Date: Thu, 21 Jan 2010 08:12:45 +0000 From: Jonathan Orange Subject: Chloe and Amy What follows is a story which is comes completely from my imagination, as do the characters within it (except for the narrator who, naturally is me!) It contains graphic descriptions of sexual activity between an adult male and female and two young girls. If such reading material upsets you, or is illegal in your country or you are under 18, please leave now. Otherwise, read and, hopefully, enjoy. Please remember that this story remains the property of the author. You may download it for your own pleasure or forward it to friends, but please acknowledge me as its author and do not alter it in anyway without my written permission. Comments and feedback would be appreciated -- jonathanorange@hotmail.com ... Both the bottoms were red. Well, very red, actually! Matron and I had wanted them to be very red as we both enjoyed not only the sight of nice red bottoms, but also the process that arrived at this erotic vision. To be honest, we had never work together in this way, but we were both aware of each other's tastes, and circumstance had provided us with a perfect opportunity to share our joint passion. I suspect that, normally, Matron might well have dealt with this problem herself -- administrating a sound spanking to both girls as part of her own area of school discipline. I was aware of the fact that, apart from the legitimate role corporal punishment played in our school, that she derived pleasure in administrating it. For her part, she knew that I lusted after some of the young girls in our charge. I must admit that, as she recounted the events that had brought her to my study, my cock was stiffening in my trousers, and my mind was salivating at the images her story aroused. She had been doing the rounds during Prep -- checking the dormitories and classrooms etc. She had gone into one of the girls' lavatories and had heard girls whispering. They should all have been in Prep, and she was about to bark out a command to the culprits to come out of the cubicle and report to her, when the conversation they were having stopped her. She stood silently outside the door of the cubicle and listened. Chloe and Amy were discussing their pubic hair. Chloe is blonde and not thirteen until the summer; Amy had jet black hair and had had her thirteenth birthday only a few weeks ago -- I recall there had been a celebration in their House. Matron bent down to look under the door and saw two pairs of knickers around two pairs of ankles. "It's not fair!" whispered Chloe, "You've got much more than me! And you've already got some curls. All I've got is this downy stuff!" "Yes, but I'm darker than you -- dark people always get their hair earlier. You'll get curls soon. Anyway, it looks lovely -- all that soft hair, and mine itches sometimes." "Does it? Let me touch it. Ooh! It feels quite bristlely!" "Yes, it is. Let me touch yours! Gosh! It's so smooth!" Chloe said, "Do you...do you...you know, touch yourself there?" "Yes! I love to run my fingers through the few curls I have and to stroke the soft bits, and I... I play with myself. It feels nice!" "Does it? How do you mean?" "Like this," replied Amy and she obviously began to stroke the other girl's pussy for there was a moment of silence and then Matron heard Chloe whisper "Gosh! That is nice!" At this point, Matron coughed loudly, and she heard the sharp intake of breath from the other side of the door, followed by silence. After a minute or two Matron said "Come on out, girls!" Further silence, then the door squeaked open and the two girls emerged, red-faced. They had apparently pleaded with Matron to let them off, but she had said that she would have to decide what to do, but that she suspected that she would have to report the matter to me and possibly send for their parents. They had pleaded again and had said they would accept any punishment if only Matron would not involve me or their parents. Matron did nothing for two days, knowing that the girls would be getting worried about what was going to happen to them. She had then seen each girl separately, and questioned them about what they had been doing, how they had come to be in that toilet looking at each other's pussies etc. Apparently Amy had been the instigator, and they had somehow both managed to escape from Prep and meet in the toilet. They both individually again pleaded with Matron not to let me or their parents know what they had been doing. When she saw Amy, she asked her "Have you been playing with yourself for very long?" Amy stared at the floor and blushed a deep red. Matron reminded her of the gravity of her position and repeated her request. The girl looked distinctly uncomfortable, but eventually she stammered, "About three months, Matron." "And does it feel nice?" There had been another long pause before she whispered, "Yes, miss." Matron had then asked her if she really did mean that she would do anything to avoid exposure of what they had been doing, and the girl had assured her she would. Matron had told her to lift her skirt and pull down her knickers so that she, Matron, could see Amy's pussy. The girl had reluctantly agreed, and Matron had looked for ages at the beautiful pussy with its growing bush of dark pubic hair. She had then said to the frightened girl "It's beautiful, Amy. It deserves pleasure, and this is how you should give it that pleasure." She had then stood between the girl's legs and opened her pussy with one hand while seeking out the clit with the other. After a short time, the girl had begun to pant and wriggle before clearly having an orgasm. On closer questioning, it was clear that, while Amy may well have experienced pleasure when she played with herself, she had not yet discovered the technique required to bring herself to orgasm. Matron had then seen them together, knowing that Amy would have told Chloe what had happened. She had told them both to remove their knickers and sit on the edge of her table. She had then touched both their pussies, her practised hands making sure that she just teased them, whilst she had told then that what they had been doing was quite natural and that most, if not all, girls of their age did the same. As she continued to play with them she noticed that they both became more agitated -- Amy clearly had been practising the technique shown her on her previous visit to Matron's office, and was soon panting with her approaching orgasm. Even Chloe's pussy began to moisten up. . She then instructed them to play with each other as she had played with them, and somewhat nervously, they had done so. She finished by telling them that they would have to be punished, but that whether their parents were involved or not would depend on their agreeing to WHATEVER punishment was decided. They agreed. Later that week she saw Amy again, and once again fingered her to orgasm -- she knew that the girl was now hooked on getting orgasms. As Matron recounted all this to me, I became more and more excited. She finally finished and said: "I know how much you lust after the young girls at this school, and we both enjoy administering corporal punishment." This was true -- she had, on occasion requested permission to watch me caning the boys -- on the grounds of observing their safety, of course! She must have read my mind for she continued, "You've let me watch boys being caned, so I thought it only fair that you, at last, get to see girls being punished. I think they will both agree to a joint punishment session with both of us - they are terrified of their parents -- and their friends -- learning what they have been doing!" And so we came to the situation today. Apparently Matron had had some difficulty in persuading the girls to accept the proposed scenario, but a combination of the threat of their parents being told and expulsion from the school, together with Amy's growing love of being played with by Matron had convinced them to agree. Chloe and Amy were inseparable around school. They were certainly inseparable now! Chloe's left leg was strapped to the leg of the conference table in my office. This was a beautiful piece of furniture; a solid oak, Victorian table with a heavy surface and large, ornate legs. It was about three metres long. Amy's right leg was fastened to the right hand leg of the table. Her left leg and Chloe's right leg were strapped together, and the length of the table ensured that their legs were widely stretched open! Their arms were secured to the opposite legs of the table, their bodies stretched out across the wide table. Intending to be some time dealing with them, we had placed cushions under their stomachs so that they would be comfortable - well, relatively so! They had been told to bring a spare pair of knickers with them, and, before we had secured them to the table, they had been told to change into them. This was because I felt we needed to silence them during their spanking. So Chloe's used knickers had been stuffed into Amy's mouth and Amy's into Chloe's -- I loved the idea of each smelling and tasting the other's pussy. Once they were nicely secured to the table, Matron had folded back their school skirts to reveal the clean white knickers, and she had then given each twenty hard smacks on each cheek. They had squirmed and the muffled "Oows" were very erotic. She had then pulled their knickers down as far as they would go, which, in view of how widely their legs were spread, was not far. But the way in which this stretched the fabric just half way down their thighs was equally erotic. Matron then gave me a guided tour of their pussies and their bottoms. She spread open the cheeks of their now pink arses and said: "Look, Headmaster! Look at these lovely little holes!" She stretched the cheeks wider and ran her finger over the little rosebuds, and I noted that they twitched in reaction -- Matron noticed this too ands said, "See! They like that. Don't you girls?" Amy, whose dark long ringlets had fallen over her face nodded. "Yes," continued Matron quietly, "and this is the pubic hair they were so busy examining when I caught them" and she stroked the soft hair around their little pussies. Both girls wriggled, and Amy sort of humped herself up towards Matron's fingers. "Look, Headmaster! See how Amy likes this, too" and she let her fingers wander down over her pussy, parting the lips and seeking out the emerging clit. I noticed that both their little slits were getting wet!, and Matron continued playing with them, all the time telling me how she had caught them, and that she had then shown Amy how to make herself come. All the while the two girls were wriggling as much as their tight bonds would allow. Amy, I was sure, was not far from coming, so I ordered Matron to stop. "Right, girls," I said, "you know that you are to be punished, and the spanking you have just had was mild compared to what is to follow. Matron usually uses a slipper on girls, but I am going to use the strap. A strap is a strip of leather about eighteen inches long and four inches wide. Look!" and I moved round in front of them so that they could see the gleaming black strip of leather. Their eyes opened wide in alarm, and I could sense the fear there. "It is going to hurt!" I continued as I repositioned myself behind them, "but it is intended to! Matron and I will enjoy watching you squirm as your bottoms turn first a deeper pink and then red. You will squeal -- which is why we have gagged you with each other's knickers." I gently drew the strap across Chloe's bottom, and saw the cheeks clench in anticipation. A pause. Then I brought it down across her bottom -- moderately hard -- and there was a muffled "Oooh!" Another pause as I watched her writhe as much as should could, then a second stroke, and then a third, each carefully laid in the same place. Her right leg came up in response to the pain, which, of course, brought Amy's up to. Matron had been watching closely, and she remarked "Look at Amy's bottom, squeezing itself in anticipation! She expected one straight after Chloe's first!" "The wait adds to the tension," I replied, "but it's her turn now" and I stretched my arm so as to clear Chloe's now reddening bottom to lay three identical strokes on Amy's delicious rear. She made a passable attempt to scream, but Chloe's knickers filling her mouth was an excellent barrier. I love the strap! It is such a beautiful object! The lovely smooth leather, which delivers broad stripes rather than the cutting ones of a cane. What a lovely sound! The smack of the leather on a soft, compliant bottom! What a lovely sight! A small, firm bottom clenching and relaxing in response to each stroke! What a lovely sound! The stifled mewling of the victim as each stroke lands on the burning flesh! What a lovely sight! A pussy twitching and winking as the competing feelings of pain and desire ripple through the body. Matron stepped between the girls' legs and stroked their bottoms, one with each hand, and the quivering flesh gradually stilled. Then she slipped her hands down to fondle the two widely stretched pussies -- there were definite signs of a reaction from both girls, especially Amy. Now I gave a further six strokes to each girls, this time harder and this time alternatively, which initially caught them by surprise. The writhing and the noises they were making increased in intensity, and I from the corner of my eye I noticed Matron's hand disappear beneath her skirt. "Look at the effect your reddening bottoms are having on Matron" I commented "She's got her hand inside her knickers -- I bet she's playing with herself and I bet she's getting very wet! Never mind! As soon as your punishment is over, I'll make sure she makes you both just as wet!" As Matron was clearly busy, I spent the girls' recovery time stroking each pussy. I do so love to look at young pussies, and to imagine teaching them how much pleasure they can be given if properly shown. And despite the obvious pain they were feeling from the nine strokes they had so far received, it was clear that there was some sexual reaction. I told them that I had decided upon a further nine strokes each. This was met by muffled protestations and pleadings, but I soon silenced that" The remaining strokes were administered alternatively and firmly, three lower than the first strokes, three slightly higher and the final three hard and directly on the line of the initial strokes. By this time they were besides themselves with the pain. They were wriggling and squirming and sobbing -- so loudly that they almost drowned out the sound of Matron achieving an orgasm! I laid the strap down and Matron, recovered from her pleasure, stepped up to the table and gently massaged the deep red bottoms with a soothing lotion. I knew it would not take away the pain, which would linger for some time, but I knew it would ease it somewhat. I went round to the front of the table and lifted each head in turn and removed the knickers from their mouths. Chloe's face was streaked with tears, and her eyes were screwed up in pain. Amy's dark ringlets were damp from her own tears, and she was rocking softly back and forth as her body slowly recovered from the punishment. "Well, girls," I said softly, "that is your punishment, but it is not the end of our little session. It is clear from what Matron has told me that you are learning about the sexual pleasure you can achieve from your pussies. Matron and I enjoy the idea of you both learning, but we know we can teach you so much more. We are now going to enjoy our selves with your bodies. But do not be afraid. I know you are only 13,well, Chloe, I know you're not even a teenager yet, so you will not be harmed in any way. And, believe me, our pleasure will be gained from giving you pleasure. You do not know just how intense an orgasm you can have when properly aroused, nor how frequently and strongly you can come. In the next half hour you are going to find out." All the while, Matron had been undoing the bounds that had strapped the girls to the table. As their legs were released, they had both squeezed their thighs together, I suspect, half to relieve the pain and half to heighten the sensations in their pussies. As soon as their hands were released, they had both fled to their bottoms, rubbing them gently -- half afraid that to do so would intensify the pain. They stood up, and Matron, amidst protest from them, began to remove their clothes. First the blouses were unbuttoned and slipped from their shoulders -- both girls blushed delightfully. Then their skirts were upzipped and lowered down their legs, followed by the panties, still half way down their thighs. Finally she went behind them and unclipped their bras. I caught my breath as the two lovely, small, pert little breasts came into sight. Matron reached round each in turn to fondle them, saying: "Look Headmaster! See these beautiful little tits! Look, girls, see what the sight of you has done to our respected Headmaster!" She was referring, of course, to the obvious bulge that protruded from my trousers. We then placed more cushions on the table and re-tied the girls, but this time on their backs, again with their legs secured widely apart. Once they were securely ties, I stepped up to them, one of my legs either side of their joined legs. I place a hand on each of the thighs of their joined legs and ran it slowly up to the top of their legs. Then I let my hands roam over their stomachs and up to their tits. Matron was standing at their heads, and she employed her hands on kneading and stroking their lovely little cones each standing proudly on their own, with the nipples stiff, betraying the obvious arousal that they could not hid. Nor could they stifle the soft moans that were beginning to issue forth from their pretty little lips. For the next half an hour we both played with their tits and their cunts, teasing, stroking, gently tweaking until each had come two or maybe three times, crying out with pleasure as the orgasms overtook them. Matron had her own skirt and knickers off, and came herself as many times as the girls. She unzipped my flies to allow my straining cock some release. Almost as the last act, I bent in front of each girl and licked her pussy, savouring the beautiful taste and smell of an aroused cunt. I sensed when Amy was close to coming, and held back til she was begging me to bring her over the edge. As she calmed down, I switched to Chloe, and Amy, writhing with the dying throes of her orgasm, said "Oh! Chloe! It's so good, so good!" I parted the lips of Chloe's pussy and gently ran my tongue the full length of her dripping slit, seeking out, and finding, the emerging clit. I made sure that her orgasm was as good as Amy's had been, and she came with a loud cry -- half of surprise, I suspect, at the strength of her orgasm. As I was bringing the delightful twelve year old Chloe to orgasm, I noticed in the corner of my eye that Matron was still playing with Amy's cunt, her fingers stretching it a little wider. Once Chloe had come, I stood up and Matron surprised me by saying; "Look, Headmaster! Look at this lovely pussy. Imagine how tight it will be! I think that these two girls need to be broken in tonight! They have had several orgasms and will be nice and wet!" I never realised that Matron was so wicked or so sexy! My cock was straining, and the ache in my balls was almost unbearable. I had intended to cum over the girls' tits, but the thought of actually fucking them was overpowering, even though I knew it was wrong and that their virginity should, perhaps, be kept until they were older. Chloe was still shuddering from her orgasm, and I don't think that she realised what Matron was suggesting, but Amy did. Her head came up from the other side of the table and, her eyes wide with fear, she cried "No! No! Please!" "I think it is time for the panties to be replaced, don't you, Matron?" I said. She gleefully agreed and we reached for their soaking knickers and stuffed them back into their mouths. "The privilege should go to the oldest first," I said, "Thirteen years old and about to be fucked for the first time, Amy." Amy was struggling vainly against her bonds, shaking her head violently, and crying behind her gag. I stood in front of her and slowly removed my clothes. My cock is not large, not by porn film star proportions, but it is a very presentable size -- about seven inches long, and quite thick. Certainly it would be more than enough to stretch a 13 year old virgin cunt on its first fuck. I stood between Amy's legs and ran my fingers over her pussy. "Oh, dear, Matron," I said, "she's gone quite dry with the thought of being fucked. But I'm not prepared to put any lube on -- she'll just have to moisten up once I am inside her." She was wriggling and twisting as much as she could as I positioned my cock at the entrance to her cunt, but of course it was to no avail. I eased forward and the head of my cock began to force open the lips of her cunt. She was sobbing behind her gag, helplessly writhing. Suddenly the outer lips of her cunt gave way, and my cock was in her. She gave a passable scream, and I rested, although it was hard! I then withdrew slightly before easing back in again, repeating this movement as I gradually worked further inside her -- God! It was so tight!! I continued to work my way deeper inside her, all the time aware that she was still sobbing. Then I felt the hymen, and I stopped again. Once more I drew back before forcing my cock all the way up. Her scream was even louder, and the panties barely concealed it. Now that I was all in her, I knew that it would begin to get better for her. I placed my hands on the inside of her thighs, and began to fuck her with slow, gentle strokes, and gradually I felt her first relax and then begin to respond. I continued with this rhythmic motion, moving my hands up her body to fondle her lovely little tits. She was now meeting my thrusts by lifting her hips to meet me, and she was beginning to pant. I said to Matron: "Got her! She's getting close to an orgasm! Remove the gag! Let's hear her cum!!" Matron had been very busy herself whilst I'd been fucking Amy. She had untied Chloe's arms before retying them behind her back. She had then sat the girl up, and standing behind her, had begun to play with her tits, pulling on the nipples. Not only that, she had leant forward and whispered in her ear; "Look, Chloe! Look at the Head's cock stretching your friend's pussy -- see? See how it resists! But he'll get it all in her in a minute. Watch! See! That'll be your little pussy next!" As she said this, her hands reached down to Chloe's pussy, and she began to stretch the lips. Chloe meanwhile was shaking and sobbing as she watched me fuck her friend. At my command, Matron left Chloe and untied the sock that was holding Chloe's panties inside Amy's mouth. As she pulled them out, Amy cried out: "Oh! God! It's so good! SO good! Oh! I'm coming! Oh! Don't stop! Don't stop! Oh! God! Oh! God! I'm coooooming!" She was tossing her head from side to, her dark ringlets flying in all directions and I felt the beautiful tightening of her pussy gripping my cock as she experienced the first fuck of her life --I thought "She'll be an excellent fuck once she gets used to it!" I continued to fuck her with slow, long strokes until her cries had ebbed to a soft whimper, and then I slowly withdrew. There was blood on my cock, but also plenty of juices. She made a little sob as I finally came out of her. I stroked her gently until she had come down completely, then I told Matron to untie her hands. First she refastened Chloe's arms to the legs of the table, and then she released Amy's hands. Meanwhile I untied her left leg, and carefully disconnected her right leg from Chloe's left leg. I helped her up and gave her a hug, stroking her hair and her back. "Sit on the table," I said, "and watch Chloe get her first fuck! I may need your help, as I going to do her slightly differently." So saying, I also untied Chloe's left leg, but gripped her ankle tightly, as, as soon as she felt herself untied, she began to wrestle to get away. Now, now, my dear," I said, "it is useless to struggle. And you heard Amy-- after the initial pain she really enjoyed it, and came harder than any earlier orgasm she has had this afternoon. " I grasped the other ankle and bent her legs over towards her shoulders. Then I ran my tongue the full length of her crutch. While the girls had been lashed to the table, their bottoms had been inaccessible -- and I do so enjoy a bottom! So I took the opportunity to let my tongue explore her sweet little rosebud before sweeping up, licking her pussy opening before touching her little clit. Clearly this caused Chloe a problem! The overriding fear of being fucked was still very real, but the sensations she was experiencing in all her erogenous zones was equally powerful. For some time I continued to lick and nibble her until she was getting wet again and beginning to relax. I looked up at Matron and whispered, "Matron, can you take her ankles, please? I need my hands free." At this, Chloe began to struggle again. I turned to Amy and said "Watch! Look at your friend's pussy as I fuck her!" I parted the lips of her cunt and presented my cock head to the entrance. My cock was still slick with Amy's juices and my own pre-cum. I ran the head up and down her gaping hole and then pushed. She squealed loudly but I continued the slow entry. Just as with Amy, there was fierce resistance from her flesh -- the pussy was incredibly tight as you would expect -- she hadn't even begun to explore it with her fingers, and Matron and I had not had much time to stretch it! I imagined it to be even tighter than Amy's, yet I knew this was purely psychological -- Amy was 13 but Chloe was only six months younger. It was just the thought -- a 12 year old about to take my cock fully into her pussy. The head of my cock had still not opened the ring of tight flesh at the entrance to her cunt, so I paused. She was sobbing and tensing, her pussy trying to clench itself closed. I paused, my cock twitching. Then I began again, and at last the muscles gave way and my head disappeared into her warm, tight cunt. Again I paused, feeling Chloe's attempts to draw back. Then I began again to push -- slowly, slowly the full length of her tight vagina swallowing my rigid cock. There was a loud yelp as I penetrated the hymen, so I paused once more. At last I felt I could begin to fuck her properly, so I withdrew a little, then pushed back, withdrew a little more and pushed back, all the time feeling the lubrication begin to flow again, as she began to relax. Slowly she began to respond, so I reached under and rubbed my nail over her tight little rosebud of an arsehole. She began to respond even more, and her sobs had turned to moans. "I'm going to have that arse" I thought. I forced my finger into her arse and began to finger fuck her bottom as I matched the strokes of my cock inside her cunt. She was now meeting my strokes and Matron sensed this and let go of her legs to remove the knickers from her mouth. I pulled Chloe's legs down and wrapped them round my waist, and now I could go as deep as her little cunt would allow me. I saw Amy watching my cock slide in and out, and I noticed that her hand had slipped down to her own pussy. Chloe was now very close, and was thrashing around, mouthing all kinds of things about what she was feeling. She screamed that she was coming and I knew that I couldn't hold back much longer. I still was aware of not hurting her, so I did my best to maintain the gentle thrusts even though my own cock was bursting with the need to come. With a final scream of lust, her legs gripping my waist, she came. And so did I! My spunk powered up her pussy and mixed with the copious juices that her own orgasm had produced as she came and came and came. At my shoulder Amy was panting as she brought herself off to another orgasm. When I gently eased my cock from Chloe's cunt, she sobbed and collapsed into Matron's arms. She cradled her and soothed her, stroking her hair and helping her come down from the mixture of pain and ecstasy. At last she helped her off the table, but had to hold her as she tremblingly tried to stand. We sat them on the sofa and allowed them to recover before they dressed and Matron took them back to their dorm. Matron moved the girls out of the four-bed dorm into a smaller two-bed one, ostensibly because of their disruptive behaviour, but it is actually so that we can make more trips to see them at night! This we have done, and they both take my cock much more easily - and with great enjoyment! Oh! And by the way! I did have that lovely arse -- but that's another story!