I was probably of the average age to have my first penatrate a woman. I had been dating a girl for a year or so and we were nudging closer and closer to "going all the way". I had never done it, I think she had and that prospect terrified me. There was another girl in my class who was very friendly and I saw an opening. It didn't take much and it was only after a few conversations that she invited me over to her house to study. I drove her home that day and she invited me in. I knew what was going to happen and I could barely contain myself. When I met her mom in the kitchen, I thought the chance was gone. But she said we would be in the basement studying and her mom said ok. We were down there for barely five minutes before she was pulling me on top of her. She was doing everything. She had my jeans open, pushed my pants down just enough. Rom somewhere she handed me a condom and told me to put it on.. I was so hard I could barely breathe. Insat up and rolled it down my shift. She pulled me back down, guided me under her skirt and past her panties. Once she had me just inside her wetness it was easy to push in deep. I was lost. It felt a little surreal with the condom but it was unmistakable. I dont even think I lasted five thrusts before I was grunting and shaking inside her. She just pulled me closer and let it happen. I caught my breath and she pushed me back while holding the base off my cock as I slid out of her. That was almost enough to make me cut again but I pulled out and you could see the tip and underside of the condom filled with my fluid. I held it on and kind of staggered to the bathroom to remove it and clean up. When I came back she was back studying like nothing had happened.
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