Headmistress to Pay For Her Errors – BDSM


“This is very unusual for me. I have only once made a house call on matters of serious discipline. Cathy has an exemplary record at school, both academic and disciplinary. As I am sure you would agree that an assault on one of my teachers by pupils is as serious an offence as almost anything. The teacher concerned reported that Cathy was one of the three, 18 year old, pupils responsible for the assault that she suffered. Given that I had no option but to cane all three girls immediately. However that cannot be the end of the matter and I am here to discuss expulsion.”

“Let me start by agreeing with almost everything you have said. Any pupil found guilty of assaulting a teacher in the horrendous way that the teacher reported deserves both a caning and expulsion from the school. The teacher should never have to face any pupil who has physically and sexually assaulted them as she reported. All of that said I am not happy that the facts about the attack were properly investigated.”

“What do you mean? Are you suggesting that Cathy was not involved in the attack or is it that you are questioning whether the assault took place at all?”

“If I could prove to you that Cathy had nothing to do with any assault real or imagined how would you feel? I understand that Cathy offered to show you that proof before you punished her. In my book that means that you acted incorrectly on two counts. Firstly you are required to receive parental approval for physical punishment and secondly you punished Cathy without giving her any chance to put her side of the case.”

“If you could prove to me that Cathy had nothing to do with the attack on my teacher she will have suffered a serious miss-justice. A miss-justice that I have been the main guilty party. I should have sought your approval but forgot and for that I apologize. You say you have proof please show me.”

“I will call Cathy and let her show you the proof she offered you before you caned her. Cathy please come down here and show Miss Broad the proof that you have of your innocence regarding the assault on your year teacher.”

Cathy was confident of her position but was not confident when faced by her headmistress. She asked her father whether to connect her phone to the computer so that they could all easily see the recording. She quickly set it up and opened a recording of a videoconference that she had held at the time of the assault. She was able to show the exact timing of the videoconference and offered to show that she was present through the whole hour of the recording. Cathy said she was not sure whether this technology was 100% proof but said if not it was well beyond her or her friend’s ability to tamper with the evidence.

The color in the Headmistress’s face drained quickly as the recording ran. She could not challenge its validity and realized she had made a massive mistake. She had found it hard to punish Cathy who she had all the time found to be a thoroughly likeable girl.

“I am so sorry I got it all wrong. How can I make this situation right?”

“It is not straight forward but I think the first thing is to put things right with Cathy. I suggest that you apologize to her for giving her an unjustified caning and make an offer how you can square it up with her. We can discuss other matters when Cathy feels correctly vindicated.”

“I am deeply sorry Cathy for caning you when I should not have. I can only think of one way to show my regret and ask for your forgiveness. Would you please cane me exactly as I did you and then forgive me?”

Cathy’s father was stunned by this suggestion but was not gonna turn this unexpected turn of events down. For the first time he looked at the Headmistress in a completely different light. She was an attractive woman with a great figure that she had hidden by her choice of her clothing. The idea of seeing her made vulnerable and made near naked had his prick growing with alarming speed. It took him a minute to gather his thoughts.

“I have a cane upstairs that has not been used since Cathy’s mother passed. I will go and get it.”

He regretted saying far too much but was unable to withdraw it and was pleased to be able to leave the room. When he returned he was shocked to see Miss Broad spread across the table with her skirt pulled and her panties clearly on display. Cathy had a massive smile on her face and seemed very keen to take the cane from him. The look on her face made it very clear that she was in charge of events and specifically of Miss Broad.

Dad please go to the other side of the table and hold Miss Broad’s hands so that she cannot protect her bottom. She has delivered many canings but she may be less used to receiving one. I will replicate the caning as accurately as I can. Please do not interrupt unless I ask you to. Miss Broad you will behave exactly as you required me to. Please remind me of how many strokes with the cane you are to receive.”

“I am due to receive a dozen with the cane Cathy. Please deliver them with the force I deserve.”

Cathy’s father was staggered at the force of the first strike of the cane. He had to grip hard to stop her hands pulling away from him.

“One Cathy, thank you Cathy please cane me again.”

Cathy wasted no time in obliging and the head teacher stifled a scream before counting, thanking and requesting more. Cathy winked at her dad before delivering the third strike with even greater force.

“We will take a short break so that the heat in your bottom can spread far and wide. Please feel free to rub your bottom as much as you wish. Dad let her hands go and come round here. At this stage she pulled my panties up nearly splitting me in half. She said it was so that the cane could land on my unprotected cheeks. Would you like to do the honors?”

He was disappointed at how basic and unsexy her panties were but when he had pulled them up between her pussy lips and her bottom cheeks the view was breathtaking. He adjusted them slightly trying to see if his suspicion that she was slightly wet was correct. He confirmed it both visually but also as the aroma hit his nose.

He was very aroused by the situation but very disappointed to be sent back around to the other side of the table. After each of the next three Miss Broad counted, thanked Cathy but also pleaded for the caning to end. Clearly this is what Cathy had done a week earlier. Miss Broad was allowed to rub her bottom after these three and she took the opportunity.

When she was spread across the table again Cathy offered the struggling teacher two choices. Either receive the last six with no break or have the number reduced to only three. These would be delivered with full force and only count if they were received in complete silence. Miss Broad was slow replying but took the second option.

As the first of these landed Miss Broad was unable to prevent a muffled scream escaping her mouth. Cathy showed no mercy declaring that the strike did not count. The older woman offered no complaint and received the last three with no sound at all.

Cathy put the cane down and caressed the angry looking cheeks gently but firmly enough to have Miss Broad sighing deeply. It took a moment for him to realize that these sighs were not just a sign of pain.

“There you took your punishment very bravely. I do not expect to see you in here again do you understand. Now kiss the cane and then settle back over my desk so that I can complete the paperwork.”

“Cathy I hope you feel that you are now even with Miss Broad. There are a few more things I need to sort out with Miss Bent so please leave us now.”

Cheekily Cathy traced one of the cane stripes across the swollen bottom as she moved past and out of the room.

Fuck my bottom is on fire. I didn’t know that a caning would have so much effect. Can I please get up and get dressed I feel very vulnerable and embarrassed right now.”

“Oh we are not finished here by a long way. You are now all square with Cathy regarding her caning. There are still the matters of you not listening to her defense or contacting me for my approval. How do you propose to address these?”

“Oh please my bottom cannot take any more punishment it would kill me. It has been so embarrassing and humiliating to be caned by a pupil.”

“I might consider being lenient with your bottom if you agree to all my terms without question. I will embarrass and humiliate you far more than so far but I will spare your bottom from too much more pain. I have brought down my lightweight whip that my wife used to love if I applied it right. You will strip off your remaining clothes lie on your back with your knees pulled back to your shoulders. I will use the whip on your body as I see fit. If you are not aroused when I finish that will be the end of things.”

“And if I am aroused by you whipping me well then what?”

“Well we shall have that discussion if we need to. Do you want another dozen with the cane or would you like to ask me nicely to be lenient with you?”

“My bottom just cannot take any more, please be lenient with me.”

He could not withstand moving towards her bottom and taking hold of her panties. They were wedged deep in her pussy and bottom and as he pulled them out of her pussy he knew that arousing her with the whip would be very straightforward. Her pussy was swollen, flushed red and very moist. His face was inches away from her punished bottom and he quietly took a deep breath to fully appreciate the sweet smell of her arousal.

He left her to complete the undressing and was delighted to see how fit she had kept herself. Her boobs were small and very firm with not a hint of sagging. He wasn’t sure whether her nipples all the time looked so erect or whether it was a further sign of her arousal. She laid back on the table but could not bring herself to pull her knees back to her shoulders as this would expose both her pussy and bottom wide open.

“I agreed to being lenient not to you being disobedient. That has earned you six visits of the whip to each nipple. Hands by your sides and not a sound.”

The nipples responded by darkening and becoming much thicker and longer. If she had been in any doubt about being aroused this was dispelled long before the last of the dozen landed. Without being asked she pulled her knees back to her shoulder opening her legs as far as they would go. The humiliation she felt only excited her further. All she wanted now was for him to fuck her and fuck her hard. She had not been fucked in months and every day without caught up with her right then.

“Please will you….. please will you…. I just need you to………”

“Let’s just see what you want after your flogging. You may even enjoy it.”

It had never occurred where he would flog her until the whip landed squarely on her bottom and pussy. Her scream was one of both pleasure and pain. She made no attempt to close her legs and was rewarded by the whip exploding on her exposed clit as well as her whole pussy.

“That is fucking amazing. My clit is not sure whether to split open or explode in orgasm. Is this what flogging your wife did for her?”

“It always aroused her to the most extraordinary orgasms if I also did this.”

He lent forward and flicked her clit with his tongue before gently sucking it into his mouth. They both knew how close she was to cumming. He let her get dangerously close before bringing the whip down on her anus thereby missing her clit. The next three worked closer and closer to her clit. The whip was soaking wet and fluids were spraying out on every contact. After three more applied to her clit he brought his mouth to her pussy and worked up to her clit.

She was now pleading with him to let her cum with an air of desperation. He repeated the cycle once more striking her clit much harder. She was racing uncontrollably towards her release as the last one landed and the suction on her clit started again. She grabbed his head and ground herself against him caring only for the pleasure that was violently overwhelming her. The spasms grew stronger and stronger until she slumped back exhausted.

He grabbed behind her hips and pulled her to the edge of the table. He was stripped to the waist in seconds and entered her in one smooth stroke. Although she wondered her orgasm was finished she was enjoying a much more ordinary orgasm again within a minute of him entering her.

“I thought it was us men who were wham bang thank you mam. You have been extraordinary this evening do you always cum like that?”

“Who said I am finished, just keep going for as long as you want it just feels so lovely. Do I usually cum like that? The answer is never before but I want more.”

They fucked on and off for a couple more hours.

Cathy not only stayed at the college but also was made head girl. Miss Broad learned that humiliation and pain added more than she could ever have imagined to her ability to enjoy orgasms of staggering power.

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