Quick note: The following is not the typical story with lots of set-up or specific descriptions of individual sex acts. That said, I think there's enough in here sexually(including hetero and lesbian sex, group sex and father-daughter incest) that it may find an audience. All characters are over 18 years of age at all times
Dear Diary,
I suppose I should start by introducing myself. My name is Heather Miller. I'm twenty-three years old and work in public-relations. I'm about five and a half feet tall. I'd like to think I've been well blessed. I have long, naturally curly blonde hair and clear blue eyes. I have a body that's equally parts kind genetics and a rigorous combination of yoga/jogging/Pilates. When it needs to be tape measured, said body comes in at 32-23-34 at those three magic spots. Because it comes up in these kinds of things, my cup size is D-elightful at most times, but can give me a ba-DD back ache when I'm not my trimmest. Anyways, get that picture in your head because this is the story about just how beneath my relatively sweet and innocent exterior lies the heart of what some judgmental people would call a dirty, filthy slut.
Ever since the first time I had it, I've loved sex. I can still remember that first time vividly. It was a hot august night. I was in the back seat of my high school boyfriend's parent's car. We were doing our usual making out when he made a move to take it further. I stopped him at first. It's hard to believe now but I'd stayed a virgin longer than any of my friends and, because I was still a virgin, I wasn't sure. The furthest I'd let Bryan get before that night was some over the bra boob grabbing.
I remember Bryan making his case. We were seniors. College was only a few weeks away. I don't know if it was his arguments or the moonlight or the bottle of vodka we'd stolen from my parent's liquor cabinet working it's magic but I agreed. I couldn't bring myself to say the words. I just bit my lip and nodded. I practically thought Bryan's eyes were going to bulge out of his head. Everything he did from that point on seemed to be in a rush. Like he was afraid I was going to change my mind if he didn't get it over with as quickly as possible.
No sooner had I agreed than Bryan had his pants off and his cock out. I remember thinking how strange it looked. Now, of course, I know it was more or less unremarkable but then, I can't remember ever having seen anything so alien. I know that anyone who knows me now would have a hard time believing this but I really was sheltered growing up. I'd never seen porn, never even seen a picture of an erect penis. I'd never even masturbated. It was almost a relief when he rolled his condom over his erection, masking it in a thin sheet of latex.
I stripped and straddled him and held myself over him for the briefest of seconds, fearing the pain I'd been told by girlfriends came with losing your virginity.
Looking back, I know that there was nothing particularly good or memorable about the sex. It was over quickly. Bryan came and I didn't. For most girls it would have been their disappointing entry into the world of sex.
Not me though. I loved every second of it. The feeling of his hands and mouth on my naked breasts, the thrill of doing something forbidden, the look of lust and desire in his eyes and knowing that I was the cause of that. Combine that with the heady, magnificent, fulfilling and filling feeling of having a thick cock inside me, stretching and shaping the delicate walls of my cunt around it, and I was instantly hooked.
Later that night, after Bryan had driven me home, I masturbated for the very first time. I masturbated thinking about what I'd done. My hands were inside my panties, frigging away at my stiff clit, as the words describing what I'd done ran through my mind. His hard cock had been inside my virgin pussy. His stiff, aching prick had shot all the cum in his balls because my cunt was so wet and warm and tight. The words, the thoughts, they were almost as good as the actual act. As my teenaged body burst in it's first delicious orgasm, I knew there would be no going back.
That's actually stuck with me. I love cumming during sex but, really, it's not necessary. A man losing control and spurting his dick inside me or on me can drive me wild later on when I'm alone in my bed or in the shower. Just knowing that I made a guy cum is enough to inspire toe-curling orgasms of my own later.
The change in me was immediate and drastic. My mother had always said that only a slut would have sex before marriage and that sex was for procreation early. Before that night I'd agreed with her. After that night, it just made me feel sorry for my step-father. Not that I thought my mother was wrong, exactly, maybe it did make me a slut. However, as I fingered myself to orgasm that night, the idea of being a slut didn't seem all that wrong to me. In fact, it seemed exactly right.
After that night, and being awoken to my desires, I quickly learned that my sexual appetite was not normal. It was the very next night that I had called Bryan up and asked him for another date. This time I went over to his house, ostensibly to watch a movie, but we'd barely made it inside the house before we were naked and on his couch. In those last few weeks of summer vacation before college I got quite the sex education. Bryan and I fucked every single day. When I went home, orgasm or not, I went on the internet and, having easily guessed that the password on the parental controls was โpasswordโ, I began looking up sex things on the internet. I saw pictures, videos and stories that showed and detailed things, all of which I'd try the next day with Bryan. I sucked cock, swallowed cum, jacked him off, got fucked on my back, on my hands and knees and while on top. If we both weren't due to leave town I'm sure Bryan and I would have done everything else I eventually came to do.
But those weeks ended and college came and that's when my real dilemma started. Bryan was on the west coast and I was on the East. We tried to stay together but both of us knew it wouldn't last. We did all the usual things, promising to stay in touch and so on but the relationship ended. I think he's an actuary now.