Work was dull in the extreme. Day in and day out sitting in office generating reports for my bosses and mediating the inane squabbles between my subordinates. On T.V. they make upper management seem glamorous or exciting, it's not. Endless meetings where people drone on about projections versus actual or ROI on our latest acquisition. You get the point. Well I had this administrative assistant who was amazing but he was quitting to start a job as middle management for another company. Now the company I work for keeps an assistant pool and normally I would have to pull Tom's replacement from them. But with bribery to HR I was able to convince them to let me higher from outside. As I got applications from HR a note came with that said "Will not approve applicants younger then yourself, destroy." Rolling my eyes at the hypocrisy of it I shredded the note. After about a week I had picked a replacement for Tom, she was in her early forties about 8 years older then myself, married mother of 2 teenagers, no way HR would deny this one. Sure enough with in a week I had approval and I called Jill to let her know she would start the following week. Everything was great for about six months or so until one day she came to work wearing more fitted clothes then her usual grey, slightly to big, pant suits. It was then that I noticed Jill was hot, she has green eyes, long brunette hair, perfect DD chest, small waist, great round ass and killer legs. She invaded my mind make it hard to think about work. Half the day went by before I asked "Why all dressed up?" To which she replied "I'm not, but I will take that as a compliment," with a smile and wink that left me wondering what the wink was about. From then on Jill's attire and general attitude changed she was more flirty, touching my shoulder or arm every chance she got, making small talk etc. Soon I found I was fantasizing about her and like a giddy school boy couldn't wait for her come into my office. Her flirting looking back on it was pretty obvious at the time though it didn't dawn on me it was. She would come in lean in close to show me something on a report giving me a view down her shirt, to which I tried not to act like I noticed, even though I loved it, or she would "organize" my office while I was in there humming to herself an moving her cute ass in time with the music, my favorite time of day. This went on for what must have been a couple months before one day she came in my office handed me a birthday card, "huh, who's birthday?" I asked. "Yours dummy," with a smile over she shoulder she left. "Hey your not supposed to call your boss dummy," I yelled after her. "I can when He misses the obvious," she called out as the elevator door closed. Opening the envelope I pulled out the card it simply said "when will you get the hint." I was about to throw out the envelope still baffled by the single comment when I realized there was something still in it tipping it upside down the contents fell onto my desk. My brain froze it was key card with a room number and time on it. The hotel was in Manhattan, and the time was tonight in two hours. Grabbing my stuff and the card I headed for my apartment to grab a bag. At the appointed time I was standing outside the room excited and nervous at the same time. Opening the door to the suite I can hear soft music in the bedroom, setting my bag down I push open the door to see Jill lying on the bed one hand playing with her nipples the other feverishly working her smooth pussy. I was so horny at this point all safeguards where shattered, all I could think about was how sexy she was, with out a word I knelt down and begin to kiss up her legs, a moan of approval escapes her lips. Slowly I make my way up, finally reaching her amazing pussy, kissing slowly around it then sucking gently on her swollen lips. Her hands are on my head pulling me in, as I lick and suck she pushes into me. Her moans grow loader her legs tighten and she cums as I lick it all up. Finishing I kiss my way up her body to find her sexy lips and she kisses me with such passion I nearly cum right then. "I am so glad you came," she said with smile on her face, "I have the place for the weekend I hope you'll stay with me and I can repay you for that wonderful orgasm," "Like I would say no to that," to be continued....
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bobsgreatday
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