Filthy Boss

by Amy Brent

  I closed my eyes and imagined Amy in front of me, tight and wet. It was a relief to have Larisa drifting from my mind, and I held onto my fantasy as I took her hard and fast, releasing early as she cried out for her own. It took all I had not to call Amy’s name as I shot inside of the latex, feeling her tighten weakly around me to gain her own release. Jesus, I spoiled Aria. She was an escort and here to please me, not the other way around. I pulled out of her as she turned and gave me a dark look before sitting down to face me. “You used to care about my pleasure too.”

  I ran my hands through my hair and looked at her for a long moment, my eyes wild with lust. I loosened my tie and slipped my shirt off as she smiled. “Let’s eat, and then I’ll give you yours,” I said as she stood and walked across the room, naked and comfortable. We ate at the table, sipping wine as she asked me how my week was going.

  After we had finished, I stared out of the sliding glass door and breathed in the fresh air. Aria returned to the bed and turned on some music until I made my way back to the bed, pushing Aria against the pillows as I kissed her hard and dropped between her legs. I wanted to feel like doing something other than fucking her raw, and I took in her sweet fruity scents as our tongues danced together. I missed the one that Amy used, but I kissed Aria harder as she wrapped her arms around my neck. I kissed her lips before I slipped down to nibble on her jaw, then at the skin of her neck. Aria started moaning as I found her nipples with my teeth, tugging in time with her sounds as I desperately wished that it was Amy underneath me. I sucked harder and slipped a hand between Aria’s legs to feel her wet cunt, slipping a finger inside of her as she arched her back. Aria tensed as she edged closer to a release and I closed my eyes as she cried out, still pretending. Once she was sated, I grabbed another condom and sheathed myself before spreading her thighs and taking her hard again.

  It was my turn again, and I fucked Aria in life and Amy in my mind. I was caught up in it as I came and Aria moaned with me when I pulled out. She was gasping, and I looked down to see her dripping with juices as I licked my lips.

  This wasn’t enough, and I pushed myself back and walked to the table to finish my wine.

  Aria asked me to come back to bed, but I pulled my clothes on. “I have to meet someone.”

  “Brett?” Aria asked as she sat up.

  I was out the door and on the streets of Los Angeles, sweat pouring down my body. I decided to walk home and get some of my stress out, hating myself for wanting Amy so badly. I needed to find a way to make her mine since I hadn’t felt this way since Larisa. I stopped for a six-pack of beer during the walk and opened one the second I was in my spacious apartment. Even giving Rayna a generous amount in our divorce, partly out of guilt, as well as spoiling my grandson, I had plenty of money and always would.

  I took a shower and dried off as I tried to watch some scores on television. I was thinking more about Amy than anything else, and I downed the beer as I dropped my head back. I figured that Aria might be pissed off and texting me but my phone was charging in my room so I wouldn’t hear it. I decided to check my work emails and fired up my laptop as I stared at the television screen. I read the several that had come in before closing the computer and trying to take a deep breath.

  I knew when I saw Amy that I wanted her, causing me to wonder if I should have hired her at all.

  I had a restless sleep and was up early for a run before I showered for work. I dressed in a similar fashion as the day before and made a cup of coffee to take with me, tired from being restless the night before. Everything looked the same as it had the day before, week before or month before but I was primed to see Amy outside of my office waiting for me. She wasn’t there yet, and I unlocked my door to get my things inside as I opened the blinds. The sun was bright today, and I paused as I felt a presence in the room with me. I turned to see Amy walking in with a coffee in hand, dressed in a red dress that swirled around her knees and clung to her chest. “I needed a cup, so I grabbed this for you,” Amy said as she looked at me, revealing circles under her eyes, indicating the same kind of night that I’d suffered through. Did she think about me?

  “Thank you. I made some at home.” I paused for a moment, catching the pure want in her eyes before her eyes grew serious. “Didn’t you sleep well?”

  “I have insomnia sometimes,” she explained with a wry smile as she turned to leave the room. I wanted to call out to her to come back, so I could ask her what troubled her and kept her up at night. Instead, I stepped forward and took a slow sip of the perfect dark, strong coffee with a smile. It was perfect, and it showed that Amy paid attention yesterday, I started to respond to emails and set up some appointments while messaging Amy to get some reservations for me at various places for lunch and dinner. She was on it, just like before and things were added to my desktop calendar one by one. I knew that it was going to be a productive week, but still, Amy was on my mind and keeping me at half-mast as I looked down at the tent in my pants.

  She came in with a knock to ask about some of the software and leaned over as I looked at my screen and tried to focus on it, rather than her scent. “You remind me of Fall,” I murmured thoughtlessly before I frowned.

  “It’s a cider scent. I order it every Fall,” Amy responded as she leaned closer and the heat made us both jump. I licked my lips and pointed at the screen as she murmured something, making me harden further. “Oh, now I see. That makes sense…Brett. Thank you.” She straightened up, thrusting her full breasts out as I looked up at them while turning my chair around. She licked her stained lips slowly before she met my eyes, turning sharply on her heel to leave the room.

  I was in a frenzy, and I searched my mind for a way to have this woman. There had to be a way to get to her, and I leaned back in my chair as I thought about women in my past. I smiled. Jealousy always worked, even though it could be a low blow. I found a familiar number in my phone and sent Amy a message, requesting her to call the number and ask that Joss stop by later this afternoon. It was clearly an escort service, and I sent a text right after that asking her to stay a bit late and finish a report for me. I wanted Amy to see this and I watched as she agreed to both and then messaged again to say that Joss would arrive just after five when the office would be clearing out. Being the CEO meant that not too many people would say anything, to begin with, and it wasn’t the first time I’d enjoyed a woman in my office. This time, it wasn’t for my benefit completely. I wanted it to bother Amy to a level that she couldn’t stand it and she gave in to the obvious desire that had been brewing between is since the first moment that we saw one another.

  I worked the rest of the afternoon, finding something to throw together as a report for her to work on, loosening my tie as she came inside when I messaged her. I draped it around my neck, remembering the way that Larisa used to look at me before or after work when I did this. Amy did as well, and she swallowed as she looked at the paperwork in my hand and back at me. She opened her mouth to say something when we both heard a knock at the door.

  Perfect timing.

  I glanced up to see Joss standing there in a short, tight skirt and low-cut silk t-shirt, both in black to highlight her platinum blonde hair that was cut into a long bob. She wore some boots and looked gorgeous and every bit like the escort that she was. “Hello there, sexy,” she greeted me in her sultry voice as I smiled and watched Amy’s reaction. Something crossed her face, but she hid it quickly as she excused herself, glancing at me before she pulled the door closed.

  The click was hard, and I knew that she was bothered. Joss gave me a curious look and strolled forward. “New girl?”

  “Yeah,” I replied as I felt her hands unbutton my pants while she pressed her lips against mine. Joss was another one that I knew well, and I allowed it, closing my eyes as I felt her hand gripping my hard cock, hard for Amy. I wondered how much she would hear out there, how, much she cared. Joss stroked me a few times before the took my hand and led me to the leather couch that was against the wall that
I shared with Amy. I lay back and watched as she crawled over me, taking me into her mouth tightly. I decided at that moment that all the sex would happen here, knowing that it was only Amy that would know anything. Everyone else was heading out for the night, and my office was relatively private, to begin with.

  Amy

  Amy

  I closed the door and let out my breath. That woman was an escort, not that I didn’t know that already. She was beautiful, and I knew that she was doing her job in the room behind me as I sat down and glanced down at the papers in my hand.

  I heard something against the wall as I sat down at my desk. I winced and realized that this didn’t need to be done tonight, as it was for a future client. He wanted me to hear this.

  There was something that Brett didn’t know, something that most people didn’t know. I had a lot of school loans to pay back, and I had a second job at night and on weekends. I had three phones since I was a phone sex operator during my free time. It’s not something that I advertised on a resume or even casual conversation, but it brought in a lot of money and an odd sense of pride in the fact that I was helping people.

  The phone calls weren’t always about sex, but my mind jumped right into the fantasies that I’d been harboring since I first laid eyes on my boss. He was sexy and gorgeous, and I sensed that he knew what to do with a woman. I wondered what he would do with me if I were in there instead of the escort, frowning as I heard a moan. I knew that he had a big desk in there that he could throw me over, back or stomach, and have his wicked way with me. I imagined his fingers stroking my now throbbing clit, inside of me and bit my lip. I kept myself aware of my surroundings as I let this play through my mind, though it was emptying out increasingly.

  Would he fuck me with his fingers or his tongue? The idea of his face between my legs teasing me and tasting me made the juices seep into my lace underwear as I held back a moan that mirrored the one coming from the office behind me, and I stared forward for a moment.

  I suspected that Brett liked to be in control and I let my mind wander as the image of him tying me up against some headboard on a bed, hands and feet. I pictured my legs spread wide for him, allowing him to do whatever he wanted.

  Fuck, I was horny. That didn’t happen a lot, even with my other job. I could separate it, but right now, I needed to come. I looked around the main room, seeing it empty and feeling the silence around me as I focused. I slipped my hand under my desk, working my hand under my skirt and underwear as I spread my legs. My desk was big so nobody would suspect a thing if I kept control of myself. I found myself wet and slipped a finger into my folds, seeking the swollen clit that needed friction. I hadn’t slept with someone in a while, and I was entirely too familiar with my toys, so I let the images play through my mind as I worked myself towards a much-needed orgasm.

  I pictured myself on my knees, tied up in his bed as he fucked me from behind. In the fantasy, he was thick and long and filled me completely as he took me over and over. It wasn’t gentle, and he even smacked my ass a few times. I held back a groan as two of my fingers slid inside myself. Oh, fuck. I was turned on, and I kept my eyes open.

  I knew that asshole was on the couch right behind me based on the noises that I was hearing. There were bumps and cries, and I hated him at that moment for tormenting me. Joss let out a long moan that sent me over the edge as a violent release took me over, making me struggle to control myself.

  Once I had regained composure, I went to wash up in the bathroom. I returned to my desk and stared at the papers that made no sense, knowing the intent behind them. I shut off my computer, locked up my iPad and left work for the night. Let him fire me, since I couldn’t manage anything in this state of mind. I could find a job with an unattractive boss that didn’t invite sluts to his office.

  I went to get some dinner on the way home and unlocked my apartment, one that was a touch nicer than it should have been. I lived alone, and I wanted something safe and nice to call my own for now, and I made the money to back that up. I closed the door and locked it, dropping my stuff on the table and taking a deep breath as I played back the day. Did I really get myself off at my job of two days listening to my boss fuck another woman, or close?

  I used to separate my life so well. I didn’t mix the sexual nature of one job with the organized style of the other parts of my life. Everything had its place.

  I showered and changed into my leggings and a big shirt, pulling out my work phone from my drawer. I glanced at the one that Brett gave me, seeing nothing on the screen that suggested I was fired or that he even noticed my absence. Pity.

  I turned on the client phone and turned on the television to mute, glancing at the images on the screen as I let it warm up. This job was all mine, and I made my hours as needed, only making myself available when I wanted to. It was a good salary no matter the hours, and if I kept this current job, the combination of the salaries would be generous. I’d be out of the woods well before the standard time, paying the minimum with one job.

  My work phone chimed, and I set the other one down to walk over to my purse.

  Brett: You left without doing the report.

  Me: Family emergency. I didn’t want to interrupt your meeting to tell you but trust that the report will be completed tomorrow. Unless, of course, I’m fired?

  Brett: No, you’re not. You can finish it tomorrow.

  Me: Have a great night.

  It seemed perfect that my client phone rang and I answered it, finding it to be an older man that recently lost his wife. We’d formed a connection on a few levels, talking about her as well as the loneliness that he experienced over the last year. He was also a kinky man and tonight, I was going to make that work for both of us.

  I never used my real name, and I tried to keep my voice neutral with clients. I didn’t get personal, but tonight I led the conversation straight to sex and let him hear me as I came from the words. It wasn’t for him, but he would never know that. It was all for Brett, and I just changed the names as I jerked with my releases. They were hard and long, making me pleased that they only fueled Robert on.

  I decided I might take this job to that level from now on since it worked out for both myself and the client. I had a longer night than usual, talking to Robert and a few others long into the early morning and passing out afterward.

  What was Brett doing to me and how would this end?

  Brett

  Brett

  I fucked Joss every way possible in that office. She was a beautiful and talented woman, but it wasn’t for her as much it was me, and Amy. I was livid when we left, and her desk was dark and empty, with the false report sitting on top of it, as if to mock me. I threw it on my desk and locked up before I led the stumbling blonde from the building, ignoring the knowing looks from the remaining security guards as I followed her. Even as a woman, Joss got a lot of looks with her free style and sultry presence, and she smiled at me as we reached the street. “What got into you tonight?”

  “You,” I lied as she rolled her eyes.

  “Is it the pretty woman that works for you, Brett?” Joss teased as my eyes darkened. “Mmmm…she is pretty. I’ll join you guys when the time comes. I’ll bet she’s got a sweet little pussy.” Jealousy filled me when usually, the idea would turn me on. Her eyes twinkled as she slipped a coat over her shoulders and shook her head. “You’ve got it bad.” She was paid with cash inside of the office, so business was handled. Joss stepped away and blew a kiss my way as she turned to walk down the street. I had a feeling that escorts weren’t going to do it for me any longer and wondered what to tide myself over until I had Amy in my bed.

  I got some food on the way home and unlocked my apartment door. Another night watching sports and eating, making me sigh. That was when I sent a text to Amy, getting back some bullshit about a family emergency. She asked if she was fired and I snorted. I hadn’t slept with her yet, so no way. When she told me to have a good night, I sensed some sarcasm in her tone. Did she leave bec
ause Joss bothered her? Did my fucking someone so close to her get to Amy? The idea thrilled me, and I imagined her at her desk, rubbing her clit as she listened. That was a stretch since she didn’t seem the type to risk being caught, so I decided that she went home and masturbated her way through the night. That idea made me hard, and I shook my head, thinking back to all the sex I’d had tonight.

  I remembered that a friend of mine used a phone sex operator sometimes when he didn’t want to go out for sex. Ned claimed that he got more pleasure from the woman’s voice sometimes than fucking a stranger, or a slightly familiar escort. I found the number still scribbled on my pad by the home phone and entered it into my phone for a possibility in the future. I knew that I liked Amy in a way that I hadn’t wanted anyone for quite some time and perhaps fucking another woman in my office wasn’t an excellent idea in hindsight. I needed to be less of a pig and keep my behavior out of the office and personal life if I was to have a shot with her.

  At this point, with her sass, I doubted it.

  I slept little that night, tempted to call the number but resisting. I wanted to clear my head first and just talking didn’t sound all that erotic to me. I ran for a bit and showered as usual before dressing in a pair of black slacks and a gray shirt that I knew brought out my eyes, adding a black tie around my neck. I needed coffee again, and I cursed the hold that this woman already had on me as I made a cup to drink on the way to work, listening to the radio as I drove in.

  The office was crowded today since there was a big meeting to prepare for with the heads from another location. There was catering to be set up and drinks to be made while the employees nervously prepared their information. Anderson and Frank was a strict company that liked things organized, and these meetings always sent everybody into a tailspin.