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don't remove the author information or make any changes
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Headmaster`s Time
by Lindaloo (address withheld)

***

Headmaster has to punish a girl but only in the way he 
knows. (M/F-teen, underage, bd)

***

Mister Mactavish had been a teacher at Congleton 
Academy since he had qualified from college. He has 
been the headmaster at the school for nigh on ten 
years and it's no secret on the playground grapevine 
that he is a filthy pervert. He loved nothing more 
than to see the older female pupils dressed in their 
school uniform complete with high heels, black 
stockings and white socks, the more well-built the 
better. Over the years he had watched Lindyloo Smith 
mature from a scrawny eleven year old into quite an 
attractive young woman. 

Much as he fantasized about getting her into his study 
she had been a model pupil throughout her time at the 
school and he had long given up any hope of her having 
to report to him. But as she had approached her 
sixteenth birthday she had become a little rebellious 
and starting mixing with the wrong crowd. Now naughty 
Lindyloo has been caught smoking behind the bicycle 
sheds by one of the teachers and has been ordered to 
report to the headmaster for some "After School 
Detention".

As she entered the study she wondered why it contained 
a large double bed but her attention is soon averted 
as she is ordered to put on wrist and ankle cuffs, 
then instructed to bend over and touch her toes. As 
she obeys, the corresponding ankle and wrist cuffs are 
attached to each other, so that her head is positioned 
down below her knees. The headmaster informs her that 
she is to receive three stokes of the leather paddle 
he has in hand across her backside for her unhealthy 
misdemeanour.

With the help of her high heels, her backside is 
forced up into a splendid spanking position and he 
lifts the poor girl's regulation school skirt to 
reveal a splendid backside. However he is horrified to 
find the girl is wearing a thong instead of the 
mandatory navy blue school knickers and informs her 
that this infringement will be rewarded with another 
two strokes. He pulls the thong down to her knees, and 
the filthy pervert feels between her legs. He is once 
again horrified to find that the girl, contrary to 
school regulations has let her pubic bush grow. 
Clearly this girl has no respect for authority and the 
detention lesson is going to take a lot longer than he 
has anticipated. 

The headmaster asks Lindyloo how many strokes she 
thinks she deserves.

'Six' she lies, thinking she can get away with one 
stroke for allowing that unsightly hair to grow around 
her arse and pussy.

The Headmaster suggests she needs something to help 
her with her arithmetic and gives her a hard stroke 
across her backside with the leather paddle.

"Seven" she blurts out as she tries to recover from 
the first whack.

Soon receives another whack across her cheeks as Mr. 
Headmaster says, "Seven what, you little whore?"

"Seven strokes please Headmaster," she answers 
respectively.

"That's better girl," says the headmaster, "Now I want 
you to count each stroke out loud as it is 
administered and thank me for each one in turn."

She receives another whack across her backside and 
blurts out, "Three, thank you Headmaster."

Another whack rains down on her arse as the Headmaster 
shouts, "Wrong girl, we are starting at the beginning, 
now let's try again, properly, shall we?"

As the fourth stroke makes contact with her already 
painful backside Lindyloo thinks to herself how much 
easier it would have been to have said seven in the 
first place – or worn her school knickers and not had 
the offending hairs in place.

"One, thank you Headmaster."

Lindyloo's torment continues and by the time she 
thinks he has nearly finished leathering her she can 
hardly utter, "Seven, thank Headmaster," after the 
last stroke hits her now very painful backside.

"See what happens when you lie girl, you get ten 
stokes for the price of seven," the Headmaster informs 
her as he swipes her across the backside one more time 
for luck and tells her to respectively thank him for 
the total number of strokes he has administered.

She can hardly whimper, "Eleven, Headmaster, thank you 
very much Headmaster."

With Lindyloo still bent over, her cheeks warm and 
rosy, a leather collar is buckled around her neck. The 
filthy headmaster dons some latex gloves and sticks a 
well lubricated finger up her arsehole before 
disappearing into the bathroom. He returns with 
something that looks like a very full hot water bottle 
with a cap on it that is attached to a long tube. 

The headmaster delights in lubricating Lindyloo's 
rectum once again with his finger, then he inserts the 
other end of the tube. Soon there is a not unpleasant 
feeling as warm liquid flows into her lower bowel but 
she feels a little uncomfortable by the time the 
bottle is empty and the tube is removed to be replaced 
by a slim butt plug. Soon Lindyloo feels an incredible 
urge to relieve herself and pleads with the headmaster 
to allow her a visit to the bathroom.

He very slowly releases her cuffs and allows her to 
stand up while he enjoys looking at the anguish on her 
face. The wrist cuffs are shackled to the neck collar 
and once her thong has been completely removed, the 
ankles cuffs are re-shackled with enough slack to 
allow her to hobble as she is pulled towards the 
bathroom by the lead that is now attached to her neck 
collar. 

There is to be no peace and privacy for the poor girl 
as the headmaster helps her to sit and removes the 
butt plug. As she empties her bowels he places a hand 
on her pussy and opens the outer labia as she is 
forced to urinate through his fingers. She is allowed 
to rest a while and finish her relief before the 
headmaster gives her a quick wipe and prepares to lead 
her back to the bed in the study.

The wrist cuffs are secured to each other tightly 
behind her back and the ankle cuffs are re-secured in 
such a way that she can once again only walk around 
using small steps. The lead is re-attached to the 
collar around her neck and she is led to the bedroom. 
She is forced to look in a mirror so she can clearly 
see that the collar around neck is adorned with the 
word 'WHORE', before she is pulled onto the bed where 
the ankle cuffs are replaced by a pair of leg 
spreaders and once again each wrist is secured to the 
corresponding ankle. 

Lindyloo is now spread-eagled before the headmaster 
with her anal and vaginal areas vulnerably exposed. 
She is powerless as the spreader bars are extended to 
give the headmaster even better access to her most 
intimate region. After giving her a thorough 
examination, the headmaster disappears briefly before 
returning with a nice bowl of hot water. 

Now the shaving can begin and the Headmaster takes his 
time as he washes Lindyloo's anal and vaginal regions 
well with soap and warm water to soften the hair, 
pushing two soapy fingers of one hand into her honey 
pot whilst pushing one soapy finger from his other 
hand up her back passage. She gasps as he gently 
revolves the finger around inside her puckered rectum 
and fucks her arsehole with it. 

After massaging the whole area for a while he rinses 
her off thoroughly before taking time to slowly lather 
her up with a good old fashioned brush and some 
shaving soap, to keep it moist and soft while he 
razors her. As he lathers her up he pays special 
attention to her clit and rectum. 

A nice vibrating Gillette Fusion Razor appears and the 
hair on Lindyloo's mons and groin is soon no more. He 
now opens the labia and starts to work on her more 
delicate soft lips of her honey pot opening the labia 
and taking every opportunity to tease her clit with 
his fingers. He pulls up on the labia with his fingers 
to stretch each a little, before gliding the vibrating 
razor downwards. Then pulling down on the labia, and 
shaving her upwards before patiently clearing the 
difficult to get to little notch right at the top of 
her cleft.

He glides the vibrating razor around her pussy taking 
great delight in her arousal as she is gradually 
returned to having a bald beaver. Once all the vaginal 
hair is gone he puts the finishing touches to his 
handiwork by spreading her arse cheeks and removing 
all the hair around her anus. He rinses her well to 
reveal a pussy as smooth as a cue ball before paying 
it a little attention with his tongue.

The headmaster refrains from giving Lindyloo's newly 
shaven haven a good fucking, there will be plenty of 
time for that later. Now is the time for plenty more 
playing and teasing as she made to scream like a dirty 
cheap whore and beg for his cock.

Mister Mactavish next proceeds to lubricate the 
outside edge of a pussy pump using some K-Y Jelly to 
help create a firm air-tight seal before placing it 
over Lindyloo's newly shaven haven. He holds the 
chamber firmly on place over her honey pot with one 
hand as he starts to compress the pump bulb with his 
other hand. Lindyloo can feel the suction on her pussy 
lips as Mister Mactavish releases the bulb. He pumps 
it once more and takes his other hand of the pump 
chamber to ensure it is only held in place due to the 
suction effect and will only come away from the skin 
if specifically pulled. 

Mister Mactavish continues compressing and releasing 
the bulb until she can feel and he can see her pouting 
pink labia swelling into the suction cup. It feels a 
little strange to Lindyloo at first, but it is not 
painful and she is enjoying the feeling as it soon 
makes her a little hot.

Mister Mactavish now has both hands free and pushes 
Lindyloo's top up to reveal her upper torso. He 
roughly pushes her bra up to reveal her breasts and 
starts to play with her already quite erect nipples. 
He uses his tongue to keep the teats nice and stiff 
whilst ensuring the vacuum pulling on her vulva is 
kept as close to maximum as possible. 

Lindyloo is now getting extremely hot from the breast 
and vagina manipulation and is starting to pant like a 
filthy whore, when Mister Mactavish puts his face next 
to hers and forces her to kiss him very passionately. 
When they finish the kiss, he smiles at her and tells 
her what a good girl she is and how he was going to 
make her honey pot very happy. 

A huge banana appears and he parts the lips of her 
bald vagina before slowing forcing the yellow fruit 
inside her and uses it like a dildo, sliding it in and 
out to really get her on heat. As she starts to show 
initial signs of arousal the pervy headmaster starts 
to tickle her clitoris with a fine artist's paint 
brush. As she approaches the brink of an orgasm he 
cruelly removes the banana from her dripping pussy and 
waves it in front of her face. 

Instinctively her head rises towards the banana and 
her mouth opens to take in as much of the fruit as she 
can reach. She greedily sucks her own juices from the 
banana skin while he imagines how good it will look 
and feel when his manhood is enjoying the same 
attention. When the banana is clean he withdraws it 
from her mouth, peels it and offers her a small bite 
from one end. Not too much though, he has a far 
greater use for the fruit.

She takes a small bite from one end and then he 
inserts the rest back into her dripping pussy so that 
the only way it can be removed is for someone to suck 
and eat and lick the whole area until it is nice and 
clean again. Obviously he will have to oblige and 
slowly eats the banana from her, ensuring he pays 
particular attention to her clitoris and anus with his 
tongue. Each time she approaches the brink of a climax 
he stops his ministrations, allowing her to simmer 
nicely but not allowing her to boil.

As he continues to play with her pussy he starts to 
explore her other hole with a well lubricated 
finger...


Lindyloo is untied to give her a little respite but 
also so the pervy headmaster can watch as she is 
ordered to remove her blouse, skirt and bra. As she 
removes her bra and her tits bounce freely, he thinks 
to himself what fun he will have with those two 
beauties later. Soon she is back in her spread-eagled 
position on the bed and the headmaster produces a 
stainless steel vaginal speculum and proceeds to use 
it on Lindyloo in the manner it was designed for. 

Normally such an implement needs plenty of lubrication 
to a poor woman's vagina. No such problem today and 
the instrument slides into her pussy with ease, almost 
as if it had been specially tailored for her. He turns 
the screw and as the jaws are opened to stretch the 
walls of her pussy, he inserts a thin beaded vibrator 
through the jaws to probe around deep inside her pussy 
and the paint brush reappears to service her clitoris. 
Now with the vibrator on full power and his tongue and 
fingers giving her clitoris full attention, she won't 
have much option than to cum for Queen and Country.

Having experienced one great orgasm, Lindyloo starts 
to show some boredom with this, so the headmaster 
removes this well lubricated vibrator from Lindyloo's 
pussy and inserts into her rectum. The speculum is 
removed from her vagina and replaced by a huge rampant 
rabbit. With these vibrators rammed in to their 
ultimate limits, kept securely in position and on full 
power, the pervy headmaster can turn his attentions to 
Lindyloo's upper torso. 

Lindyloo's ample bosom is now subjected to a little 
rope bondage and her nipples are licked to make the 
teats fully erect. Lindyloo now realises what the 
pervy headmaster meant earlier as nipple clamps are 
placed over her very stiff teats. He continues to lick 
each exquisite nipple as the jaws are of the nipple 
clamps are slowly tightened. 

As the vibrators hum away mercilessly and she 
approaches her second real orgasm of the session the 
headmaster the re-applies the paddle to the cheeks of 
her backside. Lindyloo convulses uncontrollably and 
screams aloud as she loses control. The headmaster 
shows no mercy to Lindyloo's backside as he keeps the 
vibrators firmly in position and ensures each new 
orgasm to build and intensify. Lindyloo is completely 
helpless as she passes into multi-orgasm.

Lindyloo is allowed to sit up for a while as the 
headmaster produces a wooden clamp and proceeds to 
feed her breasts between the two jaws before securing 
the whole device with straps that fasten behind her 
back like a bra. He gently tightens the clamp until 
there is light pressure on her breasts, then returns 
her to the spread-eagled position on the bed. He 
gently licks her nipples again to get her them fully 
aroused and then attaches some cruel clover clamps to 
the stiff teats. 

He then produces two probes along with a black box. 
There is now mistake from the shape of each probe 
where they are destined to be placed, but she wonders 
why there are wires hanging from one end of each 
probe? Before she has a chance to ask any questions 
the headmaster inserts each probe into its intended 
orifice. The wires from each probe are plugged into 
the black control box on which the headmaster proceeds 
to turn a couple of knobs. 

Nothing much happens to begin with but as the 
headmaster continues to turn each knob she can feel a 
pleasant tingling in her anus and pussy. The 
headmaster continues to turn the knobs on the control 
box and slowly increases the amount of current being 
applied to each orifice until Lindyloo gives out a 
small yelp as the pain threshold on her pussy is 
discovered. The headmaster turns that knob back a 
notch and continues until he finds the limit her anus 
can withstand. 

Another small yelp from Lindyloo and the other knob is 
tuned back a notch to leave both electrodes giving her 
very pleasant sensations just below her pain 
threshold. She is really enjoying this new experience, 
the tingling in her pussy combined with the 
uncontrollable pumping of her sphincter in time to the 
pulsing current are bringing her close to that climax 
again. 

The paint brush reappears and once again is put to 
work on her clitoris. Another brush is produced and 
instantly goes to work exploring her other erogenous 
regions. 

The poor girl is now very close to a multi-orgasmic 
state and the headmaster produces a magic wand to 
replace the brush that he is using on her clitoris. He 
starts with the magic wand on its slowest speed and 
ups the current in both orifices a little. There is no 
complaint from the filthy slut and he gradually 
increases the speed of the magic wand and slowly turns 
the knobs on the electro-stim control box.

Not long now before she begins to really buck and rear 
and pull at her restraints and the headmaster soon has 
the current in her holes at twice the amount of her 
initial threshold while the magic wand vibrates at 
full power on her little button.

As the filthy whore moans with wild abandon, the pervy 
headmaster is reminded her still has one useful 
orifice left and it is time for it to fulfil its true 
purpose. He unbuttons his trousers, pulls Lindyloo up 
into a seated position and lets his trousers drop 
around his ankles. Lindyloo is now invited to pleasure 
his very stiff manhood with her mouth in much has she 
had treated the banana earlier. He waves his erect 
member in front of Lindyloo's face and can't believe 
his luck when this so called lady pushes her head 
forward, opens her sweet mouth and tries to get her 
lips as far down the shaft of his cock as her 
restraints will allow. 

It soon becomes obvious to the headmaster that 
Lindyloo is no novice to this practice and has to 
remove his cock before he cums in her mouth; he has 
other things in mind and needs it at full stiffness 
before he finally gets through with her. With that he 
flips Lindyloo over so that her arsehole is nicely 
positioned in the air. He removes the thin beaded 
vibrator from her rectum and replaces it with a steel 
insertion, then slowly starts to fuck her with it as 
her is driven to another orgasm. 

The headmaster now removes his clothing properly and 
positions himself with his stiff cock near Lindyloo's 
rectum, then removes the rampant rabbit and replaces 
it with the steel intruder. The steel intruder that 
was removed from Lindyloo's well lubricated arsehole 
is replaced by the wicked headmaster's rampant cock 
with which he carries on fucking until she is driven 
to yet another orgasm.

Eventually the headmaster turns Lindyloo over so she 
is once again lying on her back. He produces another 
collar which he buckles the around his own neck, 
positions himself with his stiff cock near Lindyloo's 
pussy, then unhitches her ankles and refastens them to 
the 'D' rings on the collar around his neck. The steel 
intruder is removed from Lindyloo's pussy and re-
inserted up her arsehole as the wicked headmaster's 
cock is pushed deep into poor Lindyloo's pussy. 

He slowly pumps her pussy with his rampant cock as he 
leans forward and to play with her tits, paying 
special attention to those cruel nipple clamps.

The headmaster shows a little mercy once both here 
anal and vaginal orifices are starting to get a little 
tender – not for her sake but because he wishes to use 
them again when he has let her rest a little. He 
releases from her bonds and orders her off the bed and 
to stand before him. Her wrist cuffs are re-fastened 
behind her back and the lead is re-fastened to the 
collar around her neck. She is ordered to kneel before 
him and open her mouth.

END

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The author does not condone child abuse, this story is 
meant as an erotic fantasy not depicting anything in 
real life. Anyone acting out such scenarios in "real 
life" can look forward to many unproductive years 
getting it up the butt by a fellow convict in their 
local prison system.
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