1. Ch. 02: How to Ruin Good Sex


    Date: 10/5/2023, Categories: Mature Author: byCCG90 

    The following is from a series of true events I've experienced which I've decided to tell sequentially. I recommend reading them that way also. Part 3 was originally going to be Part 4 until I realized that I had forgotten a few details which actually changed the chronological order of events. Hope you enjoy.

I eventually ended my little arrangement from the previous story. It was wonderful and I still remember it fondly, but it was becoming risky. Not least because she admitted to sharing some of the details with a friend. So I had to seek something to replace it. That's when I found myself searching for someone online. I had a few ongoing conversations with a number of women including one that wanted me to fuck her and urinate on/in her. I seriously considered it but she wanted her boyfriend present and I didn't feel comfortable meeting both of them at the same time being they wanted to go straight to the deed with no getting to know each other. It seemed it could be a little unsafe especially because they wanted a hotel room. I also had some very steamy conversations with some others and exchanged both vanilla and erotic pictures. Eventually I connected with a woman we'll call Laura for privacy.

She was 23 years my senior at 55 and very attractive. She was also very open minded and said that she had an occasional male companion but was officially unattached. She said she was in "the lifestyle" and I could see she was very in touch with her sexual side despite being a ...
    ... grandmother.

We arranged to have lunch (pre-arranged that nothing further would happen) and met at a tavern where we talked about normal stuff; who we were, what we liked; then got onto how we ended up seeking sex online and what we liked in bed. We got along really well and had a great meal in the quiet tavern with no one but the staff around. The waitress definitely knew what was up, but who the fuck cared? Nevertheless, I was a bit overwhelmed by the whole experience, meeting someone online for the first time and someone so much more experienced than I was. We ended up leaving and continuing to talk but it didn't feel right at the moment despite the desire I had to plunge myself into her. I'd end up connecting with Laura down the line but this story is about someone else.

After Laura I took a break. It was a bit much. I returned probably a year later to the online scene and connected quickly with another woman. We can call her Nicole. She was in her mid 40's, married with kids and seeking some male companionship and attention. She was a short chunky blonde and unlike most men, when I say chunky, it's not a bad thing. I like curves and if a woman's body has a nice shape, the size isn't a factor for me. She also had extremely toned calves accentuated by the heels she wore in the pictures she sent me.

We exchanged a lot of erotic messages and pictures and described what we wanted to do to each other. She looked great in the form fitting dresses and heels she wore to ...
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