As before, if reading this type of erotica is inappropriate or illegal for you to read, please read no further. Although these experiences are real, the names of those involved have been changed to protect their identities.
This story is the third installment in a series I call "missed opportunities". Although a sexual encounter may have seemed like a sure thing, something occured that prevented it from happening.
My first series were sexual encounters that I've had, while this series focuses on sexual encounters I've almost had. This particular story falls into place somewhere between the two. It's kind of hard to explain, so I will allow you to draw your own conclusions.
Back in highschool, I joined our speech forensics team. I was very nervous about joining this team, but very quickly decided it was the best choice I'd made all through school. Aside from competition, speech forensics allowed me to meet some of my closest friends to date. It also provided me with the opportunity to get to know some of the cutest guys in school that I would have otherwise never met.
One of these individuals was this cute freshman named Jason. Since I was a senior, he sort of looked up to me by default. I, on the other hand, wanted to get to know him because he was one of the cutes boys I'd ever met. As the season unfolded, Jason and I became pretty close. In fact, we would affectionately refer to each other and big brother and little brother. I was big brother not just because I was older than him, I was built quite a bit larger than him.
Jason didn't come from a convensional household. He lived with his mother in a dormitory at a nearby college in our small town. To complicate things further, this school was religious in nature and he was not often allowed to spend a lot of time off campus with friends. And to make matters worse, it was forbidden for him to sleep over at friends houses and also not allowed to have overnight visitors either. This fact made my usual methods of getting into a friend's pants, quite a bit more difficult.
Graduation came and went and since school was out, I could pretty much count on not seeing him any longer. I went away to college about 2 hours south of my home, so it wasn't often that I had the opportunity to go home. However, by some strange coincidence, one weekend that I happened to come home, I ran into Jason at a school event. After a long heart-felt embrace, we spent what seemed like hours catching up on old times and finding out what was new in our lives.
Jason told me that his mother had gotten her degree and they now lived a little less than an hour south of campus. I told him that I missed him a great deal and that I didn't want to lose contact with him again. He agreed with me and then invited me to come down to his house some afternoon after we were both done with classes for the day.
We agreed on a date and I nervously waited for that day to come. The day finally arrived and I wound up arriving at his house a couple of hours before he was due to be home. The time finally came and I made my way to his house. Again, I arrived before he did, but he soon arrived and we went into his house. Again, we talked about the old days and were able to elaborate on some of the things that we'd talked about with regard to the present.
We had a great time that day. We wound up in a museum and found ourselves still talking about what are lives had become. As with all good things, we painfully faced parting ways once again. This time, I took the opportunity to invite him to visit me at school. We agreed that March 18th was going to be the best day for him to come visit me. That date was two weeks from that day and I knew the wait was going to be difficult.
Saint Patrick's day came and like many college students, that day was going to be spent partying our asses off. What was unique about that particular St. Paddy's day was the weather. The thermometer reached nearly 70 degrees that day and pretty much remained the same well into the night. Some of my college friends and I found a kegger where they were serving green beer. I don't know if it was because the beer was green or it could have been that this green beer was among the cheapest for sale, but that next morning, I had the absolute worst hangover of my life. Not only did I wake to a 5 alarm hangover, but at sometime during the night, the weather changed and I awoke to an ice-cold dorm room. Not only did the temp drop, but I had left my window all the way open. In fact, not only was it cold, but it had begun to snow. I awoke to an inch-thick pile of snow on my desk next to the window.
I decided to sleep most of the day, but was very aware that I needed to have my shit together before his arrival at around 7 that blustery March 18th. I finally woke up with about an hour and a half to spare. In that 90 minute time, I was able to get a shower and get cleaned up, cleaned our dorm room from top to bottom, and also got in a meal.
He finally arrived, but was nearly 20 minutes late. I must admit, that 20 minutes was the longest years in my life. I was pretty nervous, but tried my best to keep it from him. We spent some time walking around the campus. During that time, I learned that this was his first visit to a college campus and also that he had told his mother that he was spending the night with a friend close to his home. He said she had no idea that he had ventured so far from home. Although I was determined to make this thing work, I couldn't help but feel in additional stress that his trip to meet me might somehow result in some pretty awful consequences.
Once our tour of the campus was complete, I began to search for someone that would be willing to buy us some alcohol. Unfortunately, I was unable to find someone to buy us some alcohol, I decided to shift gears and start looking around for a party. Much to my surprise, I was able to locate a party that happened to be hosted by a friend of mine. So, Jason and I made our way across campus and found ourselves in the company of some really cool people.
We didn't stay long. In fact, at that party I found someone willing to buy some drink for us. We made our way to our neighborhood liquor store and purchased what I'd hope would be a little bottle of liquid courage. Once the deal was done, I dropped our very drunk friend off at yet another party then the two of us made our way to my room for the night. Once back in my room, I poured us a couple of rot gut and coke and proceded to get silly.
As the booze flowed, so did my courage. I finally got up the nerve and told Jason that I had had a crush on him for a quite some time. As with all nervous situations like this, I found myself babbling to him in an attempt to justify my resolve. It wasn't easy, but I was finally able to convince him that although I had a crush on him, I didn't want him to feel any type of obligation to me based on this disclosure.
Once I was satisfied that he had understood that I respected his boundaries, we decided it was time to go to sleep. Although greatful that he didn't just up and leave at that moment. I knew that I was going to have to assert myself if I were ever to get where I wanted to go.
We sat for almost an hour talking back and forth in the darkness of my dorm room. Finally, I told him that if he felt toward me the same way I felt toward him, he should come over and get in bed with me. Almost instantly, I say his shadow rise from the couch and into the bed next to me.
By this time my heart was pounding. It was in that moment that I realized that by walking to my bed, he wanted exactly the same thing I did. We lay in the dark and just began rubbing against each other. With reckless abandon, I thrust my hand down his pants and discovered a rock hard cock. At that point, I knew he was just as much into this as I was. Finally he got up enough courage and reached his hand down my pants. We lay there innertwined for quite some time. Then, all at once, he reaches over, places a hand on my back of my head, draws me close, then plants a kiss on my lips. As he was pulling away from me, he appologized.
Then, as quickly as he had planted that kiss on my lips, he jumped off my bed and returned to the couch where he had been before I'd invited him to my bed. At that point, I reasoned that I wasn't goingt o have another chance at this, I walked over and sat on the floor next to the couch he was sitting on. I knew at that moment that I was on the verge of ruining this encounter. So, rather than spending a great deal of time trying to persuade him to turn to me, I chose to employ much more direct methods. I told him exactly what I thought about him and us.
As a result, I was able to convince him to at least allow me to explain to him why this was so important to me. In the darkness, I confessed that I had lusted after him for almost 2 years and that I would give almost anything to have an opportunity to "be" with him. During that discussion, not only did I learn that he had never had sex with a man before, he had never had sex with anyone. With that, I chose to dive in even further. It was eventually realized that not only had he never had sex, he had never had the pleasure of experiencing an orgasm.
Bottom line, I told him that I wanted to suck his dick and if at any time he became uncomfortible with the idea, the issue would be dropped never to be spoken about from that day forward. But, instead of running from this, he chose to stay, certainly because his curiosity would get the best of him. After some further discussion, he finally allowed me the opportunity to suck him off. But, before I did, I made sure to tell him that if at any point he became unfomfortible with the experience, I would stop immediately. But, like all blow jobs, even a bad one is better than none at all.
I sucked a very superb cock that night. Not only was I giving him the gift of sex, I was also able to give him the gift of orgasm. Then, just as we were about to innertwine our bodies in a pile of hot sex, my roommate returned to retrieve some of his belongings.
We spent the next ten minutes or so talking to my roommate Chris. Finally, Chris realized we were in the middle of something and left. He apparently realized that this interruption could possibly make or break my ego. He knew what was going on.
With all the confusion, I don't know if Jason actually experienced his first orgasm or not. What I do know is that we never continued on that path. After my roommate left us, both of us slipped into deep sleep. As I pondered our encounter, I wrote letter after letter to him explaining that I feared our relationship was going to suffer. In fact, I think it was the result of my volley of appologies that I doomed our relationship to fail.
I hounded Jason with letters explaining how guilty I felt. None of my letters every resulted in any type of change. Apparently, my repeated letters of appology only served to alienate him. Finally, Jason and I decided that it was best that we get as far away from this event as possible. I never saw Jason after his trip to visit me.