Right after college I went to work as an assistant to the president of a fairly large company, a woman. She was mid 40’s or older, married with kids. Almost everyone in that office was female except for me and this one gay older man. The woman mostly in their 20 and 30’s made a point of staring at me, watching me walk away and making some lewd comments. The president, I will call her Jane, was no different. When I went in to talk to her she wouldn’t let me sit down and she would look me up and down.
Then one day as I was walking out she said she would prefer it if I wore jeans on dress down Friday as the last DDF I just wore my suit. I kind of knew she just wanted me to wear something she could get a better view of my ass in.
So the next Friday I wore a pair of black Wrangler jeans with my cowboy boots and a fairly tight shirt. Went in to see her first thing and she immedieatly said turn around so she could see. I did, I faced the other way and when I started to turn to her she just said don’t move back. The door was closed and we were alone. I stared at the door for a long time and then she said turn around. She was sitting at her desk and only one of her hands was visable, the other one was down where I couldn’t see it but I knew it was between her legs.
She then said come over here and she nodded towards her side of the desk. I got around to that side and her dress was up, no panties. She didn’t have to tell me I knew what she wanted. I dropped to my knees and serviced her with my mouth. It didn’t take long until she bucked a couple of times let out a little sound and pushed me away.
I knew it was over so I stood up and all she said was that is all for now, go into my restroom, it was private, clean up and get back to work. I walked out through the office full of women and that gay guy and they all knew what I had done. I could hear the laughter and comments.
I stayed working for her a year or so and all that time I was just her bitch doing whatever she wanted. If I didn’t perform well she would have me drop my pants and hit my bare ass with her hand or this paddle she had. I think she just got tired of me and she got me a job somewhere else.
As I was leaving I saw this very young guy going into an interview with her, he has no idea what he is getting into.
