Fateful Encounter

We have all had encounters that we remember and those we want to forget, and this particular one has stuck in my mind, even though I have for so long tried to erase it, but periodically I find myself remembering this eventful time in my life and as I slip back to when it all happened, it becomes as vivid as if it just happened. Maybe I wish it would somehow happen again or that I could somehow go back and relive the experience.

I have always had mixed feeling about it, but when it creeps back into my thoughts and I end up thinking about what actually took place; I end up taking myself back to that fateful time in my life, reliving it. but then I wish to forget it ever happened.

I was a teenage-delinquent, skipping classes and hanging out at the local game room by the high school. In addition, I had had several girl friends over the years, but being a shy young man, I was still a virgin, even though I had plenty of opportunities.

Anyway, I was spending a lot of time at the game room during the day with friends, instead of going to class, and had started to become good friends with a man that worked there, that I soon discovered was the owner of the game room. His name was John, he was probably 10 years older than I was, had dark skin and dark hair, and he was very friendly.

Everyone at the school liked hanging out up at the game room during the day and sometime, even into the night, and weekends. There were pinball machines that lined the walls, foosball machines in the middle, as well as selling records and cassettes.

At first, I really did not take notice of John to much, but I think he must have been watching me and noticing how much time I was spending at the game room and at some point he must have decided to see if he could encourage me to have a relationship with him.

At the time, I had no idea John was gay but it would soon become quite evident, but at first I thought he was just being friendly because our interactions were all very innocent. Conversations were nothing more than the casual, "Hello" as I entered the game room or me asking for change. However, it soon progressed to where he would give me free games on the pinball machines when I was hanging out there and there were even a couple times when the attendents working at the game room started giving me pot and pills.

My friendship with John grew and soon he was asking me to go out for breakfast and lunch with him, which at first I was reluctant to do, but eventually John convinced me it would be okay. I actually enjoy skipping classes to hang out at the game room, even though my grades were hurting, and I did liked the attention I was getting.

Going out for breakfast or lunch, became more and more frequent and our conversations were innocent, at least on the surface, but I am quite sure he was always looking for an opening, a feel for the situation, and trying to build me up to find out if he could get me to sleep with him.

There was one particular day that stands out when I think about what happened and it was a turning point in our friendly relationship. When we were out for breakfast on day, 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 not gone all the way, but I was not going to let on. We talked about what hair color we liked, boobs, asses, etc., and we even laughed a little, but John then asked me when was the last time I had sex. After a pause, I inadvertently let it slip that I had never had sex before.

He was shocked a little but asked, "Why not," and continued by saying, "Maybe you like guys."

I quickly told him, "No, I like girls, not guys."

He quickly said, "Then why haven't you done it yet?"

I told him that I just hadn't had the chance. The conversation paused for a little bit and then he asked, "Do you ever find guys attractive?"

I quickly said, "No."

John continued the question by saying, "So, when you're watching a movie and there's a guy in the movie, you never say to yourself, hey, he's good looking."

I said, "No, I never think that way."

John chuckled and quickly calmed me down by agreeing that he knew I only like girls, which put our conversation back on an was innocent level, but it was about to turn. As the conversation paused again, John asked if everything was ok, and when I nodded my head, John quickly said that he enjoyed my company and told me it was really nice to have someone like me to talk to. I agreed by nodding, which gave John time to gather his thought to hopefully steer the conversation in a direction he was looking for. He subtly told me he was sorry if I was embarrassed, and as I nodded my head, I told him it was ok.

John now smiled and said, "Good," and proceeded by saying that he understood that I only like girls, and as I nodded my head again, John subtly mentioned that he was bisexual and pausing asked if I know what that was.

I had never heard that word before and after I told him, "No, I didn't," he seemed to relish the opportunity to explain that he was attracted to girls but that sometimes he found guys attractive too. He then explained that he like having sex with girl but sometimes if he found a guy attractive, he sometimes enjoyed sleeping with them too. I was shocked, but he continued the conversation by asking what I thought about it. I did not know what to say or what to do, so I told him that I wasn't sure.

The conversation paused for a second, and John must have know the topic made me uncomfortable, because John now said, "I'm glad I was able to tell you that." I hesitated but as I acknowledged him, he said, you've been a good friend, it really nice to hang out with you." It was kind of nice to hear but John then said,"You're attractive in several ways."

Oh my god, what was he saying?

He then said, "You know, I've even thought about sleep with you, but I wasn't sure how you'd take it."

A sudden feel of uneasiness came over me about the conversation and after another pause, I think he realized it. I did not know what to do; this man was my only way back to school and he just told me he wanted to sleep with me.

He quickly told me not to worry, that he was not going to do anything unless I felt the same way, but he felt I needed to know how he felt. I was speechless and didn't know what to say, and I think he knew the subject was making me nervous.

He soon, said, "Come on, let's go," suggesting it was time to leave, and as we left the restaurant to head back to the game room, he pressed the issue a little more in the car by saying, "I hope you'll think about it," and told me that I had been such a good friend that he would give me anything I wanted. I didn't know what to say, but he then mentioned money, girls, anything I wanted.

He wasn't going to let it alone, so I said, "I don't know." The rest of the way back, to the game room, I was quiet, but as we pulled into the parking lot, he said to please think about it and to let him know what I would like. I told him that I would think about it but, how could I not. John had just told me he wanted to have sex with me, which at the time didn't sit well with me, but I did think about it.

A few days later, I did venture back to the game room to hang out with friends and he approached me and asked if I had thought about his offer. 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."

I felt pressured to go and in the car on our way to the restaurant, he asked what it was that I would really like to have. I told him nothing and he was now hard-pressed to get an answer and again asked, "Come on, there has to be something you would really like to have."

At the restaurant, we did not really talk about much, but I felt that he wanted to continue to find out what it would take to get me in bed, because he continued to pressure me. Eventually, I told him that I would really like to have a car. He smiled and at that moment, I knew I had just given him the opening he was looking for. Pausing, he asked what kind of car I would like to have. I told him I wasn't sure, but he needed to get an answer so he kept probing to know what kind. He asked if I liked Camaros, Firebirds, Mustangs, etc. and I told him I really wasn't sure what I wanted, and really I think I knew I couldn't commit, but he did not want to lose this chance to hopefully convince me to have sex with him.

We left the restaurant and as we were driving back to the game room, he said to let him know what kind of car I wanted and he told me he would try to get it for me, whatever kind It was. For some reason I felt okay with this conversation, because naively I thought he had just said he'd get a car for me, and all I had to do is tell him what kind of car I want and he would get it for me, no strings attached. However, I was only thinking about having a car, not thinking that when I was also giving him the opportunity to have sex with me, and probably not just once, but many times.

When we pulled into the parking lot, he reminded me to let him know what kind of car I would like, and when I said I would, he immediately asked if I would be able to tell him tomorrow. I told him I would try and as when we got out of the car and went inside the game room, we went our separate ways.

He had really got me thinking about what kind of car I would like to have and as I thought about all the different kinds of cars, one that I kept coming to mind and it was a 1956 Chevy, but what would happen if I actually went though with it and told him? I was not sure, but the next day when I went over to the game room, there he was and he came up to me and asked if I had made a decision. I was unsure as to how to answer, but I said that I had made a decision. He said, "Great, let's go for a drive and you can tell me!" He was obviously excited as we left in his car and I told him that I would really like to have a '56 Chevy. He told me that he would start looking for one. I then told him that I wanted it to be a two door with a V8 and I would like it to be midnight blue. He said he would get right on it.

A few days later, he came up to me and told me he had found the car and that we should take a drive and talk about it. He was very good and in the car, he said he had seen the car, it was very nice, all it needed was to be painted, and that I could have it in a week or so. I was so excited to see it and drive it, but now he had a question for me.

He said, "Well, since I found the car, do you think you'll come over to my apartment now." I did not know what to say and in all actuality, I knew there was a catch to this whole thing. After a short pause He said, "I will tell you what, you come over to my place with me tomorrow afternoon and try it, if you don't like it, we'll stop and you can still have the car, what do you say." We returned to the game room and he told me to come by tomorrow and let him know what I want to do. I was eager to have a car but worried about what would happen at his apartment, but I curious too.

The next day, 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 asked, "How is it going?"

I told everything was okay, and then he asked, "Are you ready?"

I simple nodded my head saying, "Yes," and he asked, "Are you sure?"

I told him ,"Yea," and we got in his car and headed off to his place.

I was not sure where we were going, but nervously I knew where it was taking me. Along the way, I think to break the tension, he asked if I was hunger and wondered if wanted to get something to eat first.

I said, No, I'm okay," thinking to myself, "I just want to get it over with."

We pulled into an apartment complex not far from the school and parked out front of an apartment, and went inside. I noticed his apartment was nicely furnished and clean looking and as I looked around, he proceeded to close the blinds in the front room and then ushered me down a short hallway, toward a back bedroom. Walking down the short hallway, I noticed a bathroom in the hall on the right and across from that there was another bedroom with the door part way open.

We entered the back bedroom now, and he told me to go ahead and have a seat on the bed as he closed the door and moved over to close the blinds. It was a king size bed and as I sat on the bed, it soon became rather dark in the room, even thoubut some light still manage to come in through the now closed blinds. As I looked around, I could see it was a large bedroom with a bathroom toward the back and as he sat on the edge of the bed, he patting me on the thigh telling me to relax and saying that everything would be all right.

I simply nodded my head in agreement and smiling he gradually stood up and told me to go ahead and take off my clothes, and as he walked toward the bathroom at the back of the bedroom he said he would be right back. I watched as he went into the bathroom and as he closed the door, I presumed he was going to take his clothes off in there and then come back.

I sat there quietly for a second but then thought that I had better started 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 felt it was important for some reason to keep my underwear on though, maybe in an attempt to save some sense of dignity. I nervously sat there waiting, but hearing the door to the bathroom open, I turned to see him coming out wearing only a long sleeved, button down shirt. He turned off the bathroom light and as he walked toward me, I tried to see what he looked like without clothes, especially his cock, but my eyes hadn't re-adjusted to the dark after he turned off the bathroom light and his shirt was conveniently covering him.

As he approached, I turned my gaze away from him and when he sat next to me, and as he patted me on the leg, he immediately noticed that I still had my underwear on.

He asked, "What's wrong?" referring to me still having on my underwear, and I immediately said, "What?"

He quickly dismissed it by saying, "Never mind," knowing I must be nervous and said not to worry. I nodded my head and as I did, he stood up and told me to go ahead and lay down on the bed. He told me to move over to the edge of the bed, facing the wall.

As I did what he told me, he came around the bed and knelt on the floor in front of by me. He started by rubbing my body, legs, and crotch, eventually spreading my legs by propping one up at an angle to giving him better access.

I tried to distance my thoughts from what was going on by focusing on the window and the light creeping through. He was rubbing my cock through my underwear and as he tried to take off my underwear, he strugged. Bringing my thought back to what was happening, he asked me to help him take them off. I quickly sat up, got them off, cast them off the end of the bed, and then laid back down on the bed.

He was trying to get my dick hard by rubbing it and fondling my balls. I could tell he was becoming horny, wanting to suck my dick, but ultimately wanting to fuck me. He eventually did try sucking my dick but I think because I was distance my thoughts, I wasn't getting hard. He continued to try but eventually stopped sucking and stroked, asking me if it felt ok. This again brought me back to what was actually happening and then he asked me to try to help him get me hard. I agreed to try and as he started to suck my cock again I knew he wasn't going to stop until he got me off, so I concentrated on him sucking my cock and thought about wanting to cum in his mouth.

It started to feel good in his mouth and I started to get hard as he sucked and stroked my cock. He kept stroking my cock, occasionally fondling my balls. I was really into it and as my cock grew harder, I could feel myself about to cum in his mouth, but I still wasn't very hard yet. I tried to hold back until I was all the way hard, but I started to go soft again. I had to focus, I needed to cum whether I was hard or not. I could feel it again, so I let it go, cumming in his mouth prematurely, which I think surprised him. My cock was jerking in his mouth and when my cum shot in his mouth, he stopped for a moment and then continued sucking.

My cock almost immediately went soft while still in his mouth and disappointedly he stopped and said," Is that it?"

I said, "What?" and he quickly said never mind and asked if it felt good. I nodded yes and he proceeded to get up off the floor.

He now told me to move over into the middle of the bed for him and to lay on my stomach. I quickly positioned myself in the middle of the bed as he walked to the end of the bed behind me.

John told me to go ahead and get on all fours, like a dog and asked me to move up toward the head of the bed. I could feel him as he got on the bed behind and as he inched closer, he spread my legs apart with his knees. He then reached above me, pulling a pillow out from the covers and as he put it in front of me, he told me to put my head down. As I put my head down, it felt as though my ass spread a little and I felt so vulnerable in this position with him behind me. He now gently started to rub my ass cheeks, eventually spreading my ass as he rubbed my ass cheeks.

"You're really tight," he said, "you're going to need to relax." After a pause, I heard something, it sounded like he had opened something and then I could hear him rubbing his cock with whatever it was, and realized it was KY.

He then touched my butthole, which made me raise up briefly.

He said, "Relax, it's just my finger." He told me to put my head down again and as I did, he started to rub lube on my butthole. It felt kind of good, but as when he pushed his finger in my ass, I again pull away slightly.

He again said, "Relax," as he continued to finger my ass. It kind of felt good but then he whispered," Oh, you're nice and tight."

He eventually took his finger out and rubbing my ass cheeks asked if I was doing okay. I nodded my head and as he moved closer he asked if I was ready.

When I replied, "Yes," he told me it might hurt a little but told me to relax. I nodded my head and soon felt the head of his hard cock against my butthole and as he slowly started to push his cock in me, it felt ok, but then all of a sudden the pain was excruciating and I quickly rose up and pulled away, which caused his cock to slip out of me.

He immediately said, "What's wrong?"

I told it hurt and pausing he told me, "Ok, you need to really try to relax more and that the hurting would eventually stop," but explained that I needed to relax. John now told me to tell him when it stopped hurting, of course so he could try again. It hurt for a little while, but I tried to delay him putting his cock in me as long as possible.

After he had asked a couple times if I was ready to try again, he finally had waited long enough and said, "Ok, let's try again, but really try to relax more this time, especially when I am in you."

I agreed and as soon as he put more lubricate on my ass, he proceeded to push his hard cock in my ass again. Again, it hurt and I tried to have him take it out, but he refused and when I tried to pull away, he held on to my hips, keeping his cock in me. It was painful, I couldn't do it, I pulled away again, which pissed him off.

He said, "Come on, what's wrong now." I replied that it hurt, and he said you have got to relax. He again told me to tell him when I was ok and at that point I realized he wasn't going to stop trying until he got to fuck me. It still continued to hurt, aching, but he now moved closer and told me again to relax. He again slowly pushed his cock in me and the minute he was in me it started to hurt again. I rose up again, but this time he held me by my hips, not letting me pull away.

He said, "Stop!"

I reached back, pushing him and saying, it hurt. He told me to relax and the pain will go away. He continued to hold me by my hips and after s little bit, he started to move his hard cock slowly in and out of me, as he progressively pushed his cock in me a little more each time. It really hurt and when I told him it was hurting, he just told me to relax. I tried to wiggle free but he again held me tight and kept moving his cock in and out of me.

After a short time, he stopped and asked if I was ok. It still hurt but I now knew I needed to let him finish, so I nodded my head and as he started fucking me again, I could hear his cock going in and out of my sloppy hole as he moved his cock in and out fast and fast. My cock was getting hard now as he kept fucking me, but suddenly I could tell he was frustrated and when he stopped, he tried to explain that I need to help too and that I needed to move back and forth with him.

He then said, "Like this," as he grabbed my hips, pushing and pulling me back and forth, and back and forth.

John then said, "That's it, keep going."

I did what he asked and as I tried to get into it, it started to feel good, and it obviously felt good for him too. He reached around me and played with my hard cock as he was fucking me remarking, "Yea, that's it."

He then quit playing with my cock and hearing his cock going in and out of me, I wanted him to cum as his strokes became quicker and more deliberate as he fucked me. I tried my best to move with him, but it was hard to keep up. All of a sudden, he pulled me close, pushing his cock deep in me; it hurt and I tried to pull away, but he held me close, and out of breath he said, No, don't move!"

I now knew he must be cumming in me, because I could now feel his cock jerking inside me. He was out of breath and hunching over me, he slowly started moving his cock in and out of me again. He then rubbed my ass cheek asked if I was okay. He now slowly pulled his cock out of me, saying, "That really felt good," and then asked if I liked it too.

When I did not say anything, he got off the bed and told me that I had better go into the bathroom and clean myself out. I got off the bed quickly and he told me to use the hall bathroom, and said to come back when I was finished. I wasn't sure what he meant by cleaning myself out, but when I sat on the toilet and wiped my ass, I tried to push out whatever was inside. I managed to push out something, but what was it. I stood up and looking in the toilet, I could see some was floating and some had sunk to the bottom. It must have been the KY that sank and... his cum was floating.

I was scared, what had I allowed him to do. After a few minutes, I decided I had better return to the bedroom. I didn't see him immediately but as I entered the room, he approached me and gently guided me to get on the bed again. He wanted to do it again, what was I going to do? As I got on the bed, John told me to get on all fours again and to put my head down on the pillow. He immediately got on the bed behind me, spread my legs again, and put KY on my butthole,eventually pushing his finger in me again. He told me to relax again, but I thought, "How was he able to do it again after cumming just a few minutes ago."

I tried to tighten my ass so not he couldn't penetrate my ass again. I couldn't, his hard cock seemed to be able to push into my ass more easily than before. I did not want to do it anymore, but I now decided that this time I wouldn't help when he tried to fuck me. Oh my god, he was fucking me again, it felt good but I wasn't going to help. He noticed almost right away and asked what was wrong? I told him that I thought we were only going to do it once.

He reached around taking hold of my cock and fondling it said, "Come, I thought you liked it, let's do it one more time." He then grabbing my hips and started to forcefully fuck me, moving me back and forth, but it wasn't working. As he tried to fuck me, it was actually feeling good, but I thought to myself, "he had told me we would only do it once."

John was obviously becoming frustrated, and eventually stopped, pulled out and got off the bed, telling me to go clean up again and to get dressed. He quickly went into the bathroom, and I too hurried into the hall bathroom. I wiped the KY from my ass and hurried back into the bedroom to get dressed. As I sat there on the bed getting dressed, he came out, and sat by me again. I continued to get dressed and as I did, he told me how nice it was, and asked if I would like to maybe try it again sometime.

I was again powerless, he was my ride back to the game room and I did not know what to say, so I said nothing. We left the apartment and as we drove he suggested that he take me home. I greed that was a good idea, I really didn't want to talk to anyone after what just happened. The crack of my ass felt wet, as he drove me home, it was obviously KY oozing out of me still and as soon as I got out of the car, I hurried inside. I went start to the bathroom and tried again to push his cum and the KY out of me, and then took a long shower. I worried about what had happened, he didn't use a condom, and he had cum in me.

A few days later, I returned to the game room to ask about the car he had promised me and when I asked him about it, he said let's go for a drive and talk about it. We got in his car and as we drove around he explained that the deal was to sleep with him and to do it more than once. I was confused, but he continued by saying that I did not do my part so the deal was off. I was in shock but after a paused he said, "Well, if you want to do it again with me, we could consider the deal back on again, but only if we do it again." I did not know what to say. I wanted the car, but did not want to have sex with him again, it was the fact of the matter.

We went back to the game room and as I got out of the car he said, "I still do have the car and if you want to try it again, I'll give you the car."

I stayed away from the game room for a long time and when I did return, we were friendly, but it seemed that he was still looking for an opening to continue the relationship, and maybe in a way I was too. He mentioned to me that he was moving closer to where I lived and told me to come by sometime. I did visit once, wanting the car, or was it because deep down I wanted to have sex again. When I entered his apartment, a feeling of uneasiness came over me, and I left, I couldn't do it.

The car never materialized and I never again had sex with him. I did try to contact him much later, but never did find him. I have wanted to try it again, but these days, it could have deadly consequences.

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