To avoid any misunderstandings, let me preface this by stating clearly that everything in this post was consensual, and further that this did not contribute to the end of the relationship.

I've always been a night owl. My wife at the time of this story wasn't necessarily a morning person but she did have a long commute through greater LA area traffic, so she went to bed early during the week because she had to get up early. This was an unfortunate combination because I was often horny when I finally got tired enough to join her in bed for the night.

With her permission and my promise to stop if it seemed to disturb her sleep, I started with just lightly holding one of her breasts while I jerked off. But I quickly discovered she apparently slept more soundly than I'd previously realized and it didn't take long before I moved on to slipping my hand between her legs to fondle her pussy, then to fingering her gently when I discovered she would get wet, and then finally to just pulling her panties to the side so I could slip my cock in and slowly fuck her.

It was a weird experience, trying to go slowly and gently, paying as much attention to her breathing and such as to the feel of her wrapped around me, so that I could stop moving if it seemed her sleep was being disturbed. Of course that became more difficult as a session went on, and it was especially tough when I reached the point of unloading myself deep inside her, because while I'm not exactly loud in that moment, especially compared to a couple of women I've been with, I'm definitely not usually one of those stoic, completely silent men.

And yes, there were indeed a few times when she seemed to be waking up, so I had to slowly pull out, roll over, and quietly finish by myself. But those times were few and far between, given that I played with her while she was asleep probably twice a week on average for a couple of years.

Other than the original conversation we had when I asked her if I could try playing with her when I came to bed, we never talked about it again. Well, at least not until a couple of years ago, which was roughly twenty years after we split up.

A few years ago something came up that we needed to discuss, and while we'd barely spoken to one another in the intervening years, we apparently enjoyed talking again because we kept it up after the initial matter was resolved. We redeveloped a friendship and, perhaps inevitably, we eventually discussed our former relationship and our differing memories and perspectives of it.

It was during such a conversation that she admitted to me that my playing with her while she slept was a very fond memory of our time together. Apparently she would sometimes wake up, at least partially, but try not to let me know, because she loved waking up and finding herself getting fucked, feeling like she had no say or control in the matter. It's a testament to how poorly we communicated as a couple that she never told me this at the time, and all I could say was that I wish she had told me because I could think of plenty of other things we could have tried that we might both have really enjoyed.

I won't lie to myself or her (or you) by saying I think it might have saved the relationship. But it sure would have been fun to have tried some things that none of my other partners over the years have been even remotely interested in. Things I'm now still wishing I could find an opportunity to try today. Such is the life of a dirty old man, I guess.