With the Headmaster's threats still lingering in your mind, and everything that has happened between you and Housemaster Michaelis, it's almost easy to forget that you're still a student here.
It's been difficult, juggling school work and the desires of the two men. Between sneaking to see Sebastian late at night, and being sore enough that it's hard to focus on things, studying for the exams you know you'll have to face before too long has become quite the task. Yet a quick eavesdrop seems to suggest that everyone in your dorm is also feeling the pressure, especially those who have been selected by the cricket team.
It's been made even worse by your recent mock exams, a test to see how prepared you all are. You're quietly confident about your results, but you know you'll be held to impossibly high standards…
That's why it's hardly a surprise that Housemaster Michaelis has insisted that each of his more 'mature' students attend a one-on-one meeting with him, to go through their individual results and see if there's anything that he can do to help them improve. You've all been summoned to the main dorm room, awaiting your appointments. While the boys all seem to be glad of the chance to explain their problems and subject weaknesses, you're personally feeling a bizarre combination of terrified and excited.
You already know that your meeting is going to go one of two ways. Either Housemaster Michaelis will praise your efforts and reward you, or he'll punish you in a way that'll leave you begging for him.
Truthfully, you're not sure which of those options you'd prefer at this point.
As the queue of people slowly thins out, you start to receive a lot of sympathetic looks. It's become common knowledge all throughout your house that you are Michaelis' favourite victim. Rumours have been spreading of how he forces you to work late in his office have spread like wildfire, and you've done nothing to extinguish the flames; it's better they think that anyway. The fact that you've not even been allowed to try out for the cricket team is more than enough evidence for them to be convinced that the Housemaster has it out for you. Some people have even suggested it's on the Headmaster's orders, given how often you've been called into his office in recent memory…
Finally, after hours of waiting, you are the only one left in the dorm; time for you to face the music.
As you approach the door, a wave of nostalgia hits you. This feels reminiscent of your first day here, when you'd knocked into Housemaster Michaelis on your way here. You were terrified then, keenly aware of drawing too much attention to yourself. That terror was ultimately founded of course, with it taking the man less than an hour to discover your true identity. Some days, you swear you can still feel the sting of his cane on your cheeks…
You knock on the office door, eager to be as polite as possible. 'Enter.' His voice sounds even today, his teacher facade still very much active. How long will it take to break that facade once he's alone with you?
Letting yourself in, you carefully close the door behind you, before taking a seat in front of the desk.
Housemaster Michaelis tuts. 'It seems that you have left your manners outside of my office. Did I give you permission to sit?' Well, so much for not irritating him.
You jump up immediately, but the damage is already done. 'I don't believe I instructed you to stand, either. I want you to come over here and kneel before me. Oh, and I wish to gaze upon your breasts too. I do so hate the idea of them confined so painfully when I could be enjoying them instead.' Almost without thinking, you rid yourself of your blazer, tie, and shirt, draping them neatly across the chair.
As you make a start on your bindings, you hesitate. 'Do you wish to look at them properly before I knee for you?' You've already made two mistakes so far; a third, and you know you'll earn a punishment.
Housemaster Michaelis smirks. 'It seems your manners have finally seen fit to join us. For that, I think it is time I reintroduced you to an old friend.' You rush to finish your bindings as he retrieves something from a drawer that makes a familiar metallic clink; this is one reunion you're excited to be a part of.
Travelling around his desk, you stand before him, excitedly eyeing the nipple clamps in his hands. Just the thought of them deliciously pinching your nipples has your mouth watering, and you wonder if Housemaster Michaelis would be disappointed if you bent over his desk rather than falling to your knees.
Noticing your hungry look, Housemaster Michaelis raises a brow. 'I had no idea this was a favourite toy of yours. Perhaps I should wait and see if you've earned it. Then again, as I shall be using you as little more than a sleeve for the most intimate part of me, perhaps I should allow you this one small treat. Turn around for me then, like a good little whore.' Ignoring the shiver travelling up your spine, you do as you're told, bracing your hands against the desk.
Michaelis doesn't like that, placing the clamps on the desk so he can yank both your wrists behind your back. 'Are you trying to tamper with my papers? My, but you are brazen. At least this is easily rectified.' Gathering both your wrists into one of his hands, the spare one searches for something else in his drawer. You keep your eyes forward, concerned that looking will make the punishment worse.
It's only when you feel cold metal against your wrists, and hear a distinctive snap, that you realise he's handcuffed you.
Housemaster Michaelis grabs the clamps and stands, his still-clothed chest pressing into you as he begins attaching the cold metal to your erect nipples. 'I think I shall put these on particularly tight today, for my own amusement, of course. Oh, but I do so enjoy this. I lamented having to come here at first. I do so despise children, noble brats in particular. They only seem to get worse with age. Noble women, however…' He licks the shell of your ear, before nipping at the lobe. 'In my experience, all noble women are so… virginal. Even the married ones act as if they have never felt the firm touch of a man. Yet give them a taste of pure sexual ecstasy, a single experience considered to be taboo, and they make better whores than the most seasoned of prostitutes. Perhaps that is what is meant when people say noble women are of good breeding.' He chuckles at his own joke, tugging at the clamps that are now firmly attached to you. You squeal in delight, and Housemaster Michaelis settles back in his chair, asking you to face him.
Unbuttoning his trousers, Michaelis releases his semi from his trousers, a mournful sigh leaving his lips. 'You see what countless hours of listening to noble young men does to me? To think I have a whore just in front of me that is begging to be filled, but I am unable to use her because just the thought of those annoying whelps is enough to dampen even my enthusiasm. That's why you're going to get on your knees and open wide. Oh, and a word to the wise, you might wish to ensure that I'm suitably lubricated. I shan't waste a drop more lubrication on your quim, now that I am satisfied you can take me. There are much better uses for it.' You don't waste time thinking about what he means, falling to your knees and presenting your mouth to him.
Grabbing a fistful of your hair, Housemaster Michaelis guides you to his crotch, and you take him in your mouth, a perverse sense of pleasure coming over you when he moans.
You make to start moving, to do as he's taught you, but Michaelis' firm grip holds you firm. 'You have misunderstood my demand, though it pleases me to know you are now more confident performing fellatio. It is a fact I will be sure to exploit in the future, but for now, your mouth is nothing but a warm and wet chamber for my erection.
'Now, as much as I would love to close my eyes and enjoy the sensation, you are still a student of mine. Now then, where did I leave your results?' With one hand still holding your head still, the Housemaster leans forward, forcing more of his rapidly-forming erection into your mouth while he retrieves a file.
You're about to gag when he finally leans back again, results in hand. 'So then, shall we see if you're still my prized pet, or do I need to call you in for more private study sessions?' When all you can offer is a few muffled words, the Housemaster continues. 'My, my. I am surprised. I was certain that your duties as my personal whore would have lead to a noticeable decline in the quality of your work, but I was mistaken, something I am loathe to admit. Mathematics, classical literature… you truly are an incredibly bright young woman. A pity that you aren't the man you pretend to be. A man with your intelligence would go far in this world. As it is, you know as well as I that you won't ever be able to put this education to good use. Your father may leave you the company, but we both know it shall be your husband who holds the real power. Do you think he shall ask for your opinion on how to run things, or shall he do it his own way, assuming his wife's head is filled with nothing but air and irrationality?' You can't answer that, and not only because your mouth is full. Maybe he's right… but if that's the case, why are you even still here?
Housemaster Michaelis chuckles. 'At least I know better. Oh, but how I wish I could capture this moment and send it to whatever noble fool your father forces on you. To prove to him that you are my whore, a vessel for every ounce of essence I produce. If even I need release, I need only seek you out, and you're always so willing and accepting. I have been thinking of things I could do to you on your final day here, when I will have no reason to keep your identity a secret. I think I shall tell you now, while I have your undivided attention.' A sharp tug on your hair encourages you to look Sebastian in the eyes, all pretence of him being your teacher finally lost as his voice becomes the seductive purr you have become accustomed to.
Pleased to have your attention, Sebastian continues. 'The obvious option would be ordering you onto your hands and knees at the entrance of the school, just as the noble men and women arrive to collect their spawn. Imagine the looks of surprise you'll receive from your peers, who never in their wildest dreams imagined that underneath your shy and intelligent demeanour lay a harlot in desperate need of a man. They'd all watch as I claimed you, begging me for a turn when I have had my fill. Little do they know that I shall never have my fill. Every taste of you leaves me wanting more, a thirst for you that I shall never quench burning my core. They'll all get bored of watching eventually, but I won't. I just keep going until you pass out, satisfied that I have taken all that I could.
'Then of course, we have options regarding the Headmaster. The most interesting involves me taking you from behind over his desk as he watches, wishing he could take my place. Maybe I'll let him have your mouth as a peace offering. I think you would enjoy that. You have become so liberated of late, I'm certain the idea of allow two men to take their pleasure simultaneously is something you'd be curious to try. Alas, you are mine, and I am not fond of sharing. Still, maybe if you were to beg, then for that single occasion, I would allow it.
'Admittedly, my favourite option doesn't involve a grand public display, though I fear the contents are similar to the scenario I already described. It involves me constantly filling you for days on end, barely leaving your body alone, so that by the time you leave here you'll be leaking with my release for days after the fact. Each time you shift, more of me will pool in your underthings, and you'll be reminded who you belong to. No matter what happens next, I am the one that claimed you first, and I will see to it that you ever forget it.' You're drooling around his length now, jaw straining with effort as saliva drips from your chin. The worst part is, there's another part of you dripping almost as much, wishing it was aching from the effort of having Sebastian's firm cock nestled inside of it…
Without warning, Sebastian forces you off, watching with delight as your half-naked body falls to the floor. 'Good girl. You've such a talented mouth. I feel more than ready to use you to your full extent now.' He leaves his chair, and you remain on the floor as he heads to his door, locking it with a click.
Returning to you immediately, Sebastian's eyes drink you in greedily. 'Oh yes, talented indeed. I haven't the time nor the patience to take you to by bed, so I'll be using you here today. Is that acceptable?' It's a hypothetical question, as it always is; you're not expected to say no.
So you lick your lips, eyes staring at his erection, the shaft covered in your spit. 'I think I did a good job of lubricating you, sir. If we waste time, I won't get to benefit from it. Even if I am dripping wet for you, wasn't it you that told me every little helps?' You barely recognise your own voice any more, lust permeating your mind. Is this what he meant when he spoke of corruption?
Chuckling, Sebastian manhandles you to your feet, teasing with the nipple clamps as he stares into your eyes. 'Just for that, I shall see to it that you reach climax today. I should tell you though that it is not that hole that shall require the extra assistance. After all, how am I to truly purge you of that dreadful Headmaster if I do not take all that he himself attempted to claim? I can tell you know that his fingers shall pale in comparison to what I'm about to do to your remaining unclaimed hole. Bend over for me, whore.' Your heart begins to beat rapidly. He intends to do that now? With only your spit easing his passage? You feel faint.
Still, you settle into position, but your mouth babbles before you can stop it. 'Please sir, I'll do whatever you ask in exchange if you use proper lubricant.' In your experience, begging with him does nothing, but you can't just let this happen!
Roughly yanking your trousers and underwear down to your knees, Sebastian gives your rear a harsh smack. 'For such a bright girl, you seem to lack basic listening still. It is only your quim that shall be bereft of extra lubrication. This tight little treasure...' He inserts the tip of one of his fingers in, making you squeal. '… Will require preparation before I can abuse it. As your current run of good behaviour has me feeling generous however, I shall exploit all forms of lubrication available to me.' You feel his tip rub against the dampness between your legs, and sigh in relief; he had you concerned for a moment there.
You expect Sebastian to look in his drawer for the lubricant, so it surprises you when you hear him opening the bottle behind you, some stray fluid dripping onto your bare flesh before you feel something solid press against your rear.
Relaxing as much as you can, you sigh as you feel a finger slip inside of you, wishing your hands were free so you could brace yourself on the table.
Sebastian's free hand grips your rear forcefully, kneading the firm flesh. 'There's my good whore. It's as if each part of your lustful flesh is eager to submit to my will. Tell me, do you truly wish to know the sensation of having two men inside you?' You nod enthusiastically, too focused on his finger to speak. 'I knew it. I have truly moulded you into a creature of pure sin. This shall be my final boon to you this day, but know that I shall soon collect repayment for all that I have given.' You don't know what that means, and you don't care to; right now, all you want is the climax he promised you, and you're not going to achieve it like this.
Mercifully, the hand on your rear comes down to slide into your vacant hole, a second finger dutifully joining its twin in preparing the last of your virginities for Sebastian to claim.
You moan load and low, before becoming aware of your situation. If anyone were to walk past…
You've two fingers in each hole now, both hands working in tandem with each other. 'Make all the noise you want. There is nobody outside. If I hear someone, I'll tell you, but for now, just focus on me, and how soon you shall have my seed dripping from both of your welcoming holes.' You cry out again, not caring if he is telling the truth or not; you can't help yourself.
To your great disappointment, Sebastian removes both of his hands after a few more thrusts. You're about to complain, until you hear the bottle again, followed by something much colder and harder than his fingers, as well as being far bigger. You begin to gasp as the object penetrates you deeper and deeper, before finally setting, leaving you feeling full.
Satisfied with his handiwork, Sebastian slaps your rear again. 'Perfect. While it's not quite so big as I am, I have no doubt it is bigger than the Headmaster. You are of course free to fantasise that it is him filling your untried anus. It shall only serve to make my utter domination of you complete, once I demonstrate how pitiful is is compared to the real thing.
'Speaking of which…' He grips your hips, lining up his erection. 'I think it's about time you are reminded of exactly how much your tiny little hole will have to take.' He slams into you without further warning, and you cry out, completely at his mercy as he takes you.
You can't stop moaning and writhing beneath him, each thrust bringing with a wave of sensations. You've never felt this full before, stuffed in both holes like this. The intrusion in your rear somehow makes Sebastian feel even larger than he already is.
The nipple clamps tease and tug you each time your body moves, to the point where you try to raise your torso, only for one of Sebastian's hands to force you back down. 'Do not fight against your pleasure. Submit to it. Prove to me that my silence is still worthwhile.' Reluctantly, you give in, allowing your breasts to once again be tortured in the most delightful way.
As a reward for your submission, Sebastian's hand leaves your back, sliding underneath you to tease at your clit.
Your reaction is immediate; you scream his name without a thought as you tense around him, body shaking as your climax hits you with a violent intensity.
Satisfied, Sebastian allows himself to finish, empting himself inside of you for what feels like forever, his thrusts still brutal as he squeezes out the last drops of pleasure.
When he finally pulls out, you can feel the evidence trickling down your thighs, and you're about to ask what he wants with you now when Sebastian walks around the desk, his softening erection still the only part of him on display. 'Tell me, is this adequate extra lubrication, or shall I empty myself in you once again? Or perhaps twice?' He can… He's bluffing, surely?
You pant hard, calling his bluff. 'Once… once more… but only if… right now.' There's no way he can do that. You're certain you've heard the boys in the dorm speak of recovery time. You've finally found a way to get one over on him!
You swallow thickly as his erection steadily returns, his tip already weeping with need.
Sebastian chuckles as he walks back behind you, thrusting back in with a single smooth motion. 'And you were doing so well. Did you truly think to challenge me? One thing you need to understand if you are to continue life as my whore is that when I say I am insatiable, I mean it. Once I am suitably aroused, we are not finished until I have decided it is enough.' He fucks you harder than before, your whole body aching as he begins to use it as if it were an object. 'If I wish to fill you fifty times, I shall fill you fifty one times, and make you thank me for it. I have been lenient thus far because of your inexperience, but now you are a woman in every sense of the word. From now on, expect a meeting like this one to last for hours, because if you are not defiled to my liking, you shan't be leaving until you are.' He climaxes without warning, and sure enough, you feel him spilling inside of you again, this load no smaller than the last.
Panting, you try to forms words, almost dizzy after what just transpired. 'I won't doubt you again, sir. Please, claim my last virginity. Make me forget the Headmaster once and for all.' You get a feeling the man himself won't let you forget, but you'd like to…
Sebastian chuckles once again, slipping himself out and removing the object, leaving you feeling empty. 'Oh, but I intend to. Would you like to climax again, whore? I can make you, but only if you'll grant me a request when I am finished with you.' After that little stunt, it's an easy answer, especially with your body sill aching for him.
You wriggle back against him the best you can manage, presenting yourself. 'Please make me climax again. I need it.'
Sebastian applies another generous helping of lubricant before bracing his tip at your entrance, smearing it all over your hole. 'Very well.' He gently eases himself inside you inch-by-inch, allow you to adjust to the intrusion as he begins to bottom out.
When he's finally fully seated inside of you, you sigh in relief and satisfaction; he was right. No object could even come close to having him inside of you like his, erection straining with effort as he tries to let you adjust to him.
Finally, the temptation is too much; Sebastian steadily withdraws before thrusting back in, keeping an easy and casual pace as he lets you get accustomed to him. You begin to moan as he sticks his thumb inside you, fingers coming up to rub against your clit as his thumb begins searching for a sweet spot.
You cry out when he brushes against you in just the right way, and you swear you and hear the smirk you know is gracing his lips as he begins to hit the spot over and over again, your teeth grinding against each other as your body begins to heat up. Your nipples are painful at this point, the stimulation far too much. You know they'll ache for days, that every part of you will ache for days, but you don't care; it's hard to care about anything when Sebastian uses your body like this.
The speed of Sebastian's teasing increases in time with his thrusts, and it doesn't take long for you to reach the climax you were promised, your body tensing around him as you see stars for a second time.
His promise delivered, Sebastian withdraws his hand so he can focus more on his own pleasure, his nails digging into your hips as he once again speeds up. For your part, you just lay there and let him, enjoying the new sensations to the best of your ability. It's such a strange fullness, allowing him to take you like this. It's something you won't forget in a hurry, but you suspect Sebastian will be all-too willing to remind you.
Sebastian leans over you, bringing his mouth to your ear. 'I knew you would take me well. You are so perfectly trained, how could you not? I have taught you how to listen to your body and its desires, and you have learnt well. Though I do believe a change in dynamic is important. While I have no issues with you screaming my name in the throws of passion, from now on I am no longer 'sir' in private, but rather I am your master. Do you understand?' It's hard to understand anything with such a pressing distraction, but this time…
He thrusts particularly hard, and you cry out. 'Yes, master!' Sebastian smacks your cheek once more before emptying himself into his, the feeling of him filling this particular hole different, but not unpleasant.
Finally satisfied, Sebastian pull out, and you pant heavily, wondering how long he'll leave you like this.
You get your answer when you hear your cuffs being unlocked, the cold metal taken away so that your arms are finally free.
Despite how much effort he put in, Sebastian doesn't sound even slightly out of breath. 'Turn around and face me. I need to remove your clamps before they cause any damage.' Using your arms to help push your body up, you stand, and turn to look at Sebastian, who is once again immaculately dressed. He removes the clamps one after the other, softly kissing your nipples in silent apology.
When he's finished, Sebastian looks you over. 'Beautiful. A true vision of sin. A gifted woman in all the ways that count. I meant what I said earlier, you know? Your mind could take you far, but your body...' He licks his lips. 'You owe me a favour, and here it is; rest a while in my bed, completely nude. It brings me great satisfaction, knowing that my claim is safe for a while. You may leave your clothes with me here, and I shall see to it that they are clean for when you wake. I shall even bring you food, if you do not succumb to the siren call of sleep.' That's his favour? He wants you to sleep in his bed?
You're not about to argue, you bed down to remove your shoes and socks before stepping out of your trousers and underwear, now wearing nothing but flushed skin and your combined fluids. 'Of course, master. I think I need sleep after that. Are you truly satisfied that I am progressing well?'
Sebastian smirks. 'Oh, but you are progressing perfectly. That is why rest is so important. Sleep will do much to ensure success.' He makes a fair point; rest is important to the mind.
Too tired to argue further, you make your way into the Housemaster's bed, trying to ignore the soreness as you drift off into an easy sleep.
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The shadows are back again, but this time, they seem to have increased in number.
You can sense them as they circle your nude body, crimson eyes piercing straight into your soul as your body is caressed by them, feather-light touches ghosting over every inch.
A set of dazzling white teeth appear under the eyes, as sharp as that of a wild predator. 'You are progressing well,' a voice tells you, before two shadowy hands trail up your body. 'I shall soon have what I want.' The hands cover your breasts, and they begin to feel hot, burning underneath your skin.
With the hands holding you so tightly, all you can do is scream.
