♥ Site recommended story ♥
A brand new caning story by very special guest author Baddlad17. This story is exclusive to The Canery! All the characters are 18 or older. WARNING: ADULTS ONLY!
Lucinda stood tearfully beside me outside Miss Kerby’s office, her anxiety levels off the scale. “Will we be expelled, Steven?”
I looked down fondly at my girlfriend, the tears glistening her deep blue eyes was getting me hard again, despite my stomach churning over with the possibility of what might happen. You might ask what we had done to find ourselves waiting outside the office of the senior schoolmistress? Well, we had been caught `in flagrante’ in the laundry by Matron. I was topless, with my trousers and pants around my ankles, while Lucy was bent over a bench, her knickers around her ankles, and her skirt raised, giving me full access to her warm, moist cunt. I was thrusting deep inside the folds of her snatch, my knob getting harder by the second with lustful urges as I neared the point of no return when the door was unceremoniously thrust open. I don’t know who was more shocked, Matron, me, or Lucy. The old bag screamed like a demented cow, cursing us, and vowing to have us expelled as soon as she spoke to Mr Lawrence.
She stood outside while we rapidly made ourselves decent, my cock was dripping pre-cum, and I was desperate to finish myself off, but there was no chance of getting any sort of relief, instead, we were frogmarched down to the headmaster’s study. I could hardly believe this was happening, after all, we were no longer kids. I was only still at this prestigious boarding school to resit my A-Levels, I was nineteen years old and in my last term. Lucy was in the upper-sixth and was just about to sit her finals too, now aged eighteen we had been seeing one another since she arrived two years before with the first intake of girls ever to cross the threshold of our august establishment.
Until that momentous occasion we had been a boys-only establishment, with only a frumpy old Matron, and several domestics and kitchen staff being female, and looking at the state of some of them, their gender may well have been questioned, but suddenly the halls of the school were awash with sexy young ladies. Naturally, the older boys began to compete with one another, as males in the animal kingdom are prone to do for a mate, and I had been lucky enough to win the hand of Lucinda Evans, a blonde, blue-eyed stunner, with an hourglass figure and firm pair of tits that sent my cock into orbit whenever she was around.
Two years on and the school was transforming from a male-dominated environment, into a more modern forward-looking establishment, but one thing that was still in place was corporal punishment. Mr Lawrence was over sixty years old and had been headmaster for more than a quarter of a century. He had fought hard to prevent girls from coming to the school, but he had been overruled by the board of governors. One thing he had insisted upon was the retention of the cane, but he had also been adamant that under no circumstances could he swish a girl if it was required. The board had thought long and hard about it. Should the cane remain mandatory for boys alone? Or should they employ a senior Mistress to cane girls if it was required? Eventually, they decided, with Mr Lawrence’s approval to choose the latter option, and so Miss Geraldine Kerby was employed in the newly created role.
Miss Kerby was quite young, in her late twenties, she was tall, slender and athletic, spending a large amount of her free time playing tennis. As such, she had a powerful forehand drive which should occasion merit would be put to good use thrashing naughty schoolgirls. Naturally, young ladies do not require the corrective sting of the rod as frequently as their male counterparts, but when necessary she performed her duty robustly, leaving a miscreant with a well-striped bottom that she would find difficult to sit on for days. I had heard from some of the girls that she usually raised their skirts and swiped their beknickered bottoms heartily, leaving them in tears.
That was not to say that the boys got away lightly, Mr Lawrence was a proficient caner, who expertly seared lines of pain across the buttocks of misbehaving boys, trousers up, or for older boys and recidivists, down, often with underpants too he left troublemakers nursing sore behinds they would not forget for a long time. I had been caned many times during my years, and I knew his beatings were energetic and memorable. He had last caned me just over a year before, bent over the back of the battered leather armchair in his study, my trousers and pants pooled around my ankles he had given me six of the very best for being caught with tobacco on my person, despite me being eighteen years old. I had waddled back to my study in agony, the blisters across my bottom causing me merry hell as they rubbed against the elastic in my pants. Once again I examined the perfect five bar gate he had etched upon my flesh, before having a furious wank to relieve the pain in my arse.
That had been the last time, and now over a year later I thought I was finally beyond such childish punishments, but standing outside the office I began to have my doubts, even worse though was the fear that at this late stage of my school career I might be thrown out, dad had been far from pleased that I had had to stay on an extra year after failing my A-levels previously, should I now be expelled there would be hell to pay.
The office door was thrust open, and Matron emerged, her top lip curled up in disgust as she glared at us. “Miss Kerby will see you both now.”
I stood alongside Lucy in front of this formidable woman. She looked coldly at us both, unsure how to proceed. “Taylor! Evans! We appear to have a situation here, don’t we? You must both understand that sex between students cannot be permitted. I know you are both over eighteen, but you have broken one of the most sacred rules of this school. I have to tell you now that Mr Lawrence had to leave school this morning due to an unexpected bereavement in his family, otherwise you would be standing before him at this very moment. Your offence is so serious I feel the headmaster will wish to expel you, something which I am afraid I don’t have the authority to do, so, I propose suspending you both with immediate effect, pending a referral to the head and the board of governors.
Lucy burst into tears, while I struggled to comprehend the gravity of her words. “But Miss! Please don’t suspend us so close to our final exams, would it be fair to ruin our lives over this? After all, what we did was nothing more than any other young couple does.”
“Except Taylor, you did it on school premises, and you were caught in the act by Matron. What if it had been a pupil? A young boy or heaven forbid a girl. Regardless of you being on the cusp of leaving such actions cannot go unpunished. What would you suggest I do then, if not suspend you?”
“You could cane us miss.” The words spilt from my mouth before I had a chance to stop them. Lucy looked at me incredulously, and Miss Kerby was clearly shocked too.
“Well, you are both a little old to face such a punishment, but besides that surely you must understand I cannot possibly cane you; you are a fully mature young man. If caning was to be administered it would have to be Mr Lawrence, but as we have ascertained he is not here at the moment. I can of course give Miss Evans a few strokes, but I am not authorised to cane boys. Would you like me to refer you to Mr Todd?”
Mr Todd was the head of the sixth form, he was much younger than Mr Lawrence, strong, athletic and a stalwart of the local rugby team. He sometimes caned sixth formers instead of sending them to the headmaster, and by all accounts his thrashings were awesome. If I had to I would accept such an outcome, but I suspected my words were softening Miss Kerby, and I might persuade her to cane me herself.
“Please Miss, do we need to trouble Mr Todd? I am over eighteen and prepared to accept my punishment from you without complaint.”
A broad smile spread across her face. “And I suppose you think I would be a soft touch do you? I can assure you Taylor if that is in your thoughts you may come to regret asking me. Very well then, as the headmaster is not available I suppose I am the most senior member of staff in school, however what about you Miss Evans? Are you prepared to accept a caning, or do I need to suspend both of you, pending a referral for expulsion?”
Lucy teared up again, her beautiful blue eyes brimming with water made my cock jump with lust once again. My mind was wandering over what I wanted to do with her, and with the delightful Miss Kerby, I wouldn’t mind mounting her as well, but there was zero chance of that happening. Lucy turned and looked intensely at me, unsure what to do.
“It is best to take the caning and get it over with, it will hurt, but the pain will soon pass, the alternative could be the end of our future careers.” The mention of expulsion loosened the tear ducts completely, and she started to sob like a little child. Through her sobs, she reluctantly agreed to the caning. Miss Kerby rose swiftly from her chair and walked across her office, before reaching up and bringing down a slender cane from the top of a filing cabinet. She swooshed the instrument through the air and pointed towards me.
“Taylor, wait outside while I deal with Miss Evans please.” Lucy looked terrified as I turned to leave her alone, with the cane-wielding mistress. I could feel my heart pounding in my chest as I waited in trepidation outside her room. From behind the closed door, I could hear some mumbled conversation before a deathly silence prevailed. A swish, crack and a loud scream suddenly erupted into the corridor as the cane struck Lucy’s bottom for the first time. My cock was straining to burst out of my pants as I thought of her shapely arse across the senior mistress’s desk. I could not help but wonder if her skirt had been raised, and if so were her panties still in place or around her ankles. The cane struck again, followed by an ear-splitting howl, I wondered how Miss Kerby would punish me, thoughts of lowering my undies and showing her my throbbing cock sent my erection into orbit and I was desperate to whip it out and pull one off the wrist there and then.
Further strokes struck across the bending target, each one followed by ever more desperate screeches of anguish, yet despite feeling sorry for her, I was also getting more and more turned on. I felt a dampness in the front of my pants as pre-cum began to ooze from the end of my knob. The caning stopped abruptly after six strokes, but Lucy’s sobbing continued, along with a few more inaudible words before the door finally creaked open and Lucy stepped out. Her eyes were red, and her face awash with hot tears, while her hands were tightly pressed against the seat of her arse. “Taylor, come in please.” Shouted a voice of authority from inside the room.
I gave Lucy a reassuring pat on the shoulder, indicating that all would be well before stepping into the office and closing the door. The sight of Miss Kerby bending the cane between her hands was too much, and before I could stop myself I creamed my pants. It was so difficult trying to keep a straight face as my knob oozed creamy semen into the front of my undies. The mistress must have seen something as she flashed me a look of disgust.
“Stand in front of the desk boy. I hold you more culpable than Miss Evans, you are nineteen years old and fully aware that what you were doing was wrong. I will tell you now that your girlfriend received six strokes across the seat of her panties, however, for you, I feel I need to really get the message across, so, I am going to award you ten strokes of the cane, across your naked bottom. Have you anything to say before we begin?”
“No Miss, except I am very sorry.”
“You will be in a few minutes Taylor, very sorry indeed. Take your trousers and underpants right down, then bend over the desk.”
I felt my face flush as I unbuckled my trousers and let them fall to the floor. I stood as close to the desk as possible before hitching my cum soaked undies off over my dripping cock and let them pool down around my ankles, before stretching myself over the desk and presenting my bare arse for Miss Kerby’s ministrations.
She came behind me and tapped the inside of my legs with the stick to get me to stretch them slightly, and opening up the lower part of my cleft, giving her a bird’s eye view of my hairy crack. “Right Taylor, ten strokes for you boy.” The cane was gone, then it swiftly whistled down and smacked hard across the middle of my arse. The pain shot through my body like a bolt of lightning and my backside was aflame with an intense sting. A second stroke lanced into my flesh, just below the first cut, doubling the pain. Any thoughts that Miss Kerby was going to be a soft touch were completely eradicated from my thoughts.
When the third stroke bit into my bum I began to regret not taking up the offer of being caned by Mr Todd, surely even he wouldn’t beat as hard as this. My backside was boiling, and she was using her entire strength to thrash it raw. Strokes four, five and six fell at a steady pace, each one landing lower and lower, causing me to squirm and yelp like a whipped puppy. The next two cuts were lashed down across the crease of my arse cheeks, along the line of my thigh, causing the most intense pain I had ever felt, It was even worse than the time I had broken my arm. If I thought they were bad, I had not counted on the final two as she planted them diagonally across earlier welts, branding my poor bum horrendously.
I could not stop myself from roaring in pain, and despite my resolve not to, the tears began to trickle down my face. Miss Kerby had broken me, and I doubted the pain roaring through my arse would ever dissipate. “Get up and make yourself presentable Taylor. Just look at you. Nineteen years old, thinking you are a man, but crying after having your botty caned, you are a disgrace. Stay there for a moment.”
She dropped the cane onto her desktop while I gingerly pulled up my fallen pants and trousers, wincing as the soft cotton brushed against the painful welts. Once I was dressed, my hands gently touching my aching arse she went to the door and summoned Lucy back into the room. I turned to see my girlfriend standing beside me, looking a little more composed, but still clearly in a lot of pain. Miss Kerby seated herself behind her desk and glared angrily at us.
“I hope the pain surging through your bottoms will act as a constant reminder that your behaviour was completely unacceptable, should you get caught again indulging in acts of indecency on the school grounds there will be no second chances, next time I can promise you that you will be expelled. There are only a few short weeks until you sit your finals and depart from this school for your adult lives, you will then be free to explore each other’s bodies to your heart’s content. But for now, keep your heads down, revise hard and concentrate on those exams. You may leave.”
We turned and shuffled from the room, one hand vigorously massaging my scorched arse cheeks while closing the door with the other. Outside I gave Lucy a quick peck on the cheek and asked her how she was.
“I will be OK. My bottom is stinging like crazy, and it feels like it is on fire, but despite that Steven, I feel as randy as hell. I want you to take me, if only we could.”
Lusty thoughts returned to my head as she described what she wanted to do with me. The soreness in our backsides had done nothing to damper our ardour. An hour later, in a quiet part of the woodlands, I was again deep inside the tight folds of my girlfriend’s hole, her muscles clamping hard around my shaft, driving me on to wilder depths until we came together in a frantic explosion of love and lust.
Later that night I lay on my side in bed, my arse still sore, and my cock once again rampant as I recalled the days’ events. Bent double over the desk in Miss Kerby’s’ office, my arse bare to the wind, then wildly shagging Lucy in the woods, the livid stripes still rubbing horribly as I thrust in and out of her juicy quim, in no time I was spunking up for the fourth time that day. Whatever happened I knew that being caned by Miss Kerby had awakened a desire in me, a desire to be dominated and beaten by a woman. I found no pleasure being thrashed by a man, but with a female, it was completely different. As I drifted off to sleep I knew that in the not-too-distant future I would be seeking out a sadistic mistress to satisfy my carnal lusts.