All of the usual disclaimers apply. If it is wrong or illegal for you this type of material, please stop reading and leave. These partial works of fiction depict sex between consenting persons. Although the events are 100% true, the names of those involved have been changed to protect their identity. Usage of this body of work with written permission by me in unacceptable.
This story series are about lost opportunity. If you have ever found yourself in a situation where you have felt sex was going to happen but didn't due to unforeseen circumstances, this series is for you. I hope you enjoy.
When I was in the 6th grade, I attended a small private school close to my home. At this point in my life, I had already discovered masturbation and enjoyed the practice as often as possible. Up to this point, I had innocently fooled around with a few of my friends, but up til now, the orgasm had not yet been incorporated. Although I was a little nervous about sharing this experience with someone, the overwhelming feeling of horniness that I had been experiencing appeared to diminish that fear.
Because the school was very small, all of the boys ranging in age from 1st grade all the way up to 12th grade, participated in the same gym class. For a boy deep into puberty, the desire to peek at the other guys' junk, became overwhelming. I must admit, there were more than one of them that I frequently thought about as I masturbated. One of these was a boy named Bill who happened to be a grade ahead of me.
Bill came from a broken home. He and his older sister lived with their mom in a small rented house a short distance from my home. The year before, Bill was just one of the guys. But like myself, he too began to experience the same urges that I had currently been feeling.
An area church youth group had offered school age kids to come and enjoy a haunted forest as well as a bon fire. It was estimated that several hundred kids from area churches were going to attend. All of us at school were anxious to attend. In preparation for this event, Bill had asked me if I would be interested in going to his house afterword and spend the night. All appropriate arrangements were made and that night finally came.
During the bon fire, two guys that were in a grade or two below me also showed up. During the bon fire, both of these boys talked very candidly about sexual situations with Bill. Out of apparent embarrassment, Bill played it off my saying these boys were just being silly. What I thought odd at the time, was the amount of playful crotch grabbing that was going on between them.
Something came up that night and I was unable to spend the night at Bill's house. As a result, we rescheduled the sleepover for the following night. I arrived at Bill's house at about 5:00 that next evening. Shortly after my arrival, Bill asked me if I wanted to take a ride of his motorcycle with him. Being a young boy of 13, I couldn't think of anything better.
We drug his small motorcycle from his garage and proceeded to ride along a set of railroad tracks that ran along the back of his property. At first I suggested that I sit on the seat behind him so I could hold on by grabbing his waist. He countered that by saying that it would be easier for him to steer if I sat on the seat in front of him. Not wanting to miss my chance to take a ride, I was going to sit anywhere he told me to. I climbed on in front of him and off we went.
We rode along the bumpy tracks for quite a distance. After a couple of serious bumps, we would stop and take a break. He suggested we hop of his motorcycle and sit on a hill for a few minutes. Each time we resumed our ride, I would sit down in front of him. After our second stop, he told me to sit down on the seat carefully because he claimed the seat was loose and he needed to adjust it. He had me straddle the bike and asked me to wait while he tried to "re-fasten" it. He would have me sit down carefully, blaming the seat for this inconvenience.
After the second time or "re adjustment" I began to notice a strange lump in the seat. I didn't realize it at the time, but what he was doing was bending his erection down onto the seat where he had me sit on it in preparation for another run. Although it appeared only slightly odd to me, I reasoned it away by thinking that I also got erections at the most inconvenient time. Now I realize that this just gave him pleasure. Boys that age will use almost anything that might result in an orgasm. This was no exception. He used this bumpy terrain to stimulate himself against my body.
We finished our ride late that evening just as the sun dropped below the horizon. We had a quick dinner and immediately retreated to his basement bedroom. He showed me around his digs and eventually we found ourselves getting ready for bed. Then, instead of climbing into bed, he asked me to sit down with him on the floor next to his dresser. He proceeded to pull a stack of magazines from under his dresser. I was delighted to learn that he had nearly 50 porno mags.
Instead of showing me just a few of the best ones, we took the next two hours going through each one page by page. His collection ranged from soft core like playboy, all the way up to some of the most graphic displays of sexual situations. And, in order to heighten the experience, Bill decided he was going to add his own commentary to each picture. He was seducing me!
Finally, when we were done, he said it was time to hit the sack. He put his booty carefully under his dresser and began to prepare for bed. I had been used to sleeping in my underwear, so you can imagine my shock when he stripped nude right there in front of me exposing a bid dick for his age. Not only was it larger than mine, he was also very erect. Although I almost exploded in my pants, I felt so awkward that I didn't dare check him out. Once he saw that I wasn't going to respond to the opportunity, he began directing conversation toward his genitals.
He asked me if I had ever masturbated with a friend and I told him that I hadn't. With that, he leapt into the top bunk of his bunk bed. He told me that looking at the magazines had made him horny and asked my if I would be interested in masturbating with him. Of course I agreed. In order to provoke more spirited participation, he told me that an uncle of his had instructed him on how to masturbate. He went on to say that he wanted to show me the best way to do it. With the lights still one, he asked me to get out of bed so he could show me the best way to do it.
Reluctant at first, I stood next to our beds and watched as he gave me a demonstration of his technique. As I look back, he wasn't the least bit interested in showing me just his technique, this was his way to persuade me to do thing with him. Fearing that I would be called gay for doing anything together, we eventually decided to masturbate on our own beds. It didn't take long for either of us. In fact, only a few minutes passed as both of us experienced our first orgasm together.
Once we got cleaned up, he hopped back up into his bed and with the lights off, we talked about the experience. Allthewhile, he kept telling me that he was so horny that he could do it again. He was talking all sexual again and out of the blue, I pressed my foot into the springs of his bed. As I did, he began rubbing his dick on this lump and told me how good it felt. I felt the urge again to perhaps take another round, but the had case of hornies had begun to fade and my previous courage appeared to have diminished.
We finally slipped into sleep and when we woke the next day, not once did the subject come up. I spent the next few days processing all of the things that had happened that night. The more I thought about it, the more angry at myself I had become. I was so mad that I had not seen all the signs and honestly felt that more might have happened that night had I not felt so awkward about it.
As a result, I promised myself that if the opportunity again, I would make certain to give this a second chance. Several weeks later, I invited Bill to stay over at my house. During that time right before we went to sleep, I injected some of the sexy talk that went on at his house. Since I didn't have bunk beds, Billy and I found ourselves laying side by side.
As the minutes passed, I suggested to Billy that we could do what we had done at his house. Unfortunately, this time he didn't appear to show any interest in that. I was finally able to negotiate with him, but he would only agree to masturbate with me if I moved to the floor, out of bed with him.
Out of desperation, I did everything I could to inspire him to do more with me. My suggestions appeared to have fallen on deaf ears. I later learned that he had been interested in messing around with me that night, but since he was out of his environment, he wasn't able to get comfortable enough to submit. He lost his confidence because my bedroom door didn't have a lock, my brother was sleeping right across the hall and he must have reflected upon our first time together and must have felt that I was just too uncertain and feared I would tell someone.
I spent the next few years drawing from that limited experience every time I masturbated. In my fantasy, Bill and I always ended up in a pile of hot sweaty sex. Unfortunately, that second encounter between us was to be our last.
We went our separate ways after that. My family and I moved about 200 miles away and Bill went back to public school. I did see him again several years later. Bill and I eventually ended up attending the same public school together. Since our last encounter together had been nearly 6 years before, perhaps he felt that I might represent a threat to his privacy. He couldn't have been more wrong.
Even now, I still think about our time together. I long to know what might have happened if I had only responded to him that first night. I'm sure if I had joined him that night, I might have enjoyed several more opportunities with him.
Last I knew, Bill went away to the military right out of high school. I have no idea where he is today, but I always live with the hope that someday he might come back to me wanting the same things I do.