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A Boss with Benefits
A Boss with Benefits
Author: SarwahCreed

Ross

“What do you fucking want?”

I barked as my sexy Kansan secretary, Scarlett entered my office. I shouldn’t have been so crude, and I shouldn’t have shouted at her. But I was tired and out of patience. Us New Yorkers had a way of speaking that at times appeared to be crude to the rest of the country, but for us? It was natural.

Either way, Scarlett was my secretary, not my wife. I’d made the mistake of fucking her once and I’d been repeating the mistake over the course of the week.

A man should always learn from his mistakes.

Monday, I should have put an end to it.

Tuesday was too tempting.

Wednesday, it was getting kind of silly…and all the days after that were nothing but plain stupidity and I was paying the price, big time.

Usually, when a woman sees me with a whip in my playroom they tell me to be gentle or they see me with a paddle and demand that I don’t smack them too hard.

Not Scarlett, she was every man’s fantasy in the playroom, boardroom, office, parking lot and in the elevator, but not in my bedroom. She became too attached from the moment I made the mistake of fucking her in there.

That was when she showed her true colors and none of them were pretty. She killed the fun on Thursday when she asked me to hold her in my bed. That was something that I never do, but while I was carrying her from the playroom to the living room, she asked to lay down in my bed, just for a little while. She’d asked with sweet eyes full of longing and I’d stupidly caved. Somehow, she managed to stay the night. Ladies never spend the night at my place, so I should have called it off right then, but I didn’t. I was a horny fool and after that night I decided that she wouldn’t stay over at my place anymore.

I’d go to her place, fuck her and as soon as she was sleeping, I’d be out of the door. I always managed to tire her out, so it wasn’t an issue sneaking out.

Big mistake.

I’m now stuck with a woman that’s…clinging. A shiver of disgust raced down my spine as soon as I thought the word. I glanced up at her as she approached me in my office, a small tear already starting to form in the corner of her eye.

“I just feel as if I’m being used…” she sniffled a little as she got closer to me and I felt my gut twist in apprehension. Here we go…

“Like you just want me for my body and nothing else.” She started to pout, and I could see that she was up to something, because she left the door wide open. We were in my office and she was talking about matters of the heart. Only for me they’re matters of the dick and I could tell that she was up to something. This wasn’t going to go down well, not by a long shot. I knew that she wanted everyone outside to hear. I didn’t need the staff to know that I’d done the same thing.

Again.

The same fucking stupid thing that I’d been warned about too many times already by HR, the CFO, my parents, my friends and even my housekeeper and I still went and did it.

I stood up quickly and closed the door. Then I turned to comfort her trying to figure out a way to get out of this giant mess that I managed to create, yet again!

Maybe, if she stopped working as my secretary, the huge fuck up that would go away. I shot a speculative glance at her, stalled for time really, then turned away as if thinking over what she had just said. I was trying to come up with a solution, quickly. I could fire her, tell her to get out and not come back, but that could backfire.

If I didn’t let her down gently then she could go to HR and tell them that I couldn’t keep my dick in my pants. The employment agency would be on my case and would shut the company’s account down for sexual harassment and I’d possibly have a lawsuit on my hands. Another employment agency account being terminated, because of my inability to keep my dick in my pants. I needed to think quick on my feet; I was a fucking billionaire. I was used to doing it all day long. This was no different from a deal, one that I had to crack, or it would break me.

“You need to think about what all this means,” I said.

“What?”

She was right, where was I going with this?

My palms were wet as I was trying to find a solution, my voice was raspy from running to close the door and back to her, and my head was fucking spinning out of control. I had an important meeting in twenty minutes. When did life become so fucking complicated and when did I lose control?

What had driven me to make such a stupid mistake again?

“I know you think that I don’t appreciate you,” I stared into her sea-blue eyes, my face a mask of contrition, false contrition, but she didn’t need to know that. I’d play her game, for now, I decided, until after my meeting. Then, I would have time to think about this, and come up with a plan. “But I do. You’re beautiful.”

I stroked her long fair hair, thinking that blonds really do have more fun. Once again, I was distracted as my hands moved to her breasts. Those big thick melons that could feed me for a fucking month. They were so damn juicy that I found myself opening up her shirt. Not just fucking opening it, but ripping it open and popping those buttons as my mouth watered and my dick wanted to fuck.

“You’re doing it again. Just looking at my body and wanting to take me.”

My left eyebrow came down and my lips pursed in confusion?

Pardon?

She’d never complained about it before.

My eyes traveled down, to the plain white cotton blouse that covered her wonderous globes. Boning, hmm, yes, boning was exactly what I wanted to do right now.

“Shit, your tits, I’ve never had a woman with tits as big as yours…”

I was down to her bra, but it was like she had scaffolding or something keeping them back. Normally she would wear a sexy bra. Not today. She had some contraption that should be illegal for anyone under a hundred.

She pushed me away, but I was like a hungry wolf ready for a feeding frenzy. Shit, she was ready to feed me, whether she liked it or not.

“Don’t do that,” I growled as I moved closer to her.

“See? You only want me for my body. I asked you one question. Answer me, Ross Hamilton!”

She had her hands on her hips and she was not messing around. I had a feeling that my dick was on hold even if it was pointing in her direction.

“Do you love me?”

What?

We’d only be fucking for a week, not a year. And even if I managed to keep interest in her that long…love? Not in the cards for me. Never had been, and it wasn't about to start now.

My cock, which had been fully erect, went down as if a gust of wind had pulled it down and I knew that I had to end this beautiful relationship, big breasts or not. It was too dramatic, even for me.

My sex drive had been killed in the last ten seconds. My heart was racing out of control, debating whether or not to lie, but my mouth did something completely different.

It opened and shut like the blinds in my office did whenever I had company that was half-naked, just like her. Whenever I wanted people to know what I was up to, I would leave them open so that I could spy on them too. When they were closed, that was when it was none of their fucking business. Like now.

I took a deep breath and controlled all my emotions ensuring that my next words would make everything that had gone wrong, go away before the next fifteen minutes so I could have a few minutes to prepare for the next meeting.

Her eyes were wide open, waiting for my response.

Okay, here goes nothing. I’m going to say it. I’m going to do it for the first time in my life. Those three words would stop me from being sued and having to deal with all sorts of shit that I hated doing in public.

I was a billionaire. I had built my company from scratch. I could fucking do this.

She moved closer to me as I smiled. I was about to say the words that she fucking wanted to hear.

Even if it was a lie, she was a woman. She didn’t care about the truth; she just wanted to hear those three little words.

I was going to do this.

I fucking needed to.

My mouth opened one time. I was so close to her that her tits were rubbing on my chest. My dick was on board with the situation again and everything was going according to plan.

“Yes?” said Scarlett, nodding her head like a bobbing doll.

And then I just blurted it out. “No.”

My dick screamed “You fool!” but my racing heart went back to its regular rhythm. The headache that I had was now passing. She lifted her hand and slapped me across the face. She didn’t even bother to button up her shirt. She left my door wide open for everyone to see that I was about to seduce her; that I really couldn’t keep my dick in my pants. I slumped down on my desk, thinking that despite everything it was for the best. It was the right thing to do.

There was just one problem.

I never did the right thing when it came to matters of the heart.

I must be getting old—or fucking soft—and it sucked!

I patted my pants, where my dick was still half hard, reassuring it that everything was going to be alright.

I whispered, “Down boy.” I was going to have so many fucking cold showers from now on, it was fucking frightening.

There was only one option. One thing that I could do to get out of this mess, I thought as I closed the door and ignored the looks I was getting. Scarlett was still outside, shouting about me being a liar and trying to get as much attention as possible.

Fuck, she was dramatic!

Then again, that’s what I liked about her in the bedroom. She nearly screamed my damn chandelier down, because she had a set of lungs on her and she should have been an opera singer or a Playboy bunny. Either way, she would have succeeded at both professions.

I soon realized things didn’t need to be that bad. I just needed to think outside the box and see this whole fuck up from a different perspective. I had a lightbulb moment, so I rushed to my desk and I started typing. The words started flowing as my idea soon became a new reality on my screen.

Dear Virtual Assistant,

Wait. I can’t just call her Virtual Assistant, can I? What the fuck was my VAs name? I realized that I had no clue what her fucking name was, at all. Where was it? Scarlett was really bad at her job as my secretary and the only reason I’d kept her around was to suck my dick and to keep HR happy; both were important to me. She was good at giving head and screaming at the top of her lungs. And being fucking hot to look at, especially when she came to work with no panties.

Shit, I was getting distracted. I needed to start typing fast to get this show on the road before the meeting. I flicked through the emails that Scarlett forwarded to me from her.

Where were those emails? I asked myself as I started to lose patience and already, I’d thrown in the towel, certain that I’d never find one in time, but after carefully looking I found one.

Bingo!

Her name was Olivia. So, I deleted the “Dear Virtual Assistant” greeting and sent a more personal email. I didn’t want to scare her over email, I just needed her to come into the office.

Subject: Employment in the Office

Dear Olivia,

I am sorry to send this at such short notice.

I need you to stop being a virtual assistant and start working in the office for just six weeks. That’s all I require, it’s just that Scarlett is temporarily unavailable, and I really need your assistance in the office.

I would appreciate it if you could be in the office by nine tomorrow morning, so that we can get started.

Ross Hamilton

CEO

Hamilton Investments

I wasn’t expecting her to reply straight away. Even Scarlett never did that, and she sat just outside my office. I was surprised when, within two minutes of me pressing the send button, she had already replied to my message. She was that good! Olivia had been with the company for over two years but had never stepped foot inside this building. I thought it was strange, the fact that she had never come in, and the fact that I even needed her when I paid someone else to be my secretary, but HR had suggested a VA was just what I needed so I hired one.

Even some of the ladies that worked from home full-time made an appearance in the office once in a while, especially when it came to the office party, but Olivia? I’d never set eyes on her before. I didn't know if that was a good or bad thing and right now, I didn’t care. I had to find a replacement and the next six weeks would be enough to seal the deal and make sure that HR didn’t get on my case about not only losing the contract with the employment agency, but possibly having a sexual harassment law suit on our hands, because of this situation with Scarlett.

Employees would complain about working all day long, but the moment they were given something for free, like at the company Christmas party, they didn’t hesitate to come to the office - free food and drink, with music. No one passed on that opportunity, especially in this office.

Re: Employment not in the Office.

Dear Mr. Hamilton

Thank you very much for your e-mail. I must say that I was surprised to receive an e-mail from you and not Scarlett, because I think that she’s been your most long-standing assistant to date. As you well know I work not only for your department, but also for the whole company.

Do you mind if I assess my duties for the week, prior to committing to coming into the office tomorrow?

Regards,

Olivia Watson

Virtual Assistant

Hamilton Investments

I re-read her email and stared at it blankly. She must have thought that I was giving her an option to come in tomorrow or even the next day. There was no fucking option, it wasn’t a request. She needed to come to the office tomorrow. I was the CEO, whoever else she had work for, they needed to wait. I didn’t care, it wasn’t my problem. I only had one issue and that was I needed a new secretary in the office tomorrow!

Subject: Not an Option!

Olivia.

Be in my office at 7am tomorrow.

Ross

I didn’t wait for a response. It wasn’t a debate: she had to be in my office tomorrow morning, or she would be out of a job. I didn’t know her situation and I had to get to this meeting. They say that time flies when you’re having fun; I never understood the saying, because it never seemed to fly when I needed it to. I buzzed for HR to pass on the details, confident that tomorrow I would have a secretary by my side. Judging by Olivia’s lack of enthusiasm for the change of arrangements, I was confident that it would be all work and no play. She had to be a hermit or something. I had been messing around with girls on the playground instead of getting in touch with real women. Experienced ones that were in control of their emotions. I was thirty-five and it was time that I started acting my age and only go for women my own age, after all, not all of them wanted a ring on their finger after the first week.

It was a good thing that a hermit like Olivia, with probably one too many cats, was coming into the office. One thing was for sure, it was unlikely that I would be tempted by her, which meant for once I’d keep my cock in my pants. She had to be a spinster, otherwise she would at least make an appearance at the office party. Instead, she liked to stay at home, but her time working from home was over for the next six weeks and she’d better get used to it.

Comments (1)
goodnovel comment avatar
Christie
Olivia is the fl guys:)
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