The encounter that I am about to tell has stuck in my mind and I have for so long tried to put it out of my mind, but periodically I find myself slipping back and remembering this particular time. This all happened many years ago, but when I think about this one time, it feels like it had just happened. It may be that I wish it would happen again or that I could somehow go back and relive the experience all over again. I have mixed feeling about it, but when it creeps back into my thoughts and I end up thinking about what actually took place, it seem to take me back to that fateful time in my life but then I wish again to forget it ever happened.
This all happened when I was a fifteen-year-old delinquent that was skipping class and always hanging out at the local game room by the high school. After a short time, I had started to become good friends with a man that worked at the game room by the high school. He was slightly older than I was and later I found out he was actually the owner of the game room. Everyone at the school liked to hang out there during the day and even into the evening some days. I did not really notice him to much at first, but I think he must have been watching me, and noticing all the time I was spending at the game room, and I think he must have decided to see if he could encourage me to have a relationship with him.
It all started out fairly innocent at first and our conversations were nothing more than me asking for change or the casual, “Hello” as I entered the game room. However, it progressed to the point where he was giving me free games on the pinball machines when I was hanging out there and in time, it grow into him asking me to go out for breakfasts and lunches from time to time. At first I was unsure but eventually I did go with him for the occasional bite to eat. Somewhere along the way, I even started receiving pot and pills from some of the older guys that worked at the game room and it was enjoyable to skip classes to hang out at the game room, it felt like a home.
When we did go out for breakfast or lunch, our conversations were innocent, at least on the surface, but I am quite sure he was looking for an angle to get me alone and building me up so I would feel comfortable enough and maybe willing to have sex with him. There was one particular day, when we were out for breakfast, our simple conversation turned to a conversation about sex and girls, and he asked if I had ever been with a girl. At the time, I had been with several girls but I had not gone all the way and in a way I think he knew that I might be a virgin, because he asked me if I had gone all the way. When I paused he immediately he said, “ You’ve never done it before, huh.” I smiled and admitted that I had never done it before and smiling back at me he asked, Do you like boys? I quickly, said “No!” He then said, okay, so you’re a virgin and as the conversation paused again, he eventually asked if I had ever thought that guys were attractive or if I had ever thought about having sex with another guy. Immediately I said,”No, I’m only attracted to girls and I had never been attracted to other guy. The conversation made me really uneasy, what was he trying to get at? When I didn’t reply he giggled a little, and trying to put me at ease he said it’s okay, don’t worry, I know you like girls. He had built up such a relationship with me that I didn’t realize what he was trying to get at and thus I still felt that the conversation was rather innocent, but now it was about to turn. After another short pause, he said, “ Well, I think I need to tell you that I’m bisexual.” I was confused, I had never heard that term before and as he looked at me for a reaction and not get one, he asked if I know what that was. I shock my head no and clearing his throat he seemed to relish the opportunity to explain. He started by telling me he was attracted to women and continued by saying that sometimes he even found guy to be attractive too. Pausing, he then explained that he like having sex with women and continued by saying,”And well sometimes if I find that a guy is attractive and we hit it off, I sometimes liked sleeping with men too. I was in shock but as he let the cat out of the bag so he continued the conversation by asking what I thought about it. I couldn’t believe it but after a short pause, I told him, “I don’t know.” I was really nervous, but he now felt he needed to push the issue to see if there was a possibility of getting me to sleep with him. He now said, “I felt I needed to tell because I like you, you’re easy to talk to, and actually I find you attractive.” I didn’t know what to say, what was I going to do? After a long pause he said, “I have thought about asking if you’d like to maybe sleep with me sometime, but I wasn’t sure how you’d take it.” I suddenly felt very uneasy with the situation and I think he knew it too. I did not know what to do, this man was my only way back to school. Seeing I was shaken, he said, “Don’t worry, I'm not going to do anything unless you feel the same way, “ and continued to explain, “I like being able to talk to you, and share my feeling with you.” He then told me again that he was glad to finally tell me how he felt. I was speechless and did not know what to say and I think he knew the subject had made me nervous. Realizing that he might have gone to fast and that he might have just lost the opportunity, he said, “Come on, let’s go.” We left the restaurant and headed back to the game room, which for the moment relieved me. In the car, he needed to continue to press the issue a little more and told me he hoped I would think about it and he told me that he would give me anything if I would sleep with him. Pausing, he mentioned money, girls, anything I wanted. And said, “You’ve been such a good friend, I really want to get you something.” Staring out the side window occasionally, I didn’t say anything all the way back to the game room and when we got there, he said, “Please think about it, okay,” and said to let him know what I would like for being such a good friend, anything at all. He needed me to say something so he knew there might still be a chance to sleep with me. I wanted to get out of the car, so I told him that I would think about it, and he smiled, but it really did not sit well with me about having sex with another man, but of course I did think about it, how could I not.
A few days later, I ventured back to the game room to hang out with friends and cornering me he asked if I had thought about his proposition. I told him that I had thought about it but I was still not sure about it. He said, “Come on let’s go get something to eat.” 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 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. Eventually, I told him that I would really like to have a car. He smiled and I knew I had given him the opening he was looking for and he asked what kind of car I would like to have. I told him I was not sure, but he needed to keep this open and he kept probing to know what kind. He asked if I liked 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 possibly having sex with me. 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 would like to have and that he would get me whatever kind I wanted. The conversation seemed to become innocent again; I tell him what kind of car I want and he will get it for me, no strings attached. However I was only thinking about having a car and not thinking that when I tell him what I would like that I was also giving him the opportunity to possibly have sex with me, and 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. I said I would and 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.
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, when I was hanging out at the game room, John came up to me and told me he had found the car. I was very excited and pausing he said, “We should take a drive and talk about it.” He was very good at manipulating the situation and in the car, he said he had seen the car, it was very nice, all it needed was to be painted, and that he could probably have it in a week or so. I was so excited, I wanted to see it and drive it, but now he had a question for me. He tried to explain that since he had found the car and was ready to get it for me, he wanted to know if I was ready to do with him to his place. I did not know what to say and really I should have know there was a catch to this whole thing. 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 can stop and you can still have the car.” We returned to the game room and before we got out of the car 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 house, but I was also 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 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 where it was taking me. 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, let’s just go do it.” 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, clean, and as I looked around, he closed the door and then closed the blinds in the front room. He now had me follow him toward the back of the apartment and into the back bedroom. As we walked down the short hallway, I noticed there was a bathroom in the hall and across from that there was another bedroom with the door open slightly. We entered the back bedroom and he quickly closed the blinds and soon it became rather dark in the room. Some light did manage to slip through the closed blinds and could see 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 patting on the bed he coaxed me to come sit next to him. Hesitantly, I moved over to the bed and sat next to him. He put his hand on my thigh and rubbing it, told me to relax and that everything would be all right. I simply nodded yes and he told me he was going into the bathroom and that I should go ahead and take off my clothes. He then stood up and said that he’d be right back. I presumed he was going into the bathroom to take off his clothes. When he closed the door to the bathroom, I sat there quietly for a second and then I thought that I had better get undressed before he returns. I quickly 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 it was a way to save some hint of dignity before I gave up everything. I sat there for only a few seconds, and when I heard the door to the bathroom open, I watched as he came out wearing only a long sleeved, button down shirt. As he turned off the bathroom light and started to walk toward me, I tried to get a glimpse of his cock as he came closer, but my eyes hadn’t readjusted after the bathroom light was turned offt and his shirt conveniently covered him. He sat next to me now and asking me if I was okay, he immediately noticed that I was still wearing my underwear and so he asked, “What’s wrong?” obviously referring to why I hadn’t take them off. In turn I said, “What?” He quickly said, “Never mind,” in an attempt to dismiss it, knowing I was probably just nervous. He then touched my thigh and told me not to worry, and said that everything would be okay. I nodded my head in agreement and smiling he said, “Why don’t you go ahead and lie down on the bed for me.” As I started to lay in the middle of the bed, he told me to lay near the edge of the bed, and as I did what he had asked, he came around to that side of the bed and knelt on the floor between the bed and the wall with the window. He then told me to go ahead and lay on my side, which had me facing the wall with the window. He started by rubbing my stomach, my legs, eventually spreading my legs, and rubbing my cock through my underwear. I tried to distance my thoughts from what was going on by looking out the window on that side and thus my cock wasn’t getting hard. He started to take off my underwear and struggling he asked me to help him get them all the way off. This brought me back to what was actually happening so I quickly sat up, took them off, cast them off the end of the bed, and laid back down. He spread my legs again but this time he bend my one knee and propping it to expose my crotch, giving him easy access to my cock. He continued to try getting my dick hard by rubbing it and fondling my balls, but I wasn’t getting hard for him. Eventually, he tried sucking my dick but because I was trying so hard to distance my thoughts, my dick still wouldn’t get hard. He eventually stopped sucking and stroked my limp cock and asking me if it felt ok. This again brought my thoughts back to what was happening and then he asked for me to help him get it hard. I realized he wasn’t going to stop trying until he got me hard and I had cum, so when he started to suck my cock again, I try to concentrate on him sucking my cock, wanting it to get hard for him, wanting to cum. I hoped that maybe if I cum, it’ll be all over and we’d be done. I continued to think about cumming in his mouth and it started to feel good in his mouth. I was now starting to get hard as he sucked and stroked my cock but not fully hard. He kept stroking my cock and occasionally he would fondle my balls. I was really starting to get into it and I could feel myself about to cum in his mouth, but I wasn’t very hard yet. I tried to hold back until I was all the way hard, but my cock started to go limp again, I had to do it, I had to cum. I concentrated and was close again. I held back briefly and then I let it go, cumming in his mouth prematurely, which I think surprised him in a way. It felt good to cum and when my cum shot in his mouth, he stopped sucking for a moment and I could feel my cock throbbing in his mouth, but my cock almost immediately went soft in his mouth as he continued to try to suck my limp cock. Eventually he took my cock out of his mouth and in a disappointedl voice he said,” Is that it?” I said, “What?” He didn’t say anything but after a short pause he asked if it felt good. I replied with a simple, “Yea.” He now got off the floor, and told me to move over into the middle of the bed. Again I quickly did what he asked, laying there on my stomach not really know what he wanted. He was now at the end of the bed, standing behind me, when he told me to move up toward the head of the bed and to get on all fours, like a dog. As I did, I could feel him getting on the bed behind me and he explained that I would need to relax now, but at the time I could never fathom to what extent I would need to relax. I could feel him inch closer, spreading my legs with his knee and then he reached up, taking a pillow out from under the covers, telling me to put my head down on it. I felt vulnerable in this position with my ass up in the air. He rubbed my back and my ass, eventually spreading my ass cheeks, which obviously turned him on because he said, “That’s really nice, you’re really tight.” He then stopped rubbing my ass and I heard something. He had flipped open a tube of KY and I could hear him rubbing lubricate on his cock. Then he touched my butthole with his fingers, which made me pull away. I was scared, but he then told me to just relax and I felt him start to rub lube on my butthole. It felt ok until He tried to put a finger in my ass. I pulled away again and he again told me to relax. He started fingering my ass with KY and said,” Oh, you’re nice and tight.” He then asked if I was ready and not knowing I replied, “Yes.” He told me it might hurt a little at first but that I should try to relax. I could now feel him starting to push the head of his hard cock against my butt hole, trying to penetrate my tight ass. It was ok at first, but then it really started to hurt as his cock got in me. He asked me if I was doing ok and rising up on all fours, I pulled away from him, and his cock slipped out of me. I immediately told him it hurt and he told me, ok and said that I needed try to relax more and that the hurting would eventually stop, but that I needed to relax. He said 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. He asked a couple times if I was ready to try again but he had now waited long enough. He said, “Ok. Let’s try again,” He also told me but I really needed to try to relax this time. I agreed and he put more lubricate on my ass and proceeded to push his hard cock in me again. Again, it hurt and I tried to have him take it out, but he refused and held on to my hips, keeping his cock in me. It continued to hurt and when he asked how I was doing and if I was doing ok. I replied that I was ok. He started moving his cock in and out of my tight hole and when he did, it really started to hurt. I rose up on all fours again and trying to wiggle free, telling him it was hurting. He told me to put my head down and held me in place, he told me to try to relax and the pain will go away. He did stop and after a short time, he started to slowly move his cock in and out of me again. It still hurt but I knew I had to try to relax and let him fuck me, because I knew he wasn’t going to stop until he got to cum. Holding my hips he continued fucking me again moving his cock in and out of me. It still hurt even though I was really trying to relax. He was slowly worked his cock in and out of me until he was all the way in me. It was starting to feel good having his cock going in and out of me, and my cock was getting hard, but suddenly I could tell he was frustrated and stopping he explained that I need to help too and that I should try to move back and forth with him. He then said, “Like this,” taking hold of my hips pushing me back and forth so his cock was going in and out of me back. He said, “Keep going now.” He then said, “That’s it, oh yea.” It felt good this time and I was really trying to get into it. He even reached around me and played with my now hard cock as he was fucking. Then he quit playing with my cock and his strokes seemed to became more deliberate, shorter and quick as he fucked me. It was hard to keep the same action going, but now suddenly, he pulled me close and he pushed his cock deep inside me. It hurt and I tried to pull away but he held me close and in an out of breath voice he said, No, don’t move!” I realized he was cumming in me and I could feel his hard cock jerking inside me. He was out of breath and as he hunched over me, he slowly started moving his cock in and out of me again. He then kissed me on the back and told me how good it felt and asked me if I liked it too. When I did not say anything, he pushed me flat on my stomach and as he pulled his cock out of me and rolled off the bed, he told me that I had better go into the bathroom and clean myself up. He told me to use the bathroom in the hall and told me to come back to the bedroom when I was finished. I watched as he headed toward the back bathroom and when he closed the door to the bathroom I quickly got off the bed and hurried into the bathroom. I was not sure what he meant by cleaning myself up, but I could feel what I thought was the KY seeping out of me, so I sat on the toilet and wiped my butt. I could feel there was more inside me so I tried to push out whatever was in me. I managed to push out some KY jelly and I thought to myself, “Is that his cum too?” I stood up and looking in the toilet, I could see some was floating and some had sunk to the bottom. I figured it was the KY that had sunk and it was his cum that was floating; he had cum in me. I was scared, and I thought, “What am I going to do?” I tried again to push out whatever was still in me, but no more came out. I made sure to wipe my ass real good and then apprehensively I went back to the bedroom. When I entered the bedroom, I didn’t see him, but I knew he was there waiting for me in the dark and then I heard him approach me, touch me on the back, and say that he really liked making love to me and asked if I liked it. I nodded my head and when I did, he gently guided me toward the bed again, telling me to go ahead and get back on the bed. He told me to get on all fours again and to put my head down again. He again got on the bed behind me, put some more KY around my butthole and fingered my ass briefly. He told me to relax again, and I wondered how he could be able to do it again so soon after he had just cum a few minutes ago. I didn’t want to do it again and I told myself I was going to try to stop him from penetrate my ass again. It didn’t work, his hard cock seemed to be able to slip into my ass more easily than before. What was I going to do, he was going to fuck me again, but I decided that this time I wouldn't help by moving back and forth, as he fucked me. He took hold of my hips and started to fuck me pushing and pulling me back and forth. However, he noticed almost right away that I wasn’t helping and he asked what was wrong? I thought we were only going to do it once. He said, “Come on, I thought you liked it.” I then told him that I didn’t want to do it anymore. He reached around me taking my hard cock in his hand and said, “Come, let’s do it one more time.” He was trying to forcefully fuck me now but it wasn’t working. He kept trying and it actually felt good, but he had told me we would only do it once. He became frustrated and suddenly he stopped took his cock out of me, and rolled off the bed telling me to go clean up again and to go ahead and get dressed. He in turn went into the bathroom to get dressed so I again quickly went into the bathroom, cleaned up, and returned to the bedroom to get dressed. As I sat on the bed trying to finish getting dressed, he came out, and sat by me. He told me how nice it was with me and he asked if I would like to try it again sometime. I once again felt powerless, he was my ride back to the game room and I did not know what to say, so I said nothing. He then said, “Let’s go.” As we left the bedroom, I noticed the door to the spare bedroom was closed now, which puzzled me for a second but I continued to follow John and we left. In the car, he suggested that he drive me home and I agreed, not wanting to see anyone right now. When we got to my house, I told him thanks for the ride and he in turn said, “Thanks for coming over.” I quickly went inside, I decided to take a shower and as I took off my clothes, I could still feel there was still something oozing out of me and as I sat on the toilet again and tried to push it out again, it started to hit me. I had let him cum in me, what was I thinking. I now quickly got into the shower and tried wash myself as much as possible and I was worried.
A few days later, I did return to the game room to ask about the car he had promised me and upon asking him about it, we got in his car and drove around. He explained that the deal was to do it more than once and that I did not do my part so the deal was off. I was in shock and then he said, “If you want to try it again, we could consider the deal back on again.” I did not know what to say. I wanted the car, but did not want to have sex with him again. We went back to the game room and he said, “I do still have the car and if you want to try it again, I’ll give you the car.” I was upset, I felt I held up my end of the deal; I let him fuck me and cum in me too. I ended up staying away from the game room for a long time and when I did return, we were friendly, and 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 to a new apartment that was kind of closer to where I lived. I knew where it was and I was kind of intrigued, and maybe in a way wanted to be with him again. He then told me that I should come over sometime and I nodded my head. John did press the issue of having me come by sometime and curious I eventually did venture over to his new place. I had an uneasy feeling as I knocked on the door and when he answered, he smiled and asked me to come in. As I entered his apartment, he tried to be friendly asking how everything was going. He told me to come on in and as I walk into the main part of the apartment, it was rather dark but I could see it was a large room, and it was well furnished. He told me to come on in and have a seat. We moved toward the couch and when I sat down, he sat next to me. A nervousness came over me and I think he knew it. The conversation paused and then he said, “I’m glad you came over, I was wondering if you ever would.” I didn’t say anything and then he put his hand on my leg and asked I wanted anything to drink. I told him no, I wasn’t going to stay long. I could sense he was looking for the right words to say to keep me there, and eventually said, “ Well, I was hoping you might want to stay. I told him no, I couldn’t. He scrambled for words that would spark my interest and then said, “Well, you know I still have the car, are you sure you can’t stay.” I was intrigued, I wanted that car, but was I willing to stay and more than likely end up in bed with him. I couldn’t get the nerve to stay and ended up leaving.
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. From time to time I think about trying to find someone to have that feeling again, but these days, it could have deadly consequences.