Draining my Balls

At 28 financially well off and running a small online business mainly for fun, as I don't need to work for money. Everything was going great in my life except for personal relationships. Nervous around young women, not so much more mature ones, probably due to being raised around mature women until I went to college. Hadn't ever dated before college no real chance as I was home schooled, so I had not interaction with girls my own age until college. My first sexual experience was with a mature woman, who worked for the family, and I continued that relationship until left the family employ. One day while out shopping I met a mature woman 53 I knew from family parties and gatherings. She was married then to a friend of some other family member and as such invited to family events. But 2020 took her husband and her life had taken a slight downturn since then. She was working at I store I went into, mainly because it was closing down and it had a everything must go sale on. I got a few things and while paying I was talking to her, and she mentioned she was out of a job after the sale. I gave her my card if she needed some work, I might be able to give her some. A week later she rang having a hard time finding work, so she rang me. I could give some office work (internet) not enough to support her, but I was also looking for a cleaner as my usual one (66) had a heart attack survived but couldn't come anymore. The woman lived on the other side of the city and travel would be hard for her. My apartment has 3 bedrooms; I thought I could let her have one and save her the travelling. She accepted the job and turned up with everything she owned, not happened between us for about 3 months. But when masturbate, you will get caught at some time. She had done the washing and thought I was out as I was usually at that time. But I was horny and had stayed home to masturbate myself. Thought she would be a couple hours at least down in the basement washing and drying the clothes. But she had started before I awoke, so on her getting back to the apartment she came into my room to put my clothes away and caught me stroking my cock. Both shocked at first, she recovered first and surprised me by offering to get me off. I accepted, but was a bit slow in Cumming, so she started to suck my cock. I came into her mouth but had warned her and down drained I was quite happy especially when she said she'll be happy to help me out anytime. So, now masturbating me became part of her job and I gave her a pay raise for extra services. But it changed again when she told me I could fuck her if I wanted too, as she wasn't getting any servicing as she put it. She started sleeping with me every night there after and I really enjoy the sex. She has become my wingman you could say, pointing out women my own age I might date. I was too nervous to ask any at first, but with coaching from her I finally got up the nerve to ask one (26) out. A couple of dates and we became lovers in a threesome, now after 12 months of our relationship she lives with us, and we all sleep together and soon to marry. My soon to be wife likes my assistant as she calls her and we've no plans to change anything after the wedding, except maybe buying a house instead of having an apartment.