Where it happened: His house
Langauge: English
Sex: Female
Rating: 5
Category: Straight
I had been interested in Ben for years. He and I had met in 7th grade, he was in 8th grade, and until this day I still think he is the only guy I have ever been in love with.
Ben and I were off and on for almost six years. We would go on dates, but then he would be in a relationship with another girl. It seemed like I was always the backup, until one day during my junior year of high school telling me how much he wanted to be with me, and that he had wanted me for so long. I was taken aback, very much surprised by this sudden declaration. From that point on, we started texting eachother quite regularly. One day, he texted me talking about a difficult workout he had just finished, saying that he was very sore and could use a massage. He asked me if I could come over and help him out with that. I knew that he wanted more than a massage, and I was so ready to go over there. I quickly jumped in the shower and went over to his house. I got there, and no one else was home- just as I had expected. He showed me to his room, which I later found out is his little brother’s room, and we sat down on the futon. He put in a movie and laid down with his head in my lap, askiing for a massage. I obliged, but after a few minutes he totally sat up, turned towards me, turned me away from him and starting giving me a massage. His strong hands felt amazing on my neck and back, and I knew that he wasn’t going to stop there. He worked his hands down my back and gently began kissing my neck. I won’t lie, I’d never had a guy touch me this way before, especially not someone I was so interested in. He started kissing me and tugging my shirt off. I had never been shirtless in front of a guy before, but I didn’t mind, I had always pictured him being my first. He reached down my pants and began to finger me, a feeling that was entirely overwhelming. This encounter lasted an hour or so, but he was expecting his mom to be home soon, so I went home.
About two weeks later, he texted me again asking me to come over. I was in my car in a matter of seconds. This time, he got straight to it. We got into his room, and he was already at work. Kissing me, kissing my neck, pulling my shirt off. This time he also took my bra off and was kissing my breasts, it felt absolutely amazing. He took his shirt off, too, to even the playing field. He has one of the most amazing bodies I have ever seen. Instead of reaching into my pants this time, he pulled them off of me. Within a matter of minutes, I was lying there entirely naked on his futon, but I was so wrapped up in the situation that I didn’t even worry about it. He fingered me again, and he did it with such force and strength that it may as well not even have been his hands. He took his pants off so that he was only in his boxers. He didn’t want to push me, though, so he kept them on, but he proceded to rub his hard penis against my vagina. I honestly can’t say that it did anything for me, but it must have been doing something for him. Actually, the friction of his boxers hurt, but I didn’t dare tell him- he was so much more experienced than I was. Unfortunately, his mother was again to be expected soon, so we finished up and I went home.
That was the last time he and I hooked up for quite some time. Over the summer, I work at a girl scout camp, so I’m gone all weekend and home only on Saturday nights. He knew this. He texted me one of those Saturday nights, asking if I could come over. I was packing for a trip the next day and my parents had already gone to bed, so I told my sister I needed to go to Wal*Mart and left. I showed up outside his Dad’s house this time, since that’s where his car was and I texted him saying I was outside. I waited for ten minutes, and just as I was about to leave he texted me back saying he didn’t expect me to actually show up He snuck me into his house and brought me to his room. He showed me in and then disappeared for a few seconds. When he came back in, he came full force. He gently laid me backwards onto his bed and started kissing me more passionately than ever before. Normally he asks a lot of questions to make sure I’m ok with everything that he’s doing. He asked me what I wanted him to do, and I simply said “Don’t ask questions.” When I said that, his eyes lit up. He worked his magic, pulling my clothes off with skill and confidence, touching and kissing every inch of my body, leaving nothing left out. He pulled off his beater and dropped his shorts, and I could feel how hard he was against my leg and he was lying on top of me. Then, he moved down in between my legs and began to eat me out, something he had never done before, and it felt amazing. I’ve gotta hand it to him, he knows how to use his tongue. He stayed down there for a few minutes, then got up and walked over to his bedside table and pulled out a small, gold package. He turned to me and said “If anyone tries to tell you I’m compensating with my big truck, you can prove them wrong. Ben wears the big ones, the magnums.” All that was running through my mind at that moment was “Holy shit, I’m losing my virginity to a guy who wears magnum condoms.” He rolled the condom on and then positioned himself between my legs, leaning over to me, telling me to let him know if he’s hurting me. I could feel him enter me, and it was one of the most amazing things I had ever felt. Everything our relationship hadn’t been, we had never had any physicality in our relationship, now existed, and to the fullest extent.
That was the last time he and I ever hooked up. We ended up working in the same park the following school year, and the sexual tension between us was amazing, but we were able to deal with it and ignore it. I haven’t spoken to him since June.
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