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Lessons 101 (Jack Stalker x Bloodflower)

Jack Stalker

Jack Stalker

Star
Joined
Dec 26, 2011
Lessons 101​

Frank Grant was a tough and strict headmaster who brought a strong sense of discipline to the school he worked in. It was a sense of discipline and obedience which had made it one of the most respected and sought after locations for parents to send their sons and daughters to. From the age of sixteen onwards students could receive the attention they deserved and the education they needed, at the exclusive Trachtenberg Academy for gifted students. That was why he was able to get away with such depraved acts of debauchery, in truth he was so respected and trusted as the head of the Academy that he could have raped a sixteen year old student in front of her parents. Raped her senseless and they would likely have blamed their little girl, for being a cock teasing little whore who deserved every inch of the foot long cock he used to destroy her holes.

He had not gone that far yet, but he was having fun nonetheless. He had been watching Michelle Berger closely since she had started at the academy and now his contacts and scrutiny had paid off. She had been caught red handed with enough coke to destroy her school career and ruin her young life. Her parents may well have disowned her and left her a destitute waif on the streets, selling her tight young cunt for whatever she could get for it. Instead he had persuaded her that as long as she followed his instructions she would never have to worry about her parents finding out about their little girls transgressions with drugs. All she had to do was take his cock wherever he wanted and whenever he wanted.

Today he was going to find out if she would make good on the deal that he had presented her with. If not he would fuck up her life without a second thought. As it was he had struck gold! Michelle was easily the fittest and horniest looking girl in school, ft as fuck and with the stunning looks and perfect legs that got him hard just thinking about her, let alone sitting with her in the same room. Everything about her screamed sex, from her lips to her eyes, down her tight young frame to her taut ass and her perfectly proportioned thighs, calves and legs, ending in fuck me heels which topped off the official school uniform which was every schoolgirl fetishists dream.

He knew that her parents would be picking her up after school today, well, at least they would be sending a car for her. So he made sure that he had arranged his schedule so that he would be able to have a few words with her before she headed home. It also made him smirk to think that she might well have been sitting in class the whole day long, squirming and thinking about what was going to happen to her… maybe she was thinking that he had forgotten about her? Maybe she was thinking that she was going to get away with it, without having to pay up for being a rules abusing little slut who dressed like a whore, blew more money than most people earned in a week on recreational coke, plus looked too hot to spend one more day free from his throbbing cock and hungry tongue.

As the end of the school day approached he headed to her class and stepped inside to speak to her tutor, a Miss Winthrop. Old as the trees and partially deaf in one ear. He gave up trying to get her to understand and instead turned his attention to the class, picking out Michelle with a glance. "Miss Berger. You are required to go to my office, immediately." he told her with a cold stare that shielded the growing lust in his body. "The rest of you continue with..." he paused to check the board. "Chapter six. You'll be back in time to get your homework issued to you, don't you worry my young girl." he told Michelle, waiting at the door for her to comply with his instructions as he idly swished the cane he carried with him behind his back. His huge cock felt like it was going to rip through his pants and his eyes must have raped her a dozen times since he had entered the room, he was grateful that most of the class feared him enough to bury their attention in books and blackboard.
 
Although she was physically present inside of the classroom, Michelle's mind couldn't have been any further away from Miss Winthrop's coma inducing lesson or chapter six. Ever since she'd been caught in possession of cocaine and had that extremely uncomfortable talk with the headmaster - during which she'd been imposed some very unusual conditions in order to keep the whole thing from going public - it was pretty much all that she could think about. It all still seemed very surreal, sort of like a bad dream that she could wake up from at any moment, but deep down Michelle knew that it was unfortunately not the case. Nevertheless, it was hard to picture Mr. Grant as some sort of pervert or sexual predator. She'd always thought that there was a certain something off about him, but she'd viewed him more as an excessively strict hard-ass more than anything else.

This whole thing was probably just his twisted idea of teaching her a lesson, Michelle kept trying to convince herself. He wasn't really going to hold her to her word about having sex with him or any of that other nonsense. That's what her brain wanted to believe, but it still didn't get rid of that knot in the pit of her stomach or that subtle feeling of inevitability about everything.

Michelle kept cursing herself for having been stupid enough to forget the small bag of coke in the coat which she wore to school. She didn't really regret what she'd done, but she did greatly regret getting caught. After all, it wasn't her fault that she was bored and wanted to try something new, was it? She'd already had everything that she'd ever wanted and was legally allowed to have ever since she was little, so it was only natural to want to try the few things that she hadn't been allowed to have. Still, Michelle knew that the truth wasn't going to win her any favors with Mr. Grant, so the simple and obvious solution was to lie. She would swear on her life that she was sorry and that she would never do it again while looking at him with her perfectly mastered sad puppy dog eyes - maybe even throw in some tears for added realism - and that would be the end of it.

It was almost a relief when he came to get her in class. At least she wouldn't be stuck sitting there in dreadful anticipation anymore. Keeping up appearances in front of her peers, Michelle casually packed her books into her thousand dollar Louis Vuitton tote bag and exited the classroom as if it was no big deal. After all, she was the queen of Trachtenberg Academy and her daddy was a very rich and powerful man; nothing was supposed to phase her. The very subtle menace in Mr. Grant's voice did worry her a bit, however, even if she didn't let it show. Not to mention the way that he was glaring at her.

Regardless, Michelle had to behave and play her cards perfectly if she wanted to prevent her life from falling into shambles, so she obediently followed the man back to his office. She even made sure to hike her already short skirt up just a tad higher and to undo the top button of her shirt so that her pink bra was just barely visible, hoping that looking sexy would help her worm herself out of the situation like it usually did.

"Thank you so much for keeping this between us, Mr. Grant, you really don't know how much I appreciate it or how sorry I am!" Michelle immediately exclaimed as soon as they entered the headmaster's office and shut the door behind them. She clasped her hands together and called on her acting skills to look as sad and apologetic as humanly possible, which was pretty much always a foolproof method for her to get out of a bind. "I really learned my lesson and I swear to you that I won't let anything like this ever happen again. I wouldn't want to do anything to tarnish the school's reputation - or yours." Michelle's eyes were watering up by that point as she was seemingly on the verge of crying, which she could of course force herself to do whenever she wanted to. She was quite satisfied with her efforts, believing that no man could possibly resist her or stay upset with her when she was playing the role of the innocent and adorable little girl.
 
As the clicks of her heels carried Michelle into his office, Headmaster Grant hung back, his gaze stroking up every inch of her legs from the tip of her spikes to the hem of her short skirt. His slow deliberate movements brought him into the office behind her, after having travelled through his vacant secretary's space. The outer door had been closed and now that they were within his spacious office he closed that door as well. A resounding click echoing through the large room as he locked it, slipping the key into his pocket. He then walked around her and headed down the long room, his own footsteps echoing on the wooden floorboards as he approached the large sprawling desk at the end, the leather chair behind it framed by the bay window which opened out onto the school quad, safe behind mirrored glass which allowed him to spy on his students while they in turn would be wondering if he was really 'up there' looking down on them.

Achievements and awards lined the walls and skirted the conversation pit with the small table and large monitor screen as he made his way there. Awards which were even more testament to his brilliant work with the school and the good work that students could achieve when pushed.

His cock was rigid as steel and his thoughts were only of Michelle as he stopped at the desk to turn around, sitting back against the edge of it he slapped down the cane he had been carrying and slipped out of the robe he had been casually wearing over his dark grey suit, loosening his tie as he spoke. He looked her up and down, noting the subtle way she had let her skirt ride up a little more than usual, that and the hint of pink bra showing through the gap in her blouse. "Right Michelle, let's get down to business shall we. Don't call me Mr Grant, you haven't earned that privilege yet. Call me Headmaster, like everyone else, you insolent young slut. I should let you know that I've already contacted your parents about an incident that you were involved with, they should be calling in to see me after school finishes in an hours time." he explained to her with a curl of a smile on his lips. "When they arrive will be when they learn one of two things. The first? How their innocent and sweet little girl helped to locate an illegal cocaine stash and is being give a school award, for diligence in the ever ongoing war against drugs. The second, of course, is how their cock teasing little whore of a daughter was caught red handed with enough coke to ruin not only her school career, but the reputation of her powerful father... likely he would have no choice in the current climate but to disown you as a whore who is no longer a part of his family." he grinned now, watching her reaction.

"Not to mention your wanton disregard for school uniform policy, not much to compare to your drug supplying I grant you, but still... we must adhere to the rules otherwise where would we be?" he asked seriously. He noticed the tears welling up in her eyes and gave her a sympathetic and understanding look. Of course having been headmaster for several years he had dealt with hundreds of students in similar circumstances of rule breaking. Her acting was quite good, but nothing he had not seen before. "Come now Michelle, you must know that false tears cannot buy your way out of this situation, but fortunately, unlike the other girls, you have something which you can use. Your flesh." he smiled warmly at her as he slipped off his jacket, his shirt revealing the outline of a muscular torso, kept in shape by his weekly gym sessions here at the school itself.

"First lets get rid of that illegal bra you're wearing. Come along Michelle, you don't have a lot of time to sway my opinion to turn you from drug addicted slut to heroine of the hour. I've had my eye on you for a long while, I'm going to enjoy this." he growled at her suddenly, crossing the distance to where she was standing he reached out to slip a hand into her blouse, letting his fingers trace the edge of the pink bra and then slide onto her chest and up her slender throat until his fingers were clamped around it, lifting her up until she would be perched on the tips of her toes. "Take off your jacket, then your blouse, hop to it you dirty little slut, time is marching on." he told her with a stern lust fuelled rumble from his throat as his other hand slid down her body, shifting her skirt up so as to ease between her thighs and stroke at her panty covered cunt with his fingers.

His dextrous digits began feeling the heat of her flesh through the material, as he stroked around the edges of her cunt flaps as he stared into her eyes. His powerful hand still grasping her delicate throat as he intensified the abuse of her young flesh, two fingers rolling back and forth alternating their journey up and down the folds of her cunny as he shoved the flimsy garment aside and began to stroke at her warm exposed flesh, teasing the lips of her cunt with his fingertips as he leaned in close to her, almost touching her lips with his own.
 
Fuck. Fuck, fuck, fuck, fuck, fuck! That was the only word going through Michelle's head as Grant pretty much brushed aside all of her efforts to gain his sympathy. She was also fuming about the disrespectful way in which he was speaking to her, but what the hell could she do about it but shut up and take it? Still, that was nothing compared to what the headmaster told her about having called her parents to the school later than night. The bastard was more devious than she could have ever imagined, and he knew exactly how to back her up into a corner so that she had no choice but to do as he pleased.

Michelle's nostrils flared with anger which she was barely able to contain and her heart began pounding hard behind her chest. She felt constricted, as if it was getting harder to breathe with the threat of her whole life being ruined looming over her head. There was no doubt in her mind that her father would indeed disown her just like Grant had guessed and that she'd never see a single penny of her inheritance. He'd probably beat her until her ass was a brighter shade of red than the Ferrari sitting in their garage before throwing her out on the street, too. As much as Michelle hated to admit it, Grant's offer, if it could even be called as such, was the lesser of two evils.

Her shoulders dropped and a wave of hopelessness washed over her as she watched Grant take off his jacket and reveal the shape of a shockingly fit body that one would expect to see from a professional athlete or something, not the school's disciplinary headmaster. At least it wasn't going to be some old, fat and bald guy taking advantage of her, Michelle attempted to console herself without much success.

When he commanded her to remove her bra, she started to cry. Real tears this time; tears of frustration about the fact that she was helpless to do anything. Michelle contorted her arms somewhat and slid them under the back of her shirt reluctantly to unhook her bra clasp, but before she could finish, Grant was already upon her. She let out a sharp squeal as the man's large hand wrapped itself around her slender throat, feeling herself being lifted up until she could barely struggle to touch the ground with the tip of her black stilettos.

"W-wait!" Michelle stammered desperately, pulling her hands back out from under her shirt and grabbing the man's arm with both of them, trying in vain to make him let go. She'd actually managed to almost get the bra clasp almost undone, and her subsequent struggling succeeded in making it pop open altogether. The bra itself was still being held in place by the straps over Michelle's shoulders and her shirt keeping it somewhat pressed against her body.

Between her own crying and hyperventilating and Grant's iron grip around her throat, it was getting very, very difficult to breathe. She opened her mouth and gasped for air, her knees trembling as the headmaster's fingers maneuvered in between her perfectly toned thighs. Michelle groaned in protest and tried squeezing her legs together to keep him out, but it was t no avail. Her eyes widened with shock as the man's fingers began eagerly rubbing away at her slit, teasing it through the almost non-existent layer of protection being provided by the matching set of pink panties which she was wearing.

She was getting hot from the struggling and the fact that she was being molested in her most intimate regions, and breathing still wasn't getting any easier. Desperate for Grant to stock choking her, the only solution that Michelle could think of was to do as he'd asked. She quickly threw her jacket off easily enough, letting it land in a heap on the floor, but her shirt was a more complicated affair. Her nerves - and more importantly the hand fondling her pussy - caused her to fumble around with the buttons to the point where she ended up just ripping the last two off entirely.

Michelle was horrified with herself as she was unable to suppress a low moan when the headmaster puller her panties to the side and granted himself complete access to her womanhood, stroking it expertly. She could feel herself getting wet down there despite her best efforts to control herself, and for probably the first time in her life, Michelle prayed to god that Grant would somehow fail to notice.

In the meanwhile, she managed to get her shirt off, and the bra was an easy matter after that, leaving her completely nude from the waist up. Her small, perky breasts were each crowned by a cute and completely erect pink nipple, and the way that Grant was holding her by the neck, it caused Michelle to arch her back and thrust her chest out towards him. She continued to struggle against the teasing that he was inflicting upon her, but it was no use. Shutting her eyes tightly and grimacing slightly from the combination of sexual stimulation and discomfort from being choked, Michelle let out another low moan, her warm breath caressing Grant's lips.

"P-please...I..." she struggled to get the words out but blindly reached up towards the man's arm once again, signaling that she was asking him to let go of her throat now that she'd done everything that he'd asked.
 
"Wait? " asked Headmaster Grant as he watched Michelle struggle to remove her bra. "I've waited long enough to get my hands on a prime piece of ass like you. You should be truly honoured Miss Berger, truly honoured at the fact that I've decided to choose you to satisfy my needs. How many girls do you think attend this academy? Hundreds? Yet you are the one who has commanded my attention. If I didn't know better I would have said that you were carrying about those drugs deliberately, just hoping that you would get caught by me and subjected to some harsh punishment. I expect that you're one of those young sluts who fantasises about getting fucked by her superiors, who dreams about what it would be like to really get punished by the headmaster." he growled at her, leaning in to lick at the tears streaking her cheek as his grasp toyed with her neck and he watched her squirm out of removing her bra.

Frank felt Michelle's thighs grip at his hand and squeeze at his arm, tightening about his flesh as he forced his hand deeper between her warm thighs, shoving her tight leggings down her body to give him all the access he needed to get inside the tight confines of her drenched and youthful cock sheath. His wrist twisted and he brought the heel of his palm against her mound, using it to massage her clit with folds of her own flesh as his fingers continued to stroke at her folds, slowly splaying apart her cunt flaps as he rubbed his digits up and down her gash, starting to work open the entrance to her snatch as he watched her gasping for breath with a strange fascination. Giving her just enough respite to get her toes on the ground and ease off the pressure so that she could breathe again when she needed to.

He noticed a hint of looseness about her bra and concluded that she must have loosened it, not exactly what he had asked of her but it would have to do momentarily. He let his thumb ease up over her chin as he kept his hand on her throat and tug at her lower lip as he admired her mouth and looked into her eyes, seeing her reaction as the truth of the situation dawned on her.

"Yes, that's it Michelle... now you begin to realise the situation you're in. If you want daddy to keep buying you whatever you want, if you want to stay lording it over everyone as the queen of the academy, then you're going to have to satisfy me... the king of the institute. I think it's only fair that as the best girl here you get to be fucked by the best cock, don't you? To be christened in my office as well? What an honour that will be for you." he grinned, teeth clenched as he hissed slightly, his fingers sinking an inch into the tight pink gash between her legs as he finished parting her cunt folds and delved into her hot innards.

There was a nod of approval as she ditched her jacket, then tore off her own blouse as she removed it. He was somewhat surprised at her apparent eagerness to comply, but surmised it was a combination of fear coupled with her body reacting to what must surely have been the rare touch of a man old enough to be her father. He twisted his hand and sent a solitary digit deep into her cunt, pushing into her velvet like sheath and feeling the wetness of her vaginal tract lubricate his entry.

"Hmmm... you're wet already you filthy little cock teasing whore! Were you soaked all afternoon in your lesson as well? Were you wondering about what the headmaster was going to do to you? I bet you were, weren't you? I bet if I ask Miss Winthrop if you were paying attention or fiddling with yourself under your desk... after she recovered from the shock we know what she would say don't we? She'd say you were a naughty little slut and a disgrace to the school." he chuckled, thrusting his middle finger deeper into her slot as he shifted his thumb to begin a circular motion against her nub, teasingly slow and erratic, never staying long enough to have a lasting effect on her as he satisfied his own curiosity about her cunny. hissing as he pushed his digit all the way to his last knuckle, feeling the drenched heat of her slit sucking at his finger.

When her bra finally fell away he moved with her, pinning her against the wall next to his desk, beside an award for a thousand stroke endurance swimming test. Lifting her up he kept a firm grip on her throat and lowered his head to her nipples, slipping his tongue out ot curl the tip to flick at a bullet hard nipple, before sucking it between his lips and teasing it with his teeth, distending and tugging at first her left and then her right breast. Sucking and abusing her sensitive nubs as his finger was joined by another inside her tight young cunt, both curling to stroke at the underside of her clit as he rolled them past each other, slightly stretching and forcing apart the inner walls of her narrow channel. His own cock was steel hard now and begging to be released, but he left it trapped in his pants as he toyed with her hole and ravaged her bare tits.

With her pinned to the wall, he allowed his grip on her throat to ease, serving merely to keep her elevated above the ground as he finger fucked her viciously tight cunny and sucked on her breasts, one after the other, teasing and tweaking the spit soaked nipples as he feasted on them. His mouth bathing the tips and warming them with his breath before he took pause to let her slid down the wall, her body slipping down until her feet were once more on the floor and his fingers were tight and deep in her young fuck hole.

"The phrase is please Headmaster, please Headmaster... not incoherent moans you filthy little cumslut. The question is what... what is it that you want to do to start paying me back for my kindness? My kindness in allowing you to continue studying at this school Miss Berger. I think you should be given a thorough examination, a proper test of your gratefulness. Shall it be oral, rectal or vaginal? Perhaps you would like me to choose for you?" he asked with a smirk, "I have no illusions about your hymen being intact... a girl with your looks, it would surely be impossible. I will say that you certainly feel as tight as a sixteen year old virgin though." he growled at her through clenched teeth as he pumped his fingers in and out of her with a wild and crazed abandon, stopping whenever he felt she might be getting too excited, making sure to molest her clit only at random short intervals.

"The faster you use your whore's body to get me off, the faster you can try and get ready for the arrival of your parents." he said in a humorous tone.
 
Michelle was stuck between wanting to snarl and moan when Grant started stroking his ego and licking the tears off of her blushing cheeks. The bastard was so full of himself that he even made her look modest by comparison. The worst part of it all was that he knew what he was doing and how to get her body to react to his touch, whether she wanted to or not.

"I'm not a sl-uugHHH!" Michelle attempted to refute the man's claims, but was cut off by another of her own moans as he shoved his middle finger all the way up her moist pussy. She could pretty much tell from his smug expression that he took her moans as proof that she was indeed a little whore or a slut like he'd said, which only made it all the more infuriating because there was nothing that Michelle could do about it. Her arms and legs may as well have been bound. One wrong move and the headmaster could shatter her life with a single phone call. Hell, she had no guarantee that he wouldn't do it even if she obeyed everything that he said to the letter, but it was the only hope that she could still cling to.

She yelped as Grant suddenly forced her against the wall and raised her up again, having expected him to release her from the choke hold once she'd stripped. She flailed her legs a bit helplessly, the back of her feet kicking into the wall several times. One of her shoes slipped off during the struggle, falling to the ground sideways as the headmaster continued to abuse Michelle's lithe body. Another layer was soon added to the sexual stimulation being inflicted upon her, causing her young hormones to go into an absolute frenzy as jolts of electrifying pleasure shot through her body.

Michelle bit down hard on her lower lip, muffling her moans as best as she could so as to deny Grant some small measure of satisfaction. She wasn't even sure who she was trying to convince about not being a slut anymore - him or herself. In any case, it was a losing battle. The man's thick finger pumped in and out of her tight love tunnel, grinding against her inner walls with every thrust unlike her own slender fingers or those of her previous boyfriends, making it unlike any fingering that she'd ever experienced before.

As if that wasn't enough, Grant was also making her squirm by teasing her very sensitive, and - by that point - extremely stiff nipples. Michelle shivered as he shifted from the left to the right, feeling the cold on her left breast now that it was exposed and partially covered in the man's saliva. Her body was so excited that it flinched visibly every time he touched her clit.

As soon as she felt the second finger forcing itself into her pussy, Michelle slammed the back of her own head against the wall and uttered a deep, almost guttural scream. Michelle felt like she was going to lose her mind as Grant continued to finger fuck her mercilessly while carefully keeping her on the very edge of an orgasm without actually tipping her over the edge. She wasn't even sure which one was worse: being forced to cum by her lecherous headmaster or having to suffer in sexual limbo while the bastard dangled released in front of her face only to snatch it away at the very last second each time.

Michelle finally had at least one foot fully back on the ground once Grant lowered her, still having to stand on her toes with the one which no longer had a shoe, but it hardly provided her with much relief. "MMMMMMMMMMMMMM!!" she moaned loudly again, balling her hands up into fists so tightly that her red nails dug into her own palms. The pair of fingers were still rhythmically fucking her silly, even hooking to brush against her G-spot from time to time, but never long enough to get her off.

The illusion of choice being presented to her only pissed Michelle off even more. How was she even supposed to get him off while he had her pinned against the wall with his hand around her neck? Michelle knew that he was just taunting her on purpose, but she no longer had the self control required to brush it off. She didn't really have any self control left at all, for that matter, as she came to the horrifying conclusion that she was subconsciously grinding her pussy in tandem with the thrusts of Grant's fingers in a desperate attempt to find her orgasm.

"FUCK ME!" Michelle finally screamed wildly, unable to contain herself even though she instantly regretted her words. "UUHHHNNNNGHHHH!" her face contorted as if she were in pain and her hands once again grabbed the headmaster's arm, although this time it was the one between her thighs rather than the one at her neck. "Just f-fuck me..." she repeated more softly, sounding defeated and almost resigned to her fate for the first time. Still, she refused to degrade herself to the point where she uttered the words please headmaster like the hungry cumslut that he was accusing her of being.
 
"You claim that you aren't a slut? Only sluts moan like that when they are letting themselves be finger fucked up against a wall. You know that as well as anyone, I suppose Michelle, since you do it so well and so easily, as if you've had plenty of practice at it." Headmaster Grant responded with a almost mocking chuckle as his digits wormed about within her tight vaginal duct, soaked in her heat and the juices of her dripping cunt as he abused her at will, unopposed and unrestricted in his wanton violation of her tight young body.

"Oh dear Miss Berger, you appear to have lost one of your rather expensive and rather long spikes." he commented as it clattered to the floor from her dainty looking foot. "Remind me to drive that 'fuck me' heel into your rectum later, I like to make use of props on occasion and if you insist on providing me with one then the least I can do is use it." he told her with a reassuring smile, still focusing mainly on stroking at the soft insides of her tiny cunt and occasionally tormenting her clit with he odd fold of flesh, shoved against it as he worked away at her cunny with a precise skill, honed from years of practice.

When she flung her head against the wall and screamed, he felt glad that he had taken the precaution of soundproofing the office. Canings typically took place in the outer office if he needed screams to strike terror into passing students, but in here... in his inner sanctum, he had fortunately had the foresight to plan ahead. So he savoured the sound coming from her mouth, increasing the speed of his double fingered thrusting for a few seconds to really drive her to the edge, before easing off again.

He paused while speaking in order to suck and nip at her hard little nipples, amusing himself with torturing her youthful flesh as he dipped to trace a line up her chest with his tongue, kissing his way over her chin and trapping her lower lip between his own as he mauled her mouth with his, increasing the passion of his impromptu kisses as he pounded two fingers into her body.

"I see that you like that, my flicking and manipulating your little fuck bud. How cute Michelle, I bet your gash is foaming right now in anticipation of getting destroyed by my cock." he told her through a hiss as he stroked her lip where she had bitten it, before forcing his tongue into her mouth, massaging it against her own as he sealed his mouth to hers and enjoyed the feeling of mauling her lips until he was satisfied.

Feeling her trying to grind her cunt against his hand he eased off and allowed her to work herself against him for a while, staring into her eyes with a casual glance that showed off his blithe confidence and his nonchalant attitude, never quite allowing her to get close enough to orgasm to finish herself off.

"You nasty little slut, trying to get off before you've satisfied your Headmaster? Trying to give him orders when you are the brazen cock loving little fuck toy who should be doing as she's told, not giving out orders as if she was the teacher." he growled with amusement rather than malice. "Maybe I should bend you over my desk and cane your ass until it's as pink and raw as your gash will be by the time you've been properly fucked?" he teased her.

Her screams for him to fuck her echoed through the room and brought a large grin to his face, his teeth clenching again as he twisted his fingers and drove a third into her tight cunny, rolling them past each other as he stretched open her snatch to breaking point, forcing his digits into her flesh, breaking her open in preparation for the foot long member that would soon be residing there. "Sorry? You want me to fuck you? I'm not sure that you're talking to me because I’m your headmaster, not some youth you've decided to pay off with sex for your little coke stash you insolent young slut." he said with almost a laughing tone to his words.

"Now unless you want me to keep you here, writhing against the wall until what's left of your tights are drenched in the juice streaming out of your foaming cunt, then you will beg me to fuck you. You will beg your headmaster to split that cunt of yours open and drill himself into your tight young fuck tube... or your parents will find a girl cum soaked whore waiting for them, a little rule breaking bitch who obviously tried to seduce the headmaster in order to escape punishment." he commanded her.

He unzipped his pants and hauled out the foot long shaft of flesh that had been restrained there, taking hold of the hand she had placed on his arm he wrapped her fingers around his length, shivering at the touch of her dainty fingers around the throbbing mass of flesh which jutted out from his groin. "You feel that you young slut, that's your doing. Feel it, feel that huge fucking shaft before it gets buried in your guts." he demanded, grabbing hold of her left breast he engulfed it with his hand, catching her nipple between forefinger and thumb and rolling the bullet hard nub for little more than his own amusement. His steel hard shaft hungered for her flesh and it was all he could do not to simply fuck himself into her right now.

Discipline had to be maintained, however, after all he was the headmaster!

"Right you little bitch." he growled, releasing her, dragging his fingers out of her sodden cunt to suck on them, licking her cream from his flesh as he watched her. "You can beg me to give you an oral exam, in which case you need to get on your knees while I skull fuck you and force this bastard down your tight throat... or you can bend over the desk and take your punishment for being a insolent and disobedient young whore. Tick, tock... what's it going to be Miss Berger?" he said, gesturing to his watch. He wrapped his fingers around the hair behind her head, yanking it back to expose her neck, which he took full advantage of with his lips as he awaited an answer, searing her tender sensitive flesh with the raw passion of his mouth.
 
Michelle frowned and her eyes widened in a look of horror as Grant described what he was going to do with the shoe that had fallen off of her foot. She wanted to believe that he was just bluffing, but it was becoming increasingly apparent that he was more than perverted and sadistic enough to go through with it. Her butt cheeks clenched up just from the thought of it.

In the state that she was in, Michelle was powerless to stop him from forcing his tongue into her mouth, so all she could do was endure the man's lustful and sloppy kisses. Her body felt like it was burning up from all of the foreplay being inflicted upon her and her skin glistened with a thin layer of sweat.

Suddenly, she gasped and opened her mouth wide as if to scream, but only the faintest squeal could be heard as Grant forced a third finger up Michelle's tight, soaked cunt. The thought that he might attempt that hadn't even crossed her mind since she thought that it would be flat out impossible, but apparently he was determined to prove her wrong.

She could feel the opening of her vagina literally being stretched open for the very first time in her life, causing her considerable discomfort as well as - oddly enough - an intense rush of excitement from being pushed beyond her limits. She shook her head meekly as if to say no to all of her headmaster's accusations, but it was quite unconvincing to say the least.

Even as the image of her parents arriving at the school and finding her sprawled out naked across the ground, covered in the headmaster's cum haunted her imagination, Grant was already whipping his member out. Michelle glanced down as soon as she heard the zipper and noticed what he was doing, and she immediately wished that she hadn't. That wasn't a cock, it was a fucking monster. She could barely take three of his fingers, how was she supposed to handle that? He made her touch it and she felt it throbbing as if it was a completely separate entity of its own, making Michelle even more nervous.

She sighed deeply in relief when Grant finally extracted his digits from her already sore pussy, finally being granted a break after several agonizing minutes of fingering. Michelle's legs were quivering slightly and her kneed felt weak, like they probably wouldn't have been able to support her own weight had she not had the wall which she could lean on. She still felt horny and cheated out of an orgasm, but at least she could finally get a short rest.

She blushed deeply when she saw Grant's slimy fingers, realizing that they were coated in her own nectar which was also dripping down the insides of her thighs. Once he was done devouring her fragile neck, Michelle slowly allowed her back to slide down the wall until she fell to her knees with Grant pulling on her hair just hard enough to cause her mild pain the while way. She wasn't going to be able to walk properly with her stockings being pulled down around her knees, so she had little choice but to crawl towards the desk.

Even though the idea of being split in half by the headmaster's massive erection was quite terrifying, her throat was already sore from all of the choking, so she couldn't even imagine letting that thing throat fuck her. Grant held on to her thick mane of dark brown hair the entire time as she crawled pathetically like a dog on a leash. Once she reached the desk, Michelle reached up and grabbed the edge, pulling herself up slowly until she was standing next to it.

She cast a worried glance behind herself before resigning herself to her fate and bending over, feeling a chill as her belly and breasts pressed down against the cold, wooden surface. Reaching back, she reluctantly pulled her panties down until they were around her knees just like the stockings, leaving nothing but her pleated skirt to cover up what little modesty she had left.

"Please be gentle..." Michelle begged in a low, shaky voice before clenching her eyes shut and wrapping her fingers around the edge of the desk in apprehension of what she knew was coming. "Please headmaster, please!" she added, even swallowing the shattered remnants of her pride in the hopes of earning herself some small measure of leniency.
 
The way Michelle was beginning to glow, from the rampant and wild abuse that was being heaped upon her, brought a larger grin to Headmaster Grants face. In his mind she really was the slut that he imagined her to be, all too ready to succumb to the ministrations of an older man at the first sign that her body was responding to his ravaging. He swallowed her squeal with his lips as his third finger battered its way into her gash and opened her up wider and deeper, readying her for the brutal and vicious strokes which would come later, which would threaten to shred her apart with every hard stroke that would be driven into that tight cavern between her thighs.

"Don't shake your head at me you dirty little slut, going into denial won't help you or convince me that the soaking mess between your legs isn't a sign that you are fucking loving every second of this, like the natural born whore that you are." he growled at her. Moments later he watched her slide down to the ground and followed her as she crawled over to the desk and hauled herself up to sprawl across it, bent at the waist as her tits raked the wood and her hands worked at dropping her panties. He snorted and reached down, grabbing hold of the flimsy material and tearing it free from her body. Then he took both hands and wrestled her tight leggings down to her ankles, before taking hold of her calves.

His powerful hands stroked their way up the backs of her legs and thighs, until they reached the swell of her ass, shoving her skirt up into a bunch as his palms slid over her taut buttocks and revealed them to the air in the room and his burning gaze. His thumbs working to roughly tug apart her ass cheeks to give him a perfect view of her holes. "Not bad, looks like they haven't seen too much action." he said with a smirk, his erection pulsing and throbbing now as his burning hot shaft stiffened further as he stood behind her.

With his rod glistening with pre cum he slapped it against each of her cheeks in turn, before resting against her crack, letting the heat as good as sear her skin as he continued to smooth his hands over her exposed flesh. "Consider this a warm up to put some colour in your cheeks you nasty little slut, you won't be escaping with a mere caning." he told her, raising a hand to bring it crashing down on her right cheek with a loud SMACK!

Letting the sound die in the room he waited until the sting would have faded, before repeating the motion on her other buttock.

SMACK!

He watched the skin redden slightly from the palm print left there momentarily. A pause later and a globule of spit launched from his lips to splatter against her ass crack, the spittle running down past her anus to soak in to the foaming sodden trench that his fingers had made of her cunt flaps. "I was merely going to spank you, but since you appear to be so fucking eager, especially after you dragged down your own panties like a crack addled whore trying to score more drugs from her dealer, I may as well take advantage of your cock hungry young body." he nodded in agreement with himself. He moved both hands to gather her hair into a makeshift ponytail, which he gathered and bunched about one hand, keeping her head yanked back and her face clear of the desk as he forced her back to arch. He stepped in close behind her and began to spank her ass with medium strength slaps, waiting for each to die in the air and fade slightly before slapping her again.

SMACK! "Repeat after me Michelle."

SMACK! "I am a dirty little whore..."

SMACK! "...Who likes to fuck her headmaster..."

SMACK! "...To get away with being..."

SMACK! "...An insolent little slut."

SMACK! "And now that my headmaster knows..."

SMACK! "...How wet I get thinking about punishment..."

SMACK! "...I expect to be punished every..."

SMACK! "...Fucking..."

SMACK! "...Day."

He grunted, looking down at the reddened ass cheeks as he grabbed her improvised pony tail with both hands, bringing the head of his cock up to her cunt lips, splaying apart the flaps with the huge head of his cock as he moved his hips. The head stroked up and down the line of her slit, easing an inch into her soaking gash, before he took a strong hold on her hair and thrust his cock into her slot, peeling open her snatch inch by inch as he let out a gasp and groan of pleasure at the sensations which assaulted him, the wet heat and tightness of her young cunt stretching wide as he buried his cock inside her vaginal tract in one long slow penetration. He hissed from behind her and clenched teeth as his shaft ploughed her open and sank two thirds of the way into her narrow channel. "That's it you little cunt, take it, take your headmasters cock like the teasing young whore that you are." he groaned, shuddering as he fought to spear deeper into her body. "Push yourself back, grind that wet cunt onto me!"
 
Michelle's legs continued to tremble slightly as she waited, and her entire body twitched slap of Grant's member against her bare ass. It felt so big and heavy, especially when he pressed it up against her crack, reminding her just what she was in store for. It seemed like he wanted to draw out the suspense a bit longer, however, as he pulled back and started playing with her cheeks, spreading them apart to reveal her pink pussy and pretty little asshole in all of their glory.

Michelle braced herself for the spanking which she knew was coming after hearing the headmaster's comment. She'd been spanked by her father plenty of times before, but only when she was younger. She was practically an adult now, which made the whole thing all the more degrading! Michelle took the first few slaps like a big girl, biting down on her lower lip while hardly uttering a sound, but it seemed to only drive Grant to try harder.

By the time that he'd asked her to repeat after him, her once pale ass cheeks had become a bright red and the subsequent slaps were beginning to sting very badly.

"I am a dirty little whore..."

"...Who likes to fuck her headmaster..."

"...To get away with being..."

"...An insolent little slut."

"And now that my headmaster knows..."

"...How wet I get thinking about punishment..."

"...I expect to be punished every..."

"...Fucking..."

"...Day."

She repeated all of the lines through gritted teeth in between her yelps and screams, not really having much choice in the matter. Some small part of Michelle's psyche had always fantasized about being disciplined by a man just like she had been by her father when she was little, and she absolutely adored having her hair pulled back roughly while being taken from behind, so she was actually still dripping wet despite what her cries may have suggested.

Michelle's body writhed over the desk slightly after the spanking was over, and she barely had any time to regain her composure before the next phase of her punishment went into effect. The phase that she was really dreading. She gulped hard when she felt the hot tip of Grant's cock begin to push against the opening of her tight pussy. It felt like a giant, red hot poker that was about to impale her.

"Oh my god..." Michelle mumbled to herself before sticking her own thumb into her mouth and preparing to bite down on it - and bite down hard she did. The headmaster's gargantuan shaft threatened to split her in half as he buried it into her poor little cunt, stretching it to an even further extreme than his three fingers had done earlier.

"MMMMMMMMMMMMMGGHHHHHHH!!!" she moaned desperately while sinking her teeth into her thumb as hard as she could, feeling as if she was being torn apart from the inside. Michelle could feel every inch of Grant's cock grinding up against her inner walls as he forcefully widened her love tunnel. She could feel every vein on his warm shaft every time it pulsated inside of her like a living creature.

Again, being stretched past any reasonable limit was painful but also incredibly exciting, leaving Michelle wondering if she really was some sort of masochistic slut. Just like the cocaine, it was an intense rush, something she'd never had before. By the time Grant had stopped thrusting deeper into her, Michelle was panting heavily from the exertion and moaning pathetically as she struggled to handle the unreal amount of cock inside of her.

She didn't move for several second after the headmaster ordered her to grind against him, needing a moment to gasp and catch her breath. Even afterwards, Michelle could barely even bring herself to move as her tight hole clenched impossibly hard over his stiff rod. Both of her hands went back down to grip the edge of the desk for dear life as she slowly tried to push her ass back against the headmaster, moving no more than a tenth of an inch at a time which was probably not nearly fast enough to satisfy him.

"I c-can't...it's too big..." Michelle whined even though she'd already learned not to expect any mercy from Mr. Grant.
 
"The way your cunt is glistening, the way that your creamed up slot is starting to almost drip with excitement... this is supposed to be a punishment Miss Berger, but you seem to be enjoying yourself, you filthy little slut. Very well, I will endeavour to find something else to serve as punishment for you. Right now though I think I will join you in enjoying the moment you young whore." muttered Headmaster Grant as he watched her slit in fascination before driving his cock into it.

"It's good to see that you made no mistakes in your repetition though, so you deserve the schools reward, you deserve my reward for such skill and perseverance." he nodded, maintaining his grip on her hair, tugging it whenever her head would shift forwards, or whenever he felt the urge to force her back to arch and feel her body dragged back onto his impaling rod. Her cunt felt unbelievably tight to him and just as he knew her narrow and youthful tube would ruin him for other women, he knew that his own shaft would make sex with anyone else slack and unfulfilling. His rampant boiling hot length of flesh would stretch her to new dimensions and make her a perfect fit only for him.

He heard his own voice moaning in pure pleasure as a euphoric bliss washed over him, the feeling of her tight cunt sucking and massaging his cock sending electric jolts through his body as he slowly spread open the young girl and violated her fuck hole like never before. "My god indeed you young whore, such tightness, I would never have thought it possible from a girl your age... I would have imagined that your father would have taken you by now, either that of you would have been gang raped to a slack disaster area by the football team. I guess things have changed from the days of my own youth." he shrugged slightly, getting into a steady rhythm of fucking her with the first six inches of his cock as he settled into the fuck session. His shaft slick and lubed with her cuntjuice as he stroked it back and forth in her cunt.

SMACK!

He loosened a hand from her hair in order to give her ass a random slap, before reaching around to yank her arm, pulling her thumb from her mouth. "Feel free to moan out loud you slut, no one can hear you in here." he laughed, his chuckle giving way to a growl of ecstasy at the heat her insides were transferring to his already blistering shaft. His cock pulsed and throbbed with every thrust, creating a near insatiable hunger inside him to feel more of her, to invade her innocent appearing form and desecrate it with his unholy rod of pleasure.

"Too big?" he growled in an annoyed voice. "You're a big girl now Miss Berger. Here, allow me." he told her, pulling out of her cunt with a sucking slurp he bent down, pulling her tights and panties off of her shoeless leg, before kicking her ankles further apart. He even paused to slip her other shoe back onto her foot before returning to his position, her hair wrapped about one fist while his other hand gripped her shoulder. He raised a foot to find purchase on the desk as he moved in behind her, shoving his cockhead at her snatch until it slipped back into the wet hot trench of her cunny. Then with his grips solid on her flesh and hair he drove himself into her cunt, the entire length splitting apart the tight walls of her god given fuck hole as his cock penetrated the full foot of it's length into her searing tunnel, his balls finally slapping into her body as he buried himself balls deep in her innards with one unforgiving and merciless thrust.

"AHHHH!" he bellowed at the tightness and the incredible feeling of actually managing to slice his entire shaft into the hot flesh of a teenage cumslut. "No more excuses about it being too big you little whore, now... fuck me!" SMACK! he growled with a shift of his 'free' hand and a slap to her ass.

He shoved her face down to the desk, each thrust which raked into her body now dragged her frame back and forth across the hard oak, crushing her nipples against the surface and dragging the sensitive nubs back and forth across the blotter which lay there. At the same time her clit was mashed into the oak and ground into its surface, massaged by her flesh and the desk with each hard forward thrust and each slow withdrawal of his monstrous member from her abused and viciously violated cum hole.
 
Michelle breathed a sigh of relief as Grant pulled out of her, even if she knew that it was only going to be a temporary moment of respite. She could feel her hot, wet pussy gaping open thanks to the man's monstrous cock as he continued to manhandle her into whatever position he wanted. After he'd spread her legs wide open and she noticed him placing one of his feet on the surface of the desk next to her, she knew exactly what was coming. He was going to ram the entirety of his shaft up into her pussy and there wasn't a damn thing that she could do about it. She just prayed to god that she would survive without getting broken in half.

"AAAIIIIIIEEEEE!!!" Michelle squealed wildly as the powerful thrust practically lifted her off of the ground. Shockingly, the headmaster's cock actually went all the way in, bottoming out against her cervix as his balls slapped the outer lips of her pussy. Having her cervix thumped by the head of his shaft caused Michelle's toes to curl and tears to well up in her eyes once again as it was the most potent combination of electrifying pleasure and pain that she'd ever felt.

She wasn't even able to speak anymore if she wanted to, all she could do was moan and whimper as the headmaster fucked her into submission. As he pinned her down roughly against the desk and continued fucking her, tears began rolling down her cheeks again and a slight amount of drool drizzled out of her open mouth.

"UNGHH...UNGHH...UNGHH...UNGHH..." Michelle moaned loudly with every thrust as Grant's rod rubbed against her lubricated insides and its tip kept mercilessly banging against her hypersensitive cervix. Her tits and nipples were being harshly kneaded into the wooden desk, not to mention her clit suffering the same abuse - but the worst part was that Michelle was actually getting off on it all.

Her cunt was eagerly twitching and sucking around the headmaster's cock, which by that point was already completely drenched in her nectar just like her own thighs were. Her moans were gradually leaning more towards pleasure than pain, and finally, Michelle was actually beginning to hump back into him, helping to drive his massive erection inside of herself with even greater force.

She'd been reduced to a pathetic, bumbling and drooling mess by this man who was viciously fucking her but she didn't care anymore. Her own hormones and lust had taken over to the point where the only thing that she could think about was that she was getting that ecstasy and excitement which she'd so been craving. Before long, Michelle had stopped crying and she was eagerly thrusting her ass back, impaling herself on Grant's glorious cock and loving the sensation of his heavy balls violently striking her pussy lips as the desk shook underneath her.

"Fuck me, fuck me! Oh my fucking god, FUCK MEEEEEE SIR! Yes, yes, YESSSS!!" Michelle screamed and pounded her fist against the desk, begging him to keep ravaging her pussy as she felt like she needed to climax harder than ever before in her life.
 
The sight of Michelle's writhing sweat glistening body quivering as it lay sprawled across his desk almost forced Headmaster grant into an involuntary orgasm right there and then. Only years of practiced fucking allowed him to keep control and monitor the pace and speed at which his climax would rush to consume him. Even though he had never quite felt a cunt as tight and as wet, he still managed to control his wild urge to splatter her insides immediately, instead fighting back control and slam fucking her cunny with random unpredictable strokes which broke up the rhythm that threatened to push him over the edge into a abyss of ecstasy. Growling and groaning with each thrust into her tiny body he leaned down to lick at her spine, wrestling her head and hair aside, dragging her about like a fuck doll as he pounded his shaft ball deep inot her guts and tasted her flesh beneath his tongue.

So tight was her vaginal tract that even at rest there was no mercy for either of them, the mere pulsing of his cock and the throbbing of its huge girth was enough to encounter resistance inside her tight fuck duct. The width of his shaft expanding against her innards was all that was required to send shivers of pleasure through his body and squeeze and caress his shaft as if he was still sliding it back and forth inside that sweltering funnel of cock hungry flesh she called a cunt. The slit of his cock head kissing the lips of her cervix as he allowed himself what respite he could before starting up his erratic thrusting once more.

"That's it you whore, moan some more, let your headmaster hear those moans you dirty, filthy little cumslut. You fuck me nice and good like the cock crazed little bitch that we both know you are and hell... I might even give you some of your coke back." he snarled in between hisses and gasps as his member battered away at her insides, pushing deep with every thrust and splaying apart her cuntflaps each time the heavy shaft dragged its way out of her, pulling out until the head rested at her entrance, almost threatening to turn her inside out with each back stroke.

Feeling her begin to push back into him he increased his thrusting, shifting to match his thrusts to her movements, maximising the impact of each stroke into her body. Her head was wrenched back and he leaned in to snap at her earlobe, sucking it between his lips then biting on it before searing the side of her neck with a series of wild kisses, all the while fucking her tight cock channel with an increasing eagerness, her insides beginning to drive him into a crazed fuck frenzy. He even paused for a while entirely, allowing her to set her own pace as he watched her thrust her cunt onto his shaft over and over again. Finally he had taken enough, taking hold of her hair with both hands he forced her neck back, slamming his cock into her arched body with a hammering and merciless energy that slapped his balls into her cunt lips over and over while her buttocks shook and quivered from the impact of his body and his cockhead twisted her innards into new dimensions as it stretched her vaginal tract to breaking point and kissed her cervix with every thrust until finally he roared with pleasure, his orgasm ripping through him.

Grant's cock spewed out his cum, blasting it to the four corners of her packed out cunt as he bucked and spasmed behind her, his cock spurting his boiling hot seed deep into her body as his sperm bathed her insides with a wet heat and his balls drained into her cunny with a almost never ending torrent of spunk. Cum spurted out of the imperfect seal of her wrenched and battered cunt, streaming out to ooze down her thighs and spurting against her flesh as he held her impaled on his cock as his body shuddered and his orgasm ran its course, filling her young body with his ejaculate until his ecstatic torment started to wither and the euphoric bliss which had blinded him began to subside. His gasps and groans echoed through the room as he kept his massive shaft in her guts, feeling it boil and sizzle within the tunnel of spunk he had deposited there.

His fat pulsing cock remained inside her as he wallowed in the sensations assaulting him until he could start to regain his composure.

"Not bad you cum sucking little fuck whore. I think you'll go far here at the academy now that you have embraced the rules more sensibly and are ready and able to satisfy the needs of your headmaster." he growled into her ear. Easing a hand around to tease and grasp at her throat as he licked her face and pounded a couple more hard strokes into her cum sodden tube with a cock still erect enough to batter her through the desk, should the urge to hammer fuck her tight young cunt overtake him again.

"You better pull yourself together you little slut, now that our little session of foreplay is over we can get down to some proper fucking. Your parents car will be here soon to pick you up as usual. They were never due to arrive here themselves, of course, that was merely an example of the sort of thing you would have to deal with if you were to become uncooperative. As for you..." he growled, continuing to fuck his spunk and cuntjuice sodden erection in and out of her sopping disaster area of a cunt.

"As for you... I want you back here this evening. I want you in your shortest skirt, your highest heels and your sluttiest top. No underwear or bra, they just get in the way. I have some special lessons for you, special after school studying to help you maintain your grades... I think you'll find they've been slipping." he informed her in a direct and commanding tone that would brook no insolence or refusal. He then reached into a pocket and pulled out about half of the stash of drugs she had been found with and tossed it on the desk next to her face. A reward of sorts, he thought to himself. His cock was rock hard and he felt like it would take him no time at all to start fucking her again, his flesh hungry and eager for hers... but right now he needed to follow the rules of the school. Her chauffeur would be suspicious if she were delayed, better to get her back here later.
 
A chilling but also terribly erotic shiver ravaged Michelle's body as soon as the headmaster began tracing the line of her spine with his tongue. That had always been one of her weak spots during sex, and especially this time with how intensely she was getting fucked. Her arms and legs were instantly covered in goosebumps as she trembled and moaned like a witch being burned at the stake. Michelle offered no resistance as Grant tossed her about however he pleased, instead putting all of her efforts into thrusting her ass back into him, especially when he stopped or slowed down momentarily.

Did it make her a filthy slut if she still desperately wanted to cum after being abused and violated by her school's headmaster? Was it wrong that an increasingly large part of her was actually enjoying it? Michelle wasn't sure what the answers were, but she did know what the was about to climax, hard. "Oh shit...shit...AHHHHHHHHHHHH!!" As soon as Grant grabbed her hair with both hands and started to really drill into her with unbridled fervor, Michelle knew that she'd reached her limit.

She got up on the tips of her shoes as her entire body stiffened up and her thighs began to quiver. Michelle's cunt started spasming erratically around Grant's shaft, squeezing and sucking it even harder than before if that was at all possible. While she lost control, her juices were squirting all over the headmaster's balls and pelvic region in pulsating bursts. Her own inner thighs were totally drenched too.

Michelle was still in the middle of her climax when Grant reached his, and she felt like her mind was melting as soon as the man's hot cum began blasting into her. She couldn't believe that he was ejaculating inside of her after having defiled her, but most of all she couldn't believe that she was loving it. Michelle howled in ecstasy as the headmaster's seemingly never-ending load literally filled her to the brim until she started leaking. She wasn't able to stop cumming until he was done emptying himself inside of her, and by then she'd been reduced to a sweaty, quivering and moaning mess.

Michelle's legs continued to tremble violently as she lingered in the afterglow of her orgasm. She let out a sharp cry every time Grant gave her sore pussy an additional thrust, the overload of pleasure feeling almost like torture. She was barely even able to understand what he was telling her. "F-foreplay...?" Michelle repeated in disbelief, not even daring to imagine what else the headmaster could possibly have in store for her.

After he'd finally pulled out of her and let her go, Michelle couldn't do anything but collapse face first against the surface of the desk. Her upper body bounced up and down rhythmically from her heavy breaths as she tried to regain enough strength and composure to move. Her mascara was running down her cheeks in several black streaks, her face was covered in her own drool, hes ass and legs were splattered in her own juices and her cunt was overflowing with her headmaster's spunk. Michelle felt disgusting and strangely euphoric at the same time, she couldn't make sense of it at all.

At long last, she somehow managed to pick herself up and get dressed. She had to wipe the juice and cum dripping down her legs with the tattered remains of her panties as Grant watched. Michelle didn't look him in the eyes a single time, or anywhere near him for that matter, feeling absolutely humiliated. Praying that nobody would see her, she grabbed the small bag of cocaine from the desk and rushed to the nearest bathroom to make herself as presentable as possible, hoping to avoid any unwanted questions from her chauffeur or her parents. She snorted a quick line while she was in there, needing something to take the edge off now more than ever.

She took a taxi to get back to the school later that evening, making sure that nobody saw her in the way that she was dressed. As she'd been ordered to do, Michelle was wearing a pair of aquamarine Christian Louboutin pumps with the trademark red soles that she could hardly walk in, a tight black skirt that didn't even cover her entire ass and a sheer, loose silver shirt which left her breasts and upper body completely visible (clearly meant to be worn with something else underneath).

Michelle looked even sluttier than the actual sluts working the street corners in the city. She'd noticed the cab driver eying her during the entire drive over, it was actually a miracle that he hadn't tried to have his way with her too. Crossing her arms over her tits to hide them, Michelle walked towards the headmaster's office, being careful not to trip in her absurdly tall shoes until she finally arrived. She knocked on the door quickly, wanting to get out of the hallway before the janitor or somebody saw her, even though she knew that she was going to be in for a very long night.
 
Lesson 2: Monday Evening​

The sensations which had assaulted Headmaster Grants cock as Michelle had orgasmed all over him were hard to forget, in fact they were etched into his mind and thoughts for all time now as he realised that for the rest of her academic career she would always need to be at his beck and call. There was little doubt that not a week would go by where she was not in his thoughts, her tight young cunt had claimed a victim and now he was committed to drilling himself into that tight heaven of a cock tube for the rest of his days. He would need to ensure that she was constantly available to service his lust and fuel even more depraved and debauched fantasies. In fact her days at the school would now find her called upon more and more as his mind was filled with endless options of where and how to soil and christen the places within the academy with her juices and moans.

With every spasm and twitch of her vice like duct still echoing in his thoughts it was truly a strain to let her leave his sight, but he knew that a young and impressionable girl like her would be just as taken with what had happened to her as he was. Her orgasm merging with his own as he had unloaded into her fresh feeling and oh so tight cunt still sent shudders through him, causing him to relive the moment over and over as he talked to her, eyes boring into hers as he continued to fuck her in his thoughts. He assumed that the way she had been thoroughly fucked to orgasm by a man who knew exactly what he was doing, rather than some random young boy, would stay in her thoughts as well.

"Foreplay... that's right Michelle, you have many holes and here are so many lessons to teach you about how they can be filled and abused, not to mention that I have far more than just a hand to batter your young buttocks with, you pain loving slut." he growled at her as she displayed surprise at his words. His vicious spanking seemed to have been welcomed by her, so it was clear he would have to use more brutal and unforgiving canes and whips if he needed to impress anything upon her young mind with more impact.

He pointed her in the direction of the bathroom which was attached to his office, a thoughtful adjustment he had overseen the installation of early in his career, for just such occasions as this one. Her violated frame was splattered with sweat and spunk, plus her face was in need of some make up and cleaning before she would be able to look the world in the eye again. He admired the sodden and destroyed appearance of her youthful body with a smile and a feeling of satisfaction at his initial assault, she was certainly a work in progress but he felt his initial impression was one which would force her back into his clutches with ease. It was just as well, it would have been annoying to have to reach out and take her by force.

After she left he cleaned himself up and got down to attending to what duties remained for the day. Two caning's of young girls and some report filling. Normally he would have indulged himself of the young whore's flesh, but this time he could only think of Michelle and her writhing body impaled on his burning shaft. he managed to take out his frustration at her absence, by caning and whipping the young rule breakers into distraught heaps before finally dismissing them, with a hundred lines each for good measure, chastising them for their inability to pay attention in class.

*Later that evening*​

Headmaster Grant had been idly glancing out of his office window, so he saw the taxi pull up at the entrance and watched as Michelle entered the academy grounds, watching her make her way across the quad through the gates which the cleaning staff knew to leave open and lock after she entered. They were well paid individuals who obeyed his every order, largely for fear of him reporting them to immigration and partially for the cash that kept them sweet.

His cock was hard and straining at his pants within seconds as he watched her move about, nodding to himself about how hot she looked in fuck me heels which would look better impaled in her holes, a short skirt that showed off every obscene inch of her legs and her top, which violated every human law of decency ever made and caused tremors of wild furious lust to shiver and quiver through his entire body. How quickly she had fallen into line and displayed her true nature as a hungry for cock little whore who would do whatever it took to keep her daddy sweet, her allowance streaming in and now her tight young cunt full of his cock.

Hearing her knock he left her waiting a few moments, before opening the door and stepping out into the hall. he looked her up and down and gave her an approving look. "Come with me Miss Berger." he told her simply, moving to 'escort' her through the halls. He held a cane in one hand and struck it sharply against the flesh of her thighs from behind as he motioned her to follow his finger as he pointed towards a row of classrooms. "I believe you have a literature lesson in room 102 tomorrow morning, so that's where we'll give you something to focus on in class. I find it a great aide to morale for a young student such as you to be able to recall how she was fucked senseless in a class room. While the other students around you and the teacher enthusiastically get on with their work, you will be able to recall how you were fucked over your own desk or even hammered into the blackboard at the head of the class." he told her with a grin.

Reaching the door he flung it open and shoved her inside, his powerful arms and deft agility with his cane left no room for discussion.

"Well, shall we have you stain your desk or the teachers with your cuntjuice?" he asked her, "Clearly you dressed for the occasion, so it's only reasonable that you knew you were going to return here for more than just some line writing and verbal instruction." he told her, stepping in close behind her so she could feel the mass of his cock against her ass, he reached around to slide a hand down her stomach, over her disgustingly short skirt and down between her legs, to confirm that she was indeed without panties. "Go and sit at your desk, open your legs and show me how wet you are you little slut." he commanded. "Tease your cuntflaps open and show me what I'm going to be fucking later. Fuck yourself with your dainty little fingers, but don't come... that's something I wish to reserve for my own pleasure."
 
Michelle's pulse was already going up just from the way that the headmaster was eying her. The normal part of her was afraid of what he was about to do to her, but the more deprived and deviant half of her personality was excited in a very strange, perverse way. And - even though she was dressed like a total cum loving slut - Michelle was proud of the way that her body made Grant stare.

She could also clearly notice the massive bulge in the front of his pants, which she had mixed feelings about. On one hand, she couldn't deny that she'd loved getting fucked senseless earlier by the headmaster's big, stiff cock, but on the other, her poor pussy was still sore from the pounding it had received.

In any case, Michelle had little choice but to go wherever Grant demanded, being spurred on by the cane hits on her thighs which made her yelp and flinch every time. She wasn't sure why he wanted her to go to room 102 in particular, not really buying any of his bullshit about how it would supposedly help her learn, but she assumed that there had to be some twisted reason behind the decision.

Michelle let out a short gasp and unintentionally writhed against Grant's body slightly when he came up behind her, rubbing her ass against his erection in the process. She felt herself already begin to tingle when he briefly ran his fingers along her slit, her hormones going crazy no matter how hard she tried to resist.

She was bit surprised to hear Grant's first request, finding it to be rather tame compared to what she'd come to expect from him. Not that she was complaining. Michelle was fully aware of the fact that the headmaster was going to ravage her afterwards, but at least she'd get the chance to warm herself up beforehand.

Walking over to her desk as instructed, she sat down on her chair and tried to get comfortable. She shifted around a bit, unable to find a good position since her butt cheeks were still sensitive from the spanking that she'd received earlier. Once Michelle finally got as comfortable as she could under the circumstances, she hiked her skirt up so that the material bunched up around her waist and spread her legs nice and wide so that Grant could have a good view. She didn't want to provoke his wrath unnecessarily by doing a bad job.

She brought her left index and middle fingers up to her mouth and sucked on them to get them nice and wet before sliding them down towards to her pussy, brushing by her perfectly trimmed patch of pubic hair on the way there. Not wasting any time, Michelle went right for her clit, rubbing it slowly through the warm folds of her cunt. She slid her other hand underneath her sheer top, fondling her right breast lovingly as she settled into a nice pace.

Michelle tried to think of the usual stuff to get herself in the mood as she masturbated, but the images that kept popping up were those of her getting her tight cunt slammed by her headmaster while he bent her over his desk and pulled her hair. Her nipples hardened almost immediately and her pussy was soaked within moments as she continued to play with herself, her excitement rising very quickly.

Soon enough, Michelle was moaning in pleasure with her eyes closed as she vigorously rubbed her clit in a well practiced circular motion, causing her body to writhe against the chair. Desperately wanting to feel something inside of her, she took her right hand away from her breasts and used it to fingers herself instead, spreading her legs even further apart as she inserted two fingers into her moist pussy.

Getting lost in her attempts to satisfy her own urges, she either completely forgot about the last part of Grant's orders or simply stopped caring as she frenziedly fingered herself while continuing to rub her little love knob. Based on how enthusiastically she was going at herself and the way that she was moaning uncontrollably, it was pretty clear that Michelle's goal was to make herself climax.
 
Headmaster Grant could make an educated guess at the general thoughts racing through Michelle's head, after they met outside his office. It was clear that she was thinking about what was going to happen to her and he hoped that she was ready for some more hard fucking, after all he had merely scratched the surface with their encounter in his office a short while ago and he was nowhere near finished with abusing her flesh for the evening.

The subconscious way that she rubbed her ass against him when he moved behind her reassured him that she was already in the grip of a crazed hunger for cock, a need to be fucked and violated at a whim by a man old enough to be her father. It also served to stiffen his erection even further, sending surges of blood racing through it and fuelling his lust for the young schoolgirl who had come at his beckoning dressed as a slut and a whore.

He watched her sit down and shift about on her chair, entranced by her legs and the way her tiny skirt rode up to expose every square inch of her legs and thighs. He imagined that the hard surface was playing havoc with her already sore ass, although it would be nothing compared to the welts which would be left there after a brutal caning. He walked to the front of the teacher’s desk and looked down at her as she spread her legs and began to get to work. "That's it you little whore, spread those thighs, show me that tight cunt and your hot pink gash, show me how wet it is, how wet it must have been when you were travelling over here this evening. I imagine that you've been wet ever since you were left standing in your room, trying to pick out your most whorish items of clothing in order to comply with what I had asked." he told her with a degree of smugness.

Within moments her fingers were at work on her body, stroking at her clit and sinking into her flesh as she masturbated for his pleasure, although there was a degree of insolence being displayed as he say her grow wetter and wetter and then begin to writhe against the chair. Standing up he moved over to her, grasping hold of her wrists and hauling her up to her feet abruptly. His pants were open and his cock was a rigid tube of pulsing flesh that bobbed about in the air between them as he looked at her face with a stern expression on his features. "Well, well, it appears that my generosity in handing you back some of your coke and then expecting you to follow instructions has encouraged you to break the rules again." he told her with a disappointed shake of his head, although his massive hungry erection told a different story. In truth he was glad of the opportunity to break her wanton and depraved display of self-pleasuring so that he could insert himself into her plans, rather than simply watch her finger fuck herself to climax.

Dragging her by her wrists he brought her over to the blackboard in a fashion which left no possibility of refusal, turning her around and shoving her forwards against it while standing behind her. He kicked her ankles apart, leaving her teetering on her heels, then he then took some chalk and placed it in her hand. "It's more than drugs you're into, isn't it Michelle? You must be into pain and discipline as well. Obviously you deliberately refused to follow my instructions because you wanted to be punished. As such I'll have you write out some lines for me, to remind yourself about your insolence as well as to satisfy my need for discipline."

His hands moved to her ass and forced her excuse for a skirt up her body until it rested against her upper ass cheeks, his hands smoothing across her flesh as he took up his cane and drew it back with a swish, letting it TWHACK! onto her ass, a bright red welt streaking across the sensitive flesh of her buttock. Everything about the action brought pleasure to him, the sounds the feel, the way his cock throbbed as he disciplined the young girl.

"I must not come without permission. I must obey if I want to be fucked." he said, taking her hand in his he used it to write out what he had just told her to.

THWACK! He streaked her other cheek, letting the sound echo through the room. "Get writing you little bitch. Nice long lines. Ten of them. Every time you fuck one up you'll get another stroke of this..."

THWACK! The cane bit into both ass cheeks at once, searing a line across her ass that intersected with the two which were there already, biting into her pale flesh.

"Every time you get a line right though..." he cut himself off, resting the cane on a slim lip used for the chalk and duster he gripped her hip with his left hand and guided his cockhead to her slit with the other. He bent his knees slightly, finding it easy to attain the perfect angle due to her 'fuck me' heels placing her at just the right height, then he drove his cock straight up into her soaking cunt, spearing it into the entrance she had lubed up with her own masturbation mere seconds before hand. "GAAHHH!" he groaned loudly into her ear as his cock was swallowed up by her cunny, his hips forcing it up and into her tight young cunt with a determined clenching of his teeth and a growl of wild satisfaction.

"Say it as you write it as well you disobedient little slut, I want to hear it, I want to see it..." he hissed, leaving his engorged member wedged inside her tiny channel as he placed his hands on her shoulders. "Your choice you bitch, cane or cock... and if you dare to come before I do I'll welt your ass until it bleeds, savvy?" he commanded her as his throbbing cock twitched and stretched out her silken channel.
 
Closing her eyes and tilting her head back as she continued to moan and masturbate frenziedly, Michelle was spurred on to keep going by the headmaster's crude words which were actually just turning her on further. Flashbacks of when she climaxed earlier while Grant's big fat cock was pummeling her kept cycling though her head, and she could feel herself about to cum at any second. Just a couple more thrusts from her fingers and she'd be in heaven...

"Mmhhnnn...NOOOOO!!!" Michelle whined with frustration as Grant interrupted her and yanked her away from the chair. She tried to fight him since her body was desperately aching for release, but it was obviously futile. Her pussy felt swollen and sensitive from the rush of blood which had flowed to it and she just wanted to release the sexual tension in her body so fucking badly.

Her breasts and nipples rubbed against the chalkboard through the barely-there fabric of Michelle's top, causing her to moan and writhe around slightly as she practically tried to hump the air. She knew that there had to be something more than just writing lines to whatever punishment she was about to receive, so she tried to explain herself and apologize in the hopes that the headmaster would forget about her latest transgression.

"I'm sorry, I...I just - AAAAIIIIIEEEEEEEE!!" Michelle was interrupted as the cane violently smacked her ass with a loud thwack, sending slight ripples through her right butt cheek and a massive jolt of pain to her nervous system. She reached a hand back to massage her poor cheek as well as to try to cover it up and protect herself while Grant forced her to write with her other one.

Her knees buckled momentarily after he caned her ass again, almost causing her to fall until she regained just enough composure to stay standing at the last second. Michelle started writing her first line at the top of the board when he whacked her butt again, making her press down on the chalk so hard that it broke in half and drew a random while streak over the green writing surface. "JESUS FUCK!" she screamed while grabbing her ass with her left hand again, tears welling up in her eyes from the burning pain.

Trying her best to fight through the pain - not that she had a choice - Michelle got back to writing her line. Before she could get more than a few letters done, though, the headmaster interrupted her again by demonstrating what her reward would be. "UUUNNGHHHH" The chalk in her hand streaked randomly across the board with a loud screech before she dropped it and grabbed on to the little tray attached to the chalkboard, holding on as if for dear life while Grant thrust his shaft into her slit without warning.

"Oh my god..." Michelle breathed the words heavily as she tried to recover from being suddenly impaled, her upper body once again being pressed against the chalkboard as Grant's weight pushed her forwards. Just when her arousal had started to recede back down towards manageable levels, the feeling of having the headmaster's hot, throbbing member inside of her made it shoot way up again to the point where she just wanted to grind against him and forget about his bullshit lines.

Knowing that it would only get her into more trouble, however, Michelle clenched her jaw and soldiered onwards, finding another piece of chalk to write with. Even though she was ridiculously horny, Michelle forced herself to go at a slow enough pace so that Grant's thrusts were more spread out, knowing that she would surely cum otherwise.

"I must not come without permission. I must obey if I want to be fucked." she read the tenth and final line while she wrote it, her hand and voice both trembling as she struggled to fight against her urges. "MmmmMMMGGHHHHHH" Michelle moaned hard, gritting her teeth as the headmaster's cock stabbed into her cunt.

Panting, sweating and horny, Michelle had nevertheless succeeded and gotten through her challenge, which she felt at least a little bit proud about. "There...please take it out, I can't take any more!" she begged, reaching down to cup the front of her pussy and squeezing her thighs together while her legs still remained spread apart from the knees down. "Ohhh fuck, take it out, I can't hold it!!"
 
*TIME: Monday Evening LOCATION: Classroom 102*​

"Crying out won't save you from your punishment, you deserve every stroke of the cane that you receive, don't forget that Miss Berger." said headmaster Grant as she had protested against his short sharp swipes. The cane quivering and vibrating in his hand as each fully justified strike had been happily delivered to her soft pale flesh. He enjoyed the sight of his mark upon her, liked the fact than when she was rubbing her sore ass later on, she would no doubt recall just what she was doing prior, during and after her buttocks were assaulted by his skilful torment technique. He knew it was something he would not forget easily, the unique sounds she made and the look of her perfect body as it submitted to whatever whims flitted into his thoughts.

He smirked as his shaft buried itself in her cunt and she dropped the chalk. "You don't seem to be responding to my instruction Miss Berger, not only have you spoiled the board but you have dropped your writing materials. I think your wilful disobedience and wanton disregard for following the rules of this academy are becoming quite intolerable." he growled into her ear as his shaft slid balls deep up into her stretched out vaginal cavity. His huge member forced her tiny, youthful, cock tube to accommodate its full length, without a moment’s pause to allow her to become accustomed to it.

Every line she wrote received a slow steady impaling thrust which began when his massive fat cock head splayed apart her cuntflaps, spearheading the journey of the rest of his foot long rod into her insides. It continued as he forced the entire length up into her tight young cunt, driving it slowly into her with a hissing growl from his lips as each inch of his cock was stroked by her glorious innards. It then finished as his balls made contact with her flesh and he lifted her up, first until she was teetering on her heels, then clear of the floor altogether, impaled on his erection as he fucked her clear of the ground, holding her there as she finished writing a line, before lowering her to the ground to start all over again.

"Please take it out headmaster..." he growled angrily as she finished her challenge and dropped the chalk. "You want me to take it out and then you go and forget your manners? You forget your breeding and your position in this school and decide to simply address me without my title? Then you squeeze your thighs together like a cheap whore, stroking my cock, clenching at it with your youthful cunt, trying to torture me with your insides while claiming to want to be rid of this wonderful piece of flesh, a massive cock that I have decided to bless you with?" he asked in an annoyed fashion.

"You should know better than that Miss Berger, you're an intelligent girl aren't you? It seems you need to be punished again for your ignorance and carelessness. Now..." he paused, grabbing her by the hair he scrubbed the board in front of her with her face and the side of her head, smearing the chalk with her cheeks and strands of her hair, before placing the chalk back in her hand. "...do it again, but do it properly this time you little cunt." he demanded.

"Remember, you come when I say you can, not before." he told her, drilling his cock back into her again as he had done before, lifting her up on its impaling strength as one hand held her hair and the other forced her hand against the board. He hissed as he moved, her hot insides roasting his cock and setting his blood to boil. Every stroke into that tightness of hers was eating away at his soul, it was so hard not to come as soon as he was inside her, her body, her face, her taste, her smell, everything about her drove him into a frenzy that all his experience and all his will was brought to bear against. He was forced to fight every moment his cock was buried inside her not to simply blast his cum into her body and soak her innards in his seed.

"Write it again... no wait..." he grunted, taking the chalk from her hand he tossed it aside, hearing it shatter and fracture. He put both hands into her hair, twisting it into a pony tail as he turned around, lifting her clear of the floor on his cock as he shuffled over to the teacher’s desk a short distance away, forcing her forwards by his handfuls of hair he swept the desk clear with her body. "Write it out for me, twenty lines this time you disobedient little slut." he growled manically, sliding a pen into one of her hands and grabbing some blank paper to stuff in front of her. Chalk dust scattering across the surface from her hair as he hauled her about like a rag doll.

A second later he slammed her face down onto the desk, pinning her head there next to the paper, as he took up position behind her and gave up any pretence of controlling himself, slamming his hips back and forth he manhandled her so that every thrust of his cock into her cunt ground her clit against the hard edge of the desk and battered her thighs against the wooden sides of it. His brow glistened with sweat and his body hammered away at her like an out of control piston as a wild fury invaded his consciousness. Every stroke felt like he was fucking his rod into the cunt of an angel as he ravaged her cunny with his beast of a cock, only paying slight attention with his eyes as to whether she was writing out her lines... after all if she was not she would be punished again for that later.

"Are you paying AAHHH... attention you little whore... UUHHH.. are you? Have you written what I ...UUNNHH... told you AAUUHH... to... FUCCKK... god Michelle... did god himself put you here on earth to drive men mad?!" he growled loudly. He was so close to coming he could almost feel his balls exploding, but he was still able to hold back, he was still able to prolong the bliss of her hot wet cunt sucking back and forth on his rod. "You come before you're told to and you'll choke on this fucker. Now write your lines you disobedient whore... WRITE!" he threatened, no... promised her, as he yanked hard on her hair, pulling her back every so often to make the occasional brutal penetration of her body all the more satisfying as he ploughed stroke after stroke into her arching frame.
 
"AAHHHHH!" Michelle screamed as the headmaster used her face like a brush, making chalk dust get into her eyes, nose and mouth. Her eyes started to burn and she coughed hard several times. She kicked her feet through the air helplessly, unable to stop Grant from tossing her about wherever he wanted.

Michelle screamed again as she was thrown around like a rag doll by the headmaster, knocking everything down and hearing several things break like a lamp and a coffee mug. "Oh god, no not again, I can't!" she screamed right before Grant shoved the pen into her hand and started pounding her cunt from behind again.

"FUUUUUCCKKKKKKKKKKKKKK, UGHHHHHHHHHH!!!" Michelle howled, barely managing to scribble down a few letters before losing control and cumming hard. The inner walls of her pussy twitched and squeezed Grant's cock like a vice grip and her juices trickled down her legs and on to the floor, forming a small puddle between her feet.

Moaning crazily, Michelle threw the pen across the room and slammed her fist down on the desk as the orgasm continued to ravage her body, all the while the headmaster was still thrusting into her at full speed. "St-...st-...sssss..." She tried to beg him to stop as her body was being overloaded with so much sexual ecstasy that it was basically torturous, but she couldn't even get the words out.

Michelle's thrashed around desperately as much as she could with Grant holding her pinned down, making the desk shake so badly that it threatened to topple over of just break down altogether. She tried to get away, to give her sore pussy some much needed respite, but there was nowhere to go with the headmaster slamming into her from behind, keeping her impaled on his monstrous cock.

Tears started flowing from Michelle's eyes as she bawled from the excess pleasure. She felt like she was going insane, her body finally going limp as Grant continued to pound her against the desk. "Ughhhhhhhhhhhhh....." she moaned continuously and monotonously as if her mind had been broken, her body convulsing erratically as she continued having mini-orgasms after the first one. The puddle on the floor kept growing as Michelle kept cumming and squirting uncontrollably, leaving undeniable evidence of her own depravity behind.
 
*TIME: Monday Evening LOCATION: Classroom 102*​

Over and over Headmaster Grant's long hard erection was crammed into Michelle's sucking hot cunny. Each thrust was being delivered as if his life was dependent on how hard and deep he could penetrate the young schoolgirl, who was sprawled across the teachers’ desk at the head of the class. In front of an invisible and absent audience he ravaged her cunt with his huge cock, mercilessly drilling the steel hard member into her tiny fuck hole as his hands clawed and grasped at her hair and his hips clashed against her flesh as he pounded his groin into her without pause or break.

"You can't? Not again? But this is what you want Miss Berger, otherwise you would have followed the simple instructions of your headmaster, instructions which even now you insist on flaunting and ignoring like the nasty little slut that you are." he growled in a mixture of ecstasy and annoyance, gasping with each spearing stroke of his bulbous cock head into the depths of her tight young body. With her bent over and shoved hard down against the wood he found her again in one of his favourite positions. Fucked like a dog as he indulged himself of her flesh and lay waste to her cunny with driven and violent intrusions into her small frame which would have broken a larger woman, let alone a youthful girl such as herself.

He watched as she defaced a piece of paper with some erratic strokes of a pen, before her cunt flooded and she orgasmed all over his cock as he plunged it into her in a series of vicious and unrestrained thrusts. "Coming already you disobedient whore... what did I tell you!" he bellowed, barely able to hold off his own orgasm as her cunt went wild on his cock. He watched her juices streaming out of her violated hole to streak down the insides of her thighs, washing over his own cock and balls and starting to drip towards the floor beneath them. A look of fascination crossed his face at the amount her body was spilling forth from her abused cock tube.

Watching her struggle and gasp he grabbed hold of her hands and pined her wrists behind her back, forcing them into the small of it as he released her hair and focused on fucking her through her orgasm, squelching and sucking sounds emanated from her cunt and the rude and obscene noises filled the empty classroom, echoing of the walls and drifting into his ears. It was a perfect symphony for him to listen to, combined with her moans and half formed attempts at begging. When he felt her go limp he decided to pummel himself into her with a short series of hip powered thrusts that drove his own groans of pleasure forth from his throat, his hands moving to cling to her shoulders as he battered her limp body with stroke after stroke, their sex cocktail slopping onto the floor at her feet as her cunt seemed to pour her girl cum out of her body like a torrent.

Pulling out his length from her sodden fuck hole he brought a hand to his cock and watched as his seed spurted out of him, strong jets of thick white spunk blasted in uncontrollable spouts as he ogasmed hard. Steam after stream scorched her flesh as it impacted first with her cunt, then against her thighs, as he blasted it into the stream of juice squirting from her well abused and gushing snatch. Her squirting continued as he watched her multiple orgasm unfold before his eyes as his own euphoric climax continued to burst out of his cockhead and impact her flesh, thudding against her skin as he emptied his balls into her body in a series of hard spurts of sticky white sperm.

Gasping and resting his hands on the desk either side of her while he recovered, he took hold of her hair and dragged her off it and onto her knees, walking down the aisle of desks, dragging her behind him, he sat down, facing her as he dragged her face in between his legs and slapped it several times with his cum stained cunt dripping cock. "You've soaked half the classroom with your cunt you filthy little slut, that will mean extra work for the cleaners, unless I tell then to leave it there. Leave it there so that you can explain to your teacher what it is when you come here tomorrow." he grinned.

"I would have given you some more of your stash back by now, but your inability to do as you are told means that I will have to punish you again tomorrow. Of course, your punishment for today is hardly over, so you had best clean my cock while I have you here, you dirty, nasty little cumslut. It's obviously what you wanted, since you refused to write down anything I asked." he told her with conviction.

He took out a small packet of white powder and sprinkled the contents onto his cock as he kept a hand embedded in her hair and her body on its knees. He forced her to settle between his parted thighs as he sat in her own usual chair, watching her closely. "There... aren't I generous? Think of it as a small concession in your gruelling punishment schedule. Now take it in your mouth and clean your dirty cum off of it, before I skull fuck you and leave you here to be discovered in the morning by your classmates. Don't think that simply because you have squeezed an orgasm out of your headmaster that he will suddenly go easy on you, young lady." he smirked.
 
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