Date: Fri, 01 Sep 2006 14:35:22 +0000
From: Syn Tax <syn_tax@hotmail.co.uk>
Subject: WHACKO

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.