Jeff’s matter of fact statement cut through me like a knife for so many reasons.
Let me take you to our past. We grew up in the same neighborhood and were friends. We did a number of things together after school like playing sports, riding our bikes, going to concerts, movies, etc. So, to best describe we were both friends and rivals. However, when we got to High School our rivalry intensified. It all went wrong for me when Jeff got a girlfriend.
Deep down I knew that Jeff was better looking than me, slightly taller, was a better musician (we both were in the band playing the drums), but worse than that he now had a girlfriend in High School and I didn’t. In fact I was still a virgin. Jeff would parade Kari around like a trophy making sure I knew they were fucking. He would make jokes in front of her and me about it. There one time was a ladder hanging sideways and he made a joke how the ladder was as long as his dick in front of her and me. She would just smile in an embarrassed but complicit way. However, I had never seen Jeff naked despite us also being “friends.” I think honestly I kind of hated him too as Jeff had excelled better than myself. I would pretend like nothing was bothering me and I also made up a story how I was fucking this girl he didn’t know. Of course it wasn’t true. Yes, I was definitely jealous he had Kari and in a way it also made me attracted to her because I knew she was sexually active.
After High School, we all went off to college. But, I would return home in the summer. Jeff and I would maintain that friendship but he had moved on to other relationships. Two years later in the summer, I went to this fast food restaurant and saw Kari working there. We started talking and catching up. She knew that Jeff had moved on and so had she. I learned from Kari that she was studying art and that there was a museum in town that had a display of a particular artist she wanted to see. She asked if I would go with her. The following Saturday I went with her bored out of my mind but liking the idea of pursuing her. We spent the afternoon together and when I dropped her off I asked if she would get together again which she agreed. Well, the next weekend we went to a movie in the evening and this time I drove her back to her apartment. She invited me up and I started kissing her and we fucked. What she didn’t know was this was my first time. I had watched enough porn to know what to do as I started by massaging her breasts which I did like, and then kissed down to her pussy. Secretly while licking her I did not like it as there was a certain not unpleasant but still a certain scent down there that was new to me. I also just didn’t like the wet greasy feeling when I slid two fingers into her pussy. But, I was excited to finally get to fuck a girl and moved into a missionary position and pushed fully inside her. I remember thinking to myself, “Oh, so this is how it feels” and it was a bit disappointing. I had imagined it would feel like a tight glove but in some ways it felt like empty space. Plus where guys would talk about a warm or hot pussy, I felt no heat or any real gripping sensations. Kari kind of wrapped her legs tightly around me controlling me more than my being in charge of the fucking motion. I would slow down when I felt like I was going to cum a few times and Kari then got angry. “Are you going to cum” she asked after a while. I closed my eyes and imagined Jeff fucking her and soon thereafter I started cumming inside her which I did like. However, almost immediately after I pulled out I thought what if she gets pregnant? Kari must have read my mind and told me she was on the pill. I had the feeling she didn’t really enjoy the sex. To be honest, neither did I. I felt proud that I had finally had sex with a girl but it was nothing like how I imagined it would feel.
After our encounter and the next few times I called Kari she was always busy. It didn’t take too much longer for me to get the hint that she wasn’t interested in seeing me again.
In the meantime, Jeff and I would still get together. We liked to play basketball and his house had a small court in his backyard. His mother had died a few years ago from a sudden heart attack and his father owned a dry cleaning business and was often at work. It probably was a few weeks after my experience with Kari when Jeff and I were playing where I brought up that I had seen and fucked Kari. I know I purposely wanted Jeff to know like a revenge for the High School experience. Even though he was no longer seeing her I felt like it would be great to demonstrate how I got his past girlfriend too as if that would diminish his conquest. However, to my surprise Jeff said he knew as Kari had told him. “I thought you too were no longer an item.” We aren’t, I don’t see her but sometimes we do talk on the phone and she told me. “Yeah, what did she have to say”, I asked. Jeff laughed and said, “You don’t want to know.” That made me angry and so I pushed Jeff. He pushed me back and we started to fight but not with fists but more like pushing one another.
Jeff said, “OK if you really want to know, she said she didn’t enjoy sex with you and that you have a small dick.” “That’s bullshit,” I said. Jeff shrugged his shoulders and we resumed playing. As we played inwardly I was thinking was this true, did she really say that. I am not small I thought to myself. But, it worried me.
After our game, we went inside Jeff’s house. He turned on the television and we had some sodas to drink. I couldn’t help it, I had to ask. “Jeff did Kari really say that”? “Well she said mine is a lot bigger than yours and I know how to use it”, Jeff proudly stated. I didn’t know what to say so my only response to save face was to state that I have a good sized cock but that Kari was to me a lousy fuck. However, his comment about the comment that he was much bigger had me both curious and upset. He could be making it up like our rivalry as that was his style. I think Jeff knew me well enough to know that he got me. “Just because mine is bigger than yours shouldn’t bother you, I just happened to have a real big dick.” Dammit, I thought to myself is this really true? I could not think of another thing to say. Then Jeff said, “You want to see it?”
Let me take you to our past. We grew up in the same neighborhood and were friends. We did a number of things together after school like playing sports, riding our bikes, going to concerts, movies, etc. So, to best describe we were both friends and rivals. However, when we got to High School our rivalry intensified. It all went wrong for me when Jeff got a girlfriend.
Deep down I knew that Jeff was better looking than me, slightly taller, was a better musician (we both were in the band playing the drums), but worse than that he now had a girlfriend in High School and I didn’t. In fact I was still a virgin. Jeff would parade Kari around like a trophy making sure I knew they were fucking. He would make jokes in front of her and me about it. There one time was a ladder hanging sideways and he made a joke how the ladder was as long as his dick in front of her and me. She would just smile in an embarrassed but complicit way. However, I had never seen Jeff naked despite us also being “friends.” I think honestly I kind of hated him too as Jeff had excelled better than myself. I would pretend like nothing was bothering me and I also made up a story how I was fucking this girl he didn’t know. Of course it wasn’t true. Yes, I was definitely jealous he had Kari and in a way it also made me attracted to her because I knew she was sexually active.
After High School, we all went off to college. But, I would return home in the summer. Jeff and I would maintain that friendship but he had moved on to other relationships. Two years later in the summer, I went to this fast food restaurant and saw Kari working there. We started talking and catching up. She knew that Jeff had moved on and so had she. I learned from Kari that she was studying art and that there was a museum in town that had a display of a particular artist she wanted to see. She asked if I would go with her. The following Saturday I went with her bored out of my mind but liking the idea of pursuing her. We spent the afternoon together and when I dropped her off I asked if she would get together again which she agreed. Well, the next weekend we went to a movie in the evening and this time I drove her back to her apartment. She invited me up and I started kissing her and we fucked. What she didn’t know was this was my first time. I had watched enough porn to know what to do as I started by massaging her breasts which I did like, and then kissed down to her pussy. Secretly while licking her I did not like it as there was a certain not unpleasant but still a certain scent down there that was new to me. I also just didn’t like the wet greasy feeling when I slid two fingers into her pussy. But, I was excited to finally get to fuck a girl and moved into a missionary position and pushed fully inside her. I remember thinking to myself, “Oh, so this is how it feels” and it was a bit disappointing. I had imagined it would feel like a tight glove but in some ways it felt like empty space. Plus where guys would talk about a warm or hot pussy, I felt no heat or any real gripping sensations. Kari kind of wrapped her legs tightly around me controlling me more than my being in charge of the fucking motion. I would slow down when I felt like I was going to cum a few times and Kari then got angry. “Are you going to cum” she asked after a while. I closed my eyes and imagined Jeff fucking her and soon thereafter I started cumming inside her which I did like. However, almost immediately after I pulled out I thought what if she gets pregnant? Kari must have read my mind and told me she was on the pill. I had the feeling she didn’t really enjoy the sex. To be honest, neither did I. I felt proud that I had finally had sex with a girl but it was nothing like how I imagined it would feel.
After our encounter and the next few times I called Kari she was always busy. It didn’t take too much longer for me to get the hint that she wasn’t interested in seeing me again.
In the meantime, Jeff and I would still get together. We liked to play basketball and his house had a small court in his backyard. His mother had died a few years ago from a sudden heart attack and his father owned a dry cleaning business and was often at work. It probably was a few weeks after my experience with Kari when Jeff and I were playing where I brought up that I had seen and fucked Kari. I know I purposely wanted Jeff to know like a revenge for the High School experience. Even though he was no longer seeing her I felt like it would be great to demonstrate how I got his past girlfriend too as if that would diminish his conquest. However, to my surprise Jeff said he knew as Kari had told him. “I thought you too were no longer an item.” We aren’t, I don’t see her but sometimes we do talk on the phone and she told me. “Yeah, what did she have to say”, I asked. Jeff laughed and said, “You don’t want to know.” That made me angry and so I pushed Jeff. He pushed me back and we started to fight but not with fists but more like pushing one another.
Jeff said, “OK if you really want to know, she said she didn’t enjoy sex with you and that you have a small dick.” “That’s bullshit,” I said. Jeff shrugged his shoulders and we resumed playing. As we played inwardly I was thinking was this true, did she really say that. I am not small I thought to myself. But, it worried me.
After our game, we went inside Jeff’s house. He turned on the television and we had some sodas to drink. I couldn’t help it, I had to ask. “Jeff did Kari really say that”? “Well she said mine is a lot bigger than yours and I know how to use it”, Jeff proudly stated. I didn’t know what to say so my only response to save face was to state that I have a good sized cock but that Kari was to me a lousy fuck. However, his comment about the comment that he was much bigger had me both curious and upset. He could be making it up like our rivalry as that was his style. I think Jeff knew me well enough to know that he got me. “Just because mine is bigger than yours shouldn’t bother you, I just happened to have a real big dick.” Dammit, I thought to myself is this really true? I could not think of another thing to say. Then Jeff said, “You want to see it?”
