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My Masturbating Boss

Ten years ago, when I was in my mid twenties I worked as a receptionist in a small office for a guy in his forties who was an importing agent. He was in the office at irregular times, sometimes on the phone for hours, sometimes discussing deals with his business friends. Since he had a city office it was an interesting job, and I knew I could always get a bit of time off here and there to attend to urgent shopping or other matters if necessary.

I had a slim figure then and think he hired me for my looks as much as anything else, since he used to compliment me on my legs. We got on well and I never pushed my luck with him. I was a girl Friday for him, he had no other staff.

After working there for three months or so I noticed a small hole in the plaster wall which allowed me to see into his office. It was where a bracket that had been attached to the wall had come away and he had not bothered to fix it. I didn't pay much attention to it and there were no marks on his side to suggest that he used it to spy on me, he was too busy for that. However, one afternoon when he was working away I needed to ask him something and before interrupting him by knocking on his door I decided to peep in on him first to make sure he wasn't too busy.

The first thing I saw on looking in was his red glistening penis sticking out of his pants. I was looking at him sideways. He was sitting at his desk leaning back, and there was a tube of lube on his desk. He was oblivious to me and anything else. I was so shocked I blushed and looked away. No one else was in the reception area.

After regaining my composure I realized I was a bit turned on by this and returned for another look. My boss was circumcized. His penis, though not huge was fully erect and I stared through the hole, fascinated by it. I couldn't see what was on his computer screen and the sound was off but I bet he was looking at some porn. Suddenly he came with a groan and caught it all in a tissue. I could feel a wetness in my panties.

The rest of that afternoon I didn't get much work done. I found it hard to meet his eyes when we talked and he must have wondered what got into me. My boss was married and hardly ever discussed his family but I figured, what the heck, what he does in his own time is his business.

I was the last to lock up that afternoon and saw the tissue in the basket. After yielding to the urge to pick it up and sniff it I raced back to my desk, pulled my panties down and jilled off before the cleaner arrived. It was a thumping orgasm.

After that I got to know when my boss liked to masturbate. It was usually somewhere between three and five, and it turned out he did it about three times a week. I only told one close friend about this and she warned me not to get involved with him. Nevertheless I got into the habit of putting an extra pair of panties in my handbag and even taking off the ones I was wearing as doing this made me feel really sexy. I shaved my pubic hair but still felt way too shy to let my boss peek up my legs.

One afternoon after when I figured he was likely to jerk off on returning to the office, I decided to let him peep if he wanted to. I'd had a liquid lunch with some friends and was feeling rather uninhibited. So when my boss dropped some papers, I squatted in front of him to pick them up, with my knees slightly apart, no panties either. Without looking at him I positively knew he could see up my skirt. He said nothing but the tone of his voice sounded a little nervous. I left him in his office and peeped in on him five minutes later. Sure enough, he was beating his meat and what a beauty he had too! I was flattered that he was thinking about me.

Over the next few weeks I allowed him several more looks at me, but always treating it as accidental. My boss was a gentleman and never groped me or made lewd remarks, but I learned to interpret the sounds coming from his office. I began having sexual fantasies involving him as I have always been turned on by watching men masturbate, a strong voyeuristic streak, I guess.

Of course, we couldn't go on playing this game indefinitely. One day he took me out to lunch and after a few drinks I admitted watching him. He was shocked at first, but our return to the office marked the beginning of a glorious affair which ended with him leaving his wife for me. We have been living together ever since.


Posted on: 2012-04-04 00:00:00 | Author: