Erika The headmaster Slut

Erika had been a wild child, always getting into trouble. Her parents tried everything, grounding her, taking away her cell phone, cutting her allowance to a bare minimum, but nothing worked. In desperation, they turned to a boarding school that had become well known for taming wild teens. The school was happy to take her on, and before her first class, she met the headmaster, Mr. Smith. Her insolent gaze earned a steady, steely glare of hardness from his eyes, and her insolent attitude slipped a bit.

“Miss Taylor, I hope you know that your insolence will not be tolerated,” he told her in his clipped British accent, “I would advise you to straighten up, and obey the rules we have set down. If so, you will find our school and your stay here, quite pleasant. If not, I will deal with you personally!”

She hated having to wear the school girl uniform of white blouse and plaid pleated skirt, and it was all too easy for her to slip back into her old habits, she had perfected her trouble making ways over her 16 years, and the time came when the headmaster ordered her to his office, just after classes had ended for the day. When she entered his office, he locked the door.

“Miss Taylor, I thought the day would come when I had to deal with your attitude. Now, we do not beat around the bush, we are going to punish you. Drop your panties Miss Taylor, you are going to get caned!”

Erika gaped at him, he gazed back at her with that same steely eyed glare, and she came to the realization that she had no choice, she was locked in, the headmaster would handle no defiance, in this setting he ruled, and the school administration, with the glowing recommendations the school earned for being able to handle the trouble makers, gave him full latitude to enforce discipline as he saw fit.

She reached up under her skirt, and with a tug, her panties were on the floor.

“Bend over and grab your ankles, Miss Taylor.”

Trembling, she did so, Mr. Smith took his cane, and walked over. Flipping up her skirt, the glory of her naked ass was revealed, smooth, soft, white cheeks, so perfectly formed. Erika’s face was flaming red with the shame, she felt totally humiliated.

He could feel his cock grow quickly, and he opened his pants to let his eager cock grow unrestricted.

“Brace yourself, Miss Taylor.”

He drew back his arm, and landed a blow on her ass. Erika howled out in pain, as her ass lit up with the sting from the cane. She barely had time to even attempt to adjust to the hurt, as another stroke of the cane was delivered. That drew a full throated howl of pain from her, and Mr. Smith caned her ass over and over, her shrieks filling the room, his cock throbbing eagerly as he watched the white cheeks take on a dark crimson glow, the red marks of the cane strokes crisscrossing her ass. Mr. Smith delivered six strokes of the cane, where he was from in England, it was known as “six of the best”. After the 6th stoke, and the 6th howl of pain from Erika, he dropped his trousers completely, his cock was rock hard and ready. Erika was about to find out how much latitude Mr. Smith would take.

“Stay right where you are Miss Taylor, keep your hands around your ankles.”

Stunned by the caning, with the burning fire of her well whipped ass cheeks, she did exactly as she was told. He put down the cane, stepped up behind her. Slipping his hardness against her, he gripped her hips tightly and shoved it in, in one huge thrust. Erika had been so stunned by the caning, she didn’t know what was happening until Mr. Smith’s cock was halfway up her. He drove his hard, eager 9 inches in, his hips smacked against her freshly beaten cheeks, Erika howled loud from the double barreled blow of her throbbing ass getting slammed, and her dry cunt getting fucked. She grunted as his cock slammed in, stretching her out, she was no virgin, but she wasn’t some whore either, and Mr. Smith grunted with pleasure as he felt his cock stretching open the walls of her tight teen cunt. He drew back and rammed it home again, earning another grunt from Erika, then he was in a rhythm, driving his cock in right to the balls, over and over as she endured his thrusts.

“Ah yes, Miss Taylor, this is what your insolence has earned you. Remember this well, if you need more discipline, I will be happy to cane you ass, and fuck your nice tight cunt again!”

He could feel her tight cunt stretched wide around his cock, the tightness was making his balls sizzle, and he felt his cock swell up even harder and longer, bringing another grunt of pain from Erika. He slammed it in, one last time, and let the tightness take him over the edge. He growled out as his throbbing cock exploded, he unloaded a gusher, his cock geysering wildly deep inside Erika’s cunt. He moved back and forth slowly now, letting the tight cling milk every drop from his swollen cock before pulling his prick out.

Erika was delirious, she’d never had a hand laid on her before, and she had just been paddled and fucked.

When she had some of her wits back, she yelled, “You bastard! What gives you the right to beat my ass and then fuck me?”

“Why Miss Taylor”, he replied mildly, “Your parents signed an agreement that I would apply the techniques to you, that I have applied to other students who needed discipline. They are alternative behavior modifications. Too much freedom, and parents too scared to apply real discipline, leads to what you are. We are here to correct that.”

“You mean they signed off on beating and rape? The police are gonna hear about this, I’ll see your ass in jail!”

“Miss Taylor” he sighed, “let me explain how it works. First off, your parents signed off on my applying discipline, we do not discuss the specifics of discipline, I merely apply what I feel is necessary to achieve the desired result. Second, you were not beaten and raped, you were subjected to alternative behavior modification. Thirdly, do you really think that a known trouble-maker like yourself, would be believed? My word against yours, and the administration will back me up 100 percent.”

He saw her expression change, and knew that she would cause no trouble. If she pressed it, she just might, but when he discussed it calmly like that, unsophisticated teens really thought that they would not be able to make any waves.

He took her hand, and led her just across the hall to the nurse’s office. It was empty, as was the rest of the school, and he told her to lie down on her tummy, he placed a pillow under her hips, to elevate her ass. He reached into a small freezer, and withdrew two ice packs. Draping a towel gently over her cheeks, he carefully laid the ice packs down, Erika hissed a bit at the initial weight, but the ice started to provide relief to the burning fire, and she sighed as her cheeks started to lose some of the painful sting. After a while, he removed the ice packs and the towel, and applied some ointment that helped to reduce the pain and inflammation more, and she was dismissed.

Late that night, Erika ran it over and over in her mind. She felt ashamed, and humiliated, and perversely, that was part of the nasty thrill that she was starting to feel. Her cunt started to throb, and soon she was in bed naked, she lay on her belly, a large pillow stuffed between her thighs. She reached back, ran her hands over her caned ass, feeling the sting, and her cunt started to juice up. The idea that Mr. Smith was there, looking at her naked ass, applying firm strokes of the cane, fucking her hard right after the caning, the pain and humiliation she had felt, started her cunt simmering hotly. She humped her pillow, stroking her ass, feeling the sting, replaying in her mind the six firm strokes of the cane beating her ass. Her cunt was ready to explode, all it took was remembering the feel of her tight cunt stretched wide around Mr. Smith’s cock, as he fucked her. As she remembered the feel of his cum pouring hotly into her, she shook and shuddered wildly, humping the pillow madly as her cunt exploded, she howled out, this time in pleasure, as her pussy got the release of orgasm that she was craving. She drifted off to sleep with a smile, the lesson had been well learned.

Erika was keeping her nose clean, for now. The remembrance of the pain of her caning was still fresh, and even though it provided her great masturbatory fodder, to run it over in her mind how the headmaster had caned her and than fucked her, she wasn’t too eager for a return engagement.

One afternoon, a rumor ran through the classes that Bethany Crister had been caught smoking marijuana. Talk about breaking the rules, Erika could just imagine the caning she was going to get. Thinking about it got her going, and she wondered if she could sneak into the headmaster’s offices, and secretly watch Beth getting her ass caned? The outer administration office would be deserted, as Mr. Smith’s punishments were always handed out after classes.

When the final dismissal bell rang, Erika quickly ducked into the ladies room, and waited until she heard the clamor of departing students die away. Erika cautiously peeked out, saw the hallways deserted, and started quickly towards the headmaster’s office. If any late departing teachers were around, it would not look suspicious, she was merely a late departing student. Coming around the corner, she screeched to a stop, she could see right into the administration office, and she could see Mr. Smith escorting Bethany into his private office. With the close of the door, she quickly made her way inside. Mr. Smith was using his very private office, the one with no windows, damn, she wouldn’t be able to see anything. But she could listen. She put her ear to the door, and was able to hear quite well.

“Miss Crister, you’ve already been in here once for being caught with marijuana, now you have been seen actually smoking it. I guess one round of punishment wasn’t enough, looks like I have to administer more. You know how it goes, drop your panties, bend over and grab your ankles Miss Crister”.

Erika’s cunt was starting to heat up fast, she knew what Bethany looked like, she had seen Bethany’s naked body in the showers, her ass was magnificent, and that gorgeous ass was about to be whipped. Erika’s fingers found their way into her panties, and she found her slick, swollen hole, pratically gushing with juices. She imagined the headmaster unzipping his pants, taking the cane.

“Brace yourself Miss Crister.”

She heard what sounded like a whistle, then the resounding smack of the cane, and the howl of pain Bethany let loose. Fuck, her cunt gave a jolt, and Erika knew she was virtually just one finger stroke away. She didn’t want to blow off just as it was starting, so she slid two fingers up her soaking cunt, keeping her fingers away from her twitching clit. Another resounding crack, and another howl. Erika found herself counting, after “six of the best” were delivered, he kept going, Bethany’s howls of pain and the crack of the cane against her ass not letting up, as Mr. Smith delivered a second set of “six of the best”.

“Keep gripping your ankles Miss Crister, you know what comes next.”

Bethany let out a loud grunt of pain, Erika could imagine the headmaster shoving his rock hard 9 inches deep into Bethany’s cunt, slamming against Bethany’s fiery, stinging ass. She listened, could hear Bethany’s grunts of discomfort as Mr. Smith plowed her furrow. Erika quickly started to finger her clit, and her orgasm slammed into her, immediate and almost savage in its intensity, she had to clamp her mouth shut tightly as she wanted to scream with the pleasure. She heard the headmaster let out grunts of pleasure, as he gushed his juicy load deep inside Bethany’s tight well.

A minute or so later, she heard the headmaster admonish Bethany to correct her mistakes, or she would suffer more punishment. Knowing that he was about to take her to the nurse’s office for some cooling down of her burning ass, Erika quickly retreated, and she was in her room in just a few minutes.

Her cunt was still buzzing, she needed more. On her belly, ass up, she imagined that the caning of Bethany’s sexy ass became the caning of her ass, Mr. Smith was delivering twelve hard stokes of the cane to her, making her ass a throbbing, stinging crimson, making her ass as red as her face had been from the humiliation. She buried her fingers in her sopping cunt, and her imagination felt his cock fucking her, her cunt exploded when she remembered the feel of his load pouring hotly into her. This time, she was able to let loose the howl of pleasure, as she felt her cunt wrenching and spasming wildly, her body shaking wildly as her orgasm blasted though her body.

Erika found it very easy to hang around after class, just waiting and hoping to catch the headmaster with another misbehaving student. A week later, and she struck pay-dirt. Peering in at the administration office after classes, she saw the headmaster taking Brittany Hodges into his office. Erika was quickly through the door of the administration office, and she saw that Mr. Smith and Brittany were in his less private office, it had windows that looked out at the administration area, and Erika realized she would be able to watch Brittany getting caned. Her cunt started to juice wildly, and she crept up, and peered over the bottom of the window, hoping like hell that she didn’t get seen. Good luck was with her, as she saw the headmaster lecturing Brittany, and she could hear the familiar sound of his voice through the door, ordering her to drop her panties, bend over and grab her ankles, telling her that she was going to get caned. Brittany seemed to tense up, and then it looked like she resigned herself to her fate. Her hands under her skirt, she pulled down her panties, Erika could see the flame redness of shame and humiliation on her face. Turning, she bent down and grabbed her ankles, the position she was in put her ass cheeks in full view of Erika’s eyes, she couldn’t have planned it out any better. Nice, heart shaped cheeks, so white, but not for much longer. Erika quickly buried her fingers deep up her soaking cleft, and started to stroke her burning center.

The headmaster swiftly opened his trousers, to let his cock grow unrestricted. He picked up the cane, and told Brittany to brace herself. He swung his arm back, and whipped the cane forward. The cane make a solid sound as it connected with those smooth white cheeks, and Brittany’s howl of pain filled the office. Mr. Smith drew back again, and let her have it again. Watching the whipping was wildly exciting, and as Brittany got her ass caned hard, Erika was masturbating furiously. Watching her ass turn crimson, and seeing the long stokes of the cane outlined on her ass cheeks, Erika was ready to explode! As he administered the 5th stroke, Erika’s cunt wrenced wildly and started to spasm crazily, and she watched the sixth stroke find its mark, and Brittany’s cry of pain, through lust glazed eyes as her orgasm violently crashed into her, leaving her a bit weak and giddy in the aftermath. She saw the headmaster step forward, with his back to the window, Erika couldn’t watch the penetration, but Brittany’s cry of pain as he thrust his hips forward, smacking againt her burning ass and burying his 9 inches up Brittany’s tight teen cunt, let her know that Brittany was getting the full discipline treatment. As Erika started to get her bearings back, she watched Brittany getting fucked, feeling her cunt start to juice up again. As Mr. Smith grunted, and shot his hot load into Brittany’s tight furrow, Erika knew that the headmaster would soon be taking Brittany to the nursing station to cool the burning sting of her well whipped ass. She quickly made her way out, and wasted no time in heading for the nearest exit.

Back in her room, she stripped naked, and belly down on her rumpled sheets, two fluffy pillows propping her ass up, her fingers wasted no time, and she masturbated wildly, reliving the sight she had just seen, and again, her orgasm slammed into her with force! She gasped and writhed in its grip, her cunt quivering wildly with the strong pulses of the tsunami like force that pummeled her. She sprawled back, her eyelids heavy, her face a study in pleasure, and just before she drifted into a nap, her last thought was that she wanted her ass caned again.

The next day, Erika was summoned to the headmaster’s office. She felt a fluttering in her belly, she was still keeping her nose clean, and wondered what Mr. Smith had to say to her.

Her worry increased, when she was told to report to his office after the last class of the day. The caning time, as she thought of it. What did I do? In his office after the school was deserted, she found out.

“Miss Taylor, you thought you could spy on me caning other students without being discovered, but that was an incorrect assumption.”

As she watched, he switched on a monitor, and there she was, listening to Bethany Crisster getting caned, then watching as he gave Brittany Hodges her punishment. Not only that, it also recorded her masturbating to the sounds and sights of the punishment being dispensed.

“I thought I saw you the other day, I caught just a glimpse of a very fast moving figure at the end of the hallway. So, I checked the security camera footage, you failed to notice them, and saw what you were doing. Watching me dispense punishment is forbidden, as such, it is time for a second round of punishment.” Putting the steely British bark into his voice, he ordered her, “Drop your panties Miss Taylor, then bend over and grab your ankles!”

Erika’s panties hit the floor, and she bent over and grabbed her ankles, her face again flame red with humiliation, being recorded masturbating, and now another display of her bare ass, the caning, and then no doubt, the fucking. She heard him unzip his trousers, then Mr. Smith flipped up her skirt, and her naked ass was exposed for the cane’s not so tender ministrations. She took a deep breath, and waited for the cane stroke.

“No doubt, from listening to Miss Crisster’s punishment, you know the appropriate sentence for a second offense is two rounds of ‘six of the best’, brace yourself Miss Taylor.”

Erika did her best, but when the cane whipped against her ass, she let out a loud howl as her ass felt the sting. The cane drew back, and another stroke of the cane connected solidly, Erika’s howls of pain filled the room, as the 2nd and 3rd stroke were delivered. With the 4th stroke, her howl was part pain, part pleasure, the pain of her ass was starting a fire burning inside her cunt. The 5th stroke brought forth an almost all pleasure filled howl, and the 6th one was all pleasure. After the pain of the first few strokes, getting caned had made her incredibly horny. Her ass was throbbing, stinging, fiery red, the feeling of her whipped ass, the humiliation, and the pulsing heat in her horny cunt all combined into a powerful horny lust, and she wanted the next six of the best, now!

“Fuck, fuck, feels so good, cane my ass, let me have the rest of it, NOW!” she cried.

“Very good Miss Taylor, very good” Mr. Smith said.

Seven…CRACK…Erika’s howl of pleasure…

Eight….CRACK….”Fuck, It’s so good, beat my ass!”

Mr. Smith delivered four more hard stokes, caning her ass over and over, Erika’s howls were all pleasure now, as the cane strokes were delivered, her white ass taking on a dark crimson glow, the hard strokes of the cane creating welts crisscrossing her ass cheeks. Erika’s cunt was pulsing, a raging, horny volcano of lust, the 12th and final stroke put her on the brink of orgasm.

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