Where it happened: Scarsdale, New York
Langauge: English
Sex: Male
Rating: 9
Category: Straight
Anne was my first girlfriend. She lived in Scarsdale in a big old house. I lived a few miles away in a more modest community. Anyway, we had already kissed and hugged and petted, and we decided the time was right to go all the way. I went to a pharmacy and bought some condoms, although I was mortified. Then we waited until we had somewhere to do it.
One afternoon we had her house to ourselves for a couple of hours. We went up to her room and fooled around for a bit, then got undressed. We had never been naked together before. She was even more shy than I was, but eventually slipped off her panties and there we were. We lay close and hugged and kissed, pressed up against each other. We were both skinny, awkward kids, and we both had long hair.
I put on the condom after reading the instructions… It was a strange sensation. Then she opened her legs and guided me to her vagina. I pushed right in. It felt marvelous. It was tight and hot and wet. I tentatively moved in and out before I found a rhythm. She said it was slightly uncomfortable but that she certainly didn’t want me to stop.
I was quickly on the verge of orgasm and had to stop pumping and be still for a few seconds. Then I recovered control and continued. Still, it wasn’t more than four or five minutes before I came, an exquisite, explosive ejaculation I can still remember in my body.
After that we just hugged and petted some more. It wasn’t until a few weeks later that I made her come with my hands, after our second coupling.
We were together for a little more than a year before I left for college. She was a year younger than me and still in high school, so we were separated, and both ended up with new romances. But there were never any hard feelings, only sweet memories.
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