The Bet - Chapter 53 free porn video

The Bet by Karen Singer Chapter 53 (Tuesday - week 8) Paper doll pieces littered the floor around him as he once again sat Indian-style like a child on the floor of Robin's cubicle. Paper doll pieces were scattered around him, but the doll in his hands was plastic - a real doll. Under Robin's watchful eyes, he removed the pretty pink patterned dress the doll was wearing. He was surprised to see that underneath the dress the doll was wearing a diaper. "She's just like you," Robin said in his dream. "A little doll to dress up any way you want. And she even wears and wets her diapers too - just like you. And just like you, I think you should keep her wetting that diaper." With that, she handed him the doll's tiny baby bottle. "Stick that in the baby's mouth now and feed her." He took the bottle and stuck it in the dolls mouth. "Now here's your bottle too," his dream Robin said. "You can't stop wetting either." Holding his own bottle to his mouth, he drank deeply while he fed the doll her bottle as well. He felt himself wetting again, and at the same time, noticed that the diaper on his doll was getting wetter too. "You're so much alike, you two," Robin said. "You're both babies. You're both toys for others to play with and dress up any way we like. And you both can't help wetting yourselves." The dream Robin laughed. "You both drink from a bottle at one end, and it comes out of both of you at the other end. Silly sissy babies for everyone's enjoyment." It was as if her words were some kind of trigger, because all of a sudden all the women that usually sat at the break room table with them showed up at her cubicle. All of them pointed and laughed at him and what he was doing. All of them commented on the silly way he was dressed. And all of them commented on how wet his diapers were - much wetter than the diaper on his doll. And in his dream humiliation, he felt himself wetting even more at their words and laughter. And then they started talking to him. "So it's true, you are a sissy," one of them declared. "We just knew it!" another one replied. "It was obvious from your fingernails!" another one noted. "It was obvious from the start!" a third one added. He wanted to tell them they were all wrong, but the problem was, they were all right. He couldn't deny it, he was a sissy. A big sissy! Their taunting became a sing-song chant. "Sissy, sissy, sissy! Sissy, sissy, sissy!" The humiliating taunting went on and on, until strangely, it was accompanied by music... loud music. Music that quickly drowned out not only the voices, but his entire delicious dream. It was the alarm on his stupid pink clock radio. And it was time to get up again. Ugh! He rolled out of bed, knocking over a few empty baby bottles in the process, and turned his alarm off. It was another day. He had to get ready for... another day filled with humiliation after humiliation. And as much as he hated it, he also couldn't deny that he loved every bit of it just as much. As his dream had said... "Sissy, sissy, sissy!" He stumbled wide-leggedly out toward his kitchen where he expected to see a note from Mel. It was there, right on his counter, right where he expected it to be. Still rubbing the sleep from his eyes, he read what she had written. Most of the note was the same old thing... the usual three baby bottles, so on and so forth. She had also included a little reminder at the end of the note that he had to wear three diapers to work from now on instead of two. The reminder wasn't really necessary, but he supposed he appreciated it since she had taken the trouble to include it. The part of her note that he didn't really appreciate however, was her order that today he had to dress as sexy as possible. "Wear your shortest skirt, your highest sexiest heels, and do your makeup as bold and sexy as possible. Wear the garters and stockings today that you wore to the poker game. And instead of your all-in-one girdle, wear the open bottom one instead. Your choice of bra, but don't forget your waist cincher. If you like, you can borrow my skirt again that you wore to the poker game. If I don't like the skirt you choose, you'll be wearing it anyway, so consider it. Let me see what you can do!" Her order shocked him somewhat. Dress as sexy as possible for work? Wear his shortest skirt and highest heels? And the garter belt and open bottom girdle? Something about that smelled like a lot like trouble for him, especially if she didn't like his choice of skirt and she made him wear her skirt instead. That one had been a nightmare! He distinctly remembered how he had to keep pulling it down to keep his diapers from showing under the bottom of it. And by the end of the night, they were showing anyway. Nightmare! Yet the thought thrilled him too. It was just hard to admit - consciously. He grabbed his usual three bottles from the refrigerator and carried them out to his solitary chair facing his wall of shaming pictures. He put the first bottle to his mouth, but his mind wasn't on his bottle, nor was it on the pictures. His mind was totally focused on her strange request. Dress as sexy as possible? How? Mel poured her first cup of coffee of the day, but the act was so automatic that she didn't even think about it as she did it. Her mind was instead on her problem from work. How could she make sense out of the million pages of contract paperwork in so little time? She took a few sips of her coffee and headed into her living room where she sat in one of her chairs to drink... and to think. She had told Andrea she would see some of her regular clients today. Maybe that's what she needed to do. Put this whole contract mess out of her head and get back to her usual business. But the thought of "usual business" instantly brought thoughts of Sissy to her mind. Sissy was now her "usual business" too. And he was also one that she'd much rather think about. She had told him in her note last night to dress as sexy as possible today. Well, she would see what he could do - but she didn't have very high expectations. It wasn't something she had really had him do for himself before. And that thought made her remember that she had to dig out that little black and silver skirt she had him wear to the poker game. She seriously doubted that he would be wearing any skirt to work today except that little skirt. And she also seriously doubted that the darn thing would be anything except a major nuisance to him - all day long! Chad stared at his reflection in the long mirror hung on his closet door. Over top of his three diapers, plastic panties, and waist cincher, instead of his usual all-in-one girdle, he was wearing the very tight, very high wasted, open bottomed girdle he had worn to the poker game. He was also wearing the same black lacy bra, garter belt, and smoky black stockings. Fortunately, the only part of anything that showed was a little bit of the darker material at the tops of his stockings. He turned his legs to look as carefully as he could to make sure the seams in the back were straight. As far as he could tell, they looked perfect - or so he hoped. He was wearing a somewhat conservative red top with white lace all along the v-cut neckline. He was wearing this top because the low-plunging neckline on the first top he had chosen showed way too much of the fake breasts that were glued to his chest. He had tried to put a little bit of makeup over the edge of the breasts where they met his real skin like Mel had done for the poker game, but he couldn't get it right and it wound up looking worse. So he had chosen this more conservative top instead. He only hoped Mel would approve. Below his red top, he was wearing the shortest skirt he could find in his closet. The skirt was supposed to look like blue denim, but the material was much softer. It was also fairly full which was good because he would worry less when his diapers got bloated. It was not one of the skirts that he had bought with Mel, but rather one from before he had met her. The problem with this skirt though, was that he had lost a lot of weight in the last two months and the thing didn't really fit right anymore. It kept slipping down from his waist to hang way too low on his hips. If it wasn't for all the diapers he was wearing that filled out his backside, the darn thing would probably slip off. He didn't think it looked all that bad though. And it was somewhat short - especially when he took the time to pull it all the way up where it belonged. It just wouldn't stay there. And fortunately, when it was pulled all the way up, it still hid most of the tops of his stockings and especially the big black bows attached to the garters hanging down from his garter belt. And if... like at work... he didn't bother to pull the skirt up when it slid down, then all the better because his stockings and garters would show a whole lot less! And of course he couldn't miss seeing the reflection of the shoes he was wearing. His highest heels. Not patent leather, but the black was almost as shiny. They had a thin strap that wrapped all the way around each ankle. And the heels... five inches long and tapered very thin. They were just a little bit higher than the pink heels Mel often made him wear - and there was no way he was going to wear those pink heels to work! The problem with these shoes though, was that they were not only a bit hard to walk in, they were very uncomfortable. His toes already hurt from them. He considered taking them off and changing to a more comfortable pair, but he figured, why not wear them? He usually sat down most of the time anyway and he didn't walk all that much during the day. And if they hurt too much at work, he could always take them off for a while. Instead of the usual studs he wore in his ears, he had added the gold heart-shaped earrings and necklace Mel had bought him on Sunday. He liked the way the earrings dangled down from his ears. They were much better than the simple studs and much more exciting to wear. He stared at his overall outfit for a moment more. It was the best he could do. But would Mel think it was sexy enough? He'd find out in just a few minutes because if he didn't get going soon, he was going to be late. Mel answered her door a few moments after he knocked. She smiled broadly at his usual curtsey and greeting - she still loved seeing it. "Good morning, Sissy," she replied as she stood back to let him in. Her eyes had started checking him out the moment she had opened the door. As he put his things under her little table, she kept checking. As he bent down, the back of his skirt revealed a bit of the black bows attached to the garter fasteners at the tops of his stockings. But the back of his top rode up a little and she also noticed something odd about the way the waist of his skirt seemed to fit. She said nothing though. Chad set his things on the floor, then stood up and handed her the bag containing all his empty baby bottles - noting that again she didn't even look in the bag. Instead, she seemed to be looking him over all too carefully. We'll, he had expected that today. But would he pass? He certainly hoped so. Mel started again from the top - of his head. His hair was the same as always, although she did notice today how much longer it seemed to be getting lately. Would it be long enough soon to do something else with? But that was a question for after this bet was settled - after she won. "I like your choice of jewelry," she told him. "We really need to get you some more earrings now that you can start wearing something other than studs in your ears. Some really big hoops would have been perfect today. If I had anything like that, I'd let you borrow them." Chad wasn't sure if he was glad or not that she didn't own any large hoop earrings. On the one hand, they would probably be too embarrassing to wear, but on the other hand, he would certainly love it. "You could have done a lot more with your makeup. A lot! I think it's time to start teaching you to do it more dramatic so you don't always look so... plain." She stared at the red top he was wearing and particularly at the neckline where his breasts were. She would have liked to see something much more low-cut, but she guessed that with his breast forms, anything much more "interesting" would be out of the question. "You could have chosen a sexier top too," she complained as her eyes scanned down to his skirt. She stared at the denim skirt he was wearing. Then she stepped back so she could see it better. It wasn't real denim of course, and it wasn't a straight skirt. In fact, it was rather full. But it was somewhat short. She remembered seeing the skirt in his closet, but she had never seen it on him before. She supposed it was... acceptable. Acceptable - except for one odd thing that she just now noticed. She looked closer. Yes, she was sure of it. "Why is the hem of your skirt crooked?" she asked. "It doesn't look like that kind of skirt." "Crooked?" Chad asked totally surprised as he quickly glanced down. But he was guessing as to the reason for what she was seeing. And as his body moved ever so slightly, he felt the waist of his skirt slip a little bit more. Mel quickly walked up to him and lifted his top up a bit. She remembered that odd thing she had seen on the waist of his skirt a few moments earlier. She looked closer now. She pulled on the skirt, and it easily slid down his waist at least three more inches. "You can't wear that! It doesn't fit!" Chad remembered to curtsey before he answered. "It's the shortest skirt I had!" "Not if it slides that far down. It will be just as long, or longer, than what you usually wear! Take it off! After breakfast I'll get you another one." Chad wasn't at all happy about that, mostly because he already knew what skirt she would give him. Mel took a better look at his shoes as he was pulling the skirt off. She had seen them in his closet as well, but like the skirt he was removing, she had never seen him wearing them. Trust a sissy to buy the sexiest shoes possible. The heels looked to be about as high as the pink patent leather shoes she liked to see him in. Her first thought about them was how uncomfortable they looked to wear. Her second thought was that she should have him wear them much more often. A few minutes later, Chad - without his skirt - was sitting in his highchair with a bib tied around his neck eating rather bland baby cereal with a tiny rubber coated baby spoon. Mel disappeared as soon as she had set his bottle on the tray for him. She came back a few minutes later and he saw her throw the dreaded grey-black skirt on the table for him. Only then did she go to the refrigerator where he saw her remove six fresh baby bottles to replace the ones that were in his diaper bag now. Six bottles! He fervently hoped that Robin wouldn't make him drink so much today, but somehow he had a feeling that she would. When he had finally finished his breakfast, he struggled to pull the shiny grey skirt up over his padded bottom. Even after losing more weight, the skirt was still very tight. Eventually, he got it all the way up - after which, he immediately pulled down the bottom to make sure it covered as much as possible - which was all too little. There was no way though that it would even begin to hide the big bows over top of the clips that were attached to the tops of his stockings at the front and back. They were going to be on display all day! He worried a lot about that. What would everyone think? "Wait a minute," Mel said as she was looking at how the skirt looked on him. "We need to fix something." She bent down to his legs, and one by one, tightened each of his garter straps so that they pulled tighter on his stockings. "I think you've lost so much weight that the belt is sitting lower on your hips. This should help." Help? But Chad immediately noticed how much more he could now feel the tug of each of the four garter straps against his stockings. He looked down. Even after she had tightened them, he could still see an inch of garter between the bottom of his skirt and the big black bows attached to his stocking tops. How was he going to get through the day like that? It was going to be an absolute nightmare! And then his brain turned to the one biggest thing he kept remembering from the last time he had worn this skirt - by the end of the poker game - no matter how he had tried to pull the skirt down, his diapers had shown down below it by. He really prayed that wouldn't happen again today. He'd never be able to explain it! Mel looked him over carefully again. She nearly laughed out loud at the display of garters and stocking tops. That should give Robin something interesting to think about! She forced herself to look past his garters to the rest of his outfit. "Silver jewelry would go better with the silver flecks in that skirt," she said to him, "but what you're wearing will have to be good enough." She kept staring at him. "Wait right there!" she suddenly exclaimed before hurrying off to her bedroom. She was back a few minutes later with a wide black patent leather belt that she fastened tightly around his waist over top of his red top. Then she stood back to survey him again. The belt made a big difference. The big silver buckle didn't go all that well with his other jewelry, but it did go better with his skirt and stockings. It also emphasized the difference between his waist and his bust much more. "We've got to get you more accessories," she noted out loud. "It's the simple things like that belt that really make that outfit. Okay, Sissy, you better get going. You don't want to be late." Chad headed to the door where he picked his diaper bag and purse up from the floor, the minute he stood up again he realized that he needed to pull his skirt down - already. Once again it looked like it was going to ride up all too easily. He had to hang both bags over his shoulders before he could carefully bend down enough to try to grab the bottom of his skin tight skirt and pull it down - which proved to be a difficult exercise. He congratulated himself for managing to do it without either the diaper bag or his purse falling off of his shoulders. As he curtseyed and said goodbye to Mel, his thoughts were mainly on his skirt. This was not going to be an easy day. Two minutes later, things didn't look like they were going to get any easier as the shoes on his feet made getting down the steps to his car a major pain - literally! Once he got to work, Chad carefully got out of his car, and pulled his skirt down. Only then did he reached back into his car to grab his diaper bag and purse - after which, he was tempted to pull his skirt down again - but no amount of tugging was going to get it to cover up the black bows attached to his garter straps. Ugh! All too aware of what was showing, he braced himself and hurried toward the building. He couldn't wait to get to the safety of his cubicle. He noticed a few people stopping to stare as he tried to hurry, but the super high thin heels he was wearing weren't going to let him hurry all that fast. "Sissy?" he heard a woman somewhere behind him calling. But he ignored her, acting like he never heard her. He wasn't about to stop to talk to anyone! His toes were in agony by the time he reached the safety of his cubicle. He was cursing his decision to go ahead and wear the stupid shoes! But it was too late to do anything about it now. Hopefully, he'd be able to take his shoes off in a little while. Ignoring his hurting toes, he quickly checked Robin's cubicle and was glad to see that he had managed to get to work ahead of her. She wanted him to be out in the hallway in front of her cubicle when she arrived every day to greet her. For once, he was going to get it right! Shifting from foot to foot to try to relieve his hurting feet, he waited for Robin to arrive. Robin didn't exactly take her time getting from her car to the building, but she didn't hurry either - just like she hadn't hurried to get to work. She didn't hurry, mostly to give Sissy a chance to get there ahead of her. Would he greet her the way she wanted him to - for once? She would just have to wait and see. With her usual armload of junk, she casually wandered through the hallways and finally turned down the last one. And there he was - waiting right outside her cubicle like she wanted him to. The moment she saw him though, she almost dropped her armload of stuff. The closer she got, the more she stared at his strange outfit. She couldn't help it, she was simply shocked by what she saw him wearing. His amazingly tight - amazingly short skirt absolutely couldn't be ignored. Nor could she ignore the dark stockings and very high heels he was wearing. But the biggest thing that stood out were the crazy black bows attached to his garter straps - fully on display! She wondered if Mel had anything to do with his outfit for the day - no she was sure that Mel had a lot to do with what he was wearing. Chad curtseyed. "Good morning, Robin." Then he curtseyed again, just like she wanted him to - to signify that he was done talking. Robin stopped in front of him and stared at him. She wanted to say something about the fact that he had finally greeted her the she wanted, but those words were simply beyond her. "Your outfit is... interesting," she finally managed to say. "Wait here." Almost in a daze, she walked off into her cubicle and unloaded her entire armload of things onto her desk. Normally, she would have dug into her purse right away to find her mirror and check her face, but she didn't even think about that, she went straight back to the hallway to look at Sissy instead. Chad was nervous about standing in the middle of the hallway dressed the way he was. He only hoped that she wouldn't make him stay there and practice curtseying again like she did all too often. Robin came back again and stood a short distance away from him - and stared. No, it hadn't been a mirage. He really was dressed like that - for work! While the top he was wearing wasn't outlandish in any way - in fact, she rather like it - the wide black belt around his waist seemed to accentuate his figure that was becoming more and more feminine. Unfortunately, while she had already lost a few pounds since starting at the gym, it also made her realize how much more weight she still had to lose. Okay, she was a bit jealous! But her gaze was absolutely forced back to his legs again, and in particular to the big black bows that decorated where his stockings were attached to the garter straps. She shook her head at it. "Hold your arms out just a little and turn all the way around - slowly! Let me see all of it." As his backside came into view, she was surprised to see identical bows on the straps attached to the back of his stockings as well. His entire outfit was nothing less than... she didn't know what... outlandish? But that didn't seem to begin to describe it. "How do you walk in those shoes?" she asked as she looked all the way down to his feet. Chad was careful to curtsey before answering. "They hurt - a lot!" He curtseyed again. "I believe it! So did Mel dress you today or did you pick this out yourself?" Chad had to curtsey again. "Most of it was Mel's idea." Curtsey. "Most of it? What wasn't?" "Well, she told me to dress as sexy as possible and she also told me to wear the stockings and garter belt, but she let me pick out the rest." He didn't get the chance to curtsey again or even finish what he was saying before Robin asked, "And you picked that skirt and those shoes?" Chad curtseyed. "I had picked out a different skirt, but she didn't like it and made me wear this one instead." Curtsey. "Did the skirt you picked show as much as that skirt?" Curtsey. "Not even close!" Curtsey. "I didn't think so. And how about the shoes? Did she tell you to wear them too?" Curtsey. "No, unfortunately they were my idea." Curtsey. Robin shook her head again, then she smiled. "I love it! I really love it! I can see right now that we're going to have a very interesting day today. Of that I have no doubt!" She walked off again and went into her cubicle. "Where's your diaper bag?" she called without bothering to look back. Chad hurried into his own cubicle and grabbed his diaper bag. A minute later, he deposited it on the corner of her desk - the only empty place big enough that he could find. Robin opened the bag and glanced inside - six more bottles she noted. "Do you have anything to work on?" she asked, remembering that yesterday he had been looking for something to do. Chad remembered to curtsey - he didn't want to have to go back out to the hallway and practice again. "Not really," he replied. "At least I don't think so. I haven't even had time to boot up my computer yet." He curtseyed again. Robin smiled. "See how nice it is when you curtsey like you're supposed to? Conversations are so much easier." To Chad, that was a matter of debate. Conversations were definitely much more difficult on his side. "Since you have nothing to do, you can work on this first." She reached into his bag and handed him a baby bottle." Hating life, Chad disappointedly sank down to the floor and put the bottle to his mouth. As he sat there though, he immediately realized that in getting down to the floor the way he did, his skirt had ridden up high enough to expose the bottom of his girdle. Robin immediately noticed the patch of white below his skirt. She also immediately realized what it was and that it was a different girdle than he usually wore. "I can't begin to tell you how glad I am to see you wearing a girdle. It's so nice to know that you're suffering with them as much as I did. Of course, I gave up on them a long time ago." Chad tried to pull his skirt lower, but sitting the way he was didn't let him move it a bit. The bottom of his girdle would have to remain on display until he finished his bottle. One thing that Robin had been right about, this was going to be an interesting day. Too interesting! Robin didn't even get her computer booted up before the phone on her desk rang. "Hello?" she answered. "Robin! What's up with Sissy this morning? I saw the way he was dressed when he came in. I called to him, but he didn't hear me." Robin laughed. She had no doubt that Sissy hadn't wanted to hear her. "Unbelievably, he really is dressed that way," she replied. "Why?" "I have no idea." Which was mostly a lie. "Well, please make sure he gets to break today. Tie him up and drag him if you have to." "Oh don't worry, there's no way I'm going to let him get out of not going this morning - even if I have to get everyone to help me drag him down there!" Mel sat wearily in her desk chair. She had told Andrea to book a few clients today, but there were so many clients that were getting backed up that Andrea had taken advantage of the opportunity and over booked instead. So now Mel was taking a break just to clear her head before going in to see the next client. It was good to get back to her usual business though. Very good! Now that she had a minute to think of something other than her clients, she immediately thought about Sissy. How was he making out today? She tried to imagine what he must be going through, but she found the exercise simply impossible. She really couldn't imagine it. She could only hope that Robin would fill her in later. And speaking of Robin... She opened her email program and typed a thank you note for all the pictures and videos Robin had sent yesterday. With that done, she dragged herself out of her chair and headed off to meet with another client. Chad stared at his computer screen trying to figure out what he should do. As soon as he had finished his bottle, Robin had sent him back to his desk with an order to find something to keep busy with or she would have him playing with the paper dolls on her floor for the rest of the day. He didn't want that at all. So now he was staring at his computer screen wondering what to do. Well, first things first. His feet were killing him! He unfastened his shoes and slipped them off. Ah!!! So much better! He stretched and bent his toes, feeling the relief of each little movement. Feeling better, he decided to open his spreadsheet for tracking the bet. He found today's date and checked the columns next to it. There were only ten days left. It certainly didn't sound like much, but at the same time it seemed like an eternity. Especially since he hadn't had a chance to hold back at all yet today - yesterday either for that matter... or Sunday... or Saturday. He couldn't even remember if he had tried at all on Friday. Things weren't looking good for him - of that he was sure. Was it possible that Mel could win this bet? Everything he knew from his readings, and everything he knew about his own body told him she couldn't win. There was no way possible. Yet in the meantime, his body was acting awfully incontinent. Totally incontinent! Could he get it all back in just two days? Or at least enough control to show that he wasn't completely incontinent? He simply didn't know. But those thoughts made him wonder, just how were they going to decide anyway who won this bet? What if things got so close that they needed a better way to decide definitively exactly who had won? He made a mental note to send an email to Mel and ask her about it just as soon as he closed the spreadsheet. And since he didn't have to curtsey or use his sissy voice in an email - it would be the easiest way to discuss it with Mel. He momentarily clicked in the column where he would have entered how long he had held back yesterday. But he had nothing to put there - just like he hadn't entered anything yesterday. He hadn't really been able to try to hold back at all. He quickly glanced over at all his reasons for winning the bet. Were they still good reasons? He thought so, but he wasn't totally sure now. Slightly frustrated, he closed the spreadsheet and opened up his email program instead. Just how were he and Mel going to decide who won and who lost? Robin saw Mel's email come in and she opened it right away. It was a short note where Mel mostly thanked her for the pictures and videos she had sent yesterday. Mel also apologized for not being able to get back to her sooner because she was currently so busy. Finally, Mel asked how Robin liked the outfit Sissy was wearing today. Robin appreciated the fact that at least Mel had taken the time to thank her for all the pictures. But then, she had sent them as a means to thank Mel for all the pictures and descriptions of what had happened to Sissy over the weekend. She only wished that Mel had mentioned a bit more about why she had put Sissy in the ridiculous outfit she had him wearing today. But then, she understood that Mel was busy... evidently, very busy. She heard typing on the other side of the wall and wondered what Sissy was working on. Not that it really mattered. As she listened to the keys clicking, she remembered just how fast he could type. Really, he was a great programmer. He could analyze things and do things with the code that she barely understood. But he was horrible when it came to design or anything the least bit artistic. She guessed that's why they seemed to complement each other so well - work wise anyway. She still had nothing for him to work on yet in this project - but that was her fault, mostly because she had gotten a great idea and it was taking a lot of time to develop. So she had him doing nothing for now. But what was he typing so much for on the other side of the wall? Curious, she got up from her seat to go see. "What are you working on?" she asked as she entered his cubicle. Chad turned around to answer, but the sudden angry look on her face made him stop before he spoke a single word. He quickly got out of his chair and curtseyed. "I'm sending Mel an email." He curtseyed again. "About what?" He curtseyed. "About the bet. How do we decide who wins or loses?" Curtsey. "You mean you won't know?" Curtsey. "What if it's really close?" Curtsey. "You think it will be?" He shrugged, then curtseyed. "I think I'm going to win." Curtsey. Robin wasn't all that sure. In fact, she rather doubted it, but that wasn't for her to say. She noticed his bare feet and his shoes on the floor nearby. "You took your shoes off?" Curtsey. "They were hurting my feet." Curtsey. Robin didn't doubt that for a minute. She would never even think of wearing shoes like that - anywhere! "You're the one who decided to wear them! In fact, you told me you picked them out!" Curtsey. "I'm starting to think it was a bad decision." Curtsey. Robin only nodded. "Okay. Go back to your email. I was just wondering what you were working on." She watched as Chad curtseyed one more time then sat down. As she turned her back to leave, she could hear him typing again - as fast as ever. She turned back to watch him for a moment. That was one of the reasons he finished his work so fast - he typed so darn fast. As she turned to leave again, her eyes caught sight of the ridiculously high heels he had been wearing earlier. She shook her head at them and started back to her cubicle. But at the entrance to her cubicle, a really weird idea flashed across her brain. She stopped to think about it for a moment and giggled. Then she headed straight back to his cubicle again. "Did you finish that email and send it yet?" she asked. Chad was really surprised to see her back again so soon. Again he had to get out of his seat and curtsey before he could answer. "I was just finishing," he replied, then curtseyed again. "Don't send it to Mel, send it to me instead." He curtseyed. "But what about Mel?" Curtsey. "You can send it to her later. After I say you can." Chad stared at her totally surprised for a moment. Then he sat down and emailed it to Robin. "Good," Robin said as she came up behind him. She grabbed his mouse and deleted the email from his computer so he couldn't open it again to see what he had written. "Just stay here and I'll be back in a few minutes." She went back to her desk and opened his email. It was longer than she thought and filled with a lot of what-if's and reasons and questions - all of them fairly good questions. She was sure the email was going to give Mel something to think about - after he retyped it all again - which by her estimate was now going to take quite a while. She hit the print button to send it to the printer and got up from her seat. "I'll be right back," she called as she passed his cubicle on the way to the printer. A few minutes later, she was back again with the printout in her hand. She set it on his desk. "Now, you can retype that word for word and when you're done, I want to check it before you send it. Got that?" Chad again had to get out of his seat to curtsey before he answered. "Yes, Robin," he replied before curtseying again. Robin shook her head. "No you don't. You only think you do.? Chad was confused. What she had told him to do was easy enough. He curtseyed. ?But? It?s not that hard.? Curtsey. Robin giggled a bit to herself. ?It?s not? We?ll well just have to see about that.? She pointed at his chair. ?Sit down.? Sitting down was easy. And the best part was that he didn?t have to curtsey. Robin bent down and picked up his ridiculously high heels and set them on his desk. Then she took the left shoe and grabbed his left hand. She shoved his hand into the shoe so that his fingers were all the way into the toe. Then she buckled the strap around his wrist to keep it from falling off. A minute later, his other hand was stuck inside the other shoe. But there was too much of a chance his hands might pull out. ?Wait right there and don?t move,? she told him. ?I?ll be right back.? Chad was shocked. His shoes were on his hands! How was he supposed to type? How was he supposed to do anything for that matter? Robin hurried to her desk and grabbed her scotch tape. Then she hurried back to him again and began wrapping it tightly around his hands and the shoes so he couldn?t get them off. Finally, she was satisfied. She stood back to survey her handiwork? and giggled. ?There. Now let?s see how fast you can type.? Then, just for spite, she leaned over across him and closed everything on his desktop, then she did a restart on his computer so he would have to not only open everything again, he would also have to log in again. ?Let me know when you?re done,? she said with a satisfied smirk as she turned on her heel and left him. That should keep him busy for a while! Of that, she had no doubt! Chad?s first challenge was to log into his computer. Unfortunately, he didn?t use a simple password ? not that he ever would, or that the company?s system would even let him. His password was a series of uppercase and lowercase characters, mixed with numbers and symbols. He had to get the heel of one shoe to press down on the shift key while the other heel pressed down on the key he needed. Fortunately, the heels on the shoes were really thin so he could do it. The task would have been virtually impossible with a much thicker heel. The height of the heels under his hands made things all that much more difficult because he had to raise his hands up so high to manipulate things and press down on the keys. By the time he had logged in, he almost felt worn out! And then he was faced with a new challenge ? using his mouse. He was able to shove the thing around on his desk with the side of the shoe easy enough and get it over the spot he wanted, but when he went to press on the mouse button, the mouse moved again and moved his pointer off of what he was trying to select. Just pressing the mouse button became a two handed job ? or was that a two shoe job. The simplest little tasks that he never even thought about he now had to think and plan for. Nothing was easy. And the awkward position of his hands having to deal with the super high heels made it all that much more difficult. Out of frustration, he stood up. Things suddenly became a little easier. He could see better, he could reach better, and he could manipulate the shoes stuck to his hands easier. He still had to go very slowly and he still had to mentally plan every key he was going to touch in advance, but he found that after a few minutes, he was doing fairly well. He could get this with no problem! Robin checked her clock. It wasn?t break time yet, but it was getting closer. She had been working for a while now and she hadn?t heard anything from Sissy?s side of the wall. But then, she didn?t really expect to hear anything. She had meant to give him another bottle to drink earlier but she had gotten busy and forgotten it. Thinking about what she had done to him, she let out another little chuckle and got to her feet. She grabbed a baby bottle from his diaper bag and went to his cubicle. She wasn?t surprised to see how intently he was working, but she was surprised to see him standing up. She also noticed right away that his skirt had hiked up and she could just see the bottom of the girdle he was wearing underneath. But with his hands in the condition they were, he couldn?t pull it back down. ?You?re standing?? she asked as she walked in. Chad turned around and curtseyed. ?It?s a lot easier to reach the keys this way,? he replied before curtseying again. Something about him standing bothered her, but she couldn?t quite put her finger on it so she said nothing. ?Sit down and drink this,? she said as she set the bottle on his desk for him. Chad sat, but now he had to pick up the bottle. Holding it with the sides of his shoes and balancing it properly wasn?t easy. It was even harder to tilt it up and hold it the right way to his mouth, but he managed it. He felt himself peeing again at the humiliation of it ? as he saw Robin laugh and turn away. Another bottle. When was he going to start holding back? But to be honest, just then, he didn?t really feel like holding back. What would be the point anyway? Robin went back to her desk and picked up the phone. She called the same woman who had called her earlier. ?Sissy and I are going to be a few minutes late getting to the break this morning,? she told her. ?Can you hold a few seats for us?? ?Oh, definitely!? the woman replied. ?Just make sure you get him there. I want to see that outfit up close!? ?I?m sure you do!? Robin replied. ?I?ll have him there. Don?t worry.? With another little chuckle, she hung up her phone. Yesterday, all the women had started talking among themselves because his name ? ?Sissy? had been spelled out on his fingernails. Today they would have even more to discuss! And she planned on making sure of it! She waited. It was hard to wait until after break had already started, but today there was no way she was going to let him be anything but late getting to the break room ? very late! It was important that everyone else already be there before she let him ? make his entrance. And since her friend had already called, she knew that word of the way he was dressed today had spread all over the company by now. She was sure that attendance in the break room was going to be very high this morning ? especially among the women. She waited until five minutes after break had already stared ? and she couldn?t wait any longer. She got up and went over to his cubicle. She was surprised to see him still struggling to finish his bottle. He seemed to be having trouble getting it to stay tilted up at enough of an angle that he could finish drinking it. But he didn?t have much more to go. She leaned against his desk. ?I?ll wait till you finish that,? she said. And she waited some more. It took him a good three minutes more to finish his bottle. When he did, she took it from him. Then she cut the tape off of his hands and unfastened the straps on his shoes where they were fastened around his wrists. ?Hurry up and put those back on your feet,? she told him. ?It?s past break time.? But break was the last place Chad wanted to go ? especially dressed the way he was. He almost complained without curtseying, but he caught himself just in time. ?I can?t go to break today!? he said desperately. ?Not today! Please! Not dressed like this!? Curtsey. Robin almost laughed. ?You?ve got to be kidding! Look at it this way, the only reason most people would dress like that is so that someone notices them. So I?m going to help you. I?m going to make sure someone notices you.? She laughed. ?Actually, I?m sure everyone is going to notice you.? ?But I can?t! Please!? Robin quickly got angry. ?I can see we still need to work on you curtseying again! But that will have to wait till later because right now you?re going to break. Even if I have to get everyone to come in here and drag you down there! And you know I?ll do it!? That was the problem. He did know she?d do it. She had already had all the women come into his cubicle once and drag him to break. And with the way he was dressed, he had no doubt that the women all wanted desperately to see him up close. With a sinking feeling, he knew he wasn?t going to get out of it. Wanting to cry, he sat down heavily in his chair and strapped the heels back on his feet again. How was he going to get through this? When he was done with his shoes, he stood up. It took him a moment to get used to the heels again. Then he reached for his skirt to pull it down. Robin saw that he was about to pull his skirt down into place. She never even thought about what she was going to say. ?Don?t!? she ordered quickly. Chad looked up at her surprised. This time he curtseyed. ?But it needs to be pulled down.? Curtsey. ?I know. But you?re going to have to wait.? She was about to turn to head for the break room when she noticed something odd about the little bit of girdle that was showing. She had to bend down a bit to look closer. ?Do you know that I can see a little bit of your plastic pants sticking out below your girdle?? she asked incredulously. Chad looked down totally horrified ? but totally believing it. He had to curtsey again. ?The girdle is so tight, it?s the only direction the diapers can expand.? Curtsey. ?And your skirt is? really short!? Curtsey. ?I know. It was a big problem at the poker game.? Curtsey. Robin only nodded, and with a satisfied smirk on her face she turned and walked out of his cubicle. ?This way Sissy. Let?s go. Leave your skirt like it is.? Chad had no choice but to follow after her. As they walked, he kept looking down, not just at the floor, but at the bottom of his skirt where he saw all too plainly the silly sissy bows on his legs where the garters were attached to his stockings, but worst of all, he also saw the white edge from the bottom of the girdle he was wearing underneath. And Robin had said she could see his plastic panties? He couldn?t believe Robin was going to make him go into the break room like this. But then, he couldn?t believe she was making him go at all dressed the way he was. How was he going to handle it? As he walked, he felt the tug, tug, tug on his garters with each awkward step he took in the very high heels he was wearing. He felt the pressure against the inside of his legs from the bulky diapers that now were starting to show below his girdle. He felt himself peeing again from the worry of what he was about to do. He saw only a few people in the hallways, none of them were anywhere close to him ? fortunately. But he had no doubt that every last one of them stopped to stare at him. And there was the break room door just ahead. Closed? for now. He wanted to run so badly! But running away wasn?t an option. He almost laughed to himself. He especially wouldn?t be running in the shoes he was wearing. But the little bit of personal humor did nothing to dispel the feeling of total nervousness that he felt. Robin stopped at the entrance to the break room, but she didn?t open the door. ?I?ve been thinking about this since we left your desk a few minutes ago,? she said to him. ?And I think I?ll give you a choice.? Chad was instantly interested. Was there a way out of this dilemma? A way where he wouldn?t have to go in there? ?You can either go in there just the way you are now ? without pulling your skirt back down? or? you can pull your skirt down? and go in there acting like you?re happy and proud of what you?re wearing and you want to show it off. Personally, I think you should act like you?re proud. You?re the one who came into work dressed that way. Somewhere inside, you?ve got to want to show it all off. But the choice is yours. And don?t try to pull that skirt down and not act happy about it all, because you know I?ll make your life far more miserable than it already is!? Chad heard all her words. But what came through most loud and clear, was that he was going to have to go in there ? no matter what. He finally decided that it would look better if he pulled his skirt down to cover up his embarrassing girdle and diapers. He bent down and wiggled his tight skirt back into place. Then he stood up again and looked down at what he had done. Pulling the skirt down did nothing to hide the embarrassing bows on his garter belt. ?Ready?? Robin asked him. He couldn?t speak, but he nodded. ?Then hold your head up and put a smile on your face.? Chad did his best to smile and look happy, but it wasn?t easy. Not at all. ?And when we get in there, you can get me a cup of coffee too. And make sure both cups are full!? Before he could react, she pushed the door open and walked through. Chad was left standing where he was. The door was closing behind her, but he forced himself to take a step forward and catch the door, which put him right in the doorway, as if it was a picture frame for him and him alone. He saw Robin walking straight toward the women?s table? and he saw every woman who he had ever seen at that table in there looking straight at him. He felt himself peeing yet again at the embarrassment as he forced himself to stand up straight and walk over toward the coffee pots as if there was nothing at all wrong in the world. Yeah right! Robin didn?t have to turn around to know when Sissy had entered the room. Every woman ? and all the men at the other tables ? were looking all too incredulously at him. Some of the women were craning their necks because she herself was in their line of sight. But as she got nearer, she saw the direction each of them were looking gradually move more and more in the direction of the coffee pots. ?Oh my God!? one of the women exclaimed. ?There are bows in the back too!? ?Geez! I heard, but I didn?t believe,? another woman exclaimed softly. ?I still don?t believe it,? another one replied. Robin found one of the seats that they had saved for her ? right at the middle of the table. There was another empty one too, obviously waiting for Sissy ? if they ever let him sit down. ?Look at his shoes!? another woman said. ?They?re gorgeous! But I wouldn?t want to wear something like that to work.? ?I don?t know,? another woman replied. ?I see a lot of the girls who come in here as summer help and they often wear heels that high.? ?Yeah, but they?re all young kids!? ?I?m just jealous,? another woman added. ?He?s got a figure I?d die for!? ?It?s the belt,? someone replied. ?He?s just showing off!? ?You?re telling me?? someone else said. ?Everything he?s wearing is showing off!? ?Well, I guess if you?ve got it, you should flaunt it. And right now, it looks like he?s flaunting it!? ?A little too much, if you ask me!? someone chimed in. ?Is it my imagination, or his he walking funny?? someone else asked. ?It?s probably the shoes. I doubt I could walk in them at all!? Robin took all the comments in with interest. Yes, there was no doubt. Everyone would be talking even more about Sissy after this. Chad couldn?t hear what the women were saying, but he did know they were all staring at him and talking about him. Actually, he figured he was glad he couldn?t hear them. He carefully poured two cups of coffee and carried them over to the table. As he was carrying the coffee, he realized that having to hold the cups the way he was kept his arms away from his body ? and especially away from everything below his waist. There was no way he could hide anything about what he was wearing. As if that was even possible! Trying his best to hide his nervousness, he approached the table and set one of the cups down in front of Robin and the other one down in front of his chair. He started to sit. ?Uh uh, Honey!? one of the women said quickly before he could sit down. ?You ain?t sittin? down till we see it all!? Chad smiled. ?See what?? he asked in his girly voice ? as if he had no idea. ?Don?t give me that! You know what I mean. Now stand back a bit and let us take a good gander.? Chad nervously backed up a bit. ?Now turn around Honey. Slow. So we don?t miss nothin?!? Chad did as she wanted. When he finished he started to sit down again. ?Wait a minute,? someone else said. ?I?m still looking!? Chad stopped right where he was. ?Geez!? The woman said. ?I can?t believe you wore something like that to work! I mean, I love the garters and all.? She giggled. ?My husband would really like something like that? but not for work!? Chad was saved from answering by another woman who said, ?Like I said before, if you got it, flaunt it? and he sure is flaunting it!? ?And like I said before, he?s making me jealous because he?s got a better figure than I do!? Chad took the opportunity to finally sit down as the women seemed to be discussing things amongst themselves. He took a few sips at his coffee and after a few minutes, finally relaxed a bit when none of them said anything else to him ? although he was still the entire center of their attention. For a few moments, he actually figured that he might get out of there without having to answer any embarrassing questions at all. He thought that, until? ?So tell me,? one of the women finally asked him. ?Why the heck did you decide to dress like that today?? Chad immediately realized that every eye of every woman was once again focused directly at him. But what could he say? There was no way he could tell them about Mel and the bet. That would reveal way too much! No, there had to be something easier. He shrugged his shoulders as he tried to find an answer. ?I don?t know,? he replied. He didn?t know where his next phrase came from, but it just seemed to come out of his mouth. ?I just thought it might be fun.? He heard Robin let out a small ?umph? of surprise. Several of the women were now staring with open mouths. The woman who had asked the question finally nodded. ?Fun? Yeah, I guess I can see that.? ?I would guess it depends on what kind of fun you?re looking for,? another woman added. Chad was only surprised she didn?t ask anything more. Actually, he figured most of them were still in shock. But not all of them. ?Hey Sissy,? someone else chirped up. ?Did you change what was spelled out on your nails yesterday?? Chad held his hands up and looked at them. Feeling even more embarrassed, he shook his head. ?Not yet,? he replied. ?Geez! Someone is going to take a good look at you, and think? what kind of major sissy is this?? There were some murmurs of agreement all around. Chad shrugged his shoulders again as he searched for another reply, but he didn?t have one. Fortunately, he was saved by one of the woman at the table who suddenly stood up. ?As much as I hate to, I got to get back to work. I?ve been down here too long already.? She looked at Sissy again and shook her head. ?I still don?t believe it,? she muttered as she turned and left. She was quickly followed by about half the women at the table. But as one of them got up to follow, she stopped. ?I sure hope you?re going to be here for break this afternoon too. Cause I?m going to have a ton of questions to ask ? that I don?t have time to think of right now. And don?t be so late!? Chad only smiled. But Robin replied, ?He won?t be.? The table had thinned out, but it hadn?t emptied. ?Most of them came down here early,? one of the women still at the table said, ?because they had heard rumors about what you wore today, but you got here so late that they couldn?t stay.? Chad suddenly felt guilty, even though he had no reason to feel guilty. It wasn?t his fault that he was late. ?Sorry,? Robin replied for him. ?He kind of had his hands into something he couldn?t get out of. You know how it is.? Mentally, she was laughing at her own joke. ?But I did pass on word that we would be late this morning.? ?I heard,? the woman replied. ?But I guess they didn?t get the message. They were just anxious to see him. The rumors upstairs have been flying!? Robin chuckled. ?I can imagine!? Chad wasn?t happy in the least to hear about the rumors, but he wasn?t a bit surprised. He was sure that he had been the main topic of conversation through the entire company ? for the last two months! The woman leaned forward toward Chad. ?So tell me, what really possessed you to wear an outfit like that?? ?Like I said,? Chad replied. ?I thought it would be fun.? The woman shook her head. ?The only fun you?d be looking for with an outfit like that isn?t something you can do here at work!? Chad didn?t know what to reply, so he just shrugged his shoulders again before replying, ?Sorry, but?? And the truth hurt a bit as it hit him. ?For me, it is kind of fun.? Robin almost spilled her coffee. The woman stared shocked for a moment before she shook her head. ?I guess ? for you, I can understand. But I think you should have thought a bit more about what?s appropriate and what?s not for the situation.? With that, she too got up and left. Chad felt bad. Dressing like this was not his idea. He just had no say in the matter. He looked to Robin for comfort. Robin leaned toward him just a bit. ?Finally! I?m glad to see you saying something honest!? Mel checked her messages as she was catching a break between clients. She saw one from Derek. Smiling, she decided to take a minute to return his call. As busy as she was, she was pleased when he answered so quickly. ?Hi Derek. It?s Mel.? ?Mel! You are one hard woman to get in touch with sometimes!? ?Sorry. I?m just so bogged down today. So what?s up?? ?Just checking to see if you?re too bogged down for dinner tonight.? ?Derek. You know I have to stay close to Sissy for a while. At this point in the game, I have to stay on him constantly. I?m not going anywhere without him.? ?So you?re putting me off again?? Mel hated herself. ?No, not really. It?s just?? She hated sounding like she didn?t want to see him again ? when she did! ?Listen. Instead of going out tonight, why don?t you come to my place for dinner? I think I told you how good a cook Sissy is.? ?Your place?? Derek thought about that for a minute. ?Sure. Why not. At least I can see you for a while.? Mel instantly felt better. She really did like Derek? a lot! ?Great! See you at my place then.? As she was heading in to see her next client, she suddenly felt like she had a lot more to look forward to tonight. Carefully press down on the ?shift? key with the left heel and don?t let it slip off? and even more carefully, press down on the ?I? key with the other. There! An upper case ?I? typed perfectly. Now for the next letter. Fortunately, he wouldn?t be typing any more upper case letters for a little bit. Typing with the shoes once again taped to his hands was very difficult. Any letters requiring him to use both shoes at the same time were much more difficult. Of course, he didn?t appreciate it at all when Robin had deleted everything he had written before the break ? just because he had been standing up when he typed. So he was sitting down now and the angle made everything that much more difficult. Hitting the ?space? bar between words was the easiest thing he did. He didn?t know where Robin had gotten off to. After break, she had deleted what he had written, made him sit down, and taped the shoes to his hands again. Then she had said she would be back in a few minutes, but that had been a while ago now. He was fairly sure she hadn?t gone back to her desk, so he had no idea where she had gone to. Oops! He had slipped while typing the letter ?t.? When he typed with his hands and missed like that, he usually called it ?fat fingered.? What did you call it when you were typing with the heels of your shoes? Robin was once again searching the inner reaches of the supply room. She needed a way to keep Sissy in his seat so she wouldn?t have to worry about him getting up when she wasn?t watching. Her first thought was to use the tape she usually used on him ? that would have been easy. But she knew the skirt he was wearing wasn?t his and the tape would ruin that ? and those beautiful stockings he was wearing. And today she didn?t want to mess up any of what he had on. So tape was out. But what else was there? She had been sure from the start that the supply room wouldn?t happen to have any decent rope lying around ? yes she had checked for that first. Now she was opening cabinet after cabinet ? searching the shelves for? inspiration. And in the dimmest part of the back of the room, she found what she needed ? in the back of a lower shelf filled with? junk. It was a ball of coarse twine like they used to use for tying up packages. In fact, it looked so old that for a minute she thought that?s exactly what it had been used for. But she grabbed it anyway and hurried back to their desks. Chad was so startled by Robin hurrying back into his cubicle that he fat fingered another letter ? or was that fat heeled? ?Hold up for a minute,? Robin said a bit breathlessly as she started trying to figure out how she was going to tie him into his chair. She pulled out the end of the string and tied it off to the arm of his chair. Then she pulled it over his lap and under the other chair arm. ?This isn?t necessary,? Chad started to say. ?I didn?t ask you,? Robin replied. ?And knowing you, it?s entirely necessary. So shut up and let me finish.? She brought the twine tightly around the bottom of the chair, up under the first arm, then tightly around his lap and down the other side. She wrapped three layers before she tied it off to the same arm of his chair. With his hands taped into his shoes, he wasn?t going to be able to untie the simple knots she had tied. He was stuck there until she released him. ?There!? she declared. ?That should hold you for a while.? She stood back to survey what she had done for a moment. She hadn?t cut the twine off so that the rest of the twine ball was now laying on the floor under his chair. As she was congratulating herself, she saw him push his chair back with his feet so he could look at her better. And it bothered her that he did. ?I wasn?t going anywhere,? he complained. ?I didn?t ask you,? she replied. ?Besides, if it?s one thing I?ve learned about you in the last couple of weeks, you?re too childish to be trusted if left alone too long.? But the fact that he had pushed his chair back still bothered her. She walked up to him and turned his chair back around again, facing his desk. Then she grabbed the ball of twine from the floor. Next she grabbed his right ankle. She lifted his ankle as high up against the underside of the chair as she could and tied it off there with the twine. Then she brought the twine back over his lap to the other side of the chair and did the same with his other ankle. Then, just because she could, she tied the twine tightly between his two ankles. Now he couldn?t get out of the chair? and he couldn?t even move the chair ? not with his legs at least. She pushed him ? in his chair, tightly up against his desk. ?Now you can keep working ? and I don?t have to worry about you getting up at all.? She surveyed her work for a minute and finally walked off happily. Chad was still stunned. Robin seemed to have this thing for tying him up. He hadn?t realized that about her before. He wondered if she realized it herself ? probably not. It wouldn?t be the type of thing she was used to doing in her everyday life. Or so he thought. But now he was still faced with the task of copying what he had written to Mel earlier that morning ? so quickly and easily with his hands. Robin had pushed him tightly up against his desk. Too tightly. Tight enough that it made working more difficult. He pushed with his arms a bit and managed to back his chair up a few inches. Much better. Once again he set about his task. But he didn?t get far before Robin was back again. She quickly pulled his chair away from his desk, and handed him another baby bottle to drink. Just grabbing the bottle between both shoes was difficult ? just as it was trying to get the thing up to his mouth properly and hold it there. Robin left again, but not for long. She came back a minute later with her cell phone and started taking picture after picture of him tied to his chair, while trying to hold onto his bottle with his hands taped inside his shoes. ?When you finish that thing, don?t go anywhere,? she teased. ?Just sit there quietly. I?ll be back to check on you later.? After watching him struggling with his bottle for a few moments, she finally left him alone and