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Canadian roadrip

Age when it happend: 17
Where it happened: Montreal
Langauge: English
Sex: Female
Rating: 10
Category: Straight

I was seventeen, and he was eighteen. I was inexperienced, he was not. We’d been together almost three months, and I couldn’t keep my mind or my hands off him. One night, M (as I’ll call him) and I were fooling around at his house, lying naked on his bed, and suddenly I knew what I wanted. I wanted him inside me. M was joking around with me, rubbing my wet clit with his cock. I had just made him cum in my mouth, sucking his head and rubbing his shaft with one hand. But already, he was hard again.

“You know what comes after this,” he said. I kinda looked at him. “Some serious boot-knocking, that’s what,” he grinned at me, and rolled to one side. I hadn’t heard that expression before, but I knew what he was talking about. “Okay,” I said softly, then again a little louder so he’d get my meaning. “Okay.” He looked a little surprised, and asked me why I wanted to. We were lying naked, totally aroused, and he wanted to know why? LOL. Aren’t guys supposed to just go for it? Well, I thought, he wants to be sure I’m ready. I gave him a long kiss.

But I was too distracted lying next to his naked body to think coherently. “Let’s get dressed, and then we’ll talk,” I said. I don’t remember what reasons I gave him, but I don’t think many were necessary. I knew I loved him, and I knew I wanted him. The next week, we were planning a trip to Canada with some friends. We had just graduated high school, and this trip was our celebration: a six hour road trip from Boston to Montreal. We both knew we would have sex there.

The first night, our friends shared a room with us. But the second night, for reasons I’ve forgotten, they took a bus home to Boston, and we had a room to ourselves. The hotel wasn’t luxurious or even particularly nice, but the room was ours, and there were no parents nearby, and no curfews to meet.

M sat me on the bed, and we began to kiss. He moved his hands under my shirt, tickling my breasts, then lifted my shirt, unhooking my bra and leaving me topless. My nipples were erect and he put his mouth to one. Mmm. I pulled his shirt off, impatient. He was so handsome, and I couldn’t keep my hands from running over his chest and his arms. He was an athlete, and it showed in his body. I had to check myself to keep from complimenting too much. I unhooked his belt, unzipped his pants as he undid mine.

Soon we were lying on the bed only in our underwear, M on top of me. I could feel his cock pressing against me, and as we kissed I pushed up against him. Knowing what was going to happen made us both excited and hurried. I pulled down his underwear – boxer briefs I found so sexy – and his cock sprang out. When we were both naked, he spread my legs and licked my clit. I wiggled. I wanted more. I reached down to grasp his cock. Oooh, hard, with a drop of precum.

He got up from the bed, and took me by the hand. I was surprised, but said nothing. Where were we going? Only across the room to get a condom, it turned out, and I watched as he unrolled it, down, down, over his long cock. I had never seen one. Back on the bed, M on top, he began to push himself into me.

I’d like to say it felt wonderful, and I will say I felt wonderful, in my head. I wanted M so badly. But, it did hurt. I did bleed. I tried to keep the pain from my face, but I could see it reflected in his eyes, and he’d kiss me and ask, “You okay?” I didn’t want him to stop. Looking back, I think the condom was too dry. Eventually we did have to stop, with his cock only halfway inside me.

Just then, the maid tried to come in the door, thinking the room was empty. She knocked, called something in French, and the two of us flew off the bed. I could see M on the floor on the other side, just his head and his naked butt. I was laughing so hard. I grabbed a blanket from the bed, wrapped myself in it, and tiptoed to the door, bolted it. I went back and pulled M onto the bed, kissed him. It took him a while to smile, but I couldn’t stop grinning.

He’d only brought one condom, but I was on the pill. So later that night, I convinced him to try again. I wanted so badly. This time, bare, he slid into me. This was his first experience bare, and what I consider my first time. I was sore, and didn’t yet know how to move with him. But he slid in and out, and that first moment when I was filled with his cock completely took my breath away. I just said, “Wow,” and motioned to my stomach. I could feel his cock all the way in my stomach.

I don’t remember how long it lasted. It was timeless for me. But when he came, I felt him throb inside me and I wanted to stay in that moment and keep the feeling, the expression on his face, all of it. Our first time was no doubt our worst, but it was special to me nevertheless – because it was my first, because I loved him, because I now I knew what sex felt like. I was happy – horny, no doubt, but very happy!

Our sex got better and better from there on out. At 17, I was inexperienced and naive, but very smart about some things. I picked a great guy for my first time, and have never regretted it for a second. For two years, I fell asleep thinking of him, naked, warm, and hard – we knew each others bodies so well, and I lived for the moments we were alone, able to shut the world out and experiment with each other. Then, after two years, we broke up. M was my first and only, and I’ve had to train myself not to remember his body or dream about it. I miss him yet.

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