Fateful Encounter - Cover

Fateful Encounter

Copyright© 2019 by Markerss

Chapter 1

True Sex Story: Chapter 1 - It was my first real sexual experience and even though it happened many years ago, it sometimes feel as if it just happened. An older man approached me and convinced me to have a sexual relationship with him.

Caution: This True Sex Story contains strong sexual content, including Ma/Ma   Teenagers   Reluctant   Gay   True Story   Anal Sex   First   Oral Sex  

We have all had a sexual relationship that we remember and many more that we want to forget. Even though, this particular relationship happened many years ago, and I have tried to forget for so long, it continually slips back in to my thoughts. When I do end up remembering what happened, I feel as though it just to place and in a way I wish to experience this time in my life again. Obviously, your first sexual relationship is your most memorable event, one to remember or revisit again, to experience everything once more. However, when I think about what happened to me, I have mixed feeling about it, but whenever it creeps back into my thoughts, I too go back to this time and remember every little detail, but then I wish again to forget it ever happened.

It actually began in early spring when I was a teenage delinquent, skipping class and hanging out at the local game room by the high school. I had been hanging out at this game room for quite some time, when I started to become good friends the owner of the game room. For this story I will refer to him as John. He had dark hair; dark skinned and, he was many years older than me.

Many students would hang out up at the game room during the day and sometimes into the evening. This was a place to meet friends, play games, and just hang out if you did not have anything else to do. It was also a place where you could find drugs and alcohol, if you wanted it, or to hook up with someone. I did not really notice John to much at first, but I think he must have been watching me. He probably noticed the amount of time I was spending at the game room and during this time, I think John must have decided that he would see if I could be encouraged to become friends and maybe even build a relationship with one another.

Conversations with John wee innocent. I would ask for change to play the games or sometimes a casual, ‘Hello’ when we saw each other. As time progressed, John would sometimes give me money to play on machines when I was hanging out there and our friendship eventually grow into one that he would take me out for breakfast and lunch. It was definitely nice receiving this attention and I enjoyed skipping classes to hang out at the game room. When we would go out for breakfast or lunch, our conversations were always very innocent, but I now know he was trying to get a feel for the situation and as I would later find out, he was actually building this friendship in hopes of have sex with me. John must have become a little impatient and felt it was time to test our friendship, because one day when we were out for breakfast, our simple conversation turned to a conversation about sex and girls. John asked if I had ever been with a girl and at the time, I had been with several girls but I had never gone all the way with any of them, so I said, ‘Yes’. We talked about what we found attractive, but using this line of questions, John turned the conversation to one about homosexuality.

He was trying to find out what I thought about homosexuals and if I ever found other men attractive. I told him that I thought it was wrong and I never looked at other men that way. John then asked, ‘So you have never slept in the same bed with one of your friends, not having sex, you know just sleeping together?’ I said, ‘Well, yes but that was different,’ and I told him that I was only interested in girls. I still felt our conversation was rather innocent, but it was about to all about to change. John then mentioned that he was bisexual and asked if I know what that was. I had never heard that term before and he seemed to relish the opportunity to explain that he was attracted to women and that sometimes he found men to be attractive too. I was not sure where this was leading, but John explained that he liked sleeping with women, but sometimes when he found another man to be attractive, and that person was attracted to him, he enjoyed sleeping with that person too. I was kind of in shock and he continued the conversation by asking what I thought about that, and I told him that I was not sure. John now had the opening he was looking for and he explained that he was glad that we could talk openly like this about stuff and then he proceeded to tell me that I nice looking too. I did not know what to say, but he proceeded to tell me he had thoughts about wanting to sleep with me, not to have sex but to get closer to each other. This was a bold move on his part but it would ultimately tell him if I was interested at all in having sex with him, and it did pay off for him in the end. I did not know what to do or what to say.

I was somewhat flattered that he thought I was good looking, but to sleep with him, I quickly said, ‘No.’ I had never thought about sleep with him, but John then said, ‘We wouldn’t have to do anything; we can just lie in bed together and see how it goes.’ I was silent. What was I going to do? This man is talking about wanting to sleep with me and he is my only way back to school. I was feeling very uneasy with the situation, and I think he knew it too. To relieve some of the stress, John said, ‘Don’t worry; I am not going to make you do anything you don’t want to do.’ He was trying to smooth things out now, because he realized that he had pushed the conversation to fast. He now needed to make sure I was still open to spending time with him to make sure the opportunity was still there, before we left the restaurant and he wanted to make sure I was thinking about it though, because if I was interested at all, the next offer he was going to make might just change my mind.

I was speechless and did not know what to say and I think he knew the subject had made me nervous. He again told me not to worry about it and as we left the restaurant, he held out his hand in hopes that I would shake it. I quickly shook his hand and we headed back to the game room. As we drove, he continued to try to smooth thing out and to make sure everything was still ok between the two of us. However, his real motive was to convince me to sleep with him and to keep me to keep thinking about it before we got out of the car. John told me that he hoped I would think about it and he then explained that he would give me anything if I would sleep with him -- anything. John mentioned giving me money, having girls for me, buying me something. He even told me he would buy me a car. I was silent all the way back to the game room and when we got there, he asked me one last time to think about it and to let him know what it would take to change my mind. He was not going to let me out of the car until I had given him an answer, so I told him I would think about it but at the time, it did not sit well with me about sleeping with another man, but I did think about it.

A few days later, I ventured back to the game room to hang out with friends and he eventually corners me and asked if I had thought about his proposition. I told him that I had thought about it but I was still unsure about it. He said, ‘Come on let’s go get something to eat.’ Right then, he knew the opportunity of having sex with me was still there and in the car on our way to the restaurant, he said, ‘I am so glad you are thinking about it,’ and told me I had been such a good friend that he wanted to get something for me just for being such a good friend. John continued by saying,’I just wanted to keep us being friends.’ I again told him I was not sure, but he was hard-pressed now to get an answer and again asked, ‘Come on, there has to be something you would really like to have.’ I shrugged my shoulder and did not say anything. He was obviously frustrated, and we did not really talk about it after that, but I knew he wanted to find out what it would take to get me in bed. He again said, ‘You have been such a good friend, what it is I can get for you?’ I knew he was going to keep pressing for a response so I tried to pick the most expensive option in hope he would reject it. I told him that I would really like to have a car. John paused and smiled at me confidently and I knew I had given him the opening he was looking for. He casually asked, ‘Oh yea, what kind of car would you like to have?’ I told him I was not sure, but he knew that he needed to keep this conversation going now, because he was almost there. He kept probing to know what kind of car I liked. He suggested Camaros, Firebirds, Mustangs, etc. and I told him I was not sure what kind I wanted.

He did not want to lose this chance of getting me into bed, so as we drove back to the game room, he said to be sure to let him know what kind of car I would like to have and that he would get it for me. The conversation on the surface seemed to become innocent again and he made sure that I understood to let him know what kind of car I wanted and that he would be sure to get it, no strings attached. When he told me, No strings attached, I was seriously thinking about what kind of car I would like and not thinking that if I do tell him would I want that I would be giving him the chance to sleep with me, and probably not just once but maybe a few times. When we pulled into the parking lot, he made sure to remind me to let him know what kind of car I would like and I said I would. He immediately asked if I would be able to tell him tomorrow. I told him I would try and we got out of the car and went inside the game room.

John really had me thinking about what kind of car I would like to have and as I thought about all the different kinds of cars, one kept coming to mind. It was a 1956 Chevy. However, in the back of my mind I thought, what would happen if I actually went through with it and told him? I was not sure, but having a car would be nice and he did say there would be no strings attached. A couple days went by before I went back up to the game room, and I tried to avoid John as best I could, but he casual came up to me and asked if I had made a decision. I was not sure if I should answer, so I hesitated for a second and then I said, Yes, I had made a decision. John said, ‘Great, let’s go get something to eat and you can tell me!’ He was obviously excited as we left in his car because along the way he told me how glad he was that he could do this for me. At the restaurant he immediately asked what it was and nervously I told him that I would really like to have a ‘56 Chevy. He paused and then said that he would start looking for one. I was now excited too and explained that I wanted it to be a two door with a V8 and I would like it to be midnight blue. He smiled knowing he had me now, all he needed to do was reel me in and he said he would get right on it.

A few days had passed, when one day I was up at the game room he came up to me and told me he had found the car and that he wanted to tell me about it. John was very good at building up the situation and as we drove, he started to describe it to me, and it sounded exactly like what I wanted. He told me that it just needed to be painted the midnight blue like I wanted and that it was going to be ready it in a week or so. I was so excited; I wanted to see it and drive it. However, he now had a question for me. In the back of my mind, I knew it was coming, but what could I do now. He said, ‘Well, now that I have found the car, what are you going to do for me?’ I did not know what to say. John then said, ‘I will tell you what, you come over to my place with me tomorrow afternoon and give it a try. I was not sure at first what he was suggesting, but realized he wanted me to sleep with him. He then said, ‘If you don’t like it, we can stop and leave, and you can still have the car.’ He also said, you think about and let me know. I was not sure how to reply, but said I would think about it. He smiled, reached over, and patting me on the leg. We returned to the game room and he told me to come by tomorrow and let him know what I want to do and I nodded my head in agreement. I was so excited to have a car, but in the back of my mind, I was worried. What would happen when we got to his place? I really wanted that car and I decided I would do it.

That night, thoughts were racing though my head about what might take place. My first thought was, ‘What if I end up cumming with him tomorrow?’ I had not masturbated for a few days and I knew the next time I was to cum, it would be a lot. I did not want to cum to much so I decided I had better relieve myself and that by tomorrow, I would still be able to cum for him. Then I thought about my ass and if he was to put his cock in me, I did not want him to think I was not prepared so I made sure to try to clean myself out by taking a crap before I left that morning and clean myself the best I could before I head over to school and the game room.

The next morning, I went up to the game room around noon and was nervous about what was going to happen, but all I could think about was that car he promised. He came up to me and casually said, ‘Are you ready?’ I simple replied, ‘Yes I am ready.’ He said, ‘Are you sure?’ I told him that I was sure. We got in his car and headed off to his place. I was not sure where we were going and I was very nervous as we drove because I knew we were heading to him apartment, but I also knew it was leading me to having sex with him. Along the way, I think to break the tension, he asked if I was hunger and if wanted to get something to eat first. I said, No, I just wanted to get over with it. We pulled into an apartment complex not far from the school and pulled in front of an apartment, and went inside. Inside his apartment, it was small, but nicely furnished and very clean looking, and as I was looking around for a place to sit, he closed the front door and then quickly closed the blinds in the front room. He then usher us down a short hallway toward the back bedroom. As we walked down the short hallway, I noticed there was a bathroom in the hallway and across from that there was another room with the door cracked open. As we entered the back bedroom, he quickly closed the blinds, darkening the room, but some light was still able to slip past the closed blinds. It was a large bedroom with a bathroom toward the back and he had a king sized bed. He sat on the edge of the bed and motioned for me to sit next to him by patting on the bed. As I sat next to him, he put his hand on my thigh which made me tense up a little. He told me to relax As he gently rubbing my leg, and telling me that everything would be all right. I simply nodded and he told me to go ahead and take off my clothes as he stood up and started walking toward the bathroom. I watched as he went in the bathroom, and closed the door. I sat there quietly for a second but realized I had better get undressing before he returns.

I took of my shoes, my shirt, pants, and my socks, and piled them at the end of the bed. I decided I would leave my underwear on, maybe ut was a way to save some dignity. I nervously sat there waiting, but soon I heard the door to the bathroom open. I looked over to see him step out of the bathroom wearing nothing more than a long sleeved button down shirt that appeared to be unbuttoned. He turned off the bathroom light and as he walked over to the bed, I tried to see what his body looked like, especially wanting to see his cock, but my eyes hadn’t yet adjusted after he turned off the bathroom light and his shirt conveniently covered everything. John now sat next to me and noticing I was still wearing my underwear, he asked, ‘What’s wrong?’ referring to not having taken off my underwear. I said, ‘What do you mean?’ He quickly said never mind,. He must have realized I was probably nervous about being there, so he put his arm around me and leaning into me in an apparent attempt at trying to kiss me, but I simply turned my head. John then rubbed my shoulders for a second and told me to go ahead and lay down on the bed. He asked me to lay near the edge. He had me face toward the window as he came around to that side of the bed and knelt on the floor by me. He had me lay on my side and he started by rubbing my chest, stomach and legs. He moved me closer to the edge of the bed, spread my legs apart and started rubbing my cock through my underwear. I tried to distance my thoughts from what was going on, but as he was trying to take off my underwear, he brought my thoughts back to what was happening by asking me to help take off my underwear. As I lay back down on the bed, he started fondling my cock and my balls.

He took my soft cock in his mouth, sucking it, but because I was trying to distance my thoughts, I wasn’t t getting hard for him. Frustrated, he stopped sucking and asked me if it felt ok. I told him yes, and he asked me to help him get my cock hard. I agreed to try and he started to suck and stroking my cock again. I tried to concentrate on getting hard because I knew John was not going to stop until I cum for him because that would tell him I was willing to go all the way with him. After awhile, my cock started getting hard as I focused on trying to cum in his mouth, and it was actually starting to feel good too. As I got harder, he must have felt it harden because he started stroking my cock as he sucked. It really felt good and as I got close, he started to finger my ass. This really felt good with my cock in his mouth and him fingering my ass at the same time. I knew there was no turning back for me now and soon I could feel myself near to cumming. I was ready to cum but I was still not fully hard, so I tried to hold back, but then I just wanted to get it done and I decided it was time so I held back briefly, allowing it to build a little and then it go, cumming in his mouth. When I came, I think it surprised him at first, as my cock started to buck and dribble cum in his mouth.

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