Ever since I became the proud owner of a driver's license, I loved having the freedom to drive where ever I wanted, all on my own. I especially liked it when my dad sent me on errands for his insurance business. This gave me all the more chances to go out and drive. This story is about my first real sexual experience, which happened when I was eighteen years old. But first, let me tell you a little about myself.
I always thought of myself as being a very skinny boy growing up. In fact, my grandfather used to call me squirrel' when I was little kid. I thought being skinny was a curse I would have my entire life, so I didn't really try to do anything about it. However, after our family moved out to a small farm, my dad made sure we had lots of work to do and a lot of it was pretty physical stuff. Our farm was right next to a large river that flowed through the valley towards town. In the summer we would spend hours swimming across the river and floating down to a public beach a couple of miles away, then we would walk back home.
All the work on the farm and the swimming ended up putting a fair amount of muscle on me, although I did not appreciate it at the time. I was a fairly good looking kid, although I didn't really see myself that way at the time. I was very awkward and self-conscious growing up, probably due to my dad's overbearing nature. This really crimped my style with the girls, something I have regretted all my life. Because I felt so awkward and self-conscious, I lived a very celibate life up until my eighteenth year. Looking back on my teen years, I could have been so much more sexually active, knowing now how desirable I really was back then! But I was trying so hard to be a good boy' that I regrettably let a lot of opportunities pass me by.
Shortly after I turned eighteen my celibacy was challenged in a most unexpected way. My dad had a business associate named Jim who lived quite a long distance from our house. Jim and his wife Martie were very nice people that our entire family got to know a little bit. It really helped us know them better when my older brother started dating their daughter, Debbie.
Debbie was an absolutely stunning beauty, and she knew it. Jet black hair, large dark eyes, a wide smile, mischievous eyes that seemed to know' something the rest of us didn't, and a perfect figure. She turned heads everywhere she went. She was both flirtatious and genuinely warm and friendly an odd combination. She got her good looks from her mother, who was a very nice looking woman in her early 40's. Even though Debbie was two years older than me, and therefore entirely out of my league, I couldn't help sneaking lustful looks at her every time she was around. I know Debbie caught me looking at her a number of times, and even though I would just about die of embarrassment, she always smiled and gave her dark hair a toss, as if saying "Look at me some more!"
One Saturday my dad asked me if I would take some papers over to Jim and Martie's house for him. He said I could just leave them in their screen door if nobody was home. I was happy for the chance to drive all alone again, and this trip would take me all the way to the city, 16 miles away, plus another ten miles to the north of town and back. So off I went.
When I got to their house, I couldn't tell if anyone was home. I rang the doorbell and waited for quite some time. I was just about ready to slip the papers into the screen door when Martie answered. I mumbled something about some papers for her husband and was just about ready to leave, when she told me to wait. Martie told me that she was a painter and a sculptor and had been working on some projects that she wanted to show me. I was fairly artistic myself, so this caught my attention. She asked me if I had time to look at some of her work. I was in no hurry to get back home, so I said "Sure."
She had a back room in their large home converted to a studio for her to work in. It was a large room with a daylight patio windowed in so it could get lots of sunlight. She had paintings in various stages of completion laying haphazardly around the place. The nicer ones were hanging on the walls, others were just leaning up against each other on the floor. She also had a number of clay sculptures of various sizes. What caught my eye was the fact that she was actually very good. This surprised me, because I just had no idea before that.
Martie was chatting away about this piece and that piece. I was at that age when anything sexual really caught my attention. In fact, I had an inordinate interest in sex and nudity, despite my deprived childhood. I found where my dad hid his stack of Playboy magazines and I snuck off to masturbate to their contents every chance I got. Even a photo of a woman's breast was enough to get me to cum in a short amount of time.
Here in Martie's studio were several paintings of nude female figures, all very well painted and very scrutinized by my intense though surreptitious stares. Just knowing that some nude woman had sat there in the buff while being studied got my juices going. But I was embarrassed to be staring at them so much, so I tried to pretend like they were no big deal as if I saw such things all the time. It took a couple of minutes for the shocking realization to hit me that the woman in the paintings was actually Martie's daughter, Debbie, my brother's girlfriend. My face must have reflected my shock as my surprised gaze lingered on one of them much longer than I had wished.
Martie, who unknown to me, had been carefully watching my reactions, laughed when she saw my startled reaction. She must have know exactly what was going through my mind. She asked me playfully, "Recognize her?"
