A Difficult Choice


by Bripuk <Bripuk2000@yahoo.com>

Mac and his friend Rob weren't the worst boys in their year at St Gregory's Grammar school but like boys of their age they liked to test the system to its limits. They enjoyed trying some of the so called adult pleasure of life and of course from time to time sneak off to smoke the occasional cigarette. In reality they actually hated smoking but it made them feel more grown up and they enjoyed getting away with what was a serious crime at St Gregorys. They both knew that the penalty for getting caught was dire as other boys who had been caught smoking had either received 6 strokes of the cane from the headmaster or had been dealt with by Mr McDonald the games master. Boys who were sent to him for smoking were made to change into PE shorts with nothing underneath and would be given 6 whacks with the slipper(A size 11 gym shoe with a thick rubber sole).The most that Mac and Rod had ever received from Mr McDonald was three whacks and that had left their small bottoms unbearably sore for a couple of days. Mr McDonald was a strong fit 30 year old sports master who administered the slipper with all his strength to the bottoms of naughty boys who crossed him.

On this fateful day Rob and Mac were having a quiet drag on an illicit cigarette behind the wall of the gym. It was an area of the school that was only very rarely patrolled by teachers or prefects and they had asked their friends to warn them if a teacher or prefect were headed in their direction. They felt confident that they were safe from being seen by the duty prefects. Unfortunately they hadn't counted on Thomas the deputy head boy walking around the back of the school building and approaching from the opposite direction.

"Well well what do we have here; dont let me stop you please finish your cigarette," exclaimed Thomas with a self satisfied grin on his face.

Mac and Rob immediately dropped their half smaoked cigarettes but it was too late they had been caught red handed and at that moment were only too aware of tyhe dreadful consequences of their actions.

"Right hand over the packet and go and stand outside the prefects room," demanded Thomas "I'll be with you shortly"

Thomas knew that once he had the packet he had all the evidence he needed. He was going to report them to Mr McDonald who usually allowed the prefect who had caught the offenders to stay and watch their punishment. Thomas had caught boys smoking previously and he just loved to see their small white bottoms as they changed into their shorts knowing that before long their cheeks would be the colour of 2 ripe tomatoes with purple bruising in the centre. Both Mac and Rob had fair hair and pale skin and Thomas was really looking fo. He was looking forward to seeing their bottoms get a _d_a_m_n_ good tanning from Mr McDonald. He liked to see the fear in their eyes when they were told to bend over and to hear the crack of the plimsoll as it stung their backsides. What he wouldnt give to be able to administer corporal punishment himself. It was at this point an idea began to form in his mind.

Mac and Rob made their way to the prefects room knowing full well there was no escape from their dreadful fate. It just remained whether Thomas would send them to the head or Mr McDonald to be punished but either way they were going to get a severe beating. They waited in silence until Thomas arrived.

The prefects room was empty so they were told to go in.

"You both know that you have broken one of the school's strictest rules and deserve to be severly punished. Have you got anything to say for yourselves?"

They both shook their heads disconsolently. They knew there was no escape. Mac hands went subconsciesly to the seat of his trousers as if to reassure his bottom of its impending fate.

"I propse to take you to MrMcDonald to be dealt with. There is no doubt that you will both get 6 with the slipper and it will be well deserved." Tears started to appear in Robs eyes-the thought of getting that many strokes on his small bottom was almost too much to bear. It was at this point that Thomas turned to the boys and offered them an alternative.

"On the other hand," he continued, "I could deal with the matter myself." The boys looked at one another in amazement.

"Instead of Mr McDonald punishing you I will administer the slipper myself. Obviously because this would be just between the three of us you would have to be prepared to accept more strokes from me and also I would need to examine your bottoms to ensure they are able to absorb the slippering."

"How many strokes,"enquired Mac.

"You would each receive 12,"replied Thomas "across the bare bottom. Meet me back in in 1 hour and let me know what you have decided. Off you go."

Mac and Rob walked away unclear of what to do.

"I'd rather get it from Thomas than old McDonald. Have you ever seen a boys backside after 6."said Rob breaking the silence."I've even seen 5th years cry 'cos their backsides throbbed so much"

"Yeah I guess you're right," replied Mac "what Thomas gives us cant be any worse than we'd get from McDonald, either way we're going to find sitting down a bit difficult for a day or two."

For the next hour Thomas was so excited he couldn't think straight. The thought of having those two little pale bottoms at his mercy was too good to be true. If it was left to him he would make sure that they would never touch another cigarette. He just hoped that the two boys would opt to be punished by him.

After an hour the three of them met up outside the prefects room.

"Well what have you decided?" asked Thomas "Is it to be Mr McDonald or me?"

Mac turned to Thoams and spoke for both of them.

"We would rather be dealt with by you Thomas" replied Mac

"A good decision. Right both of you go into the prefects room." Thomas knew that as the prefects room was isolated from the rest of the school he could see anyone approaching and he also knew that his fellow prefects were attending a lecture away from school.

"Right I want you to stand facing the table then to lower your trousers but leave your underpants in place and to lean forward slightly"

Both boys obeyed his instruction and allowed their trousers to fall to the ground. Thomas cast his eyes downwards and saw two small bottoms clad in white underpants protruding from the boys lower backs. He instructed both boys to keep their hands on the table. He approached Mac and genly lowered his underpants until his bottom was fully exposed. He patted the cheeks,

"This is where you are going to be slippered young man. I'm convinced this bottom will be able to take it." He noticed Macs cheeks clench as he uttered the words. There wont be any permanent marks but you'll certainly be very red afterwards."

He then looked at Robs behind and gradually peeled down his underpants. Robs bottom jutted out proudly. Rob had been caned and slippered more times than Mac no doubt partly because the teachers just enjoyed tanning such an attractive target. Thomas thought how much he was going to enjoy whacking that small bottom. He gently squeezed Robs cheeks noting how firm and resillient they felt.

"No problem for you either. I want you both to meet me outside the cricket pavillion at 5 o'clock. Any questions? Right replace your trousers and underpants and leave."

The boys left the room and made their way back to the main school. Curiously they didn't discuss their impending meeting with Thomas but it was clear that they were going to got a jolly good whacking. Thomas was so excited he didnt know what to do. He couldnt get the sight of those two bottoms out of his mind and just couldnt wait to administer justice to those naughty boys. He selected a size 11 gym shoe with a well worn sole for the punishment. He whacked it gently across his hand noting how much it stung how much more it was going to sting when 12 of the hardest whacks he could give were delivered across those tender bottoms. Still they deserved it they knew the rules!

At 4.55 Mac and Rob made their way to the pavillion where Thomas was already waiting. As captain of the first eleven cricket team Thomas had one of only 3 keys the other two being kept by the games staff and the caretaker. He opened the door and ushered the two boys inside. He had left the slipper on the table and it was the first thing the boys saw on entering the room. They both knew that they were there for one purpose and that was to have their behinds soundly walloped.

"Both of you remove your trousers," Thomas ordered "and fold them up over the chair. You are both here to be punished for the offence of smoking for which you will each receive 12 strokes of the slipper across your bare bottoms. You will each receive them in two lots of 6 strokes and you will do exactly what I say. Any questions?"

Mac and Rob took their trousers off as instructed and stood facing Thomas.

"You go and stand in the over there," he indicated to Rob "and you turn round and face that chair." Mac walked over and turned his back to Thomas."Lean over and put your hands on the seat." ordered Thomas.

Mac did as he was told and bent forward. Thomas approached from behind keeping his gaze fixed on Macs small bottom. He stooped behind Mac and peeled off his underpants to reveal his pale cheeks. He gently patted and squeezed them. He held one cheek in each hand and kneaded it all the time informing Mac how much they were going to hurt when the time came to slipper them. After about 2 minutes of manipulating Mac bottom he stepped back and looking down at Mac informed that the time had come for his punishment. Thomas picked up the slipper and stood about 3 feet to macs left. He noticed the cheeks clench as if to signify that they were ready. Thomas brought the slipper back and with all his might walloped it across the centre of Macs bottom. A gasp of pain escaped Macs lips as his cheeks distorted and a large red mark appeared on the flesh of his bottom. He was determined however to stay in position and not to give Thomas the pleasure of seeing his pain filled expression.

The second whack arrived after about 10 seconds and landed exactly on top of number one. How his bottom hurt. Had he made the right decision in letting Thomas deal with the matter. For number three Thomas kept the trajectory of the slipper parallel to the gound so that the slipper only made contact with the lower part of Macs bottom. This of course is where the flesh is thickest but also the most tender."He'll remember that one when he sits down," thought Thomas to himself. Four and five followed giving Macs bottom no respite and only adding to the agony. Somehow Mac kept his bottom in postion for number 6 which Thomas ensured was the hardest of all. Thomas was enjoying himself so much it was almost as if that his whole world was that small bottom that was looking up at him and his sole purpose was to hurt it as much as possible. Mac stood up after 6 clasping his lower cheeks; his face was a picture of pain. He had no idea how he was going to take the rest of his punishment.

"Right young man you're next." said Thomas looking over towards where Rob was waiting. Rob had seen his friends bottom change from white to dark red and wasnt looking forward to receiving similar treatment one little bit. Rob and Mac changed places and after being told Rob bent over and placed his hands on the chair. He felt his underpants being pulled down and Thomas's hands start to manipulate his bottom. This time Thomas pinched Robs cheeks quite hard but Rob new better than to resist. He just remained in position while Thoams smacked and squeezed his seat knowing that before long he would have a lot more to withstand. A thought flashed through his mind while he was being smacked that why was it that the backside was always chosen as the part on which punishment was always given rather than say the back of the legs or other parts of the anatomy He concluded that it was because the bottom didnt suffer any real harm and a sore bottom didnt prevent you doing any othert activity.

At this point Thomas picked up the slipper and tapped the centre of Robs backside.

"Stay down for your first lot of six." he instructed, and with that delivered the first whack to Rob's rear end. Robs punishment went alomg the same lines as Macs. Like mac he was determined to keep his bottom presented and to get it over with as quickly as possible. After the last one had landed he grasped his throbbing bottom oblivious to anything else in the room. His backside felt red hot and was almost beyond pain. Thomas indicated that he would give them a five minute break before completing their sentence. Two very sore 13 year olds just stood massaging their rear ends trying to ameliorate some of the sting trying to put out of their minds the rest of their ordeal.

The five minutes were up too quickly but Mac was invited to resume his position bending over with his hands on the chair. Thomas took the opportunity of manipulating Macs extremely sore cheeks which he could feel were hot to touch.

"OK last six coming up" he advised Mac "Keep it in position."

Although Macs bottom had cooled down he needed all his will power to keep it presented for further treatment. Thomas was not inclined to grant these two miscreants any mercy and the first smack from the slipper was as hard as ever. It landed with a loud smack on Macs already sore backside. Mac had decided that he was going to win this battle of wills and he just gritted his teeth nad stayed in position.

Thomas didnt let up and tanned that small bottom for all he was worth. The centre of each cheek was now turning blue but that didn't deter Thomas from giving them the full measure. Fortunately for Mac after stroke 10 his bottom was becoming quite numb which meant the last two didnt hurt quite so much. The last one duly arrived and Mac stood up slowly with tears in his eyes but so glad that it was all over although of course Rob still had his final 6 to come. Mac pulled his underpants and trousers up and gently rubbed his bottom through his trousers. Rob took his place by the chair. Thomas again treated his bottom to a painful massage taking no account of the fact that it had already received 6 whacks and then he began the final phase of the punishment. Six tremendous smacks landed on Robs bottom reigniting the flames from the previous strokes but to his credit he kept his bottom in position to receive its full quota.

When the punishment was completed Thomas had the decency to congratulate the boys on their fortitude and hoped that it would persuade them never to smoke again.

The boys made their way back to the main building and immediately went to the loo in order to examine their respective bottoms. Their behinds were purple/red and distinctly swollen but they both agreed that it was preferable in getting it from McDonald.

Neither ever smoked again so in a way Thomas had done them a favour and of course himself.


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