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Jake

Age when it happend: 19
Where it happened: Utah
Langauge: English
Sex: Male
Rating: 5
Category: Straight

Not long after I graduated high school, I was dating a senior named Brianne. She lived nearly an hour’s drive away from me, so we couldn’t see each other as often as we’d liked. We met on the internet, and would often use that as a medium to express our fantasies. We spent many nights online, role-playing and getting each other off with words. Both of us were virgins, so we had no idea how it would happen in real life. One day though, it finally happened for both of us….
I drove up to pick her up from her high school dance rehearsal. She was a top of the line dancer, and had the tight, lean body to show for it. She’s a blonde with tight, long, curly hair. She came out of her rehearsal, still wearing her dance outfit. T-shirt with form fitting black pants. It was raining out, so we just decided to go for a drive together. I had a ’94 Chevy Pickup that she just loved. After driving for a while, we found a cozy little spot to park where nobody was around. It was still raining hard, so we just hung out in the truck.
I had a back seat, so we climbed in back and started making out. Like I said, she had the tightest little body, and I loved to touch her. But I was also very innocent, so my hands never went anywhere “important”. And neither did hers.
We held hands as we made out. I’m not sure how it started, but I eventually realized that she was using two of her fingers to straddle one of mine, and was sliding back and forth with them. I’d never even KNOWN of finger sex until that moment. It was such a turn on! Doing that as we kissed, I got harder than I’d ever thought possible, but I was still too nervous to do anything else. She wasn’t.
Looking a little frustrated, but determined, she crawled onto my lap and straddled me. She ground her hips into mine over and over, first starting slowly and gradually going faster and harder.
Now this, I had heard of before, and I enthused with her plan, grabbing her hips and moving them along with her pace. Just before I came, as if she knew what was coming, she stopped. I didn’t want her to know how close I’d come, so we both remained silent, breathing heavily. By now though, my courage and curiosity grew stronger.
The draw strings of her pants were hanging out and I playfully pulled them towards me, pulling the front of her pants forward. I couldn’t see what was exposed from my position, so I watched her face to see her reaction. She just looked down at herself and then up to me. Then, smiling, she leaned over so I could have a look. She had panties on, and even that was enough to send me reeling! I reached my other hand forward. Instead of reaching down her pants, I simply reached under them to her crotch. It was soaked with her juice!! I rubbed for a few seconds and then put my fingers to my face. She smelled more delicious than I ever could have imagined!
There was no turning back now. I grabbed her body and smashed it to mine, kissing her fiercely! Now my hands roamed anywhere they wanted. First to her firm ass, then up to her breasts, and finally to her moist pussy. I laid her onto the seat and pulled off both her pants and panties. She wasn’t shaved but it had definitely been trimmed lately. I lowered my face to her and licked and sucked her pussy lips like I could never get enough. Because I couldn’t! She held my head there like she never wanted me to move again. My hands moved up and under her shirt and bra. Her boobs were small, but her nipples were rock hard as I rolled them in my fingers. She helped me take off both of our shirts.
Finally, it was my turn. She moved me to take her place, and then took off my pants and underwear. I don’t want to be one to brag about his penis, other than to say that she seemed pleased by what she saw. She experimented with the feel of it, starting with the shaft and moving to the tip. Then the sack. Then she teased me with her tongue before finally putting all of me in her mouth. I knew that I wasn’t going to last long. There were many times when I’d have to make her hold off for a moment while I calmed down.
Finally, we were ready. She lied back down on the seat, legs open, looking deliciously exotic. We weren’t really prepared for the occasion, so didn’t have any condoms with us. I wanted my first time to be naturally unsheathed anyway, though I knew I would have to pull out eventually.
First, I teased her, touching my tip to her slit, moving it up and down. She tried to hurry things along, trying to push me in with her legs. But I wanted it to last. I was having so much fun! But then it was time….I pushed ever so slightly, both of us watching as the tip started to sink in. As it did, her breathing froze for a moment and her eyes shut before her breathing started to go faster than it had so far.
I didn’t want to rush it and hurt her, so I stayed put until she was ready for more. She didn’t say anything when she was, but started pushing me in with her legs some more, this time with her arms drawing me close as well. There was a point where it seemed that I was blocked, her hymen no doubt. At that point, I had to go against my promise and force a quick thrust into her, though not without her being ready for it. We stayed there for a solid minute, simply amazed at what we were experiencing! We were looking into each others eyes before I started moving again, in and out, slowly and evenly.
I could tell that she was in some pain, but she didn’t hesitate or try to stop me, but instead encouraged me with her hands, guiding my hips.
Like I said before, I knew it wouldn’t be long, and it wasn’t. It was time to pull out. It might not have been the most sensible thing, or the cleanest thing, but I still wanted there to be a connection somehow with my cum. I didn’t want it to just fall to the floor for our first time. So instead, I pulled out and laid my penis into her waist, letting me cum onto her stomach. She didn’t seem to mind, but held my penis as I came, reveling in the sensation of the pulses.
I used my shirt to clean her off before we held each other close for a long while. I hadn’t brought her to climax our first time, with intercourse anyway. I used my hands for that. 😉
And there were many times after that, when we were better prepared and more educated, that we were able to satisfy ourselves like we’d imagined in our role-plays.

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