Fateful Encounter | Sex Stories APP

I want to start by saying that this is a true story about my first sexual experience, and I have tried to add as many details as possible. I also know we have all had encounters that we remember as well as those we want to forget, but being this was my first sexual encounter, it has stuck with me even though I have tried to forget it ever happened.

With that said, I have mixed feeling about what happened, and when it creeps back into my thoughts, and I end up remembering back to when it took place, I find myself remembering every little detail of that fateful time in my life.

It feels sometimes that I want it to happen again or that I could somehow go back and experience it again, but soon after, I wish I could forget it ever happened.


I had just turned fifteen and being I was somewhat of a delinquent, skipping classes, I ended up hanging out at the local game room by the high school. I was a rather shy young man and I had had several girl friends over the years, but 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 I thought worked there, but soon discovered he was the owner of the game room. His name was John, he was probably 10 or 15 years older than I was, had dark skin and dark hair, and he was very friendly. One noticeable feature was that he had a fake arm. I know it’s weird, but it made him come across less intimidating.

During the day everyone at the school liked hanging out up at the game room, so much that we even ended up there at night, and on the weekend. There were pinball machines and video games lining the walls, foosball machines in the middle, and they even sold records and cassettes.

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

At the time, I thought he was just being friendly because our interactions were all very innocent and our conversations were nothing more than the casual, “Hello” as I entered the game room or asking for change to play some of the games. However, it soon progressed to where he would give me free games on the pinball machines when I was hanging out there.

As our friendship grew, he soon started asking me to go out for breakfast and lunch with him. At first I was reluctant to go, but eventually John convinced me it would be okay. I enjoyed the attention and gradually looked at him as a good friend. However, I was very naïve, and had no idea John was gay, but it would soon become quite evident.

I actually looked forward to skipping classes to hang out at the game room, even though my grades were hurting, and like I said, “I did liked the attention I was getting.” With that said, I think it’s important to mention there were even a couple times when the attendants working at the game room started offering me pot and pills. I don’t know how it fits, but there must have been some reason.

Any way, going out for breakfast or lunch, had become more and more frequent and our conversations were innocent, at least on the surface. However, as I reflect back he obviously had an ulterior motive, looking for an opening, feeling out the situation, hoping he could somehow persuade me to sleep with him.

There was one particular day that stands out and when I think about what happened, it was a turning point in our friendly relationship. We were out for breakfast on day, and our simple conversation turned to a conversation about girls and sex. John asked if I had ever been with a girl and at the time, I had been with several girlfriends, however I had not gone all the way, but I wasn’t going to tell him that, so I simply told him, “Yea.”

We talked about what color hair 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 short pause, I inadvertently let it slip that I had actually never had sex before.

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

I paused but 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 think guys are attractive?”

I quickly said, “No,” and John continued the questioning by asking, “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 again said, “No, I never thought that.”

John chuckled and quickly tried to calm me down by agreeing that he knew I only like girls, which kind of put me at ease and our conversation returned to a more innocent level. However, it was about to take another turn as the conversation paused again. I could sense John was looking at me and as he asked if everything was ok, I looked up and nodded my head.

John quickly said that he really enjoyed my company and told me it was really nice to have someone like me to talk with. Agreeing, I nodded my head, which gave John a little time to gather his thoughts, looking for a way to steer the conversation in a direction that would not only calm my thoughts, but provide him a way to find out if he could get me to go with him to his apartment.

He subtly told me he was sorry if I was embarrassed, and as I nodded my head and told him it was ok, John smiled and said, “Good,” and proceeded by again saying that he understood that I only like girls, and as I nodded my head again, the conversation paused. John then casually mentioned that he was bisexual, and looking up at him wondering what he meant, the conversation paused again; I had never heard that term before and sense I was naive about what he was telling me, he asked if I know what that was.

I simply told him, “No, I didn’t,” and as I looked at him, he smiled, seeming relishing in the opportunity to explain what it was.

He started by saying that he was attracted to girls like I was and then continued by telling me that sometimes he found guys attractive too. I was a little confused, but as John continued he explained that he like having sex with girl but continued that if he found a guy attractive, and they hit it off, he also enjoyed sleeping with guys too.

I was shocked, but after a pause he continued the conversation by asking what I thought about it. I didn’t know what to say or what to do, so I simply told him that I wasn’t sure. I was confused as our conversation paused for a second and I asked myself, “Why was he telling me this,” but it would soon become very apparent.

As we sat there, John must have known the topic was making me uncomfortable, because he now tried to change the subject by saying, “I’m glad I was able to tell you that,” and hesitantly I acknowledged him. He continued by saying, “You’ve been a good friend, it’s really nice to hang out with you.” It kind of put my mind at ease and it was nice to hear but then John said, “I gotta tell you, I’m attracted to you.”

Oh my god, what was he saying?

He then said, “I don’t want you to feel uncomfortable, but I’ve even thought about asking you to come over to my apartment, but I wasn’t sure how you’d take it.”

A sudden feeling of uneasiness came over me about the conversation and after another pause, I think he realized he might have gone to far and to fast. I did not know what to do; this man was my only way back to school and he just told me he was attracted to me.

He quickly told me not to worry, that he was not going to do anything unless I felt the same way, but that he wanted me 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, but he finished by asking me what I thought. I simply said, “I don’t know.”

He soon realized that he might have just lost the opportunity to have sex with me and said, “Come on, let’s go,” suggesting it was time to leave.

The Enticement

As we left the restaurant and headed back to the game room, he pressed the issue a little more 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 again didn’t know what to say, but he continued by mentioning he would get me a girl, give me money, anything I wanted. He wasn’t going to let it alone, but I again said, “I don’t know.”

I felt uncomfortable with the thought of being alone with him at his apartment, and the rest of the way back to the game room, I was quiet. When we finally pulled into the parking lot, he again asked me to please think about it and to let him know what I would like. I nodded my head and told him that I would think about it, how could I not, He had just told me he wanted me to come over to his apartment to have sex with him, and it wasn’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 when he saw me, he approached me and asked if I had thought about his offer. I told him that I had thought about it but I wasn’t sure 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 I think I knew I couldn’t commit, but he didn’t want to lose this chance to hopefully coerce 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 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 through 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 up at the game room, he came up to me and told me he had found the car and said that we should take a drive and talk about it. I was excited and in the car, he was very good and told me 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. Again, 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’d like to come over to my apartment now.”

I did not know what to say and in all actuality, I had to know there was a catch to this whole thing. After a short pause he said, “I’ll 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, what do you say.”

I didn’t know what to say, I wanted the car, but l wasn’t sure about going with him. We returned to the game room and as we parked, he told me to come by tomorrow and let him know what I want to do. Again, I was eager to have a car but worried about what would happen at his apartment, but I think in someway I was curious but the excitement of having the car was overpowering.

His Apartment

The next day, I went up to the game room around noon and was nervous about what was going to happen, so I tried to avoid him, but all I could think about was that car he promised and eventually, he came up to me and casually asked, “How’s it going?”

I told everything was okay, and then he asked, “Are you ready,” and then said, “What do you think?”

Not knowing what to do, I simply nodded my head yes and said, “Yea.”

He immediately asked, “Are you sure?”

I agin told him, “Yea,” and as I looked at him, he smiled, nodded his head and he ushered us out to his car.

As we headed off, I wasn’t sure where we were going, but I was nervous because 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,” and thought 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, he was excited and said, “Come on,” and we went inside.

Inside, I could see his apartment was modesty furnished, very tidy, and as I looked around, I watched as he went over to the window, closing the blinds in the front room. He then said, “Come on,” leading me down a short hallway, toward what I suspected was his bedroom

There was a bathroom in the hall on the right and across from that there was another bedroom on the left with the door cracked open. As we entered the back bedroom, he told me to go ahead and have a seat on the bed. I hesitantly moved toward the bed and as immediately noticed it must be a king size bed. He had closed the door and as I sat down on the end of the bed, he walked over, closing the blinds.

It slowly became a little darker in the room now, but there was still a sliver of light creeping through the blinds. As I looked around the room, it was very spacious and it looked like there was a bathroom toward the back.

John had now walked over to where I was sitting, and as he sat on the edge of the bed next to me, he patting me on the thigh and told me to relax and said that everything would be all right. I simply grinned and as I nodded my head and glanced over at him, I noticed he was smiling.

The Act

He now stood up and said, “Why don’t you go ahead and taking off my clothes, Ill be right back.” John turned and as he headed toward the bathroom at the back, I watched as he went into the bathroom, and closed the door. I quickly realized he was going in there to take his clothes off, and as I sat there quietly for a second 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, but I decided to keep my underwear on for some reason. Maybe it was because I was nervous or maybe it was an attempt to save some sense of dignity, but I either case I sat there worrying about what was going to happen.

It wasn’t long before I heard the door to the bathroom open and as turned my head, he had opened the door and stepped out wearing only a button down, long sleeved shirt. As I continued to watch, he was reaching in to turned off the bathroom light.

John now started walking toward me, and as he did I curiously tried to get a glimpse of his cock, but my eyes hadn’t adjusted to the dark especially after he just turned off the bathroom light and the shirt her was wearing conveniently covering him.

As he got closer, I turned away, not wanting him to see me staring and when he sat next to me, he again patted me on the leg. He again told me to relax but then he suddenly noticed I was still wearing my underwear and asked, “What’s wrong?” obviously referring to me still having on my underwear.

Immediately I replied, “What,” as I looked down.

He quickly tried to change the subject by saying, “It’s okay.”

John knew I was nervous and as continued to look down, he rubbed my thigh and then suddenly stood up. As I looked over at him, he said, “Go ahead and move up and lay on the bed.”

First Blowjob

Quickly I turned, crawled to the middle of the bed, and as I laid on my stomach he told me to move over to the edge of the bed, and said, “Lay on your side.”

As I did what he told me to do, I ended up facing the wall and the window where he had closed the blinds. John had come around the bed and as he knelt on the floor in front of me, I tried to concentrate on looking at the window. He then started rubbing my stomach and my legs, eventually spreading my legs to feel my crotch. He then bent my top leg, propping it up at an angle, which gave him better access to my crotch.

I continued to try to distance my thoughts from what was going on by focusing on the window and the light that was creeping through. Maybe I wished I could escape and as he started to fondle my cock through my underwear, even mouthing it. I was paralyzed, not knowing what to do and then he started to pull my underwear down trying to expose my cock.

John now gently reach into my underwear and as he did, he immediately started rubbing and jerking me. I continued to try to distance my thoughts but then he started to tug at my underwear, attempting to take them off. He was struggling to get them down, being he only had one hand, and then finally in a frustrated voice he asked, “Help me take off your underwear,” which caused my thoughts to return to what was actually happening.

I quickly leaned up, and after taking off my underwear, I cast them off the end of the bed, and quickly laid back down. As I positioned myself near the edge again, John propped my legs apart again and replied, “That’s better, as he went back to fondling my cock.

I returned to staring out the window as he rubbed my cock and fondling my balls. He wanted this and I could sense him wanting me to get hard but because I was distancing my thought from what was going on I wasn’t getting hard. John now took my cock in his mouth, hoping this would make me hard as he sucked it. I couldn’t believe it and desperately try to distance my thoughts, think of something else, hoping he would give up. However, as John continued to try to get me hard, he eventually stopped and looking up at me asked, “Does it feel ok.”

This brought me back to what was actually happening and as he again asked me if it felt good, he also asked if I could try to help him. At first I didn’t understand, but as he started to pull and suck my cock again, I looked down at him sucking my cock, and realized that he wanted me to get hard and I also realized he wasn’t going to stop until he was able to get me off.

I leaned back and as I closed my eyes, I concentrated on trying to cum in his mouth. It felt good as he gave me my first blow job, and as he occasionally fondle my balls, my cock started to get hard. I was really into it and as my cock grew harder, I could feel myself about to cum in his mouth, but I wasn’t very hard yet. John continued to suck and jerk my cock, and I tried to hold back until I was all the way hard, but this caused me to start going soft again. I told myself that I had to concentrate and that I needed to cum whether I was hard or not.

I was close to coming again, and as I moved my hips, fucking his mouth, I wanted to cum. I tried to hold back, letting it build up a little and then I let go, coming in his mouth prematurely, which I think surprised him, because he immediately stopped when he felt my cum shot in his mouth. As my cock jerk briefly, he returned to stroking my cock but I was done, and almost immediately my cock went limp in his mouth.

He seemed a little disappointed and stopping he said,” Is that it?”

I leaned up on my elbow and looking down I was confused, but he quickly replied, “It’s okay,” and continued by asking if it felt good.

I didn’t know how to respond, it did feel good to cum but as I smiled sheepishly, John got up off the floor. As I watched him walk toward the end of the bed, he said, “Why don’t you move to the middle of the bed.”

Giving It Up

Apprehensively, I quickly shift myself over to the middle of the bed and as I laid there on my stomach, I felt him push up against the end of the bed and as he did, he said, “Move up a little and get on all fours, like a dog.”

I quickly moved toward the headboard and as I got on all fours, I could feel him climb on the bed behind me. Glancing back, I saw him inching his way up right behind me. I was so scared but as he inched even closer, he spread my legs apart with his knees. John then reached above me and quickly pulled a pillow out from under the covers and as he placed the pillow in front of me, he told me to put my head down.

I paused not knowing what to do, but as he pushed on my back, I eventually put my head down on the pillow. I could feel my ass spread a little as I put my head down, which made me feel so vulnerable, especially with him behind me.

He gently started to rub my back and my ass cheeks telling me not to worry, but as he continued to rubbed my ass cheeks back and forth, he made sure to spread them so he could see my tight little hole.

“You’re really tight,” he said, “you’re going to need to really try to relax, as he held my ass cheeks apart.

John then stopped rubbing my ass and as he moved around a little, I heard something. It sounded like he had flipped open something and when i heard what I thought was him sloppily rubbing his cock with something, and realized it was probably KY, he was getting ready to fuck me I thought.

I was scared not know what to expect but when he quickly touched my tight little hole, it made me raise up and pull away briefly. He stopped and said, “Relax, it’s just my finger,” and as I glanced back, he showed me his finger.

John now gently pushed on my back and told me to put my head down again. As I did, he gently dabbed my butthole with lube after smearing a little more around my hole, he told me to relax as he pushed his finger into me slightly. I know I tensed up at first but as he gently pushed his finger in my ass, I ended up lifting my head and pulling away slightly. I was scared and worried about what was going to happen, but John again said, “Relax,” and told me to put my head back down.

As he continued to finger my ass, I started to relax, accepting his fingering. It felt kind of good but in the back of my mind I nervous, knowing what was going to happened. John then whispered, “You’re really tight,” as he took his finger out.

He now gently rubbed my ass cheeks again and as he asked, “Are you doing okay,” I simply nodded my head.

Moving closer he asked, “Are you ready?”

I hesitated not knowing what to say and instead nodded. John tried to explain that it might hurt a little and told me to relax, but little did I know how much it would hurt. I again nodded my head, as he shift around a little. He pushed my ass down, having me lean back a little, putting me in a better position for him, but then I could feel the head of his hard cock against my butthole. John again tried to tell me to relax and as I did, I could feel him trying to push his cock in me.

It was ok at first, but all of a sudden the pain was excruciating, which caused me to rise up and pulled away, letting his cock slip out of me.

He immediately said, “What’s wrong,” as he tried to hold me in place.

I told it hurt and as he shift around a little, he said, “Ok, you need to really try to relax more and that the hurting would eventually stop.”

He again explained that I needed to relax and then told me to let him know when it stopped hurting. I didn’t think I could do it, but he of course wanted to try again. John told me to put my head down again and it did continue to hurt. As the pain started to subside, I hoped the longer I could put him off that he might actually decided to not do it. However, I was wrong because after a little bit, John asked if I was okay. I didn’t say anything, again hoping he would decide to not do it, but he then decided he had waited long enough.

As he got in position again, he said, “Ok, let’s try again.” John smeared more KY on my hole and as he dipped his finger in me he said, “You really need to try to relax more this time.”

He had me lower my ass and as he proceeded to push his hard cock in me again, it immediately hurt. Reaching back, I tried to have him take it out, but he refused and when I tried to pull away, he pushed into me and held my back down, trying to keep his cock in me. It was to much, I couldn’t do it, I again quickly pulled away, which made his cock slip out again. This really pissed him off and in a huff he said, “Come on, what’s wrong?”

I tried to tell him it hurt, but he was so upset and again told me, “You need to relax and let it in.”

I really hoped he’d give up trying, however as he calmed down, he again told me to tell him when I was ok. At this point, I realized he wasn’t going to stop trying until he got to fuck me. He didn’t wait long this time and even though it continued to hurt, aching, he moved closer, pushed my ass down a little and told me again to relax.

John again briefly fingered my ass trying to relax my hole a little and it did feel good with his finger in me. However, he soon withdrew his finger, and immediately tried to push his cock in me. I tried to relax, knowing it was going to hurt and the minute he was in me, the pain returned. I rose up again, but this time he grabbed my shoulder and said, “Stop!”

Immediately I reached back, trying to push him off, telling him it hurt. He told me to relax and in a frustrated voice said, “If you would just relax, the hurting will go away.”

He continued to try to hold me by my shoulder as he again tried to push into me. I tried to relax, and tried to block out the pain as he slowly moved his hard cock in and out of me. I knew he wasn’t going to stop trying; I had to let him do it.

He continued to gradually try to push his cock in me a little more each time and again I reached back and asked him to stop. As he stopped, he grabbed my hand and held it against my back. I tried to relax but it continued to hurt. John then asked if I was okay, I didn’t say anything,I wanted him to stop. I again tried to wiggle free but he again held me down and told me to stop. It continued to hurt as he tried to move his cock in and out of me and again asked if I was ok.

It was still hurting but again I knew he wasn’t going to stop until he got to fuck me. I nodded my head and as he started fucking me again, it still hurt, but as he fucked me I blocked it out, I needed to let him finish.

His body was now slapping against my ass as he feverishly fucked my sloppy hole. It continued to hurt, but the pain now was more of an ache and as John forceful tried moving me back and forth, he desperately tried to cum in me.

I tried to relax my body, and as I allow him to fuck me, the pain seemed to go away. I hoped he would cum soon but as he started to breath hard, he suddenly stopped. I thought to myself, “Oh, he’s done,” but he wasn’t.

In an out of breath and frustrated voice he tried to explain that he needed me to help. I didn’t understand but as he grabbed my one hip, and said, “Like this,” he slowly started pushing and pulling me back and forth, and back and forth.

As we moved back and forth, allowing his cock to go in and out of my ass, John said, “That’s it, keep going.”

I did what he asked and as I tried to get into it, it actually started to feel good, and it was obvious that it felt good for him too.john reached around me and as he took hold of my hard cock he remarking, “Yea, that’s it.” He then quit playing with my cock and as he concentrated on fucking me I could hear his cock going in and out of me, as his body slapped against me. I wanted him to cum and as his strokes became quicker and more deliberate, I tried my best to match his thrusts.

He again said, “Don’t stop,” and I knew he was close.

It was hard to keep up, but as I kept moving back and forth, he all of a sudden 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!”

He was obviously cumming in me, because I could feel his cock jerking as cum spilled inside me. Out of breath, John hunching over me, and after briefly moving his cock in and out of me, he pushed me flat on my stomach. Pushing into me, still breathing hard he asked if I was okay.

When I didn’t reply, he slowly pulled his cock out of me, saying, “That really felt good,” and gently rubbing my ass cheeks and again asked if I was ok.

He now slid off the bed and when I did not say anything, he told me that I should go into the bathroom and clean myself out. I didn’t know what he meant but I quickly got off the bed, he told me to use the hall bathroom. I didn’t look around as I headed toward the bedroom door, hurrying out to the bathroom in the hall. However, as I left the bedroom, he made sure to tell me to come back when I was finished.


I quickly went into the bathroom and closed the door. I wasn’t sure what he meant by cleaning myself out, but when I sat on the toilet and wiped my ass, I realized there was something there. Looking at the toilet paper I could see what I suspected was KY and realizing it was probably his cum too, I panicked a little. I tried to push out whatever was inside me and managed to push out something. It seemed like a lot and when I stood up and looked in the toilet, I could see that some was floating and some had sunk to the bottom. I figured it must have been a mix of KY and cum. It scared me, and I thought to myself, “What had I let him to do,” but I was relieved it was over.

I knew he was waiting for me to return and so I wiped my ass real good, and after gathering my composure, I decided I had better go back. When I first went back in the bedroom, I didn’t see him right away but as I moved toward the bed to sit down, he approached me and asked, “Are you okay,” as he gently continued to guide me toward the bed. Nodding my head that I was okay, he acknowledged me by rubbing my thigh.

Not Again

There was a pause but as he put his hand on my back now, he quietly told me to get on the bed again. I was confused, “Why does he want me to get back on the bed,” I thought?

As I looked at him, I thought, “Does he want to do it again?”

I was trapped, what was I going to do? I was powerless, I didn’t want to do it again, but as he stood up, I said to myself, “I thought we were only doing it once,” as I apprehensively turned and climbed on the bed.

John told me to stay on all fours as he climbed on the bed behind me, and again told me to put my head down on the pillow. I couldn’t believe it, but as he spread my legs again, and as he dabbed some KY on my butthole, I knew he wanted to fuck me again. John eventually pushed his finger in me again and as he fingered my ass, I continued to tell myself that I thought we were only doing it once.

He told me to relax again, and as he moved closer, I thought, “How was he able to get hard so soon after he had cum just a few minutes ago.”

I didn’t want to do it again and I told myself I would try to tighten my ass so he couldn’t put his cock in me, but I couldn’t stop him. He immediately spread my ass, and pressing his hard cock against my hole, it seemed to slip in my ass more easily than before. What was I going to do?

I now told myself this time I wouldn’t help when he started to fuck me and as he pushed my ass down, he held on to my hip as pushed against me. As he pushed his cock deeper into me I thought, “Oh my god, he was going to fuck me again.”

He immediately started to fuck me, moving me back and forth, thrusting in and out of me. I tried to not move, hoping he’d realize I wasn’t helping and stop. It started to actually feel good but I told myself I wasn’t going to help. John feverishly tried to fuck me but then he suddenly stopped and out of breath asked, What’s wrong?”


At first I didn’t say anything but then said, “I thought we were only doing it once.”

He reached around and as he took hold of my cock he said, “Come on, I thought you liked it.”

When I didn’t respond he said, “Let’s do it one more time.”

Again I didn’t reply, he was upset and immediately realized he would have to force me to do it. Grabbing my shoulder now, he started to forcibly move me back and forth desperately trying to fuck me, determine to cum again. I tried to not move as he tried to fuck me and it actually started to feel good, but I also thought to myself, “He had told me we would only do it once.”

I continued to not help and then he pushed me flat on my stomach as he continued to forcibly fuck me, furiously tried to thrust his cock in and out of me; I thought for sure he was going to cum in me again, but it wasn’t working.

He was noticeably frustrated that I wasn’t helping, and as he continued to try, I thought, “He’s not going to stop until he gets to cum again. At that point, I was ready to help, so he would finish, but suddenly he stopped, and out of breath he hastily took his cock out of me and got off the bed.

I thought to myself, “What is he doing now?”

As I looked over, I could see he was mad and as he turned to me he said, “Go ahead and get dressed.”

He then said I could use the bathroom in the hall again and as he walked toward the bathroom. When he closed the door, I hurriedly got off the bed and rushed into the hall bathroom. I quickly sat on the toilet and after wiping my ass, I went back into the bedroom to get dressed.

I quickly got dressed, knowing he’d be out soon, and when I heard the bathroom door open, I turned as he came out. I quickly continued to get dressed and as he sat next to me, he didn’t say anything at first. However, I think to break the tension he simply said, “That was really nice,” and then asked if I was okay.

Not look at him I told him I was okay and as I finished tying my shoes, we both stood up to leave. As we headed out of the bedroom and walked down the hallway, I noticed the one bedroom door was now closed. I didn’t think anything of it at the time, but it did come mind much later.

As we continued toward the front door John casual mentioned, ”Maybe we can try to do it again sometime.”

I felt powerless, he was my ride back to the game room, and I did not know what to say, but we continued out of his apartment and left. As we headed out of his complex he suggested that he take me home. I really didn’t want to see or talk to anyone after what just happened, so I nodded, and agreed that it was a good idea.


We didn’t talk, but I could sense him looking over at me periodically and so I looked out the side window. My house was across town and as we continued to drive, I started to feel KY seeping out of my ass. I felt ashamed about what I had allowed him to do and all I could think of was wanting to get home. It wasn’t long before he pulled up front of my house, and as I got out of the car, I hurried inside and went straight to the bathroom. No one was home and after I stripped off all my clothes, I sat on the toilet, trying again to push out whatever was still inside me. I managed to push out more KY and cum, but not very much. I felt dirty and as I took a shower, I continued to worry about what had happened. He had given me a blowjob, which didn’t worry me, but when he fucked me, he didn’t use a condom, which really worried 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 try 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 didn’t 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, John was friendly, but it seemed that he was still looking for an opening, hoping to continue the relationship, and maybe in a way I wanted to do it again too.

New Place

It was nearing summer break now and he must have thought he would never have the chance to be with me again, because in a briefly conversation he mentioned to me that he was moving closer to where I lived. I knew right where the apartments were and when he told me to come by sometime, I was nervous, but curious too. I eventually got up the nerve and ended up visiting once. I still wanted the car, and I felt a need to go over there thinking the car might be at his new place. However, I do think I missed the attention he gave me and maybe deep down I wanted to have sex with him again.

As I approached the door to his apartment and knocked, I started having second thoughts, hoping he wouldn’t answer the door. I could hear him opening the door and I tried to put on a friendly face. John was smiling, obviously excited I was there and as he asked me to come in he said, “I’m glad you decided to come by.”

He kept his apartment kind of dark, with the curtains closed and as I continued into his apartment, an immediately feeling of uneasiness came over me as I looked around. I couldn’t stay, I just couldn’t do it, and as he tried to show me around a little I was looking for an opening to leave.

John must have got the feeling I wanted to leave and as he tried to get me to go into the living room area to sit down, I told him I couldn’t stay. He was disappointed but said, “Okay, we’ll you know where I live now, you can come over anytime.”

As we casually moved toward the front door John said, “Are you sure you can’t stay for a little bit?” I had already made up my mind to leave and as I opened the door to leave John said, “I’m glad you came by.”

I did venture over to his apartment a few other times, but never stayed and being it was a new school year now I continued to visit the game room too. John never approach me again and as I watched, John started taking other boys out for lunch and breakfast.

The car never materialized and I never again had sex with him. I did try to contact him much later, but was never able to find him, and I have thought about trying to find someone so I could experience it again, but these days, it could have deadly consequences.