The Bet - Chapter 12 free porn video

The Bet by Karen Singer Chapter 12 (Wednesday - week 2) Sharp little pinpricks to his private area slowly seeped their way into his dreams, increasing in strength. He groaned for the hundredth time and came partially awake. He hadn't slept hardly at all because of those pinpricks. He rolled over on his blow-up mattress as best he could since his diapers were so swollen that maneuvering was difficult - especially now with the chastity device she had locked onto him. That by itself was a nightmare to deal with - even when it wasn't hurting him. Finding a comfortable position to lay in was even more challenging. The pain of the pinpricks died away and he fell blissfully back to sleep, but only for a little while. His alarm clock began blaring loud music. He jolted back out of his sleep with a start, trying to comprehend the commotion. No, the device wasn't hurting him just then. Finally he realized his alarm was signaling that it was time to get up. He pounded his fist on the bed and rolled into another semi-comfortable position, again. But the loud music was still there. Cursing under his breath, he got to his feet and turned the music off. He stood there for a while just looking at the floor, totally fogged out, not even trying to make sense of anything. His diapers felt like one huge solid ball between his legs. But that was beginning to feel normal to him now. He wanted to go back to bed. To sleep, for a week - at least. But there was some reason why he couldn't. What was it? Why couldn't he go back to sleep? Finally the reason seeped through. Oh yeah, it was time for another baby bottle. Then he had to get ready for work. Ugh! Walking into the kitchen was more like swinging one leg after another around the huge bulk of his diapers. But that too was feeling more normal to him. He didn't even think about it. He opened his refrigerator, Mel had restocked it again yesterday. Way too many baby bottles - and nothing else. He grabbed one at random and put it into his mouth as he headed back to his mattress. Her lousy tea again. He laid on his back and held it to his mouth like a baby and drank. He was very well used to that too. It was almost comforting now in a way. But he was too tired to realize it. As he drank, the need to pee seeped partially into his brain, he let it loose immediately, without thinking of holding back, just as he had most of the night so he could get at least some sleep. He began concentrating on the feeling of the pee rushing out of him. It was better than concentrating on other things that might make those little pinpricks come back again. The feeling of peeing felt good just then. He relaxed and enjoyed it. But all too soon it was over. He couldn't tell one bit of difference to his diapers. They were that wet. His foggy brain woke up a bit more as his bottle finished. He carefully rolled to his feet and carried it back out to the kitchen. There was a collection of empty bottles on his counter. This made bottle number five. Way, way too many. He went back into his bathroom to shave and brush his teeth, not sure if he wanted Mel to be early so she could change him sooner, or late so he could go back to sleep. Mel poured herself a cup of coffee and took her first sip. Mmm, it tasted good. She just hoped it would wake her up quickly. She thought for the thousandth time about Chad. Had he slept well? Had he slept at all? Did the device she locked onto him hurt him too much? She had no answers. She had worried about him all night. But the only way she was going to get those answers was to go see him. That time was approaching. She took another sip of her coffee and started to get ready, only throwing on some jeans and a t-shirt. She would take her time getting ready for the office later. She grabbed her keys and went over to his apartment, unlocking his door with her copy of the key. She heard water running in the bathroom. At least he was up. She went to see him. Chad turned his head while he was shaving and saw Mel standing in his bathroom doorway watching him. He hadn't heard her come in. He realized that going back to sleep was out of the picture now. She was just standing there watching him. "Good morning, Mistress," he said. "Good morning, Sissy," she replied. Chad went back to what he was doing. When he had finished shaving she took his onesie off of him and helped him get his diapers off again. When he was finally naked, Chad looked down. It was his first glimpse of the device she had put on him last night. It was all clear plastic, totally covering every bit of his penis. There were small slits in it for cleaning or to let his pee out, but touching himself was obviously impossible. The way it was molded, it held his cock firmly straight down so it couldn't go in any other direction. There was a band wrapped tightly around his balls and the base of his cock that held it tightly to him. He reached down and touched it. It felt hard. He could feel nothing of the touch of his finger from inside. As he looked closer, he could just see the tiny little jagged spikes that dug so painfully into his skin the moment he got any larger than he already was. He suddenly felt the start of the pinpricks from those spikes again and took his hand away. The thing was a nightmare. An absolute nightmare! Sighing, he looked up at Mel who had been watching him. "Okay, enough, into the shower now and get cleaned up." While Chad was in the shower, she picked out the clothes she wanted him to wear for the day, then she found his purse on the living room floor where he had dropped it last night and carried it into the bathroom. It was heavy since it held all of his makeup. A short time later, Chad was again diapered with a fresh suppository up inside of him, and once again wearing his all-in-one girdle with pantyhose over it. The girdle compressed his chastity device against him tightly, but surprisingly it helped to hold it in place better so it bothered him even less. The thing that he really wasn't used to now was that the chastity device held his penis straight down - permanently. He wasn't used to that and it felt strange. There was a very tiny extra bump in the front of his girdle now but all the diapers over it almost totally hid the cruel device that caused that little bump. Once again it was makeup time. But this time Mel began by showing him how to apply his eyeliner. This was by far the most difficult thing he had tried yet. Over and over again he tried but he couldn't get the lines exactly right. Finally Mel said, "Close enough. Leave it and do your mascara and eye shadow now." Chad did as he was told although he wasn't happy about it. Obviously Mel was going to require him to wear the eyeliner to work too. Why? She had to know that he was still washing it all off as soon as he got there. "Put another coat on the mascara," she instructed before he finished with it. "I want it to be a bit more visible today." The little pinpricks were suddenly back again. He paused in what he was doing to let them settle back down a bit before he was capable of continuing. Then he went back to making his mascara a bit heavier. He still had to wonder why she was bothering. When it was time for him to get dressed, Mel handed him another of his male shirts, then the navy blue female slacks he had bought a few days ago. He wasn't happy at all to see them, but he knew to expect them since she had fixed it so he couldn't get at any of his male pants. The biggest surprise of the day though, was when Mel handed him the low heeled pumps that he had worn all last night instead of his male shoes. The pinpricks suddenly came back in a major way, and they didn't seem to want to go away this time. He set the shoes down on the floor, but he had to back away from them. The device was hurting him too much. He waited, desperately wanting the pain to die down. It did finally, but not much. Mel watched as Chad tried to deal with the pain of the device. She knew she had to be patient and just let him learn to deal with it. In a way, she felt sorry for him, but she wasn't going to back down now - for any reason. She knew without a doubt that what he was going through now was critical. Chad's pain finally reached a level where he could tolerate it, some. He approached the shoes and slipped his left foot into one. The pain started to come back again. He had to push hard to get his foot all the way into the shoe since it was a bit tighter than he liked. The shoe was on and there was now a partial ring of fire against the base of his cock. He had to pause, desperately willing the pain to go away again, but it stayed. Fighting through it, he put the other shoe on. He was now wearing women's shoes to go to work in... they went right along with the women's pants he was also wearing... which also went all too well with the pantyhose and the all in one girdle and the makeup and the purse he would be carrying later. He was going to have to go to work again dressed like this. Just thinking about his situation was fueling his sexual need in a major way. His cock was desperately trying to get hard where it obviously couldn't. The little amount of swelling it was trying to do now had those miserable spikes firmly digging deeply into him, causing him immense pain. He grabbed at his crotch uselessly, prancing around the room half doubled over. Why did he have to be so turned on by all of this? It took him four or five full minutes to even begin to get the pain under control. He dared not look down at his shoes because every time he did it acted like a signal to start the pain all over again. He tried desperately to not think about his situation, but that was impossible. Worse, even the pain was now fueling his need. Eventually, he was able to come to grips with what was left of the pain... at least enough to function. Mel had stood back and watched the whole process with a resolute expression on her face. Chad had to know that despite the pain that he felt, she wasn't going to release him. When it looked like he was finally recovered enough, she left him to prepare his diaper bag for the day. As she was putting the two fresh bottles in it, she glanced at the time, it was getting late. Too late. There wasn't enough time to give him another bottle before he left. Chad had finally come out of the bathroom and was waiting in his living room for her. "You forgot your purse," she said to him. He seemed to sigh a bit but he turned around to go get it. "Make sure you bring all your makeup with you today," she called behind him. She got no response, but when he came back out again, she could see that his purse was fairly full and heavy. She handed him his diaper bag. "Have a good day," she told him as she opened his door for him. He looked at her with an almost menacing expression on his face for a few moments before he turned and walked outside. As he walked further away she said softly, "And good luck!" She could have been soft on him this morning and not made him wear anything new after putting the chastity device on him, but she had been a lawyer too long. She looked at it the same as if she were grilling a hostile witness. You could be soft or hard and change your tactics in mid-stream, but once you made a little chink in their armor, no matter what, you never backed down. You just kept hammering at them till they finally cracked. Chad forced himself to take one step after another as he headed down to his car. Just walking outside like he was had caused another flare up of the pain, but he was dealing with it better now. He got into his car and set his bags down on the passenger seat and closed his car door. He closed his eyes, trying to will the pain to go away. He sat there like that for a while before he was finally able to do anything else. When he finally felt strong enough to drive, he realized that he didn't have his keys, they were in his purse. He had to dig through tons of makeup to find them, a major nuisance. But finally he was able to start his car and drive straight to work. He didn't have time to stop for breakfast on the way. When he got there, he automatically reached into his console and pulled out the socks he had hidden there. It was difficult to do in the car, but he pulled one shoe off and slipped one of the socks on. Then he tried to put his shoe back on. It wouldn't go. The shoe was simply too tight and his socks were just too thick. There was no way. But he continued to struggle anyway. The sudden loud knocking on his car door window made him jump, scared out of his wits. He turned and looked up and saw Robin standing there. "Are you all right?" she asked through his closed car door. He nodded. "Yeah, I'm all right." He replied dejectedly. She knocked again on his window. "Open up." Without thinking he opened his car door. "Hi Chad," she said. "I saw you struggling with something and I just thought I should check." He nodded to her again. But instead of answering he suddenly just laid his head against his steering wheel. "I'm not having the best of days," he told her. She didn't say anything, but just stood there, waiting for him. Finally she asked quietly. "Are you going to show me what you're wearing?" Chad sat back in his seat. Knowing there was no avoiding it, he swung his legs out of the car. His one foot with the sock on it looked all too obvious in the bright morning light. "What are you doing?" she asked. "I was trying to cover up my pantyhose with these socks," he explained, "but now I can't get my shoes back on!" She looked back at his feet. He hadn't been wearing women's shoes yesterday, but obviously he was today. "I don't think you can wear those socks with those shoes," she said. "And they don't match anyway. Why would you want to?" Chad just groaned and reached down and pulled his one sock off with a swift pull and threw it angrily onto the floor on the passenger side. Then he found his other shoe that was still off and slipped it on. "There," Robin said, "that looks much better. Ready to go to work now?" Knowing that it was inevitable, Chad reached over and grabbed his purse. He opened it and pulled his cell phone out, then he grabbed his keys from the ignition and put his purse back on the seat again. "Why don't you carry it?" she asked. Chad's reply was filled with frustration. "Because this is all humiliating enough! That would only make it worse!" "Then why are you doing it?" Chad didn't answer. Instead he got out of his car and slammed his door shut. "Oh for heaven's sake!" Robin said. "Carrying a purse with the way you're dressed right now can't be that much worse! Grab the thing and get it over with!" Almost angrily, he reopened his car door and grabbed his purse. Then he closed and locked the door. "Satisfied?" he asked with more annoyance than he should have. "It's not me who needs to answer that," she said as she started walking towards the building. Chad fell in beside her, feeling all the more foolish today about the way he was dressed than he did yesterday. "Sorry," he said softly to her. "Your purse looks a little heavy," she noted. "What have you got in there?" "All my makeup," he replied. "I noticed your eyes this morning." Chad grunted. "I'll wash it off as soon as I get inside." "Why bother?" Robin's desk phone rang. "This is Robin." "Hello girlfriend. It's break-time... and we all want the scoop on Chad. We saw you walking in with him and we're dying to know. So get your ass down here." Robin laughed. "I'll be right there." A few minutes later she was pouring herself a cup of coffee and sitting down with a larger group of her lady friends than she usually saw during her break. "Okay, now what's the story with Chad," one of them asked immediately. "That's just it... I don't really know. He won't talk to me about it." "But we saw you walking in with him this morning." "Yeah, and it was weird, he was trying to cover up his pantyhose with socks, while at the same time he was wearing everything else. I mean, how dumb." She then went on to tell them everything she had seen during the last two days. "So you think he's going to exercise classes during lunch?" one of them asked. "That's what it looks like. But I can't imagine that they'd really let him in." "Maybe they're hurting for business," another of the girls suggested. "That place? Not likely," another one replied. "Well, one thing's for sure, something is going on with him," still another woman said. "And were counting on you," she pointed at Robin, "to keep us all informed." Robin laughed along with everyone else. "I'm dying to know myself what he thinks he's doing." The judge's gavel came down with a small bang. Mel's elation over winning the case took off as if the gavel were a starting gun. Her client, Mr. Baxter, raised his arms in a victory celebration. She stood up and shook his hand. He and the two company executives with him were all smiles, as they should have been. She had just pulled off a major victory for him and his company. Once they were out in the hall, she shook hands with all of them again. Then she turned to Mr. Baxter himself. "Could I talk to you privately for a moment?" He raised his eyebrows a bit but excused himself from his two friends. Mel led him further down the hall then opened a door to one of the meeting rooms and looked inside. Empty. She led the way in and closed the door behind them. Baxter was obviously curious about her odd behavior. "What's up?" he asked as soon as the door was closed. Mel smiled at him. "We just won a major victory in there." "Don't I know it!" "I saved you and your company a small fortune." "I'm well aware of that," he replied. "You know that my fees for this case are going to be a lot." "I'm aware of that too. But you did save us from far worse." "Well, I have a bit of a proposition for you." He looked at her warily. "Okay, I'm listening." Mel nodded. "How would you like me to wave all of my fees, completely?" That got Baxter's attention. More warily than ever he asked, "How?" Mel took a deep breath before she began. "I'm looking into the interests of one of your employees. His name is Chad. I think he works in your internet department." Mr. Baxter searched his brain for a moment. "Chad? I'm not absolutely sure, but I think I know who you're talking about. What about him." "He's going through something difficult right now..." "Divorce?" Mal laughed a bit. "That too. But no, something else entirely." "You want me to promote him or give him a raise? Is that it?" Mel shook her head. "No, not at all. Look, he's going to be exhibiting some strange behavior for a while. In fact, it's already started." "And you want me to have a talk with him about it. Is that it?" "No. That's exactly what I don't want. What I want is for you to leave him alone entirely. And especially don't fire him. Don't even acknowledge anything different about him at all till this is over. Ignore his situation completely." Baxter looked doubtful. "You said strange behavior. I have my other employees to think about. I won't allow any chance of them being endangered." Mel shook her head again. "Don't worry, there's no chance of that at all." "You're sure about that?" "Very." "And you're going to waive all your fees? Completely?" "All of them." "And I just have to ignore whatever ruckus he's raising down there." "Just take a hands-off policy as far as he's concerned... You - and your managers." He nodded. "And how long do you think this will last?" "It's hard to tell. A few months probably, maybe as much as a year. Look how long your case took to settle. They kept delaying and delaying." Baxter nodded his head. He understood that concept perfectly. Then he had another thought. "We could probably set it up so that he could work from home. Would that be better?" Mel thought about that. "No. Maybe at some later date we can look into that further. But for his sake, right now, I'd like him to stay at work." Baxter seemed to think about it for a while. "Okay," he finally agreed. "I'll try it." Mel shook his hand. "And I'll make a note to cancel your billing - unless you back down or interfere." Chad sat at his desk, actually getting some work done. It was easier to concentrate on work than to think about anything else - especially things that might be painful. But the thought of the device he was now wearing was never very far from his mind. It was no longer hurting him at all, but he could feel the constant pressure of the retaining ring all around his private parts as his girdle pressed constantly against it. Not a bad pressure, it was just there. Curiously, he felt less pressure against his penis since that was now encased in the hard plastic. He finished a minor section of the project he had been working on and stretched his arms a bit. Not all that long ago he would have gone down to the break room a while ago with his friends for some much needed coffee. For the past two weeks now, he hadn't gone at all. He really felt the need for some coffee just then. He was so tired. But there was no way he was going to go anywhere dressed the way he was. He hadn't had quite as much to drink this morning which was nice so he had only wet himself a few times - really, not too much at all. There had been no major signs of activity from the suppositories in him either - which he really appreciated. He thought again about the chastity device he was wearing. He had wanted to examine it closer this morning but Mel had only allowed him a few brief seconds. He rolled his chair back a few feet and glanced up and down the hall. All quiet. Most people would be back from their morning breaks by now. He got up and headed to the men's room. As he hoped, the men's room was empty. He went into one of the stalls and again got completely undressed. He sat down on the toilet and started to examine the device a bit closer. Disappointingly, there wasn't much else to see about it. He flicked the hard plastic that covered his penis with his fingernail, but he really didn't feel much of anything from it inside. He pulled on the device a little and immediately the teeth that were up against his skin dug in deeply. He stopped pulling quickly. He tried everything he could think of to try to get out of it, but either nothing worked at all, or he was immediately subjected to intense pain. He sighed. He was stuck with the thing till Mel finally decided to remove it. Perhaps because of the fact that he was sitting naked on the toilet, the suppository in him finally decided to do something. Gladly, he let it all out and wiped himself clean afterwards. Then, because there was nothing he could do about the device, he got fully dressed again. As he was walking back, he saw Robin push her chair back out of her cubicle a bit, waiting for him. "I noticed you heading up toward the bathrooms earlier," she said as he approached, "wow, you were in there so long I was about to call the fire department. Are you all right?" "Yeah," Chad replied. "Sometimes these things just take a while. You know?" Robin laughed a bit. "Yeah, maybe I do." As he was starting to walk into his cubicle, she asked, "Hey Chad. So why the hell are you wearing a man's shirt when everything else you're wearing is for women?" Chad opened his mouth to reply, and then he closed it again. He didn't really have an answer he was comfortable telling her, so he shrugged his shoulders and said, "I don't know." "You're weird, you know it." He smiled and nodded. "Yeah, I know." "And what was that with the socks this morning? I mean that was really dumb. You don't wear men's socks with shoes like that. It's like you're trying to do everything wrong." Chad again had no answer. He just couldn't tell her what was really going on, although most of it was all too plain for everybody to see. He finally just shook his head and shrugged his shoulders and went straight into his cubicle and sat down. But Robin's cubicle was right next to his. Still sitting in her chair, she pushed it the short distance from her cubicle over to his cubicle and all the way inside. He turned, surprised to see her. "Chad. You've got to know that everybody is talking about you." He nodded. "I know." His answer seemed so dejected. "So what's going on?" "I told you, I don't want to talk about it!" Robin shook her head. "Well everybody else is talking about it." "Yeah, well..." She kept looking at him. "You look tired," she said. "I didn't get much sleep last night." "Because of this?" she asked. "Kind of." "You're not being very helpful," she complained. "Well, I said I don't want to talk about it!" Robin was getting frustrated. She just wanted answers and he was being very stubborn. Finally she tried something else. "I'm glad you kept the eye makeup on this morning." Chad really wanted her to go away. He understood that she was just trying to find out what was going on, but there were too many things he either couldn't tell her, or he didn't know himself. "Like you said," he replied, referring to his makeup, "why bother removing it." "So why don't you add a little lip gloss too?" she asked, trying hard to not sound teasing. "You said you had all your makeup with you. Why stop with just your eyes?" Chad was getting very frustrated with her. He shook his head. "Look," he said one more time, "I don't want to talk about it. Okay?" Robin shook her head. She couldn't get anything from him. "Yeah, yeah. Okay." She started to push herself backwards again out into the hall. "I'm right next door if you want to tell me something... or if you need any help," she told him. He nodded. "I know." And then he added, "Thanks." Dejected and frustrated, Robin pushed herself back to her own desk. But work was far from her mind. She just couldn't figure Chad out. There was something going on for sure. The more she talked to him, the bigger that something seemed to get. But he was just too damn stubborn to tell her! Chad was ever so glad when Robin finally left him. He knew she meant well. Heck, they were sort of friends. But there was no way he could tell her about the bet... or the consequences of it. Let her draw her own conclusions he finally decided as he once again opened up the project he was working on. He yawned. Yeah, coffee would have been good this morning. At lunchtime, Chad again hurried out to his car and drove to the gym. The receptionist inside looked him over all too carefully again as he walked in. "Hi Sissy," she said tauntingly. "Hi," he replied. "I'm here to see..." "I know, I know," she interrupted. She was still looking him over carefully. "Love your eye makeup," she said. Chad blushed. Now he knew why he should have washed it off earlier. "Look, will you please just get Cassie." "I'm going," she said sassily as she sauntered off, slowly. She came back with Cassie in tow a few minutes later and Cassie again led him back to the office. He didn't feel quite so embarrassed walking through the room full of exercising women today as he had before, but it was still bad enough. "Pretty eyes," Cassie said as soon as she had closed the door behind her. Chad blushed. "I was going to wash it off, but figured why bother - because of everything else I'm wearing." "You've got a point," she replied. "So, you've been washing it off every morning?" she asked as Chad started to get undressed. "Yeah, but it was really only some mascara. Before, you couldn't really tell that I was wearing anything... different." "Well, you can certainly tell a bit more now, although to be honest, I think you've got a long way to go... Like your shoes by the way," she added quickly as she saw him kicking them off. "I'm surprised they're not high heels." "They were Mel's idea," Chad said. "They're a bit too small for me." He looked up at her then, "They're still a lot more comfortable than high heels though." "Sissy, you don't have to tell me. I've worn out more pairs like that than I can count. Now lay down and let's get you changed." Chad laid down on his back and Cassie knelt over him and began untaping his diapers. He suddenly thought about his chastity device, did Mel tell her about it? He didn't have to wait long to find out. "What the hell? What the heck is that?" She reached down and grabbed it lightly. Little spikes of pain suddenly registered in Chad's brain. "Mel put that on me last night," he told her. "Please... don't pull on it. It hurts! I'm having a very hard time getting used to it." Cassie examined it carefully. She pulled on it gently a few times, rocking it back and forth to see it better. His penis was completely encased in the thing. And it seemed to be firmly locked in place. She squeezed as best as she could on the hard plastic. "Can you feel that?" she asked. "Only you pulling on it," he replied. "Nothing else?" "Just pain!" She gave up touching it. "So what hurts? I can see that the thing is fairly small, but there is still plenty of room inside. You don't fill it completely - as small as it looks." Chad actually blushed. "There are these spikes that dig into me painfully any time I even think about getting a little bit hard or if I try to pull it off. And they really hurt." Cassie bent down and examined it a bit closer. Finally she located the tiny spikes. "You mean those little things hurt so much?" "Like you wouldn't believe!" he replied. Cassie sat up straighter and sighed. "Mel's taken away all my fun." "Mine too." She laughed. "Yeah, I guess she has." From that point on, Cassie was all business, inserting a new suppository and replacing his wet diapers with fresh ones. Then she realized that she had forgotten his baby bottle. She reached into his bag and grabbed one. "Better drink this before you get dressed, baby. And don't be too slow about it." Chad reluctantly did as he was told. He had been hoping that maybe she would have forgotten the bottle. A little while later, as soon as Cassie had led Chad back out again, Cassie grabbed her cell phone and dialed Mel's number, hoping that Mel might not be too busy to pick up. She got lucky. "Hello?" Mel said into her phone. "What the heck was that?" Cassie asked immediately. Mel instantly smiled. She recognized Cassie's voice and also knew instantly what she was referring to. "That's his latest phase of training," she replied. "God, I couldn't even touch the thing. And he says it hurts if I pull on it too much." "It's supposed to hurt. That's to keep him from removing it." "Well it looks like it works well enough. Hey, speaking of removing things. Did you know he's been washing off his mascara in the mornings? He told me. I didn't even know he had been wearing any." "Was he wearing any today?" "Yeah, full eye makeup. And it didn't look too bad either." Mel was all smiles. "Good. I figured he was probably washing it off. I'm really just surprised that he didn't remove it today." "Hey, you know that that plastic thingy you put on him has taken away all my fun too. I hate to say it, but I was kind of enjoying being really mean to him by teasing him and making him all hard before I wrapped him back up in his diapers again. I know how frustrating that's supposed to be for a guy. I hope you don't mind." Mel laughed. "Mind? Not at all. In fact, I'd like you to continue if you will. Do whatever you can to stimulate him down there. He's supposed to be learning not to get hard from it anymore." "Not at all?" "Nothing!" "God! Why?" "Because he can't pee when he gets hard and I need him to be able to pee at the drop of a hat. I don't want anything to interfere with it." "Okay..." Cassie replied, dragging the word out. "So you want me to keep playing with him?" "Yeah, if you can." Cassie sighed. "I'll try. Oh hey, I almost forgot. Sandy wants you to stop by tonight. She has something she wants you to look at. You know, she's very jealous of me because I get to play a bit with Sissy and she doesn't." "She's jealous?" "Yeah, she grills me about it every night." "She sounds a bit like my secretary, Andrea. What's Sandy got for me to look at?" "I have no idea. She just phoned me about it this morning and asked me to tell you." "Okay, I'll stop by after work." Chad yawned and stretched his arms. He immediately felt a slight need to pee again and let it out. He had gotten a large coffee with his lunch after his diaper change because he had been so tired all morning. The coffee had helped, some, but it had also helped to keep him peeing too. He realized that he didn't really even care about that part. But now, it was getting on in the afternoon and the affects of the caffeine had defiantly worn off. He was feeling so tired again he just wanted to lay his head down on his desk and fall asleep. Did he dare go down to the break room and get some coffee? Break time was over for most people, but there were no real rules about going down there anytime. Many people stopped in to grab coffee all day. He stifled another yawn. Did he dare? He rolled his chair out to the opening of his cubicle and glanced down the hallway, there weren't many people around just then. Did he dare? He was just about to roll back to his desk again when Robin walked out of her cubicle. "Oh... Hi," she said to him, clearly surprised to see him there. "What'cha doin'?" "Just looking around a bit," he replied. "Why?" She saw him blush a bit. "I was kind of thinking of getting some coffee." "And you're afraid to walk down there because of the way your dressed." "Yeah, something like that." "So just go! You came to work that way." "It's not that easy!" He yawned again. He just couldn't help it. "It looks like you really need that coffee." "Will you get some for me?" She looked at him for a moment before she answered. He had been stubborn and rude to her earlier. "No. You can get it yourself." He sighed and rolled his chair back to his desk again. Robin followed behind him into his cubicle. She pulled on his arm. "Come on. I'll walk down with you. Will that help?" She really wasn't giving him much of a choice. And he did need something to keep him going for the rest of the day. Reluctantly, he let her pull him to his feet. He would have stopped at the opening to his cubicle to look around, but she dragged him right out into the hallway and just kept going, keeping a hold on his arm all the way. Chad wasn't sure if she was helping him, or showing him off. It was a long walk, through several hallways to the break room. Mostly, the hallways were empty, but there were a few people that they passed. Too many of whom eyed Chad closely with looks of surprise. Chad realized that the ones who seemed to react mostly to him were all women. Maybe the men weren't really noticing him yet - he hoped. Most of the hallways had been carpeted, but the break room had a tile floor. As soon as they walked into the room, Chad could clearly hear the sound of Robin's heels on the floor... and his too. There was only one other man in the break room, pouring himself a cup of coffee. The man at the coffee pot looked up briefly, then looked back down at his coffee again. As soon as it was ready, he grabbed his cup and turned around. But Chad and Robin were closer to him now. Chad saw the man's eyes lock onto him and stare, all too closely, at every detail of the way he was dressed. The man looked like he was about to say something, but Robin was walking up to him. "Excuse me," she said before he had a chance to say anything about Chad, "can we get at the coffee?" The man stepped aside and Robin walked right up to the coffee pot and picked up a cup from the stack. The man backed away toward the door, sipping at his own coffee, never taking his eyes off of Chad. Finally, he turned and left the room. Chad kept watching the doorway behind him. "Aren't you going to get some coffee?" Robin asked as she dumped a little creamer into hers. Chad turned around and grabbed a cup and poured some coffee into it. "Creamer?" Robin asked holding it out to him like there was nothing out of the ordinary going on at all. "No thanks, I like it black," he replied. He was about to head back to his desk, but Robin sat down at one of the tables instead. What was she doing? He couldn't stay here. "Don't you want to go back?" he asked. "No, I need to get away from it once in a while. Don't you?" Reluctantly, he sat down with her and took another sip of his coffee. She was staring at him, not taking her eyes off of him while she sipped slowly at her drink. "What?" he finally asked. "Nothing," she replied. "I was just trying to imagine how you would look with a little more makeup. That's all." Chad rolled his eyes. Women! "So how come just the eyes?" she asked. Chad's nerves were suddenly grating. But he answered her anyway. "Because that's all I know how to do." "Oh," she answered. "I guess that kind of makes sense... in a way." Then she was silent again, but she was still looking intently at his face. Chad kept sipping slowly at his coffee. "So why the eyes?" she suddenly asked. "What do you mean?" "I mean, why not lipstick or foundation, or anything else? Why just the eyes?" Chad's nerves were starting to grate again. "Because that's all she showed me how to do!" he answered angrily. Then he realized what he had just said. Had he said too much? Given too much away? But Robin picked up on it instantly. "She?" Oh God! Why couldn't she just leave him alone? "I don't want to talk about it!" he replied. Robin knew she had just made a small dent. But it was only a tiny one before he had closed down again. But she wasn't quite ready to give up yet. She sipped at her coffee for a few more moments, giving him time to settle down again. Then she asked. "So did you ask her to teach you?" Chad just shook his head. She wasn't going to leave anything alone! "No... Yes... well, it's complicated." "What's so complicated? Either you asked her to show you how to do your makeup or you didn't? Which?" Chad was beside himself and almost angry with her for asking. "No, I didn't ask her to show me how to put on makeup. It was part of something else we agreed on." "What?" But Chad was really getting frustrated. Too frustrated. "I said I don't want to talk about it! Okay?" Robin took the last sip from her coffee and stood up again. "Okay, I get it! I'm just trying to help, that's all. I was just trying to look out for you a bit. But if you don't want me to..." Chad felt even more frustrated. He knew she really meant well, but women... They could be so nosy! "Look," he replied, "I'm sorry. I didn't mean to make you mad. But this isn't exactly easy for me." "So what isn't easy for you?" she asked. Chad just looked at her, then he turned away and headed for the door by himself, his head hung down and looking at the floor all the way. He threw his empty cup into the trash on the way out. Robin stood there and stared after him. She had made some progress, finally, but did she know any more than she did before? She wasn't really sure. All she knew was that she was right, there was something major going on here, a lot more than it looked like on the surface. Knowing the only way she was ever going to learn anymore was to stick to him, she ran after him, and again put her arm through his as they walked together back to their desks. Chad's cell phone beeped again just before quitting time. Again, it was a message from Mel, telling him to go home again where he would find more instructions. He was glad. He was way too tired to do anything else. He just hoped that whatever Mel had in store for him for the evening would be easy. He really just wanted to go to bed and sleep - forever! When he finally got home, he found a note again on his kitchen counter. Sissy, Drink one baby bottle. Change your diapers. No girdle today Pantyhose Wear a bra and stuff it with more pantyhose Same skirt, blouse, and shoes as yesterday. Do better with your makeup! Drink another bottle. Pacifier in your mouth whenever the bottle isn't! I put the key in your top dresser drawer today. More instructions at my apartment if I'm not home before you get there. Your Mistress The note didn't really surprise him, except the part about no girdle tonight. That alone made him glad. He was also glad that he could finally get changed. Going to his refrigerator he pulled out another baby bottle and started drinking it while he walked through to his bathroom. As soon as he started drinking, a small urge to pee hit him and he let it out immediately, as he had been doing for quite a while now. He undressed while he was drinking his bottle. As he rediapered himself, he was aware that for once he wasn't going to have another suppository stuck up his backside. But the last one that Cassie had put in him had yet to do its job, so he was still worried about that situation. He was a lot more comfortable without his girdle, and there was a lot less pressure on his chastity device. He realized that he had felt hardly any pain from it all afternoon. Was he starting to get used to it already? He really hoped so. The darn thing could really hurt. He also hoped that Mel wouldn't wait too long to grant him some relief. But as he started working on his makeup, he couldn't help thinking about what he was doing, while wearing diapers, and having to wear the chastity device. The more he looked at himself applying makeup like a girl, the more the little pinpricks started to become something more painful. He tried to not think about what he was doing, but it was impossible. The more he thought about doing something girlish, the worse things got. Finally, he had to stop applying the makeup and just walk around a bit, trying to let the pain calm down. He grabbed his baby bottle to drink from while he walked around, but just putting the thing to his lips reminded him of that sissyness too, and it set the pain off all that much more. He was forced to put his bottle back down again. The damn device was taking all the fun out of everything for him. Desperately, he waited till things calmed down a bit more before he once again continued applying his makeup. It seemed like every little sissy thing that he did was setting off the pain now. But he kept at it because there was nothing else he could do. He just kept trying desperately to control himself to limit the pain. And eventually, it worked - to a point. With his makeup finally on, he fastened his bra around his chest then put his pantyhose on. Fortunately, neither of those actions made his pain any worse. It did kick up a bit however when he started to stuff his bra, but fortunately it didn't last long. He opened his closet to get his clothes. The first thing there that he noticed was the box that hadn't been there before. The box couldn't be missed because it was wrapped up in layer after layer of Mel's cling wrap. The next thing that he noticed was that he didn't see a single pair of his male shoes anywhere in his closet. He had no doubt at all as to what was in the box now. And he wasn't very happy about it. It would mean that from now on, wherever he went, he would only have women's shoes to wear. But then, didn't he have the same problem with his pants now too? When he was finally dressed, he finished his first baby bottle, then he grabbed his second one. But by now, he needed to pee again. Mel's darn tea always did that to him. Wishing he had been able to keep his diapers dryer for at least a little while longer, he allowed himself to wet again as he started on his second bottle. Mel parked her car in her usual space in front of her apartment. She noticed that Chad was there already - as he should be. She also spotted Cassie's car and Sandy's too. "No time like the present," she muttered to herself as she got out of her car. She walked up the stairs and knocked on Cassie's door. It took a moment, but finally Cassie opened it. "Hi Mel," Cassie said immediately as she stood back to let her in. "Hi Cassie," Mel replied. "Sandy!" Cassie yelled toward their bedroom. "Mel's here." Sandy came out almost immediately. "Hi Mel. How are you?" "I'm fine," Mel replied. "Cassie said you wanted to see me?" Sandy was all smiles. "I wanted to show you something I found." She went over by her cluttered work area and dragged a bar stool into the living room where she set it on an open piece of the floor. The stool had kind of a captain's seat on top with arms and a backrest. It didn't look like the swivel kind, but rather a cheaper one with fixed legs. In fact, the whole thing looked a bit shabby. Sandy stood back beaming. "Well, what do you think?" Mel was at a loss for words. "About that?" "Uh huh!" "Well, I don't really need a bar stool and it won't go with any of my furniture." Sandy shook her head. "Not for you. For Sissy." "Oh! Well, he doesn't have any furniture except just the one chair. But why should he need that?" Sandy looked at her like she was crazy. Then she just shook her head. "Mel, you have no imagination!" She turned and went back to her work desk and picked up a drawing pad and bought it back for Mel to see. She turned the cover over and handed the drawing to Mel. Mel looked at the drawing. It was certainly done well. "It's a baby's high ch..." But that's as far as she got before she noticed something else. She glanced from the drawing to the bar stool and back again. Then she did it again. Her mouth open wide. "This... is that!" Sandy was all smiles now. "What do you think?" "It's great! Better than great! And your drawing is fantastic!" "Thanks," Sandy replied, pleased by Mel's compliment. "Are you interested?" Mel looked up from the drawing again. "Of course I am. But what will it take to make that," she pointed at the bar stool, "look like this?" she held up the drawing. Sandy laughed a bit. "Less than you might think. I got the stool for free from a house I'm redoing. They were throwing them away. There's a carpenter I work with who I think can do the other modifications fairly easily. Then there's just the matter of painting and finishing it. "And how much will your carpenter charge?" "For this? I wouldn't think it would cost too much at all. The chair doesn't really need much work and that would be the hard part. Of course, the final amount would also depend on if you want to do the finish painting yourself or not." "I'm not the handyman type at all. How much for everything, completely finished?" Sandy frowned. "Well, I guess I can do the painting and finishing myself, but I'll have to check with my carpenter for the rest first. I'll let you know." Mel nodded. "That's fine. And when you see him, try to get a good price for the work... then tell him to go ahead. I'll pay it! But let's just try to keep this a secret from Sissy till it's ready." Sandy and Cassie both giggled. "That much we can certainly do," Sandy replied. "So what's new with Sissy?" Sandy asked. "Cassie told me about that thing he was wearing when she changed him earlier." Mel sat down and told them about the latest with Sissy. Between them and Andrea she was wishing she could get them all together for one conference and get it all over with at the same time. But she was polite about it. "You know of course, that I'm jealous," Sandy said when Mel had finished. "Cassie gets to play with him every day and I don't." Mel shook her head, "I don't know what to tell you. But if I can think of any way you can help, I'll let you know." "That would be great!" Sandy replied. "Maybe I can babysit for him sometime or something." Mel raised her eyebrows. "Now that might be a possibility. I just don't know when." Sandy and Cassie both giggled like schoolgirls together. Mel wasn't sure if she wanted to picture Chad in their clutches or not. Then, because Sandy seemed so interested and because she had made such and effort with the highchair, she said, "If you like, you can stop by later. I have something new I've been kicking around in the back of my mind for his training tonight. You can watch for a bit if you like." Both girls jumped at the idea and squealed with delight. Mel wasn't sure she should have really extended the invitation, but they both were helping her - a lot she realized. Chad was busy cutting up lettuce for the salad that Mel had requested for dinner. Just a salad she had specified. Nothing heavy or fancy. So he was almost done when she walked in. She stood looking at him for a moment. "Hello, Mistress," he said to her through his pacifier. She smiled. "You're learning, but you're still slow. We'll work on that later. Hello Sissy. How was your day?" Chad had to think about that for a moment. "Frustrating!" he replied. "And I was so tired all day that I had to drink too much coffee, and you can guess what that did to me!" She came around and brushed her hand against his face. "Good baby!" she crooned. While Mel was putting her things up, Chad laid out her meal, putting the bottle of salad dressing on the table for her along with a few other things that she might want to mix in with it. Then he fixed his own salad the way he wanted it, only with a lot less dressing since he figured he would be eating it with his hands again. His salad he put directly into the refrigerator. At least it's something that should be cold when I eat it, he thought happily. When Mel came back, she immediately sat down to eat. She looked at everything and appeared to be pleased, but she didn't say anything at all. Instead, she looked at Chad, then she pointed to the corner she had sent him to the night before. Chad wasn't happy about that at all, but he went, slowly. "All the way in again!" her voice cracked behind him. He scrunched his body even tighter into the corner and attempted to keep it there. Standing in the corner was certainly not fun. It was extremely boring. A good punishment for kids. And that was how she was treating him. But what was she punishing him for? Nothing that he could think of. And all he could do was to stand there and think. He closed his eyes since the walls were way to close and he couldn't see anything anyway. He stood there for a long time. Mel never said a single word to him. He couldn't even hear her in the kitchen. The only sensation he had to concentrate on was sucking on his pacifier. The one interesting moment that he had was when he realized that he had to pee and he let it out. Standing in the corner like he was with no other stimulation made the whole thing all that much more noticeable and interesting. But the sensation was gone all too soon. He thought about his chastity device. He could still feel the pressure where it was locked around him. Less now because he wasn't wearing the girdle, but still firmly there. He was glad it wasn't hurting him just then. He began shifting his weight from one leg to the other to take the weight off them. He was glad he wasn't wearing high heels, they would have been unbearable. The longer he stood there the more he began shifting his weight and moving his legs up and down to keep the circulation going and take the pressure off. "Sissy! Stop fidgeting and stand still!" her voice cracked behind him. He immediately stopped moving his feet - so much. How long was she going to take to eat anyway? He was tired of standing there. He inadvertently yawned and almost lost his pacifier, fighting against the wall to keep it in his mouth. That had been close, he realized. If Mel had seen him drop it she probably would have killed him. He heard Mel finally getting up from the table. "Okay, Sissy. You can come and eat your own dinner now." He pulled himself away from the corner and blinked his eyes. It had seemed like an eternity! He glanced at the clock. Only fifteen minutes! He couldn't believe it! He went to the refrigerator and pulled out his salad and sat down on the floor with it, he didn't even bother to ask for a fork, he knew better. He put his pacifier in his lap and began grabbing pieces of lettuce with his fingers. Mel watched him grab his salad and sit down to eat it where he was supposed to. That much he had done correctly, but he had forgotten to get himself a drink. She went to the refrigerator and pulled out two bottles this time. She set them down next to him. "Both of them," she instructed. Then she walked off to start catching up on some of the work she had brought home with her. It was a while later before she finally heard the water running in the sink as Chad started on the dishes. She had reached a stopping point and put her work up. She went into the kitchen. He had already washed a number of used baby bottles and had them stuck in the dish drain to dry. She looked them over quickly and selected one that was perfectly clear and she thought had a wider opening than some of the others. She took the bottle back to her desk and examined it closely, then she searched through her desk drawers till she found some thin cord that she remembered she had saved from a long time ago. Her preparations after that were simple. As Chad was busy with the dishes, he suddenly felt the suppositories that had been in his system all day going to work. It wasn't as sudden as it often was, but the pressure couldn't be denied. Grunting, not from exertion, but from the discomfort and not wanting to do it at all, he let it all out into his diapers. Then because he had no other choice, he simply went back to work. He noticed that the suppositories were working more and more often now after he had eaten something. Could he go for the next two months and never eat again? Unfortunately not. Mel heard Chad's noises as she was working on the baby bottle. She smiled. "I need to know every time you pee now," she yelled to him. "Make sure you tell me!" Chad shook his head. What did she need to know that for? "Did you hear me?" she yelled. "Yes!" he replied. "Yes what?" He sighed. "Yes, Mistress." Mel got up from her desk to see how far along he was with the dishes. Half-way to the kitchen, she saw him yawning. She had forgotten how tired he must be. She doubted he had slept much last night at all. Fortunately, he was just finishing up and wiping everything down. She could have just let him put everything into the dishwasher, but she figured a little extra hands-on work never hurt. When he had finally finished, she went to the refrigerator and handed him yet another baby bottle to drink. Chad couldn't believe it. He had already had far more than normal, but he took it reluctantly and sat down in his messy diaper in his usual place on the floor while Mel busied herself making more of her tea mixture. Chad wasn't exactly happy to see her doing it. Halfway through his bottle, he felt the urge to pee again. He figured he'd probably be doing it every ten minutes all night long now with everything she had already made him drink. "I have to pee," he told her as she was stirring the tea in her pot - like a witch brewing her dark and deadly potion, he thought. "Good," she replied without even turning around. "Let me know when you're done." Two minutes later, he replied, "I'm done." She cocked her head without turning. "You're done... what?" "I'm done peeing... Mistress," he added at the last second. Mel nodded her head far more satisfied. "Finish your bottle now." Then she glanced at the clock and took note of the time. She finished making her tea and poured it all into the empty baby bottles. In the meantime, Chad had finished his bottle and just sat on the floor waiting for her to finish. Finally, she took the bottle from him and said, "Okay, come on, let's get you out of those messy diapers." She reached out her hand and Chad got to his feet and let her lead him like a child into the bathroom. He couldn't believe his good luck. She was actually being nice to him. He yawned again as they entered the bathroom. Now if she would only let him go to bed early tonight. But she saw him yawning. "Tired?" she asked. "Very," he replied. "Well, maybe we can get you to bed early tonight." "That would be good," he replied as he removed his skirt. "Of course, it all depends on how cooperative you are tonight," she replied. Chad wasn't sure he liked the sound of that. He removed his shoes and his pantyhose but Mel had him keep his blouse and bra on so that he would only be naked from the waist down. He was about to lay down on the floor so she could change him when he noticed the urge building that told him he would have to pee again soon. "Mistress," he said, "I think I'm going to have to pee again." Mel stood back. "Good. Just let it out and tell me when you're done." But it was just some preliminary feelings. The two of them had to actually wait a few minutes before he was finally able to pee. "I'm done now, Mistress," he said. "Finally!" Mel replied. "Okay, lay down and let's get you cleaned up." Mel removed his messy diapers and used baby wipes to clean him up. Then she examined his chastity device closely. It didn't appear to be irritating him too much she noticed. She was very glad of that. But instead of rediapering him, she had him get to his feet. Chad was confused. He was still naked... sort of. Mel took him by his hand and led him out into the living room to an area near the corner where she had made him stand earlier. "Wait here," she told him. Then she dug through one of her desk drawers and pulled out a small piece of rope. She brought it back to him and tied his hands loosely behind his back. "Now what?" was all Chad could think. He was beginning to be afraid of getting beaten again since that's what the rope usually meant. But instead, Mel went back to her desk and picked up the baby bottle she had been working with earlier. Chad could see that she had tied a piece of cord around the neck of it. Mel knelt down in front of him. "Now hold still!" she commanded. She grabbed his chastity device and tried to push it into the opening of the baby bottle, but it didn't want to go. She pushed harder. Chad had to struggle to stay still and not get knocked over. But suddenly, with a soft pop, the bottle slipped into place. "Good," Mel said sounding very satisfied. "That was a bit tighter than I thought. For a minute there I thought we'd have to remove your device." Looking at the baby bottle now attached to the front of him, Chad had mixed feelings about removing the device or not. Mel brought the cords attached to the bottle up around his waist and tied them securely to make sure the bottle wouldn't come off. Then she stood back and admired her work. She again felt a rush of sexual pleasure over the power of what she was doing. If only she wasn't on her period! "Okay, Sissy," she said as she walked around and untied his hands. "Time for some new training." She stood back. "Curtsey for me." Chad was really very surprised. Curtsey? His cock immediately started to try to get hard and the awful spikes immediately dug in. Mel noticed the look of pain on his face and laughed. "I'm glad you think it sounds like fun," she said. "But you're going to have to stay all nice and soft I'm afraid. Now... curtsey!" Chad did his best. It was actually something he had never even tried before. Mel shook her head. "Not very good," she said. "Now, this time I want you to pretend you're wearing a skirt like you usually would and spread it out wide. And put your right foot behind your other foot! Now try it again." Chad felt incredibly silly, especially with the baby bottle now dangling from the front of him. He tried it again, pretending he was grabbing the sides of a wide skirt and holding it out. "Better," she replied. "Now I want you to say, 'Thank you, Mistress,' as you're doing it." Chad curtseyed again and said, "Thank you, Mistress." Mel smiled. "I like that. Oh, I like that so much! Dip lower this time and bring your right foot back even further! Now again!" "Thank you, Mistress," Chad said as he curtseyed again, trying to get it just the way she wanted it. It felt weird, not only because it was something he had never done, but much more so because of the baby bottle dangling from the front of him. Mel smiled. "Do you need to pee yet?" "No, not yet," he replied. He was a bit stunned by her question since he had just peed a few minutes ago. But suddenly Mel wasn't smiling. "It's 'No... Mistress!' Now do it right!" Chad was a bit taken aback by her suddenly yelling at him, but he immediately said, "No, Mistress." "You still haven't got it, do you? You curtsey every time you say it! Now do it again!" Her manner was leaving Chad with no question that she was demanding to be obeyed. He curtseyed again and said, "No Mistress." "That's better. Now let's try it again. Do you need to pee yet?" "No Mistress," Chad said, dropping another curtsey. Mel smiled. "See how good you can be? Now, I figure it's been at least ten minutes since you peed last. So I'm giving you ten more minutes to pee. If you don't, then for every minute longer that it takes, I'm going to give you a really hard smack with my yardstick. Understand?" Chad's eyes went wide. "Yes... Mistress," he added. Mel instantly walked up to him and slapped him. "You didn't curtsey! Now do it right!" Chad was stunned. It took him a moment to recover. "Yes, Mistress," he said as he dropped another curtsey. "Good," she said sounding satisfied. "Now, you're going to stand there and practice curtseying over and over again till I tell you to stop. And I want to know the minute you pee. Got that?" Chad hesitated, but then he dropped into a curtsey and said, "Yes Mistress." "Good. Again!" Over and over again, Mel had him practicing, establishing the rhythm for what he was doing, and never letting him stop. Finally, she left him practicing and went into the kitchen where she found and set her kitchen timer. She set it for ten minutes to give him the benefit of the doubt. As Chad droned on in the background with his, "Yes Mistress," over and over again, she went and found her yardstick. She leaned it prominently up against the end of her couch in front of him. "Keep practicing," she ordered as she saw him hesitate and his eyes opened wide. He went back to it, but the look on his face clearly showed more worry than anything else. Chad's eyes never left the yardstick as he dipped up and down, practicing and reciting the words that had now become a meaningless phrase. He wasn't happy in the least to see the yardstick. It could only mean more pain for him and he had enough pain just then from the stupid device he was wearing. The calf of his left leg was really starting to ache as well. His right knee was getting very tired too. He was using muscles he wasn't used to using this way. But the sight of the yardstick kept him at it. Mel turned on her TV. She wasn't the least bit interested in watching it, but she was trying to act like she was ignoring him. The power of what she was doing was really turning her on. If only, if only! But then someone knocked at her apartment door. She quickly turned the TV off. Chad had stopped. "Keep practicing!" she ordered