Where it happened: School
Langauge: English
Sex: Female
Rating: 9
Category: Straight
My crush was the quarterback for the highschool football team. Well, since I was a cheerleader, we got to see quite a bit of one another, especially on friday nights. We had been going out for a couple of months, but hadn’t gone all the way—yet. That all changed that night. We got in his car to drive home, but before he started the engine, we just sat there and talked, and all of a sudden he commented how sexy my legs were and how hot I always got him wearing that short little cheerleading skirt. He put his hand on my leg and moved it up under my skirt and started massaging my thigh. God, I was getting hot. I kissed his neck, and he moved his hand higher, and I put my hand in his lap and could tell by the size of him that he was getting hot, too. I suggested we go back to his place, but his parents were home, and so were mine, and we didn’t have any money for a hotel room. Rather than cram ourselves in the backseat (it was a small sports car), he had another idea—-He took me by the hand and led me back to the locker room. There’s a door on one side of the building that doesn’t lock all the way, so he yanked it open and we snuck back in. The wrestling team had been practicing that afternoon, and there were a bunch of padded mats in one of the corners. He led me over, not saying a word, and we both knelt down and started toungue kissing. God, was he good at that. After a few minutes, he started to feel my breasts, first really clumbsy, but then it was like he was an old pro. He massaged me gently, then lifted my sweater and stuck his hand under it. It was nice and warm, and he lifted my sweater off the rest of the way and started sucking on one breast while he fondled the other. We kissed and touched that way for what seemed an eternity, then he got the courage up and stuck his hand under my skirt again. This time, he started by massaging my thigh, but he went higher and higher until his hand brushed my panties. He started to take it away, but I grabbed his hand and kept it there. Then he started to rub me gently through my panties and I could feel myself getting more and more wet. I reached for his pants and unbuckled them, and he slid out of them, and I couldn’t believe the size of the bulge between his legs. I was a bit afraid at that point, because there was no way that something that big was going to fit in me. Then he pulled his underwear off and stood there in front me, “at attention” so to speak. All he had on was his socks…and he was beautiful. I stood up and started to take my skirt off for him, but he pulled me back down to the mat and said “No,” he wanted me to leave it on. He had always fantasized about making love to me while I was wearing it. So we started kissing like mad, and he slid his hand back up my skirt and grabbed ahold of my panties and edged them down my legs and over my shoes. Then he leaned me back on the matt and reached up again and this time, he slid a finger inside of me. I let out a gasp and he asked if he was hurting me, and I said no, I just never felt anything like that before. He asked if I wanted to stop, and I didn’t say anything–just pulled him closer, and he started fingering me more. Then he stopped and I watched him position himself over me, and I could feel the tip of him pushing against me. At first, I thought it was still his fingers, but then he pinned both of my hands over my head, and I could still feel him down there, and he leaned into me and I could feel his penis slowly going inside. I let out another gasp, but this time he didn’t stop, and he pushed deeper, and hit my hymen and tore right through. I had tears coming down my cheeks, it hurt so bad, but he brushed them away with his kisses and pushed even deeper…in and then out of me. After awhile, it didn’t hurt so bad and I spread my legs as wide as the would go, wrapping my ankles around his waist. He pumped in and out, and he started moaning, but I realized it was me moaning, and he started pumping faster and faster, and then I orgasmed and just about scratched his back off with my nails. He must have been waiting for me, because a few seconds later, he came too, and it was then (I know—stupid moment to think of it) that I realized he wasn’t wearing protection. I felt wave after wave of cum shooting into me. Then he collapsed on top of me and brushed my hair and kissed my neck, and we just layed there for awhile. Every once in awhile, I could feel his penis still jolt inside me, and I wanted to lay there forever. After about 10 minutes, he said he had to get home, so I put my sweater and panties back on and we went back to the car. I know it sounds weird–I was afraid of getting pregnant and all, but it felt nice having his sperm there inside me, still, even on the drive home. And once I got there, I didn’t wash up right away. I just sat in my room listening to music and feeling him there, still. Turns out I didn’t get pregnant, and I broke up with him a few months later, but it was nice for a first time.
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