Filthy Boss

by Amy Brent

  I walked up to the large black desk that was going to be mine and moved around to the back of it, looking over the floor. I could see most of it and I was relieved that there was a window to my direct left, so I could at least see the outside world. I set my coffee on one of the coasters and opened the large drawer on the left to set my purse inside of it.

  On the desk, there was an impressive computer and keyboard, as well as a phone that looked like it might take a bit of time to figure out. “Miss Neil,” a voice said as I glanced up and smiled nervously. It was Landon, looking handsome in a fitted black suit with a white shirt and a black tie that was draped around his neck. “Good morning.”

  “Good morning,” I greeted him, taking in the casual state of his clothing as he looked at my desk. “Thank you again for hiring me, Mr. Logan.”

  “Call me Landon. We’re going to be working together a lot and I like a casual work environment. We can save the formality for clients.” He looked into my eyes and smiled, making my body react in a way that Brian never had.

  “I’m Lily, in that case.” He seemed to consider that before nodding, inviting me into his office to go over a few things. I closed the drawer that held my purse and looked around for a moment, uncertain whether I should leave it there. My bank account was small but I needed everything in it.

  “There is a key in that drawer right in the middle to lock that. I trust everyone in this office but it is such a hassle to cancel all of the cards and go to the DMV.” Landon told me as I reached for the small drawer that was right under the center of the desk.

  “Wonderful,” I said as I found the small gold key and secured my things. I followed him into his office, taken off guard by the wall of windows that offered a beautiful view of the city. “Oh, my stars.”

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  ROGER

  “That’s her, pick her up and take her to the house. I’ll be there this afternoon.” I let my eyes find her once more, surprised that she was much prettier than I had anticipated though I couldn’t see her face very well.

  “You got it, boss. Is there anything else?”

  I sighed, “No, but don’t hurt her on any level. She is just going to be joining me temporarily. Her father and I have some business we need to sort out.”

  The tall man held up his hands. “You got it, boss.”

  She was young, almost too young for my taste but something about her drove me crazy. I watched her as she walked towards the waiting car, hoping to once more see her face. There was a thickness about her that was perfectly suited to her body, rounding out her even curve perfectly, making my hands almost itch to touch her. I shifted in my seat feeling my arousal as she bent over and leaned into the car, tossing her things inside.

  She would be fun; I knew it in the way she walked. There was a timidness about her that I knew I would enjoy breaking, owning. Even now watching her smiling at her friend, I could imagine her bound and tied to my bed, spread eagle and waiting for me. I knew, just hearing her laugh from the car I was sitting in that she would be loud, and I would push her limits making her whimper. Just thinking of her that way was almost too much.

  I watched the tinted window roll up as William drove the car away from the school. I suppose some part of me felt a twinge of guilt. The poor girl was merely a pawn in a much bigger picture. Her father owed me money, and a lot of it. This was the only clear way to show him I meant business.

  My driver, William slowly moved the car back out into the main road and set off for the office. If there was anyone who knew me well, it was he. There were often no words necessary between us, the systematic arrangements of my life seemed to make the most sense to him, though I often second-guessed them myself.

  Feeling my body relax I could think better now, with a clearer head. It had been a long time since I had taken on a new girl, and the anticipation of the one I was meeting later today was overwhelming. She would suit me just fine, but she was shy and I could only hope that was part of her ruse to pull me in. She was also far too thin for my taste. So often, I found myself presented with the opportunity to train a woman who came to me on her own, and while fun at times, they were often a cookie cutter of some stick thin model, with no definition to her. Most men would find my options a wonderful thing, but for me, I had specific tastes, and they were often hard to find, unlike that girl. I did my best to quiet that thought before it came out but it slipped.

  I felt the car come to a stop and moved quickly as William opened my door. The side trip this morning pushed me back a good half hour and the meeting was starting soon. Most of my job was about presentation anyway, giving the shareholders what they needed to leave me alone for another few weeks. Most of them wanted to sit in the background and rake in the profits from my investments, but there were always a few who wanted more.

  I smiled at Linda as I made my way into the boardroom, watching her blush in response. She was sweet and great at her job. I knew the decision to retire was a daunting one but I would do my best to make her feel good about it. She had been my secretary for over 8 years. She knew the ins and outs of my life enough to know when to ask, and when to accept. It would be hard to replace her, but that was up to HR to narrow down for me.

  I pushed open the massive doors and greeted everyone in the room, settling in for the discussion I knew like the back of my hand. I had a team in place to answer most questions and I simply nodded in agreement. I trusted my staff, or they would be working somewhere else. As it droned on, I let my mind switch back to thinking of the girl from this morning once more. Thinking of her bent over the car once more, I could see how things would play out.

  Her ass bared to be I would relish in the curve of it, hanging there just waiting for me. I would knowingly choose the red paddle; something tells me she needs a light touch at first. With the first smack, I imagine her ass jiggling slightly as the pink begins to rise up. I know she will whimper, but I won’t stop, only because I know she will enjoy the sting of the paddle, and the softness of my touch as I caress her backside soothing it away, only to smack it once more. I know I will be even more aroused by the whimpers I hear from her gagged mouth as she stands there, waiting for my next move.

  “Mr. Davidson?” Blinking, I smile at Miss Crabtree.

  “I’m afraid I have an awful headache, Miss Crabtree, what were you saying?” I give her a half smile.

  “I was asking if you see any new additions or cuts to the budget in the near future, that’s all.” She blushed slightly and I know control is back in my hands.

  “No.” I shake my head slightly. “I have talked with Evan and things seem to be exactly where they need to be. Everything except my pants which are tighter than they need to be right now.”

  As everyone said their farewells, I made my way back into my own office, happy that the evidence of my arousal had calmed down. I slipped into the cool leather of my seat; convinced now more than ever I would accept the deal I had been presented.

  Picking up the phone, I dialed a number. “Tell him I want to see him, this afternoon.” I put the phone back. Now all I had to do was wait.

  I glanced at my reflection, smoothing back my jet-black hair as I thought about the garbage of a man coming to see me. He had a problem; it was clear, and the fact that he had presented this as an option was almost too much. His first attempt had been tossed aside as though it meant nothing but as he persisted, I went to see her. Now, I was glad I had. I stared at the darkness of my eyes, noting that there was a lack of emotion there. It suited me. I turned s
lowly as my door opened.

  “Mr. Jameson,” I said to him with lack of emotion.

  “Mr. Davidson, where is my daughter. I know it’s you; I haven’t been able to find her all day.” The pudgy man wrung his hands together, terrified of what I would say. Just looking at him was more than I wanted to deal with.

  I let my thoughts wander to the upcoming week. It seemed like plenty of time to introduce her to the position I wanted her in, I smiled as I considered just how many positions I wanted her in. That is, of course, if her father offered her up like a prized bull as I assumed he would do. Even if he didn’t, I would still find her and have her; it was as simple as that. I took the elevator up and as I exited the elevator, I found myself face to face with a beautiful woman, young though vaguely familiar. She kept her head bent; giving the impression that she too would take to submission easily. Before I could say anything, I heard Randolph call for me, and as I turned to find her, she was gone, the elevator quickly taking her wherever she needed to go.

  Moving into my office, I settled into the high-backed chair at my desk once more and looked at him. “Mr. Jameson do you know how much money you owe me?”

  He blinked rapidly, the sweat trickling down his face as he thought about it.

  “A lot, let’s just leave it at that.” I leaned forward. “I suppose if you want to see your daughter again, you will come up with it won’t you?”

  He frowned slightly. “She is a good girl you know? I don’t suppose there is a trade possible?” He lifted his eyes up to mine once more. “I mean she is no looker but she can cook and is good to have around.”

  Something swept through me, some level of disgust and excitement simultaneously. “What exactly are you proposing Mr. Jameson?”

  An hour later, I left the office, my hands clenched at my sides. What I needed was relief and I knew exactly where to get it. I made my way into the lobby, hearing Linda call my name as I did. I glanced over at her and she smiled at me handing me an envelope.

  “I hired a new girl, nothing spectacular, but she knows how to use the software, which was an amazing find. Her id and everything she needs is in there. She won’t start for another two weeks, but I think she will be a good fit for you.” She smiled up at me eagerly.

  “Linda, what will I do without you?” I gave her a charming grin, and smiled as she grabbed her bags to leave. I walked her to her car, making idle chitchat and tossed the envelope in the seat beside me. At least someone would be able to take over, and hopefully, make things run smoothly.

  I signaled for the driver to take me out, making my way to Chelsea’s house. It was always safe there, and she knew what I liked. I called her, and she was ready for me as I opened the front door.

  I found her near the bedroom, kneeling down on her knees and her head bent. Seeing her like this always excited me, I felt the rush of blood flood my body as I approached her.

  “Stand up but don’t look at me, walk to the bed and lean over it.” I watched as she did as I asked, feeling my manhood pressing against the tight fabric of my pants.

  She was painfully thin, but obedient and she would have to do. She leaned forward, never once facing me and I stood behind her. I moved her legs apart with my hands until I could see the wetness between her thighs glistening in my direction. We weren’t in my playroom, so I had to improvise, grabbing the hairbrush from her dresser.

  I slid the cold wood across her back and then slid it gently down her ass, my body reacting to her stiffen in both fear and excitement. I hit her once, the sting of it immediate with the loud thwack it made. The red imprint of the brush on her ass made me crazy with heavy desire. I hit her again this time on the other side. She flinched, this time moaning with the pain. I did this a few more times until her pert ass was red all over and only then did I move down to taste the wetness further down.

  I planted her in front of me and turned her around. She looked around to face me.

  “Strip and kneel.”

  “Wait.” She instantly felt sorry when he reached around and smacked her already sore ass then repeated himself. I knew she wanted to run as far as she could from me. She had a level of fear that could overwhelm her sometimes. Standing, she quickly stripped and kneeled in front of me. I removed my shirt and took her hand leading her to the bed.

  “Lay down. Strap your legs in and then your right wrist. I will strap the other in.” She did as I asked panting. I often didn’t know if it was from fear or excitement. Probably a little of both but she would never tell me. Her eyes threw daggers at me as she snapped the shackle to her wrist. She lay back on the bed realizing that she was spread open for me to see. I stood over her and ran a hand down the side of her body. I quickly produced a silk scarf and blindfolded her. “Now, you cannot stop your response as you have always done in the past with me. Relax Chelsea and just feel free for once. Don’t over think it and enjoy it for once.”

  “I enjoy every time I am here.”

  “No. I mean let go. What is the safe word?”

  “Oh you mean I get one this time?” She said sarcastically. My hand landed hard on the inside of her thigh and she instantly yelped in surprise.

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