Where it happened: hotel
Langauge: English
Sex: Female
Rating: 5
Category: Straight
Well, before I divulge the details of my first time, I want it to be known that, unlike the majority of the entries here, this actually happened! It was on Valentine’s Day, of this year, with the first serious boyfriend I’d ever had (and by serious, I mean, we’d only been going out for a month). Call me a whore or whatever you want. But I was a 21 year old virgin, it was Valentine’s Day, and like most naive girls my age, I thought he was “the one” – the one I would marry and spend the rest of my life living happily ever after with. Which of course I didn’t. But that’s another story altogether.
Anyways – the night that it happened we were in Milwaukee staying at the Hyatt hotel. We started off the evening with a romantic dinner on the shores of Lake Michigan, during which he presented me with a beautiful diamond and gold bracelet. Up to that point, I had been toying with the idea of giving up my virginity that night, but that pretty much sealed it. After dinner we headed back to the motel. It sorta seemed like he still wanted to go out, and get something to drink, but I had already made up my mind about what I wanted to do. And I didn’t want him to be drunk for it. So I asked him if we could just stay in. Which he agreed to.
From there, I went into the bathroom and slipped into my brand new Victoria’s Secret peach-colored lingerie that I’d bought specially for that evening. When I re-emerged into the bedroom, he was lying under the covers, with at least his shirt off (and I think he had boxers on). I climbed into bed with him and we proceeded to make out. As we continued to do so, he gradually started gently stroking my clit (which he had done plenty of times before) and it wasn’t before long that my pussy was soaked with wetness. Perceiving that, he gently pried his lips away from mine, and, whispering, asked me if I was ready. And I was. Scared…but ready. So I nodded to him, and he gently got on top of me. I told him to go slow, because I knew it would hurt. And OH MY GOD – it did! I’m not even totally positive if he ever got all the way in that night. I think he was already freaked out that he was hurting me to the degree he was. But, even though it wasn’t exactly pleasurable for me on a physical level, it was, nevertheless, an incredible bonding experience between the two of us. We broke up a little less than 2 months later (because of reasons I’d rather not share) but I will never forget or regret that beautiful night we had together. Oh, and by the way, the reason I didn’t go more explicitly into the actual act, is that these entries aren’t supposed to be something for someone to whack off to. They’re supposed to be reminiscences of private first time sexual encounters. And as far as I’m concerned, if you’ve done it already (which supposedly all of you have) than you should already know that the first thing you think about when you think of sex isn’t penetrating, or exploding, or cumming. It’s loving. Or it’s hating. It’s emotion. The physical part of it is a by-product. But it definitely not the first thing one would think of when looking back on their first time. Or likely any time, for that matter. Sorry for the sermon, those of you that have genuine entries on here. I’m just tired of reading these BS stories that seem more fit for a Danielle Steele novel.
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