Short Story

I started a job after leaving university and was making good money. Only a in a low position but good prospects for advancement. I wasn't the greatest at getting girls and used computer sites to hook up with women. Preferring mature women as a way of getting more experience having sex, intending to move on to women closer to my own age after I felt I was ready. I saw an ad and the woman sounded perfect for me, she referred to herself as nymphomaniac cougar 43 and so I replied to her ad. Her photo showed everything except her face, she wore a fancy mask. She replied and we made an arrangement to meet at a hotel, neutral ground she called it. On arriving I went to the room she had booked and was shocked to see my supervisor was the cougar I had arranged to meet. She had me join her inside to talk over the shock we both had, instead of doing it in the hallway. At first wanted to know if I knew was her when I answered her ad. No, I didn't I replied, and she then asked why I was looking for older women instead of younger ones. I told her I wanted to gain experience and thought a mature woman would teach me to be a good lover. She accepted that and was silence for a short time and then told me to undress and she started teaching me. The next Monday at work I was called into her office and told she was promoted to the next level and required an assistant; her choice was me. I knew her secret, and she had enjoyed giving me sexual training and planned to continue teaching me. I could say I was moved ahead quicker than others, but it was on par with normal timeline for staff in my position. Also, she wasn't the first choice of bosses for most of the staff. She had a reputation of a ball crusher. But I knew a ball drainer was closer to the mark, regularly fucking her was part of my job. But I had to do my work to her high-level requirements also. Sex between us was fantastic and she taught me everything, but she forgot one thing. She forgot her precautions and I got her pregnant, at first, she was really annoyed. But warm to it and decided to have the baby. It wouldn't affect her lifestyle much she said, but she wanted me living with her and that would raise eyebrows. So, she had her niece move in with her and started the story her niece and me were in a relationship. Which she helped me start with her niece, my cougar boss was bi-sexual and had been sleeping with her niece even before me. But I was her niece's first male lover and by arrangement with my boss got her niece pregnant also. I married the niece as instructed and I was totally willing to do that myself. Her niece was fantastic in my view and now 5 years later I have 4 children, a daughter with my still boss and 3 with my wife. A set of twins being our first children and still living with my boss, sex is still on the menu with her. My wife likes us having threesomes, I've been promoted, but still in close contact with my aunt-in-law and she is still my boss. My wife prefers to stay at home with the children. Perfect start and the future is going to only get better.