1. My First Time, Twice


    Date: 12/15/2014, Categories: True Story, Blowjob, Boys/Teen Female, Drug, Erotica, First Time, Male / Female Teens, Mature, School, Virginity, Voyeurism, Young, Author: NicoleSmt, Rating: 37.8, Source: sexstories.com

    children again, unsure of what was expected of us. We did not have a lot of lust to guide us. We found each other attractive, but we were so young neither of us had ever experienced clear erotic desire. The thing I badly wanted wasn’t sex, but to be rid of my virginity, the last vestige of a childhood spent trusting and respecting adults, seeking their approval. Josh, I knew, was as confused about what this entailed as I was. I never brought it up. It was all we could do to get past second base. After Josh broke my heart, my great regret was not that I had lost my virginity to him, but that I hadn’t. If I was going to be lovelorn, at least I would have liked the consolation of being able to brag that I’d had sex. So, when I was fifteen, I started going to bars with a pack of girls who went to Catholic school in Manhattan and knew how to get fake IDs. We would go to crummy dives in the East Village to drink beer, listen to awful bands, and flirt with grown men. Once, I gave my number—or, I should say, my mother’s number—to a bassist with black hair who was twenty-seven. I can’t remember if he took me to dinner or to hear music, but I’m sure I had to be home by eleven, and that our conversation was stilted and humorless. I saw him only once. I was impressed by his advanced age and how shocking it would be if I told people he was my boyfriend, but even I knew that this was not enough grist for a relationship. I met another guy who was funny and went to film school at NYU. He ...
    was twenty-two and had a tiny apartment on Great Jones Alley, and I thought he might make a suitable boyfriend, or at least a suitable deflowerer. He was older, he’d done it before, and, I had been told, all men were dying to have sex at all times, so it would be easy enough to get him on board with my project. It was harder than I thought. He was eager to make out and grope, but to my surprise and disgust, he seemed very uneasy about engaging in actual intercourse once I admitted—in the most blasé terms—that it would be my first time. It is possible this young man had located the term “statutory rape” somewhere in the back of his head. Or, perhaps his father or mother had warned him that girls get attached to their first lover—you break it you bought it, or some such. But his reluctance was no match for my romantic poetry: I told him that he didn’t have to worry about me falling in love with him, and that if he wouldn’t sleep with me I’d find someone else who would. As it happened, we split the difference. He agreed to have sex with me, and to the best of my knowledge at the time, he made good on our deal. The experience was so underwhelming, so strikingly devoid of the blissful, painful, or intensely emotional sensations I’d been promised, I wondered what was wrong with everyone for imbuing intercourse with so much import. But I was thrilled to be done with it. I was fifteen years old and I had lost my virginity, ahead of everyone else’s schedule, if not my own. Or so I ...
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