Date: Thu, 21 Jan 2010 08:12:45 +0000
From: Jonathan Orange <jonathanorange@hotmail.com>
Subject: Chloe and Amy

What follows is a story which is comes completely from my imagination, as
do the characters within it (except for the narrator who, naturally is me!)
It contains graphic descriptions of sexual activity between an adult male
and female and two young girls. If such reading material upsets you, or is
illegal in your country or you are under 18, please leave now. Otherwise,
read and, hopefully, enjoy. Please remember that this story remains the
property of the author. You may download it for your own pleasure or
forward it to friends, but please acknowledge me as its author and do not
alter it in anyway without my written permission.

Comments and feedback would be appreciated -- jonathanorange@hotmail.com

...

Both the bottoms were red.  Well, very red, actually! Matron and I had
wanted them to be very red as we both enjoyed not only the sight of nice
red bottoms, but also the process that arrived at this erotic vision.  To
be honest, we had never work together in this way, but we were both aware
of each other's tastes, and circumstance had provided us with a perfect
opportunity to share our joint passion.

I suspect that, normally, Matron might well have dealt with this problem
herself -- administrating a sound spanking to both girls as part of her own
area of school discipline. I was aware of the fact that, apart from the
legitimate role corporal punishment played in our school, that she derived
pleasure in administrating it.  For her part, she knew that I lusted after
some of the young girls in our charge.

I must admit that, as she recounted the events that had brought her to my
study, my cock was stiffening in my trousers, and my mind was salivating at
the images her story aroused.  She had been doing the rounds during Prep --
checking the dormitories and classrooms etc.  She had gone into one of the
girls' lavatories and had heard girls whispering.  They should all have
been in Prep, and she was about to bark out a command to the culprits to
come out of the cubicle and report to her, when the conversation they were
having stopped her.  She stood silently outside the door of the cubicle and
listened.

Chloe and Amy were discussing their pubic hair.  Chloe is blonde and not
thirteen until the summer; Amy had jet black hair and had had her
thirteenth birthday only a few weeks ago -- I recall there had been a
celebration in their House. Matron bent down to look under the door and saw
two pairs of knickers around two pairs of ankles.

"It's not fair!" whispered Chloe, "You've got much more than me! And you've
already got some curls.  All I've got is this downy stuff!"

"Yes, but I'm darker than you -- dark people always get their hair earlier.
You'll get curls soon.  Anyway, it looks lovely -- all that soft hair, and
mine itches sometimes."

"Does it?  Let me touch it. Ooh! It feels quite bristlely!"

"Yes, it is. Let me touch yours! Gosh! It's so smooth!"

Chloe said, "Do you...do you...you know, touch yourself there?"

"Yes! I love to run my fingers through the few curls I have and to stroke
the soft bits, and I... I play with myself.  It feels nice!"

"Does it? How do you mean?"

"Like this," replied Amy and she obviously began to stroke the other girl's
pussy for there was a moment of silence and then Matron heard Chloe whisper
"Gosh! That is nice!"

At this point, Matron coughed loudly, and she heard the sharp intake of
breath from the other side of the door, followed by silence.  After a
minute or two Matron said "Come on out, girls!"  Further silence, then the
door squeaked open and the two girls emerged, red-faced.  They had
apparently pleaded with Matron to let them off, but she had said that she
would have to decide what to do, but that she suspected that she would have
to report the matter to me and possibly send for their parents.  They had
pleaded again and had said they would accept any punishment if only Matron
would not involve me or their parents.

Matron did nothing for two days, knowing that the girls would be getting
worried about what was going to happen to them.  She had then seen each
girl separately, and questioned them about what they had been doing, how
they had come to be in that toilet looking at each other's pussies etc.
Apparently Amy had been the instigator, and they had somehow both managed
to escape from Prep and meet in the toilet.  They both individually again
pleaded with Matron not to let me or their parents know what they had been
doing. When she saw Amy, she asked her "Have you been playing with yourself
for very long?"

Amy stared at the floor and blushed a deep red.  Matron reminded her of the
gravity of her position and repeated her request.  The girl looked
distinctly uncomfortable, but eventually she stammered, "About three
months, Matron."

"And does it feel nice?"

There had been another long pause before she whispered, "Yes, miss."

Matron had then asked her if she really did mean that she would do anything
to avoid exposure of what they had been doing, and the girl had assured her
she would.  Matron had told her to lift her skirt and pull down her
knickers so that she, Matron, could see Amy's pussy. The girl had
reluctantly agreed, and Matron had looked for ages at the beautiful pussy
with its growing bush of dark pubic hair.

She had then said to the frightened girl "It's beautiful, Amy. It deserves
pleasure, and this is how you should give it that pleasure." She had then
stood between the girl's legs and opened her pussy with one hand while
seeking out the clit with the other.  After a short time, the girl had
begun to pant and wriggle before clearly having an orgasm.  On closer
questioning, it was clear that, while Amy may well have experienced
pleasure when she played with herself, she had not yet discovered the
technique required to bring herself to orgasm.

Matron had then seen them together, knowing that Amy would have told Chloe
what had happened.  She had told them both to remove their knickers and sit
on the edge of her table. She had then touched both their pussies, her
practised hands making sure that she just teased them, whilst she had told
then that what they had been doing was quite natural and that most, if not
all, girls of their age did the same.  As she continued to play with them
she noticed that they both became more agitated -- Amy clearly had been
practising the technique shown her on her previous visit to Matron's
office, and was soon panting with her approaching orgasm. Even Chloe's
pussy began to moisten up. .  She then instructed them to play with each
other as she had played with them, and somewhat nervously, they had done
so.

She finished by telling them that they would have to be punished, but that
whether their parents were involved or not would depend on their agreeing
to WHATEVER punishment was decided. They agreed.

Later that week she saw Amy again, and once again fingered her to orgasm --
she knew that the girl was now hooked on getting orgasms.

As Matron recounted all this to me, I became more and more excited. She
finally finished and said: "I know how much you lust after the young girls
at this school, and we both enjoy administering corporal punishment."

This was true -- she had, on occasion requested permission to watch me
caning the boys -- on the grounds of observing their safety, of course!

She must have read my mind for she continued, "You've let me watch boys
being caned, so I thought it only fair that you, at last, get to see girls
being punished. I think they will both agree to a joint punishment session
with both of us - they are terrified of their parents -- and their friends
-- learning what they have been doing!"

And so we came to the situation today. Apparently Matron had had some
difficulty in persuading the girls to accept the proposed scenario, but a
combination of the threat of their parents being told and expulsion from
the school, together with Amy's growing love of being played with by Matron
had convinced them to agree.

Chloe and Amy were inseparable around school.  They were certainly
inseparable now!  Chloe's left leg was strapped to the leg of the
conference table in my office.  This was a beautiful piece of furniture; a
solid oak, Victorian table with a heavy surface and large, ornate legs.  It
was about three metres long.  Amy's right leg was fastened to the right
hand leg of the table.  Her left leg and Chloe's right leg were strapped
together, and the length of the table ensured that their legs were widely
stretched open!  Their arms were secured to the opposite legs of the table,
their bodies stretched out across the wide table.  Intending to be some
time dealing with them, we had placed cushions under their stomachs so that
they would be comfortable - well, relatively so!

They had been told to bring a spare pair of knickers with them, and, before
we had secured them to the table, they had been told to change into them.
This was because I felt we needed to silence them during their spanking. So
Chloe's used knickers had been stuffed into Amy's mouth and Amy's into
Chloe's -- I loved the idea of each smelling and tasting the other's pussy.

Once they were nicely secured to the table, Matron had folded back their
school skirts to reveal the clean white knickers, and she had then given
each twenty hard smacks on each cheek.  They had squirmed and the muffled
"Oows" were very erotic.  She had then pulled their knickers down as far as
they would go, which, in view of how widely their legs were spread, was not
far.  But the way in which this stretched the fabric just half way down
their thighs was equally erotic.

Matron then gave me a guided tour of their pussies and their bottoms.  She
spread open the cheeks of their now pink arses and said:

"Look, Headmaster! Look at these lovely little holes!"  She stretched the
cheeks wider and ran her finger over the little rosebuds, and I noted that
they twitched in reaction -- Matron noticed this too ands said,

"See! They like that. Don't you girls?" Amy, whose dark long ringlets had
fallen over her face nodded.

"Yes," continued Matron quietly, "and this is the pubic hair they were so
busy examining when I caught them" and she stroked the soft hair around
their little pussies. Both girls wriggled, and Amy sort of humped herself
up towards Matron's fingers.

"Look, Headmaster! See how Amy likes this, too" and she let her fingers
wander down over her pussy, parting the lips and seeking out the emerging
clit. I noticed that both their little slits were getting wet!, and Matron
continued playing with them, all the time telling me how she had caught
them, and that she had then shown Amy how to make herself come.  All the
while the two girls were wriggling as much as their tight bonds would
allow.  Amy, I was sure, was not far from coming, so I ordered Matron to
stop.

"Right, girls," I said, "you know that you are to be punished, and the
spanking you have just had was mild compared to what is to follow.  Matron
usually uses a slipper on girls, but I am going to use the strap. A strap
is a strip of leather about eighteen inches long and four inches
wide. Look!" and I moved round in front of them so that they could see the
gleaming black strip of leather.  Their eyes opened wide in alarm, and I
could sense the fear there.

"It is going to hurt!" I continued as I repositioned myself behind them,
"but it is intended to!  Matron and I will enjoy watching you squirm as
your bottoms turn first a deeper pink and then red.  You will squeal --
which is why we have gagged you with each other's knickers."

I gently drew the strap across Chloe's bottom, and saw the cheeks clench in
anticipation. A pause. Then I brought it down across her bottom --
moderately hard -- and there was a muffled "Oooh!"  Another pause as I
watched her writhe as much as should could, then a second stroke, and then
a third, each carefully laid in the same place. Her right leg came up in
response to the pain, which, of course, brought Amy's up to. Matron had
been watching closely, and she remarked "Look at Amy's bottom, squeezing
itself in anticipation! She expected one straight after Chloe's first!"

"The wait adds to the tension," I replied, "but it's her turn now" and I
stretched my arm so as to clear Chloe's now reddening bottom to lay three
identical strokes on Amy's delicious rear. She made a passable attempt to
scream, but Chloe's knickers filling her mouth was an excellent barrier.

I love the strap!  It is such a beautiful object! The lovely smooth
leather, which delivers broad stripes rather than the cutting ones of a
cane.  What a lovely sound! The smack of the leather on a soft, compliant
bottom! What a lovely sight! A small, firm bottom clenching and relaxing in
response to each stroke! What a lovely sound! The stifled mewling of the
victim as each stroke lands on the burning flesh!  What a lovely sight!  A
pussy twitching and winking as the competing feelings of pain and desire
ripple through the body.

Matron stepped between the girls' legs and stroked their bottoms, one with
each hand, and the quivering flesh gradually stilled.  Then she slipped her
hands down to fondle the two widely stretched pussies -- there were
definite signs of a reaction from both girls, especially Amy.

Now I gave a further six strokes to each girls, this time harder and this
time alternatively, which initially caught them by surprise. The writhing
and the noises they were making increased in intensity, and I from the
corner of my eye I noticed Matron's hand disappear beneath her skirt.

"Look at the effect your reddening bottoms are having on Matron" I
commented "She's got her hand inside her knickers -- I bet she's playing
with herself and I bet she's getting very wet!  Never mind! As soon as your
punishment is over, I'll make sure she makes you both just as wet!"

As Matron was clearly busy, I spent the girls' recovery time stroking each
pussy. I do so love to look at young pussies, and to imagine teaching them
how much pleasure they can be given if properly shown.  And despite the
obvious pain they were feeling from the nine strokes they had so far
received, it was clear that there was some sexual reaction.

I told them that I had decided upon a further nine strokes each. This was
met by muffled protestations and pleadings, but I soon silenced that" The
remaining strokes were administered alternatively and firmly, three lower
than the first strokes, three slightly higher and the final three hard and
directly on the line of the initial strokes.

By this time they were besides themselves with the pain.  They were
wriggling and squirming and sobbing -- so loudly that they almost drowned
out the sound of Matron achieving an orgasm!

I laid the strap down and Matron, recovered from her pleasure, stepped up
to the table and gently massaged the deep red bottoms with a soothing
lotion.  I knew it would not take away the pain, which would linger for
some time, but I knew it would ease it somewhat.

I went round to the front of the table and lifted each head in turn and
removed the knickers from their mouths.  Chloe's face was streaked with
tears, and her eyes were screwed up in pain.  Amy's dark ringlets were damp
from her own tears, and she was rocking softly back and forth as her body
slowly recovered from the punishment.

"Well, girls," I said softly, "that is your punishment, but it is not the
end of our little session.  It is clear from what Matron has told me that
you are learning about the sexual pleasure you can achieve from your
pussies.  Matron and I enjoy the idea of you both learning, but we know we
can teach you so much more.  We are now going to enjoy our selves with your
bodies. But do not be afraid. I know you are only 13,well, Chloe, I know
you're not even a teenager yet, so you will not be harmed in any way. And,
believe me, our pleasure will be gained from giving you pleasure. You do
not know just how intense an orgasm you can have when properly aroused, nor
how frequently and strongly you can come.  In the next half hour you are
going to find out."

All the while, Matron had been undoing the bounds that had strapped the
girls to the table. As their legs were released, they had both squeezed
their thighs together, I suspect, half to relieve the pain and half to
heighten the sensations in their pussies. As soon as their hands were
released, they had both fled to their bottoms, rubbing them gently -- half
afraid that to do so would intensify the pain.

They stood up, and Matron, amidst protest from them, began to remove their
clothes.  First the blouses were unbuttoned and slipped from their
shoulders -- both girls blushed delightfully. Then their skirts were
upzipped and lowered down their legs, followed by the panties, still half
way down their thighs.  Finally she went behind them and unclipped their
bras. I caught my breath as the two lovely, small, pert little breasts came
into sight.  Matron reached round each in turn to fondle them, saying:
"Look Headmaster! See these beautiful little tits! Look, girls, see what
the sight of you has done to our respected Headmaster!" She was referring,
of course, to the obvious bulge that protruded from my trousers.

We then placed more cushions on the table and re-tied the girls, but this
time on their backs, again with their legs secured widely apart.  Once they
were securely ties, I stepped up to them, one of my legs either side of
their joined legs.  I place a hand on each of the thighs of their joined
legs and ran it slowly up to the top of their legs. Then I let my hands
roam over their stomachs and up to their tits. Matron was standing at their
heads, and she employed her hands on kneading and stroking their lovely
little cones each standing proudly on their own, with the nipples stiff,
betraying the obvious arousal that they could not hid. Nor could they
stifle the soft moans that were beginning to issue forth from their pretty
little lips.

For the next half an hour we both played with their tits and their cunts,
teasing, stroking, gently tweaking until each had come two or maybe three
times, crying out with pleasure as the orgasms overtook them.

Matron had her own skirt and knickers off, and came herself as many times
as the girls.  She unzipped my flies to allow my straining cock some
release. Almost as the last act, I bent in front of each girl and licked
her pussy, savouring the beautiful taste and smell of an aroused cunt. I
sensed when Amy was close to coming, and held back til she was begging me
to bring her over the edge.  As she calmed down, I switched to Chloe, and
Amy, writhing with the dying throes of her orgasm, said "Oh! Chloe! It's so
good, so good!"

I parted the lips of Chloe's pussy and gently ran my tongue the full length
of her dripping slit, seeking out, and finding, the emerging clit.  I made
sure that her orgasm was as good as Amy's had been, and she came with a
loud cry -- half of surprise, I suspect, at the strength of her orgasm.

As I was bringing the delightful twelve year old Chloe to orgasm, I noticed
in the corner of my eye that Matron was still playing with Amy's cunt, her
fingers stretching it a little wider. Once Chloe had come, I stood up and
Matron surprised me by saying;

"Look, Headmaster! Look at this lovely pussy. Imagine how tight it will be!
I think that these two girls need to be broken in tonight! They have had
several orgasms and will be nice and wet!"

I never realised that Matron was so wicked or so sexy! My cock was
straining, and the ache in my balls was almost unbearable.  I had intended
to cum over the girls' tits, but the thought of actually fucking them was
overpowering, even though I knew it was wrong and that their virginity
should, perhaps, be kept until they were older.

Chloe was still shuddering from her orgasm, and I don't think that she
realised what Matron was suggesting, but Amy did. Her head came up from the
other side of the table and, her eyes wide with fear, she cried "No! No!
Please!"

"I think it is time for the panties to be replaced, don't you, Matron?" I
said. She gleefully agreed and we reached for their soaking knickers and
stuffed them back into their mouths.

"The privilege should go to the oldest first," I said, "Thirteen years old
and about to be fucked for the first time, Amy."

Amy was struggling vainly against her bonds, shaking her head violently,
and crying behind her gag. I stood in front of her and slowly removed my
clothes.  My cock is not large, not by porn film star proportions, but it
is a very presentable size -- about seven inches long, and quite thick.
Certainly it would be more than enough to stretch a 13 year old virgin cunt
on its first fuck.  I stood between Amy's legs and ran my fingers over her
pussy.

"Oh, dear, Matron," I said, "she's gone quite dry with the thought of being
fucked. But I'm not prepared to put any lube on -- she'll just have to
moisten up once I am inside her."

She was wriggling and twisting as much as she could as I positioned my cock
at the entrance to her cunt, but of course it was to no avail.  I eased
forward and the head of my cock began to force open the lips of her
cunt. She was sobbing behind her gag, helplessly writhing.  Suddenly the
outer lips of her cunt gave way, and my cock was in her. She gave a
passable scream, and I rested, although it was hard!

I then withdrew slightly before easing back in again, repeating this
movement as I gradually worked further inside her -- God! It was so tight!!
I continued to work my way deeper inside her, all the time aware that she
was still sobbing. Then I felt the hymen, and I stopped again.  Once more I
drew back before forcing my cock all the way up. Her scream was even
louder, and the panties barely concealed it.

Now that I was all in her, I knew that it would begin to get better for
her.  I placed my hands on the inside of her thighs, and began to fuck her
with slow, gentle strokes, and gradually I felt her first relax and then
begin to respond. I continued with this rhythmic motion, moving my hands up
her body to fondle her lovely little tits.  She was now meeting my thrusts
by lifting her hips to meet me, and she was beginning to pant. I said to
Matron: "Got her! She's getting close to an orgasm! Remove the gag! Let's
hear her cum!!"

Matron had been very busy herself whilst I'd been fucking Amy.  She had
untied Chloe's arms before retying them behind her back.  She had then sat
the girl up, and standing behind her, had begun to play with her tits,
pulling on the nipples.  Not only that, she had leant forward and whispered
in her ear;

"Look, Chloe! Look at the Head's cock stretching your friend's pussy --
see? See how it resists! But he'll get it all in her in a minute.  Watch!
See! That'll be your little pussy next!"

As she said this, her hands reached down to Chloe's pussy, and she began to
stretch the lips.  Chloe meanwhile was shaking and sobbing as she watched
me fuck her friend.

At my command, Matron left Chloe and untied the sock that was holding
Chloe's panties inside Amy's mouth. As she pulled them out, Amy cried out:

"Oh! God! It's so good! SO good! Oh! I'm coming! Oh! Don't stop! Don't
stop! Oh! God! Oh! God! I'm coooooming!"

She was tossing her head from side to, her dark ringlets flying in all
directions and I felt the beautiful tightening of her pussy gripping my
cock as she experienced the first fuck of her life --I thought "She'll be
an excellent fuck once she gets used to it!"

I continued to fuck her with slow, long strokes until her cries had ebbed
to a soft whimper, and then I slowly withdrew.  There was blood on my cock,
but also plenty of juices.  She made a little sob as I finally came out of
her. I stroked her gently until she had come down completely, then I told
Matron to untie her hands.  First she refastened Chloe's arms to the legs
of the table, and then she released Amy's hands.  Meanwhile I untied her
left leg, and carefully disconnected her right leg from Chloe's left leg.
I helped her up and gave her a hug, stroking her hair and her back.

"Sit on the table," I said, "and watch Chloe get her first fuck! I may need
your help, as I going to do her slightly differently."

So saying, I also untied Chloe's left leg, but gripped her ankle tightly,
as, as soon as she felt herself untied, she began to wrestle to get away.

Now, now, my dear," I said, "it is useless to struggle.  And you heard
Amy-- after the initial pain she really enjoyed it, and came harder than
any earlier orgasm she has had this afternoon. "



I grasped the other ankle and bent her legs over towards her shoulders.
Then I ran my tongue the full length of her crutch.  While the girls had
been lashed to the table, their bottoms had been inaccessible -- and I do
so enjoy a bottom!  So I took the opportunity to let my tongue explore her
sweet little rosebud before sweeping up, licking her pussy opening before
touching her little clit. Clearly this caused Chloe a problem! The
overriding fear of being fucked was still very real, but the sensations she
was experiencing in all her erogenous zones was equally powerful. For some
time I continued to lick and nibble her until she was getting wet again and
beginning to relax.

I looked up at Matron and whispered, "Matron, can you take her ankles,
please? I need my hands free."

At this, Chloe began to struggle again.

I turned to Amy and said "Watch! Look at your friend's pussy as I fuck
her!"

I parted the lips of her cunt and presented my cock head to the entrance.
My cock was still slick with Amy's juices and my own pre-cum.  I ran the
head up and down her gaping hole and then pushed.  She squealed loudly but
I continued the slow entry.  Just as with Amy, there was fierce resistance
from her flesh -- the pussy was incredibly tight as you would expect -- she
hadn't even begun to explore it with her fingers, and Matron and I had not
had much time to stretch it!  I imagined it to be even tighter than Amy's,
yet I knew this was purely psychological -- Amy was 13 but Chloe was only
six months younger. It was just the thought -- a 12 year old about to take
my cock fully into her pussy.

The head of my cock had still not opened the ring of tight flesh at the
entrance to her cunt, so I paused. She was sobbing and tensing, her pussy
trying to clench itself closed.  I paused, my cock twitching. Then I began
again, and at last the muscles gave way and my head disappeared into her
warm, tight cunt.  Again I paused, feeling Chloe's attempts to draw back.
Then I began again to push -- slowly, slowly the full length of her tight
vagina swallowing my rigid cock. There was a loud yelp as I penetrated the
hymen, so I paused once more.

At last I felt I could begin to fuck her properly, so I withdrew a little,
then pushed back, withdrew a little more and pushed back, all the time
feeling the lubrication begin to flow again, as she began to relax. Slowly
she began to respond, so I reached under and rubbed my nail over her tight
little rosebud of an arsehole. She began to respond even more, and her sobs
had turned to moans.  "I'm going to have that arse" I thought.

I forced my finger into her arse and began to finger fuck her bottom as I
matched the strokes of my cock inside her cunt. She was now meeting my
strokes and Matron sensed this and let go of her legs to remove the
knickers from her mouth.  I pulled Chloe's legs down and wrapped them round
my waist, and now I could go as deep as her little cunt would allow me.

I saw Amy watching my cock slide in and out, and I noticed that her hand
had slipped down to her own pussy.

Chloe was now very close, and was thrashing around, mouthing all kinds of
things about what she was feeling. She screamed that she was coming and I
knew that I couldn't hold back much longer. I still was aware of not
hurting her, so I did my best to maintain the gentle thrusts even though my
own cock was bursting with the need to come.

With a final scream of lust, her legs gripping my waist, she came. And so
did I! My spunk powered up her pussy and mixed with the copious juices that
her own orgasm had produced as she came and came and came. At my shoulder
Amy was panting as she brought herself off to another orgasm.

When I gently eased my cock from Chloe's cunt, she sobbed and collapsed
into Matron's arms. She cradled her and soothed her, stroking her hair and
helping her come down from the mixture of pain and ecstasy.

At last she helped her off the table, but had to hold her as she
tremblingly tried to stand. We sat them on the sofa and allowed them to
recover before they dressed and Matron took them back to their dorm.

Matron moved the girls out of the four-bed dorm into a smaller two-bed one,
ostensibly because of their disruptive behaviour, but it is actually so
that we can make more trips to see them at night!  This we have done, and
they both take my cock much more easily - and with great enjoyment!

Oh! And by the way! I did have that lovely arse -- but that's another
story!