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"I'm a really great fuck. Like, really. I'm kind of a dork, no, more of a geek really, but guys, take note – the geeky girls? the ones who tell dumb jokes and are, like, too smart and don't do their makeup and wear boy's clothes... the ones who are silly and freaky and who, to this day, have yet to wear an outfit that you can see their body in? Yeah, those girls... we'll ride your cock until your eyes roll back in your head, we have sweet, sweet asses underneath all that khaki, we'll tie you up and we'll beg to be tied up, we know what it is to get wet and we like to get off in front of you, and we give the best head. The best. Why? Because those who sleep with us, deserve it. Because we've weeded them out. Because we're hot. And y'all don't even know it. The cutiepies? Yeah, nice little handbag. But can she deepthroat? Psh. Will she tell you to get on your knees and eat her out? Hah. Cutiepie ain't that brave, or creative. Next time your crazy neighbor with the silly hair and the ripped jeans comes out of her room, take a second look, boys. Geeks have secrets. And great tits." – Anonymous, notproud.com (http://www.notproud.com/pride/pride1785.php)
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I'm Samantha, aged nineteen, and this is my journal detailing my hunt for the right guy – the ultimate fuckable boytoy. Usually when people talk about hormonal teenagers, they refer to boys. Horny teenagers implies horny teenage boys. I don't know – maybe most other teenage girls did just sit around waiting for some guy to sweep them off their feet, love them and marry them. I wanted sex – fantastic sex, and I wanted it badly. Let me summarise how it all started for me...
I first masturbated when I was fourteen. I was watching some film with a hot guy in it, and I felt the familiar satisfying wetness in my knickers. I put my hand down there to feel how much there was and as I felt around my finger slipped into my pussy. I must have touched my clitoris because it felt really good. I began to feel around and slowly learnt which places to rub. To cut a long story short, I made myself come – the first of many, many times.
For the next six months or so I was hooked on masturbation. I'd spend a large proportion of my free time doing it and probably averaged once a day, if not more. Periods did not really slow me down, as I seemed to become hornier during that time of the month, which provided enough motivation to get over the whole blood thing. It was during these six months that I discovered the wonderful world of internet pornography.
The first time I saw pornographic pictures I was disgusted. The women were displaying their pussies for everyone to see – and you could see every last garish grotesque detail. The men's cocks were all huge and veiny and redheaded. But I kept returning to the pictures again and again, my curiosity getting the better of me. Slowly I came to love the pictures, and moved on to movie clips – which were decidedly more interesting.
The next significant event in my sexual development after that came when I decided to get myself a vibrator. I was newly turned fifteen and wanted to see what all the fuss was about concerning these things I had heard so much about on TV and on the internet. I had saved up enough money from the generous allowance that my parents gave me so that I could afford one. Not having a credit card was a major stumbling block however, as it ruled out the possibility of a purchase via the internet. I was going to have to go into a shop. I plucked up the courage one Wednesday afternoon, and skipped P.E. lessons to visit the local sex shop. I was almost immediately challenged about my age by the girl behind the counter but I produced my fake ID (something no underaged girl should be without!) and that seemed to satisfy her. I went to the vibrators and had a good long browse. In the end I chose two – a simple cheap vibrator that was just a plastic stick, and a fullon 'rabbit'style vibrator, with beads and a twirling end and a clitoral attachment.
I hurried home and was very wet by the time I made it into my bedroom and locked the door. I ripped the packaging off the rabbit vibrator, and pressed it against my wet vaginal opening. I pushed the head inside, and it felt so big it was unbelieveable. I was a virgin back then of course, and the biggest thing I had ever put inside me before was two fingers. I pushed the vibrator in, and just had to lie there for about twenty minutes on the verge between pain and pleasure while I adapted to the size of it. When I felt I was ready, I turned the vibrations on and immediately cried "ow" as the vibrating part juddered against my sensitive clitoris. I moved the plastic rabbit around until my "ows" became "oohs" and I held the vibrator there. Three orgasms later my clitoris was beginning to get sore, so I stopped. From then on my vibrator was my new best friend.
It was at this point that my internet pornography viewing deviated from 'vanilla' stuff into exploring most imaginable fetishes. I watched a whole new load of toys, such as butt plugs, strapon dildos and all sorts of vibrators. Bondage toys were in a category all of their own; blindfolds, ballgags, blinkers, nipple clamps, whips, floggers, paddles, crops, handcuffs, legcuffs, spreader bars, chains, rope, gimp masks and chastity belts. I watched men dominate women, women dominate men, men dominate men and women dominate women. I watched anal sex, 'rape', deepthroating, asstomouth, come flying everywhere and landing on every different available part of a woman's body, enemas, various lesbian and gay activities, and watersports. I'm sure I've missed some out, but by the time I had exhausted all the things I could find, I felt that I knew more about the possibilities of sex at age fifteen than most people know in their lifetimes. A curious mind is a wonderful thing.
I also began to act out, in what limited capacity I could, some of the things that I had seen. While I had watched all that list above, not all of it appealed to me of course. Which bits did and which didn't will no doubt become apparent as you read this journal, but the initial couple that I liked and wanted to try were anal toys and bondage. One night I found myself lying in bed trying to get to sleep while fantasising about some porn I had watched earlier with a girl orgasming while having her ass fucked. I rolled on to my front, and felt my ass cheeks with my hand. I slipped my finger between them, and felt for my asshole – something I had never actually done before. I found it and was surprised at how rough it was, all ridged and closed up. As I pushed against it experimentally I felt a twinge in my pussy. I tried to push harder, but I wasn't getting anywhere – it was too dry. I coated my fingers in the wetness of my pussy and tried again. This time I was able to insert one finger into my ass.
It felt, well, different. My ass muscles instinctively flexed to push my finger out, and I felt another twinge in my pussy. I pushed my other hand underneath my body and began to rub my clitoris. That felt really good
– better than it usually would without the finger in my ass. I rolled over and threw the quilt off the bed, all the while keeping my finger in my ass. I raised my legs up in the air so that I wasn't squashing my 'asshand' and kept rubbing with my 'pussyhand'. It was good, but I knew it could be better. Thankfully my small vibrator was in my bedside drawers, and I could reach it with my pussyhand from where I was lying. I turned it on and began running it up and down my crack, teasing myself. I was so excited by the naughtiness of the assplay that I dropped my vibrator, and it fell onto my asshand. Realisation dawned – I removed my finger and began to push the vibrator in instead. The vibrator was small enough (maybe an inch thick at most) that I barely felt it if I inserted it into my vagina, but in my ass it felt huge!
I was just able to accommodate it, though I had to turn the vibrations off and just leave it inside me, holding it in with my hand to stop my ass muscles pushing it out successfully. I began to rub my clitoris again slowly and soon realised that the ultimate experience would surely be to use my rabbit. The problem was, however, that I had hidden the rabbit away in the top of my cupboard. I got up, still holding the small vibrator inside me, and reached up for the rabbit onehanded. What a sight I must have looked, one hand trying desperately to keep a toy in my bum, while my other was scrabbling for my vibrator. I succeeded though, and climbed back into bed to play with my favourite toy. Sure enough it felt amazing, having a dildo in my pussy while the attachment buzzed away on my clit, and my ass tensed around the smaller toy. I ended up having three – or was it four – orgasms before I stopped. Multiple orgasms don't seem to be a problem for me, which is definitely a plus.
My experience that night demonstrated that butt plugs have a neck for a reason, and that week I returned to the sex shop and purchased a small and a medium plug. Despite my best efforts, all I seemed able to do with the medium plug was make my ass hurt really badly as it rejected the plug so I only used the small one – which did the job. It was rare after that for me to masturbate without the small plug in my ass.
As I said, the bondage in the porn appealed to me, but bondage presented a problem – it was really an activity for two, and I was definitely solo. I experimented with tying my legs to the corners of the bed, which was fun to an extent. I only really noticed it when my legs started shaking as I neared orgasm, and they could not move about freely. Sometimes I inserted the butt plug and imagined I was trapped there unable to remove the plug, but imagination is not as good as reality. I tried inserting the rabbit and pretending I had my hands tied behind my back, but the rabbit just fell out so I gave up and held it in as usual.
That's as far as I got by myself. Now that I've finished with my rushed preliminary tale of my sexual development, I'll move on to the main content of my story.
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When I was almost seventeen, I progressed from secondary school into college. While a lot of the people from my school did the same, the college was large, full of people from lots of schools in the area, and so it was like a fresh start for me. I decided when I started that it was time for a boyfriend. As you may have guessed, I did not want him for love particularly; more to have sex with someone I could be comfortable with.
I should probably take this opportunity to describe myself, which I have been too caught up with sex so far to do. I would describe my physique as curvaceous. I am not stick thin, or even just normal thin, like lots of girls in magazines and films (especially porn films!). But nor am I big and fat. A figure like Renee Zellwegger in Bridget Jones' Diary, perhaps. I think I have a fairly pretty face, but it is always hard to judge your own appearance. I don't wear makeup, I make no major efforts to look pretty for the boys like a lot of girls do, and I wear baggy clothes that hide my figure well. Before college, I had taken no real interest in boys – and vice versa. My love of sex did not imply a love of boys. I found it hard to reconcile the fit men with big dicks that I saw in porn with the teenage boys I saw at school, and thus didn't bother with them.
I will not bore you with the details of how I got together with Jeremy, my first boyfriend. He was blackhaired, averagelooking and a good laugh. I felt I knew him well enough and was comfortable enough to progress things between us. One afternoon we were sat on a sofa in his empty house, kissing. I ran my hand from where I was holding his head down to the waist of his trousers. I undid his zip and thrust my hand into his boxers to find his cock. It was semierect, and as I grabbed it I felt it harden even further until he had a fullon erection. I began stroking the shaft of his dick like I had seen so many times in porn.
The first thought that struck me was that it felt much different to how I had expected. Unlike my fairly solid plastic rabbit, Jeremy's dick was relatively squishy even when erect. And the feeling of his foreskin sliding up and down with my hand was weird to say the least. I continued kissing Jeremy while stroking him, but stopped kissing when I felt something warm and sticky on my hand. I looked down and saw that he had already come
– two rivulets of semen were running down the back of my hand. Jeremy reddened, and ran off to clean his jumper and trousers.
The come on my hand seemed to bear no resemblance to the silvery elixir I had seen it portrayed as in porn. I sniffed my hand, and then licked it. I would not call the taste pleasant but nor was it unpleasant. It was slightly salty, but largely bland. I licked the rest off as well, for good measure.
The next time we were together, Jeremy took me upstairs to his bedroom and tried to get into my trousers. I rejected his advances, partly because I had no pressing desire to get naked in front of him, and also because I already knew what I had and what it did; I was more interested in playing with what he had – his cock. So instead I whipped off his trousers, and took his cock in my hand. I paused, a bit unsure about putting it in my mouth. I figured I had to try it at some point, so it may as well be now. I have a useful straightforward attitude to sex that many girls seem to lack. It's probably why I have all these experiences to write about!
I put my lips around the head of Jeremy's cock and began running my tongue round it. His reaction was instantaneous, moaning loudly. Spurred on by this, I continued to experiment with what I could do with my tongue to please him. What I failed to take into account was that it was not only my first blow job, but Jeremy's too. I almost gagged with surprise as I felt his come filling my mouth. I contemplating spitting it out, but instead tried to swallow it first. I succeeded. Realising that it was not too difficult, I swallowed the rest – which seemed to please Jeremy greatly.
I won't detail every sexual encounter between myself and Jeremy. I'll just tell you about the notable ones, the most noteworthy of all being the night I lost my virginity (if I could still be termed a virgin after my previous escapades). Jeremy convinced me to strip for him one night in his bedroom, and he seemed pleased with the sight of my body, which gave me a nice boost to my confidence. He slipped on a condom, and approached my prone form on his hands and knees. His cock was roughly the same size as my trusty rabbit vibrator , so there was no problem with size as he slid his cock into my pussy. The part that I didn't know what to do with was the rest of him; his body right up against mine, the two of us joined at the hip. I embraced him, and curled my legs around him as he began to thrust.
I had always expected that sex would be about the same as, if not slightly worse than masturbating. The rabbit was, after all, inherently better equipped for the job of bringing a woman to orgasm than a man with a dick. What I now realise is that it is not all about the vagina. His cock pounded away, and his pubic bone seemed to stimulate my clit satisfactorily but it was the feeling of being wrapped round this man who was fucking me hard and fast that seemed to add an inestimable extra amount of pleasure. Jeremy came fairly quickly, but I came even quicker, much to his delight.
Similarly, I did not expect much from my first experience of cunnilingus. I did not see the appeal at first, but when Jeremy first ran his tongue over my clitoris I suddenly understood exactly what the appeal was. Jeremy did not seem to know what to do, but I guided him as best I could, often frantic and demanding as he started doing something really good but then drifted on to something not as fun. Over the course of half an hour I directed Jeremy in what to do until he finally brought me to orgasm.
Jeremy and I began trying other positions. He convinced me to go on top. I took some persuading as I hated the thought of me being on top, my body jiggling all over the place. Jeremy told me that he would love it, and he was right. I ended up on top of him as he moaned and groaned beneath me. Instinctively he grabbed my ass, pulling my ass cheeks apart to expose my asshole to the evening air. Excited by this, I reached behind me and pushed his hands further round, towards my asshole, but Jeremy seemed oblivious to my hint. I ended up frustrated as he came inside me, missing out on both him fingering my ass and my own orgasm. The other position I remember us trying was doggy style, which I enjoyed greatly. Somehow, not seeing him at all as he pounded me from behind was more exciting than the other positions. I managed to get him to grab my ass, but he seemed uninterested in my asshole – to my disappointment.
One evening I summoned up the courage to try and get Jeremy into bondage. As we lay on the bed kissing naked one evening, I suggested that I could tie Jeremy to the bed and then go on top. I still remember his exact words: "You're kidding right?" he said with a laugh, "that stuff's only for weirdos!" After four months and sixteen days, our relationship was over, with Jeremy well and truly dumped.
That experience convinced me that if I wanted to find the ideal guy for me, I should start at the kinky end of things and work back to the vanilla stuff, rather than the other way round.