This work is inspired by "The Reward" by Azil.
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Sharon interrupted my brooding later that day, entering my office in a too-tight partly open blouse and too short skirt, walking in a way to intentionally draw my attention to her body, which was just what I needed. As the weeks had passed by, she had been gradually pushing the bounds of both appropriate dress and behavior further and further, while still somehow staying the picture of professionalism and discretion. She was clearly interested in me; I had done nothing further than the small nudge that first day and things had grown from there. To Sharon, I was the patient, kind, handsome, interesting boss teaching her the ropes (during which I might be fucking co-workers as she talked to me and I grunted in response, or which might just be her remembering me being there when I was elsewhere). Despite her increasingly obvious interest, she seemed reluctant to do anything overt at the office, though, probably due to her conservative upbringing. But I had just the thing to move us along.
I 'needed travel to make a big presentation' for some clients, and Sharon would come along as my assistant. Rather than actually leave town, I arranged to do this while we stayed at my favorite local hotel for two nights just before Christmas. I kept her from noticing it was odd to pack and stay at a place right near her home, or that there were no clients, travel, or any actual meeting. She spent the day lounging around the hotel without realizing it was odd (having fun before the meeting that would never come) while I had fun of my own around town. That evening, I took her out to dinner to celebrate the meeting she believed had happened and had gone well.
We went to a fancy french place I hadn't been to before. I held back from turning the whole place into an orgy and only snuck away once while Sharon ate to fuck the Maitre'd over her podium as she checked reservations. I had the wife of a couple out for their anniversary finish me in her mouth before sharing my cum with the Maitre'd, whom I arranged to meet them for a threesome later. I rejoined Sharon just in time for cocktails, my absence entirely unnoticed.
"You did great, Sharon," I said as we returned to the hotel lobby. "You were very helpful, so lets chalk it up in the win column," I said, pretending something had actually happened. Sharon was just lightly buzzed and was more relaxed than I normally saw her, joking and laughing. It was nice to see her when she let go a little; for all her flirting, she was always serious at work.
"Let's have one more drink," Sharon said. She glanced at the bar, noticing it was noisy and overcrowded but not registering it was due to the continuous orgy. Sharon was leaning on me a bit more heavily than was needed, arms wrapped around one of mine and breasts not-so-subtly pressed into me. "That bar seems a bit too roudy, so why don't we use the minibar in my room?" she asked. As we stood there, a business lady walked up to the bar, her clothing tearing off of her body so violently it left her tits jiggling, and grabbed the guy next to her, who had just pulled out of another woman, and thrust herself down on his hard cock. The other lady left the bar looking satisfied, a the copious cum all over her body and dripping from both holes flowing and morphing into a casual outfit that seemed to indicate she was on vacation, not business, and she walked to the elevators looking none-the-worse-for-just-fucked. "I mean, if you think that would be okay?" Sharon added uncertainly.
"I'm sick of this suit, so how about we meet in ten minutes so we can change?" I suggested, pretending I hadn't just been wearing it for only part of dinner. Sharon agreed and we boarded the elevator along with the lady from the bar. I resisted the urge to grab her and do her against the mirrored interior while Sharon stood there not noticing. We had built up to this moment for a while and I wanted the anticipation to make it all the sweeter.
Sharon was dressed casually in a nice skirt and t-shirt when I arrived at her room, clearly picked for comfort and resistance to being packed rather then style or attractiveness but nonetheless quite flattering, especially as the shirt hugged her chest quite nicely. I brought along a bucket of ice, and she had opened the minibar and pulled out an assortment of those tiny bottles you find in them, lining them up on the dresser/table.
The room had a small balcony and we drank sitting out there, under the stars. "I'm lucky to have a boss like you," Sharon stated, swishing her drink absently. "You know the business so well and you're so willing to share what you know, and you always make time for me... Well, anyway, I really appreciate it."
I felt a bit guilty here; at least 75% of what she thought I had taught her was just downloaded straight into her mind; in reality I was probably the most inattentive teacher in history. As for making time for her, it was more that I just got off fucking people right in front of her as she went on oblivious.
"It's been a pleasure helping you learn," I dissembled, conveniently ignoring my inattention. "You're a great student and a pleasure to be around," I replied.
"I feel comfortable with you, so learning is easy," she replied, shifting to look me in the eye. "To be perfectly honest, sometimes I think that I'm entirely too comfortable with you."
I was going to reply, but I saw how she was looking at me, so instead I put down my drink, pulled her tightly to me, and kissed her. The kiss lasted a long time. At first it was lips only, but soon our tongues were busy, and then our hands joined the action, roaming over each others backs, our bodies pressing together, her firm tits pillowing against me.
Sharon pulled back. "I'm sorry, I'm sorry," she said, looking embarrassed. "Your my boss and I know I shouldn't but..." I cut her off, pulling her back in and kissing her some more. Sharon broke the kiss, and looked me in the eyes.
"Why are you apologizing, I'm the one who kissed you?" I asked.
