Simon's Ride Part 1
by Karl 

copyright 2002 by Karl, all rights reserved

* * * * *
This story is intended for ADULTS ONLY.  It contains explicit 
depictions of sexual activity involving minors. If you are not
of  a legal age in your locality to view such material or if
such  material does not appeal to you, do not read further,
and do not  save this story.
* * * * *

Simon lived in a road full of detached houses with a
wide grass strip dotted with mature trees running down
the street on either side. He lived with his aunt , a
single woman who had been married but was now
divorced. Simon   was just eleven years old and had
his room in the front of the house  overlooking the
road.  immediately below him was the garage where his
precious bicycle was stored . His aunt was pretty
strict with him and had many rules that could be
broken and were fairly easily. Her punishment for this
was long tedious essays sitting on a hard wooden chair
at the dining room table . Very occasionally  she
might give him a smacking, but over his shorts it had
very little effect. 

During the long summer months Simon had found that he
could easily climb out of his window on to the top of
the garage and then from there to the ground.  At
first he only did this during the day time when his
aunt was out and he could have just as easily left by
the front door ,but it was more exciting to do his
way.  After a time he suddenly got the idea that he
could get out at night after he was supposed to be in
bed asleep. This was even more exciting and he would
wait until the house was quiet, his aunt was an early
retirer, and then go out of the window down onto the
ground where he would walk about  hardly ever seeing a
soul and it was not long before he decided to take his
cycle for a ride and he found riding alone along the
deserted streets in his quarter of the town very
interesting. There were plenty of things to see in
other peoples windows and he quickly knew where to go
to see a very pretty young lady undressing or follow a
young man intent on a clandestine meeting with his
loved one. 

After some time amusing himself like this he hit on
the idea of making his forays out into the night more
exciting . He had been wearing his track suit, he did
not wear night clothes in the summer.  Now he decided
to go outside in the nude. He  climbed down in his
track suit and then took it off in the garage and
ventured to walk around nude in his immediate
vicinity. This was interesting and when a car came
along he just stood behind one of the trees and it
sailed past  not even noticing him. He walked further
afield and then he tried his bike, riding naked was
even more exciting than walking. He rode down to the
park where he hid his bike and squeezed through a gap
in the railings into the park itself , running around
in the nude here where there were large open spaces
excited him so that for the first time outside he had
an erection .  He walked to the band stand and climbed
up and then standing there facing the park  he
massaged himself until he climaxed with great pleasure
at the thought of what he was doing. 

Subsequent nights found him further afield, now he
rolled up his track suit and strapped it behind his
saddle , an insurance if it was needed. On one of
these trips he found himself outside his school. At
his time of night there was no-one around at all as he
approached the main entrance and cycled in. Round the
playgrounds he went his willy stiff and hard at the
thought of what he was doing.   At the back of the
school he got off his bike and lent it against a wall
while he walked round the buildings naked .Strange to
be in such familiar surroundings without any clothes
on.  While looking in one of the windows he noticed
the window to the art room was not fastened, a pull
raised the window and with a look round  he climbed
in. Now in the school itself he was  panting a little
as he walked through the main hall, which seemed huge
to him and then down the corridor to his own
classroom. Here he sat in his desk and then he tried
out the teachers seat. Sitting there in the nude he
was so aroused that he masturbated, fortunately making
very little mess on her chair. 

Looking round the room he noticed her long bamboo cane
hanging on its hook beside the blackboard. He had a
really funny feeling as he took it down and swished it
through the air.  The thought of that cane across his
bare bottom raised his willy once more quite hard and
twitching. He tried a couple of strokes across  his
own bare behind, but although it stung him a little he
was not able to really strike a good blow. Hanging the
cane up again he moved on along the corridor to the
headmistresses room. Slowly opening her door he was in
her room. His breathing was now short and sharp as he
looked round the room no-one here but himself and
entirely bare.  He crept over to her desk and had a
look at the papers there , not much of interest and
then he spied the tall vase in the corner full of
crook handled  bamboo canes of curious sizes and
types. He was enthralled at the sight of these and
took several out to swish about  his penis hardening
tightly . He selected a thin one and gave himself a
cut with it across his naked bottom, Ouch it stung ,
more than he had thought it would, but  he tried again
and by bending forward he could cane his own bare
backside  with some effort. This made his erection
particularly twitchy and he rubbed it in his fingers
then thought of something else. Taking the cane he ran
along to the hall and climbed up on the stage and then
he imagined what it would be like if he was punished
in the nude in front of the school. He tried best he
could to cane his own behind while masturbating
achieving a really significant ejaculation.

With everything put away he climbed back out of the
window recovered his bicycle and rode naked back down
the main road ignoring the traffic that he met or that
passed him. Back to his bed for a long think about his
nights adventure.

Simon  was certainly pleased with his nude  night time
travels but he wanted something more exciting and
decided to visit the school in daylight. He set off
wearing his track suit on his bike and hid it in the
bushes behind the school before entering the school
via the window he had used before which never seemed
to be locked.  Once in he school he undressed and now
in the full light of day he went round the building
ending up in the heads office  where he selected  the
thin malacca cane and then went to the hall. Now
standing on the stage he could clearly be seen and he
could see through the windows outside the into the
playground.  He already had a pretty good erection,
but he gave himself three strokes with the cane as
hard as he could, he had improved on his technic and
could now whip his own bare behind quite hard leaving
meaningful stripes across his bare cheeks.  Now
without any more attention to his long stiff willy he
ran down the corridor and unlocked the door to the
playground and ran out naked into the middle of the
area and their in full daylight he rubbed away
joyfully until he climaxed ejaculating  just a little
onto the asphalt before running back to the school and
making his way home . A very satisfied little boy. 

Lucy Cairncross was a very determined and strong
willed ten year old who ran a gang of girls who sole
aim in life was to make things difficult for boys .
They bullied smaller boys and antagonised older ones. 
Lucy was very pretty with a slim strong figure whose
prowess at Judo made most of the boys take care not to
be too belligerent towards her.  Her ideal situation
was to dominate a boy  or boys to the extent that they
were under her total control.  She got her ideas from
the magazines that her older brother brought home and
stuffed under his bed. The pictures of women punishing
men suited her very well. 

She also was a night owl although she tended to just
sit on her garage roof and watch the world , what
there was of it in the middle of the night, go by and
she saw young Simon riding past in the nude . Taking
care not to be seen she watched for him nightly and
was not disappointed  lately standing behind one of
the trees beside the road so that she could clearly
see who it was cycling around bare. Following that she
used her video camera to take pictures of the
unsuspecting boy . When she had a reel of that she
decided to follow him, which was not that difficult as
he rode blithely along in the middle of the road while
she followed under the trees. His visit to the park
and his performance on the band stand she managed to
get on tape, but where he went at the school she
couldn't find out.  Not that is for a couple of weeks
when she suddenly saw him dressed in a track suit
going along the road towards the school and this time
she followed him  more easily watching carefully as he
concealed his bike and then crawled through the
window. Lucy watched through the window as he
undressed and then disappeared to reappear again in a
few minutes carrying a cane and climbing up onto the
stage where to her amazement he caned himself, well
not very well, but enough to make red stripes across
his bare behind and then she hardly had time to hide
before he came out into the playground still naked and
with a very hard stiff penis and rubbed his hand up
and down it until he satisfied himself.

Lucy had made her day. Wonderful feeling of
satisfaction and anticipation as she prepared for her
meeting with Simon.

He was cycling along the path when she stepped out and
greeted him
Hello ,Simon isnt it,Im Lucy I know you live  round
here somewhere Ive seen you out on your bike she
stood there pretty in her short summer dress and
sandals. 
Hi, hello Lucy, Ive not seen you before where do you
live ?
Oh not far off. Here take this home and have a look
at it and then you can meet me here later , say around
3 of so, and we can talk 
She handed the boy a video tape and turned and walked
off Hey hold on  a minute, why have you given me this
tape, I dont know you , do I. Oh well 
He put the tape in his pocket and went home. There was
no-one there his aunt worked every day  he put the
tape into the video unit and turned it on to watch and
then suddenly shot up right as he saw a clear picture
of himself stark naked riding his bicycle and then it
cut to the park and he was filmed running about there
his long willy pretty prominent before the camera
captured him going up on to the bandstand. He cringed
at the thought of the next event, but the camera
carried on filming him rubbing his long hard cock
until he ejaculated , what little he could.  He was
astounded, how had she got the tape, maybe she had
taken it. He tried to remember if he had seen anyone
but  not as far as he could remember, though he had
become careless over the past few nights. At first he
was petrified and then as he thought about it he
realised that she would have given the tape to his
aunt or his teacher if she wanted him to be caught.
But what did she want he wondered.

At 3 he was at the meeting place and she appeared just
after ,smiling at the boy
How did you get that tape? What were you doing
following me? Youd better tell me or Ill  he
stopped wondering what to say next. 

What will you do Simon, who will you complain to  ? I
took the tape  Ive been following you about for
sometime and I especially liked  you at the school

The school youve been there, you dont have any
right to be there, its not your school . Wait until I
tell someone youve  been there you get into trouble 
The boy was flustered and embarrassed and lost for
words

Get into trouble Simon , who are you going to tell?
No from now on Simon  you and I are going to be
friends, real close friends. she laughed at him
thinking about the wonderful things she could now do .
 Now then Simon I want you to meet me at the school
this afternoon at 5 and dont be late otherwise you
might have to pay a forfeit

A forfeit, what do you mean, and why should I meet
you at the school he was confused and also curious to
find out what she wanted.
Be there Simon, otherwise you know what might happen,
your aunt and your teacher and perhaps the police
might be very interested in that tape. Ill see you
later  she walked off 

Simon was now frightened that his activities might
become widely known and heavens knows where that might
lead and anyway , he thought he had better go if he as
to find out what Lucy wanted. 

They met outside both on bikes and at Lucy direction
hid their bikes and got into the school where Lucy
went to the hall the boy trailing behind her.

Look Lucy what do you want , come on tell me or Im
going home

Lucy faced him Now listen carefully Simon I have the
tape and Im sure that you do not want anyone else to
see it, right the boy nodded therefore you must do
exactly what I want and when I want it 

Simon protested  telling the girl all the reasons why
he couldnt go along with her ideas, but before long
he realised that his options were limited if he wanted
to keep his secret and eventually conceded that he
would do as the girl asked.

Right now Simon  you must call me Miss 

O.K Miss the boy replied sullenly

Take off your clothes I want you in the nude she
announced. The startled boy blushed deep red and 
didnt know what to say. Listen Simon I have seen you
nude for some time  now get undressed  or I go and you
find out what happens when I post those tapes.  she
sounded very determined

Simon had second thoughts but then decided that as
there was only the two of them he might as well and
slowly pulled off his track suit and stood in front of
the girl naked holding his hands over his willy. 

Put your hands on your head , come on, Ive seen your
cock before 

But Lucy, Miss, please do I have to  he appealed to
her

Now Simon  and the boy moved his hands revealing his
long semi hard penis and testicles.  He stood in front
of her his hands on his head and she leant forward a
nd caught hold of his long willy in her hand before he
could move and gripped it tightly.  

Dont do that Lucy, Miss, dont do that

I shall do a great deal more than that Simon. Where
did you get that cane from you were using on yourself
she could feel the boys penis twitching in her fingers
as it stiffened

In the heads room she has a lot of them he panted
embarrassed and excited at the same time, no one had
touched his willy except himself and he could  not
help feeling aroused

Go and get it for me , go on she let go of his long
cock and watched his small buttocks tremble as he
walked out of the room returning with the long thin
cane. 

What do you want it for he asked , but was red faced
about it 

She took the thin pliable malacca and swished it about
a little and grinned at him. She now felt that she was
in charge at last and that was a great feeling to
have.

Suddenly without any warning she whipped the cane
across his bare legs  as hard as she could. he
screeched and jumped and clapped his hands over the
rapidly widening red stripes which burned  so deeply .
OOh ouch, why did you do that, ooh he jumped about
naked his long willy jogging up and down , but
nevertheless still quite hard.  Why did you do that
he he gasped rubbing the long red marks that had
appeared on his legs. I wasnt doing anything , Im
going home he moved towards the doorway

What will you head teacher say when she sees the
video  and you using her cane  Lucy grinned broadly
at the nude youngster  You will do as you are told or
else she menaced him

You are cruel, I wasnt doing anything , just having
a bit of fun that's all. You cant tell anyone ,
please. Simon was in an impossible position and he
knew it.  Already this girl had got him to undress in
front of her and now she was wielding the cane about

She walked over to him and caught hod of his penis
again and squeezed it in her fingers You are a
naughty little boy and I am going to punish you, in
fact Im going to give you a good caning across you
bare bottom, you seem to like it the other night so
you cant complain. Put you hands on your had and keep
them there if you take down you get extra strokes She
slashed the boy once more with the thin bamboo , this
time with better aim and caught him across his small
round cheeks scoring a red line over his buttocks and
making him cry out once more  as he tried to rub the
pain away. 

That's another stroke Simon dont you listen

Stop it  please stop it, it hurts the naked
schoolboy pleased with Lucy, but she caned him again
harder now that she had an idea what to do . He
shouted and jumped about rubbing his bare behind when
Lucy cracked the cane across his hands  this time
making him cry out loudly and tears ran down his face.
He squealed and moaned as the bamboo bit into the
backs of his hand and he snatched them away as  Lucy
whipped him again ,now really enjoying herself and
feeling that at last she was in charge and could do
what she liked with him. Simon was now crying openly
as Lucy thrashed his bare unprotected buttocks with
the thin cane. Each stroke made him howl with pain and
beg her to stop  his naked behind getting redder and
redder from the application of the cane  as the
stripes ran into each other.  Simon felt as though his
whole bottom was on fire and each subsequent stroke
doubled his agony.

Right now then go out into the playground ordered
Lucy after some six or seven cuts with the cane 
across the boys bare bum.  Simon cried and sobbed as
he tried to rub his sore behind. But Lucy sent him out
into the playground which was of course deserted but
the park next door was not and it would have been
possible for someone to look in. Lucy caught hold of
his long hard penis and held it tightly feeling it
twitching in her fingers.

Right now Im going to give you a few more strokes of
the cane and I want you to bend over and stay there if
you get up or move then heaven help you, I mean it,
little boy do as you are told she squeezed his willy
in her fingers and he could only nod through his tears.    
The naked schoolboy bent over and presented his
already fiercely stinging bare bottom to the girl who
stood slightly behind him and could see the stripes
she had already given him , but the lower part of his
bottom was free and she intended to change that. As he
gritted his teeth and waited for the next cut of the
cane she prepared to lash his sensitive under bottom.
She raised the long thin bamboo and whipped it across
his nude posterior with a loud crack that made him
squeal and squirm as the cane bit into his naked
backside just at the top of his legs.

He begged her to stop, but she caned him again a long
swishing stroke that wrapped itself round his small
exposed cheeks making him scream and stamp his feet,
though he remembered to stay bent over for her next
application of the flexible bamboo cane . He howled as
she dealt him another hard blow across his very
painful bare behind and tears ran copiously down his
face staining the ground beneath his feet. 

On the basis that if he continued to make so much
noise they might be disturbed she stopped there and
led him back into the school where he stood and cried
trying to rub his stricken sore buttocks .

Ah now you  know what it is like to have your
backside caned, dont you Simon

He stood and sobbed noisily  as he nodded Yes Miss 

The ten year old girl grinned at the nude schoolboy
who was now bound to do as she told him in light of
the incriminating evidence she had of his nightly
excursions.  Now next Saturday I want you here at the
school at 10 in the morning and dont be late, you are
going to meet my group, youll like that, well maybe
not that much but you will do as I tell you

What do you mean  your group, you arent going to
tell anyone else are you, you said you wouldnt if I
did as I was told he sobbed and cried in front of her
his long willy very stiff and hard

She caught hold of his hard penis and felt   it
throbbing in her fingers and started to rub it for him
until he ejaculated a small amount over the floor. 

She rubbed her hand over his smarting bare behind
feeling the rising weals that were  the result of her
caning. He squirmed and wriggled as she touched the
sore and stinging marks . Please Miss it hurts -
oouch he cried as she squeezed his cheeks in her her
fingers All right, all right, Ill be here next week
he conceded weakly .His tear stained face and sore
bare bottom a testament to the girls application of
the malacca cane and the promise of more to come  he
thought.


  

SR1_Simons_Ride_1