The Bet - Chapter 11 free porn video

The Bet by Karen Singer Chapter 11 (Tuesday - week 2) Chad's pink clock radio startled him awake again. Overall, he felt awful, but mostly really tired. Reluctantly he got up and turned the loud music off and went back to sit on his blow-up mattress. What a night! The damn woman had made him drink so many baby bottles of her lousy tea that he had been peeing all night again. Only this time it seemed worse. He had been trying to hold back more and more all day yesterday to make sure he kept full control of himself, but halfway through the night it just got too difficult and he allowed himself to wet more freely so he wouldn't have to wake up completely each time. It was the only way he could get any sleep at all. Thinking about all the baby bottles she had made him drink, reminded him of her orders for him this morning. He stood up and waddled into the kitchen. His diapers were so thick it felt like he had a basketball strapped between his legs. The only good thing was that despite the two suppositories she had shoved up him again last night, he hadn't messed himself at all - yet. In fact, despite the heavy meal he had eaten last night, he still felt no need. Thankfully! He grabbed a baby bottle at random from his refrigerator and carried it back to his mattress where he laid down and put it to his lips - the prune juice again - ugh! When he finally finished his bottle he waddled back out to his kitchen again and put it with all the other empty bottles on his kitchen counter - a total now of five since she had left him last night. Way too many. He'd probably be peeing all day, which would be a major nuisance. He made his way wide-leggedly into his bathroom where he brushed his teeth and shaved his face with his pink razor. He really missed using regular shaving cream. The soap and moisturizer she had him using just weren't the same. Halfway through shaving, the suppositories decided to wake up too. And it was completely sudden. Chad had very little warning at all. Halfway through one scrape of his face, he realized it was about to happen, and then just as suddenly, he was filling his overly wet diapers helplessly - and a lot! Everything came out in one total rush. Fortunately, it was over with quickly. But like everything else, there was nothing he could do about it, so he went back to shaving his face. When he was done, he went back to his mattress where he laid down dejectedly and closed his eyes again. Mel's alarm clock startled her awake. She felt lousy. Between all the aches and discomforts from her period and staying up way too late, she could have really used a few more hours of sleep. Or a few more days of sleep would be even better. She made her way to her coffee pot where she put an extra scoop of coffee in it to help wake her up. She had no doubt she'd need it today. She had stayed up way too late last night on the internet researching sissies and dominants. She even poured through websites about bondage. And all of it was stimulating her interest in ways she never imagined it would. She was quickly finding it all addictive. That was what had really kept her up all night. But today was back to reality - sort of. She had to go to work again, but there was also the matter of Chad - her fantasy. Today she was going to saddle Chad with some new things, none of which he was going to like - especially later. It was going to be an important day for him - and for her. Realizing all this woke her up a lot more. She nearly jumped into her shower. Chad never heard his apartment door open, he had fallen sound asleep again. Mel walked in and saw all the empty bottles on his counter. She counted them, five... perfect. She walked into his bedroom and saw him sleeping. His legs were spread wide apart. She could tell even through his onesie how thick they were. She wondered briefly how uncomfortable they were that way... not that it really mattered to her. She very faintly smelled the results of the suppositories she had put in him last night and smiled. Another requirement accomplished. She walked over to his bed and looked straight down at him. Obviously he had already shaved... good. She kicked his blow-up mattress. "Wake up, Sissy." Chad jolted awake. He hadn't meant to fall asleep, but it had just happened. She was standing over him, looking down at him, just waiting. "Good morning, Mistress," he said from his back. She smiled at him. "Good morning." Then she walked away and headed towards his bathroom. Chad got to his feet and tried to shake a few more cobwebs from his brain as he followed after her. She was holding out the key to his onesie. He turned around and let her unlock it, then he felt her pulling down the zipper in the back for him. "Finish getting cleaned up," she told him. Chad pulled the onesie off then struggled to pull his plastic panties down over his diapers. Yeah, his diapers were definitely much fuller today than they had ever been before. Very carefully he pulled the diapers off of him so as to make sure that none of his mess wound up on the floor. Then he quickly got into the shower where he peed almost as soon as the warm water hit him. While he was drying himself off, Mel came back into his bathroom and began laying out his diapers. She again coated him front and back liberally with baby lotion, again spending more time than ever caressing his private parts in front. Chad loved it. He loved it so much he wanted it to never end. The slippery lotion, the soft motions of her hand... but suddenly her hand was gone again. He sighed dejectedly as he felt her pushing up his morning suppository. From ecstasy to horror. Such was his life. He couldn't wait again till he could get to work where he could relieve himself. Two diapers, plastic panties, an all-in-one girdle, and pantyhose. He was well used to the routine now. It was all beginning to feel completely normal. He also wasn't the least bit surprised when she told him to do his makeup again. "A little bit better," she told him when he had finished, "but only a very little bit. Wash it off and do your mascara again." He had really expected her to have him redo all the makeup over and over again, but she hadn't. He had no doubts that she expected him to wear the mascara to work again too. Why? She had to know that he was only going to wash it off as soon as he could. But he dutifully applied just a very light coat of the mascara. "That much at least is starting to look a little better," she declared. Chad really wondered why he felt so thrilled over such a tiny compliment. "Wait here," Mel told him as she walked out of his bathroom. She came back a minute later and handed him one of his shirts. "Wear this one today. I like it." Chad certainly had no problem with that. He began putting it on. Mel left again while he was buttoning up the front. She was back a minute later with a pair of black pants for him. She handed them to him and Chad instantly realized that they were the new women's slacks he had bought the night before. "I can't wear these!" he protested in sudden panic. "Of course you can," she replied. "That's what you got them for, isn't it? You told me yesterday you wanted some pants to wear to work that were a bit longer and wouldn't show your ankles so much, and now you have them. I think they're perfect for you." "But they're women's pants!" he said. "And you're a sissy. So what's the problem?" "I can't!" Mel smiled wickedly at him. "Yes you can! And furthermore... you will!" "But..." "No buts!" Chad was completely aghast. He couldn't! But he had to! He stood staring at her for several moments and she just stared straight back at him with that evil grin on her face. Damn the woman. She couldn't do this to him... could she? Reluctantly he pulled the women's slacks up his legs and fastened them. They felt totally different than his men's pants. The material was thinner and softer, the cut of them looked way too feminine. The only sign of any pockets were merely two fake pockets in the front with a bit of ribbing on top that weren't even deep enough to get the full length of his fingers into. The zipper fastened backwards and there were no belt loops at all. He looked down at his feet. He could just barely see his red toenails in front, but the pants were long enough to just touch the floor in the back. Yeah, they were longer and wouldn't expose his ankles too much... probably not at all, but still, this wasn't what he wanted. The whole idea had only been a ruse yesterday to keep Mel from knowing that he had worn socks to work, and now it had blown up in his face. "They're way too feminine," he finally said as he continued to look at the slacks he was wearing. "Everybody will know." "Everybody is going to know soon enough anyway," Mel replied. Chad looked quickly up at her. What did she mean by that? "I suggest you start getting used to that fact!" she added. "Put your shoes on now, you have another baby bottle to finish before you do anything else." Chad groaned. As Chad drank his baby bottle of green tea, he tried desperately to think of ways to get out of wearing the women's pants to work, but no solutions were presenting themselves. Mel had seemed awfully determined, and he was feeling more and more trapped. Could he get fired for it? It was a serious consideration. Would Mel care about that? Reluctantly, he realized that she probably wouldn't. Trapped! And what did she mean when she said that everybody was going to know soon anyway? As he drank his bottle, he began to become more and more worried about his life. When he was finally finished with his baby bottle, he carried it out to the kitchen where Mel was just putting two more into his diaper bag for him. Not exactly a welcome sight, but she had done the same for him yesterday too. She zipped the bag up and handed it to him. He immediately slipped it over his shoulder to carry. She glanced down at her watch. "It's a little bit early, but I want you to stop and get yourself something to eat before you go to work. You will do that, won't you?" Chad realized it was really an order, not a question. "That's what I usually do... when I have time," he added. "I didn't yesterday." "Good, you have plenty of time today. So you can leave now." Chad felt like he was being kicked out of his own apartment. He carried his diaper bag back into his bedroom to get his keys and wallet. Mel followed him. He picked up his keys and looked down at the pants he was wearing. Then he looked up at Mel, there was clearly frustration and annoyance in his eyes. "I have no pockets," he said. "Of courses not." Chad couldn't miss the look of absolute glee in her eyes. "What am I supposed to do?" "Isn't that what purses are for? Are you that dense?" "But I can't!" "Are we going to have to go through that again?" Chad searched for something to say. This was getting to be way too much. "You better get used to carrying a purse and quick, because from now on, you're not allowed to leave this apartment without one - for any reason! Ever!" Chad wanted to scream. It was like every single day she went out of her way to humiliate him more and more, and now she was out to totally destroy his life. As he stared at her, he searched for something to say... any argument that might help. But Mel's look of delight had turned now to one of determination. He was screwed and he knew it. "You better get moving," she finally said. Reluctantly, Chad found the purse he had bought last night and opened it. He put his keys and wallet in it. Then he added his pocket comb, a handkerchief and his pen. All the things he usually carried in his pockets. He glanced at the little pile of change that was still on top of one of the cardboard set of drawers. "Put that in too," Mel told him. He scooped the change into his hand and dumped it into the bag along with everything else. Mel picked up his cell phone and pulled it out of its case that connected to the belt clip he had for it. "You don't need this anymore," she told him as she handed it to him. Chad took it and found the pocket on the outside of his purse that was made for cell phones. He opened it and put the phone inside. Somehow, that simple act made him feel even more defeated. "Okay, off to work now. And don't forget to stop and get something to eat on the way." Chad was still too stunned by everything to reply. Silently, he walked toward his apartment door where he stopped. He couldn't do this. He just couldn't! He turned to say something to Mel. "You don't have a choice!" she told him in no uncertain terms before he could say anything to her. "You're going to do whatever I tell you to do and that's that! And believe me, I'm going to make darn sure that you do! So I suggest you start getting used to it." Chad shook his head. "But..." He stopped, still lost for words. "No buts! Now go! And remember, I'll be checking up on you." Slowly, Chad opened his door. He stopped again to collect his courage, and then he stepped outside. His diaper bag was over his right shoulder, his purse was in his left hand, he was wearing mascara, and his pants had no pockets. Women's pants. With every step he took down to his car, his mind was screaming "Sissy, Sissy, Sissy!" He opened his car door and let the diaper bag fall off of his shoulder. He reached across and put it on the passenger seat, then he set his purse next to it. Before he got into the car, he looked back up at his apartment. Mel was still outside watching him. He couldn't even sneak back up to change. He drove off trying to figure out how he was going to manage going to work wearing women's pants and carrying a purse. Mel had a sense of real satisfaction as she watched Chad driving off. It had gone easier this morning than she thought it would. She went back into Chad's apartment. Now for the next part. She was taking some major steps today. A lot of them. But all of them were steps that had to be made. It was time. Knowing exactly what she wanted to do, she got busy. Chad drove into the drive-thru of his favorite fast food restaurant, not because Mel had told him to, not because he was hungry, but because he still hadn't figured out how he was going to find the courage to be able to go to work dressed the way he was. Stopping to get something to eat was more of a delaying tactic. Normally, he would have gone inside, but certainly not today. The drive-thru was busy as it usually was and he found himself waiting in a long line of cars. That was just fine with him. When it was his turn, he ordered his usual meal. Then he inched his car forward waiting his turn at the pickup window. Fortunately, he remembered just before he got there that he couldn't reach into his wallet and pull out a couple of bills like he usually did. His wallet was in his purse now. While the cars were all stopped, he quickly grabbed his purse and opened it. He easily found his wallet inside, but he had to shake a few coins off of it before he could pull it out. He pulled out enough money for his breakfast then put his wallet back in again and closed the purse. It was his turn at the window. He drove up to it praying that whoever was there wouldn't notice his pants or his purse... or his diaper bag for that matter. But the girl there just handed him his coffee and took his money. She quickly made change and handed him that along with a bag containing the rest of his breakfast. And that was it. He drove off quickly and found a parking place to eat. The money the girl at the window had handed him he just dumped loosely into his purse. He figured he could put the bills into his wallet later. As he sat and ate, he began to dread more than ever going into work. How could he ever explain wearing women's pants? The purse he figured he could leave in the car. That would be no problem. It was his pants he was worried about. That reminded him about his socks. As soon as he finished eating, he dug them out of the console and put them on. Just that simple act made him feel a little more confident, but only a very little. It was starting to get late. If he waited much longer he'd run into too many people on the way in. He drove to work quickly. Once his car was parked where he usually parked it, he grabbed his cell phone and his keys from his purse. He figured they would be the only things he would need. Then, holding his breath for courage, he opened his car door and walked much faster than normal into the building. He was not happy to see more people around than he usually saw. It wasn't really a lot more people, but in his nervous state, it definitely seemed like more. Just inside the door, he passed two women walking the other way. One of them looked at him oddly and stopped, cocking her head. The other one stopped too. Chad hurried past them, not wanting to say anything at all. Why did his cubicle have to be so far from the door? He continued hurrying through the hallways, making turn after turn. It seemed like more and more people were looking at him. Was he attracting too much attention because he was hurrying so fast? He realized he probably was, but there was no way he could slow down. Finally he reached his own cubicle and he quickly went in and sat in his chair. Why couldn't he have an office with a door that he could close? But at least his cubicle was somewhat isolated. There weren't many people around him. Only the cubicle next to his wasn't empty. He had made it. He was at work, at his desk. And he was wearing women's pants. He had no doubts at all that some people noticed it as he came in. He'd probably be the talk of the company before long. And then he remembered his mascara. He still needed to get to the men's room to wash it all off. Another long walk. But that was going to have to wait. He didn't have the courage yet to run into anyone else. Besides, if he waited a bit longer, most people would be hard at work and the men's room would more likely be empty. He had major plans for another relief session and that would be easier on him too if he could be alone. He realized he needed to pee again. Damn! He shouldn't have drank the coffee with his breakfast. Not yet ready to make the walk to the men's room he allowed himself to pee into his diapers again. That part at least had gotten a lot easier since this all started. It was almost second nature to him now. Not giving it another thought, he got to work - work that was all too disturbed by the fact that he was wearing women's pants and mascara 'openly' in front of everyone else. The more he thought about that, the more his sexual need raged inside of him. He began counting the minutes till he dared make the trip to get some relief. Andrea looked up as Mel came back into the office. "You're back early," she said. "What happened?" "The judge postponed the Baxter case again till tomorrow." "Again?" "Yeah. I figured he probably would. The other side is really only doing what I would have done. They know I'm going to win and they're trying to delay it." She didn't mention to Andrea that this case was now of particular interest to her, much more so than most of her other cases. Andrea nodded. It was really routine stuff. "There was a package in the mail for you today. I put it on your desk. I noticed it was marked for fast delivery." Mel beamed. "Thanks," she said, and hurried off toward her office. "Something special?" Andrea called behind her. But the only answer she got was to see Mel turning around and flashing her an interesting, if not wicked, smile. Mel found the package on the middle of her desk. She checked the labels. Yes, it was from exactly who she hoped it would be from. She had some extra time in her schedule now. She opened the package and dumped the contents out on her desk. A couple of small packages fell out. Most of them looked like plastic. One contained a package of tiny locks. She left the locks alone and opened one of the other packages. The biggest one. Just looking at the object that she now held in her hands sent shivers down her spine. But she wasn't sure if they were shivers of pleasure, anticipation, or of horror. Part of it was phallus shaped, sort of. The rest of it was obviously the Chinese puzzle that would attach it to Chad's cock. She had watched a video on the internet about how to put it all together and she tried it now, fumbling more than a few times till she finally figured it out. There were so many pieces, all of which were made more complicated because there were various sizes of some of the pieces so that the right fit could be achieved. She practiced a few more times till she was sure she could do it with no trouble. Then she opened one of the other small packages that had been included and dumped the contents out in front of her. Several very cruel looking pieces were on her desk. She picked one up and examined it. It was basically a half circle of fairly sharp teeth. She touched one. It was sharp enough, but really not all that bad. But she had no doubt that those teeth would be capable of really hurting a certain particular part of Chad. She was a bit startled by someone knocking on her door. Andrea opened it and poked her head in. "The court clerk just called. Your next case for later today has been postponed till next week." Mel rolled her eyes. "What is this, a conspiracy?" She sighed. "It looks like it's going to be just one of those days." She knew that things often went like this. In her business, you never knew what the day would bring. She noticed Andrea looking curiously at the things on her desk. "Is there anyone in the office?" Mel asked, referring to possible customers. Andrea shook her head. "Not today. You're supposed to be at court all day, remember?" Mel nodded, "Yeah, it just looks like none of it's going to happen. Come on in then. I can see you're dying to see this." Mel showed Andrea the device and how it worked. More than once, she saw Andrea blush. But there was no doubt that she was also terribly interested. As Mel showed her the part that looked pretty much like a cock, she said, "This is a new model. It's made a lot shorter than most of the other ones. I picked it specially so he'd have less room to get hard in." "I thought it looked awfully short," Andrea replied. "And what are those little things?" she finally asked, pointing at the small disks with teeth. "Those are called Points of Intrigue. There actually designed to make sure that he can't pull out of it, but they can have another affect too. I read where just the teeth alone hurt so much that the wearer learns a lot faster to not get a hard-on. The different sizes give me the choice of how cruel I want to be with it. But as long as he stays nice and soft, they shouldn't hurt him at all. Unless he tries to remove this thing that is." Andrea didn't know whether to laugh or feel sorry for Chad. "The poor guy," she finally said. "But he did ask for it by making the bet with you, didn't he?" "You've got that right. And you know how I hate to lose!" Andrea could only agree. "That reminds me," Mel said as she reached for her phone. She punched in the number and waited. "Hi Cassie, it's Mel. How are you?" "I'm fine. I'm just about to start a class so I can't talk right now." "That's okay. Listen, when Sissy comes in today, do me a favor. Check to see if he's carrying his purse. Okay?" "A purse?" "Yeah, from now on I want him carrying one." "Oh God! I can't wait! Okay I got it. I got to go. Talk to you later." Mel hung up her phone. Andrea burst out laughing. "Oh Mel, this is getting better and better." With delight in her eyes, Mel said, "There's more too." She then filled Andrea in on all the things that happened last night and this morning. Andrea was in stitches. Chad glanced at his watch. It was time. A minute past in fact. Did he dare do it? Did he dare leave the safety of his cubicle and go all the way down the hall to the men's room? His need raged inside of him. He had to go. Plucking up the courage, he got up from his seat and glanced down the hall. The coast was relatively clear. Taking that first step was difficult, but he did it. He walked quickly, but not too quickly, towards the men's room. Before he got there, one of the other men he knew came out of his own cubicle with his hands full of papers. He barely glanced at Chad and just said hi to him. Relieved, Chad continued forward. He finally reached the bathroom door. Nobody else had seen him. He opened it and went inside. He was relieved. It was empty, just liked he hoped it would be. He went straight to one of the stalls and was soon pulling his clothes off as fast as he could. Once again he masturbated over the images of what she had done to him, only today they seemed all that much more powerful. His orgasm was incredible. It had been a long time since he had experienced one that strong. He sat down on the toilet to wait and recover. When his breathing was back to normal again, he started to get up, but he suddenly heard someone else coming into the room. He sat back down again and decided to stay right where he was. His penis had finally grown soft again. He suddenly felt the need to pee. He peed sitting down. He heard whoever it was out there washing his hands, then leaving. He stood back up and got fully dressed again, fumbling awkwardly with the zipper on his slacks because it was backwards and he had to pull it with his other hand. He left the stall and quickly washed his hands. Then he glanced quickly at the mirror. His mascara! He had forgotten all about it. He washed his face too. But it was taking too much time to get all the mascara off. Before he could finish, somebody else came into the men's room too. Chad finished what he was doing as quickly as he could and hurried past the guy who was still standing in front of one of the urinals. Had he seen Chad's all too feminine slacks? He doubted that the guy had noticed or he figured he would have said something. Feeling much more confident, he hurried back toward his cubicle. But he didn't make it. Robin, the woman who worked in the cubicle next to his, came out and headed straight towards him. She smiled when she saw him, then Chad saw her smile turn to puzzlement. He wanted to walk past her and not say anything. But she stopped dead in her tracks and was watching him approach. "Chad?" she said as he got close enough to him. "Are they women's pants you're wearing?" Chad slowed his walk and stopped. He was busted. He felt his face blushing and knew that she had noticed that too. There was no way out of it. "Yeah," he finally said sheepishly. "Why?" the she asked. Chad just shook his head. "I..." but he didn't have a good answer he could tell her. Instead he quickly left her and walked back to his cubicle. Someone knew! Someone knew for sure! What was he going to do? He tried to work, but he couldn't really concentrate. It was impossible, what was he going to do? "Chad?" He turned in horror to see Robin at the entrance to his cubicle. He felt himself blushing again. "Hi Robin," he said sheepishly. They stared at each other for a moment. Chad wished desperately that she would just go away. "Can I see them?" she finally asked. That was not what he really wanted her to say. "Please?" she asked, even though she noticed the almost pleading look in his eyes that said he didn't want to. Chad didn't say anything, but slowly he stood up and moved his chair aside. Robin came all the way in. "I like them?" she finally said. "Turn around." He did so. He realized he was suddenly getting ordered around by way too many women lately. "They certainly fit you very nice. I never noticed before how full your backside is. And you've lost some weight." Chad blushed deeper. There was no way he was ever going to tell her about the diapers too. She was looking him in the eyes now, and was about to say something, when he saw the expression on her face suddenly change. "Wait a minute," she said quickly. Then she hurried away, only to return a moment later with a tissue in her hand. Chad backed away as she started to bring the tissue up towards his face. "Hold still," she said. "You've got mascara still smudged on one of your eyes." Chad wanted to groan and scream both, but instead he instinctively reached for his eyes. "Wait," she said, "I'll get it for you. You can't see it by yourself." Chad's humiliation reached a whole new level as he felt her rubbing over and over again at the skin under his left eye. "There. That's better now. If you're going to wash it off, you'd better be more careful." "Thanks," Chad replied sheepishly. "So how come?" she asked again. He opened his mouth to try to say something, but there were no words. He couldn't tell her about any of it. "I don't want to talk about it," he finally said and then rudely pulled his chair back into place and sat down again, turning his back to her. He heard her sigh behind him and start to leave. He turned around again quickly. "Robin." She turned back to him. "I'm sorry. Okay?" She just seemed to shrug her shoulders a bit and started to leave again. "Robin," he added, "I seriously doubt this will be the last time." Her eyes went wide. "Why? What's going on, Chad?" But he just shook his head and turned away from her again. Busted! Robin went back to her desk feeling more than a bit annoyed. He had actually been a bit rude to her. He had never been that way before. But then she had never seen him wearing women's pants before either... and obviously he had been wearing makeup not too long ago as well. As she sat down in her chair she couldn't help but think about him. She had known him now for what, about six or seven years? And now suddenly this? She knew he was in the process of getting a divorce. But what did that have to do with this? More puzzled than ever and still feeling put out by the way he had acted, she tried to get back to work. But her thoughts kept returning to Chad. She had thought he was at least somewhat of a friend. Lunchtime came all too soon for Chad, mostly because he knew he'd have to get up from the safety of his chair and parade himself out through all those people again. And this time there would be far more people around. He delayed a few moments, hoping the main rush would at least be over with before he left. He grabbed his cell phone and his keys and glanced up the hall. In the distance, he could just see a few people wandering past his hallway in both directions, but there wasn't much he could do about it. He hurried out towards his car. Fortunately, most of the people were heading in the same direction he was so he figured they wouldn't notice his pants. At least the people in front of him. He didn't want to think about anybody who might be behind him. He realized that one good thing about having to carry his keys in his hand was that they were already out and ready for him to get quickly into his car. As soon as he closed the car door behind him, he breathed a sigh of relief. Why couldn't he just die now? It would certainly be easier. He started his car and headed towards the gym to meet Cassie. Robin closed her cell phone and was about to start her car to get some lunch when she saw Chad hurrying to his car. She saw him back out of his parking space and leave. On a whim, she followed him, she had to go somewhere for lunch anyway. A few blocks later, she saw him turn into the parking lot for a women's gym that she had considered joining a while back, but never did. She drove past it and pulled into the driveway of the next building down. She didn't really park, she just sat there and waited, watching Chad's car. She saw him get out and glance around quickly, then he reached into his car and pulled out a large pink bag that he slung over his shoulder. He appeared to pick something else up too before he closed his car door and headed towards the gym. She was shocked to realize that the other thing that he had picked up was a purse. What was in the big pink bag, gym clothes? And this was a ladies gym! Was he going in there to exercise? More puzzled than ever, she drove off in search of something to eat. But the only thought on her mind was Chad. Chad hurried into the gym. The receptionist recognized him immediately, which he wasn't all that happy about. He saw her eyes immediately lock onto the purse he was carrying and he wasn't happy about that either, just like he wasn't happy when he saw her eyes move to stare at the women's pants he was wearing. He realized that she was trying very hard to keep a straight face and was only barely succeeding. "Are you here to see Cassie again?" she asked, trying to stifle her chuckles. "Yes please," he replied, wondering how on earth he could ever hide the fact that he was carrying a purse from the rest of the room. He had only brought it in because he was very much afraid that Mel would ask Cassie if he had it. Yesterday's questions had been all too uncomfortable. "Can I ask your name please?" the receptionist asked. Yeah, she was definitely trying hard to keep a straight face and was quickly losing the battle. "Why?" he asked. He didn't really want to give her his new name. "So I can tell her who's here to see her. She's pretty busy you know." "Can't you please just tell her that I'm the same guy who was here yesterday?" She shook her head. "No, I need to know who you are." She wasn't backing down. Chad had no doubt at all that she was playing with him. She had heard Cassie call him Sissy yesterday and was probably wanting to know more. A bit red faced, he said quietly, "Please tell Cassie that Sissy is here to see her." The girl looked at him like she hadn't been able to hear him well enough. "Who?" "Sissy!" he said louder and with more than a bit of frustration. The receptionist lost all control on her laughter and she practically sprayed Chad as it burst forth. "I'll get her," she replied as she left - in stitches. Chad looked very, very hard for a hole in the floor that he could crawl into. His wait for the receptionist and Cassie was a bit longer than yesterday though and things got a bit more uncomfortable when two other women came in together to exercise. Since the receptionist wasn't at her desk, they both stood there waiting - and looking all too closely at Chad - up and down. They didn't laugh at him, but one of them had a distinct scowl on her face. "She'll be right back," Chad said, trying to sound calm. One of them just nodded, the other one seemed to scowl a bit harder at him. Neither of them took their eyes off of him. The receptionist finally came back with Cassie right behind her. The two women went to the desk and signed in then headed to the back. Cassie just stood back, staring at Chad till they left. Finally, she shook her head and turned away. "Come on, Sissy. Let's get you changed." Chad followed after her, staring mostly at the floor because he didn't want to even look at anyone else in the room as he walked through it. He was too ashamed. Cassie again brought him back to the same office then closed the blinds. She turned around and let out a huge laugh. "Mel told me you'd be carrying a purse today, but I just had to see it to believe it! Oh, and by the way, I love your pants too." Chad was suddenly very glad that he decided to bring the purse in with him. He had no doubt now that Mel was checking up on him every step of the way. Cassie was still laughing a bit when she took his diaper bag from him. "You can put your purse on the chair over there," she said, then she started to laugh all over again at him. Chad felt even more embarrassed. "Okay," she finally said when she had gotten control of herself again. "Get undressed while I find your bottle for you." Chad would have much preferred that she undress him again like she did yesterday, but that didn't seem to be the case today. As he was struggling to get his girdle over his soaked diapers, she said, "Don't you get tired of wearing that thing?" "More than you'll ever know!" he replied as he finally got it down and pulled it off of his legs. She just nodded and pointed to the floor for him to lay down. She handed him one of the baby bottles and he automatically put it to his lips and began drinking. "Just like a baby," she commented. Then she pulled down his plastic panties. "You're not messy again," she said a few minutes later as she pulled open his diapers. Chad really had no explanation this time. "What can I say," he finally said. "I don't have much control over what those suppositories do to me." "You are very wet," she commented. "Yeah, too wet." "Well, that's what I'm here for," she said, "so you can have nice fresh diapers for the afternoon." Chad felt her pull his diapers wide open, exposing him completely. She left him that way while she got his new diapers ready. Chad had visions of somebody coming in suddenly and seeing him, but fortunately it didn't happen. She pulled the old diapers out from under him and slid the new ones in place. Then she grabbed more of the baby lotion from his diaper bag. That was the part Chad was really looking forward to. Once again she spread it over him, massaging him in ways that nobody had ever done before. He soon closed his eyes as he sucked on his bottle. The feeling was that good! He was quickly growing hard. He could feel her skilled fingers doing things to him that he had never imagined. He sucked harder and harder on his bottle the more excited he got. And then, suddenly her hand was gone and he had to raise his legs so she could shove another stupid suppository up inside of him. The sensation was absolutely shocking after her previous work. All too soon, she was pulling his diapers firmly into place - too firmly. He wanted to scream. One thing was for sure, when he was done here he was going to skip lunch and head straight back to the men's room at work for some relief! Again! All too soon, Cassie had finished diapering him and had pulled his plastic panties back up. "Oh look," she said as if she were talking to a baby, you've almost finished your bottle today. Chad held his bottle up to look at it. It was almost gone. He had sucked on it that hard while she was working on him. It only took a few moments longer till he had finished it. "Good baby," she cooed as she took it from him. Chad felt the mixed embarrassment and sexual thrill of her words - deeply. "Okay, get dressed," she told him as she began packing his diaper bag back up again. Chad dressed as quickly as he could. Not just to spare himself more embarrassment, but because his mind was firmly on getting into the men's room again to get some relief. He fumbled with the backwards zipper a lot less this time. "Those slacks fit you very nicely," Cassie commented as he finished fastening them. "They should," he replied. "I lost count of how many they made me try on last night." Cassie laughed just a bit. "I wish I was there!" Chad was just very glad that she hadn't been. When he was finally ready, Cassie again led him back through the room of exercising women. He looked around at only a few of them this time. Yeah, they were watching him for sure. As soon as he could, he got back into his car and headed back to work. There was no way he could eat lunch just then, he had other parts of his body that needed the attention a whole lot more! "Hi Mel. It's Cassie." "Oh hi Cassie. How did it go today?" "Great, just great. You warned me about him carrying a purse today and about the slacks, but I couldn't believe it. Well, now I'm a believer!" "Oh good! So he did carry the purse in with him?" "Oh yeah! He sure did! And let me tell you, it was a real hoot to see. Oh, and the slacks were really nice too." "Great, I'm glad you liked them. He'll be wearing them from now on. Of course he doesn't realize that yet." Cassie laughed. "I can hardly wait." "Hey Cassie, did you happen to notice if he was wearing any mascara today?" "Not that I noticed. Was he supposed to?" "Yeah, I sent him out of the house wearing it. But I figured he'd probably wash it all off when he got to work. Looks like I was right." "Is there anything you want me to do about it?" "No, that's fine. I'll check with you tomorrow about it, okay?" "No problem. Hey Mel, I've got to tell you, I'm really enjoying this." "Good, I'm glad. So am I." "Well, I kinda figured that!" Late in the day, Chad's stomach began growling. He hadn't had anything to eat since the breakfast he had bought that morning. And the last thing he had drank was the baby bottle when Cassie had changed him. He was hungry enough that he was seriously thinking about stopping to get something light before he went to Mel's office. Just before quitting time, his cell phone beeped signaling a text message had come in. He opened the phone and read the message. It was from Mel, telling him to go straight home. He would find further instructions in his apartment. That was different, he thought. He had to wonder seriously what she had up her sleeve now. When quitting time finally came a few minutes later, Chad stayed where he was for about five extra minutes to allow more workers to leave before he tried to walk out. Then, cautiously, he hurried through the hallways and out to his car. There were still some people around, but not as many as there would have been. He did see more than he was happy about that all seemed to be looking at him. But there was nothing he could do about it. He felt very relieved when he finally got into his car and closed the door. It had been a long and horrifying day. And he was glad it was finally over. Now he just had to face whatever Mel had planned for him for the evening. But first, he really needed a snack! Robin sat in her car talking with her husband on the phone before she drove out of the parking lot. She knew she had to stop at the store on the way home to get something for dinner and wanted to make sure that her husband was going to pick up their son from daycare. As she figured, he was happy to do it. He was a good father. As she was talking to him, she saw Chad come quickly out of the building and get into his car. He seemed to drive off just as fast. Finally satisfied that her husband would take care of their son, and after getting a long list of things her husband wanted her to buy while she was at it, she left for the store. One of the many stop lights turned to red just before she reached it and she pulled to a stop to wait. Just before the light turned green, she saw Chad's car pulling quickly out of the parking lot of the fast food place just ahead of her and head up the road. The light changed and she drove ahead, following him. She saw him finally turn into the parking lot of one of the nicer apartment projects along the way. Not knowing why she did it, she followed him. The project was a maze of winding streets and buildings, but she didn't have to go very far before she saw him pull into one of the parking spaces. She pulled into another one, way back from where he had parked. She saw him get out of his car and grab his pink bag again along with the purse she had seen him carrying earlier. He also appeared to have a bag from the fast food place in his hands. She saw him walk up the stairs and finally go into one of the apartments. "At least I know where he lives now," she thought as she drove off to the store. Chad walked into his apartment and gratefully threw his pink bag and his purse down onto the floor. He had already had more than enough of them for a lifetime. He carried his meal from the fast food drive-thru to his kitchen counter to open the bag. He found a note from Mel there. In very neat print, he read: Sissy, As soon as you get this, sit down on the floor and drink another baby bottle! When you're done, apply full makeup - and make sure it's better than you've ever done! After that, put pantyhose in the breasts of your girdle to pad them out. I've laid out the clothes I want you to wear tonight. Call me as soon as you're completely dressed. Your Mistress Chad stuffed a hamburger into his mouth while he read it through a second time. It sounded easy enough. He just wasn't sure about drinking the baby bottle part since he had just bought himself another drink. But he realized he should have expected that. He took a quick sip from the coke he had just bought then dumped the rest of it down the sink since he really didn't want to drink any more fluids than he really had to - and he had no doubt that Mel would be pouring them down his throat again all night. He went into his bedroom to see what clothes she had laid out for him and found his short black skirt, and a white blouse hanging from his closet doorknob. His new black pumps were laid out underneath them. "Excellent," he thought. The clothes would be nothing but comfortable and fun for him to wear. Knowing that Mel would check for sure, he went back into the kitchen and grabbed a baby bottle from his refrigerator to drink while he finished the rest of his hamburger. He didn't sit down on the floor though. He drank it standing up at his counter. When it was finally done, he went into his bathroom to start on his makeup. Mel hadn't shown him a lot yet about makeup, but he thought for once that he did a pretty good job with the bits that she had shown him. The rest of it he knew wasn't the greatest job, but it was the best he could do. He was just about to start getting dressed though, when the suppository that Cassie had inserted, or maybe it was the combination of all the suppositories that had been put into him that day, did their work. He squirmed as they suddenly exploded inside his girdle. All the makeup he had just put on his face suddenly made him feel hot and sweaty. The mess came slowly out of him because of the pressure of the girdle and it spread out around him - feeling positively awful. This was something he would never get used to - ever! The diapers by themselves were bad enough when he messed them, but with the girdle on top, it was nothing less than an absolute horror! When it was all finally done, he went out to his bedroom to get dressed. Moving a bit more gingerly because of the mess in his backside, he slipped the skirt on and zipped it up. It felt a bit looser at the waist today than he ever remembered it feeling before. His blouse came next. He buttoned it slowly and awkwardly because the buttons were all backwards from what he was used to. Finally he slipped on his new shoes. They felt tighter than he was used to, but because of their lower heel, they were still fairly comfortable. Pleased, he went back into the bathroom to get some idea of how he looked in the mirror there. He couldn't see much, but he hoped that Mel would approve. Now if she would just change his diapers for him as soon as she got home he'd be a lot happier. Before he left his bedroom, he picked up the clothes he had worn all day. The shirt he stuffed into the box that he was using as a clothes hamper, but he usually wore his pants two or three days in a row since they never got very dirty. He opened his closet to hang them up and stopped and stared. Every pair of his male pants were pressed together, wrapped tightly inside of layer after layer of cling wrap. The only exposed place she had left was the hooks of the hangers themselves. He couldn't even touch his pants, only the outside of the thick package she had created out of them. With a whimper, he reached for another hanger, and never once taking his eyes off of the package of his male pants, he hung up the female slacks that he had worn all day. Mel's message was loud and clear. No more male pants. He felt very much like crying. With every passing day she seemed to find new heights to make his life more miserable. And curiously enough, through all his shock over what Mel had done now, he found that it too was stimulating his need. Damn the woman! She could be such a pain, while at the same time, she was so darn good! He finally closed his closet door so he wouldn't have to think about that problem anymore. Knowing that he was as ready as he was going to get, he pulled his cell phone out of his purse. Just doing that simple act seemed so odd to him. It was his purse. Not some woman's. His! And his sexual excitement over it grew another notch. He dialed Mel's number. "Hi Mel, it's me." "Who?" "Me!" "Who's me?" Chad sighed. "Hello Mistress. This is Sissy." "That's better. Remind me to punish you later for calling me Mel again." Chad said nothing. He knew he probably deserved it this time. "Okay, Sissy. Are you dressed like I wanted?" "Yes Mistress." "Good. How is your makeup?" "Not great, but better than usual." "At least you're being honest about it. Did you drink the bottle?" "Of course." "Good. So you're all ready now?" With more than a bit of trepidation, he answered, "Yes." "Good. Now listen carefully. Open the middle drawer of your kitchen counter. You will find a key in it. That's the key to my apartment. Put all your makeup in your purse. Bring your empty baby bottle and make sure you bring your diaper bag too. There will be more instructions in my kitchen. I'll see you in just a little while. And Sissy, I expect everything I tell you to do to be obeyed!" Chad was a bit surprised at what she had just said. "Of course, Mistress," he answered. And before he could say another word, he heard the line go dead. He realized that he was very glad that he was only going to her apartment next door. It could have been much worse... it still could be much worse, he realized. He easily found the key she had left him. He was only surprised that she had left it. Was she starting to trust him? Having at least some idea of what was expected of him next, he gathered up everything he needed. His purse felt a lot heavier now with all the makeup in it. Knowing that he was as ready as he was ever going to get, he went out his door and over to her apartment. Robin was driving back from the store when she passed the apartment project where Chad lived. He had been on her mind the entire time she was shopping. Just wanting to see where he lived again, she quickly turned into the driveway and drove toward his apartment. She stopped to look at it. It looked like a very nice place. As she sat there for a moment, she suddenly saw his door open. She was more surprised to see him coming out of his apartment wearing a skirt and a white blouse. He again had his pink bag and was carrying his purse. She was even more surprised to see him go to the apartment right next door and unlock it to let himself in. "Now what was that all about?" she wondered aloud. Still unable to take her mind off of Chad's strange behavior, she drove home. Inside Mel's apartment, Chad found another note left for him on her kitchen counter. Sissy, Time for another bottle. Get drinking - now! Before you read any more! Okay, you had better be drinking! If I come in and find you reading this without a bottle in your hands you're going to be very sorry! Next. Make me dinner. What you prepare is completely up to you, but it had better be good. Make enough for both of us but don't you dare set a place at the table for yourself. I should be home well before dinner is ready, but if I'm not, put your portion on a plate and stick it all into the refrigerator. Make sure you keep mine nice and warm! When you finish the bottle you should be drinking during this, stick your pacifier in your mouth! Remember, I'll be checking on everything as soon as I get there! So get busy! This time the note wasn't signed the way the last one was. He almost laughed over the tone of it, especially the part about getting a bottle to drink before he read the rest of the note. Still chuckling a little over it, he pulled a baby bottle out of the refrigerator and started drinking from it while he looked through all the food she had so he could figure out what he wanted to cook. Mel took her time coming home from work, mostly to give Chad a chance to get further along preparing her dinner. When she walked through her door, she was pleasantly greeted by the delicious aroma of the meal he was making. Yeah, the guy could cook. That was a major bonus as far as she was concerned. The only problem with it as far as she could see, was maintaining her weight. She wondered how he was at diet dishes. As soon as she closed her door behind her, Chad came out of the kitchen to see if it was her. She stood there only a moment before he seemed to collect himself and say, "Hello, Mistress." The phrase came out very garbled because of the pacifier in his mouth. "You're learning," she said as she headed toward her kitchen. "Slowly, but you're learning." Chad went back to preparing dinner while he watched her poking around at everything. She inspected his two empty baby bottles carefully. Then she went through and looked into each pot on the stove. He also noticed that she had looked him over carefully. She didn't say anything so he was hoping that he had passed her inspection. Mel went back into her living room to relax for a few minutes while Chad finished working. This was the life! And to make it better, she didn't even have to worry about cleaning up later. That was his job. It had been a long day for her filled with frustrations and successes. She leaned her head against the back of the chair and dreamed of having her personal servant forever. Soon. Very soon. "Excuse me Mistress," Chad's voice broke her relaxed state. At least she was fairly sure that's what he was trying to say through his pacifier. She opened her eyes and looked up. "Dinner is ready." He told her. She got up and went into the kitchen. The table was again set beautifully, but this time only for one. He had even lit the candle in the middle again. She was about to tell him how nice it all looked but she stopped herself. "And where's your dinner?" she asked instead. "I left it over here on the counter," he replied through the pacifier. Mel saw his plate on the far end of the counter. "Put it in the refrigerator till I tell you you can eat." She told him. Chad seemed to sigh just a bit but he did as he was told. Mel sat down. The food looked and smelled good. She tasted some of it. Just as good as it smelled. Chad was standing in the kitchen watching her. He was being very good about it, but it bothered her a bit. A tiny fragment of the many things she had read about domination recently came to her mind. "Go stand in the corner till I need you," she told him. Chad's eyes went wide. "In the corner?" Oh God! He looked around the room for a decent place. "That corner," Mel said, pointing to one at the far end of the living room. Not anywhere near her. "And face it!" Chad dutifully did as he was told. But Mel wasn't quite satisfied. "Further into it!" she commanded. I want your nose and shoulders touching it. Put your feet together! Put your hands down by your side and keep them there." She waited till she was finally satisfied with his position. "Now don't move!" Feeling wonderful from the power of what she had just done, she went back to enjoying her dinner. And she really did enjoy it. She watched Chad while she was eating. Mostly he was obeying her very well. But the longer he stood there, the more she saw him fidgeting. She knew he was probably getting bored and tired from standing there. Well, he had to learn. She saw him move again, just shifting his weight really. "Stand still!" she ordered. "You move around too much!" Chad wasn't exactly enjoying himself. Yes, it had been a bit exciting at first, but the longer he stood in the corner the more tiring it got. He couldn't really see anything either except the two blank walls that were making him cross-eyed. He had closed his eyes long ago because it was easier. And having to shove his whole body into the corner like this was certainly difficult to maintain. His legs were getting tired too. He heard her finally getting up from the table. He hoped she had enjoyed the meal he had made. He had actually enjoyed making it. He would have enjoyed it far more if he had been allowed to sit down and eat it with her. Now his food was getting cold in the refrigerator. Mel walked up behind him. She stopped there and watched him for a few minutes. She knew that he was very much aware that she was there. She was just enjoying the power trip again. Finally she decided to release him. "Okay, Sissy. You can get your dinner now." Chad felt nothing but relief as he pulled himself out of the corner. His muscles and joints were beginning to go stiff. He went into the kitchen and pulled his plate out of the refrigerator. "On the floor again," she told him. He sat down with his plate. He didn't even ask about a fork, he knew he'd have to use his fingers. Mel reached down and pulled his pacifier out of his mouth before he could. He was actually grateful. Unfortunately, she immediately reached into the refrigerator and pulled out another baby bottle that she handed him. He wasn't grateful for that! He was really getting tired of those things. His meal was cold, but still very good. Despite eating it on the floor with his hands, he actually enjoyed it. When he was done eating, Mel shoved the pacifier back into his mouth again and he began cleaning up the kitchen. He heard her turn the TV on out in the living room. When he was finished in the kitchen, she set him working on her laundry, then she sent him back to his house to get whatever clothes he needed cleaned too. He was very glad about that since he didn't have a washer or dryer... yet. That was something else she was going to be buying him when this was all over. Unfortunately, while the washer was running, Mel remembered that he still had one dirty diaper in the diaper bag in the bathroom. Once again, Chad had to scrub it by hand just the way he had done the others last weekend. But at least it was only one diaper this time. All the while that he was cleaning, Mel mostly ignored him and watched television. "Just like her maid," he thought. And he remembered that that was the very thing that she really wanted out of this bet. But she had better enjoy it now, because he knew that in the end, there was no way he could lose. When the laundry was done, and the television show Mel had been watching was finally over, she told him to get undressed so she could change him. He was more than ready for it. He was so messy and wet that he was beginning to get more than uncomfortable inside of the girdle he was wearing. She took him into her bathroom and let him undress down to just his diapers, then she very carefully helped him remove them so as not to spread the mess any further than it already was. She surprised him at that point by sending him into her shower to fully clean off. The shower was followed by a nice warm and mostly relaxing bath - except for when she again shaved his entire body, spending extra particular attention this time to his private parts. When she was done shaving him, she left him to relax and soak for a few minutes while she went out to her bedroom. When she came back, she had him get out of the tub and dry himself off. Chad fully expected her to diaper him again then, but he didn't see any sign of his diapers at all. Instead, Mel came back with a scarf that she used to blindfold him, covering his eyes and tying it tightly behind his head so it wouldn't easily slip off. He was getting nervous now, but there didn't seem to be anything in Mel's attitude that suggested that she might be angry about anything. "Just follow me," she said softly as she grabbed his arm and slowly led him into her bedroom. Her touch was almost sensual as she led him by his arm. He kept reaching out with his other arm to try to feel where he was so he wouldn't bump into anything, but she was careful to keep him well out of harm's way. Finally, his free hand came in contact with something tall and round, he realized it was one of the bedposts on her bed. A moment later, she backed him up till his legs came into contact with the mattress behind him. "Lay down," she said softly as she helped guide him onto her bed, then scooted him over till she got him into the position she wanted. Chad said nothing through any of it. Was this his reward for making her a great dinner, or perhaps acting as her maid - or more probably both? He had been good. She had punished him before, maybe now she was rewarding him. He felt her soft hands run lightly over his body, then up one of his arms, ever so gently pulling on it. "Shhh," she said as she pulled a bit harder. Chad suddenly felt ropes being attached to that wrist, holding it tightly stretched up over his head. "Shhh," she said again, calming him, relaxing him. Again her hand ran lightly over his chest, then it was gone. He heard her walking around to the other side of the bed, climbing on top of it. Her hand was back again, running lightly over his chest and up his other arm, only to tie it as she had done with his first arm. He realized he was breathing heavier and heavier. His cock was getting bigger and bigger. Wow, could this woman make love! And she hadn't even touched his good parts yet! Once his arms were secure, Mel moved a lot faster to tie his ankles to the bottom bedposts so that he was spread out wide and helpless. His hairless body was obviously waiting for her. His cock was standing firmly at attention. She breathed a sigh of relief. She had done this to him on purpose. Unfortunately, for him, she had no intention of giving him what he wanted. She opened the drawer of her nightstand and pulled out a twelve inch ruler that she had taken from her desk earlier. She figured that if her yardstick could do such a good job on his backside then this little ruler could do the same for his front. With a loud swish, she brought it down hard on his fully erect cock. Chad's body suddenly exploded in unexpected pain. What had happened? His cock suddenly felt like it was on fire. "Owww!" he cried as he jerked hard at the ropes that held him all too firmly. Then the horrible sting came again. "Owww! Shit, that hurts!" he protested. "What did I tell you about using language like that," Mel replied, then she hit his cock five more times in quick succession. Each time Chad's body jerked hard against the restraining ropes. His cock was quickly growing smaller, which was exactly what she wanted to see. "That hurts!" he complained loudly again. "Good!" Mel replied. "Why? What did I do?" he asked. "I thought you liked the dinner I made tonight." "I did," she replied. "I loved it. This isn't about punishing you for anything." Then she brought the ruler down one more time and watched him jerk, although this time silently. Chad was not only blind and helpless, now he was confused as well. She wasn't punishing him? That's what she thought! She had no idea how much she was hurting him. He suddenly sensed her head very close to his ear. "This is the next phase of your training," she whispered to him. "Since you can't pee when you're hard, then we're just going to have to teach you not to get hard anymore. Now doesn't that sound like fun?" "No!" Chad shouted in horror. He felt her moving away from him quickly an