A Fateful Day

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First time gay encounter.
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markerss
markerss
9 Followers

We have all had encounters that we remember as well as 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. However, 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 had just happened. Maybe I wish it would somehow happen again or that I could somehow go back and relive the experience.

I have mixed feeling about what happened and when it creeps back into my thoughts, I end up examining what actually took place, and 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 had turned eighteen and a senior in high school but being somewhat of a delinquent, skipping classes, I would end 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 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 too 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 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 and there were even a couple times when the attendants 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 way to feel out the situation, and at the same time, trying to build me up, create a friendship that would hopefully get 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 John continued be explaining that he like having sex with girl but that sometimes if he found a guy attractive, and they hit it off that he also enjoyed sleeping with guys 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. 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. With that said, John must have known the topic made me uncomfortable, because John 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 really nice to hang out with you." It was kind of nice to hear but John then 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.

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.

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, what do you think?"

I simple nodded my head yes and simply said, "Yea." He immediately asked, "Are you sure?"

I 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 that was able to sneak past. As I quickly looked around, I could see the room was very spacious and there was a bathroom toward the back. John had 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 nodded my head in agreement and looking at him, I noticed he was smiling. He stood up and said, "Ill be right back, why don't you go ahead and start taking off my clothes." He now walk toward the bathroom at the back and as he went into the bathroom, closing the door, I presumed he was going in there to take his clothes off. I sat there quietly for a second but then thought that I had better get started undressing 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 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 it wasn't long before I heard the door to the bathroom open.

I turned to see him opening the door and as he came out he was wearing only a long sleeved, button down shirt. He then turned off the bathroom light and as he walked toward me, I tried to get a glimpse of his cock, but his shirt conveniently covering him and my eyes hadn't adjusted to the dark after he turned off the bathroom light.

As he approached, I turned my gaze away from him and when he sat next to me, he again patted me on the leg, and he immediately noticed that I still had my underwear on, and asked, "What's wrong?" obviously referring to my underwear still being on, but I immediately replied, "What?"

He quickly tried to change the subject by saying, "Never mind," telling me not to worry, knowing I must be nervous.

I nodded my head and as I did, he stood up and told me to go ahead and lay down on the bed. As I started to crawl to the middle of the bed, he told me to move over to the edge of the bed, and he had me face the wall.

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

I tried to distance my thoughts from what was going on by focusing on the window and the light that was creeping through. He was rubbing my cock through my underwear and even mouthed my cock through my underwear. He now pulled my underwear down exposing my cock. He gently rubbed it for a little bit and then he started to tug at my underwear in an attempt to take them off. Immediately I realized he was struggling and when he asked me to help him take them off, my thoughts returned to what was actually happening. I quickly sat up, took off my underwear, casting them off the end of the bed, and quickly laid back down on the bed.

He then replied, "That's better, as he went back to fondling my cock, rubbing it and fondling my balls. I could tell he was becoming more and more horny, eventually sucking my dick, even though I wasn't getting hard for him, because I was distancing my thoughts. He continued to try to get me hard but eventually he stopped and asked, "Does it feel ok."

This again brought me back to what was actually happening and he asked me if it felt good and asked if I could help him get me hard. I realized he wasn't going to stop until he had gotten me off, so I nodded my head and agreed. As he started to suck my cock again, 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 he would fondle 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 This caused me to go 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 cumming again, and as I started to move my hips, fucking his mouth, I let it go, cumming in his mouth prematurely. I think it surprised him, because he stopped stroking when he felt my cum shooting in his mouth. My cock immediately started to go limp but he continued sucking.

Disappointedly he stopped and said," Is that it?"

I leaned up on my elbow and looking down at him said, "What?"

He quickly replied, "It's okay," and asked if it felt good.

I simply replied, "Yea," and as he got up off the floor he told me to move to the middle of the bed. I was still nervous but I quickly shifted over to the middle of the bed and laid there on my stomach. He had walked to the end of the bed and feeling him climb on the bed, John told me to go ahead and get on all fours, like a dog. He was on the bed behind me now and asked me to move up toward the head of the bed, and he inched closer, spreading 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, i could tell my ass was spread a little and I felt so vulnerable in this position, especially with him behind me.

markerss
markerss
9 Followers
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