Harry had dreaded this moment ever since starting at sixth form college. Harry was eighteen and his girlfriend, Sarah, also eighteen, was the daughter of the headmistress at his sixth-form college. What he dreaded, and what was happening today, was that he had earned a double detention, which he was currently sitting, knowing that he would be called to attend the headmistress's study, to be caned by her, his girlfriend's mum.
Just as he dreaded, the school secretary came into the detention class and read out three names. "Will the following students please follow me: Ted, Cathy, and Harry."
The three students stood up and followed the secretary towards her office, which you had to enter first before getting to the door that led to the headmistress's study. Harry walked behind Cathy who was in her school dress of a blue and white gingham dress and white ankle socks and he couldn't take his eyes off her bottom as he thought about her being caned.
That was just a few moments ago and right now he and Cathy were sitting in the outer office on two chairs close to the door to the headmistress's study. They had already heard Ted yelp four times, which followed immediately after they heard a loud thwack. Cathy and Harry didn't look at each other but looked at the floor knowing that it would be their time soon enough. What they both knew was that, when being caned, they had to bare their bottoms and so the red welts would be both produced and then seen by the headmistress, Mrs Thompson.
Harry heard the fifth thwack and loud yelp and knew that a double detention earned six strokes for the boys and four for the girls, and therefore wasn't surprised when that sixth thwack and yelp was heard so clearly from just the other side of the door.
There was then silence, for a few moments anyway, before the study door opened and Ted came out. He was clutching his bottom and wiping away tears from his eyes as he went to the secretary's desk. This was all a new experience for Harry and he watched as Ted waited for the secretary to take complete the punishment log and then hand to him an envelope. He knew that the envelope contained the letter addressed to his parents requesting that they give him a spanking tonight as a further punishment.
Cathy was closest to the door and they both knew that she was going to be called in next. Indeed, as Ted left the secretary's office so the secretary called over, "Cathy, you are next. Go into the headmistress."
Although Harry was now sitting by himself, he was conscious of the secretary looking across at him from time to time. However, the next thing that made Harry grimace was the loud thwack and yelp that came from inside the headmistress's study. He knew that was Cathy suffering the first stroke of the cane and, then, as the second thwack and yelp quickly followed, Harry knew that was two strokes closer to when he would have to suffer the pain and the humiliation of having his own bottom caned.
The third thwack and yelp followed soon afterwards, and then the fourth. That was going to be the last stroke for Cathy he told himself but, when another thwack and yelp was heard, followed by a sixth, Harry looked at the secretary in wonderment as though asking, how come?
The secretary had a smirk on her face and said, "The girls have complained they aren't treated as equals with the boys at the college, so Mrs Thompson has now changed that.
That didn't help Harry as silence reigned for a short while after which the door to the headmistress's study opened and out came the sobbing Cathy who was rubbing her bottom as she walked towards the secretary's desk. Cathy kept sobbing and rubbing her bottom as she waited obediently and quietly, except for the sobbing, for the secretary to complete the punishment log and then hand Cathy the envelope to be given to her parents when she got home.
Harry looked at Cathy's bottom and, although covered by her dress, he pictured what the six red welts would look like.
As soon as Cathy left the secretary's office, the secretary looked at Harry and ordered, "In you go, lad."
Harry had to admit to a growing dread as he walked into the headmistress's study and saw Mrs Thompson standing by her desk. This was the moment Harry dreaded as he had seen Mrs Thompson so often at her house when he had gone to see Sarah. His attention was immediately grabbed by the sight of the cane on Mrs Thomson's desk as he stood, biting his lip, waiting to be told what to do to prepare himself for the caning.
The silence was deafening, and then, to his surprise, the door to the study opened again although he didn't look around. He heard the door close and then footsteps come towards him and then past him, and was so shocked to see Sarah going up to her mother. What could this mean, Harry asked himself as he looked from mother to daughter?
Mrs Thomson didn't say anything to Harry, but said to Sarah, "Six strokes. If he resists at all, make it twelve. If he doesn't take it from you then he will have to take it from me." She then turned and, not looking at Harry but only looking at the door to the study, she walked past Harry and out into the secretary's office.
Harry was so shocked as he stood there and looked at Sarah. She was his girlfriend, after all, although went to a different college. Of course, this was an after-hours detention and so she would've had plenty of time to get from her college to this one. Even so, none of it made sense as he looked at Sarah who looked as sweet as always in her green and white gingham dress and white ankle socks.
Sarah kept a very stern look on her face as she said in her usual, 'Do as I say, or else,' tone of voice which Harry found so sexy, "Mum didn't think that she should cane you given our relationship. She asked me last night what she should do, and I said, as a joke, that I should cane you. I got quite a shock when she said that was a good idea. She then told me what time I had to be here, so here I am. Anyway, I didn't have college this afternoon and went home. Mum has a selection of canes at home, and I used one on a cushion to practice. So, don't expect this to be light. I want your trousers and underpants off, and you bent over the back of his chair, placing your feet apart, grabbing the seat, and do exactly as I tell you. Now, do it."
Harry had very mixed feelings. He knew he was going to be caned today but expected it to be by Mrs Thomson. Now that Sarah had taken over that responsibility he was wondering whether, in retrospect, he would rather have been caned by the headmistress even though she was Sarah's mum, or by Sarah who was his girlfriend. He had to admit that he knew he had submissive tendencies and, amongst all the other great things he thought about Sarah, he had imagined himself being across her lap being spanked. That was one of his many fantasies of submission and a favourite one.
Harry was knocked out of his reverie by the firm instruction, "I said take your trousers and underpants off. I know it might not be the usual caning by the headmistress, but I think I am on a rather different level being your girlfriend. Anyway, mum told us that your six strokes becomes twelve if you disobey me."
Harry now jumped into action and undid his trousers and pushed them down, catching his underpants on the way, stepped out of them, scooped them up, and put them on another chair.
As he stood back up, he said, "Sorry, Sarah."
Sarah snapped back, "I am, Miss, to you right now, young man,"
Harry gasped as he replied, "Yes, Miss, sorry, Miss," but felt his penis stiffen at the scolding.
Sarah was enjoying the power she held over Harry and saw his trousers bulge and, whilst she wondered whether Harry was turned on by being submissive to her she was still surprised, pleasantly so, that he was now clearly aroused even with the caning about to happen. She had often reckoned that she was in charge of their relationship but now that she was in the exact position where Harry couldn't dispute anything, she felt so alive. Even as she watched Harry push his trousers and underpants down to the floor, and step out of them, she was having the same sexual feelings as though they were about to make out, instead of her being about to cane Harry.
Harry knew that Sarah was an alpha female and loved her because of it. Now, he was properly submitting to her authority, even though that authority had been given to her by her own mum, but he felt aroused even though he was about to suffer a level of pain he had never suffered before. The fact that all he had to do was simply do as he was told he found sexually arousing in itself
As Harry bent over the back of the chair and grabbed the seat, making sure his legs were parted, he looked at the floor behind him and saw Sarah's upside-down bare legs, and had often imagined himself looking at exactly those bare legs albeit bent across her lap as she spanked his bare bottom. That had been a regular fantasy of his and he had cum so many times picturing that as he lay in bed. Mind you, he also pictured that when on the bus or train, and knew he had a bulge in his trousers clearly visible to anyone who was looking at the time.
Harry also liked the thought that he was now experiencing his fantasy of being subject to his girlfriend's authority, whilst most other people would just imagine it. Even as he felt the cane being rubbed from side to side across his bottom he focused on Sarah's bare upside-down legs looking for when her calf muscles tensed, and he felt himself getting more and more aroused.
Sarah felt flutters flying around her vagina as she positioned herself behind her boyfriend, and when she started to rub the cane from side to side across his bottom those flutters became more intense. She even thought that she might cum in her knickers and smiled at the thought of her knickers being wetter than when she usually fantasised about scolding Harry or even smacking his bottom. She had always thought that would remain a fantasy, but when her mum told her yesterday that Harry had earned a caning, and agreed that it should be Sarah who caned him rather than her, she was excited and her knickers were wet from pretty much that moment onwards.
As Harry was looking at Sarah's legs, so he saw her calf muscles tense and, next moment, hearing the swish of the cane and then a loud thwack, felt the cane biting into his bottom sending him into a spasm of pain. It hurt far more than he had expected, but his focus had always been to submit to Sarah's authority and so he clasped hold of the seat to make sure that he didn't stand up. As he remained focused, so the cane struck him again and he gasped with the pain but stayed where he was. The third stroke followed and he again managed to keep a hold of the seat of the chair even though he was struggling much more than he had ever expected to do.
Sarah looked at the three lovely red welts that she had produced on Harry's bottom and felt even more turned on by the power that she now so clearly had over him. She loved it so much she wondered whether she should actually aim to become a headmistress herself, and so have this power over others, but, quickly shook that thought from her mind because, with this power over Harry would come other happiness, particularly involving her now quivering and very wet pussy lips.
The fourth stroke landed and Harry was reminded how Sarah was the one in charge here and, as he struggled to cope, the fifth stroke landed and he yelped with the pain cascading around his bottom. He opened his eyes to look again at Sarah's upside-down legs and gasped as he only saw their blurred outline and realised his eyes were full of tears. As the sixth stroke landed, he felt tears dribble down his face as he let out a sob, then another sob, and then another. What a wimp, he thought of himself, but what a stern authoritarian Sarah was he told himself being even more impressed with his girlfriend. Then he had a final worried thought of whether she would still be prepared to be his girlfriend now she had caned him?
Sarah savoured the six bright red raised welts she had produced on Harry's bottom, and listened to his sobbing, and knew that she would happily cane him again if ever the need arose. Of course, she also knew that there was a further delight she was going to experience later on as she ordered, "Okay, Harry, you can get up now."
Harry pushed himself up, and, as he did, he started to rub his bottom. He looked at Sarah but didn't notice the stern look on her face because his eyes were still full of tears. However, he immediately stopped rubbing his bottom as he heard Sarah's authoritative command, "You don't rub your bottom until you are outside the study, young man."
Sarah smiled to herself as Harry immediately obeyed her. She waited a few moments and then asked, "I think you said that your parents are away. So, who will deal with your punishment letter?"
Harry hadn't sorted that out yet. So, whilst still sobbing, he replied in an even more worried tone, "I don't know, Sarah, I mean, Miss." Harry was seriously concerned because he knew that if no one signed his punishment letter he would have to return for another caning and then be given another punishment letter. What was he to do?
Sarah still smiled as she watched Harry struggle with yet another quandary, however, to help him, she said, "No problem, Harry. I'll go home and then come around to yours. We can do our homework together and then I can give you a spanking. Mum has added me to the list of those who can deal with punishment letters if there is no one at home to deal with the student."
Harry was actually relieved with Sarah's offer and, with a smile, although still with blurred vision, he said a heartfelt, "Thank you, Miss."
Of course, Harry never knew that Sarah had lied when she told him her mum had told her she felt she shouldn't cane Harry but Sarah should. This was a set-up by Sarah who demanded the right to cane Harry, particularly as she knew that his parents were away and she would be able to spank him as well. Her mum actually had no qualms whatsoever in agreeing to Sarah's request because she always knew Harry needed Sarah's type of direction.
Sarah put a stern look on her face as she ordered, "It will be a very long and very hard spanking. Don't expect anything else just because I am your girlfriend."
Harry didn't mind that as he was owed a proper spanking under the college discipline rules, and was just relieved Sarah was prepared to spank him as well. However, he was relieved that she still referred to herself as his girlfriend so that worry now abated.
Sarah maintained control by then ordering, "Okay, Harry, you'd better go and report to the secretary."
Harry was still sniffing back tears as he replied, "Yes, Miss, thank you for caning me, Miss."
Sarah was very happy with Harry's submissive tone as she watched him step back into his underpants and trousers and walk out of the study. She immediately messaged her mum to say that she was finished and knew that she would be getting away from the study before her mum returned because there was no one else there to cane. She also thought she would wait for Harry to finish with the secretary before leaving herself.
Of course, the other reason Sarah wanted to stay in the headmistress's study, was that she sat down in the headmistress's chair, parted her legs, lifted the hem of her dress, eased her fingers inside the elastic of her knickers, and quickly brought herself to a wonderful orgasm. She pictured Harry's bottom staring up at her and then adding welt after welt. It really did turn her on, and, as she ran her fingers once again along her very wet pussy lips and flicked her taut clit, bringing herself to a second orgasm, she knew she couldn't wait to get Harry across her lap later on today. As she calmed down from her orgasms, she did remind herself to be careful with the clothes that she wore tonight because she was pretty sure that Harry was likely to cum when across her lap, and she certainly hoped he would be aroused as she spanked him.