My Painful Holiday - The Final Part

by B.M. <kaw68@dial.pipex.com>

I ran up to the main school as fast as possible. Every step was painful as the wounds on my much chastened backside were pulled around by my running. I only had a couple of minutes to spare when I reached the central quadrangle. I decided I'd rather be on time, and report to the class-room in the wrong clothes and possibly be beaten, than be late and definately be beaten very hard.

So, I ran to the class-room door.

"Ah Martin - good " said the Head, as I opened the door.

"Sir" I acknowledged, gasping for breath " sorry I'm not in uniform, Mr Johnstone just released me a couple of minutes ago". I figured I'd be better admitting my problem, than waitng for him to notice. I stood in the door, waiting to be told to get over the desk.

So, I was very surprised when the Head turned towards me and said "Don't worry about that now, you can get changed later.

"Sir ... ?" I queried.

The Head looked distracted and concerned. He looked at me in surprise, almost as though he had forgottenI was there. Suddenly, he blurted "Martin, report to my study, I need to talk to you !"

"Yes sir" I said, as I turned and headed down the corridor towards his office. I was in turmoil. I wasn't sure whether I was in for some really severe punishment., or whether this was something else. Whatever the case, I was nervous and my pulse raced. I stood outside his office door - as I had so often before, and waited for him.

A minute or so later, I heard the heavy steps of the Headmaster as he walked towards me. He opened the door silently, and let me into his study. I walked into the room, and was stunned to see my two mates John and Craig, siting in the arm-chairs. They were both in school uniform and were smiling nervously.

"Err Hi" I said to them.

"Hi" they back, almost in unison. I could see them begining to smirk at my attire, and my obvious discomfort. They could clearly work out that I'd been at the wrong end of some pretty severe punishment.

The Head looked at us and barked "Be quiet boys, I need to work out what to do with you".

"Sir ?" I queried, as he seemed to have had a pretty good idea of what to "do" with me so far !

"Let me fill you in on what has happened, Martin" said the Headmaster, noticing my obvious confusion. He pointed to a soft chair - doubtless aware of the state of my backside, and bid me sit. I greatfully settled in, as he explained what had happened.

Apparently, over the course of one and a half days holiday, my two friends had managed to get into so much trouble that their fathers had decided that the only thing to do was send them to the Holiday School. They had gotten drunk, stolen a car and gone joy-riding. Fortunately for them, they didn't do any damage, and the car belonged to a friend of John's dad, so the matter hadn't been taken to the police. Instead the dads decided that they would put their sons back into school. The dads' first request to the Headmaster was that he punish the boys for what they had done.

"So", the Head explained for all our benefit "I have to work out what to do with you. It was easy when Martin was the only Senior boy - I gave him responsibility to look out for the others, and was more severe in punishing him for any transgression - so it was simple"

"Now," he continued "I have three strapping great 16 year olds to keep in line, and no extra staff to do it with. I could just make you sit with the class - but I'm not sure that would be the best solution for you, or the others."

I looked at my friends. There had to be a way to turn this situation to our advantage! They just looked nervous - clearly unaware of the full situation. I felt sure that there was no way for us to avoid punishments - but I began to think of ways to ensure we had as much fun as possible in between the beatings.

Suddenly - I had an idea ! "Sir !" I bluted out. "Can I make a suggestion ?"

"Yes Martin" he said

"Well sir, I was thinking about what you could do with us."

"I'm listening Martin" he said.

"Well sir" I said, nervously, "why don't you give us each a set of assignments and jobs to complete, on our own responsibility. You could check on us once a week, and punnish us accordingly". My mates were looking at me incredulously - they obviously thought I was digging a very painful hole for myself.

The Head laughed. "Oh very cosy Martin !" he said "you'd enjoy that, being away from the constant threat of the cane. This isn't a holiday camp, you know".

"No sir" I said seriously" but you could assign each of us a daily punishment routine, for our behviour prior to coming the Holiday school - for me that would be bad behaviour generally around school as well as the graffiti, and for Jono and Craig it could be for stealing that car, and getting drunk.. Then, each week you could review that regime in light of our work. Of course, you'd still be able to punish us on the spot if we did something really wrong."

The Head looked at me, considering. He'd been tough on me, but I think respected that fact that I'd taken it all well, and was taking his request that I look out for the younger boys seriously. He said "Ok Martin, I'll work out something like that, provided you continue to take responsibility for the younger boys - and provided you continue to report to Mr Johnstone to clean the sports shed"

"Yes sir !' I said enthusiastically. I looked over at John and Craig, who didn't look too pleased - obviously I'd have to explain this situation to them.

"Ok Boys, here's what you'll do. Martin report to your dorm and get into uniform and then go back to the classroom and continue with your assignment. Take no more than 5 minutes Martin. Smith and Warren, go staright to D3, tell Mr Griffiths that you'll be joining the class, and ask him for a pen and paper - sit at the back and be quiet, and write a 2000 word essay on why I should show you no mercy when I cane you. I'll work out the arrangements for you three, and come to get you later this afternoon."

"Yes sir " we said together. We headed out of the study. I was bursting to ask Jonno and Craig what had happend to them, but the Head watched us go down the hall, and so I didn't dare speak. I had to divert off in another direction before we were out of earshot, so my last sight of them was their resentful expressions, as they trugged off towards the classroom.

I raced upstairs and greatfully got changed. I was gleefully happy that I had avoided another caning, although I did pause for a moment to check out the state of my butt, which was still glowing an angry red from the dozens of strokes of the paddle I had recieved that afternoon. The stripes and bruises from my various canings were obscured by the effects of the paddle. It still hurt, just to touch my backside.

I then raced back down to find the class hard at work. I quickly retook my place and settled down to work as best I could, although the throbbing pain in my butt made it hard to sit still. As I worked I noticed that quite a few boys were shifting about a fair bit, and one or two were sniffling with pain. Obviously there had been a few canings in my absence !

A couple of hours passed uneventfully. The the Headmaster entered the room, and asked that John, Craig and I step into D4 - the next classroom.

Once we were settled in D4 the Head said "Ok, I've worked out a regime for you each as suggested by Martin. The three of you will work out of tutorial room 1. Martin, you will stay in your current dorm, while Warren and Smith will move into junior dorm 4. You will each be given a weekly schedule of work and punishment. Exactly when you do the work is up to you - but I will review it each Sunday, and treat you very hashly if it isn't up to standard. Your days will revolve around punishment. After breakfast, I expect you all to report to D3 to be caned in front of the junior boys. Martin you will receive 10 strokes a day next week - seeing you have already had quite severe canings. Warren and Smith, you will both receive 18 strokes a day. Martin will report to Mr Johnstone at 1pm each day - where you will work on the sports shed, and receive paddlings as appropriate. If I catch you misbehaving I'll cane any one of you in front of the other boys. I will review your level of daily canings each Sunday. If your assigments aren't up to standard you will receive additional canings then. If you consistently fall below standard, either in work or behaviour, I'll review these arrangments, and make you sit in D3 with the younger boys".

The Head looked around. I was pleased, but the others were shocked, although I think it had dawned on them that this was a much better deal than we would get if we had to sit in D3. The Head then continued : "But before we do that, I think I'm due to punish Warren and Smith for drinking and stealing, so let's all go next door."

We trouped back into D3. I resume my seat, but my best buddies stayed at the front while the Headmaster explainedwhat they had done, and the new arrangments for them and me. The Head continued " But, I must begin to punnish them for their crimes even before they join Martin in their new timetable. I will give them each 18 strokes with the Headmaster's cane for starters".

He pointed at Jonno, saying "Warren, get your butt up here. Stretch over the table."

I watched Jonno move into position, and must confess that enjoyed seeing another 16yr old butt up there about to feel that devish cane. Jonno'd been working out all year and he was in great shape. His backside was perfectly defined by his tight uniform shorts, and so when he bent over the fabric tighted almost to breaking point.. His butt looked like the perfect specimen - perfect for canings. I found it exciting to watch. I glanced over at Craig, who was watching John in captivated silence, with a growing bulge in the front of his shorts.

My own backside clenched in sympathy as the first stroke thwacked into my friend's behind. John took the first 12 in near silence - only grunting out the number of the stroke. He nearly leapt up on the 14th srtroke, and was given an extra 4 strokes, which he took without counting. He was obviously in pain as he slowly stood-up. His face was red and he looked on the edge of tears, as he stood aside and Craig Smith took his place.

Craig took his caning less well, moving about a few times and crying out in pain often enough that he ended up taking 30 strokes. He was crying freely by the end. He was not as fit as me or John, but he still had a well rounded backside, which looked great when defined by tightly stretched shorts. It was a backside that had not been caned severely as often as I had been, but would soon get to know what it was like !

Once the canings were over the three of us were sent over to the tutorial room to look at our assignments. After about half an hour the Headmaster left us to our own devices, again reminding us of the constant threat of canings.

Once the Head was safely gone Craig and John looked at me with a malicious gleam in their eyes. They accused me of setting them up and demanded retribution. I tried to explain that I had been caned much more severely that they had, and that this arrangement would give us more freedom to have fun, and that I hadn't deliberately set them up, and that I was sorry they'd been so severely treated.

They said to me that they accepted all that, but that they still wanted to see me caned right away. Unfortunately, Craig remembered that a cane was kept in each tutorial room, and he knew where to find it. After a moment of scrabbling around he pulled out a senior cane from a cupboard. Jonno had me by the shoulders and forced me over the teacher's desk until my butt was stretched and set for caning.

"Great butt !" teased John, as he slapped me playfully. Even that hurt so much that I yelped. The two of them maneouvered so that Craig held me down while the much stronger Jonno weilded the cane. They sentenced me to thirty strokes - seeing that it was a reletively light cane. I yelped as the first stroke whacked into my bum. I found it oddly exciting to be caned by Jonno and I could feel a hardon developing, as the strokes rained down. It was agony, and I sobbed quietly as they exacted their revenge.

After thirty strokes they swapped roles as Craig wanted to whack my tight little buns too. He laid the cane on my butt another 20 times. I was sobbing uncontrollably, as I was sure my backside was literally on fire. They insisted on comparing stripes, and so they got me to drop my trousers and were astonished at how red and beaten up my bum was - well, I had tried to tell them, and so they were more apologetic about what they had done to me. However I forgave them - particularly seeing I had kind of enjoyed it!

My hardon had died down with the increasing pain. I inspected the angry red stripes across their backsides from their canings, as well as the marks of the severe whallopings given to them by their dads.

We re-hid the cane, but were glad to know that we had our own cane to use if necessary. After that we talked about our experiences over the last couple of days. I told them about Johnstone, and the thrashings I'd had, and they told me about their drunken antics.

Although I was destined to be beaten severely over the next couple of weeks, I also knew it would be a lot more fun with these two around !

We agreed that we'd need to do the work assigned, and take our regular punishments, so to avoid more punishments, So we settled down to begin our assigmnets.

We made it through the day without further problems. I cleared out my regular dorm that night, and I talked to some of the younger guys about their punishments, and helped them put it into perspective.

The next day I met up with Jonno and Craig for breakfast, and then reported to D3, where we were eached caned, as promised. As usual it hurt like hell, but we each took our strokes quietly, and didn't get any extra. We were then sent up to our tutorial room, where we got down to work. The Head checked in on us once in a while - he seemed impressed that we were being so diligent. We asked him if it'd be OK if we worked outside at any time, and he said that it would be OK, provided we were quiet and responsible, and always told him where we were and left a note in the tutorial room.

At 1pm, after we'd had lunch with the other guys - I went off to get changed and report to Mr Johnstone. That session was much like the day before - hard work and painful. He must have whacked me with the paddle at least 50 times in the course of two hours. However, I was making progress in cleaning the shed. Once he was finiished with me, I painfully made my way back-up to the dorm, and go changed, and returned to the tutorial room, where the other two were hard at work. We discussed plans to 'get Johnstone'. I knew we needed to get the trust of the Headmaster before we could risk anything. So, I was resigned to a whole week of this. We agreed rthat we wouln't move until after Sunday - when we would know how the Head rated our performance this week.

The week dragged on, punctuated with the regular pain of one beating or another. Each day, I had 10 strokes of the cane, first thing, and then another 50 or so whacks of the paddle later, and occasionally another caning during the day for some minor offence. I was very worn down by it, and had fallen into an obedient and complient mood - much to the Headmaster's approval. I noticed all the other lads were less ebullient than before as the demanding regime began to take its toll. I found I needed to talk to the younger ones more and more and try to keep their spirits up.

So, by Sunday evening I was relieved to be standing outside the Headmaster's door- even though I knew I'd probably get more whacks, at least the schedule would change!

I stood there nervously with John and Craig. We each stood there in silence in our neat uniforms, with our hands in our back pockets, rubbing our bums, thinking quietly about how badly we might get it tonight. I was broken out of my reverie when the door opened and the Head stood there glaring at us, and barked "Martin - you're first !"

I looked at my friends, steeled my resolve and marched into the Headmaster's study, and walked straight to the ineterrogation stop - it was the point in front of his desk where you would stand to be yelled at, and then bend over to grab the fron of his desk so you were ready to be caned.

I stood there at attention - my butt clenched painfully, as the Headmaster moved to sit behind his desk, and look over the work I'd handed in earlier that day.

"This isn't bad Martin " he siad to my astonishment, "if you did work like this in term time, you'd be well on the way to a good university place"

"Thank-you sir" I said

He scowled at me and said "Don't be too pleased - there is still plenty of room for improvement." He then took me through each assignment, and pointed out each error- there were plenty !

He then commeneted "But generally, your behaviour has been much improved - you have taken each punishment well, have been well behaved with Mr Johnstone, and most importantly you have been a great support to the younger boys, and haven't let the arrival of your friends distract you too much"

"Thank-you sir" I said again.

"So, I think for the next week we won't be needing to cane you at all first thing. Be warned though that you will still be liable to be caned if you do misbehave, or do badly in assignments and you will still be paddled by Mr Johnstone."

"Yes sir" I said.

The Head continued. "But, for you errors in this week's assignments I think I'll give you 20 strokes now with the Headmaster's cane - so assume the position".

Withn a sigh, I leant over and grabbed the edge of the desk. I heard him move about and flex that cane again. He took up position behind me and laid into me. I didn't need to count so it was over quickly, but I was crying out in pain, with tears falling freely as my backside was still very sore from so much punihsment over the week - dished out so regularly - so my bum was never numb - so I always felt it. Each stroke was a fresh streak of fire on my buns.

He told me to stand, shake him by the hand and walk out. back into the corridor and wait I pushed on the door carefully, and saw my two friends looking worried - obviously they had heard ! I re-took my place in the line, as Jonno was summoned in. The door shut and all was quiet. I didn't dare speak to Craig, but listened for when John's caning would start. After about 15 minutes the whacks began. I counted 30 strokes, and shortly after a sobbing Jonno staggered out.

Craig took a deep breath and went in. Again about 15 minutes passed, before the whacks began. I counted 25 for him, and was expecting him to stagger out, instead the Head appeared and told us all to get in there.

Jonno and I walked in and stood beside Craig who was sobbing in obvious pain. The Head then told us he was generally pleased with our performance, and was reducing our daily punishments - no caning, but a paddling for me, and only 8 strokes for Jonno and Craig. He told us that if we kept this up we'd start to get more freedoms in the next week. With that he dismissed us.

We resolved, that evening, that we had to strike against Johnstone towards the end of the week in such a way that he wouldn't get us into more trouble.

So the days continued. I noticed that now that I wasn't being caned in the mornings the paddlings seemed to hurt more - whether that was because my butt was more sensititive, or whether Johnstone was hitting me harder, I don't know. I did know that he didn't let up with the paddlings no matter how nice and subservient I was to him.

I really wanted to get him. We worked out a great trap for him - the only problem was that I was the bait !

That Friday, I made my way down to the Shed in my tight work-out clothes. I affected a more arrogant air that I had since this ordeal began.

"Martin" he yelled " good to see you", as he waved the paddle around. As usual he teased me for a bit by touching and squeezing me, trying to provoke a reaction. As usual he succeeded by pinching by bum. At my angry retort he made me bend over and gave me 10 sound whacks with the paddle, before playfully slapping my bum, and setting me to work. Normally I just got on with my work sullenly.

On this occasion I didn't just get on with it. I waggled my bum pravocatively I said "You like hitting my butt, don't you Johnstone "

"Yeah !" he said maliciousy, "it gives me satisfaction" With that he landed another 4 strokes on my butt, in the standing position.

"But why ?" I said through clenched teeth "Is it my great physique, or something else?"

At that he laughed outright and, calling me "an arrogant little bastard"he lunged with the paddle again and whacked me. 6 hard whacks. He made to force me to bend over for a more prolonged beating, but I was ready for him and pulled him over so we were soon wrestling on the ground. He was big and tough and lashed out at me, aiming for my groin, and soon I was doubled over in pain.

At that point though, Craig and Jonno came running out from behind some bushes and grabbed him from behind. They hauled him round to the other side of the sports shed so no one from the school would be able to see what we were up to. I staggered behind them, clutching my balls. My friends had asked the Headmaster for permision to go and work on their biology assignment in the gardens for a couple of hours. He now trusted them enough to let them go unsupervised.

We soon had him pinned against the wall of the shed. Craig and John made him bend over so his back was at 90 degrees to the wall. I had picked up the paddle, and stood behind him.

"I'll get you expelled for this!" he growled.

"I don't think so" I said "you see, we have been talking to a lot of the boys about how you physically abuse them by 'teasing them' - grabbling backsides, balls etc - now my two buddies were walking past the shed on an approved biology walk and saw you wrestle me to the ground and kick me in the groin - all because I was being a bit disrespectful ... not the behaviour the school governors expect ! Now I might get my arse caned for this, but you'll lose your job or worse !"

Johnstone went very quiet. Considering. Finally he said "Allright, what do you want".

"Look, all I want is to get on with cleaning this shed without you abusing me all the time. I know I've been horrible to you in the past, but you've had your revenge, and I'm sorry, and I'll never do it again. I declare a truce - let's just work together. I'll really help you if you lay off the paddle. In the meantime, I want satisfaction for what you did to me. I'll give you 30 swats with the paddle, and then we'll let you go and consider this matter closed, and we can get on with our work."

"What the ... ! he sputtered, outraged.

"It's your choice" I said "accept these terms, or I'll go and lay it all in front of the Headmaster and we can all take the concequences "

"Ummm" he said nervously, clearly rattled and unsure of what to do, "alright, I accept".

Jonno and Craig slowly let him up, so we could shake hands on the deal. Johnstone didn't try anything and voluntarily resumed the position. I drew back the paddle and whacked into his tightly defined butt. Hed grunted in pain. I really laid into him - hard, and soon he was whimpering in pain. After 15 swats he was crying freely, and by the end of his punishment we had clearly broken through his angry front.

He collapsed on the ground and cried freely. He hadn't been beaen in over a decade and had forgotten what it was like. Jonno and Craig went off, and so Mr Johnstone and I got back to work and really talked for the first time. More importantly, he didn't paddle me again. By the end I was sure he wouldn't tell anyone about what happened, and indeed at the next Sunday appriasal, the Head said that I wouldn't be paddled or caned as a regular matter of course anymore. I still got 18 strokes for my errors in my assignments though.

The rest of the holiday was almost enjoyable. It was painful because I was still being caned severely more than once a week, but the rest of the time was quite fun, and I caught up on my schoolwork, and proved to the Headmaster that I was mature enough to be a prefect..

I was glad when school restarted, but I had really benefited from this painful holiday, and am peversely greatful to the Headmaster and my good friend Jim Johnstone, who beat the stupidity out of me.

THE END


Other stories by B.M.