Where it happened: At home
Langauge: English
Sex: Female
Rating: 5
Category: Straight
My boyfriend at the time, Christopher, was visiting me one weekend after transferring to a closer military base. We had been together for about 8 months before this visit. I was 16 and he was 18. We slept in the same bed during his visits and I woke up in his arms. One night, we were both wide awake just staring at the ceiling. He brought with him a box of condoms just in case we chose to have sex. I was really curious, and I didn’t know the next time I’d get to see him again, so I asked him if we could try. He gladly got up and showed me how to put it on him… Then he got between my legs and tried to put himself inside me over and over again… We were both virgins, so I was in so much pain and he didn’t know exactly what to do… we finally gave up and fell asleep in each others arms. The next morning, we tried again. This time, I put the condom on him and decided to lower myself onto him cowgirl style… slowly. It hurt really bad and I was really nervous. I knew I looked stiff and awkward, but he told me I was doing fine. We tried a couple of positions, but nothing felt good to me.
During another round of cowgirl, I remembered I was allergic to latex. I said “This probably isn’t the best time to tell you this, but.. I’m allergic to these condoms.” He just sighed and lifted me off him, then took the condom off. We tried it without a condom, and I lowered myself down on him again cowgirl, but as soon as he went inside, he lifted me up suddenly telling me he almost came. So, we tried it from behind and he was going so hard and fast that I could hardly catch my breath. Right before he came, he pulled out and came on my back. I laid there while he cleaned us both up, and we eventually laid together with me on his chest and his arms wrapped around me.
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