.” She picked up her phone and keys, fumbling them loudly on the glass side table. She left and went out to her car, driving over the curb as she left the parking lot.

David reached for the panties. They were still warm, the residual body heat inflaming him. He’d been hard since making the decision to turn her into an office whore. A cock sleeve. Now his balls had a dull ache, and he could feel precum smearing his boxer briefs. He placed the panties back on the desk and watched the clock.

She’d known immediately she would take his offer. 9:57. She swallowed the last of her iced chai and drove back to the office.

David heard the door open. “Lock it behind you.” He called from down the hall. She startled at the implication of the order, but turned, taking the deadbolt between her small delicate fingers and turning it with a loud click.

Voss knew what that mean from her answer. He adjusted his cock as he heard her shoes on the carpet, getting louder as they approached. Her eyes were a little red. “What is your decision Emma? I have your panties here. Along with your check. I decided to make it out for $1000.00. I know you tried hard.”

That last hit her as mocking. That he had doubled the offer of her severance was equally insulting, since she knew that *he knew* what her answer would be, and that check would never be cashed.

“I’ll do whatever you want, Mr. Voss” she said in a low voice.

“Good. Come kneel down next to my desk.”

“ummm… okay.” Her mouth was dry and her tongue felt thick. It took just a few uneasy steps to reach the corner of the massive, L-shaped desk. She remained standing.

“Knees, Emma” he said impatiently. She lowered herself, harder than she’d meant to, knees thudding on the carpet floor causing her to wince.

“I’m going to ask you some questions, you may not speak but you may answer by shaking your head. Clear?”

“Do you understand the offer that I’ve made you?”

“Yyyess Sir” A mild but startling slap connected with her left cheek. “Open your mouth.” She blinked at him. “O-PEN” He said it to her as though she were retarded. She opened her mouth. Before she knew what had happened, her panties were in her mouth. Frightentend, she struggled to breath through her nose.

“Now you should find it easier to follow instructions.” She nodded this time.

“Do you understand this offer?” A hard nod.

“Do you understand that – when on duty – you will be fully sexually available to me?” A pause, then a nod.

“If I were to reach under your skirt right now, would I find your pussy wet?” She looked down, nodding, embarrassment flashing across her face as crimson.

“Spread your knees, and put your hands behind your back” She turned her head, looking at him. She shuffled her knees apart, the skirt limiting her movement. She put one wrist over the other at the small of her back.”

“Better. Do you want me to open your blouse?” Confusion this time, then a nod.

Voss popped the top 3 buttons easily, exposing the smooth pale skin of her upper chest and breasts. Her bra was nearly fully exposed. He traced her fingers over the tops of her breasts, gently probing her cleavage. “I’ll have fun fucking your tits. Has anyone ever fucked your tits, Emma?” She shook her head. “Noooo?” He said, surprised. “Lucky me then. Do you want me to fuck your tits?” A nod, sublte, then deeper.

“Are you on birth control?” This one shocked her. It felt more personal than anything that had come so far. She thought of her son Jaiden. Her mind followed his train of thought and she shook her head. “Stupid. We’ll have to fix that. For now I won’t cum in your pussy. I think your face, tits, and mouth will be fine until we can get you on the pill.” His almost clinical disdain wounded her, and his candor about using her mouth and body as his cum rag inflamed her. Her moisture was cold as it dried on her legs.

“Last thing, you know that you can end your employment at any time, and that the terms of your severance will be upheld?” She hadn’t thought about this, but she nodded.

“Good. Let’s get started.” She looked up at him, and then nodded. He extracted the panties from her mouth. She moved her jaw and lips, trying to moisten her mouth again. He continued playing with her tits, fingering the edges of her bra cups. Up along her neck, her cheeks. She had never been touched like this. Her boyfriend was rough, fast. There was not foreplay. He’d French kiss her, grab at her tits, suck on them briefly, and shove his cock in as soon as he could. It was usually over just as quickly. David Voss had her so exercised with her own arousal that she would have humped his leg, had he told her to.

He thumbed her lower lip, caressing it. Instinctively, she touched it with her tongue, looking up and seeking approval. “Very good.” Suck on my thumb the way you would suck my cock. Let’s see if you possess the skills.” She lathed his thumb with her tongue. Swirling it, fluttering it. She sucked down on it, attempting to draw as much of him into her throat as she could. It was an obscene act, and one she couldn’t have imagined doing just an hour earlier. The depravity of it, the subservience caused a torrent of wetness to seep from her. He could see it glistening on her thighs.

He stood directly over her now. “Emma, take my cock out and kiss it. Kiss it the way you kiss your boyfriend.” The instruction shamed and inflamed her. She pulled her hands from behind her back, looking up solicitously, and unfastened the black leather belt. It pulled free in her hands. He took it from her, setting it on the desk. “Take off your shirt.” She nodded and did as instructed. *What a lusty picture she makes* he thought to himself. On spread knees, skirt hiked up well above mid thigh. No panties – he could just make out tufts of her light brown pubic hair – and her white bra. This had been easier than he thought. *Taking risks pays off.*

She returned her fingers to his crotch, an evident erection straining against his trousers. She opened the buttons, and released them causing them to puddle around his shoes. She kissed the outline of his cock through his boxer briefs, pausing to lick the wet spot at the tip which was unmistakeably precum. She took an odd sense of pride knowing she’d made this man hard enough and long enough to leak into his underwear. She pulled at the hems, causing them to slide downward as a substantial and smooth shaft appeared from below well-groomed pubic hair. It was smooth, silky, and covered in veins. As the tip came free of the boxers, his cock swung upwards, grazing her check and leaving a trail of slippery wetness. It bobbed, pointing nearly vertical.

“Today Emma, I want you to make me cum. I’m going to cum in your mouth.” Again, she nodded. Taking the cock in her hand, it gave her a thrill to feel it’s warmth.

“Kiss it the way you kiss your boyfriend.”

“I don’t kiss him like this” she said, a perverse gleam in her eye. Without hesitating, she pulled the cock downward and engulfed the head in her warm mouth. She’d never liked giving head, had always hated it ever since HS when her boyfriends would cum without warning her. But with Mr. Voss, she wanted to not just to please him, but to suck his cock and do it well. She wanted him to cum in her mouth, to reward her with the physical manifestation of his ultimate pleasure. She swabbed the head of his prick, pushing it toward the back of her throat where it would go no further. She could taste the subtle, almost-buttery saltiness of his precum. She wanted to touch herself, but felt she needed permission. She bobbed her head, again and again, hitting the barrier of her throat, as she was able to take no more than half his length. She pumped him with her other hand, squeezing and twisting. His breathing was becoming faster. She hoped he would cum soon.

His hands reached for something next to her on the desk, out of her vision. She was focused on sucking him off, on making him cum. But she knew immediately what it was when the loop of black leather slipped over her head and tightened pleasantly around her neck. *HOW DOES HE KNOW???* It was as though he could read her thoughts. She’d always had -in her most private thoughts – a desire to be choked. Her boyfriend would occasionally do it when he was drunk. Typically, she would finish herself as soon as he passed out, wrapping her own hand around her throat while fucking two and sometimes three fingers into her dripping pussy before rubbing out a shuddering orgasm on her clit.

The belt felt warm against her skin, still retaining his body heat. She could feel it pressing on her airway, and restricting her blood flow, but she could breath. She wanted to cum. She needed to cum.

“Take off your bra.”
She nodded at him, as she pulled away, gasping for air, a clear tendril of thick saliva stretched between the head of his cock and her bottom lip. She reached back to unsnap the 34DD cups. It fell away as she shrugged the shoulder straps off, revealing what he had to admit might have been the most perfect set of oversized tits he’d ever seen. Full, white, with no sag, capped with rose-pink areola and pointed nipples. She would give anything to have seen herself, naked, kneeling on the floor worshiping her bosses cock wearing nothing more than crumpled skirt, dress shoes, and a man’s leather belt for a leash.

“I’m going to fuck those tits. Spit on them and get them slick for me.” She looked up at him, not breathing. She couldn’t imaging spitting on herself, let alone doing something like in front of her boss. “Do I need to ask you twice,Emma?” he said with a tug of the leash.

“Nn… no.” She shook her head. She pursed her lips, and a thin string of spittle dripped but wouldn’t break free. It hung, having become thick and viscous from the exertions of her mouth and throat. Finally it broke free and fell between her tits and continued its way to her navel where it collected. “That’s not enough.” He leaned down and grabbed her chin, mauling her mouth with his. She opened, accepting his tongue with her own, her eyes to wide to close. “Open” She opened her mouth, without hesitating. His lips pursed and her eyes went wider. *No he couldn’t be…* she thought as a large glop of his own spit dropped from his mouth and splashed on her tongue. “Now drool that on your tits so I can fuck them, I want to cum soon.” She did as ordered, letting his saliva drip down over her tits, mixing with her own. She had never done anything like that. Never had anything like that done to her. She would have done anything for him. Would have let him fuck and cum in her unprotected pussy just to be able to get off herself.

“Push those beautiful tits together.” She knew what was expected. He dipped low, using his hips, sliding his cock under her cleavage. It pushed through, the swollen purple head coming through her tits to almost touch her chin. If I stick my tongue out I could probably she wondered silently. He began to thrust, his cock disappearing and reappearing. His hand wrapped around the back of her neck, pressing her to him for leverage as he fucked her chest. Wet, slapping sounds as he rutted into her, his balls slapping just below her sternum.

His breathing was becoming labored and ragged, his movements less rhythmic. She knew he was going to cum. She hoped she would be able to. Looking down, she could see her own arousal had obscenely left a wet spot beneath her on the office carpet.

“Oh fuck… of fuck I’m gonna cum. Goddamn your fucking tits I’m gonna.” He pulled back, fisting his cock in his hands, pointing it straight at her. Her eyes were wide. “Open your mouth.” She did, leaning in as he roared out his orgasm, his thighs shaking. The first jet more or less ended up completely in her mouth, coating her tongue and partially streaking her cheek. The second shot high, hitting just below her nose and dripping down onto her tongue. He put the head in her mouth and the rest of his orgasm – his first of the day – flooded her oral cavity to overflow. “Hold it in your mouth” he gasped out. She closed her lips, cheeks slightly bulged. “Fuck!” He slumped back in his chair. She looked at him expectantly. Regaining some composure, sweat running down his temples, wetting hair and forehead he asked “I guess you probably want to cum too?”

She nodded with big eyes and swollen cheeks. “Stand up. Her knees sang in pain as she did, shed been down in the same position so long. “I’m going to stick my fingers in your pussy. Fuck my hand and you can get off.” Her nostrils flared as she tried to breather, her mouth now useless as anything but a receptacle for Mr Voss’ cum. “Mmmmhmmm” she noised, nodding. He curled his two fingers under her skirt. Her pussy was a fever swamp. He pushed his digits in easily and she groaned. “Now, Emma, fuck my hand.” She ground, humping, gyrating. She couldn’t get a good rhthym going. It was enough to driver her to the edge of madness, but she needed clitoral stimulation to trigger the orgasm she so desperately wanted.

“No?” he smiled, withdrawing his fingers. “I guess you’ll have to try again next time. A couple of things:” His pants were back up, and he was lacing his belt through the loops.

“You are not to swallow my cum until you leave. Is that clear?”

She nodded, in desperate frustration.”

“You will discuss our arrangement with no one. I will communicate your new, reduced duties to the rest of the team. Expect to work evenings and Saturday morngings.” She didn’t care. She’d never had anything like this, and all she could think was that she wanted more, and would have done anything to get it.

Finally, he added, “be at work early on Monday. 6:45am. Get your things and leave.”

Nodding, she scrabled. Her shirt went back on, her bra and panties she kept wadded in her hand. Her cheeks still puffed with his semen, which threatened to either spill out of her mouth or down her throat at any time. It was warm, salty, and thick… and driving her insane with lust. She nearly sprinted to her parking lot, not caring if anyone saw her leaving a business looking like she’d just fucked a dozen men. She fumbled her car keys again, dropping them twice, before getting the lock open and into the car. She cranked the engine and turned the AC on blast. Nearly hyperventilating, she looked around. Seeing no one, her fingers went to her wet pussy and rubbed with frenzied abandon. She swallowed Mr Voss’s thick emission, feeling it slide down the back of her throat, coating her esophagus and entering her stomach as her orgasm ripped through her and flooded the car seat.

Source: reddit.com/r/eroticliterature/comments/kqhzit/an_entrylevel_position_blackmail_dubcon_rough