I have to tell you about my experience with a MILF Librarian. One summer, I took a job at the local library to earn some extra money. I was a fast learner and was quickly appointed assistant librarian. I liked it well enough, but it wasn’t what I wanted to do with my life. No matter how many promotions I received, I was on track to be an engineer and I would be back at school in the fall.
My boss was a woman I had known on and off for my entire life. She was a beautiful widow in her fifties. She was tall, at five feet eight, and thin, with bright blue eyes and black hair that now had silver streaks. I always loved the way she looked, even though I never said anything to anyone. And I surely never thought we would have an affair.
Yes, we did have an affair. But before that, she was a casual acquaintance of my parents. As a matter of fact, one of my only clear memories of her was from one of my parents’ dinner parties a few years back. Apparently she drank too much and hit on my father. She followed him around our living room, grabbing his ass with one hand and holding her vodka and tonic in the other.
In the end, she had to be escorted home and was never invited over nor spoken of again. The closest she ever came to saying anything to me about that night was to say that she had stopped drinking altogether a while ago, due to some “indiscretions,” as she called them. I somehow found comfort in the fact that our affair was borne out of her attraction for me and not some alcoholic haze.
Now she was my boss. She never spoke of the incident to me directly. And I didn’t tell her that I was aware of what happened at that party. She was the one who started it and ended it. Truth be told, I didn’t want to end it at all. But I’m getting ahead of myself. Our relationship didn’t start overnight nor all at once. It started slowly, with her just talking to me about work.
But as I became more capable of doing things without her assistance, she began to just ask me questions and tell me about her life. We found that, despite an age difference of over thirty years, that we had a lot of the same interests. Her late husband had been an engineer and so she had some knowledge of what I wanted to do with my life. I really liked talking to her because I felt she understood me better than anyone else. I kept trying to see the woman who hit on my father years before, but she was no longer there.
Our sexual relationship started one night when we both worked late. I was shelving books and she was in the office and the rest of the library was quiet. When I finished my task, I went into the office to see if there was anything else to do. To my surprise, she had an elegant, gourmet meal complete with candles and wine set up in the otherwise darkened office. She gestured for me to sit down and she served me some wine.
She was just drinking water. I asked her why she had done all of this and she smiled and said that she wanted to go to dinner with me, but thought that going out on a date in public was unwise. We lived in a small town and all the tongues would be wagging. I was shocked and said that I couldn’t believe she wanted to go out on a date with me. “You’re very handsome,” she replied, “why wouldn’t I want to have a relationship with you?” She sat down and we began to fill our plates.
Over dinner she told me she had been lonely since her husband’s death and that she would really like to take a lover. I told her that I had always thought she was beautiful and that I wanted to have sex with her. She laughed at that and said that she was a Domme and explained what that meant. This thrilled me. I wanted to be dominated by a strong woman.
Needless to say, we didn’t finish dinner. We cleared the table and had sex right there. Our relationship lasted six months and ended because she grew tired of me. I was very sad and begged her to let me stay with her, but she refused and sent me back to school. I still think of her and miss her all the time.