I'll never forget the first time I had sex with an older woman. I was 21 at the time and dating this woman named Christine. She was a light-skinned beauty with a great body. She lived with her mother, Maxine. One thing I knew from the first time I saw her was that if Christine took after her mother, she would still look great when she was in her mid-forties. Maxine was 5'6" and about a size 12 with chocolate skin, light brown hair, brown eyes, and an ass that looked great no matter what she was wearing.
Christine and I dated for a long time, and so I spent a lot of time around her and Maxine together. I often went places with them and did favors for them, which is why I wasn't surprised when Maxine called me one afternoon while Christine was busy and asked me to drive her somewhere. I happily got into my car and went to pick her up. When Maxine walked out to the car, my eyes got kind of wide when I saw what she was wearing. Maxine had on a white silk blouse with the top two buttons undone, showing some of her cleavage, a black skirt that came down to her knees and showed off the curves of her hips and ass, and open-toed shoes that showed off her pedicure. I got out to open the door for her, and when she kissed me on my cheek, I could smell the faint scent of her jasmine perfume. As I drove off, the jasmine kept me thinking about Maxine and how she looked. I had to try hard to not let it show that she was having this effect on me.
After I was finished driving her around for a bit, Maxine invited me into the house. I parked the car in the driveway and followed her up the stairs and through the door. I sat down on the couch and Maxine went to get us something to drink. When she came back, she sat next to me on the couch, with her left leg crossed towards me. Every so often, her foot would brush against my leg, causing my heart to jump a little. I had to keep my hands on my lap so that I could keep her from noticing the erection I was starting to get in my pants. I knew that the hands weren't doing their job when, all of a sudden, Maxine looked into my eyes and said, "You know, Paul, you are a handsome man."
"Thank you," I said, smiling and trying to sound cool.
"I'm serious. You are quite a catch. Christine is lucky to have you."
"Um, thanks," I said, trying not to stammer.
"Paul, I have something I have to tell you," Maxine said. She then slid closer until her hip was touching mine. I was so shocked that I couldn't even move. "A few times, I have heard you and Christine having sex."