THE LEGAL BIT: - unfortunately we have to keep `those that must be obeyed' happy so I have to tell you that this is an erotic story concerning an adult male and a young boy. If you are under 18 or 21 in some areas of the globe or if it is illegal for you to read such material DO NOT DO SO. Otherwise please read on and I hope that you enjoy reading it as much as I enjoyed writing it. If you have any comments please mail me at syn_tax@hotmail.co.uk with them. (Flames cheerfully relegated to the recycle bin).
WHACKO
I always tried to keep my addresses at assembly as brief as possible. This was for two reasons mainly. One being that the assembled boys, sitting cross-legged on the floor in front of me in the hall got easily bored when the orations went on too long and the second being that I could not really keep my concentration with all those lovelies sitting out there, all fresh faced and in desperate need to be fucked, or so I fantasised anyway as I flitted from face to face imagining them in compromising situations with me.
Let me take a moment to introduce myself. My name is Albert Perrings and I am the headmaster of Brook Secondary School for Boys' and have been for some 5 years now. Although headmaster for only 5 years I had been a teacher here for 18 years prior to being elevated to headmaster. Actually I was quite stunned when I was appointed headmaster as I was only 44 at the time and became the youngest headmaster the school had ever appointed.
I considered myself to be a fair headmaster, continuing the traditions I had instilled from when I was a teacher but at times this could prove most difficult. I still managed to keep my hand in on the teaching side of things always willing to step into the breech when one of my teachers was off for whatever reason. Although I used to teach mathematics and art as a teacher I could turn my hand to any subject, although somewhat rusty in one or two of them.
But given the choice, which was not very often unfortunately, the one class that I would give my eye teeth to take was games, especially if it was the first or second years boys involved. Not that I was the athletic type, although I was in pretty good shape for a man on the brow of his 50th birthday and I kept as fit as possible without overstressing myself. No, the reason I enjoyed taking the games lessons was the after games showers that the boys were forced to take. There was nothing more pleasing to my eye, and my aching dick, than to see 3o or so young pubescent boys naked making their way to the showers. When I was in teaching games I would always ensure that I was wearing a tight jock strap so that my obvious erection at the sight of all those naked boys was not apparent. How I wished I could just grab hold of some of them and, bending them over, shove my dick firmly up their ring pieces and fuck the hell out of them. But of course that was impossible in a crowded changing room with all the others looking on.
With assembly over with for another day and the boys filing out of the hall I made my way to my office. As always I paused outside to study the name plate on the door, something I had done every time I entered my office and it still filled me with a rush as I looked at it. Mr A Perrings, Headmaster, it read in its gold letters.
I entered my room and hung my gown on the coat rack just inside the door and crossing over to my desk I studied the pile of correspondence that my secretary had placed there waiting for my attention. With a sigh I sat down and began to go through the seemingly never-ending pile of paperwork, signing those that needed a signature and filing the others away in one of the various trays I had set on in front of me on the desk. As headmaster I could now appreciate why there was always a large table in the headmasters room, it was needed to find a home for the mountain of paperwork that crossed your desk every day. Being a Monday morning there was an exceptionally large amount of paperwork and I diligently ploughed my way through it and did not let up until there was a knock on the door and after I had instructed whoever it was to enter my secretary came in carrying my morning coffee. "Good grief Eileen, it is that time already?" I asked her glancing at my watch and seeing indeed it was 11am and time for coffee. Taking the cup off of Eileen I handed here the forms that I had already signed and she left my office and returned to her own.
As I sat there drinking my coffee I glanced out of the window, onto the playing field where there was a class of boys involved in a game of rugby. My mind drifted off as I imagined their sweaty little bodies which would be in desperate need of a shower and how soon the naked boys would be in the changing rooms waiting for the showers. I shifted uncomfortably in my chair sliding a hand down the waistband of my trousers and readjusting my dick so that it was in a more comfortable position giving it a little squeeze as I did so. It had been a little while since it had last been `serviced' so I dare not fondle myself too much else I would land up cumming in my pants.
I removed my hand from inside my trousers and busied myself once more with the now dwindling pile of paperwork in front of me putting all my concentration into this task and taking my mind away from my now throbbing dick.
I finished the last of the pile and glanced at my watch. It was now 12.17 and about time I made my way to the canteen to see if there was anything I fancied for dinner, apart from a couple of boys that is, lol. I was just putting my desk in order when there was a timid knock on the door. "Come in" I barked out knowing that, by the sound of the knock, it must be a boy standing outside as none of the teachers here, nor my secretary, would knock so timidly on my door.
The door opened and a young boy walked into my office. I prided myself on knowing the names of all the boys presently here at the school and I recognised Smedley, a boy in the second year, as he entered. "Well Smedley, what is it?" I asked the boy somewhat annoyed that he had chosen the exact moment that I was considering going to lunch to appear at my office.
Smedley timidly approached my desk and handed me a note. Opening the note I read it. Apparently Smedley had been found smoking behind the bike shed by one of the teachers. Whereas misdemeanours would be dealt with by the teacher concerned with lines or detention or some other form of trivial punishment other severer matters like this, were always referred to me as I was the only one in the school who would administer the ultimate punishment, the cane. This policy had been introduced by my predecessor, Mr Tompkins, and I saw no reason to rescind it once I had taken the helm at the school.
"Well, well,well Smedley. This is indeed a serious matter, isn't it?" I said to the boy.
"Yes sir." Smedley replied looking down at the floor unable to look me in the eye knowing the severity of what he had been caught doing.
"And I think you know the punishment for getting caught doing it, don't you?" I added and Smedley responded by a nod of the head.
Getting out of my seat I crossed over to the door and turned the key locking it, something I always did when I was caning a boy. At least this way I would not be disturbed and it would save the receiving boys blushes if my secretary happened to come in when the boy as being punished.
Pointing to a stool over in the corner of the room I turned to Smedley. "I think you know the routine, don't you?" to which Smedley once again nodded and made his way over to the stool while I went over to the cupboard where I kept my canes and opening the door I selected one from the numerous canes in there. Judging by the state and condition of the canes in there I would say that some were very ancient indeed and it looked like one or two of them would break if I used them they were that old. Selecting one that looked like it was usable I gave it a few swishes through the air making sure that it would withstand the usage I was about to put it to.
While I had been making my selection of what cane to use Smedley had crossed over to the stool and after lowering his trousers and pants exposing his bare arse he had assumed the position over the stool, gripping the legs of the stool as he bent over it.
I crossed over to the boy and positioned myself to administer punishment.
"Sir" Smedley said as I stood behind him.
"What?" I answered rather impatiently as the sight of his bare arse in front of me was getting me rather aroused and I wanted to get this over with as quickly as possible so that the boy could cover himself before I did something I was not meant to.
"Sir" Smedley repeated, "do you have to cane me?"
"Why of course I do. You know the rules here and you have broken them and have to be punished for that. It is that simple" I added.
"Couldn't you punish me in some OTHER way?" Smedley added glancing up at me from his bent over position.
The boy had me quite puzzled by his response, but also intrigued by it.
"And how would I do that?" I said wondering where on earth this unusual conversation was leading to.
"Well," Smedley began now looking me straight in the eye, "I wouldn't tell anyone if you wanted to bugger me instead of caning me." and as if to accentuate the point Smedley wiggled his bare arse at me.
"I beg your pardon" I said trying to feign complete ignorance as to what the boy was saying, yet fully understanding what he was saying to me.
As Smedley & I had been talking the boy turned slightly so know he was exposing to me his crown jewels. As a second year pupil I knew that Smedley was only 12 or so and his hairless young dick was standing rigidly to attention and absentmindedly he reached down and toyed with it.
"I do it with some of the older boys here, that's how I got the cigarettes in the first place and I'm quite willing to let you do it to me instead of caning me. After all I noticed the way you look at us when you see us in the changing rooms after games." Smedley added as if to convince me further. "And I'll still walk funnily afterwards like I did get caned." Smedley said as if to try and get me more interested in the proposition.
I could not believe what the boy was saying to me. Here he was offering himself to me on a plate. Here I could get my desserts before my lunch! What an opportunity. But what if it ever got out that I had fucked one of the boys here? That would certainly be the end of my career, wouldn't it?
Smedley must have been psychic or something because as I was pondering the proposition he had just made he casually said, "Who would believe me if I told them anyway. They would dismiss it as sour grapes as I had been sent here for the cane!"
For some uncanny reason I realised that the young boy was making absolute sense in what he was saying to me. Nobody would believe him, would they?
I was in two minds about taking up Smedley on his offer of allowing me to dick him. But I suppose my animal instincts overtook my sense of judgement. And with the sight of his bare arse wiggling away in front of me and the fact that it had been some time since I had the opportunity I was powerless to resist such an offer and so I threw the cane onto my desk and positioned myself once more behind Smedley, this time undoing my trousers as I did so.
My trousers were soon around my knees and my pants quickly followed allowing my erect cock to spring free. I was not that big down there so I knew that I would not inflict and lasting damage on the boys proffered arse.
Smedley had turned around facing away from me again and once more took hold of the legs of the stool, this time with his butt pushed high up in the air allowing me access to his rear.
Using one hand I gently parted the cheeks of the boys buttocks and there was the tight knot of his anus, my ultimate goal. Judging by the redness around the puckered hole it was indeed evident that Smedley was not unaccustomed to being shafted. And the fact that there was some form of liquid slightly oozing out of his hole indicated that the last time he was used was not that long ago either. Quite possibly it was this very lunchtime and Smedley had received the cigarettes as his reward.
My dick was throbbing, twitching and leaking a small amount of precum as I pressed it against the tight knot of the boys anus. Gradually, after a little thrust to get it entered into the boys pooper, it began to slowly disappear into Smedley. Yes, he must have been active recently as my dick slid effortlessly into the already cum greased hole of his.
I don't know who had been up him but it was apparent that whoever it was certainly filled him up well as my dick felt the wetness of the spent cum inside the boy as I penetrated deeper and deeper into him.
Smedley never uttered a word of made any movement as I hit rock bottom and my balls rested on his buttocks. Firmly embedded in the boy I took hold of him around his waist and began a slow but rhythmic thrust in and out of him pulling out so that just the head of my dick was still inside and then thrusting all the way back into him. I knew that we could not be seen as I had purposely placed the caning stool in such a position that neither it nor the boy, nor me doing the caning could be spied upon by anyone looking in the window.
Although Smedley may have been fucked time and time again the walls of his anus gripped my tool like it was in a vice every time I thrust deep into him and I had to fight the urge to cry out myself as the sheer pleasure of the young boys arse gripping me like that sent shivers up and down my spine.
I knew that I would not be able to last too long in the boy so I took long and slow thrusts in him gradually building up to my crescendo. When I was on the verge of orgasm I built up speed until my dick was a blur as it rammed itself home deep inside Smedley. And then I unloaded inside him, wave after wave of cum shooting deep into the receptive anus of the boy who I was implanted in, and I thrust harder and harder as I came, my balls banging against the boys buttocks as I did so.
Soon it was all over and I was spent. I left my dick inside the boy until I felt it start to deflate and I slowly retracted it from him and there was a `pop' as it finally emerged from him and a pool of my spent cum began to form on the floor from where it trickled out of his anus.
Looking around I spied a box of tissues on the corner of one of the bookcases close to the stool and I was able to reach it without having to move too far and possibly be spotted. Taking out a handful I wiped my cock clean and then the boys arse and finally used some to mop up the pool on the floor. With this done I pulled up my pants and trousers and dressed and as I did so did Smedley who wedged a few of the tissues in the crack of his arse to prevent the cum still leaking out of him from staining his clothes.
As Smedley crossed over to the door he did indeed walk funnily. I don't know whether it was an act, the fact that he had just been fucked again this lunchtime or just trying to keep the tissues wedged in his crack that made him do so but it did look as though he had just been caned from the way he crossed the floor.
Smedley unlocked the door and was about to leave when he turned to me and with a wicked wink he said "You never know I might need to be caned again this week!" and with that Smedley was out of the door and waddling down the corridor issuing the occasional grunt of discomfort as though he had just received the cane.
I smiled as the door closed. I dearly hoped that Smedley did misbehave again and needed to be caned. If only.