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Punishment 6 - by Debbie Johnson Chapter 1 - Expectation of a gentleman caller After Maria had taken Jim into her bedroom and repaired his tear-ravaged make-up, she had taken him in a gentle but tight embrace for a few minutes, all the while cooing softly in his ear that he had nothing to worry about and that she and Karen would take care of everything. Despite the punishment that the two girls were putting him through, a punishment that seemed to be continually shredding not only his masculinity, but also his mind, Jim couldn't help but feel a deep, deep love for his beautiful girlfriend. He hated that his punishment seemed to have gone so far in such a short space of time and he was worried just how far the punishment would actually go and what would eventually be left of his mind at the end of it. But for now, Jim could only long for the day when his punishment would come to an end...a time when he and Maria could return to being a normal boyfriend and girlfriend again. Once dinner was over and Jim had washed the dishes after again being instructed to do so by Karen, Jim walked back into the living room, confidently maneouvring in his tall stiletto-heels. As he made to sit between Karen and Maria on the sofa, Karen instructed Jim to stand before them while she and Maria showed him the rest of the treats they had got for him. Although Jim inwardly groaned, he again automatically found himself obeying Karen and came to a stop before the two girls, his feet together, hands clasped behind his back, head bowed slightly. As he did so, Karen fished the latest package from her shopping back lying on the floor beside her. As she did so, she said, "Now then Debbie, only a few more treats to go before you can change into clothes more suitable for your gentlemen caller." As Karen said this to Jim, he inwardly thanked Karen that he would be allowed to dress as a boy for whoever this 'gentleman caller' was, due to arrive as he was in around an hour or so. He also wondered to himself who this gentlemen caller was and why he would be able to solve the 'problem' of his uninvited arousal. "Maybe he is being subjected to a similar punishment by his own girlfriend or wife. Wouldn't that be weird?" thought Jim. "These are stockings," continued Karen, as Jim fully focussed his attention on her. "We were only going to get you one pair, but then decided to get you a few pairs, in case you have more occasions to wear them other than tonight. These are classic, 10 denier, barely-black stockings, which have a two-tone black welt across the tops of them. Needless to say....they are very sexy. You can think yourself lucky that we didn't get you seamed stockings, because it can be a devil to keep such seams straight all the time." "What?" thought Jim, "What does she mean wear them tonight?" fearful of interrupting the tall girl in case she got angry with him again. "She must obviously mean after the caller has left for the evening. Must be...obviously." "If you are going to be wearing stockings, you will need to be wear a suspender-belt," said Karen. As she did so, she pulled a long-line suspender belt in black satin and lace from the bag. "Now, I'm not sure if you have ever worn stockings and a suspender-belt before Debbie. Have you? (as Jim sheepishly shook his head no) Well, I'd like you to go into your bedroom just now and try and put them on. I also want you to replace your hot-pants with one of your new skirts. (as Karen handed Jim 'his' new black, pleated mini-skirt) You will obviously have to take off your panty-girdle, tights and heels first. Once you have taken them all off, you will have to fasten your suspender-belt around your waist. Make sure you keep your waist cinch on though. The long-line design of your suspender-belt will mean that it will overlap with part of your waist cinch, but that is nothing to worry about. Once you have your suspender belt snugly on, then you will have to slip each stocking up each of your legs in turn and fasten each of your stockings to the four clips of the belt. Once you have the stockings on correctly, you may put your panty- girdle back on, followed by your mini-skirt and then your high-heels. Once you have done all that, you may report back to us here. Just one more thing Debbie...(as Karen looked Jim straight in the eye)...when I said that you can change in your bedroom, I meant the smaller of the two spare bedrooms, the one which contains your treadmill, because, from tonight, that spare bedroom is your bedroom for the foreseeable future." "Why?...I...I mean why Karen? Why is the spare bedroom now my bedroom?" Jim said as he glanced at Maria and the back at Karen. "My God Debbie!" replied Karen in an exasperated tone. "You really are turning into an airhead...aren't you? (as Jim nodded yes...because even he had to admit that he was becoming confused far too easily these days) From tonight you will be wearing your new stiletto-heeled sandals to bed. We have already gone over this. If you are wearing stilettos to bed, you can't share a bed with Maria, because your sharp heels will end up scratching Maria's legs to bits. Remember?" Jim immediately recalled the previous conversation that Karen was referring to, because he remembered the hurt that he felt earlier when he realised that he would no longer be able to share a bed with his girlfriend, for the foreseeable future at least...whatever that meant. "Oh!" said Jim with a crestfallen look on his face as he continued apologetically. "Yes. Yes I do remember Karen. Sorry. I...I'm not really sure why I'm having trouble remembering or concentrating these days." Even as he said this, Jim again felt hurt at the prospect of having to sleep alone from now on. "Good girl!" said Karen, "Now scoot off into your bedroom and get changed as instructed." As Jim automatically obeyed Karen and turned and minced off in the direction of 'his' bedroom, clasping his new stockings, suspender-belt and mini-skirt, each of the two girls marvelled as they sat there watching Jim's rear sway in a decidedly feminine manner as he glided out of the room in his high-heels. For his part, Jim had not even registered that Karen had, yet again, called him 'girl'...it was just something that his subconscious had learned to deal with. Chapter 2 - New Bedroom As jim closed the door of his bedroom, for some reason he felt the need to lock the door. However, when he looked down at the keyhole, there was no key. He wasn't sure where the key had gone or even why he had wanted to lock the door. It couldn't be anything as silly as avoiding one of the girls coming into the room and catching him putting on womens clothes because, after all, they had instructed him to put the clothes on. So resignedly, he turned and sat on the edge of the double bed and, crossing his legs (right over left), placed his new clothes down beside him on it. After a few moments, Jim absent-mindedly reached for the back of the high-heeld shoe on his right foot and gently slipped it from his foot, heel first. Jim then uncrossed his legs and, re-crossing them this time with left leg over right, he gently slipped the high-heel from his left foot. Very feminine gestures. Jim then stood and took off his hot-pants, followed by his panty-girdle and then slid his tights down his smooth legs, sitting down momentarily to remove them fully from his feet. As Jim sat there for a few moments on the edge of the bed, he glanced down at his hairless groin and was startled to see just how shrivelled both his cock and balls now looked. He knew that he could never have be called well-endowned, or even close to it, before his punishment began. However, he felt a growing uneasiness in the pit of his stomach as he tried to figure out why they now looked so tiny. In his confused state of mind, Jim did manage to find some thread of sensibility in which he managed to correctly identify that it was the combined tightness of his panty-girdles and hot-pants that were causing his already small genitals to slowly diminish in size, because they were in an almost constant state of imprisonment. Even as he thought that, Jim gently began to finger the cotton material of the mini-skirt lying beside him on the bed and wondered whether Maria would let him wear skirts more often and hot-pants less often, so as to limit the damage they were causing to his manhood. Jim missed the irony that the thought that wearing skirts more often could in any way enhance his failing masculinity. In any case, Jim was oblivious to the fact that the events that were soon to enfold within his flat later that evening, would make all of these thoughts redundant. With a soft sigh, Jim tore his eyes from his withered manhood and looked over at the his new female clothing. Reaching first for his suspender- belt, Jim stood up and began to wrap the delicate fabric around his waist. He found it confusing at first but, once he had the belt the right way up, he realised that by attaching the hook and eye fasteners in front of him, he was able to to rotate it round his waist, so that two suspenders were dangling over each of his upper thighs. Jim noted to himself that Karen was correct in that the belt did indeed overlap his waist cinch by about two inches. Next, Jim reached for a packet of stockings. Gently pulling the stockings from the packet, he unwrapped them from around the cardboard inner of the packet and, as the stockings fell open to their full length, he could feel how delicate and slippery the material was as he slowly rubbed it between his fingers and thumbs. As he had found himself doing often each morning, when he was putting on his sheer tights, Jim momentarily held the stockings against the fading light coming in from the bedroom window and marvelled at just how delicate such creations as these were. Jim eased himself onto the edge of the bed and crossed his right leg over his left. He let one of his stockings gently fall onto the bed and rolling the other stocking up into a sort of doughnut shape, bent forward and bringing the stocking to his toes, gently slid it onto his foot. As Jim eased the barely-black stocking past his ankle and up his slender calf, he raised his leg fully into the air and, as he had seen countless women do on television, he eased the stocking fully along the length of his leg until it's black welt settled snugly onto the milky-white, smooth flesh of his upper thigh. Jim's hands, shaking ever so slightly ("at what?" he thought to himself) then began the tricky task of fastening the stocking to the clip of the suspender belt. Despite Jim having had become ever more confused about everything over the last few days, he quickly mastered the task of clipping his stocking to his belt. Why such a feminine task came to him so easy was a thought that never even entered Jim's consciousness. Jim sat for a moment, feeling his heart racing in his chest, looking down at his stocking-clad leg, relishing the contrast between stocking and upper-thigh. Athough Jim had been almost continually wearing sheer tights for some days now, for some reason the stocking looked more attractive to his eyes and he began to appreciate why so many women would wear them to feel sexy. As he thought this, Jim's eyes darted to his groin and, was worried when he noticed (and felt) his little penis begin to swell and arouse itself from it's slumber. After slowly rolling the other stocking up his left leg and fastening it to his suspender-belt, Jim stood and pulled the panty-girdle that he had worn earlier up his legs and squeezed it firmly into place, again flattening his groin almost completely in the process. Jim then reached for his new mini-skirt and, after stepping in to it, pulled it up his stocking-clad legs and nestled the elasticated waistband around the narrowest part of his tapered waistline . As he did so, Jim experienced a new, pleasing sensation as the fabric of the skirt danced around his legs. When he had the skirt fully on, Jim couldn't help but twirl and twist slightly and smiled as he felt the hem of the skirt gently caress his legs at mid-thigh. Once Jim had slipped his stilettos back on (standing this time, because he no longer had to sit down to put on high-heels), he resisted the urge to look in the bedroom's full-length mirror to see how nice the stockings and skirt looked on him. Why he resited that urge he wasn't sure, because he knew that he wasn't some sort of pervert who got aroused looking at himself in the mirror while wearing womens clothes, he knew that for sure (didn't he?). However, he was still concerned that the urge was there in the first place. On seeing Jim re-enter the living room and before allowing him to sit on the sofa, Karen instructed him to again stand before the two girls. Automatically, Jim complied and when he went to place his hands behind his back, Karen stopped him and told him to hold his arms out from his body, at an angle of forty-five degrees, with his elbows close to his waist. Jim did as instructed, albeit with a quizzical look on his prettily-made up face. Karen then told Jim to give them a slow spin, just to see how his new mini-skirt fitted him. Again, Jim did as instructed and, as he shuffled his high-heeled feet and his face regained some of it's earlier furious blush, he couldn't help but feel as if he was somehow on display. After a few minutes, Karen and Maria said that his new skirt suited him really well and allowed Jim to settle down between them on the sofa. As he sat down and crossed one stocking-clad leg over the other, Jim realised that their material made the same whispering sound that his sheer tights did and he couldn't help notice that his stockings looked slightly more shiny as they became bathed in the light being cast downwards from the room's overhead lamps. Indeed, he couldn't help but think that the glossiness of his new stockings complimented the glossiness of his stiletto-heeled court shoes really well, as a small smile crossed his face. As Jim eased back into the sofa, Karen suddenly produced two pills and silently held them out in the palm of her hand for Jim to take, as well as a glass of white wine in her other hand. Jim looked at Karen cautiously and said, "What are they?" "It's nothing to worry about Debbie," replied Karen, "they are just some mild tranquilizers for you to take and some wine for you to wash them down with. Now, we all know that this has been a really stressful day for you. You've had to deal with so many different confusing experiences and thoughts. So, as a way of saying sorry for whenyou were naughty and I had to slap you across your face earlier, both Maria and me have agreed that this is a another treat we should give you to finish off the day. Now go ahead Debbie, pop the pills in your mouth and wash them all the way down. Go on." Jim hesitantly took the pills in one hand and the wine in the other. He turned and looked towards Maria who was smiling back at him and, giving him an encouraging nod, gently took his hand containing the pills and guided it to his mouth. Jim looked into Maria's beautiful eyes and, knowing that she would never do anything to hurt him, parted his pretty lipstick covered lips and placed the pills on his tongue. Jim then felt Karen, this time, guide his other hand holding the glass of wine to his lips and, as he took some of the wine into his mouth and swallowed it, he felt the tranqualizers wash down his throat. "There then," said Karen, "that wasn't so difficult was it? Eh? Let's all just settle back for a while, have some more wine together and we can let the pills take their soothing effect on you Debbie. Good girl." As Jim gulped down some more wine, he couldn't help be a bit worried that what little control he had these days, if any, might just vanish when the tranquilizers started to take effect. Chapter 3 - A gentleman calls After swallowing the tranqualizer pills, Jim settled back into the sofa and listened to Karen and Maria natter on about this and that girly stuff. As The pills started to take effect on Jim's nervous system, he seemed to lose all trace of time as he felt as though his already foggy mind seemed to fill with cotton wool. As the pills kicked in, he began to relax entirely and actually had to stop himself from nodding off a couple of times. As Jim sat there and listened to the two girls natter away, he didn't see them glancing in his direction every now and again and he only slightly paid attention to when one of the two girls would fill up his glass with more wine and gently urge him to keep sipping at it. If he had been able to focus his mind properly, he would probably have noticed that the two girls had hardly touched their own glasses of wine. When the flat's intercom buzzer went off in the hall about an hour or so after Jim had been sent to change out of his hotpants and sheer tights and into barely-black stockings and a mini-skirt, it hardly registered in his mind and, as Karen and Maria both shot a nervous glance at him, they realised that there should be no emotional outbursts from the feminised boy if he became aware of what was about to happen to him next. It was Karen who rose from the sofa and went into the hall to answer the intercom. Jim only heard a few muffled words as Karen instructed the caller to come up the stairs and that the flat door would be open for him. Karen then returned to the living room and perched herself back down again next to Jim. As she did so, Karen once more looked into Jim's eyes for any sign of distress or worry, but she could see neither. After a couple of minutes, after hearing the door to the flat close, Karen, Maria and Jim all watched as a strange man entered the living room. He looked approximately thirty years old, stood an impressive six feet two and his dark hair was cut in a short buzz-cut. Dressed casually in a pair of jeans and a dark tee-shirt, the man placed the holdall bag he was carrying on the living-room coffee table and walked over to Karen, Maria and Jim. Placing his outstretched hand in front of them, he said, "Good evening ladies. My name is Simon, but two of you already know my name as we have previously spoken on the phone." It was Karen who shook Simon's hand first and introduced herself, quickly followed by Maria. Simon then turned his attention to the 'girl' sitting in the middle and, as he ran his eyes up and down her shapely legs he said, "Well...that can only mean that this pretty young lady is Debbie. Am I right?" Jim reached out and placed his own hand in Simon's. Simon held onto the feminised boy's hand firmly but gently for longer than seemed necessary, as he looked into Jim's eyes. Eyes that were very pretty indeed he thought. As he held onto Jim's hand, Simon shot a conspiratorial glance towards first Maria, then Karen and almost whispered, "Tranquilizers?...." to which both girls answered by giving an affirmative nod. "Good," said Simon, before eventually letting go of Jim's hand, which found it's way back onto his stocking-clad thigh. Simon let his eyes linger on Jim's for a few moments and could see that the effects of the tranqualizers had fully kicked in by Jim's very glazed expression. Indeed, had Jim been fully aware that a strange man was standing before him in his own living room, while Jim was fully dressed in womens clothes and wearing a full face of make-up, he no doubt would have been shaking with fear and worry. However, such was the effect of the pills, that Jim's mind had already seemed to have left the building some time earlier, as he sat there looking pretty, with a small smile on his face and not a care in the world. "Do you think we could move over to the dining table and go through exactly what I'm going to be doing?" asked Simon of Karen and Maria. "Do you think that Debbie will be okay for a few minutes if we leave her here on the sofa while we talk?" Both girls giggled and assured Simon that, of course, Debbie would be fine as they both arose from the sofa and joined Simon as they all sat around the dining table. Jim was only vaguely aware that he was now alone on the sofa, or that Karen, Maria and Simon were now sitting around the dining table talking. He couldn't make out what they were talking about, but didn't really care anyway. Although Jim did manage to make out some words here or there, such as 'three thousand pounds'...'almost entirely painless'...'recovered in a day', before he eventually placed his head gently against the back of the sofa and drifted off into sleep. And still asleep Jim was, when the others eventually stopped talking, some fifteen minutes later. As the two girls walked back to the sofa, Simon took a large, clean, heavy, cotton sheet from his holdall and covered the dining table with it. As Simon took a further small leather valise from his holdall, Karen gently took the empty glass from Jim's hand and placed it down on the coffee table. Then she and Maria maneouvred the sleeping boy in such a way that they managed to remove both his mini-skirt and his panty-girdle. Once this was done, Simon walked over and looking down at Jim's pale groin, which was prettily framed by the darkness of his suspender-belt and stockings, his face betrayed a slight concern as he said, "Oh!...we might have a problem here ladies...I don't think I have ever worked on one that small before!" Chapter 4 - A new dawn It was around ten o'clock the next morning that Jim started to stir from his sleep. As he slowly opened his eyes and raised himself slightly on his elbows, he had trouble recognising where he was at first, before realising that he was not in his 'own' bed, but was instead in the bed of the smaller of the two spare bedrooms. This confused him at first, but as the fog began to slowly disappear from his mind, Jim remembered what Karen had said earlier yesterday, about him having to sleep in this bed for the foreseeable future, or something. As Jim let himself flop back down onto the bed, he could almost feel fur on his tongue as his mouth was that dry. He also had a bit of a headache and he reasoned that must be as a result of the wine he had consumed last night. As he lay there trying to gather his wits, Jim tried to recollect the events of the previous evening. He obviously remembered being given a couple of pills and some wine, and he also semmed to vaguely remembered seeing a man at some point, but was having a devil of a time trying to recall what he looked like. After a few minutes lying there silently, he saw the bedroom door opening and Karen stick her head round it, before she said, "Oh good. I thought you were planning on sleeping the full day away sleepyhead!" With his mouth so dry, Jim could only manage a weak croak, "What...(cough)...what happened? I mean...what happened last night? I can't remember much of anything...and I can't even remember going to bed." "Don't you worry Debbie," replied Karen, "let's get you out of bed and get some tea down you. Then Maria and me can tell you all about it. C'mon now! Up you get you lazy madam," as Karen pulled back the bed's duvet. As Karen pulled back the duvet, Jim's eyes opened wide in surprise when he saw what he was wearing. He was wearing one of the satin baby-doll nighties that the girls had bought him yesterday, the red one with the white lace trim. He could also see that he was no longer wearing stockings and that they had been replaced by his normal sheer tights. He was also surprised to see that he had his new stiletto-heeled sandals strapped to his feet. Jim could also make out that he was also wearing the oversized frilly panties that went with his nightie and, as he moved his hand down his body, it brushed against the soft satin of his nightie and he felt that he was wearing something underneath it. As he lifted the hem of the nightie up slightly, he recognised that he was also wearing one of the corsets that Karen and Maria had insisted that he now wear to bed each night. As his mouth silently flapped open and closed, Jim looked up at Karen and asked her, "H...how...did I get into these clothes Karen. I mean...I...I can't remember getting changed out of my other clothes...or...or anything else for that matter." "Now now Debbie," replied Karen as she took Jim's hand and eased him from the bed, "Let's get you on your feet and into the kitchen. Then we can get a nice refreshing cup of tea down you and we can explain exactly what you got up to last night." Holding on to Karen's hand, Jim rose steadily from the bed until he was standing next to Karen. As Jim was the only one of the two of them wearing high heels, he stood almost the same height as Karen as he steadied himself. As he stood there, Jim could feel the tight restriction of his corset as it drew his waist in even tighter than his waist cinches do. His head continued to hurt and he was aware of a slight ache coming from his crotch. Over the past few days, Jim had been used to having a constant, dull sexual ache coming from his groin, due to it being continually imprisoned within tight, shiny satin and hot-pants, but this somehow felt different to him. He almost reached down to try and adjust his bits, before quickly stopping himself just in time, as he didn't know whether that simple act would earn him another slap across the face from Karen. Instead, he asked her, "I am still wearing a panty-girdle Karen?" "Why of course you are Debbie. You can be so silly sometimes you know. A panty-girdle is part of your nightwear from now on. Don't you remember we all agreed on that yesterday? Of course you do. Now...let's get you that cup of tea...eh?" As Karen led Jim out of the bedroom, he was oblivious to the fact that he needed no time in adjusting to wearing yet another new pair of high- heels, this time being navy sandals, with 6-inch stiletto heels and a 1- inch platform. Before he left his new bedroom, Karen insisted that he put on the red satin robe that matched his nightie. As he did so and glided gracefully from his bedroom, Jim was just a little worried that not only was Karen being a little more friendly towards him than normal, but that her words that a panty-girdle is part of his nightwear from now on seemed almost a little bit too permanent. Chapter 5 - A problem solved Jim sat silently at the dining table, as he gulped down his second cup of tea and he could almost feel his body become less dessicated by the second. As he did so, he vowed to cut back on wine in the future and also never to trust Karen with those tranquilizers ever again. Jim was sitting as he now normally does, with his hosiery sheathed legs crossed at mid- thigh. However, he couldn't seem to get as comfy as he has normally been able to do lately and he was again aware of the slight ache coming from his crotch. As he placed his, now empty, cup down on it's saucer, he looked up at Maria, who was staring back at him with what Jim thought was a strange expression on her face. "So," asked Jim cautiously, "can anyone explain how I managed to change clothes last night and get to bed without remembering it? Or were we all that drunk that no-one can remember?" "Well, you see Debbie..." replied Maria, "that's the easy part to explain, how you came to change clothes and get to bed that is. As you were asleep, me and Karen stripped your old clothes from you and put you into the ones you are now wearing. We had to do it, because you were incapable of doing it yourself...you were that far gone with the wine." Jim's face immediately erupted scarlet as he looked at Karen and stuttered, "Wh...what...you mean...you mean that you saw me naked...and stuff?" "Well yes Debbie. Naturally I saw you naked, in all your, ahem, glory so to speak. But don't worry dear. I didn't mind. It was actually quite amusing in fact," replied Karen, a wide smile appearing on her face. Jim looked away from Karen and stared into his empty tea-cup, his face burning red from mostly humiliation, but also a hint of anger that Maria would let Karen see him naked. "Of course," continued Karen, "we did have to enlist some help in getting you into bed. (as Jim looked up at Karen quizzically) That is why we had to enlist Simon's help. He was the one who carried you into your bedroom and put you to bed." "Who...who the fuck is Simon?" asked Jim hesitantly. "Why...Simon is the gentleman who called last night to solve your little problem. Don't you remember him? replied Karen in an almost mocking manner, "He arrived just after eight o'clock. After we all had a little talk, he got to work and within less than an hour he had completed his task and left. What? Can't you remember any of this Debbie? I'm rather surprised at that!" Jim stared intently at Karen, his mind desperately trying to cut through the fog of what might have happened the previous evening, but it was to no avail. "What...exactly...was his task?" asked Jim quietly. "To fit you with a chastity device," replied Maria this time. After having had a couple of cups of tea, Jim's head was no longer aching from dehydration, but was now, instead whirling in confusion as he tried to understand what Maria meant. "Cha...chastity...what do you mean?" he asked. "Now Debbie," we have already gone over this, replied Maria, her irritation becoming obvious, "chastity is an absence of sexual activity. Therefore a chastity device is a way of ensuring that a person cannot undertake any sexual activity. You now have one fitted to your body. Why, can't you feel anything different...you know...down there?" as Maria pointed under the table. Jim's mind was spinning and he was blushing furiously. "Can...I mean... can I touch...it?" he asked. "Of course you can sweetie, it is your chastity device after all," replied Karen this time. "But be gentle to start with, because Simon did say that it may be tender for a day or two, but that after a couple of days you will be fine." "Tender!...Fine!" thought Jim. "What the fuck has this stranger actually done to me?" Slowly, Jim pulled his right hand to the edge of the dining table, then, after a few moments hesitation, he slowly let it fall to his groin. Jim was aware that he was wearing a pair of oversized frilly panties, a panty-girdle and sheer tights, so therefore there were three layers of clothing between his hand and his groin. What he didn't know, however, was that within his tights there was also a panty-liner, which had been placed there when the two girls were dressing him for bed last night, just in case he 'spotted' during the night. As Jim gently placed the tips of his fingers to where his genitals should be and he pressed lightly, the light ache coming from his groin increased, but only slightly. As he moved his fingers around his groin it was with some alarm that he looked up at Maria and, obviously frightened, exclaimed, "What the fuck! It's flat...what the fuck?!...what has that man done to me?!" Jim shot out of his seat and stood so quickly that, unsually for him these days, he became unsteady in his high heels, as he frantically started tearing away at his clothes, trying to pull off his panties, panty-girdle and tights, so he could see what the maniacal Simon had done to him. As he tried to do so, the tears were streaming down his face as he mumbled over and over, "What the fuck...what the fuck..." As soon as Jim stood up and started to tear at his pretty clothes, Karen and Maria also quickly stood and moving beside him, each took one of his hands and pinned them to his side. "Please let me go...please Maria...please let me go...I've...got to see what that bastard did to me....please..." said a sobbing Jim. "You will stop this behaviour immediately Debbie, if you know what is good for you," barked Karen at the helpless young man. "We will not tolerate such behaviour one more minute. Is that understood." Jim lifted his tear-stained face to Karen's and could only manage to mumble incoherent pleas for her and Maria to let him go. "We will let you go in a few minutes Debbie. But first you have to be a good girl and control yourself, or you may end up doing yourself damage and no-one wants that. Can you do that? Can you do that for Maria and me? Can you be a good girl?" As Jim stood in his own living room, dressed in lingerie and high heels, with his arms effortlessly pinned to his sides by his girlfriend and her friend, he wanted to scream at Karen and yell at her that he wasn't a fucking girl. But he knew that any resistance would be useless by now. He desperatly wanted to know what had happened to him last night, so, as his sniffles abated and his breathing calmed, he whispered, "Yes..." "Yes what Debbie?" barked Karen. "Yes...I...I'll be a ...good girl," replied a defeated Jim. "That's better Debbie," said Maria this time, soothingly. "That's the type of attitude we expect of you from now on, is that understood?" "Yes," whispered Jim. "Good," said Karen. "Now, take a deep breath Debbie and we can then take off your panties, panty-girdle and tights and then we can take a walk into the hall, so that you can have a look at your chastity device in the hall mirror. Okay?" "Yes," whispered Jim again, this time nodding slowly. That was the cue for Karen to start stripping Jim from the waist down. Karen began by easing Jim's frilly panties down his legs. As she did so, she again marvelled at how a boy's pretty legs could turn on such a confirmed lesbian as her. When Jim's panties reached the floor, Karen asked Jim to step out of them and, as he did so, Maria continued to coo in his ear that everything will be okay. With a little bit more difficulty this time, Karen eased Jim's panty-girdle to the floor and got him to step out of it. Karen then unzipped Jim's stiletto sandals and saw his height drop by six inches as she slipped them off the boys feet. As Karen finally began working Jim's sheer tights down his legs, brining the panty liner with it, she had a sneaky peek at his chastity device, which only served to moisten her own panties even more. As Jim stepped out of his tights, Karen warned him that once he had had a good look at his chastity device, he was to get dressed in his day clothes and that he could do without a shower that day. Jim nodded yes and was led by both hands into the hall by the two girls. As they led him there he was instructed to close his eyes and that they would tell him when he would be allowed to open them again. The two girls placed Jim in front of the full-length hall mirror and, keeping a firm grasp of his arms, instructed him to open his eyes. At first, Jim couldn't seem to bring himself to look, but after some more urging by the two girls, he slowly opened his eyes and looked at his groin in the mirror. What happened next caught the two girls completely off-guard. Jim stared at his groin in the mirror for only a few seconds before letting out an almost ungodly wail. "NOOOOOOO!...What the fuck have you done to me!?" before he fainted. It was as just well that the two girls were holding on tightly to the young man and they managed to prevent him from crashing to the floor. Karen said to Maria that she would keep Jim upright, and that Maria should fetch a dining chair from the living room, which she did. Maria placed the chair behind Jim and Karen gently eased the young man onto it, facing the mirror. "I think we have some smelling salts in the kitchen," said Maria, before darting off in that direction. When Maria returned, it was agreed that Karen would stand behind Jim and hold him tightly in the chair, while Maria would administer the smelling salts and talk to him. Jim snapped out of his faint as Maria waved the smelling salts under his nose. As he came around, he was aware that there was a pressure holding him in his chair and quickly looked in the mirror to see Karen standing behind him. He saw Maria kneeling at his side and quickly his eyes again darted to the image of his groin in the mirror. This time Jim began crying and his tears made it difficult for him to see exactly what was looking back at him. "What happened Maria? Did that man Simon cut everything off me? Why? Why did you let him do that to me? Why? Why?" As Jim's sobbing face looked away from his reflection and his chin nestled in his chest, closing his eyes, so as not to see what had become of his groin. After a few moments, in a soothing voice, Maria said, "No. Don't be silly Debbie. We wouldn't let anyone cut anything off you. We are not animals. We wouldn't allow that to happen to you. Here...let me dry your eyes so you can see better in the mirror. Can you see better now? (as Jim nodded yes) What Simon did was actually do was to attach a chastity device to you. We already told you that silly. Look closer and here, (as she guided Jim's hand) touch it." Jim' looked closely in the mirror and alternatively down at his crotch. As he did so he could see that the device seemed to be attached to his skin somehow and that it was made from some sort of metal alloy. As he looked closer, he could see that it seemed to have two distinct parts that were somehow attached to each other. "I don't understand," sniffled Jim. "How does it work? And...how...how do I get it off?" (more sniffles) "Well Debbie," continued Maria, "the most important thing for you to recognise and remember...is that it is not coming off anytime soon. In fact...it will stay on for the duration of your punishment." "But...but that's over a year...isn't it? I can't surely be expected to be in chastity for that long?...surely not?" replied a bewildered Jim. "Not that long exactly Debbie," said Maria. "Remember that your term of punishment doesn't have a fixed period. It may be increased for bad behaviour or infractions. Alternatively, it may be shortened for rewards for good behaviour or some of it replaced by more formal types of punishment, such as corporal punishment for example. (as Karen felt the young man shudder at the mention of the words corporal punishment) So, for the time being and until I decide otherwise, we have solved the nasty problem of your unwanted perverted arousal, which means that you won't be able to fiddle with yourself, meaning you can now fully concentrate your mind on your full compliance with your punishment." As Maria paused, Jim's mind was thrust back into it's now normal state of confusion as he meekly asked, "So...so Maria...I can't help wondering how me and you will be able to...you know...h...have sex now?" Looking into Maria's face, he immediately regretted asking the question, as he saw her soothing expression be replaced by a scowl. "You really can't help it Debbie? Can you? (as Jim's face burned scarlet and he looked down at the floor) Selfish! That's the word to describe you! Selfish! Here I am providing you with an opportunity to improve yourself as a human being and all you are concerned about is when you will get your next orgasm. I am really disappointed in you Debbie. Really I am!" Jim started crying yet again. He couldn't think straight and he couldn't understand why. He knew that Maria was only trying to help him and her build a better relationship for their future together, wasn't she? So why was he trying to fuck things up by being so selfish. He could learn to wait for his next orgasm, couldn't he? And as Maria had said, the wait might not be as long as a year, if his behaviour improves. "I'm sorry Maria. I...I just can't seem to get my head around this...I mean...what has happened to my balls and my...you know...cock?" A cold hard sneer was undisguised at it flitted across Karen's face as she stood, pussy aflame, watching the feminised boy's reflection in the mirror. Maria's expression, however, returned to a smile as she said soothingly, "There's nothing to worry about silly. They are all still there. It's just that they have been 'rearranged' so to speak. Now, let me explain. (as she lightly touched the device) Firstly, the material of the device is some sort of special alloy. Simon did tell us what its name was but it really meant nothing to us. All I do remember is that it is one of the toughest alloys in the word and is almost impossible to cut through. Next, you'll see that the device seems to be attached to the skin. That's not the case. What Simon did was to place approximately a dozen or so piercings into your groin. They are all U-shaped piercings that are firmly attached to your skin and just break the surface and no more. Next, Simon pushed your testicles into your body, along with your scrotal sac. Next, he attached the main lattice of your device to the U-shaped piercings by soldering them to it. He did apply a local anaesthetic to your groin before doing so, but you may have to take some painkillers for the next couple of days if you feel any pain or discomfort. The lattice is mostly flush to your skin, which helps keep your balls and sac up inside your body. Next, Simon placed your penis into a separate cage which was attached to the main lattice. This wasn't soldered and is instead on a hinge-type device. It was instead locked onto the lattice with small unique keys that Simon has retained for safety. The reason the part of the device is on a hinge, is for hygeine reasons. Whenever you are showering, all you have to do is undo the clasp here (as Maria did so) and the hinged part stands out from the rest for cleaning and drying. Simon did say that the best way to dry yourself from now on, would be to use a hairdryer down there. There was a slight problem with the hinge part though Debbie. Normally when such a device is attached to someone, Simon returns to the buyer and makes a couple of adjustments after each of the first two months. This is because the penis of the wearer of such a device, which is you in this case, gets used to wearing the device and the hinge part has to be replaced by smaller ones at least a couple of times, to ensure that the device provides the snuggest of fits. However, Simon said that he hasn't yet made smaller ones than the one you are now wearing, so he will have make some especially for you. Isn't that nice of him? The best part about your new chastity device Debbie, is that because it is attached to your groin in a lattice format, when your pubic hair grows out, it will come through the lattice and give you the appearance of having a female bush, which you can trim and shape to keep it looking nice. You may even wish to dye it a nice colour. And not to worry, once your punishment is finally over, Simon will reverse his work." Jim sat the dumbstruck. His mind seemed to be spinning just as fast as his life seemed to spiralling out of control. He sat there for a few moments before he felt Karen lift her hands from his delicate shoulders. Maria rose from her kneeling position and said, "Come on now Debbie, up you get. You can't sit there admiring yourself all day. Let's get you dressed for the day and we can see about getting you started on practising how to put on make up. Pluas I'm sure there are loads of chores you should be getting on with." Jim felt numb and looking up at Maria, he slowly rose from the chair as she took his hand and led him into his new bedroom.

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Punished

Jill knew that she was in trouble the moment she heard the sharp voice of Miss Norton ordering her to halt! It was way past curfew and here she was out in the hall trying to sneak back to her own room. "Hold it right there, Miss Penice!" the head of school security barked. "Do you know what time it is?" "Uh, yes ma'am," Jill replied with a sinking heart. "The why are you where not supposed to be?" Petra Norton intoned evenly. "Well uh, you see it's like this," Jill stammered. "Like what? Petra...

Lesbian
3 years ago
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punished

Steve woke with a splitting headache, he lay in bed getting his surroundings. he did not remember getting home or going to bed, he had been out the night before celebrating his 16th birthday now he was laying in bed with a hangover and cant remember getting there, Steve got out of bed his morning wood sticking up, he got his measure and measured it, 10 inches, he knew the money he had spent on the developer was with it. Steve heard his 10 year old step sisters voice and quickly put his bathrobe...

2 years ago
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TemptationChapter 19

With a soft Yawn, Yumi slowly sat up, feeling the comforter fall down onto her lap, and continued to sit there, thinking about how soft and comfortable the bed was. She then asked herself why her bed couldn't be that soft back home, before remembering that she wasn't at home. Yawning once more, Yumi looked around, and picked up her glasses. As she put them on, she became aware of voices just outside the room. In her still groggy state, she could just barely make out the two bodies that were...

3 years ago
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The Leader of the Band pt1 Band Camp

I climb to the top of the podium, lean against the bars and gaze over the freshly painted lines on the field. I take a deep breath and prepare to address the crowd of almost one hundred band kids. Producing four crisp claps, I command them from the podium. ‘BAND, TEN-HUT!’ I pronounce loud and stern. Many of the returning members snap into attention, while all of the new freshmen look around confused. I smile comes across my face and I continue to address them. ‘Hello, and welcome to...

2 years ago
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Big Game Fatal GameChapter 5

There was nothing special about Elor-4 that made one place more attractive than another. The planet did not appear to be tectonically active because there were no mountains or deep seas. Therefore, we picked a place that was convenient for us and planned to operated from there. Of course, the first thing we did was to send out a fleet of drones to find a suitable pack of hunting Bunnies. There were a lot of what looked like ponds, and that was where the Unicorns tended to accumulate....

1 year ago
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Birthday Work Slave

Ann has been my very loyal and hard working secretary for quite a few years and she has become a very good friend as well. I hired her while she was still going to college and she’s been with me ever since. Over time, we’ve celebrated our successes and we’ve comforted each other when things aren’t going well. During her employment, my wife has also befriended her and I know her husband quite well too. She’s about ten years younger than I, so we’ve watched their two k**s grow up move out to...

3 years ago
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The Stray Nitro nee FidoChapter 4

Jill was out of action for a couple of days. The pounding her ass had taken left her quite sore. Somehow, she managed to go to work, but stood most of the day; sitting was just not an option. "Next time Nitro fucks my ass," She said during Monday night. "We'll have to the Vaseline out. I'm sure I won't take a shit for a week." I laughed. "I don't know what you're laughing at, it wasn't you getting butt fucked by the demon dog from Hades was it?" "The demon dog from Hades?" I...

1 year ago
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Living Next Door to Heaven 3 What Were They ThinkingChapter 6 The Unexpected Agreement

We didn’t want to have a heavy discussion in the car about Brian’s relationship with the two girls from Kokomo. He had obviously been communicating with them far more frequently than I was aware. Thankfully, they were a hundred miles away and none of them had a driver’s license. Of course, if Brian wanted to visit, I could probably be persuaded to drive. The memory of Anna’s soft bosom pressed against mine when we hugged made me rub my legs together in the passenger seat of the car. There...

1 year ago
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Natalies Truth

If you are new to my stories, WELCOME, this story might be read before or after Alone. It is based on the same characters but with a new perspective. Notice: the facts indicated in this story are not real. To my knowledge, they are occurring solely on my mind, although I do have knowledge regarding medical terminology, the names or medical conditions indicated are those of no one I know of. * Another night alone, once again thinking of you but here I am… ALONE This is my life, a boring...

3 years ago
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Going to WarChapter 5 Wrapping Up

July 31, 1994 Happy to be back in Misera, Colonel Naff paused to look around the tarmac. He was the last of the Misera soldier to step off of the plane. He was pleased to see his wife and kids waiting for him. There were a few little items to take care of before he could go over to see them. This had been the first combat deployment of the Misera Army to a location on another continent. The political types had wanted to make a big deal of it so there was a welcoming home ceremony. Both...

3 years ago
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Now I Lay Me Down to Sleep

So here I am again. Cold, lonely, desperately tired. Somehow the room seems completely different without him. Darker, colder, larger even. As if the walls had been moved out a couple of feet. The bed that had always been too small, and the cause of many arguments, now seemed far too big. The expanse of sheets and blankets too much to cope with. I lay right in the middle, flat on my back, the blankets pushed down either side of me, like a vaguely defined burial mound on the dark bed. Oh shit,...

1 year ago
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Spa Story Part 2

Her young womanhood was perfectly formed her swollen clit protruding through her delicate folds. I alternately licked her from her puckered ass hole to her clit then sucked on the swollen bud. The redhead continued to probe my own pussy, but my clit was receiving no attention as she was clearly focused on the Gay threesome on the opposite bench. Sensing my need the young girl reached behind her and began to stroke my pleasure centre. My work was clearly having an effect as the young girl was...

3 years ago
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I Love Hayley

Your name is Patrick Johnson. You're 18, and a Senior at Southview High School. OCTOBER 3RD 1ST HOUR HISTORY As much as you try not to, you find yourself staring atthe shy girl in class, Hayley Hansen, again. It's hard not to. She is one of the cutest girls you've ever seen. She has shoulder length brown hair, big brown eyes, B-Cup tits, and freckles. You aren't a very big fan of freckles, but they look amazing on her. You've only ever talked to her a few times, sinced she'd moved to Southview...

4 years ago
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AlifChapter 23

Ferhana was as puzzled as anyone by Ana's abrupt change of character and appearance. She no longer dressed in the smart modest clothes that made her stand out against the general style of the Brothel. Instead, she had taken to wearing a very short skirt, black stockings, torturously high heels and blouses that barely covered her navel and accentuated the lift of her supported breasts. Her hair was tied back and frizzled loose, and her face had become almost unrecognisable under a mass of...

1 year ago
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Military School Adventures 3

Disclaimer: This story is not intended for inappropriate audiences. If you are too young to be reading this or this story is illegal where you live, then please do not go any farther. This story consists of sex between consenting men and is entirely based on real life occurrences; the names have been changed to protect the guilty. This story is copyrighted and should not be copied or distributed, all rights reserved. Any feedback would be welcome; I do ask that all criticism be...

2 years ago
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Those Three Little Words Part Four

He came back for me…eventually. After a few hours of ‘punishment’ – and after I had worked up a sweat trying to wriggle into any possible position that might free me from the cuffs. When I first heard a car pulling into my drive I panicked. I was frozen with fear about who would be unlucky (or lucky) enough to find me, I was prepared to be majorly embarrassed until I saw His perfect outline approach me in the semi-darkness. ‘Have you learnt your lesson?’ He asked and I could hear the smile in...

3 years ago
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It finally happenedmy sister

You can never plan for your dreams to come true, sometimes it just happens...I like to think that if you obsess about a dream or fantasy that it will never come true, but having both patience and faith will allow it to come in its own time, usually not how you would expect. I had a rather interesting encounter with my sister yesterday and it means so much to me that I have to share it with someone. I was taking a shower at my parents house in preparation for a job interview (I keep nice clothes...

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