Despite the Headmaster's orders, you don't seek your Housemaster again that day.
It would be far too suspicious, breaking your routine like that. If word got out that you'd had a meeting with the Headmaster the day you broke the routine… well, Michaelis is many things, but he's not stupid. While he'll know that you met with the head, he won't think anything of it if you don't make anything of it. It's a simple plan, one that seems to be working…
It's been three days now, and Housemaster Michaelis has yet to call you out on it.
You're beginning to grow restless though. How long are you supposed to leave it? You'd usually go a week, but with the Headmaster's threats over your head, you should go sooner. But how soon is too soon? You could probably get away with five days, if you told Michaelis you're desperate for his touch. Yeah, that might work. Appeal to his ego, watch the man turn to mush in your hands.
Since when did you get so devious?
For now, the closest you're willing to get to the man is where you are now; sat in the dorm room outside his office, reading through materials for your upcoming exams. You're currently alone here; the younger students all have classes, while your peers are busy trying out for the house cricket team. This year's showing is about as promising as ever; you're certain you've seen corpses bowl better than your house team. Still, it has to be done, for appearances if nothing else…
With that being the case, technically you're probably quite far from your Housemaster; no doubt he's watching over the proceedings there. Still, it excites you to no end, thinking he could be in his study right now, pleasuring himself to thoughts of what he'd done to you.
As if he'd ever do that; why pleasure himself when he has you totally at his mercy? He could come to you at any time and any place, take you into some dark and secluded corner, force you onto your knees, and remind you exactly what fellatio is…
Why do you have to be thinking about this now?! How are you supposed to focus on History when all you can think about are future encounters with a man so hot it's hard to believe he even exists… and what of Headmaster? Will he continue to expect things as indicated? Imagine if Housemaster Michaelis found out about it, and when he confronted the Headmaster, both men decided to punish you by taking you at the same time, one in your mouth and one in your…
You slam your book shut, your cheeks crimson. This really isn't the time to be thinking of such things! To imagine being taken by one man is already too much, but the thought of two men both taking pleasure from your body at the same time… you should put you books away, and take an ice cold shower before the others return from cricket practice.
Now moving with haste, you rush over to a nearby shelf to replace a book you'd borrowed from it.
The moment the book hits the shelf, you find yourself pinned to it by another body.
A low voice grows in your ear. 'My my, what do we have here? Have you been study hard? Fully focused on… history?' He must have noticed the book still touching your fingers, but the way he said it… it's as if he knows your mind has been wandering.
Before you can answer, Housemaster Michaelis' hands grip your sides firmly, pulling you against him. 'Why don't we discuss this in my office? Or would you prefer my bedroom? Or we could always talk here and now, but somehow I doubt you'd appreciate that when you find out what I have in store for you.' It's like the man can read minds. Looks like you'll be on your knees today after all…
Taking a deep breath, you subtly grind yourself against his crotch, smiling as you feel something familiar stirring within the confines of his trousers. 'Your bedroom, Sir? But it's still early. What could you possibly want with me there?' Is he going to say it? Going to tease you with the knowledge of what he's planning?
Housemaster Michaelis sighs. 'Silly girl. If you're still asking that, my lessons haven't affected you at all, have they? Fear not though, for I think I have a way of making them… sink in, shall we say? Come, follow me to my room. I'd like to pick through this perfectly innocent brain of yours.' You have precious little innocence left now, but you're not about to argue; instead, you wordlessly follow Housemaster Michaelis to his room the moment the man realises you from his grip.
As you walk a few paces behind him, your mind begins to race. Why does he need you right now? Is this going to be about the Headmaster? What does he mean by making his lessons 'sink in'? What if your deal with the strange older man has already been discovered?
You enter Housemaster Michaelis' room, and immediately hear the lock click shut.
Before you have time to say anything, the housemaster is on you, his slender hands unbuttoning and removing your uniform jacket with ease. 'I hear you had a meeting with the Headmaster the other day. Does he suspect us?' He doesn't just suspect; he knows everything. Still, what the housemaster doesn't know…
You shake your head as you feel your shirt buttons opening one by one. 'No, sir. He was concerned that I was here for a reason other than study, but I think I put his mind at ease. I didn't mention you at all.' Well, time to see if you actually can tell a convincing lie.
Michaelis hums. 'I see. Well, he was quite correct. I know you're here for more than just study. You're here as my perfect little whore, aren't you? Don't try to deny that. Most women in your position would have fallen on their sword and left, education be damned. At the very least, they would be reluctant to engage in such activities. Not you though. Every time I've told you to jump, you've asked how high. Every time I've made a demand of you, you've fulfilled it with little hesitation. Every time I touch you, your body responds perfectly, from your wicked moans to your delightfully wet quim. Oh, but it's been so difficult for me to hold back with you like this. I'm not one to deny myself you see; when I see something I want, I take it.' He nips your ear roughly before removing your shirt too, leaving your breasts covered only by bindings.
The housemaster sighs. 'Alas, I am but a man, as they say. I can only resist temptation for so long…' he runs his hands up your bare arms, making you shiver. 'I could smell it, you know? The scent of your lust weighed heavy on the afternoon breeze. Tell me, what were you thinking of that got you into such a state? Perhaps we can see about making it a reality…' you doubt that very much. Maybe you should lie? Will he be angry if you tell him the truth?
You take a deep breath; you've lied once already, you won't get away with it a second time. 'I was… I was thinking of you, sir, and the Headmaster. What it would be like to have one of you in my mouth while the other… ahhh!' Without warning, Housemaster Michaelis' hand slips inside your trousers and gives your clit a firm pinch.
A low chuckle rumbles in the housemaster's chest. 'How delightful. Still a virgin, yet already dreaming of such sordid imagery. While I'm far too possessive to ever share you like that, the mere fact that you're thinking of it…' he hums thoughtfully before sighing. 'I'm afraid I can't let this go on any longer. I won't allow another man to come along and steal you from me. I have cultivated you so carefully, preparing you so that you may learn what it truly is to be a woman. While an afternoon tryst isn't what I'd had planned, well, consider this a punishment. By the time you leave this room, I shall have deflowered you so completely that you'll be able to feel me inside of you for the rest of your life. Any other man you take shall pale in comparison to me. You'll crave me like a addict craves opium, willing to do anything I ask for just one more hit. Oh, but I'll give you more. I'll give you hit after hit until there is nothing else but the sweet, sweet ecstasy I can bring you. I'll have you as my whore until the end of your days, that much I promise.
'Now, do you want to be on your knees or on your back? I'd rather have you on your knees like a bitch in heat, but as this is your first time fucking, I'll let you choose.' He slides two fingers into you, and you almost come undone there and then. Goodness knows how you'll be by the time he's done with you…
You relax your chest back into him, panting wildly. 'I don't… mind… anything…' His fingers are rubbing you in all the rights ways, touching you in ways those 'toys' of his could only dream of. His words almost haven't sunk it yet. He plans to bed you right now? If he'd only apply more pressure to your clit, you'd let him do anything he wants; his teasing is unbearable.
With his free hand, the housemaster manages to free your breasts from their binding, before grabbing one roughly, pinching a nipple with so much force you're concerned he'll tear it off. You can't deny the jolt of pleasure it sends between your legs though, and you cry out, a throaty moan filling the room.
Then, just as suddenly as they'd entered, his fingers disappear, leaving you bereft of any pleasure.
You're about to complain, when the housemaster pushes you onto the bed, his hand on your back keeping your torso flush with his duvet.
His voice is less composed than before, almost menacing. 'Don't. Move. An. Inch. If I notice any movement, I'll cane you. Don't test me.' You have no reason to believe he doesn't mean that; he's not one for empty threats in your experience. Still, after all the enjoyment you got out of his very first punishment…
You don't move, but you speak, smiling to yourself as you feel your shoes and socks being removed. 'If I stay still, maybe you should spank me. Teach me a lesson for being such a teacher's pet?' You doubt he'll do that; he seems far too focused on something much more intimate.
That focus doesn't stop him pulling your trousers and underwear down simultaneously, before delivering a sharp bite to one of your ass cheeks.
You cry out in surprise, trying desperately to keep still as your housemaster growls at you again. 'Minx. Whore. Trying to distract me from my goals. I didn't bring you into my den only to give you a few sharp smacks; I could do that anywhere. Perhaps next time I'll forgo any kind of curtesy and thrust myself into you against the bookcase next time. It's not as if anyone would interrupt us, not with the cricket on. Honestly, we English gentlemen seem to obsess over tea and cricket, while we take our women to bed fully-clothed and utterly ignore any kind of carnal desires outside of procreation. If only every man in England had someone like you, I bet cricket would cease to exist in the space of a fortnight. Such soft skin, such fine breasts, such a plump rear…' he pulls your trousers and underwear off the rest of the way, leaving you completely bare. '… and so very eager.' With that, you feel him angle your body slightly before he slides his tongue straight into you.
You grip the sheets, still trying not to move. He works his tongue in and out of you with finesse, lapping up every last drop of your arousal with ease. One of his hands moves to caress your clit, and you feel your brain clouding over with sheer bliss.
Once again, before you get anywhere, he stops.
As he withdraws, you hear him stand, followed by him shuffling with his trousers. 'Hands and knees, now. Spread yourself wide open for me so I can claim what's mine.' Your body moves automatically, frantically hoping he'll deliver on his promise of pleasure while trying to ignore the apprehension bubbling away in your brain. Will this hurt? Will you bleed? What if you hate it? All these questions are about to be answered…
… you can't wait.
You might have to for a moment though; you can hear the housemaster rummaging through a drawer behind you.
Before you can ask, you get an answer. 'As dripping with sin as you are, this is still your first time with a man. It would be careless of me to assume that natural lubrication will be enough. Until you're more accustomed to me and my desires, I shall be using the same fluid I coat my little wooden friends with. It should make you feel more comfortable. That said, while I won't deny that I don't intend to hold back just because of your inexperience, if you ever find something truly unbearable, speak up immediately. I've no plans to harm you unintentionally. After all, it would be a shame to break my toy the moment I've taken it out of its box.' That's… oddly reassuring. You think…
You nod. 'I will. Will this… is this going to hurt, sir?' The question leaves your lips before you can stop it; you only hope it's not spoilt the mood.
You hear another chuckle, followed by the sound of lubrication being applied to your housemaster's erection. 'If it does, then I've failed to arouse you enough, and it shall be I who deserves a punishment. Oh, and one more thing; you can drop the formalities. I prefer women to scream my given name when I'm inside them. It's Sebastian, by the way. It's a name I barely tolerate at times, but it shall be such sweet music coming from your lips. Come now, cry out for me when I take you. Lose yourself in me, and let me teach you things about yourself you've only ever dreamed of knowing…' you can feel him pressing against you now, a single moment away from being the first man to ever slide himself inside of you. You can already taste his name on your lips as your eyes fall closed. Sebastian, Sebastian, Sebastian…
'Housemaster Michaelis?'
Your eyes snap open; who said that?!
The voice calls out again, and there's a knock at the door. 'Please, sir, are you in there? I have an urgent message from the Headmaster.' Is that… it is, isn't it?! The errand boy you keep running into! And now he's here, thoroughly ruining the moment.
Housemaster Michaelis stands, but not before whispering 'grab your things and hide under the bed. Quickly now.' Not wanting to get caught, you grab everything in record time as Housemaster Michaelis covers his erection once more, careful to tuck it in such a way that it doesn't look obvious.
You scurry under the bed just as he opens the door. 'What do you think you're doing boy, coming to my private quarters like this? I should give you a lashing!'
The boy's voice is timid now. 'B-but sir, we need you. The Headmaster told me I was to fetch you immediately. It's the house team, sir. We're just no good you see, and the Headmaster thought that having you there might increase moral. I'm so sorry if I've disturbed you.' You'd feel sorry for the lad for catching Sebas- Housemaster Michaelis' ire, had he not just ended your rendezvous so spectacularly. Then again, was having sex with your housemaster in the middle of the day really a good idea to begin with? Maybe this is a sign…
If it is, then the aching feeling between your legs is an even bigger one.
Housemaster Michaelis' tone softens. 'I'm sorry. I've been suffering from a touch of heatstroke is all. I'll come with you now.' His voice gets slightly louder. 'Speaking of suffering, remind me to keep an eye out for the house deviant while we're out and about. They'll probably only crawl out of the woodwork when I'm gone, but if I do manage to find them, I should like them to visit me this evening. I still have a lot of paperwork, and they were such a great help last time.' So he wants you to wait until he's gone, and come back later? You can do that…
The boy sounds confused. 'Er, Alright, sir. But you be careful. I heard the Headmaster had a word with him the other day. Something about suspicious people in the school. You don't think he's hiding something, do you?' Shit. Well, technically what you said could encompass that, so you could easily wriggle your way out of this if you're accused of lying…
For the last time until this evening knowing his sense of humour, the housemaster chuckles. 'Oh, but aren't we all? Come now, let us away to the cricket field. We shall have a winning team yet!' You hear the door close behind him, and breathe a quiet sigh of relief; you weren't discovered.
Now you just have to leave here without being seen.
Thank God for cricket.
But God damn the interruption.