My Sexual Training

My family is wealthy and of the social elite, so the pressure on me was immense from as far back as I can remember. Not an out-going person by nature but expected to act according to my social status. My parents were too busy with their social life to worry all that much about an awkward child. So, I was left to find my own way mostly and on turning 18, I was just expected to assume my place in society. I hated going to social events. Would avoid them as much as possible, college was a great help. But I couldn't avoid every event, my life changed for the better after I turned 19. New household staff hired to replace retiring staff. The staff all lived off the estate and came at 6am or 1030am. Early staff mainly to do breakfast and start any washing and cleaning the day staff as it was called done the main cleaning prepared dinner and left at 830pm. Except when we were hosting a party, one of the new staff was a maid 49 fairly good looking for her age. No family of her own as far as I know, anyway after working for some months for us. She lost her cheap rental due to redevelopment; she started sleeping in a little used basement storage room at our home. If found, she would be sacked straight away so she had to out of sight. Fortunately for her I was the one to discover her, only because my father had sent to check what in the storage room. He was planning to add it to his wine cellar. I told her on finding of my father's plans for the space but offered her my study intend. Attached to my room was 10" by 10' room called a study I never used it. I would study laying on my bed and I moved a mattress and some other things in for her use. She could use my Ensuite; my room was part of her cleaning assignments so nobody else would know. Couple months passed, no problems and she noticed I rarely went out and then only to social events I wouldn't be allowed to miss. She thought my shyness was mostly being unable to interact comfortably with strangers. I was okay with her because I knew her from seeing working and talking every so often. My unease at social events were mainly with young women, as she saw at family hosted events. One long weekend my parents went away for a couple of social events. She decided to reward me for my helping her, by teaching how to relax around young women. She walked in on me showering totally naked and joined me in the shower. She took over washing me and after the shower she taught me to fuck her. It took several weeks of us showering together than fucking before I started to ask her first, other than her starting it every time. Regular sex and being close to her softened my stress around younger women, I started to relax and so didn't try to avoid the parties like I used too. After several years, I'd graduated and got my own apartment, with a good job in the family business I was pretty well set you could say. On moving to my new apartment, I made sure the maid would be okay also. I hired her as my fulltime live-in housekeeper. Not just for the sex, but I didn't clean or cook myself. Nobody thought it was anything else except hiring her as my housekeeper as I was known to be more comfortable around people I already knew. I started dating and bringing women home, but if failed I can always go and join my housekeeper in her bed. A very positive relationship we have, no pressure on anyone. I've met a woman, and we are now in a relationship, and she really likes my housekeeper. We started roll playing in our sex and I've took the chance of including my lover/housekeeper. My girlfriend really enjoyed the threesome and doesn't see her as a rival. As of last week, my girlfriend has moved in with us, and we had two threesomes since then.