Ray Marks was the Head Boy at Broughton Hall, a prestigious all boys boarding school for the sons of well to do families. The time period was the late 1930's, and the discipline was strict. It was part of his duties to see that the younger 15-16 yr old pupils did not get into too much mischief. Should he catch them then they were sure to feel the sting of his cane, not a pleasant experience.
As he walked down one of the corridors he happened to glance out of a window, and caught a glimpse of someone disappearing into the Cricket Pavilion across the playing fields. It was the winter term and the pavilion was closed up and used for temporary storage of athletic equipment. He knew that whoever it was should not be there, and he thought to himself that he would be thrashing someone after supper tonight.
Quickly he crossed the playing field, and stood alongside a window of the building, all was quiet and he moved around to the back. He heard a noise, and cautiously peeping into another window he saw Josh Wilson of the upper fifth form. Wilson's attention was not to the window, but he was standing with his trousers down around his ankles while he was applying a cream to his penis. There was another boy in the room, but he was bent over a roll of mats with his back to the window Marks could not identify who it was. Wilson finished applying the cream to himself, then put some on the sphincter of the bending youth. He then moved and putting the red tip of his rock hard penis against the creamed sphincter and pushed it into the bending youth. Ray Marks himself had an erection upon seeing this very clear violation of the rules. He watched as Wilson pumped into the other boy, while his hands encircled the boy and appeared to be stroking the boys' penis.
Marks continued to watch until he saw Wilson's buttock muscles contract as he reached orgasm. All Marks could see in his mind was Wilson's bent over his table while he lashed his buttocks with his cane. Marks hurried into the darkening night and entered the main building of the school. He quickly made his way to his study bathroom, and with his mind concentrating on what he had seen brought himself to a fantastic orgasm. After cleaning himself he went to the closet in his living area and took out his canes. He had two they were the traditional school canes, medium flex, and about three feet in length with crook handles. The only addition was he had painted them, one white, and the other black. He had done this to frighten the younger boys when they started to negotiate their punishments. He would merely tell them that there were no gray areas, it was black or white, and then let them choose the instrument he would lash them with. The only other choice they had was that he would reduce by two the number of strokes if they took them on their bare buttocks. Either way it was painful and those that chose to keep their clothing were usually sorry after the first stroke, four was better than six, and one was much better than three. Marks canings where varyingly described as, murderous, scorching, shattering, they all left very definite stripes that took a long time to fade. Marks made his way into the dining hall and saw that Wilson was just sitting down to his meal, he was alone. Marks walked over to him and bending whispered in Wilson's ear that he would very much like to see him and his companion from the pavilion in his study after supper. He wanted Wilson at 8 o'clock and his companion at 8:15. He went on to say that if they cooperated a scandal could be avoided as he did not want the Matron to have to inspect boys bottoms to find his partner.
Wilson had nothing to say he just nodded, Marks told him that pajamas would be fine to wear as it would be late before they got back to the dorms. Marks watched as Wilson ate his meal, and left the hall no one had joined him at his table, and Marks was curious as to whom the other culprit might be, after his meal he went to his study it was 6:30 and he had some prep studying to do, about 7:15 he was finished and went to shower and change into his pajamas and a robe. He read until 8 when there was a knock on his door.
" Enter."
The door opened and Josh Wilson walked in, he was 16, and swam for the school, and had a great body for a young man.
"There is no reason what so ever to have any long discussion, I very plainly saw you and your companion engaged in an act that is punishable by expulsion should it get out. Is that what you want?"
Wilson just shook his head, "Very well I intend to give you a very severe caning, 14 strokes well laid on. Bend over the table please."
The table was a low coffee type table and Wilson bent over and gripped the sides. He had been in this position before but only for 4 strokes, and he had taken the reduction. 14 was unheard of, but.
Marks placed his two canes on the table. "Do you want to take the reduction, and black or white?"
Wilson replied, "Yes, and black please"
Marks took up the black cane, and went behind the boy. He put his thumbs into the waistband of the pajamas and very slowly slid them down until they fell around the boys ankles, the resulting chill on the buttocks caused goose pimples. The sight of those perfect buttocks caused Marks already forming erection to come to a complete arousal.
"Step out of them, spread your legs, and concentrate on the picture". Marks had a photo of himself holding his canes on the wall directly in front of the boy. The effect was to look at the photo the culprits had to lean their head back causing the back to arch downward, and the buttocks to stick out and up. It also prohibited clenching of the muscles.
"Turn in your toes" this too prevented clenching and spread the buttocks further.
'You will not move until told to, understood?" Wilson nodded; Marks dropped his robe onto a chair. Without further ado he stood behind Wilson and brought the cane lashing down across the perfectly formed buttocks of the bending youth.
Wilson groaned but did not move, a full 30 seconds and the blow was repeated. After 3 minutes Wilson's buttocks were striped neatly with very angry looking stripes. Wilson was crying and his head had dropped, Marks warned him to keep focused on the picture. The remaining strokes were all delivered with increasing strength, and Wilson was moaning loudly as tears streamed down his face. At last it was over and Wilson did not move, Marks stepped closer to the bending form and somewhat coarsely ran his hands over the ridges and welts of the youths bottom. Wilson flinched and groaned but did not move. Marks put on his robe to hide his erection and walked around to face the youth.
"The reason for this is something that must not be discussed, should you be asked, you are to say I caught you smoking, is that clear?" "Yes Sir" Wilson sobbed in reply.
"Then the matter is closed, dress and go back to your dorm, send in your friend, say nothing to him just tell him to come in".
Wilson slid his pajamas gently over his tortured buttocks, letting out a whimper as the elastic slipped from his grasp and snapped onto the tender flesh, then he limped out of the study. Marks heard Wilson
"Go on in" and a figure stepped into the room.
TO BE CONTINUED