A Most Wicked Headmaster (BDSM Erotica)

by Jay Merson

  Her upper body jerked up, her eyes locked wide as the searing pain registered in her brain, her mouth gaped open and a gurgle came from her throat.

  "Good?" he chuckled, "I lied, I'll whip your pussy too."

  Again he struck and then again, the headmaster's excitement went to fever pitch as the bitch began to moan and groan in pleasure, the initial shock over she parted her thighs wider still to accept the sweet sensations of pain. Five times he struck her before he could hold back no longer, he cast the pillowcase aside, moved in and pushed his cock up into her wet pussy in one forceful heated lunge.

  The woman sighed and grunted, bucking her hips hard back against him in a frantic rush toward her peak as he pumped his cock in and out of her. She was like a woman possessed, her hands gripped at the edges of the stack to grip handfuls of linen, her back arched and her mouth opened and closed as the heady feelings rushed through her. She planted her feet firmly on the stack, using her braced legs and thighs to lift her hips and pussy to gain more of his cock inside her. She was grunting, animal-like in her high state of sexual bliss, urging him harder into her on each inward thrust. The woman cried out as she felt the warm jets of his sperm being injected up inside her and came to a crashing orgasm, wailing her pleasure as the tremors of climax ripped through her. She tensed and flinched, shuddered and groaned before slumping back fully sated onto the soft linen surface.

  "Fantastic," she breathed, "simply fantastic."

  The headmaster slowed his strokes, finishing his orgasm in a deliberate slow pumping and revelling in her obvious delight at the feel of him. She looked pathetic, grateful and so very pliable, he would use her again, if not for sex then simply as a toy to abuse and to endure pain. She would serve him well now as a devoted and compliant slut that he could abuse and humiliate all he wished - and the slut would take it all.

  Chapter 4

  His two guests sat back smugly in the deeply upholstered Chesterfields in his private study, cuddling their brandy glasses and grinning at his request.

  "But we cannot possibly influence the decisions on the board of governors," the ageing and balding man protested.

  "Oh but you most certainly can," the headmaster countered and gulped at his brandy. "I have known you both for years, it was both of you that recommended me for the post here and now I want my appointment made permanent."

  "Impossible," the taller man stated flatly and helped himself to another brandy from the decanter on the coffee table between them.

  The headmaster shook his head.

  "There are, as you know, six seats on the board of governors and I have gained two votes there already, add your two, and I am head of this school for evermore."

  By their expressions and the way they shifted uncomfortably in their seats both men though the idea less than exciting.

  "We have already helped you in gaining your appointment," the fat man said and shrugged his shoulders to further display their unwillingness to assist.

  The headmaster gave a wry smile and topped up his own glass.

  "Perhaps an incentive is required?"

  "You can't bribe me," the taller man spat in disgust, "no amount of money will sway me."

  "I wasn't thinking money," the headmaster countered acidly.

  An uncomfortable silence followed before the fat man broke it.

  "So what then if not money?"

  The headmaster sat back in his armchair and crossed his legs casually.

  "You Henry - and you John, both have certain sexual preferences. Young girls I believe?"

  "Blackmail is it?" the taller man shouted angrily and stood up.

  Unruffled, the headmaster continued in a calm and controlled tone.

  "No, not blackmail at all, an incentive, a sexual incentive."

  The taller man sat back down, his interest now roused, the fat man edged to the front off his seat, his face flushed and eyes blazing excitement.

  "The pupils here..."

  "But they are under age," the tall man protested weakly.

  The headmaster smiled and said in a low and teasing tone.

  "Not the sixth formers though, they are all above the age of consent."

  The fat man was sweating, wringing his hands and breathing hard.

  "You Henry," the headmaster stated, "you'd like to get into the knickers of some of the older girls here - wouldn't you?"

  The man swallowed hard.

  "I've seen you," the headmaster continued, "the way you leer and ogle those fresh young legs and try to see up their skirts when they are sitting. You'd love to get inside some of those fresh young pussies wouldn't you?"

  The man cleared his throat and nodded.

  "I can make it happen," the headmaster said and paused.

  The taller man spoke first.

  "You mean that...you can actually...with those young beauties?"

  The headmaster gulped at his drink and spoke with a casual ease.

  "I can, and with some of the female staff if you wish."

  The two men looked at one another, the taller man again spoke.

  "My!" he sighed wistfully, "That new staff member...the little petite brunette, now she would be..."

  "She's an excellent fuck," the headmaster stated loudly and then sat grinning. "Had her only last night and what a pretty little body she has on her too."

  The two men stared incredulously, searching his face for signs of jest and found none.

  "You mean that we can..."

  "Fuck the little sluts if you vote for me? The answer to that is an emphatic yes. Get my position made permanent and you can have lots of fresh young girls to sate your sexual needs."

  "And the brunette?" the taller man asked greedily seeking confirmation that she would be included in the deal.

  The headmaster smiled.

  "I am even willing to offer her as a taster tomorrow evening, as a sign of good faith shall we say."

  "Yes!" the taller man blurted, "we have a deal."

  The headmaster looked to the balding fat man, Henry.

  "And you?"

  The man was almost beside himself with excitement.

  "Done! Count me in."

  ***

  It was the tiny little brunette, the one with such wide pleading eyes that her expression seemed permanently one of innocent naivety. She was flouncing along the corridor ahead of him, turning her head slightly at odd times so as to assure herself that her display was being noticed. The slut wiggled her cute little backside to make her pleated skirt swing from side to side and to give fleeting glimpses of her upper thighs.

  "What are you doing here?" he called after her, "This corridor is out of bounds to pupils."

  She halted and turned, her expression one of joy and was trying hard to contain a smile.

  "Taking a short cut sir."

  He moved close, towering over the tiny child and looking down into her watery dark eyes. The headmaster felt his cock stir within his trousers and as he caught the scent of her perfume and his cock pulsed in excited little jerks.

  "You are next for the interview aren't you? When is it?"

  "Yes, tomorrow sir, at five o'clock."

  He held her gaze silently for many moments, transmitting his need through his gaze and she responded likewise, a deep and longing gaze filled with mischief. He started back to the present and broke the sexually charged spell.

  "Don't be late then," he cautioned and smiled.

  Without breaking her stare up at him she said brightly.

  "I won't be, sir."

  The girl turned and walked away, swinging her hips more since she had achieved her aim.

  He watched her until she turned the corner at the end of the long corridor, then adjusted his erection in his trousers and went into the study muttering softly to himself.

  ***

  She was naked and waiting for him inside the open cottage door, as she had been told to be. The young teacher watched the headmaster place the holdall on the table and the then closed the door.
>
  "Close it but don't lock it," he said simply and busied himself with the contents of his bag.

  She stood ready and to attention in the centre of the room, totally naked but still wearing her high-heeled black shoes. She gave no protest as from behind he took one of her wrists and began binding the thick cord around it.

  "Did you learn anything from the other evening slut?"

  "Yes," she said nervously, "I have learned to obey you. That punishment is pain and that it follows failure."

  "Indeed it does and so it should. What else did you learn?"

  He bound both her wrists together, crossing them over one another behind her back.

  "That the sex...well, brutal and rough though it was..."

  "But you enjoyed it," he said as he began tying a second cord around her arm just above the elbow.

  "Yes," she admitted softly.

  "And the caning?"

  She gasped in pain, as her elbows were pulled sharply in together behind her back and tied securely.

  "The caning I didn't like, but the way you control me, order me around and..."

  "That's because you are a slut," he stated simply. "Now kneel down bitch."

  The young teacher knelt and waited, she turned her head to watch the headmaster undress, the main of her interest in his long and rigid cock as it became exposed. She had had it up her but hadn't actually seen it, her eyes widened as the thick shaft jutted out from his black thatch of public hair.

  The headmaster, now naked, took the camera from his holdall and snapped five photos of her from different angles, ensuring that her face was captured clearly in each of them. When he spoke the warning contained in his words was all too clear.

  "A little insurance in case you should, at some future, date seek to betray me. The staff and the newspapers would have a field day with you if they were to receive these."

  He replaced the camera in the holdall and pulled out a multi-stranded lash before walking slowly over to stand in front of the kneeling woman. The tall headmaster towered over the cringing girl, exerting his power and authority over the slightly built young woman, his erect cock level with her face.

  Her eyes flicked back and forth from the engorged head of his enormous cock to the long leather strands of the lash. Her nervousness and fear of both items clearly showed in her expression, but his cock held a fascination all of its own for her.

  "Now slut, you will suck my cock. You will do it well and with pleasure and you will please me or suffer. Is that clear?"

  She swallowed hard and nodded.

  "But...I've never...well, done that sort of thing before."

  He chuckled.

  "It seems then that you are doomed to suffer much this evening."

  She whimpered and cowered back, her buttocks now resting on her heels.

  "The lesson for tonight," he said evenly, "is respect and you will now refer to me during training sessions as 'Master'."

  "Okay," she said easily.

  The move was so fast that she had no time to react and to try to avoid it. His arm rose and then fell in a savage overhead lash of the strap, his hand passing over her head and the strap swinging down onto her buttocks from above. The tails of the strap stung in multiple agonies on her backside, each of them introducing a separate burning pain of their own.

  "I said, call me master!"

  "Yes," she blurted, stunned by the sudden pain, "Master."

  He grunted his approval.

  "Now suck me, slut."

  She leaned forward, craning her neck and closing her eyes, she pouted her lips and kissed the tip of his cock, shuddering in revulsion as she did so.

  The headmaster swung down with the strap to land a cruel lash of the leather strands on her presented buttocks, some of the strands whipping down onto her exposed pussy lips.

  The woman yelped and recoiled, her face a mask of pained confusion.

  "I said suck not kiss, you disrespectful little whore."

  This time she was more eager, her head dipped in, her mouth open wide and covered the head of his cock with her soft lips. She whimpered her revulsion and disgust but maintained the grip with her lips for fear of another hard lash from him.

  Again he lashed her, hard overhead swings of the strap that slapped hard against her firm buttocks and her soft puffy pussy lips.

  Her mouth slid further down his thick shaft in a greedy sucking to avoid further pain, her head bobbed back and forth in a natural oral stimulation. Her lips gripped around his shaft and her tongue worked to rub the sensitive underside of his cock at the same time.

  "Better, bitch," he moaned and half-closed his eyes as the warm, wet mouth enveloped his pulsing shaft.

  The harder he lashed her the more greedily she sucked; her mouth working like a ravenous animal in an effort to please. Faster the pace increased, both his lashing and her sucking, the woman began to moan in pleasure as she became accustomed to the taste of hot cock. Her backside reddened under the thrashing, the pain giving way to the warm sensations of sexual pleasure that only pain can bring. Hungrily she devoured his hard member; slurping noises punctuated by little sighs of delight came from her as her soft mouth pleasured her master.

  As he built he moaned constantly, thrusting his hips to meet her welcoming mouth and to force his cock further down the slut's throat.

  "I will soon come," the headmaster muttered, "maintain your position so that I shoot onto your mouth or it will be the worst for you should you move."

  The woman hesitated.

  "Oh God not that, please not that," she said as a muffled plea with the cock still in her mouth.

  She shuddered and swallowed hard, gulping his thick seed down as it shot to the back of her throat. Copious quantity jetted in hot spurts to fill her wet warm cavern and she gagged at the taste and act of him emptying his seed into her. She did however maintain her position, the excess sperm oozing out from between the seal of her lips around his cock. The woman whimpered her shame and disgust as he pumped his thick come into her.

  On and on the spurts went until finally he was finished, the headmaster put a hand on her forehead and pushed her roughly away from him.

  "No good bitch," he gloated, "not by half, you failed and now..."

  She was on her feet in a second, attempting to break and run, to where she didn't know but the certain lashing to come she didn't want.

  With her hands and elbows still strapped behind her the woman was easily caught. One of his hands gripped at the back of her hair and swung her around like a rag doll.

  "Too late bitch," he chuckled and dragged the screaming woman over to the dining table. With a sweep of his left arm he cleared the few items on the table and placed his holdall on the floor then lifted the struggling woman up onto the hard polished surface of the mahogany table. He rolled her, onto her back and pressed down on her shoulders to pin her at his mercy and dipped his head to take one of her pert and firm nipples into his mouth.

  The woman's struggles lessened as the wonderful feelings coursed through her. The warm, wet tongue flicking her tender bud and the light grip of his teeth were sending shards of electric sensation dancing through her entire body. She lay passively now, mewing her contentment as his mouth worked his magic on her, all fight now gone and pleasure her only thoughts.

  The headmaster paused in his sucking and licking of her breasts to mutter in a low and reassuring tone.

  "Close your eyes bitch and don't look up."

  She did as instructed, waiting patiently for the wonderful mouth to return and to restart the wonderful sexual feelings that excited her nipples to aching point. In her dreamy state of high sexual arousal she was aware of him crossing the room and the door being opened and then closed. The woman was too far-gone, too wrapped up in her coming pleasure to even question his actions. It was great bliss she felt when two hands grasped her left ankle and pulled her leg high and wide, it too a moment to register in her brain when a second pair of hands gripped her other ankle and hoisted her leg
in a similar fashion to the first.

  She lay there for a moment, on her back, her arms bound painfully tightly behind her and her legs held up and apart to expose her pussy. When the realisation dawned on her that more than one man was present she began to scream. Her screaming was renewed with enthusiasm as eager hands felt at her gaping pussy, thick fingers forcing roughly up into her moist warm interior. Her shoulders lifted and her head strained forward, she opened her eyes and then groaned loudly in deep shame and embarrassment. She saw two of the board of governors, one holding each of her ankles in one hand and their other hands fumbling between her parted thighs. Their faces were flushed in high excitement and their eyes blazed sexual need, both were naked and breathing hard as they ogled her naked body.

  Between her open legs and at the end of the long table stood the smiling headmaster and in his hand he held the multi-stranded lash.

  "Sing well you little whore, for your failure is about to be rewarded."

  Scream she did, for the groping hands withdrew and an overhead lash of the strands stung down on her exposed pubic mound, some striking her erect clitoris and others sending searing pain through her puffy labia and soft pink inner lips. Her body bucked and jolted, her mouth gaped wide and little trickles of remaining sperm dripped from the corners of her mouth.

  "Good God!" one of the men shouted excitedly above the woman's wailing, "this is most thrilling, hit her again."

  He did so, the headmaster struck again and then again, lashing hard on the woman's exposed sex to bring scream after pained scream from her tortured throat. The woman's back arched and her hips bucked upward time and again in a sensual dance of agonised reaction as her sex was mercilessly beaten.

  He was hard again, his cock jutting out now in stiff arousal. He moved closer, lashing now down on the soft mounds of her breasts and positioning his cock at the entrance of her reddened pussy. He pushed up inside her in one great thrust and remained there, savouring the feel of her body gripping around his cock as he beat her breasts unmercifully. At length he came; groaning loudly as he shot his load up into her moist interior, the headmaster gave several low finishing strokes and then pulled out.