The PE teacher had buzzed ahead telling me to expect you.
She had not however, prepared me for exactly what I was to
be punishing you.
I could easily have lost my job for the punishment I chose
for you. Christ, I really should lose my job for the
punishment I chose for you.
There was a knock at the door…
“Come!” I shouted.
You stepped inside. You were still wearing your gym clothes…
a tight, powder blue top, showing-off those incredible,
juicy tits to perfection. Below…you were wearing a tiny
gymslip, displaying far too much of your smooth, naked
thighs and on your feet, a simple pair of white training
God you looked good! You looked simply too good.
It could be incredibly difficult being the head of the
school at times, particularly when I had to punish naughty
sixth form girls. Particularly when I had to punish naughty
sixth form girls…like you. Yes you were 18. Yes you were a
woman now, but I was your headmaster and, from the moment
the thought entered my mind, I truly knew I was in the
I could feel my cock twitching hard as I looked up at you
standing still before me.
I always had a philosophy of punishing my students in a way
somehow related to the crime that they had committed, but
perhaps in this case I should have forgotten about that,
but, as you well know, for right or wrong, I did not.
“So young lady! What have you been up to this time?” I
You stared down at your feet, your cheeks flushing scarlet.
“Well come on girl, I don’t have all day!”
You looked up at me briefly, mumbling something quite
“For goodness’ sake girl, speak up! I doubt anything you
have done now can be any more shocking than the things you
have got up to in the past now can it?”
How wrong could I be?
Finally, you looked up, your eyes piercing my own and said
in a full, clear voice…
“I was caught touching myself in the changing room Sir.”
It was my turn to blush now. I stared down at my desk,
pointlessly shuffling papers from one place to another and
swallowing hard, but there was another more powerful emotion
than embarrassment making itself known. My cock was hard and
pulsing. I wanted you and as I took a deep, calming breath I
decided…I might just have to take you.
I looked up, a little more composed now.
“I see. Well…a young lady of your age should not know about
such things, let alone be performing them during school
hours. You do realise I will have to punish you don’t you?”
You nodded your head, more than a little nervously.
“As you know…I like to relate your punishment to the deed
you have performed. Remember that time you were caught
littering and I made you clean the entire school yard?”
Again, a wordless nod.
“Well…I am going to start by humiliating you. If you enjoy
touching yourself so much you can show me…”
“But sir…” you protested and really I should have backed
“No buts young lady. My mind is quite made up. Now…pull over
that chair, remove your underwear and sit down. I want to
see what you find so stimulating about that body of yours.”
I watched you, secretly enjoying your discomfort, as you
remained standing still in the centre of the office, staring
at the floor, your cheeks burning red.
“Good God child! Must I do everything for you?”
I stood up, my erection sore and obvious beneath my trousers
and came around to the front of the desk. I dragged over a
low armchair and placed it next to you.
“Lift up your skirt,” I shouted and with shaking hands you
did as you were told, exposing white cotton panties, your
little slit tracing a thin line across the tight cloth.
I slipped my fingers beneath the elastic waistband and drew
them down quickly, exposing your beautiful smooth pussy.
“What’s this?” I questioned. “Have you been shaving your
“Waxing sir,” you replied, your voice barely more than a
“Well…I am starting to learn what a truly naughty girl you
are and that making you recreate your deviant act may not be
nearly enough of a punishment.”
I couldn’t could I? I wanted nothing more than to take out
my big, swollen cock and force you over my desk…press it
inside of your tight little cunt, but surely I would lose my
I swallowed hard, my dick pleading to be removed and stepped
back behind the desk, taking my seat once more.
“Alright young lady…go ahead. Show me exactly what you were
I watched as you slipped out of your panties entirely and
sat yourself down on the edge of the chair. I reveled in
your discomfort, your eyes glossy on the brink of tears,
your cheeks burning, as you leant backwards.
“Well come along girl open your legs!” and you did so.
Your sweet little pussy was spread wide, but not quite wide
enough for my liking.
“Oh come now child, wider! Hook your legs over the arms of
the chair!” I instructed and it was an amazing sight to
behold as you finally obeyed, slowly opening your legs as
wide as possible over the arms, slipping your bottom to the
very edge of the chair, your pink, swollen pussy lips
parting at the last moment and displaying a thin, silvery
line of moisture.
It was no good, I could not watch your show without giving
myself a little pleasure too, but this would really be all I
would do, I lied to myself. I unzipped my fly and pulled out
my raging hard-on, hiding it from you behind the desk and
slowly, I began to pump.
“Ok that’s better, now touch yourself exactly as you were
Tentatively, you reached your right hand between your legs
and, taking two fingers, you began to slowly and awkwardly
play with yourself. Your eyes were tight shut, through
embarrassment or pleasure I could not tell, but I really
didn’t care. The sight of you playing with your perfect
little pussy was something special and I began to slide my
fist up and down my cock harder still.
“Come now, do it properly for goodness sake! I know exactly
how naughty little girls touch themselves you know. You will
thank me for this punishment one day.”
My last instruction seemed to have switched something in
your mind and I watched as you relaxed a little further back
into the chair and, biting against your lower lip, you began
to caress yourself so beautifully.
Your fingers slid up and down your shiny, wet slit,
lubricating them with creamy juice before they slipped under
the tiny fold of skin and sought out your swollen clit. You
circled round and around, up and down and side to side,
sometimes fast sometimes slow. I could see your body jerk as
spasms fired through you.
As I fucked my fist hard behind the desk, I realised that
you might actually cum for me. I could have cum too, but I
knew I shouldn’t let that happen…should I?
You were moaning now, your hips oscillating and giving
themselves to the tease of your fingers. Without any
prompting from me your other hand slipped between your legs
too and I felt a monumental shudder fire from the base of my
spine to the tip of my cock as I watched you slip two
fingers inside of your cunt, fucking yourself slowly, but
deeply as you played with your clit.
This had gone too far already. I knew that with one word
from you, I would be in trouble beyond my wildest dreams so,
I decided there and then that if my career was over because
of one dirty, little schoolgirl, I would make sure it was
all worthwhile, make sure she got exactly what she deserved.
“Stop!” I called through parched throat and your eyes sprang
open, your fingertips still inside of your pussy. You looked
up at me with a nervous expression, worried that you had
done something wrong. How could you have? You masturbating
for me was just about the prettiest thing I have ever
witnessed, but I could not possibly tell you so.
“Stop it girl! You seem to be enjoying yourself far too
much. I think you are a bit of a slut aren’t you? I think
you give yourself to all the boys don’t you?”
You shook your head quickly, removing your hands and closing
“I don’t believe you. Do you know what fellatio is? Have you
ever put a penis inside of your mouth? Have you ever sucked
on a nice, hard cock?”
Again you looked to the floor, but this time rather than
shaking your head you nodded…gently and shyly.
“Speak up child, for goodness sake!”
“Yes sir” you muttered.
“I thought as much. Well…as part of your punishment, I think
you should suck my cock. Is that understood?”
“Yes what young lady?”
“Yes Sir bu…”
“No buts girl, now sit up straight.” I instructed.
I slipped my dick back into my trousers, even pulling the
zip up again before standing and stepping round in front of
you. I looked down and saw that your pretty little face was
at exactly the right height for my cock.
“Alright then! If you enjoy sex so much you are going to
show me exactly what that cute little mouth of yours can do.
It may feel a little strange, sucking your headmaster’s
dick, but it will be a useful lesson for you to learn. Trust
me, it will be strange for me too, but I am willing to make
the sacrifice for the good of one of my pupils.”
What a lying bastard I was. This had gone far beyond
anything I could have dreamt of, but here you were, a
beautiful young woman, completely at my mercy. I was abusing
my position, I was abusing you and it felt so fucking good.
I unfastened the buckle of my belt, released two trouser
buttons, drew down the zipper and dropped them to the floor.
I quickly slipped my hands inside the waistband of my shorts
and pulled the elastic wide over my erection and dropped
I had to stifle a grin as I watched you staring at my cock,
wide-eyed and nervous.
“Suck it,” I ordered and you looked up at me…your eyes dark
“Don’t worry I will help you,” I said, a little softer now
and I ran my fingers into your hair, pulling your head down
towards my stiff prick.
I shuddered as I felt my dick press tight against your hot,
soft cheek, but I really wanted to see what your delicious,
young mouth could do.
I gripped your hair more tightly now, pulling my hips back
and directing myself towards your lips. You parted them
anxiously as I slowly thrust forwards. Your mouth wasn’t
wide enough to avoid my cock as I entered you and I exhaled
a deep, shuddering breath through my nostrils as I felt your
lips brush against me. When I was as deep as I dared to go -
I didn’t want you to gag, not yet anyway - I relaxed a
“Ok child, you have been a very naughty girl indeed. We know
that and this is the logical next stage of your punishment.
Suck my cock just like you would one of those awful
boyfriends of yours and we will forget this matter ever
Again, I had to hold back a moan as I felt you nod against
my erection, causing your hot, wet tongue to press against
“Good girl. Now…fuck me with your mouth.”
It was pure bliss to feel your lips close against me so
tightly, to feel you sucking hard against my cock, drawing
saliva into your mouth so that you could give me the
slippery, wet blow job you had no doubt given to so many
boys before. Slowly you began to draw your head back and
forth, my hands still woven into your hair, sucking me so
sweetly. Once or twice you pulled a little too far out and
the seal was broken, creating an impossibly delicious slurp
that caused my muscles to tense and my prick to twitch
against the roof of your mouth. It was hell trying to stifle
my pleasure. I would be unable to soon enough, but I still
had to maintain the pretence that I was forcing you to do
this as part of an important lesson you needed to learn. Of
course, I was doing it because the sensation of a beautiful
young woman sucking my cock was just about as good as it
As time went on and you began bobbing your head against me
faster and faster, you appeared to relax a little, you
seemed to be sucking me with the intention of pleasuring me
and not just because I was forcing you. I felt your tongue
press against the back of my cock, applying wonderful
pressure with every withdrawal. You felt too fucking good
and I began to release groans of pleasure with every ass-
clenching thrill that shot through my dick. I started to
fuck your mouth as you sucked me, thrusting my hips into
you, pulling your head onto me, all gently at first, but
then harder and faster with greater abandon. A few times I
heard you gag as my cock inadvertently pressed against the
back of your throat, but you were a good girl, you regained
your composure immediately and continued to let me use your
mouth for my own selfish gratification.
My prick was so unbelievably tense now, bolts like lightning
shot through me with every thrust of my hips, every deep
pulsing suck from your lips. You really did know what you
were doing. You would occasionally force your head back,
letting my cock slip from your mouth and licking at it
ravenously as though it were an ice-lolly, but always, you
would return it to your hot, wet mouth and always to my
I could feel myself drawing nearer and nearer to that
inevitable moment. Pulse after shuddering pulse fired
through my shaft, causing me to cry out far too loudly. I
thought about cumming in your mouth, about withdrawing and
shooting across your pretty little face and the image alone
caused another massive shudder to erupt through me, but no…
it would have been wrong of me. A headmaster should not cum
down the throat of one of his pupils and besides…I wanted to
fuck that tight little cunt of yours.
I grabbed your head tight, holding you in place and stopping
you from sliding your lips any further. I threw my head back
and drew quick relaxing breaths before looking down at you.
Again, your eyes stared up at me, questioning me, wondering
if your punishment could possibly be over, but as I watched
you, my cock still held within your mouth, I smiled…
“Well now young lady! I can see you know exactly what you
are doing which is a great disappointment to me. It just
goes to show what a bad little thing you really are and I am
afraid your punishment cannot end quite yet.”
I felt a little moan of yours pulse through my cock. Was it
fear or pleasure? I wasn’t sure, but it didn’t matter to me
I drew my cock from your mouth, one of the saddest things I
have ever had to do, but quite necessary in order to move on
to the next stage of your punishment.
I pulled my shorts and trousers up, fastening them loosely
around my swollen cock - I hadn’t quite finished using it on
you just yet - and held out my hands.
You reached up and I guided you to a standing position. You
looked up at me through large, glassy eyes and I, in turn,
smiled gently down at you.
“Alright now, you are receiving your punishment very well so
far, but it is not over just yet. You still need to know
what a naughty little slut you are. I know that disciplining
you in this manner is perhaps a little childish for someone
of your age, but I have a feeling it might prove effective.
Now place your hands on the desk like this…”
I positioned your palms, a little more than shoulder width
apart, against the edge of my desk. My hands slipped between
the inside of your upper thighs as I guided your legs apart
and backwards. I couldn’t resist sliding one hand upwards
and stroking it across your waxed smooth pussy as I stepped
You were bent forwards now, legs splayed, your ass and pussy
only just covered by your tiny gymslip, but not for long. I
reached forwards and drew the skirt up - a finger gently
tracing along the line between your cheeks - and left it
gathered around your waist. I heard you cry out as you felt
yourself exposed to me. By now you will have realised what a
tough headmaster I could be and you must have been more than
a little scared as to what was to come next.
I stared at you, stroking my cock through my trousers. It
was a wonderful sight. Your tight little pussy, firm and
juicy in between your smooth, round ass cheeks. It was at
that moment that I finally admitted to myself that I was
going to fuck you, but not quite yet. You really did need
punishing and I was willing to wait for my pleasure in order
to teach you the lesson that you deserved.
“This may sting just a little, but it will perhaps stop you
from playing with that sticky little cunt of yours,” and
with that I brought my palm swishing down hard against your
right cheek, hearing you cry out with the shock of my strike
and watching your flesh, flush purple. Again I brought my
hand slapping down against you, the opposite cheek this
time, and again you yelped in pain. I alternated my strikes
from one cheek to the next, your flesh a deep pink and itchy
sore with the blood that rushed to the tortured skin.
It was such a pretty site to see you flinch, your ass cheeks
tensing and releasing every time I struck you. I began to
gently stroke at one cheek as I slapped hard at the other,
my hand almost involuntarily slipping downwards and inwards.
I’m really not sure that I was aware of what I was doing,
but before long I found myself rubbing my hand against your
pussy as I continued to spank you, telling you just what a
naughty little girl you were. My left hand was sticky with
your pussy juice and I realised you were actually enjoying
yourself. This only made me slap you harder and quicker as I
now slid two fingers inside your tight little slit and
fingered you back and forth. You continued to cry out with
every stinging strike of my hand, but now there was
something a little desperate, a little animalistic about
Finally I stepped back from you, breathing hard and looking
at the mess I had made of your poor behind. My fingers were
glossy with your cum. I was about to slip them between my
lips when I had a better idea.
“You really are too much girl!” I chastised. “I am trying to
teach you a lesson…to show you the error of your ways and I
find you are still preoccupied with your own selfish, sexual
desires. You are actually enjoying your punishment. Look…”
With that I brought my sticky fingers around to your mouth
and smeared your juices against your lips. You moaned and
opened your mouth, sucking my fingers in and licking them
clean. You were amazing…a filthy young woman who was
obviously incapable of knowing the difference between right
and wrong. I could see there would only be one way to teach
you the consequences of your actions.
“I am afraid I am going to have to fuck you now,” I said and
my stomach lurched as I heard the little cry you released at
my words. “If you are going to be a dirty little slut and
play with your cunt in school, men are going to want you,
they are going to need to stick their hard dicks inside of
you and it is my duty as headmaster to show you exactly what
that would be like.”
I once again, stepped behind you and stared at the beauty of
your semi-naked form bent over my desk. I unfastened my
trousers and dropped them and my shorts to the floor and
positioned myself behind you, taking an ass cheek in each
hand and parting you wide.
“Now, this may hurt a little. Your pussy is so young and
tight and my cock is so big and hard right now, but you must
learn your lesson and if you relax you may even begin to
enjoy it a little.”
I pushed my dick towards you. It was just about as hard and
erect as it ever had been. Consequently, I had to release a
hand from your behind in order to grab at it and direct it
towards your entrance. I slid it up and down your sticky-wet
slit a few times, coating the head in your creamy juices and
lubricating it nicely before pressing forwards. You were so
wet, your lips so engorged with blood, that it slipped into
you quite nicely at first, but soon, the tautness of your
young flesh resisted and I felt your cunt tight around my
cock. I was going to have to stretch you wide, but you
really did need to feel the kind of thing you were letting
yourself in for.
I released my dick and once again spread your hot, scarlet
cheeks, staring at myself on the brink of entering you. One
final time I wondered if it was not too late to stop, to let
you go and pretend this never happened, but how could I? I
would be neglecting my duties as the head of the school and
missing the opportunity to fuck your beautiful, tight pussy.
I looked down and swallowed as I rammed my hips forwards,
stretching your pussy wide and slamming my hard cock deep
inside of you in one powerful movement. I cried out as I
felt your, hot, wet cunt sucking me so tightly, but it must
have been quite inaudible beneath the squeal that you
released as I forced my way inside of you. I held myself
still, desperately trying to relax, to catch my breath, but
you felt just too damned good.
I began to withdraw, but not completely. As my head pressed
against your opening I slid my cock back inside of you,
tracing the line of your pussy wall, my cock rubbing hard
behind your clit as I began to increase my rhythm. I pumped
in and out of you, slowly and steadily at first, but
increasing my pace as time moved on. You felt so fucking
good and as I looked down at my hard shaft, glistening with
your cream as it slipped in and out of your cunt, I had to
use all of my reserves not to spurt deep inside of you there
I released your ass-cheeks and pressed my hands to your slim
waist and began to fuck you harder and harder, your bottom
pounding into my abdomen with every thrust, my balls
slapping against your clit. Harder still I thrust. I became
aware of your own little cries and saw you biting against
one of your fingers as I slammed my stiff cock in and out of
you, time and time again.
I could hear your breaths increasing in speed, your cries
increasing in pitch and realised you were close to cumming.
I could feel my own orgasm near. My body was sending huge
tremors through my shaft to the very tip of my cock. I knew
that I was so close to shooting deep inside of you, but I
couldn’t could I? You were one of my pupils!
I thrust harder and harder, faster and faster, hearing you
sob with pleasure, feeling my cock ready to explode. In the
last instant I realised I could not possibly explode inside
of you…that would just be wrong, so what if you didn’t
orgasm? this was a punishment not lovemaking. So,
despairingly I drew my cock entirely out of you, grabbing
you by the hips and spinning you around. I pressed your ass
hard against the edge of the table, opening your thighs
wide, just in time, as I grabbed my cock and aimed it
With an earth shuddering cry I began to shoot jet after jet
of hot, sticky cum all across your lower abdomen and your
wonderful little pussy. I cried out as time and time again
my dick pumped, coating your cunt in my semen.
Finally, I slowed and relaxed. I collapsed back into the
armchair, my eyes closed as the gravity of what I had just
done presented itself. I wondered exactly how much trouble I
had let myself in for. Could I deny it? Say it was just the
fantasy of a lonely young woman? That was the moment that I
heard you. Tiny gasps moving into full-grown moans, you
cursing vulgarly with frustrated pleasure. I opened my eyes
and there you were, still leaning against the desk, your
eyes tight shut and your head thrown back, your teeth
playing aggressively with your lips. My eyes moved downwards
and I was taken aback to see what you were doing. You were
teasing your cunt right in front of me, rubbing your cum
spattered clit for all it was worth. I had unfairly left you
without your orgasm and so…you were just going to take it
It was an amazing sight, your fingers coated in our combined
juices, so slippery as you teased your pussy hard in front
of me. I could see by your expression, hear by your moans
that you were so close and it was a delight to watch you
bring your sopping wet cunt off before me.
Your little hand was rubbing so very quickly, your brow
furrowed as your climax began to take hold. You gasped
harder with every breath, but your slippery fingers would
not give up until…finally you released a huge, desperate cry
and held your fingers still against yourself as your orgasm
racked your body. You had made yourself cum in front of your
headmaster without caring. Yes it was mostly my fault that
you were in this state, but you had finished yourself off
with absolutely no regard for what I might think.
I thought you were wonderful.
As your body slowed and relaxed I quickly stood, pulling up
my trousers and tucking myself away before sitting back down
behind my desk and returning to my role as head of the
“Well young lady! I hope you have learnt a valuable lesson
here today. Clean yourself up at the basin there and we’ll
say no more about the matter okay?”
Once again you nodded shyly and set about tidying yourself.
When you were done you turned to face me, eyes once more
staring towards the ground.
“Alright, you are a good girl really. Now…run along back to
class and I don’t expect to see you in my office for quite
some time. Is that understood?”
You muttered some kind of affirmation and disappeared from
my office, leaving me to contemplate the inevitable fallout
from my choice of punishment.
That was five days ago and the school board still has not
rung me to demand my resignation, the police have not
arrived to question my abuse of power. In fact, I had heard
nothing from you until five minutes ago when my secretary,
Jane buzzed my intercom…
“There’s that young lady here to see you headmaster…the one
you had to punish last week.” My heart skipped a beat.
“Oh? Who has sent her?”
“No one headmaster, that’s the strange thing. She says she
has been a bad girl again and needs to see you about her
“I understand. She is a very badly behaved child that one
and does require a lesson or two. Give me five minutes to
finish my paperwork Jane and then send her on through. Oh…
and Jane, you might as well go home early. I may be quite
some time with that young lady…she is a very naughty girl
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