Steph has been coming to my house every week to clean for several years. During that time we had got to know each other well. She is seventeen years older than me, has a good figure and is not unattractive. I have had many fantasies about what I would like to do with her.
One afternoon recently, we were chatting away, and as it sometimes does, the conversation turned slightly risqué. She had found some adult magazines under the bed of the son of another of her clients that morning and remembered back to when she found one in her son's room. She asked whether I had some hidden away when I was growing up. I replied that I did have some many years ago (haven't we all done that?!).
'Did you masturbate while you were looking at them?' Steph asked. Rather taken aback I said 'Yes, I did, but I had to be careful in case I was disturbed.' At the time, I shared a room with my younger brother and definitely did not want to get caught.
She then said that she had never seen a man masturbate, despite having had a couple of husbands and brought up a boy my age. My mind was in turmoil. Should I offer to show her, knowing that it might offend her or change our relationship for the worst, or should I just go for it?
I made my mind up. 'Would you, umm, like to watch me do it?' She looked at me for what seemed like minutes, but was probably only a couple of agonising seconds, and then whispered 'Yes. I would'.
We both went to my bedroom. 'How would you like me to do it?' I asked. 'Take your clothes off and lie on the bed. I'll sit next to you and watch.' She replied.
I did as I was told and took my clothes off. My penis was already erect and it popped out of my boxer shorts with a loud slap against my stomach. I lay down on the bed, made myself comfortable and started to fondle my erection. Steph sat level with my knees, giving herself a good view of the action.
Not wanting to rush things, I took things slowly to give Steph a good show. All throughout, her eyes were fixed on my fingers running up and down my shaft. After a few minutes, I could take it no longer and told her that I was about to cum. She leaned over to get a closer look just as I ejaculated all over my belly and chest. 'Mmmm - thank you!' she said.
We both sat there in silence for a few moments before Steph went to get me a tissue to clean up with. I then got dressed again and we went downstairs.
She has been a couple of times since that event, but so far nothing has been said about it. I would love to repeat the experience though. Steph remaining fully clothed throughout and not offering to take part made it even more erotic.
If the topic comes up again, I might have to tell her a white lie and say I have never seen a woman masturbate!