Note: This story was dynamically reformatted for online reading convenience. *************************************************************************** ********************************************************* *************************************************************************** ********************************************************* *************************************************************************** ********************************************************* * * AN ILLUSTRATED .PDF VERSION OF THIS STORY MAY BE OBTAINED FOR FREE FROM robertgreen@operamail.com * *************************************************************************** ********************************************************* *************************************************************************** ********************************************************* *************************************************************************** ********************************************************* I was standing in the stair well of a block of flats one day wearing my school uniform blazer, shirt but no tie because it was summer, grey trousers and socks, white Y pants, looking out of the window and waiting for my friend to come out of his flat when I felt two things. The first was a pair of hands, one each side of my hips, curling around me and gently feeling for my little willy, the second was something hard pressing against my bottom. It was Christopher's first advance on me, I was 13 years old, and so was he. He gently unzipped my trousers and put his hands inside and rubbed by penus, I was erect within seconds and when he felt this he turned me around and guided me through his front door and then into the first room on the left which was his bedroom. He pulled my trousers and pants down to my ankles and then did the same to himself, he was very erect by this time and so was I. He took hold of me and started to wank me off, I had done this to myself so I knew that I liked it. I just stood letting him do it as first but then he placed my hand on his willy and so I started on him too. We wanked each other off, I can't remember who came first but we both did. Afterwards I think we were a bit embarrassed, not a lot was said he went to the bathroom and I went home to clean myself up. Two days later Christopher knocked on our door, I had just got in from school and was changing as I was expected too by my mother, my sister was not back as she had an after school club on Wednesdays, I opened the door in just my white Y front pants and sort of stood behind it with my head around the side so I could see who it was. When I saw Christopher I opened the door fully to him. He looked at me for a while then his has touched his penus through his trousers "Would you like to try it again?" he said, I nodded and we went to my father's bedroom. He undressed completely and I took my pants off. I had been caned the day before and I noticed him looking at the welts criss crossing my bottom. We wanked each other quietly but fairly vigorously as I remember, he was very erect and gripped me very tightly as he moved his hand up and down, he came first. "Finish yourself off" he said, and he watched me wank myself to a climax as he ran his fingers over my bottom. We chatted for a bit this time and then as he went to leave he asked; "Are you often caned" he asked. "Yes" I told him "when I am naughty, quite often", and then he left as he had to be in his house when his mother arrived home from her work. This relationship went on for 3 months or so at this level but then it changed. We were in Christopher's fathers shed, we weren't undressed just had our trousers opened, I came first and I came very quickly which annoyed Christopher and he shouted at me and told me I was useless, I don't know why, though I was ashamed of being told off by him, but I said "No it's all right I'll finish you" and I knelt down and took his penus into my mouth, he backed away a little but I held onto his bottom and it was obvious very quickly that he was enjoying the experience, so much so that within seconds he ejaculated into my mouth, I didn't know what to do and it caused me to choke a little anyway, so together with that and the saltiness of his semen I spat and it went all over his trousers. He didn't seem to care at the time as he had enjoyed it so much but I found out a couple of days later that there had been implications..... When Christopher got back to his flat his mother was home, she was early for some reason that day, he not thinking walked into their lounge to greet her, she took one look at him and asked what the wetness on the front of his trousers was. I am not sure how he tried to explain it away but he certainly didn't want to say what had actually happened. His mother examined him and it was obvious to her what had caused the stain. She accused him of playing with himself and Christopher tried to deny it because his father kept a belt which he used on Christopher and his two sisters, Doreen and Laura, and Christopher hated it when that happened to him. His mum was not silly though and knew what had caused the stain. She took Christopher over to their settee and pulled down his trousers and pants. Then she dragged his across her lap and started to smack his bare bottom and the backs of his thighs with her hairbrush, she continued until he admitted that he had been playing with himself and made a mess. Once he had admitted it she stopped the smacking and sent him to stand in the corner of the room so his sisters could see him, after a little while (not long Christopher told me) she bent him over and gave him twelve whacks with his dads carpet slipper and then sent him to bed crying. Christopher came to our house on the Thursday after he had been smacked on the Monday, we went to my father's bedroom and I started to undress as usual, he let me continue until I was just in my pants and then he said "Wait Robert, I want you to see something" he took of his trousers and pants and then turned so that his back was towards me "See that" he asked and I saw his bottom. It was bruised and marked, I knew from my own experience what had caused it. "This is your fault", he told me "I got slippered because you spat onto my trousers and my mum saw it I can still hardly sit". I apologised and said that I wouldn't do it again. "Yes you will" he said "I have decided that whoever comes first has to suck the other one until he comes, so you will suck me like you did last time and I will do the same to you", I said that I agreed to that, "but' Christopher continued "if you spill any then you will get the slipper before we do it again, so that's the next time we meet you will have to bend over and get six whacks with the slipper on your bottom". I was a little surprised by this coming from a boy my own age but as I was used to being punished if I digressed and after we had talked about it for a while I agreed. "Your mum has a cane for you doesn't she" he asked, I said that yes she had "Does your dad have slippers?" he asked and I said that "Yes he did". He told me to go and fetch one so that he could see it but I didn't have to as we were in dads room and they were under his bed, I told Christopher that and he picked one up. "Bend over the bed" he said. 'Why" "Because I am going to slipper you firstly because you spilt my cum last time and secondly because you got me the slipper from my mum" I bent over dressed in just my white pants and Christopher whacked my bottom. He whacked me as hard as he could telling me off as he did so, saying how stupid I was to get him the slipper and how he was going to teach me not to do it again, he sounded like my mum and I assume his too. When he had finished I stood up crying and watched as he undressed, his erection was bigger than usual, he came to me and pulled my pants down to my ankles, once we started to wank it was his turn to come first which he did quickly and my first time have a boy suck my willy. I had some trouble because my bottom hurt and I was still crying a little, he had to keep going for a little while but in the end I too ejaculated. We made another rule that if the boy sucking didn't make the other come within 5 minutes he would get my mum's cane the next time we met. I didn't see Christopher for over a week after that but I did see his sister Doreen. The first time that I saw Doreen, Christopher's younger sister, she was doing a gym exhibition at her school; she was leapfrogging over her friend Helen in her gym uniform. I was nearly 14 by then and she was just turned 13. I just stood and gazed at her in her vest and knickers, it was if you like "love at first sight. Doreen and I used to spend hours together, either at  my house or roaming the local common land, sometimes we would go to her parents flat but usually Christopher was there and he didn't like me being with her and made things difficult for us, always being there and trying to come between us, usual boyish things, also if I was due a slippering from our wanking game he would make me take my pants off and whack me really hard so that I cried more than I usually did so mostly we stayed away from there. She used to tell me all her problems and I used to share what had happened to me with her. We kissed and petted quite frantically at times, sometimes I would see her for most of a day and then in the evening her brother would turn up wanting to play our game. On one day that happened and then their younger sister Laura, who was very little perhaps only 6 or 7 turned up and I had my hand up her skirt too, telling her that "Doreen lets me do it " to encourage her to go along with me, which she did. It was Doreen I was fond of though. Doreen was fascinated with my bottom especially after I had been caned, she liked nothing better than for me to take my trousers and pants down so that she could run her fingers across the welts that the cane had caused, just as her brother did though she didn't know that of course, sometimes she would put her hand up her skirt while she was doing it and play with herself, once she climaxed and ran out of the house she was so embarrassed. She always wanted to know all the details of my punishments, had my sister been present, had I been stood in the corner (she knew how I was dealt with) had I been undressed, how much had it hurt, how much did I cry (I always cried she knew), she usually tried to count the ridges across my bottom to guess how many strokes I had been given but that was not always possible, especially if I had had the slipper. She used to laugh at me if I got embarrassed while she was questioning me but I liked it when she gently rubbed my bottom for me and of course got very erect which she also used to laugh at saying "my brother gets like that too" without knowing that I knew that all too well. As I say I had not seen Christopher for over a week then one day my mother had left for work and Laura Collins, who as I say was a very little girl came over to the house about 09:30 in the morning. We sat and chatted and I finally got her to sit on my lap, she continued chatting whilst I very carefully and slowly undid and then took of her skirt leaving her in her top and light blue cotton knickers through which I rubbed her bottom, as we continued I eased my fingers under the leg elastic and inside of them, she wriggled a little so I gently tapped her bottom and told her not to be such a naughty girl, she giggled and I continued fumbling inside of her light blue pants. The first I knew that my mother has forgotten some papers and returned home and quietly let herself into the house, the first I knew that she was back was her thundering shouting of my name: "ROBERT!" Laura grabbed her skirt and run but my mother caught hold of her "PUT YOUR CLOTHES BACK ON FIRST" she shouted and Laura bursting into tears struggled to pull her skirt back on and zip it up, she finally managed it and look up at my mother. "ROBERT IS GOING TO GET THE CANE FOR THIS" she told Laura "SO YOU HAD BETTER GO BEFORE I DECIDE TO CANE YOU TOO" Laura ran. My mother was furious with me, it was one of the few times she stripped me naked. I was bent across a small games table in the lounge she held me down with her left hand and thrashed my bottom with the cane with her right all the time saying "you dirty filthy little boy" I don't know how many strokes she gave me, she was so cross, but she didn't stop for ages. I howled and was still sobbing when she left to go back to work promising me that I had not heard the last of the matter.   About 5 minutes after she had gone the doorbell rang, I was still naked and crying but I thought mum had come back so I opened it. Doreen was standing there smiling at me, she walked straight in. "Turn around" she told me "I know you've just been caned Laura told me, let me see your bum" I did as she asked and jumped as her fingers touched the so recently made welts "That's hurting me" I told her but she didn't stop. "Not as much as your mum did, I heard you I was outside and opened the letter box, I heard you screaming out and the sound of the stick as it whacked your bottom" She was more excited than I had ever seen her She made me bend back over the table while she felt me all over, and I soon got an erection of course, she kept me like it for ages, I could hear her breathing getting heavier and quicker, I knew what she was doing but I didn't care I was quite glad she was there actually. We chatted as I got dressed and I told her all about it, she was cross that I had been mucking about with her little sister and said that I had deserved the caning, I agreed with her, she kissed a bit and then petted some more, she left about 12:00. Christopher came at 16:00. "It's been a day for smacking's" he told me "I know you got the cane from your mum this morning because Laura told us what happened but both she and Doreen have been smacked too, Laura because she came to see you and Doreen because she disappeared for 2 hours this morning and we didn't know where she was" I watched as he undressed in front of me finally standing in just his white pants and grey socks. "Did you see them smacked" I asked "Yes, mum took Laura over her knee, lifted up her skirt and smacked her across her knickers, then later she did the same to Doreen only she smacked a lot harder and took her knickers down, it's odd isn't it you get the cane for being rude with Laura, she and Doreen got smacked by mum for being with you, then I come to be with you" "Yes" I said "Take your clothes off" he told me "I want to see your bottom" Again I allowed myself to be inspected. "I don't expect you fancy a wank do you?" Christopher asked "Not really Chris" I told him "especially since my mum said that I had not heard the last of the matter before she went to work, I think I am still in trouble" "Will you get the cane again", as he asked me I looked down at his trouser, I could see his erection through them, if I didn't need a wank he certainly did, but he left me to my comeuppance. I went to my room and waited. My mother had kept a cane for me from when I was 11 and used it as often as she felt necessary which was very often during the holidays.  I was caned by her for all sorts of reasons, looking at girls or even my sister's knickers were probably the commonest reason. Once we were taken to Portsmouth for the day and there was a girl with her dad standing watching the boats going by which is what we were doing. It was a very windy day and the girls skirt kept blowing up and showing a pair of very white knickers, my mother was that both I and my sister were watching with some amusement. We were told off there and then, which caused the girl and her father to move off but as soon as we were home I was bend over, hands on my knees, in front of my bedroom window whilst mum laid the cane across my short trousers with all the vigour she could manage. Marion, my sister, was not punished apparently being told off in public was enough punishment for her On another occasion I was playing in the street outside of the house with a girl from across the road, she was a bit older than me but she always played with us and I can admit now that I had a huge "thing" for her. Stupidly, and it was just one of those "boyish" things I suppose I ran up behind her and lifted her skirt, she had pink knickers on and we all saw, especially my mother who was watching us out of the window. I heard my name called across the street and knew that I was in serious trouble; I think that for the first time I knew I deserved to be in serious trouble too. I was marched across to the girl's house along with the girl herself, there I had to apologise to both her and her mum, then my trousers and underpants were unceremoniously pulled down and I was smacked in front of them both. My mum did not have her cane to hand so instead I suffered the ignominy of having her use the hairbrush which the girl's mother used of her when she was naughty, gosh it hurt, but not have as much as the caning I received when my mum got me home afterwards. My mother's classis was to take me to Marion's school open day. I was dragged around various classrooms to see demonstrations and to hear teachers telling my mum what a clever girl my sister was and how she would easily get to university then to the gym hall where various teams of girls were doing PE and gymnastic displays. All the girls (including my sister) wore white vest and ankle socks, bottle green gym knickers and plimsolls for the displays. One group had finished their display and were lined up to be photographed. I stopped to watch, I knew two of them, they had been at the same Junior School as me and I have to admit that seeing them in their underwear did interest me. Needless to say mum caned me in front of my sister for being 'rude' when I got home, she gave me one stroke for every girl, that was 6 standing and six sitting cross legged so 12, she let me keep my shorts on but even so I could not sit comfortably for ages afterwards Eventually my mother arrived home from work to find a very scared little boy waiting for her. I could hear her moving about, taking her coat off, and going into her bedroom then back through the lounge to the kitchen. The sound of pots. Not really sure what I would be expected to do I quietly opened my door and went through the flat; my mother was indeed in the kitchen getting ready to prepare the evening meal. Apprehensively, I entered the room. She looked at me with thunder in her eyes. "Sorry mummy" I told her "sorry". "What are you sorry for Robert?" "For earlier mummy" She took me by the hand and led me into the lounge, she sat in one of the armchairs and I stood before her. To the left of me was our balcony the door to which was open letting in a gentle breeze, to my rear was the small entry hall and our front door. The entry hall door was open. So I was in a direct line to the front door, through which's letter box Doreen had listened earlier in the day. "What exactly are you sorry for Robert?" This was one of my mother's tricks with me, she would ask me what I had done wrong and if I left anything out, she usually knew very well what I had done, it would be the worse for me. Then she would tell me off and then she would ask me what I thought should happen to me, if she agreed I would be punished if she did not I would be punished severely. Having already been caned I knew that I had to be really careful not to upset her any more than she already was. "I am sorry that I was naughty with Laura Collins mummy" I told her. "How old is Laura Robert" "Seven mummy" "No Robert she is 6, I asked her mummy when I rang her this afternoon, so how old is Laura Robert" "She is six mummy, please mummy did you really speak to Mrs Collins" "After what you did with her daughter I had no choice, do you really think that you can be allowed to get away with such naughtiness?" I hung my head. "Well do you?" "No mummy" "How were you naughty with Laura?" "I made her sit on my lap and took her skirt off mummy and I touched her bottom mummy" "You are a dirty rude little boy Robert, what are you?" "A dirty rude little boy mummy" "What else happened with Laura?" I knew that to confess the next part would seal my fate, my mother had caned me for just being with Laura and taking her skirt off she had not seen what she was about to make me confess to. I hesitated and she saw that I did. "Answer me please Robert, what else happened with Laura?" she repeated. "Well Laura was in her top and mummy and I eased my fingers under the leg elastic and inside of them, she wriggled a little so I gently tapped her bottom and told her not to be such a naughty girl, she giggled and I had my hand inside of her knickers" I blurted out. There was a silence during which I looked at the floor at my feet. "Anything else" my mother finally asked. "No mummy, that's all mummy" "That's enough isn't it Robert?" "Yes mummy" "You have no right to touch anyone, certainly not a little 6 year old, and certainly not inside of her knickers" "I didn't bring you up to be a rude little boy Robert, nor did I bring you up to be so dirty" "Aren't you ashamed of yourself?" "Yes mummy" I said as I knew she would expect me to. "You're thirteen you shouldn't even be looking at little girls let alone interfering with them" "She's six, there's not telling what trauma you have caused her" "You are disgusting naughty boy aren't you" "Yes mummy, sorry mummy" "As you well know Robert there is no good being sorry after the event, IS THERE?". "No mummy" "And being sorry is certainly not going to help you this time" "What were you thinking of? Premeditatedly enticing her up here for the sole purpose of your personal gratification, so you could get your fingers into her knickers, you disgust me" She was stopped by the doorbell. "Go and answer that" she ordered me and tearfully I obeyed her. I was expecting to see my sister when I opened the door, she had been out since the morning and was still not home so when I saw who was standing at the door I was very surprised. "Oh er..." I stammered as Christopher's father walked past, practically ignoring me and went into our lounge I shut the door and followed him going back to the place I had been before in front of my mother. "Mr Collins has kindly agreed to deal with you Robert" "Deal with me mummy" "Yes you have been caned by me as part of your punishment now you will be caned by Mr Collin but before that go and change and then come back here to Mr Collins" "Oh please mummy do I have to?" "Yes you most certainly do, go on, school uniform and you'll be in it in the house for the next fortnight" I began to cry softly but turned and went to my bedroom. I got to my room and sat on the bed. I began to cry properly, I was very sorry for myself. "And be quick about it too" my mother shouted after me "or I'll ask your father to deal with you" I undressed. My shirt, vest, socks and Y fronts went into the linen basket. I folded my trousers neatly and laid them over the back of a chair I stood for a moment, naked and shivering, my bottom still painful from the caning mummy had given me. I went to my wardrobe and opened the doors. From a shelf on the right I took a short sleeved while blouse and a blue and yellow striped school tie. From off a hanger i took a grey pleated school tunic that had once belonged to my sister but was now too small for her. I placed the clothes on my bed and pulled a pair of flat girl's school shoes out from underneath it. I went towards my sisters' chest of drawers, without meaning to my hand brushed against my little willy, it was semi hard, and I was ashamed of myself. I opened the top drawer on the left to the front were four neatly folded white trainer bras to the rear a pile of equally well folded cotton vests with lace edging. I took the topmost vest and closed the drawer. In the draw below I found a pair of his sisters white knee socks, I added these to the vest. I opened the top draw to the right of the previous one. It was Marion's underwear drawer in which mummy kept her knickers. I grabbed a pair and quickly closed the draw. I went back to the end of my bed and dressed myself in the girls' school uniform. Then I went back to the lounge fully aware of the elastic legs of my sister's far too small knickers cutting into the tops of my thighs. Mr Collins stood to the right of the armchair which had been turned around so that its back faced into the room, he was holding my mummy's cane in his right hand and looked very stern, my mother had placed herself on the far side of it. I saw a snigger flash across Mrs Collins face as he realised that I had been sent to dress as a girl. He pointed at the back of the armchair. "Bend yourself over that" he ordered me. I hesitated and immediately he grabbed my left arm very firmly, so firmly that it hurt me, I cried out but he dragged me to the armchair and pushed me over it as he did so I felt my wrists grabbed by my mother. "I am going to give you six strokes of the cane Robert for what you did to my daughter plus another three because you seem unable to do as you are told when you are told, do you understand?" "Yes Mr Collins" I mumbled out. "On you bare bottom" he continued "Oh no please mummy please don't let him cane my bare bottom mummy please" "You should have thought of that before Robert" she told me "before you had your hand in poor little Laura's undies" "Please mummy please don't let him cane me please" "Before you took her skirt of boy" Mr Collins thundered. "It's what you deserve Robert" mummy concluded. I felt him come closer to me then the air on my back as he pulled the tunic and the blouse and vest up to uncover my bottom and my sisters pink knickers. "Pleeeeeeeeeeeeeeeeeeease........................." I wailed, but to no avail as the thin knickers were soon at my ankles and my small naked bottom was presented to him. I felt my mother's hands moving up to my elbows and holding me tighter, I tried to wriggle but it did no good. "He's already quite bruised" Mr Collins said "are you sure we should continue" "Definitely" my mother responded "he needs to be taught a lesson he will not forget and his father is no use at all at disciplining him" I felt the cane as Mr Collins gently tapped it against my taut buttocks, then it had gone and I heard the swish as it travelled through the air. I heard someone screaming then he realised it was me as the pain from the cane coursed across his buttocks and through his entire body. I started to stand struggling against my mother grip but Mr Collins placed his firm hand on my back. "If you stand you well receive extra strokes Robert" I felt myself shudder and then the tears came flooding from his eyes. "S...s...sorry Mr Collins" I stuttered but it hurts so". "So it should Robert" he told me "it will make sure that you behave better in the future unless you want to be in this position again" "Yes Mr Collins............" Even as I replied the second stroke of the cane landed almost on the same spot as the first, making me scream again and renew the floods of tears as it bisected his bottom sending out its waves of punishing pain. I howled, I couldn't help it, through the open balcony door half of the estate must have heard me. The third stroke lashed across my naked buttocks, it struck low where the leg elastic of his underpants would usually hold my legs tightly in its grasp, I knew that a long purple welts would be forming like so many tramlines. I cried loudly but gripped onto the armchair desperately stopping myself from jumping up. The fourth stroke fell. My tears were now flowing uncontrollably, I had lost all desire to control myself, my father never beat me only my mother and her caning were far less painful than the one I was having to take now,: I didn't care about crying, i didn't care about Mr Collins seeing my tight bottom submissively bent for his punishment, I didn't care about Laura or Doreen or Christopher I just wished I hadn't interfered with her. The fifth stroke flew into my bottom. I was aware only of the dreadful pain in my bottom: that ran through my entire body, why had he hadn't interfered with her. Why was he so silly? Someone screamed again. It was me. "Do you know how many strokes you have taken Robert" Mr Collins asked. "N....no Mr Collins" he stuttered "Five" my mother said. "Yes mummy" "And how many strokes of the cane are you going to get Robert" "Please Mr Collins, n...n...nine Mr Collins" I almost howled no longer, bothering to hold back my tears. The sixth stroke hurtled into me, my knuckles turned white as I held onto the armchair for all I was worth, a terrible noise came from my mouth and my legs kicked somewhat uncontrollably but though with renewed crying I held my position. I have little recollection of the final three stokes, and was in a daze when I heard the words "Stand up Robert" coming across the room. I stood as well as I could, I half lent forward holding now the top of the back of the armchair, my bottom felt tight and very painful, my whole body shuddered with my woeful sobbing, but I didn't care, Mr Collins had reduced me to a crying wretch who was truly sorry for touching Laura. I stood penitently as the Mr Collins placed the cane in the far corner of the room from me. "Face me" he commanded and I did as I was told, slowly, painfully I turned to face him. "Have you learnt your lesson Robert?" "Please sir, yes sir" "Do you think that you deserved to get the cane?" "Please sir, yes sir" My tunic was still up my back and Marion's knickers were now on one foot only. "Arrange your uniform Robert" my mother told me "and thank Mr Collins for taking the trouble to come all the way over here to give you the cane" Painfully I twisted and pulled the tunic and my blouse and vest back down, I was still crying, gingerly I bent down and put my other foot into the knickers, it hurt terribly as I pulled them across my throbbing bottom causing fresh tears to come from me. "Tuck yourself in" mummy said. I tucked the vest and the blouse into the top of the knickers and brushed down the skirt of the tunic. I stood a truly punished little boy feeling very sorry for myself. "Well" mummy said "what else did I tell you to do" I was mortified. "Thank you for taking the trouble to cane me Mr Collins" I blurted out and then burst into a fresh flood of tear. "Now put yourself to bed"