Weeping Willows Prep School for Boys 7 - the Deal 2


by Tristan <Yobo30@hotmail.com>

Mr Wood crossed the road, barely able to control his excitement. Now that he had caned a boy, he realised that he had moved into a new league of punishments. Matthews hiding had been a fabulous experience for him – the charming, good looking 13 year old bending over, bare bottomed, before him, totally submissively taking each of the cracking strokes that the muscular young teacher had administered to his small, naked backside.

He reached the front door of the house, and quickly rang the doorbell, but not before noticing that the curtains on the ground floor had been closed. Cavin must have been expecting him, because it was only a few seconds before the lock turned and the door opened slightly. Cavins face peeked out at him, looking up and smiling nervously at his teacher. Then the door opened wider, and the man stepped into the room, hearing the door closing and being locked quickly behind him. The sitting room into which he had entered was large and well furnished, the lighting tasteful. Cavin came around and stood in front of his teacher, hands behind his back. To the teachers surprise, the 11 year old was only wearing another pair of skimpy underpants – shocking pink this time, standing out against the preteens pale body.

"Ready for a good thrashing then, my boy?"

"Oh yes sir!" Cavin was almost enthusiastic about his coming session, and again he surprised his teacher by reaching down and quickly removing his underpants. He handed the small garment to Mr Wood, and then placed his hands behind his back, obviously completely comfortable with being stark naked in front of his teacher, "Im ready to be properly punished. Please give me a good hiding sir."

The delighted teacher held onto the skimpy little briefs, looking down at the stark naked boy in front of him. He had always assumed that the 11 year olds in his class were a bit shy of displaying their naked bodies, but Cavin clearly had no such inhibitions. The slim boy had very little fat on him, and from his physique it was clear that the preteen was starting to develop some muscles on his hairless young body. The childs long legs were firm from his running, and his tummy was flat, the rest of his body well proportioned.

"Do you always have to be naked for your hidings at home, Cavin?" the man was intrigued – this boy obviously associated domestic punishment with nudity.

"Yes, sir, dad always makes me take off everything before he belts me." This was a complete lie, but the teacher would never find out. In reality, his dad just made him take his pyjamas shorts down before hidings, only baring his young bottom before a sound leathering. But Cavin had decided that he wanted to be naked for his punishment from Mr Wood – this felt completely right to the preteen, being all bare and at the mercy of the teacher that he like so much, and had let down pretty badly.

"And where does he belt you? In here?"

"No sir," this time Cavin told the truth, "he makes me bend over my pillows, which he puts on the end of my bed."

"And how many lashes do you usually get?"

Cavin had never thought about that one before. His dad always just whipped his bottom until he thought the 11 year old had had enough. The boy never actually counted – he was too busy gripping his duvet and trying to ride out the fire that was being lit up across his exposed bum,

"Lots, sir," he lied again, "at least six of the best!"

"Well, Im going to start your hiding in here," he handed the pink underpants back to the naked boy, "go and put these away, and then collect your fathers belt. And hurry up about it!"

He watched as the nude child trotted off. The boys bottom was nice and slim, but still had enough chubbiness to it to bounce slightly as the lad mounted the stairs and headed off to follow his teachers instructions. The evidence of the earlier hand spanking had completely disappeared, proving to the teacher that although he had slapped that round little bottom pretty hard, the days of spankings for the boys in his class were rapidly coming to an end. He himself had been brought up to believe that the marks from a decent hiding always lasted for several days, at least! He put the cane that he had borrowed from the deputy head down on a coffee table and waited for the boy that he was about to thrash.

It was only about a minute before Cavin reappeared. This time the boy looked a little more nervous as he handed his dads punishment belt over to his teacher. He had only had that particular implement administered to his bare bum by his daddy in the past, and was justifiably nervous about handing it over to Mr Wood, once again putting himself completely at the mercy of the young man. The boys heart nearly stopped when, although he had expected it, he noted the cane on the coffee table.

Initially, Mr Wood was a little surprised by how short Cavins dads belt was, then he realised that this was no ordinary belt. The weapon that the naked little boy had handed him was, without doubt, a purpose built punishment strap. It was short, thick and wide, with a specially moulded rubber grip. The leather itself was supple and well oiled. Briefly, he wondered how the small boy could handle beatings with such an implement – he had seen straps like this in adult _s_e_x_ shops, and smiled to himself. There was more to Cavins dad than met the eye! Well, he decided, the preteen had obviously felt this strap on his bare bottom many times, the man would just have to make sure that he gave the boys bare bottom an excruciating thrashing, but control the strength of his strokes. He didnt want to belt Cavin too soundly – he had the cane to really hurt the boy with! The thought of the cane gave him an idea,

"This will do a lovely job on your naughty backside, Cavin," the man admired the leather, then put it down on the coffee table next to the cane, "but I think Ill just give your bottom a little taste of the cane so that you can have an idea of what youre in for later!"

Cavin gulped, and glanced nervously between his teacher and the cane,

"Yes sir," was all the 11 year old could muster.

"Bend over, then,"

Since Mr Wood did not elaborate, or point out any furniture for the young boy to bend over, Cavin simply turned around and bent over, legs straight but well apart, hands grasping ankles. He had been caned by the deputy head at school enough to know the position – although he was also a boy who had knelt on the legendary back to back chairs in the headmasters office too. Like Matthew, Cavin closed his eyes tightly when he felt the ominous tickle of the stick on his bare cheeks.

"How many times have you had the cane on the bare bottom?"

"Never, sir," the bending, naked boy replied nervously, "the worst Ive had is five on my underpants."

The teacher was beginning to think that his day could not have got better. He was going to have the honour of giving this pretty little preteen, submissively bending over before him, his first ever bare bottom caning! What a pleasure! He tapped the cane gently on his target, then lifted in back, keeping his eyes fixed on Cavins pale little mounds. The preteens body shape was such that in the position that he was in, his small bum actually appeared even more pert and perfectly presented for thrashing than Matthews had. Added to that, the boys nakedness made him an even more appealing target.

Mr Wood did not make the same mistake as he had with Matthew. Cavin could hardly believe the agony of the cane ripping into his bare bottom as his teacher used all the skill that he had picked up and thrashed the cane, good and low, across the little cheeks so invitingly displayed and presented to him. It felt as if sir was cutting him in half at the bottom, but, in his determination to impress the man, along with a built in self discipline, common to boys at Weeping Willows, the preteen managed to stay in position. But his cry of surprise and pain was gratifying to the man, along with the natural plunge of the lads body. He paused, tapping Cavins bottom again, while the 11 year old got his breath back,

"See, Cavin?" Mr Wood chuckled, "A little different to my spanking technique, isnt it?"

"Yes sir," gasped the preteen, "you cane really hard!"

The cane again slammed into his tightly bent bottom, but Cavin had been prepared for the pain this time, and managed to keep his reaction to a loud gasp. Helplessly, he wondered how many more of these tasters his teacher was going to give him. He neednt have worried. The cane was replaced on the table, but the boy was not ordered to get up, so he stayed down, throbbing bottom still feeling very vulnerable. The boy wasnt surprised to feel Mr Woods big hand firmly, but gently rubbing some of the sting out of his bottom. Despite causing him so much pain, and the promise of more to come, the mans hand on his naked tail was strangely reassuring to the 11 year old, reinforcing the atmosphere of complete trust and voluntary submission of the child to his teacher.

"Go and kneel in the corner," the man eventually instructed his pupil, "arms crossed. You may not touch your bottom – this is just to let you recover so that you can appreciate the next phase of your hiding."

Cavin stood and trotted to the corner of the room indicated by Mr Wood. His father sometimes made him stand in a corner before sending him upstairs to await a strapping, so kneeling there, still naked, with a sore bottom was new, but not entirely unheard of for the boy. Again, it felt perfectly right to the preteen. The boy followed his instructions perfectly, still far from tears, but very concerned about what was coming. The two stripes from the teachers cane throbbed across his bottom – individually worse than any lashes he had ever experienced from that traditional implement.

Mr Wood watched as the boy knelt obediently in the corner, noting how the 11 year old dropped his head too. A good sign – any pride and dignity that Cavin had had was already being broken. He also noted that Cavin kept his back straight, not slumping down to rest his bottom on his heels. The boy was accepting his punishment with humility. The two stripes that he had whipped into the preteens little bottom stood out sharply against his normally startlingly white cheeks. The man looked about the room. He wanted to position his pupil differently for the next part of the hiding – he needed the boys buttocks presented in such a way that he could bring the strap down on them with force, but also with accuracy. He had never used a belt on a boys bottom before, so he did not have a great deal of confidence in his ability to strike his small target with accuracy if the lad was simply bending over. His eyes lit on the comfortable looking settee, and he smiled. That would be perfect.

"Come here, boy," he commanded.

Cavin had been kneeling quietly in the corner for about ten minutes when he was summoned. The stripes across his bottom still throbbed mightily, but the immediate sting was gone. Cavin was no fool though, he knew that the pain across his backside would be reawakened and increased tremendously before long. He stood, and, still making no effort to cover up his hairless pubis, _c_o_c_k_ and balls, came and stood before his teacher, politely folding his hands behind his back, keeping his eyes fixed on the carpet.

"Bend over the arm of the settee," the man instructed, taking the naked preteen by the shoulder and leading him to the piece of furniture in question.

Cavin reached down, supporting himself on the settees arm, and then lowered himself slowly into position. He had to bend his knees slightly in order to actually lie over the wide arm, and this further pushed up his little bottom. When he was in position, the 11 year old instinctively pressed his face into the seat of the chair and widened his legs. The boy felt the strap being rested on his exposed bottom, and prepared himself for the first lash. But Mr Wood wasnt satisfied. He had just worked out an even better position for the boy that he was about to thrash.

"No, get up," the man ordered, "and kneel on the seat, then bend your body over the other arm, so that your head and elbows are on the floor."

The naked boy struggled up and walked to the other arm of the settee. He climbed into position and then bent himself over as Mr Wood had told him to – realising how much more this pushed his exposed bottom up, an how helpless and at the mercy of his punisher he was. This time, he pressed his forehead onto the carpet and braced himself. Mr Wood was taking his time, gently stroking his much more exposed feeling behind with the leather,

"Widen you feet further."

Cavin obeyed, feeling the cool air caressing his buttocks, and he could even feel the breeze from the rooms air conditioner massaging his bottom hole! The feeling of the strap resting on his tender cheeks was very scary – especially now that the boy knew that Mr Wood was not messing around. His teacher was going to whip him hard! He had proven that with the two painful stripes from the cane, that were still throbbing across his butt!

The man admired the sight of the naked child bending over for him. The position that he had placed Cavin was perfect for the thrashing that he intended to deliver. The preteens bare bottom was pushed right up by the wide padded arm of the chair, while the top of the boys body was bent steeply, further pushing up his rounded little target. Lifting the belt, he noted how Cavin immediately tried in vain to clench his spread cheeks, expecting the first lash to fall. The childs firm muscles in his legs and back were clearly defined as the boy tried to prepare himself. But the man could not resist reaching down and giving the childs soft bottom a firm squeeze. Cavin actually relaxed slightly under his teachers hand, but not for long. The man lifted the strap up high, then lashed it down, the leather cracking loudly as it met the tender buttocks of the 11 year old.

This was a pain that Cavin was familiar with. The lash from Mr Wood was at least as sore as the hidings he got from his daddy, but his helpless position made it much more scary. His body bounced, and he banged his forehead on the carpet, a grunt of pain escaping.

Mr Wood stood back, admiring the slightly curved red stripe that he had painted across the boys white cheeks. Although the cane welts were still dominant, the contrast between the preteens normally white bottom and the mark of the strap was very clear. He had enjoyed the crack of the leather across Cavins tender little bare bottom – he had aimed the stroke at the highest point of the childs pushed up buttocks, meaning that the leather had bitten into the boys hindquarters halfway between his legs and his back. The 11 year olds reaction to the lash had proven that it had hurt. As a student of boys bottoms, the teacher knew that in order to administer the most disciplinary pain, he would have to concentrate the thrashing on the lower section of Cavins little bottom, and it was here that he focused the rest of the hiding.

Cavin could do nothing to brace himself for the onslaught that followed. He had never doubted the proficiency of his teacher at giving hidings, and now the man was giving him a thrashing to prove it! All the naked preteen could do was clench his fists and yelp as the leather bit into his upraised, exposed bare young bottom again and again. The pain was excruciating, being driven methodically into his small round tail by the relentless snap of the strap as the teacher slowly thrashed the preteen. Although he was starting to doubt if he could take his hiding without wailing and giving up the brave act that he had put on so far, Cavin never even considered trying to move out of his compromising position or protecting his poor, submissively presented bare bottom from the agony of the punishing strap. He hadnt expected his hiding session with sir to be this sore, and he still had the cane to come! But he deserved his punishment, and would take it.

To Mr Wood, giving Cavin his hiding was an amazing experience. He was astonished that the little boy could take such a beating so bravely, as he turned the preteens bottom scarlet. He had determined to give the 11 year old a solid dozen, but nearly lost his resolve when the naked little boy started squirming his body between strokes, clearly struggling to take his thrashing. But instead, he just waited even longer between lashes, waiting for the boy to be still, before he lashed the leather again down across the childs trembling bare bottom. Despite the grunts and yelps of pain coming from the lads head down on the carpet, it appeared that Cavin was managing to hold back the tears. Mr Wood decided that he would not even start with the cane until the boy had been properly broken and was sobbing. There would be no more cheeky grins when he was finished with the boy!

Cavin could hardly hold back the tears – in fact, he could feel them stinging his eyes and leaking onto the carpet. But he would not break down and sob. He had to impress his teacher, and, ultimately, he had to ensure that he ended the session with some dignity intact. But he was just a naked little 11 year old boy, getting his bare bottom thrashed, and he started to realise that the man would win this battle of wills. After sixteen hard, merciless lashes on his well presented young bottom, the boy started to sob – to the delight of Mr Wood. At last, Cavin was being properly punished. He lashed his preteen victim four more times, then stopped, putting the strap down next to the cane on the coffee table. Then he crossed back to the still bending, crying boy, and placed a hand gently on the preteens red bottom. The rounded little cheeks were actually still hot to the touch. He rubbed them for a few moments, then stood back,

"You may get up, Cavin," he allowed, "and go back into the corner on your knees. Ill let you have a break before I take the cane to your bottom. But no rubbing! This time, put your hands on your head."

Cavin scrambled up, and, face wet with snot and tears, managed to resist the urge to reach behind him and grip onto his absolutely blazing bottom and knelt as he had earlier. This position was certainly not comfortable, but at least his poor bum wasnt being thrashed anymore! Mr Wood admired the slim figure of the preteen kneeling as instructed. With his hands on his head, the boys slim body appeared taller, while at the same time emphasizing the smallness of the 11 year old. As he had earlier, the lad kept his body straight, while dropping his head, and the man could admire the damage that he had done to Cavins small bottom. Apart from the top quarter of the boys cheeks, his little hindquarters were bright red, and clearly very sore indeed. The teacher let the boy kneel in position for about fifteen minutes – he knew that the preteen needed to get his breath back, and bring the burning of his bottom to a more manageable level.

"Get up and come here, boy. Keep your hands on your head!"

Quickly, Cavin obeyed, standing and coming over to stand before his teacher. Unlike earlier, the boy had none of the cheekiness and mischievousness left in his stance. He was now just a preteen boy in the middle of a well deserved bare bottom thrashing session, being justifiably punished by a big man.

"Are you learning a lesson, Cavin?"

"Yes, sir," the boy whispered miserably, especially as he realised that Mr Wood had picked up the cane, and was flexing it menacingly.

"Do you regret taking your punishment from me," the man swished the cane through the air, causing the naked preteen to clench his very tender feeling bottom, "instead of letting the headmaster and your father deal with you? I bet your bottom has never had such a pounding, and theres more to come!"

"Oh yes sir!" this time Cavin was far more animated, "You can thrash me, and spank me, and belt me, and cane me as much as you like sir! As long as no one finds out about me lying!"

"Good boy," the man was flexing the cane once again, "bend over."

Once again, Cavin turned around, and this time, slowly bent over. He gripped onto his ankles, closed his eyes and waited for the onslaught. In his misery, he had forgotten to open his legs, but the mans hand gently slapping his bottom brought him to his senses,

"Legs apart – therell be no clenching during this hiding!"

Quickly, the tightly bent boy spread his legs – just a bit further than he needed to, scared to anger the man who was about to whip his bottom some more. The teacher said no more, the cool cane tapping his small, exposed and already bruised bare tail enough to remind the 11 year old that he was in for some serious disciplinary pain.

Mr Wood was once again enjoying having a naked preteen boy bending tightly over for him to cane his bottom. With considerable skill, he thrashed Cavins bare little hindquarters, getting the best reaction that he had had yet from the small boy as the lad squealed and his body bucked with agony. Then, to his further delight, the child, without moving from his compromising bending punishment position, actually started to beg,

"Oh please sir," sobbed the boy, "my bottom is already so sore! Please not so hard!"

"You will take every stroke that I intend to give you as hard as you deserve, young man!"

"How many am I getting, sir?"

"I think a round dozen will do," the teacher announced, "so brace yourself. Theyre going to be good and hard!"

Cavin just sobbed and redoubled his grip on his ankles. He was going to really struggle to take this, but the boy had no doubt in his mind that it was a fair punishment. If Mr Wood decided that he needed a severe hiding, then Cavin would unquestioningly take a severe hiding, and still be grateful that the man had punished him personally. The cane slammed into his small bare bottom, really low down, where his tail was most bruised from the strap, and before the preteen knew what he was doing, he was hopping about, holding onto his fiery bum,

"Bend over at once!" demanded Mr Wood.

"Please sir," the crying boy, still holding his bottom, turned to his teacher, the tears flowing down his cheeks, his blue eyes swimming with the pain of his hiding and the seemingly unbearable idea of still having so many more lashes to fall on his raw feeling cheeks, "I can take my hiding, sir, but not bending over like this. Please bend me over something sir, so that you can carry on thrashing my bottom and I can take my punishment without moving! Please sir!"

The boy was right, realised the teacher. It was difficult for the naked, crying, bottom clutching little boy to take the thrashing without support.

"Go to your bedroom, and wait for me, in a corner, on your knees – you know the position," the man pretended to be angry with the sobbing little boy, "youll get support, but your bottom is going to pay for your disobedience! And get your hands back onto your head!"

Cavin quickly released his sore bum, and scuttled up the stairs to his room, relieved to be given a respite to the biting cane, but terrified of the thrashing that was to come. This was turning into a very serious hiding indeed!

After a few minutes, the man followed the boy, making sure that he trod heavily as he ascended the stairs, swinging the cane so that it swish through the air could be heard by the preteen boy as he entered his room. Cavin was in the prescribed position, determined not to further anger sir. Mr Wood looked around Cavins bedroom, noting the usual clutter that one would find in any 11 year old boys room. Typically, the lad had discarded his school shorts, shirt and tie on his floor – socks and underpants having being put into the wash.

"Get up and tidy this disgusting bedroom!"

The room wasnt really that untidy, but Cavin quickly straightened it out, to the satisfaction of his teacher. The man took a great deal of delight in watching and directing, with light slaps on the boys red bottom with his hand and cane, the naked preteen as he tearfully worked. Instead of a chair, Cavin had a wide, cushioned stool at his desk, and Mr Wood made him move the stool so that it stood at the end of his bed, then he had the boy stand in front of the stool, facing the bed,

"Kneel on the stool, Cavin," the teacher directed, and the boy did as he was told, making sure that his knees were on the very ends of the stool, without being told to do so by sir, keeping his legs well apart, "now place your elbows and face on your bed – arc your back, I dont want your chest touching the duvet."

This position in which he had now been placed put Cavin in the best position yet for caning. The man smiled as he realised how exposed the preteen now was, his slim back arched over, his sturdy, muscular long legs spread wide. The boys bottom was pointed up at the perfect angle for his hiding, his rounded, small cheeks open even further apart than they had been for the belting. There were four welts from the cane on the 11 year olds red and battered bottom, but the man traced the cane lightly on his target, ready to soundly thrash his absolute control and dominance into his totally submissive pupil. The man had already worked out that Cavin was a rare breed of boy. He could think of no other boys in his class that would have taken what Cavin had already endured, and then presented himself in such an exposed and vulnerable position for even more whipping. But he would have his fun, and give the lad what he needed!

"I said Id give you a dozen with the cane," the man growled, and Cavin sighed with relief – he had genuinely expected his teacher to at least double his punishment, and he wasnt sure if he could actually take that, "but because of your performance downstairs, I will start again, so the two you got a few minutes ago dont count!"

Despite this, Cavin knew that he would cope. His throbbing bottom felt terribly exposed to the lightly stroking cane but he knew that he would be able to endure his hiding. Strangely, he felt gratitude to the man who had already hurt his bottom so much, and would be hurting it even more. He would not have even presented himself in such a completely open and submissive position to his own father, but he was willing to be bent like this for a thrashing from his teacher.

The man caned the tightly bending boy hard, of course, the stick connecting with his battered little bottom loudly, almost flexing right around the 11 year olds buttocks, creating a purity of agony that caused Cavin to shriek into his duvet. Again, the cane accelerated into his bottom, and Mr Wood grinned to himself as he noted how the naked preteen gripped his bedding so hard that his knuckles turned white, and curled his toes in his effort to keep his bending position. Of course his wide spread legs meant that the boy had no hope of clenching his exposed cheeks.

Mr Wood made sure that at least a minute passed between strokes. The boy sobbed and screamed into his bedclothes, but took his thrashing, knowing that the hiding he was receiving was well deserved. When it was over, the teacher made no effort to allow his young naked pupil up, instead he just stroked the lads sore bottom gently with his big hand,

"Well done, Cavin. Its over now."

"Thank you, sir," the boy sobbed, sincerely grateful for the hiding that the man had just given him.

"Get up when youre ready. Ill see you at school tomorrow."

"Sir?" Cavin didnt move, his sore little bottom still upraised and on display, the stripes angry and bruising.

"Yes, Cavin?"

"If Im ever naughty again, sir, please will you be the one to punish me – never send me to the headmaster, please sir?"

how could the teacher turn down an invitation like that,

"Of course my boy."

The man left, taking the cane with him. It was a long time before the boy got up and with both hands rubbed and massaged his sore bottom. Naked still, he moved the stool back over to his desk, and gingerly sat down on the cushion. Then he started up his computer and went straight into his favourite chat room. For weeks he had been chatting to another boy his age called Travis, and someone else called Boywhipper. Cavin was delighted to see that both were online. He had a lot to tell them!


More stories by Tristan