Things are a bit awkward with the housekeeper now because of a recent incident, but it is still a turn on to think about what happened. She is an older woman who has grandchildren and who is dark haired, big boobed and flat bottomed. I have seen the body type before. She comes to my house twice a week and does laundry and some light cleaning. She is not overly attractive, but she does have large boobs and really soft skin.
I had made some comment to her when the hormones were raging that being single was tough when the testosterone was flowing, something to that effect. She mentioned that I needed to get a girlfriend and kind of laughed. This created a bit of a sexual tension with me at least and I gradually became freer with my comments over time.
One afternoon about a month later I told her that I needed a release. There was something exciting about talking about it even though I wasn't insinuating anything. She told me in an off-handed way that if I needed some help to let her know, and she continued on with her cleaning. That was pretty exciting and even though she said that, I was shy about taking her up on it and was embarrassed to be too direct.
I sat on the couch and just kind of gave her a look. She got the hint and came over and sat next to me without either of us saying anything. She took one of her arms and wrapped it around my lower back and the other gently caressed the outside of my pants. She rubbed with her palm up and down on my erection in a very tender and loving way. It seemed like she was really trying to take care of me. I was bursting out of my pants and took her hand and moved it underneath my underwear so I could feel her soft skin on my flesh.
She pulled my pants down just enough to get to me and started masturbating me, alternating between tickling my testicles with her fingernails and pulling in upward circles on my shaft.
I lay back as her perfume and light touch continued to arouse me until I let loose on my stomach and on her hands. She patted me and got me a towel and then finished up her work like nothing had happened.
I have kind of made light about it and feel a bit guilty but find myself turned on when I think about this.