The Bet - Chapter 49 free porn video

The Bet by Karen Singer Chapter 49 (Friday - week 7) He was wearing diapers of course, but nothing else - not unless you counted the plastic panties and the pacifier in his mouth. The diaper he was sitting in was messy too - it bothered him a bit, but there was nothing he could do about it. As he looked around him, the bars of the playpen he was trapped in seemed all too confining. All too high. There was no way out of it. He got to his knees and scooted over to the bars and grabbed hold with both hands. His chin just rested on the top rail of the bars. He was on his knees, yet for some reason, he couldn't get to his feet so he couldn't climb over the top. He couldn't get out. Stuck, like a real baby in a playpen. He released the bars and sat back in his messy diaper again. The floor of his playpen was littered with toys - baby toys. With nothing else to do, he rolled over toward the center where he could reach them better. A stuffed lamb caught his attention. He grabbed it. The material it was made from felt soft and fluffy. A moment later, he pulled his pacifier out of his mouth and inserted the back of the lamb instead - just to see what it tasted like... just to see what it felt like - in his mouth. But it was dry and uninteresting, so the lamb came back out again and his pacifier went back in. He was aware that he was wetting himself again. But awareness was all it was and he barely gave it another thought. He wet himself so frequently it didn't matter. There was nothing he could do about it anyway if it did matter. Wetting his diapers was simply a fact of life. Messing them too, for that matter. He had no control of anything anymore - just like a baby. And here he was, just like a baby, in a playpen, with nothing but baby toys to occupy himself with. And he couldn't get out. The sound of someone at the door caught his attention. He saw Mel walking towards the door, opening it, letting in... a flood of people! They would all see him like this! They would all see what a complete baby he had become! And since he was trapped in this playpen, he couldn't get away! He couldn't hide - anywhere! "Ooo. Look at the baby!" He looked to see Sandy approaching with a big grin on her face. Robin was walking right next to her. "Just what he deserves!" Robin said with a smirk. "Doesn't he?" Sandy replied. And then Mel walked up with a baby bottle in her hands. "Come here, baby," she said. He worked his way over to the bars and pulled himself to his knees, his hands clutching the bars, he chin resting on the top rail again. Mel pulled the pacifier out of his mouth and handed him the bottle. He let himself lay back on the floor of the playpen again as he put the bottle to his mouth to start drinking it. There was laughter from all the people on the other side of the bars, but there was nothing he could do about it. He was trapped - here where they could all see him. And there was no way out of the playpen. He felt himself peeing yet again, but that's all it was - a feeling. Nothing more. It didn't matter. For all intents and purposes, he had become a complete baby again - in everything except size. He was big - adult size - but the only functions he was allowed were those of an infant. Nothing more. He had been totally reduced to this state. Completely. No more adult things - only baby things. He wasn't allowed to walk. He wasn't allowed to talk in anything except nonsense. He drooled continually. He now needed something to suck on all the time. He wet himself helplessly, and he messed himself helplessly too. The only things he was allowed to occupy himself with were all baby things, nothing more. A baby. No more say in any matter. No longer deserving of any respect. A thing of ridicule. Reduced. Through the self-pity of his dream, he felt the familiar teeth inside of his chastity device digging in slightly again. But as usual, it was more of a background reminder. As sexually charged as he was, his tiny penis never dared get any bigger anymore - not as long as those teeth were there to make sure he never would. And they were always there! In his dream, person after person laughed at him... told him he deserved just what he had gotten... that he would never be anything more than what he was now... a baby! And he had no way to fight back, no way to argue with anything other than nonsense baby sounds... and no arguments to counter what they were saying anyway. Nothing. He had been... reduced. All he could do was to lay on his back and drink his bottle - proving that everything each one of them was saying was true. The only other expression his body was capable of making, was to pee again, further proving everything that they were saying. No way out. Useless. Helpless. Reduced. The sudden shocking blaring noise from his pink clock radio jerked him harshly out of his wonderful erotic dream... grating at his nerves, setting his teeth on edge. It was so shocking that he couldn't move for several moments as his muscles were all locked. But as soon as he was able, he rolled off of his blow-up mattress, knocking over empty baby bottles in the process as he hurried to turn off the irritating noise. Silence! He took a moment just to breathe and recover from the rude awakening. Tiny remnants of his dream, not much more than feelings, still lingered in his mind. But as odd as it seemed, those remnants represented a wonderful erotic experience for him. He climbed to his feet, starting to take stock of himself as he did so. The three super thick cloth diapers that Mel had put on him last night were of course much thicker and heavier now. As usual, he had wet a lot during the night and as usual, he had messed in them too. He could feel how much they forced his legs apart. They had been hard to walk in last night so he knew without a doubt that it would be much more difficult now. His breast forms hung heavily inside of the bra he was wearing. And his pacifier was in his mouth again. He hadn't bothered to put anything on over what he was wearing because it would only be something else he would have to wash eventually. He stumbled his way wide-legged out to the kitchen to see if she had left him a note. She had! But when he read it, it was hardly worth the effort. The same as usual, with one minor note added at the bottom to make sure he had his pacifier again. No problem. He grabbed his usual three baby bottles out of his refrigerator, noting as he did so that his supply was running low again. Well, it was Friday, so that was about normal. He put his pacifier down on the counter and carried his bottles out to the only piece of furniture that he owned - his one single solitary chair - that faced a wall of things he'd rather not look at. Closing his eyes, he put the first bottle to his mouth and began drinking. He immediately felt himself peeing again, but it was not anything he was going to do anything about. He was way too early to even think about holding back yet. And with all the bottles he would have to drink before he left for work, it would probably be late morning before he could even try. Mel gave up trying to sleep and got out of bed. Her alarm would be going off in a little while anyway. She hadn't slept well, and now that it was morning again, sleep seemed to be out of the question. She was too worried over what she was going to do about Sissy. She slipped her robe on as she headed out to make her morning coffee. But as much as she needed her coffee, her brain was already in gear and worrying about things. Five minutes! How was she going to overcome that obstacle! It was the primary thing she had stressed over all night long. But along with that problem, she also remembered a few other things she had neglected to do last night. Easy things, but still things that needed to get done. As soon as her coffee was making, she opened the drawer where she kept Sissy's bibs. She pulled them out and started going through them. Finally she selected one that appeared to be perfectly clean - probably because it got used less than the others since it wasn't one of her favorites. She folded it and set it aside for later. Then, since the drawer was open, she pulled out another one to use on him when he arrived for breakfast later. She checked the coffee - as she expected, it was still making. She went to the living room and found her laptop and turned it on, then went back to the kitchen to wait until her coffee finished. Finally, with a fresh cup in her hands, she took a sip and headed back to her laptop where she opened up her email program. But what to say? Well, she would start with the obvious and go from there. Yesterday, Robin had sent her an email with a wonderful picture of Sissy in his diaper playing on the floor. Robin had sent a few tiny requests in the email. Now, she had a request for Robin. A big one! When her email was finally sent, she relaxed a bit more than she had all night and took a bigger sip of her coffee. So good! Chad stood in front of the long mirror hung on his closet door and checked his reflection one more time. Overall, he thought he looked pretty good - at least for a guy in a skirt. Make that - a sissy in a skirt. But skirts and dresses were the only clothes available for him now. Mel had removed anything remotely masculine from his apartment a long time ago. His hair was curled as femininely as he could for the length it was. He had applied his makeup as usual. The light blue crystal studs in his ears sparkled prettily. His cream colored blouse was fairly plain but the skirt he was wearing was colorful. His legs were encased in nude colored pantyhose and on his feet he was wearing tan strap-on heels. Of course underneath it all was his waist cincher, his all-in-one girdle, and of course his two diapers and plastic pants. He looped the handle of his purse over one arm, and grabbed his diaper bag. In his other hand he grabbed the plastic bag containing all the empty baby bottles he had drank before he went to bed last night and again this morning. He paused just a second to brace himself for the day ahead. He had no doubt it would be another day full of humiliation. They always were. He opened his door and went out, heading for Mel's apartment next door. He knocked and was rewarded by her opening it a moment later. He curtseyed. "Good morning, Mistress," he said in his new sissy voice, lisping around the S's. "Good morning, Sissy," Mel replied as she stood back out of the way. She started looking him over as he was walking in. As usual, her first impression was satisfactory. She waited while he stowed his things under her little table by the door, then she took a better look at him. Definitely acceptable. But he was without a doubt, a man under all the makeup and clothes. Again she wondered if there was any way she could feminize him even more... remove even more of his masculinity. But other than surgery, she had no clue what else she could do. But then, anything else would have to wait till after their bet was settled anyway, and there was only two weeks left to go. "Okay, Sissy. "Up in your highchair." A few minutes later, Chad was trapped in his highchair, a bib tied around his neck, eating baby cereal with a baby spoon held in his left fist. While Chad was busy with his breakfast, Mel grabbed four more baby bottles from the dwindling supply in her refrigerator along with the bib she had gotten out earlier. She carried them to his diaper bag and put them in, removing the three bottles from the day before - two of which were still full. Those she could put back in her refrigerator for later. Even though he usually only used one of the three bottles she always sent, today she was adding one more. She closed his diaper bag up and went back to the kitchen to get a fresh cup of coffee and to watch him eating. Chad got to the office before Robin. He knew because he checked her desk as soon as he got there. Yesterday she had suggested that he greet her with a curtsey out in the hallway every morning when she came in. But there was too much of a chance that someone might see him there. He wondered if he should actually do it. Yesterday she had been all over the place emotionally. There was a good chance she might not remember that today. Besides, what was the worst she could do to him if he didn't? He stowed his purse in his desk drawer and booted up his computer. Robin parked her car and got out. She was happy because she had left the house a few minutes earlier than usual so she could make a quick stop at the store before work. She had actually managed to get thorough the store fast enough that she wasn't close to being late. She picked up the stack of magazines that she usually brought with her and grabbed her large bag that she carried every day and headed into the building. Would Sissy be out in the hallway to greet her like she has asked yesterday? She wasn't at all certain that he would. A few minutes later, she turned down the hallway where her cubicle was located. There was nobody waiting in the hallway for her. It was empty... deserted. Was he here yet? Her footsteps slowed and stopped as she reached his cubicle. She glanced inside. He was there checking his email. It looked like things weren't going to bode well for him today! Chad heard Robin stopping behind him. He turned quickly in his chair. "Hi Robin," he said brightly in his old sissy voice. But Robin's reply wasn't nearly as cheerful. "I know for a fact that I asked you to be out in the hallway to greet me with a pretty curtsey every morning! I also know that I asked you to curtsey for me every time you spoke to me. Why is it that you can't remember those few simple little things?" Embarrassed, Chad stood up and curtseyed. "Sowwy Wobbin," he said contritely in his sissy voice. "That's not what I asked for," Robin replied. "You were supposed to be in the hallway waiting for me to arrive. Now where are you supposed to be?" With his head held down, Chad walked out to the hallway and stood near the entrance to her cubicle. He was about to curtsey when he saw someone walking across the hallway in the distance, so he just stood there for a moment and waited. "What are you waiting for?" Robin asked. Chad started to point to the woman who had been in the hallway a few seconds ago, but she was gone now. He curtseyed and repeated his greeting. Robin only nodded and entered her cubicle where she finally got to unload the armful of stuff she had carried in. She had to move the pregnancy t- shirt she had made him wear yesterday out of the way first. "This isn't the way I had hoped to start my day!" Robin complained as she set her things down. "Obviously you thought I would forget what I told you to do." She turned to face him, "Don't deny it!" Chad stayed where he was out in the hallway and looked nervously down at the floor. Robin shook her head. "Once again you're acting like a child and trying to get away with the least little thing!" She shook her head again. "I had planned for you to get some more work done this morning, but it looks like you may not get to it!" She paused for a moment before continuing. "I guess you need another time-out to help you remember!" Chad's eyes went wide! "No," he replied quickly. "I'm sorry! I just didn't... think." Robin pulled her chair away from her desk. "That's right you didn't think! Well I think... I think you better get down on the floor right now!" She pointed at the spot where her chair had just been - right in front of the corner of her desk. Slowly and reluctantly, Chad went into her cubicle and got down on the floor preparing to go into the corner again. He started to push his way forward, but she stopped him. "Where does your thumb belong?" she asked angrily. Chad moved his thumb back to his mouth again, just like he had done before. "Wait a minute," Robin said, stopping him from moving again. She pulled her desk drawer open and again removed her roll of tape. A minute later, his thumb was again taped firmly into his mouth. "Okay, now you can get yourself in there. All the way in!" Once again, Chad worked his way forward sitting cross-legged, until both his knees touched the walls of the corner. A moment later, what little light that reached under her desk got much dimmer as she sat down and pulled her chair into place. "I think an hour under there should help you think about remembering things better!" Robin stated. There was no way Chad could reply, not under her desk with his thumb completely blocking his mouth. Robin booted up her computer and opened up her email program. She had sent an email to Mel yesterday, but it had been fairly late when she sent it. She was pleased to see a reply from Mel waiting for her today. Dear Robin, Thank you for the wonderful picture you sent. You don't know how jealous I am that I couldn't be there to see it in person. How did your chat with Gloria go? I hope she was able to help you. Gloria can't talk to me about it because of her non-disclosure regulations. And she's a stickler for those kinds of things. You asked if I could send along a few items. The bib should be in his diaper bag today. Since I usually put his bottles in while he's eating breakfast he probably won't know that it's there. I'm afraid that I don't have the bow for his hair that you asked about. But my friend Sandy has lots of them for him. As you remember, Sandy is my friend who likes to teach him to be more of a baby. You two may have a lot in common there. I'm afraid I didn't get a chance to see Sandy last night but I promise I'll meet with her today to see if I can get one. If not, I'll stop at the store and buy one this weekend. I hate to ask, but now I have a request. And to me I'm afraid it's a big one. I don't know if you realize it or not, but Sissy doesn't get to drink out of anything but a baby bottle very often. Even when he's out in restaurants with me, I usually make him use one. Not only is it humiliating for him, but it also helps me keep track of how much he's drinking. Would it be possible for you to see that he drinks a few bottles while he's at work every day? Or if the bottle idea is out, I'd be happy with him just drinking from a glass. Either way, I really need him to drink more while he's at work, especially in the afternoons. So if you can find a way, I've included a few extra baby bottles in his diaper bag as well. But please make sure you save one of them so that Cassie can give it to him during lunch. I also have one more minor request for tonight only. Friday night is our usual nail salon appointment and it occurs soon after he gets out of work. This week I have something special lined up for him that he doesn't know about yet. Since it's probably going to take a bit longer, the salon has asked that I make sure he gets there on time. So could you please have him ready to go home as soon as work is over? Thank you so much. And I promise that next week I'll have a nice hair bow in Sissy's bag for you as well. Please keep up the great work you're doing with him. As always, please feel free to phone or email me anytime you like. Mel It was by far the longest email that Mel had sent her. She read it through once noting Mel's unusual request. Then she went back through it a second time. She was a bit surprised to hear that Gloria thought she couldn't tell Mel what they had talked about. She hadn't really thought about it, but she guessed that she simply assumed that Gloria would tell Mel about their discussion. She had to wonder though, why would a relaxation therapist be bound by non-disclosure regulations? Not for any reason she could see. It wasn't like Gloria was a real psychiatrist. Or was she? Now that she thought about it, the way Gloria had talked to her had seemed kind of like that - not that Robin had any real experience with that kind of thing! The bib she had asked for was in his diaper bag, wherever that was. But no bow for his hair. Oh well, that had just been a minor flight of fancy anyway. By far the biggest thing that interested her though was the part about the bottles. He usually drank from baby bottles? Even in restaurants? That had to be interesting to see! And now Mel was asking that she give him some during the day? She thought about that and decided that as far as she could see, she had no real problem with it. She would work something out. Besides, watching him drink from a baby bottle in front of her would definitely help to remind her of exactly what he was! And finally Mel had something special lined up for him at the nail salon tonight. Every Monday he came to work with his nails done differently. She wondered what Mel might have arranged. Unfortunately, she'd have to wait until next week to find out. Oh well. After checking a few other emails, she opened up the project they were working on and got to work. Yesterday she had been unable to do much of anything on it. But today, with him sitting in the corner under her desk, only inches away from her feet, she had no trouble concentrating on it at all. It was early, but not too early. Sandy grabbed her phone and dialed Mel's number, wondering how long she would have to wait for Mel to return her call, especially when Andrea answered. "Hi Andrea. I don't know if you remember me. This is Sandy, Mel's friend..." "Oh hi Sandy," Andrea replied. "Of course I remember you. How are you?" "Just fine thanks. Listen, can you have Mel call me when she gets a chance?" Andrea paused. "Can you wait a minute? She just finished with a client and is heading back to her office now." Sandy couldn't believe how lucky she had gotten. A moment later, Mel greeted her cheerfully. "Hi Mel. Listen, I hate to ask but... is there any way you can give me Robin's phone number? I keep thinking about that picture you sent me yesterday of Sissy, and I'd like to talk to her about getting together on something." Mel smiled. "I better ask her first to see if she minds. But I thought you two might find something in common when I sent that picture." "Yeah, it kind of looks that way. After last weekend... who would have ever thought?" "My feelings exactly! I'll call you back when I hear from her. Okay?" "Thanks Mel," Sandy replied. Mel sent a quick email to Robin asking if she minded if she gave Sandy her phone number. Before she could get up from her desk to meet with her next client, Robin had replied. It was a full hour later when Robin finally backed her chair away from her desk and peeked under it. "Are you ready to behave now?" she asked. Chad slowly worked his way out from the dark corner and into the light again. With his thumb taped to his mouth, the task was a bit harder because he only had the use of his one arm. But finally he was out. "Are you going to stop acting like such a child now?" Robin asked as he was still sitting on the floor. The only way Chad could answer her was to nod his head. Robin shook her head. "Somehow, I doubt that you will." She grabbed her scissors and cut the tape for him and removed it. "Get up," she told him. Chad pulled his thumb out of his mouth and climbed gratefully to his feet. But he dared not say anything. He was really hoping that Robin would just let him go back to his desk now. But it seemed that Robin had other ideas. "Where's your diaper bag?" Robin asked. His diaper bag? Why would she want that? "It's out in..." "Stop!" She waited while a very surprised Sissy stopped talking. "Curtsey first!" Chad curtseyed. "Now tell me where your bag is." "It's out in the car," Chad replied. "Curtsey again so I know you're done spouting nonsense out of your mouth!" She waited as he curtseyed, then as an afterthought she added. "And where does your thumb belong?" Once again she was rewarded to see him sucking on his thumb in front of her. Yes, that was a good thing! That alone helped to remind her of what he was - especially when he was dressed as he was. "Go get it!" She saw he wasn't moving. "Now!" Chad started to turn to hurry away, his thumb still in his mouth, but Robin's voice stopped him I his tracks. "Wait!" He turned back to her. "Curtsey before you leave!" Chad curtseyed and started to turn away again, but again she stopped him. "And don't forget to curtsey when you get back. Now go!" Not totally sure what to do, Chad curtseyed once again just to be safe, then he turned and hurried away, his thumb finally coming out of his mouth the second he got out of her cubicle and she couldn't see him. His diaper bag? Why would she want that? He wasn't really happy about her request at all. He didn't know why, but something about it worried him. Was she going to make him strip totally down to nothing again? Like she had done before? Today's little time-out under her desk was something she had done before too. He had a feeling she would be seeing his little chastity device again today. He just didn't know why she would want to. Robin's phone rang as Chad was disappearing around the corner. She could almost guess who would be calling as she picked it up. "Hello?" "Hi Robin. This is Sandy. You were at my apartment last weekend when you found..." "I remember you," Robin replied. But there was a hint of coldness in her voice. She really wanted to tell the woman what a demented crazy woman she was, but she bit her tongue - only because of what she herself was now doing with Sissy. Sandy noticed the coldness in Robin's tone, but she pressed forward. "Mel sent me the picture you took of Sissy yesterday. And I really, really loved it! I don't know if you know it or not, but seeing Sissy humiliate himself as a total baby really does something to me. I've been trying to teach him to behave more and more like a baby for a while now." "Mel told me about you," Robin replied - still coldly. Again, Sandy was put off by Robin's curt tone. She was starting to have huge misgivings about even asking to talk to her. But she was on the phone with her now, so... "Well, I just thought... that since you and I like seeing him more as a baby, that we might get together some time and discuss it. I'm trying to think up some really humiliating thing to do with him to display just how much of a baby he can be." Robin knew she wasn't being exactly polite, but really, she simply couldn't. Not to this woman. Her answer came quickly. "No! And the reasons I do things with Sissy have nothing at all to do with your reasons!" She was tempted again to tell Sandy just how demented she thought she was, but again she was forced to bite her tongue. She tried to put a bit more politeness in her voice. "Besides, I have a family to think of. Nothing I do with Sissy will ever happen outside of this office!" Sandy was more than ready to get off the phone with her. "Okay," she replied disappointedly. "I just wanted to ask. I understand." Robin berated herself for her tone of voice, but she figured she was lucky to have been as nice as she was. "I understand too," she replied more kindly. "At least I think I'm trying to. But this isn't easy for me." Sandy wasn't at all sure what Robin meant, but all she replied was, "Okay. Thanks. I understand." And she hung up, even though she didn't understand at all. Scratch that idea. She'd just have to think up something to do with Sissy on her own. Chad grabbed the bag out of his car and hurried back. His thumb went into his mouth just before he turned the corner into her cubicle. Robin heard him entering and turned around. His thumb was still in his mouth - good! She seriously doubted that he had kept it there the whole time he was gone, but it was probably best if he didn't. What they were doing alone down here was best kept secret! She wasn't a bad person! At least she didn't want anyone else to know it if she was. She waited as he set the bag down on a relatively empty spot on her desk, then he curtseyed. Robin got up and opened his bag. She found the bib right away and pulled it out. She set it aside on top of her desk without unfolding it. She would use it later. She spent a few moments going carefully though everything else in his bag. Four baby bottles filled with... something. She wasn't sure what. Juice of some sort? Plenty of disposable diapers. Extra plastic pants. Cleaning supplies. Baby lotion. Baby powder. A few empty plastic bags. A jar of... suppositories. She remembered that he got one of those twice a day. How could he stand it? She didn't look any further and grabbed one of the bottles and handed it to him. "Start drinking," she said. Then she closed his bag since she was done with it. She sat down. He was standing there next to her desk, near the entrance to her cubicle, just now putting the bottle to his mouth. She didn't like him standing there. "Sit! Right there," she commanded and waited till he was sitting on the floor. "Just finish your bottle and let me get some work done." She turned away from him then and opened up the project, trying to concentrate on it instead of him. Surprisingly, she somewhat succeeded. Chad was definitely not happy about having to drink something else already this morning. He got way too many liquids in his system before he left for work every day. He might have to wait a bit longer before he started trying to hold back again. Robin turned around in her seat every few minutes to check his progress. Watching him drink from the bottle was so weird. He was dressed like an adult woman. And the incongruity of it seemed all wrong! But the act of what he was doing also served to remind her of what he was. As he was getting near the end of his bottle, she said to him, "When you're done with that thing, just stand up and be quiet till I'm ready for you." Then she turned back to the task she was working on. Chad finished and stood up, remaining silent. Finally, Robin turned around. "Why isn't your thumb in your mouth again?" Instead of answering, Sissy simply stuck his thumb back in his mouth. Robin nodded. "You keep that thing there whenever you're around me! Now put your empty bottle down on the desk." She waited until he had done that. "Now curtsey." Again she watched him going through the silly motion. "Now get out of here and get some work done! Now!" Chad started to leave, but he quickly dropped yet another curtsey to her before hurrying out - and finally taking his thumb back out of his mouth. Why had she made him sit and drink another bottle - that he really didn't need? More liquids at this time of day was only like throwing gasoline on a fire! He felt himself peeing yet again as that thought hit him. Chad was getting more and more interested in what he was working on in the project. When Robin had first denied him anything to do with it, he had nearly gone crazy from having nothing to do. But now that she wanted him to work on it again, it was like a special privilege. Tasks that he normally wouldn't think of as interesting were now not only interesting, but rewarding. About an hour after he got down to work, he started working on holding back too. Even though the bottle he had just finished made the task that much more difficult. As usual in the mornings, he wasn't able to hold back hardly at all. But that would improve as the day went on. "Break time, Sissy," Robin's voice called from the entrance to his cubicle. Chad was a bit surprised. He hadn't even been watching the time. He got up quickly though to follow her, but once again she was still standing at the entrance to his cubicle and wasn't moving. "What are you forgetting?" Robin asked with more than a hint of steel in her voice. Chad hated this. It was so difficult to have to curtsey even in situations where it clearly wasn't called for. But he dropped her a curtsey anyway. "And what else?" Robin asked. Now Chad was confused, he didn't have a clue what she was talking about. "Your thumb!" Robin ordered. Chad stuck his thumb into his mouth and was surprised to see her turn to start walking down the hallway. Did she really expect him to go to the break room with it in his mouth? He couldn't! He just couldn't! Panicking a bit, he followed her down the hall. "You can take that thing out of your mouth as soon as we turn the corner," Robin said without bothering to look at him. "Unless you're more comfortable keeping it there - which I wouldn't doubt for a minute." Chad's thumb was out of his mouth before he even started turning the corner! After the bottle Robin had made him drink, Chad decided to not get any coffee at all. As Robin entered the short line to get hers, he stood off to the side to wait for her. "What are you doing?" Robin asked. "I don't want any today," Chad explained. "Yes you do!" Robin ordered. Then she stood back a step and motioned him to get in line in front of her. Coffee was the last thing that Chad figured he needed today. When his turn at the coffee urn came, he only half filled his cup. But when he started to move on, Robin stopped him. "That's not very much," she noted. Chad just shrugged. "It's all I need." "No it's not. Fill it! Completely!" Chad wasn't happy about it, but he finished filling his cup. Then he moved down the line and grabbed a doughnut. But as soon as he turned around, Robin was there and she took the doughnut right out of his hand. "Coffee you need... doughnuts you don't!" She took a bite right in front of him before turning to lead the way to the women's table. "And make sure you finish all that coffee or you'll be getting another cup before we leave!" Chad sipped at his coffee as he sat and listened to the women talking. He was no longer the usual center of attention. More often than not now, he was ignored. Once in a while, someone would ask him things, but instead of being teased about everything, their comments and questions were more down to earth. Usually. He took his last sip of his coffee as everyone was getting to their feet to leave. Before he took two steps, he felt Robin grabbing his hand that was still holding his now empty cup. She peered in it. "Good," was the only thing she said. Chad tossed the empty cup in the trash on the way out the door. As soon as they were alone and had turned the last corner back to their desks, Robin said one word only. "Thumb!" Chad once again stuck his thumb back in his mouth. He expected to get back to work right away, but Robin made him follow her to her cubicle instead. She pointed at the floor again and said, "Sit!" As he was sitting, Robin again opened up his diaper bag and pulled out another bottle. She handed it to him. "Just stand up quietly again when you're done," she told him. Then she ignored him again and went back to work. Chad was horrified by the amount of liquids she was making him drink. Did she have any idea how much Mel made him consume before he came to work? He had already had three bottles before breakfast and another one with his breakfast. Now this was the second one of the morning since he had gotten to work! And that wasn't even counting the full cup of coffee he had just finished a few minutes ago. He'd be peeing like crazy until after lunch sometime! And he could tell that his diapers were wetter than they usually were - already. Robin only checked on him once while he was sitting on her cubicle floor with his bottle. The idiot! He deserved this! He wanted to be incontinent? Then she had no problem with Mel's little request. And seeing him with the bottle in his mouth only further strengthened her resolve. Not to mention that it again helped her to see him as nothing but a sissy instead of... a real person. She turned around when she heard him getting to his feet. She took the bottle from him. "Now get some work done!" she ordered. This time, Chad didn't think twice about curtseying before he left. Between the coffee he had just finished and now anther bottle of Mel's lousy tea, he could feel himself peeing yet again with very little warning. It was really coming out of him before he had a chance to start holding back. Robin had no idea how difficult she was making things! It was half an hour before lunch when Robin called him back to her cubicle again - and handed him yet another bottle to drink. He wondered what Cassie was going to give him when he got to the gym later. But he had no choice right now but to finish his third bottle since he had gotten to work. When he finished it, he stood up again and put his thumb in his mouth while he waited for Robin to turn around. Robin heard him get to his feet, but she let him stand there for a minute while she finished what she was doing. Only then did she turn back to him. She was pleased to see him sucking his thumb. She was also surprised to feel a slight tingle of excitement in places that her husband usually stimulated instead. The idiot! Sucking his thumb like... an idiot! She got up and grabbed the now empty bottle from him and put it back into his diaper bag. Then she picked up the bag and handed it to him. "Make sure all those bottles are filled again when you get back from lunch," she told him. "Now get out of here and I'll see you later." Chad was horrified. She was actually going to make him keep drinking them this afternoon too? It would be way too much liquid! How was he going to work on holding back? He curtseyed and backed his way out of her cubicle before going back to his desk. This afternoon too? It was way too much to drink! Chad got out of his car at the gym parking lot and did his best to feel the back of his skirt without being too obvious about what he was doing. He had been peeing so much that he was very worried about his diapers leaking. He didn't feel any wet spots, but that didn't mean that there weren't any. He didn't have a clue what he would do if his skirt was wet anyway. He grabbed his diaper bag and headed into the gym, wondering who was going to change him today. "Good morning, Sissy," Cindy said with a big smile on her face as he was still walking through the door. Chad was tempted to simply say hello without curtseying, but he doubted it would do him any good. So he curtseyed as he returned her greeting. "Are you changing me today?" he asked. Cindy's face went into a big pout. "No. Cassie say's I can't today." Chad was elated to hear it. "Can you please get Cassie for me then?" Cindy was looking for something else to say to him... or mostly for a way to tease him, but nothing was coming to mind. So she simply told him to wait while she headed off to find Cassie. A few minutes later, Chad was again following Cassie back through the room full of exercising women, some of whom said hi to him along the way. Chad figured it was the easiest he had gotten past the receptionist in a long time! Cassie grabbed his diaper bag and started going through it while he was getting undressed. She pulled out a baby bottle and was surprised to see that it was empty. She pulled out another one... empty too! Finally she grabbed one that was still full and breathed a brief sigh of relief. Then she noticed a fourth bottle in the bag. When she checked it, it was also empty. "Didn't you take the bottles out from yesterday?" she asked. "Robin's been making me drink them all morning," Sissy replied. "I'm sorry there aren't any full ones left. It wasn't my fault." Cassie just held up the fourth and still full bottle instead of answering. Chad was surprised to see it. Mel had put a fourth bottle in there? He should have checked earlier. He finally realized that Robin was now acting under Mel's orders to feed him the bottles. How dense could he be? He should have realized it earlier! A few minutes later, he was lying on his back with the bottle in his mouth while Cassie started pulling his plastic panties down. "Goodness!" Cassie exclaimed. "There's pee puddled inside of these things! If it wasn't for your plastic panties you'd be a real mess!" Very carefully, she peeled them off of him. "God, you're so soaked!" Having to be more careful than ever, she pulled his sodden diapers apart. But the moment the cool air hit his chastity device, Chad realized he was going to pee again. He also knew he wouldn't be able to hold it back for more than a second or two. With no time to warn Cassie, he quickly reached down to try to grab his diaper. Cassie saw him hurrying to grab the diaper again and guessed what was about to happen. She too grabbed for the diaper she had just peeled back, but as fast as she was, she had no trouble seeing the pee starting to erupt out of the end of his chastity device. Fortunately, the diaper was already high enough to catch everything that came out. After a few moments, she carefully pulled it back again. He had finished, but now she noticed the pee that had just come out of him was puddled in the diaper. The drenched thing couldn't hold any more. She quickly grabbed the two fresh diapers she had already prepared for him and slipped them in place under him instead. Now at least if he peed again, the diapers would hold it. She quickly wiped off his front side, then ordered him to turn over. She was glad to see that the bruises on his backside had diminished greatly since yesterday. She had worried about that because she felt partially responsible for them. She cleaned him up, then grabbed the bottle of baby lotion. Chad felt her spreading the lotion all over his backside again - and today she was rubbing it in again! His bruises hurt a little, but it was so slight now that it barely bothered him at all. The feeling of Cassie's hands far outweighed any discomfort from the bruises. "Are you going to scrunch your knees up for me again?" Cassie asked. Chad didn't even hesitate. He pulled his knees up under him, raising his backside up high for her to play with. And very shortly, he was holding his breath as her wonderful hands started to play with his tiny asshole. It felt so incredibly good! It felt even better when she stuck the tip of her toy against it a few minutes later. And a few minutes after that, he was totally preoccupied with trying to pump himself back and forth against the thing... trying desperately to reach the orgasm he wanted so badly. It was possible! It had to be possible! Cassie was holding onto her dildo once again for dear life as he worked himself so strenuously against it. He seemed so desperate. She couldn't help but feel for the poor guy. Out of the corner of her eye, she noticed him peeing again, but fortunately the diaper was under him and was catching everything. She had the impression that he was so worked up over what was going on in his backside that he didn't even know he was peeing. And before long, as usual, she saw him giving up. Again, she felt a bit sorry for him. He tried so hard, but in the end he always got nowhere. She removed the dildo and while his backend was still up in the air, grabbed his jar of suppositories. But he wasn't even turning around to look. She opened the lid - and screwed it right back in place again without pulling anything out. Then she stuck her finger way up inside of him again as if she really was inserting one of them. He didn't know. It was obvious that he didn't know. And hopefully, he never would. Mel got back from lunch at her usual time. As she walked through the door, Andrea was already back from lunch. "I need just a few more minutes to finish another contract," Andrea told her. "Do you want the rest of the stack to sign now, or when I finish?" Mel barely paused as she walked past. "When you're done will be good enough." She wasn't that anxious to start reading through them anyway. She kept going all the way back to her office. With a few minutes to spare, she decided to review her plans for Sissy. Cassie wasn't giving him any more of the suppositories in the afternoon. She hadn't given him any at all yesterday either. So again, he would have missed the last three. She actually wasn't too concerned over that issue because so far, all signs were good there. She hadn't heard back from Robin yet today about her request to have him drink more during the day. That part she was worried about. She really didn't know what she was going to do about his holding back. Five minutes! It was impossible! Her thoughts were interrupted by the ringing of her telephone. "Hello?" "Hi Mel, it's Cassie." "Hi Cassie. What's happening? Did everything go okay today?" "Oh yeah, sure. I just wanted to let you know about how wet he was when I changed him today. When I pulled his plastic pants down, there was a lot of pee that had puddled inside of them. It was hard to keep it from leaking all over the place. I'm amazed it didn't leak out to his other clothes. "That much? Wow! I wonder why it's so much more today." "He said that Robin had him drinking bottles all morning. It's a good thing you put four of them in his bag this morning because three of them were empty." Mel was definitely surprised. "They were?" "Absolutely. And Mel, the poor guy has almost no control left. He could barely hold it long enough for the two seconds it took to pull the diapers back up when he suddenly had to pee again." "That's great, Cassie! That's just what I want to hear." "Well, I just thought you might want to know about how wet he was. Really, if Robin is going to keep him drinking that much, then he may need another change - before he comes here at lunchtime." "Okay, Cassie. I'll have to think about that. Thanks for letting me know." "Anytime, Mel." Mel hung up her phone. It sounded like Robin had come through after all! She didn't know what she was going to do about how wet he was getting before lunch though, but that was something she could worry about later. Instead, she turned to happier thoughts - like his planned public ballet performance - if she could get it set up! Andrea's knock on her door interrupted her thoughts. "Come on in." Andrea came in with her inevitable stack of papers. "Okay, here's the latest. And I finished all the changes to the last one you laid on my desk too." "Great," Mel replied. "That was fast work!" Andrea smiled. "We aim to please!" she replied as she turned to leave. She was almost out the door when Mel stopped her. "Andrea... You got a second?" Andrea turned. "Of course!" She went back to Mel's desk. She was a bit surprised when Mel pointed to one of the chairs across from her desk and asked her to sit. "What are you doing this weekend?" Mel asked. "Well, you invited me for dinner Sunday night. Is that still on?" Mel nodded. "Definitely! But are you doing anything else?" "Not really. Nothing special anyway." Mel thought hard about what she was about to ask. It was a big favor but... "I'm trying to plan something special for Sissy. Would you be interested in checking something out for me, and maybe making an arrangement of two if you can? I need to stick close to him at all times now and I don't want to take the chance of him finding out what I'm planning." "Um... I guess so," Andrea replied. "What did you have in mind?" Mel spent the next few minutes explaining what she needed. Andrea was more than a bit shocked. "You have got to be kidding!" When the expression on Mel's face didn't change she added. "Really?" Mel nodded. "Really!" "Oh my God!" Chad got back to work before Robin - he checked to make sure she wasn't back yet just to be sure. And since she had said to fill all his bottles again, he had brought his diaper bag back in with him. But now he was faced with figuring out the best way to go about refilling them. Since he had nothing else, the only thing he could think to fill them with was water. He had four bottles to fill, but where should he do it? The men's room? Or the ladies room? He thought about what he was wearing and opted for the ladies room. He started to pick up the big diaper bag and stopped. What if another woman came in while he was in there? The diaper bag would be too much of an odd thing - especially since he didn't have a baby to change in there - other than himself, and he had already been recently changed. His purse would be much better and it wouldn't be at all out of place in a ladies room. He tried to stuff all the bottles into his purse, but he could only manage to fit two of them. He'd just have to make two trips with it. Since Robin wasn't back yet, he started out for the ladies room with the first two bottles. He was glad to see that there were no other women in there when he went in. He quickly went to the furthest sink and pulled one of the bottles out of his purse and filled it. The second bottle followed quickly. Then, with the bottles hidden back in his purse again, he went back out, feeling relieved the moment he got out of there. He brought them back to his diaper bag and stuck them inside. "Sissy? Is that you over there?" Robin's voice called over the wall. He hurried around to see her - curtseying to her the moment he got into her cubicle. Robin stared at him for a moment and shook her head. "Where does your thumb belong?" Sheepishly, Chad returned his thumb to his mouth. "You're worse than a child!" she muttered half to herself. "You can't seem to learn anything! Did you fill all those bottles again?" "I..." "Wait!" Robin shook her head again. "Can't learn anything! Thumb out of your mouth... curtsey... speak!" "I was just working on it," he replied. Then before Robin could say anything more, he curtseyed again and stuck his thumb back in his mouth. "Why isn't it done yet?" Chad took his thumb out of his mouth and started to speak, but he stopped himself quickly and curtseyed first instead. "Because there were too many bottles to fit in my purse at the same time." He paused for a moment, then curtseyed again and put his thumb back in his mouth. Robin was confused. "What does that have to do with anything?" Chad had to go through the whole curtsey routine before speaking again. "Because I'm trying to fill them in the ladies room and the diaper bag was too big and noticeable to carry down there." Then he had to go through the curtsey routine again, finally finishing with his thumb in his mouth. What a pain! It was worse than Mel! Robin thought she had it figured out. "Next time, either get back from lunch earlier, or find another way. Now hurry up and finish and bring me your bag as soon as you're ready." Chad curtseyed again and hurried back to his cubicle. He loaded the last two empty bottles into his purse and headed off to the ladies room. But when he got there, he was quick to realize that he wasn't alone, another woman was at the sink washing her hands, and he noticed one of the stall doors was closed. "Sissy," the surprised woman at the sink exclaimed. "I think this is the first time I've run into you here." Chad felt very uncomfortable in there now. "Um... I don't... often have to come in here," Chad replied. Glad that he had figured out something halfway logical to say. Unfortunately, the woman seemed to want to talk. "Aren't you lucky," the woman said as she reached for a paper towel to dry her hands. "By the way, I love that skirt. It's so cheerful! Where'd you get it?" Chad couldn't believe it, it seemed like the woman just wanted to hang out and talk! He told her the name of the store. "Um, excuse me for asking this," the woman replied, "but... well, I've been wondering about this for a while." Chad braced himself for something bad. "Do they ever give you any trouble when you go out shopping, like for clothes and stuff?" Chad was actually relieved at her question. "No, not really. In fact, I don't remember having any real problems. I mostly stick to just a few places to shop though." Then before the woman could continue delaying things he added, "If you'll please excuse me..." Then he pointed toward one of the stalls. "Oh! I'm so sorry! Go ahead. I'll see you later... at break?" "See you then," Chad replied as he went into the stall and closed the door behind him. The woman was still out there so he pulled up his skirt and sat down on the toilet - not that he could do anything there, with his pantyhose and girdle in the way - not to mention his plastic panties and diapers. Using a toilet was pretty much out of the question. But he needed the woman to think he was using it. He sat there for a few more minutes, waiting to hear the woman out there leaving, but she seemed to take forever! He finally realized she was probably fixing her makeup. Finally, he heard the bathroom door close. But before he could move, he heard another woman talking to him from the other stall - and he hadn't even known that there was someone else in there. "So they don't give you any problems when you're out shopping?" Chad wanted to scream. How was he going to get his bottles filled and get out of here? Robin was going to get mad... madder! "No," he replied politely. "Not so far anyway." He wondered if the woman was going to be a long time. If she was, maybe he could get his bottles filled and get out of there before she came out of the stall. "That's so nice," the woman replied from the other stall. "But I guess it only makes sense. They're all just out to sell something. What should they care who buys it? Especially in this economy." "Fortunately for me, I think you're right," Chad replied as he stood up and flushed the toilet. He went out to the sink and turned the water on. The woman was still in there. He pulled the first bottle out and filled it as quickly as he could. He got the nipple back on and stuffed it into his purse and pulled the second one out. But just then, the stall door opened and the other woman came out. As fast as he could, he stuffed the empty bottle back into his purse again. Then to cover what he was doing, he started acting like he was looking for something in his purse. "You know," the woman said as she casually headed for the sinks, "shopping is one of my favorite things to do. Of course, I can't afford to buy everything I like. But still... Is that how you feel? Do you love to shop for clothes too?" Chad paused in his search through his purse to look at her. She was just starting to wash her hands. "I guess so," he replied. "I do love the clothes," he added a bit sheepishly. Then he went back to his purse. He reached way past the bottles and managed to extricate his compact. Which he opened as he looked at his face in the larger mirror. "Well, I kind of thought you did," the woman replied. "I mean, you wouldn't be dressing that way if you didn't. Right?" Chad just looked at her. "Right," he agreed with a smile. He started trying to touch up his face a bit. But the darn woman wasn't leaving! She was just watching him! "Does it take you a long time every day to do your makeup she asked?" Ugh! Why wouldn't she leave? "Yeah, I guess so. Especially in the mornings," he replied. Go away lady! "Me too," she said. "But I guess for someone like you... no disrespect intended... it must take a bit longer. I mean, you have to be a bit more... careful?" Chad nodded. "I guess I do," he replied. What was it going to take to get rid of her? He returned his compact to his bag and started searching again... and she still wasn't leaving! "It looks like you need a bigger bag." "Or I need to clean some stuff out of it!" he replied as he reached past the bottles again and found his lipstick. The woman giggled. "I've always got that problem!" Instead of answering, Chad put a fresh coating of lipstick on his lips - that he didn't need! And still the woman wasn't leaving. He gave up and closed his purse as soon as he dropped the lipstick back inside. He picked up his purse to leave, and the woman turned to leave with him. She had been waiting for him so she could leave with him! Ugh! She chatted amicably with him all the way to the corner in the hallway, where she turned and went her separate way. Chad continued on as if to go to his own cubicle, then a minute later, he turned around and hurried back to the ladies room where he finally filled his last bottle and got out of there before anyone else could come in! "Geez! It took you forever and a day to fill two little bottles," Robin complained. "There were..." "Stop!" Chad realized what he had done wrong again. He quickly curtseyed before he answered. "There were two women in there this time, and they both wanted to talk... separately!" He curtseyed and put his thumb back in his mouth. "What did you do?" Again he curtseyed. "I talked with one, then I sat in one of the stalls for a while. Then the other one came out and just wanted to talk and talk. She wouldn't leave till I left. So I had to go back again." He hated having to end everything he said with a curtsey... not to mention having to put his thumb back in his mouth. Robin figured she got the picture. But she wasn't sure if she should be mad at him about it or not. She checked the clock then grabbed one of his bottles out of his diaper bag and handed it to him. She watched as he sank to the floor to start drinking it. Maybe he could learn things after all. Maybe. She turned to her desk to get some work done. The water from the sink didn't taste very good, but Chad figured it was still better than Mel's lousy tea. All he could think about as he worked on the bottle was that it was too much to drink. Way too much! How was he going to make any progress at holding back? So far, despite constantly trying, he hadn't been able to manage much of anything! When his bottle was done he stood up silently and waited for Robin. Two minutes later, he curtseyed for her and quickly went back to his own cubicle to finally get down to work again. But he didn't open up their project. He opened up his spreadsheet for keeping track of the bet instead. He found yesterday's date and put the curser in the column for how long he had managed to hold back. He filled in five minutes. Five minutes was good, he figured. But he wished it was better. Five minutes had been the time he started the week with. But what would he be putting in that column next week? If Robin kept shoving baby bottles at him to drink all day, he wasn't going to have much of anything to put in that spot! He looked at the daily countdown. Fourteen days! Officially two weeks. Yet it felt no different than fifteen days had seemed yesterday. Still, it was looking more and more like he was going to win this bet... if Robin would just lay off making him drink so much! He briefly glanced at his list of reasons for winning - self-respect, friends, and a life! But while he knew what he originally meant by each of those things, today he wasn't really sure what they meant. Not wanting to dwell on it, he closed the spreadsheet and opened up his project to get back to work. Robin glanced at the time on her screen. It had been an hour and a half now since she had made him drink his last bottle. Since she had decided to go along with Mel's request, she figured that an hour and a half between bottles should more than meet Mel's needs. "Sissy..." she called over the wall. She only had to wait a minute for him to come around to her cubicle, curtsey for her, and stick his thumb back in his mouth to signify that he was ready to hear what she had to say. But instead of saying anything, she pulled another bottle out of his bag and handed it to him. Something inside of her was laughing as she watched him dispiritedly sink down to the floor with it... although she wouldn't allow herself to admit that. "You better hurry up with that," she told him. "If it's not done before break, you'll be drinking another one as soon as you get back!" She purposely turned away from him and acted like she was ignoring him. He had plenty of time to finish that bottle. Almost half an hour. The jerk! Drinking from a baby bottle! And he did it all the time! Everywhere! Even in public! The jerk. He deserved it! Chad's spirits were sinking fast. A little while ago he had actually managed to hold back over a full minute! Now he was drinking yet another bottle. Would it ever stop? Yeah - two weeks from now when the bet was finally over. Maybe not even then if he didn't win! At break time, Chad - his thumb still in his mouth, followed Robin out into the hallway. His thumb left his mouth the moment they turned the corner to head down another hallway. He was glad nobody had spotted him sucking on it - so far. In the break room, he was tempted to try to get just a partial cup of coffee again, but he quickly realized that Robin was watching closely over his shoulder. He filled his cup, then headed for the women's table which was filling up quickly. One of the women he had met in the ladies room earlier sat down with her own cup of coffee. There seemed to be a minor lull in the conversation, so she filled it. "Sissy and I were talking in the ladies room earlier," she started. "We were discussing the fact that none of the stores he shops in ever gives him any trouble." "They don't?" another woman asked Sissy. Chad wasn't at all glad to be the center of attention again, but he had suffered through worse topics. "Not so far," he replied. "And do they realize... um... what you are?" another woman asked. Chad rolled his eyes at the question. "They must! I mean, just look at me!" "Why, what's wrong?" "Well, obviously I'm still a guy under all this. A guy in a skirt, but still a guy." "I don't know. You don't look so bad though," another woman countered. Chad smiled, "Thanks." "But the point is," another woman added, "you can tell that he's still a guy." "For now!" another woman added laughingly, which seemed to bring a few chuckles from some of the other women. Chad knew it was pointless to insist that he wasn't going to get a sex change. Some people wouldn't believe it, no matter what! "So are you planning to do anything to make it less obvious what you really are?" one of them asked. Chad shook his head. "What can I do? I'm surprised I look this good!" "Well, there's always surgery," one of the women suggested. "But he said he's not getting a sex change," another woman countered. "Well, he doesn't have to get a sex change to change a few things." The woman turned to Chad. "So are you planning any plastic surgery?" "Uh... Not right now," Chad replied. "How about later?" Some people just wouldn't give up! "I'm not planning any surgery... at all!" The banter went back and forth between shopping and Sissy for the rest of break. Chad didn't appreciate it - even though they were all trying to help. But because they had talked to him so much, when break was over, he had to gulp down half of his coffee so Robin wouldn't make him get another cup. He just prayed when they got back to their desks that she wouldn't hand him another bottle to drink! Robin said nothing at all to him as they walked through the hallways back to their desks. She was glad that for once he was staying quiet. The only word she said to him came as they turned down the final hallway was, "Thumb." She didn't even bother looking at him as she said it. She didn't speak again until they reached his cubicle. "My place," was all she said as she led the way. Chad followed her to her cubicle, sure now that he was going to be forced to drink yet another bottle. When he got there, she was standing, staring at him. What was she waiting for? Finally, he curtseyed for her. "Took you lo