In our second year of the Upper School some new boys joined us, one of whom was Charles Main, generally known as 'Chas'. He had previously been at a boarding school in the north, but on his father's appointment as Housemaster of one of our school boarding houses, he joined us as a day boy.
Chas and I were quite physically similar, both being slim and athletically built, with blond hair, blue eyes and very fair complexions. We shared a number of interests in common, particularly in sport. In fact, we soon established ourselves as the cdntre-threequarter partnership for the Under 14 XV. We got to know eaxh other very well and spent much time together, becoming extremely good friends. During our conversations it transpired that Chas had been slippered at his previous school, but never caned. However, after witness some classroom canings and seeing the marks left across the backside of the boys afterwards, he showed a definite fascination for the subject and was constantly asking me questions about my own experiences. For the record, his father had quickly gained a reputation as a strict but fair disciplinarian, not averse to administering a good thrashing when necessary.
I always found it an evocative event to see Chas naked, I found his body so perfectly proportioned and alluring. I think he must have had similar thoughts about me because, whenever we were stripped off, we often caught ourselves gazing at each other, with a twinkle in our eyes. Sometimes, he would tentatively caress my bare bottom, concluding with a light and affectionate smack, actions to which I did not object, as I found them quite titillating and exciting. Chas did not overlook my reactions and it became quite obvious that a special sort of relationship was forming.
In fact, I was always fantasising about Chas being caned, thus getting myself so aroused that masturbation was an inevitable outcome. I can still recall the first time so vividly. I was blissfully unsure what the consequences would be like and when I reached a stage where I wanted to stop my own abuse, I found it impossible to resist the strong natural impulses which drove me to continue with my actions. I was no longer in control of myself and the overwhelming urges compelled me to continue until I succumbed to a most intimidating and uncontrollable body shuddering, thigh trembling and explosive orgasm, all of which I found extremely scary while it was happening. I was left in a state of complete exhaustion, astounded by my body's reaction, and promising myself never to repeat such a devastating act. To my surprise, within an hour or so, the urges returned and I was motivated to repeat the exercise, culminating in another equally shattering climx, only this time I derived great pleasure and complete fulfilment from the sensation. In fact, I didn't want it to finish as quickly as it did! Thereafter regular 'wanking off' sessions became a regular annd integral part of my life.
Meanwhile at school I was desperately looking forward to the time when Chas would get caned. An event I felt certain would happen eventually, because he was a very outgoing character and sometimes quite impish in his behaviour, traits which I thought would eventually land him in trouble.
It happened about halfway through that Christmas term, during a French lesson, when the master Mr. K.(nickname 'Klick') asked Main to hand in some extra work he had been gven the previous week. Unfortunately for Chas he hadn't done it!
Klick stared angrily at him, there was a momentary silence, then the master demanded,
"What do you mean you haven't done it?"
Poor Chas fumbled for an excuse then, like most of us in similar situations, feebly stated,
"I haven't had time yet, Sir."
He stood motionless, anxiously awaiting a response from Klick and, after a brief pause he was informed,
"It's up to you to find time. You will produce it for the next lesson. Is that clrear, boy?"
On hearing this, Chas's face showed signs of relief and he quickly replied,
"Yes, Sir."
Klick continued to stare icily at the boy, then calmly and quite unexpectedly added,
"In the meantime you can fetch the cane and punishment book from the office. Be quick about it."
Poor Chas's face dropped and turned ashen, looking concerned as he left the room on his journey to get the required items. For some minutes I sat at my desk, inwardly excited by the prospects of the event. It was wrong of me, after all he was my best friend, and there I was looking forward to watching him get his first caning. I knew it would be pretty distressing for him, most boys found the first time a particularly painful and memorable occasion. After a while there was a knock on the door and in came Chas carrying the cane and large black book with 'B. M.School Punishment Book.' embossed in gold on it.
Klick contimued writing on the blackboard as he instructed Chas,
"Put those on my desk and stand there until I'm ready."
Main dis as ordered, while Klick completed what he was doing on the board. Eventaully Klick went to his desk and opened the heavy punishment at the current page. His only comment was,
"I take it you haven't been caned recently, boy."
A plainly nervous Chas quietly mumbled.
"No, Sir."
Mr. K. moved to the centre of the room, making a point of swishing the cane through the air, increasing the anxiety of the hapless Chas, already fretfully anticipating his imminent punishment. The cane was pointed to a place on the floor, indicating for Main to move to it, which he obediently did.
Klick then gave the instruction,
"Face the door then, keeping your legs straight, bend over and touch your toes."
There was totalsilence in the room and we all watched the familiar routine as Chas moved into position. He paused briefly, then with an air of foreboding, took a deep breath and submissively bent right over to touch his toes. As he did so, Klick lifted his jacket to reveal the trim contours of his slim, shapely buttocks, nicely outlined by the taut seat of his trousers.
I watched carefully while his face quickly became flushed as he struggled to touch his toes, doubtless fearful of the pain about to be inflicted upon him. I knew only too well the ignominious feeling when having to bend over, compliantly offering ones backside for punishment. Everything was made worse knowing all your classmates were eager, gloating spectators, all focussing on the defenceless buttocks being passively presented for a caning. Shamefully, I was enthralled to watch my fantasy unfold before my eyes. It was unbelievable and I could feel my bodily excitement growing firmer as matters proceeded.
I watched intently as Klick prepared to admiminster the first stroke, carefully positioning himself to deliver an accurate and stinging contact across Main's well proffered backside. When he eventually dis so, he gave a full bloodied swing and the cane whistled sharply across Chas's bottom with a frightful whip-like "CRACK!!" echoing sharply around the room. I could almost feel the sting across my own bum as Chas's head jerked up in reflex to the acute sting, made apparent by the pained expression on his crimson, distraught face, as he struggled to cope with the immense pain. Shortly afterwards, the cane again cut across his backside with the same resoundingly sharp report.
"CRACK!!"
This time it produced a somewhat more distinct jump and a sharp gasp as Chas half straightened up, simultaneously clutching at his behind, the torured look in his face demonstrated it was hurting really ferociously. However, before Chas was completely upright, Klick barked at him,
"Stay down boy. I'm not finished yet!"
The anguished Chas immediately tried to regain his composure as he attempted to touch his toes again. I knew exactly how the lines of intense fire across his bottom felt, causing him tremendous apprehension as he fidgeted nervously awaiting at least one more blistering stroke.
Klick was purposely taking his time over the third stroke, pausing momentarily as he aimed and pressed the cane across the boy's backside, then gave a couple more preliminary taps, during which Chas managed to remain steadfastly in position, no doubt belying his desperation to get up. The stroke was delayed even longer, allowing the previous strokes to achieve their maximum stinging climax, increasing both pain and tension for poor Chas. I knew how he felt from my own experience!
Then, for the third time, the cane swished spitefully across his backside, inflicting another vicious cutting,
"SCHWACH!!"
This was obviously absolute hell for him. Instantly, the boy's previous stoicism vanished when he gave a partly stifled but spontaneouss exclamation of pain and his body impulsively recoiled upright, arching backwards as he feverishly grabbed his bottom in both habds. He didn't rub it, just grasped it and remained standing on the spot, his tormented face deep scarlet, grimacing up at the ceiling, as he endured the excruciating pain from the three angry streaks scorching so fiercely across the cheeks of his bum.
Complete silence reigned throughout the classroom as Klick told him,
"Let that be a lesson to you boy. Stand in front of my desk while I put your name in the book."
Chas complied, endeavouring not to rub himself as he stood there, unable to conceal his agony, conspicuously demonstrated in his deeply flushed and contorted face. He was so clearly suffering severe pain, and it wasn't long before his hands again crept round to massage his brutally stinging behind.
As Klick concluded the formalities, he turned and told Main,
"Go back to your desk. You can take the cane back at the end of the lesson, and don't you dare fail to hand in your extra work at the next lesson."
I watched with ghoulish interest as Chas sheepishly returned to his desk, eyes watering, as he continued to soothe his fiercely burning bottom. He cautiously sat down on the back of his thighs, cradling his bum in his hands thus keeping it raised off the wooden seat. By this time he looked pallid, leaving him very morose for the rest of the lesson.
On a couple of occasions I noticed him furtively wiping away the odd tear as it tracked its way down his face. I watched him fidgeting and shuffling as he tried to achieve a more comfortabl;e posture, still tending to nurse his bottom in his hands. His woeful expression conveyed the relentless pain and grief he was suffering. At the end of the lesson Chas dutifully collected the cane and book, returning them to the office, before rejoining us at the next lesson.
Later on, he readily confided in me, describing his caning as having hurt far more than he had anticipated, and couldn't be compared to anything he had experienced in his life. Even as he was talking, he was feeling the raised weals through his trousers, claiming they were still smarting warmly. I explained to him it was probably through his inexperience that the cane had hurt him so much and unsympathetically warned him he could expect even harsher beatings in the future!
By the end of morning school, he had largely recovered from his ordeal and was keen to resume chatting about his beating, recalling his feelings during and since the trauma of the incident with some enthusiasm and surprising detail. At one point he became distinctly unsure of himself, when he guardedly and very self-consciously admitted to finding the then warm gentle tingling sensation across his bottom to be quite pleasant. To accentuate this, he softly stroked that part of his body, giving an exaggerated sigh of satisfaction as he did so. I reassured him that most boys found this stage of a beating to be a sensual and stimulating experience, at which point he laughingly agreed, suggesting we go to the lavatories for the customary examination of the damge.
We went to a nearby toilet block which was deserted on our arrival, so we didn't bother going into a cubicle. Chas immediately turned his back to me and leaned forward and enthusiastically lowered his trousers and pants to reveal three lurid red weals scything across his perfectly smooth peach like bottom. The stripes were quite close together, each with prominently raised edges, tinged with purple, evenly incised across the lower curve of each cheek and looking so tender you culd almost see the soreness shimmering from them. I was completely mesmerised by the sight before me and conscious that I was rapidly becoming uncontrollably aroused by the attraction.
I gently ran my fingers along the stripes, causing Chas to squirm sensuously and clench the cheeks of his bum while quietly exuding another indulgent sigh of fulfilment. As my fingers continued tickling Chas's tnder flesh, it encouraged his budding puberty to flower ibto a stiffly upright bloom, causing him embarrassment at first, until he realised I was smiling and staring admiringly at the erectness into which it had quickly blossomed. As a result, we had a good laugh at the difficulty he encountered when pulling up his underpants! At the same time he made some wry comments on what was obviously concealed within my own buoging trousers!
As I lay in bed that night, my eager reflections of the day's events caused me to become highly aroused and my stimulation was brought to a self induced conclusion, followed by a slumber of total relaxation and satisfaction.
We had rugger practice the next afternoon and I was looking forward to having another opportunity to admire Chas's attractive bum, now very neatly enhance by the marks of his caning. Together we made our way to the school field, going to our usual corner in the changing rooms to undress. Chas eagerly stripped down to his pants and readily volunteered himself as the subject of the customary rituals for boys who had been caned. He was posing very deliberately in a pair of sporty style boxer shorts of fine white cotton. I found myself strangely captivated by these latest 'designer' trunks, being so provocatively modelled by the youthful Adonis like figure of Chas.
Chas stood facing us. then slowly and tantalisingly removed his smart pants and standing seductively naked before us, turned to proudly show the three, now purplish, but still clearly ridged weals, emblazoned across his beguiling, silky smooth bottom.
Having carried out their usual assessments the observers dispersed, leaving Chas and me alone in the room. Chas remained naked as I stripped off, self comsciously trying to hide my horny reaction, but seeing the giggling Chas was also proudly _c_o_c_k_y and brazenly sporting a similarly enlarged status symbol to my own, I immediately abandoned any efforts to conceal mine! For a few moments or so, we faced each other in rampantly confrontational poses, until we eventually regained some flaccidity, enabling us to change into our rugby kit with a degree of comfort!
As usual, after the rugby practice, we had a shower then went through and swam naked in the swimming pool. Chas was the centre of attention at the poolside, because the vivd stripes across his bum were so clearly visible and couldn't go unnoticed.
As I strutted around the poolside, immodestly flaunting my own naked body, I felt myself getting a hard on and, to avoid humiliation I jumped into the water, where I stayed until I my unruly appendage became less protuberant and allowed mr to exit the pool under more acceptab;e circumstances.
Over the next week or two I got great pleasure from checking the progress of the weals on Chas's bum and I was really disappointed when they had finally faded.
As time went by, Chas and I frequently discussed our personal _s_e_x_ual activities, but neither of us suggested any actual mutual participation, despite recognising that we were attracted to each other. We did notice that when boys were showering together, it was surprising how many of them could be seen unconcernedly displaying some degree of erectness. Whenever a member of staff passed by the showers when these youthfully erect phallic parts were being proudly exhibited, any embarrassment to the staff was most conspicuous by the way they eliberately chose to ignore such sights!
One day when Chas and I were alone in the showers, I purposely turned my body so that our wet, glistening bottoms rubbed against each other. It produced a mutual response from us both, and this _s_e_x_y, cheeky bum contact continued for some minutes. It was a wonderfully titillating experience which was to be repeated on many occasions afterwards.
Although nothing was actually suggested between us on these occasions, it later transpired that we both wanted our friendship to proceed further but, at the time, we were too unsure of ourselves to admit our feelings for each other. Eventually, we did.
More about that another time!