Sensual Massages

of
genre
straight

I'm well off due to trust fund and great career, when I was 17, I was trained to please a woman. As the youngest I was home alone with the housekeeper then 54 and she caught masturbating and trained to please her. That was for about six years, then she left to live with her daughter and her family. At around the same time, I got hooked on sensual massages and usually get two a week. Then early last year the place I got my massages, building was badly damaged by fire, and they closed for several months while it was repaired. I looked thru ads for a replacement massage service and found they had younger women doing the massages. I prefer my masseuse to be between 40 and 55, also if ad claims they are 45 it usually means they're 50. But massages by mature women remind me of the housekeeper and relive the great sex I had with her. At 30 I was working for the family business and have a girlfriend 27 a model who was always travelling here and there. I don't really care for young women doing my massages and so was looking for a mature slim woman. Finally finding an ad that claimed she was 48 and showed her body, her face blurred. So, I made an appointment and found I knew the woman (51). I had been at the same high school she had worked at as a student councilor. Her marriage ended and she suffered depression and lost her job as a result and once recovered found it hard to restart her career. Getting by do low paid jobs and doing massages on the side to get extra money. First just a regular massage, but it developed from there. Most men prefer younger women and so she wasn't in big demand. But she gave a great massage and body slide and masturbated me, and I could feel her up also. As I enjoyed the massages, I had three that first week and decided she was my new preferred masseuse. Then I was given more responsibility and would require an assistant, mainly because my older brother didn't want me using his as I had been doing. I was thinking about who to hire and went to get a massage, I found out she was closing down as she had to find a new place to live. Not wanting to find another masseuse and knowing of a spare 1-bedroom apartment the same building (family owned) I offered her the job as my assistant. It was good for her as she would be better off financially and I'd have my masseuse close by. She could do the work and we celebrated by fucking, instead of masturbation. My girlfriend being away again, and regular sex followed, my girlfriend gets on with my assistant quite well and doesn't know of her extra duties. She knows my assistant lives in the same building and is usually only home about four days a week and sometimes less. Fucking my assistant is the icing on top and she is on better money than a student councilor gets. She says she enjoys the sex and is always willing and is a great assistant as well. I'm very happy with my assistant.
written on
2024-01-24
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