Where it happened: My Bedroom
Langauge: English
Sex: Male
Rating: 10
Category: Straight
The one true love of my teenage life was Rebecca, who I dated when we were 16. We were inseparable. We would always hang out at my house after school, sometimes doing homework, but usually watching TV and making out on the couch. I was an only child, my parents were divorced, and my mom worked til 6 or 7 every night. Rebecca’s parents didn’t seem to care where she was all these afternoons, which I see is bad now but at the time was like heaven for us. Rebecca had long blonde hair, and a beautiful body. Nice full breasts, perfectly round ass, she made me horny as hell when we would make out. The most we would ever do is I would suck on her breasts, I fingered her a couple of times, and she gave me handjobs. That was it. Mostly just a lot of kissing. I started to think about sex a lot, and I figured after about 4 months, I could convince her to do it. I wasn’t just after sex; I really liked her, but keep in mind I was 16 and hormones pretty much ruled my universe. So she was crazy about me and she was dying to try it also, so one day we planned it out. She came over after school one Thursday afternoon, and my room was spotless and I had fresh sheets ready to go, with the nice fabric softener smell. Sounds silly now, the clean room and sheets, but this was my idea of making it special for her. I had her wait in the kitchen while I put the sheets on and then went and got her. I started kissing her right there in the kitchen, and it got pretty intense. I backed her up to the counter and lifted her up and guided her legs around my waist, so she was stradling me. Then I carried her in this position into my bedroom, still french kissing intensely. I laid her down on the bed and got on top of her, kissing her mouth, neck and ears, and grinding my crotch into hers. I brought my hand down between her legs and started making long strokes with my palm, and I could feel the heat and moiture even through her jeans. We kept up the kissing and heavy petting for a good 45 minutes, little by little removing each other’s clothes. The one thing that I love to look back on about this experience is that I took my time, made her feel totally at ease, and kept telling her how special she was to me. Sounds like a line a lot of teenage boys use, but I was a romantic even back then. So even when we were completely naked, we lay there for a long time, on our sides facing each other, kissing and stroking each other’s bodies, in no hurry to get it over with, and just relishing the feel of our naked skin lightly brushing up against each other. I probably stroked and massaged 95% of her body with my hands before we were through. The next thing I did was also a first for me: I performed oral sex on Rebecca. I licked and gently kissed her inner thighs, slowly working toward her vagina, again, not in any rush. I had no idea what a clitoris was or where to find it, so I just parted her outer lips with my fingers and licked the entire area, stopping and focusing on areas that made her moan with pleasure. Her vagina had the nicest sweet smell and taste, I could have spent all day just eating her out. But I could tell she was ready, and so was I. I kneeled before her, my erection sticking out like a flagpole. I grabbed the condom from under the bed, and opened it and rolled it on as quickly as I could. Then I eased myself on top of Rebecca, and I’ll never forget the look on her face. She looked up at me with this glimmer in her eyes, of total trust that I would be gentle, and anticipation of feeling me inside her. I’ve never had a woman look at me quite the same way since. So as it turned out, eating her out first was the best thing I could have done, because she was so wet, and the lube from the condom combined to make it a smooth entry. I worked it in there nice and slow until it was all the way in. Rebecca grasped my hips lightly as I eased into her. She felt so warm and tight, even with the condom it felt really good. I pulled out slightly, then pushed back in, as far as I could, and Rebecca moaned slightly. I asked if she was okay, and she said it hurt a little, but in a good way. She kind of half smiled, uneasily, so I continued to take my time. I used gentle strokes, in and out, kissing her on the cheek and the neck and cupping my hands over her breasts as I did so. I remember wanting it to last forever, but after about 5 minutes, the sensation was too intense. Even when I would stop and hold it inside her, as soon as I started again I could feel it coming on. So I stopped fighting it, and let go. I kept going with long, slow strokes, with the head of my penis coming almost all the way out before I plunged it back in. As I began to ejaculate, I thrusted all the way into her, as far as I could, and held it there, and allowed the waves to go through me, and throb into her. She moaned softly the whole time, and kept giving me that sweet look, and stroked my hips and chest with her hands. I held myself in that same position until I began to lose my erection, and pulled out. I removed the condom, pulled the sheets up over us, and laid there next to her, holding her and stroking her hair. At that moment, as I looked into her eyes and we talked softly, she was, and still is, the most beautiful girl I have ever seen. Her expression changed to quiet contentment, but it was still just as sweet. We laid there for a good hour, talking and laughing, before she had to get dressed and leave before my mom came home. We had sex almost every day after that, and continued dating for about 6 months after that. We’re still good friends to this day, and still talk about our first time every so often.
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