Date: Thu, 01 May 2003 19:15:38 +0000
From: John Andrews <jonandy678@hotmail.com>
Subject: A willing boy's first whipping.  chapter one.

I was only thirty when I was fortunate enough to be taken on as assistant
head master of a boys prep school which was for boys of eight to thirteen.
Our school had sixty boys of all ages and most of them were boarders.

I loved my work because I had always loved young boys. I would watch them
develop from eight year old innocents until at around their twelfth birthday
they would suddenly become infinitely desirable. Not only that, but their
hormones had started working and made many of them incredibly and intensely
sexually aware.

At the end of the summer term it came about that three of the boys had no
parents coming home from abroad, and the head master asked me if I would
stay on and look after these lads for a couple of weeks until the parents
arrived. I would be paid extra of course and would only be expected to look
after them by day, while the matron would stay on as housemother to see to
their domestic needs. For me this meant a sort of camping holiday with the
boys, doing all the sports together, and being the summer spending a lot of
time around the school swimming pool.

So this story is about those boys, and I will deal with one particular boy
first. Just twelve when the story starts. He was a boy that I had lusted
after as I watched him in physical training gear. Thin white cotton shorts
with nothing underneath as this was the school rule for gym lessons. Then,
if it was warm I would have them strip to the waist and be barefoot for good
measure. Best of all though was during swimming, when clad only in the tiny
school briefs the school had adopted.  These we told the parents were made
so that they fitted any boy in that they were two little triangles tied
across the hips with a bit of cord through some lacing eyes. As our oldest
boys were thirteen we did not even have the fronts lined and as they were
thin shiny material they did not leave a lot to the imagination when wet!
The boys seemed to delight in wearing them brief with the sides bunched on
each hip leaving all those folds in the front pouch area for the imagination
to run riot.

Jon was physically perfect. Just forming his smooth young muscles and with
velvety smooth skin. His tummy a perfect flat smooth surface around his neat
little navel and when he climbed out of the pool his briefs would be so low
on his tummy that his groin lines almost met above the top hem, literally
only just above his penis. Piercing blue eyes, a tousled mop of fair hair,
and the most gorgeous tan from a lot of time around the pool. I got an
erection just looking at him!

But all of this is immaterial to the story! Because I had observed this boy,
whose name I remember was Johnny, would often leave on his own and slip into
the nearby woods which adjoined the sports field.. This left me, and the two
other boys, playing alone on the field. After I had seen him do this on
several occasions I decided that I must follow him quietly and see what he
was up to. One day he was away a full hour and I decided that the next time
would be my chance.

So greatly intrigued, and I have to say with mounting excitement because I
suspected he was on some sort of sexual mission, I followed him around ten
minutes after he had left the field. It was a hot summers day and I followed
the tracks he had made through the knee high bracken. The track led
directly, as I suspected it might, to an old wooden hut that in days gone by
had been used for summer camping but was now abandoned. For all that it was
in good condition and its single window had no broken glass and the door was
solid and still well hung.

I approached slowly and quietly and went to the window to carefully look in
only to find that the window had been deliberately blocked by what looked
like an old  blanket from inside. I crept along the side wall and finally
found a small knot hole through which I could see most of the interior
despite the holes small size.

I felt a surge of elation and my cock became rigid immediately. There in
front of me in the centre of the shed, was Jon. He had stripped naked but
for a tiny loin cloth which he appeared to have  made himself  from white
cotton hankerchief material,  with a cord between the legs and around the
waist g-string style. The loin cloth was just forming a small loose pouch
around his genitals and I could see his erection pushing the folds of cloth
rigidly forward. But more that that,  what really excited me was that he had
strung himself up by his wrists to an overhead beam. Around each slender
wrist was a thong of soft rope. He had clearly stood on a box to get his
wrists into prepared slip loops and then kicked the box away, which now lay
some distance from his feet. His toes were only just touching the ground. He
was struggling to take some weight on his legs, and his body was squirming,
writhing and contorting as he hung so nearly naked and utterly delectably
before me. A sheen of sweat was beginning to cover his face although he can
only have been there for a few minutes. His chest and tummy were shiny with
his efforts as he struggled to ease some of the pain from his wrists, and
get an arm free to loosen his bonds.

Quietly I rose, went to the door, and pushed on it. He had blocked something
against it but with a good push I was in and stood before him with my hands
on my hips. Well well Jon, what do you think you are doing I asked. Oh sir,
please sir, get me down. There were two men that set on me and tied me up
like this. Please sir, let me down.

Now then Jon, that will not do I told him. I know you tied yourself up like
that, and I am going to take a few photos of you incase you ever deny it. I
don't think you would like anyone to see the pictures, would you? So saying
I stood back and slipped my  digital camera out of my pocket, taking photos
from all angles of the writhing sweating twelve year old. I particularly
liked the back view, completely naked but for the thin string running from
between his legs to the string around his waist. His wonderful tan
contrasting with his small white buttocks where his bikini swimmers had
covered him. His back was a lovely concave curve above the string of his
loin cloth as he struggled to gain some support from his toes and his
shoulder blades were working too and fro under his velvety smooth tanned
skin. I finished my photos and went back to face him.

Now look Jon, just tell me what you are thinking and why you have tied
yourself up like this. I reached forward and in a friendly gesture tousled
the boys fair hair, then let my hands hold him just under his armpits while
I looked into his anguished eyes. Look boy, I promise you this is not all
that unusual behaviour for a boy of your age so don't be embarrased. Lets
talk about it and see what we can do for you.

Yes sir, alright, I know I did it. It is only a game but I imagine that I am
captured and tied up by cruel men who punish me, whipping me and torturing
me. Yes Jon, I know that many boys have these fantasies but how far has your
fantasy ever gone. Have you ever actually been whipped when you are tied
like this. Well only very slightly sir, by James. He and I played tieing up
and made a whip to try out, but only very gently. So I always imagine being
whipped in front of the men who are holding me captive. I have always
imagined myself strung up and taking the pain bravely. I have wondered what
it would be like and it makes me excited even though it must hurt a lot. At
this point I let my hands gently slide down each side of his body to his
hips, and then one hand to his rigid erection so beautifully outlined in his
skimpy little loin cloth. He shuddered and pushed his straining body forward
against my hand and then whispered the words I never thought I would hear
from a young boy.  Please sir, do you think as I have been very naughty I
should be whipped now. Sir,  I think I deserve to be whipped.

Oh yes Jon, I agree with you, but first, no one must ever know what has
happened here and what you have done to yourself. I will give you a whipping
right now so you know what it is like and if at any time you feel like more
I will arrange for you to visit my house where I have a special room set up
for men who have the same fantasies as you. You see, you will not be the
first to be whipped in my dungeon!. Wow sir, can I really do that please?,
came his reply. I told him then that I thought maybe after I had dealt with
him now, that he may not  want to visit me, and with that, prepared to carry
out the punishment that he so clearly wanted.

I am going to whip you with my doubled belt, six lashes across that little
white backside of yours I told him.

I stood in front of him with mounting excitement as I slowly undid my shirt
and pulled it off over my head. That will give me more freedom to swing my
arms I told him. Also, I think, so you are held a little tighter that your
legs need spreading a bit to a true spreadeagle, and I picked up a short
length of discarded old timber from one end of the shed. I need some more
cord I told the boy who was watching my every move. Sir, in that haversack
with my clothes there is some more cord said this delightful boy. I went to
his pack and unzipped the top to find inside a collection of cords from
which I chose a  couple of lengths. Going onto my knees before Jon, I tied
one ankle firmly to one end of the wood. Right boy, spread those legs I told
him. He was already on his toes so this had the effect of virtually hanging
him from his wrists. As he struggled so his wrist rope loops stretched a bit
more and he finished up with just his tip toes giving a tiny bit of support.
His lithe young body was now stretched tight, tummy pulled in tight and that
delicious sheen of sweat across his chest.

Are you going to strip off my g-string he asked me. No Jon, I like the look
of you as you are. I can see your excitement easily enough, and I gently
felt his erection where it stuck rigidly out into the folds of the thin
cotton material of his home made loin cloth. He pushed his body against my
hand again as best he could in his suspended state so I felt his little
shaft for a few moments, stroking it up and down until he was obviously
getting ready to orgasm. Just before he climaxed I realised that now he was
ready for his ordeal to come.

He watched me then as I removed my belt, double it in my hand and  swished
it through the air. My trousers were now loose around my waist, so I told
Jon that I had better take them off. My sandals followed and I now stood
wearing only my thong briefs that I always wore for hiding my often excited
erections from the boys, while giving that nice bare bottom sexy feel. I
went to one side of the boy, and enjoyed watching his expression as his head
swung to watch me.

I did not spare him and landed the first hard lash across his white buttocks
and got a small gasp in response. I landed the second lash just below the
first and enjoyed watching his body jerking in his bonds. Three, four, five
and now the boy was crying gently. One more Jon, are you ready? Yes sir,
please sir, and I swung the hardest blow low across his now red striped
bottom. I dropped the belt, went to stand in front of him and gently ruffled
his hair, pulling his head against my chest and pressing my body against his
until I could feel his erection pushing against mine. We stood like that for
about a minute as I ran my hands gently up and down his smooth young back
before he surprised me again.

He pulled his head back from my chest, and looking at me with those lovely
clear blue eyes, his face now stained with tears, this beautiful angelic boy
asked for more!
Please sir, I think I deserve more than six for being so naughty. Sir, in
the bottom of that bag is the home made whip I mentioned that  James and I
made to try on each other but he could not come today which is why I am
alone. Reluctantly I let go of the boy and went to the bag and sure enough,
in the bottom was a short length of broom handle with nine leather boot
laces fastened to the base of it with pvc tape. The laces were just over a
half metre long and made a wonderful whip. I ran them over my hand and then
noticed that just three of the laces had been longer and were now knotted
about every two centimetres. I returned to stand in front of Jon holding the
whip. He was still sweating and from his slight writhing it was obvious that
his arms were giving him quite a bit of pain. Jon, these knots are going to
really hurt you I told him, in fact, they could cut you. Sir, I deserve the
punishment, please sir, please do it to me. I stood away again to one side
and hefted the whip in my hand, and the bound and helpless but willing boy
watched my every move. His lovely naked body with just the string and cotton
loin cloth was waiting for his own home made whip. I lashed it hard accross
his buttocks and he cried out in shock. I gave him three more and stopped
then went to stand in front of him again. Now I undid the knot of the string
holding his only covering and his smooth hairless penis sprung out. I
started to wank him then and he immediately climaxed, going rigid and giving
a small high pitched cry as he hung before me. He slowly went soft in my
hand and I assumed we had finished our little game

Then as I held his perspiring anguished young head against my chest again he
looked up at me and said, please give me the last six strokes please sir, I
know I deserve it. Jon, that is too much I told him but as my hand stroked
down that smooth tummy to find his soft little penis I was amazed at what I
found!  It was no longer soft, but rapidly rising again obviously at the
thought of yet another whipping to come. Such is the wonderful quick
response of a pubescent boy! I ruffled his hair again, stroking his firm
back and over his now red whealed buttocks. His little voice came again,
"Sir, three on my back and three over my chest and tummy he whispered.  I
stood back from him then, marvelling again at my new little masochistic boy.
So I prepared to do his bidding.  The first stroke was across his shoulders
and he bucked and cried out. The Second wrapped around his mid back and ribs
and he gave an anguished cry, so the third was low around his waist to wrap
viciously around his midriff. I watched as he writhed in pain, tugging at
his wrist bonds and kicking up his bound splayed legs into the air so that
he was for a moment fully suspended. Then it was time for his frontal
whipping! The first, hard across his chest caused him to give a small scream
of agony and a red stripe appeared as if by magic. I struck again, with no
mercy around his midriff and watched the tails of the whip curl around his
already sore back.

Sir, please sir, that's enough he called out as he writhed and struggled in
pain. Oh no Jon, you asked for six and you have one more to come. No mercy
from me when you have already asked for it. I leaned forward, another hair
tousling,  a gentle feel of his erection now twitching and hard and he was
as ready as he ever would be. For good measure though, I stood in front of
him and gently kissed his brow, then his lips to which he responded with
some passion, while whimpering softly.

Again I took my stance, swung the whip and landed it across his midriff just
above that straining penis. He cried out in agony as the red stripe rose
across that smooth tanned skin, but it was over. He gasped, crying, writhing
and filling me with desire to hold him. So brooking no argument, I released
his legs, then his arms, and as he came free he flung his arms around my
neck and hugged his naked body to me, pressing his rigid penis against my
near to bursting thong. Then, dropping his hands to my thong he pushed it
down and started to fondle and work my cock which responded almost
immediately with spurt after spurt of cum over the tortured naked body of
this wonderful boy.

I knew now that I was going to have some wonderful sessions with this
youngster when I got him over to my house. Particularly, as he seemed to
like the feeling of having his hands strung above his head. I imagined him
bound by his wrists to my large wooden christian cross that was mounted in
my basement. I had perfected this apparatus so that I would lift the victim
up to balance on a tiny little platform on the centre post. He would then
first have his wrists fastened with soft leather thongs, while he stood on a
tiny platform. But that is starting on chapter two and I hope to follow with
that in a week or so depending on response to this first installment.

I would be interested to hear anyones views on similar experiences and
masochistic desires. I have always had them and while most of this is
fantasy some of it is based on fact. Enjoy the story.  John.