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