Matthew, 58
I believe that sex is a skill just like playing an instrument, or woodworking. I have spent countless hours perfecting my craft
I’ve been engaging in a three-year affair with Janice. While I am frequently unfaithful, this is an extended period for me as my flings usually only last a few weeks. It’s not that I don’t enjoy being in a long-term partnership; I’ve been married for nearly 30 years and I appreciate the quiet, domestic activities I share with my wife, such as cooking and selecting furniture. However, I also crave excitement.
Before Janice, I cheated with approximately 50 women. I can’t attribute my success to my good looks; I’m not exceptionally attractive or brilliantly intelligent. However, I excel at asking questions, which often makes people lower their guard. Typically, my affairs involve coworkers. When I look at group photographs of staff, I can identify all the women who have been in my bed.
Janice and I have intense sexual encounters at her house. My approach is deliberately slow. During our first encounter, Janice seemed alarmed by this, as I kissed every inch of her body, including the backs of her knees. She urged me to hasten, but I had my own game to play. I believe that sex is a skill, akin to playing an instrument or woodworking, and I have dedicated countless hours to perfecting my technique.
My sexual encounters with Janice can last up to five hours, but we always take breaks to have intimate conversations. I keep a list of topics on my phone and randomly choose one to initiate a meaningful discussion. Topics can include ex-partners, bad dates, or even orgasms. Janice has a great sense of humor and charisma, and I enjoy discussing my sexual experiences with her. Initially, I shared my secrets with the intention of making Janice laugh, but I discovered that I find the act of confessing incredibly satisfying. After lying to the women I’ve slept with for 40 years, this newfound honesty is a thrilling experience.
Although I still live with my wife, our physical intimacy has significantly diminished. Janice allows me to see her only once a week, as she admits to becoming annoyed by my presence after 24 hours. Her blunt honesty keeps me eager.
Janice, 60
If he started sleeping with another woman every Tuesday, I’d end our relationship
I consider Matthew my Thursday-night boyfriend. Our first sexual encounter, which took place during a work trip, happened on a Thursday, so it has since become our designated day.
Having been married for 20 years, I am now disinterested in committed relationships. Most men in their 50s are not seeking romantic connections; they are looking for live-in housekeepers. (Matthew, however, does impressively well in the kitchen.) However, I value my independence and prefer being in control of my own space. If Matthew stays at my place for more than one night, we start arguing about trivial matters such as the placement of toilet paper. He is obsessed with ensuring that the loose end hangs at the front like a fringe, rather than at the back like a mullet. Personally, I couldn’t care less about this detail.
Before sleeping with Matthew, I had no idea about his promiscuous history. He always appeared professional and composed. The first time we had sex, I was quite confused because he took his time with every action. He proceeded
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