I am a middle manager for a rather large firm. In my organization, it is common for a person in my position to have a person that acts kind of as an administrative assistant. This person handles all of the administrative responsibilities for my division to include budget and supervising the admin staff. The position reports directly to me and as a result spends a lot of time with me. I had recently had that position come open and I started to recruit for a replacement. Several people from the organization put in for the job to include a lady that I had worked with before, had a great reputation and quite frankly I considered a friend. I conducted a selection process and due to her experience and background this lady, who I will call Linda, came out ahead and was selected for the position. As soon as she came over and started in her new position, we hit it off and rekindled our friendship. I knew her husband and she knew my wife so we talked often, not only about work but often of personal things.
As time passed we found that we spent more time together and due to the numerous work related projects we were working and the distractions in the office, we often had lunch together. One of our favorite places was a Chili's restaurant that was nearby. Now, I'm not really sure how it happened but as we started to talk about some personal things one day on a lunch run to Chili's, the topic of voyeurism and exhibitionism came up. She admitted to enjoying voyeurism at times and I admitted to being somewhat of an exhibitionist but that I had really never had the opportunity to pursue it. Somehow the conversation turned to my fantasy of being able to jerk-off in front of a woman and she told me a story about time she had watched a guy she knew. Somehow it progressed to her being willing to watch me some time if I wanted her to. I can't really remember the details of the conversation as I was so excited and turned on that most of the afternoon was a blur.
Now let me tell you that she is about my age, in her late thirties and does exercise regularly. She is a very attractive woman with absolutely amazing breasts that I had fantasized about. She is a lot of fun and her open demeanor about sex and her appearance makes her very sexy. I jumped at the opportunity and by the end of lunch we agreed that we would both stay late and that she would drop by my office after everyone had gone home and we would have a "closed door meeting". We actually exchanged text messages all afternoon confirming the meeting and making sure we each wanted to go through with it. We were clearly both nervous about it but I was so turned on by the thought of this very hot woman watching my get hard and stroke myself to orgasm that I couldn't turn it down. The time finally came and she came into my office with a note pad and asked if I still wanted to meet. I told her there was no way I would pass this opportunity up and told her to come in and close the door. She came around behind my desk and sat in a chair that was about 6 or 7 feet away from mine. I was shaking beyond belief but so horny staring at her very hot body. I could not believe that this was about to happen. I made sure she was alright with this and then stood up and started to undress.
