The Bet
by Karen Singer
Chapter 42 (Friday – week 6 Part 6 of 8)
Chad would have skipped getting a cup of coffee, but he just wanted something to drink too badly. Besides, it might look odd if he suddenly didn’t take one like he usually did. But he was finally doing better at holding back now, so he allowed himself the small – luxury? He hated to think of it like that, as a luxury, because every bit of liquid he put into his system still had to come out the other end.
He was sitting at the table sipping at his coffee, listening with one ear as the women talked about problems with their kids, when another woman came hurrying into the room and right up to the table. “Girls, girls!” she called excitedly as she approached the table. “I just got the news!”
“What news?” several of them asked.
“Remember what we were discussing about Sissy and Derek earlier?” she asked as she looked straight at Sissy. “Well, it turns out that we were right! Derek admitted it to Ray just a little while ago and I heard it straight from him!”
The level of excitement at the table tripled at least. Chad just felt stunned and sick! “No! It’s not true!” he yelled. But nobody was listening to him. Every one of them totally ignored his pleas of denial.
“Sissy!” Robin yelled excitedly over the din of everybody else’s excitement. “You should have just told me! Derek confirmed it, so you can stop denying it now.” Then she thought of something else. “Girls! Girls!” she yelled excitedly to get everybody’s attention. “Sissy is taking some time off later this month. I’ll bet he’s going to get his sex change then!”
Chad was even more shocked. “I’m not getting a sex change!” he yelled over the incredible excitement all around him. But nobody was listening again. None of them would believe him. “I’m not getting a sex change!” he yelled once again in frustration. “And Derek and I aren’t getting together. There’s nothing between us!” But nobody would believe him. They were all too excited about everything.
“Sissy!” Robin yelled excitedly to him at one point. “We have to look at wedding dresses!”
Oh God!
“You’re sure you want to do this, Mel?” Sandy asked into her phone.
“Absolutely!” Mel replied.
“It just seems a bit… extreme to me.”
“It’s only about half what I’d really like to do to her!”
“It’s not her I’m worried about,” Sandy replied. “But, if you’re sure…” She giggled at the thought of it. “I’ll certainly do my part.”
“Great! Thanks Sandy. I appreciate it.”
“Dinner again this Sunday?” Sandy asked.
“Oh… No,” Mel replied. “Sorry, Sandy, not this week. We’ve got that date on Sunday instead. We’ll do it the next week for sure though.”
“No problem, Mel. Cassie and I have just been enjoying our little get-togethers, that’s all. Not to mention his cooking.”
“Yeah, I’ve rather enjoyed it a bunch too,” Mel admitted.
“Okay,” Sandy replied. “We’ll be ready.”
“Thanks Sandy.” Mel hung up her phone. Everything was now in the works for Operation Robin. As she had told Sandy, it was only about half what she’d really like to do to Robin. Of course she would also like to get a court order to keep her well away from Sissy – forever! But she knew that no judge would ever issue such a thing. So this was the next best thing… and also the more satisfying option.
It was now time for the next part of Operation Robin – the setup! She picked up her cell phone and found Robin’s phone number. She punched a few buttons and waited.
Robin was looking through web sites of wedding dresses when her cell phone rang. She just couldn’t believe that Sissy hadn’t told her the truth about him and Derek from the beginning. She would have totally understood. She didn’t know why even now he was denying it so vehemently. Not that it mattered. Wedding dresses were fun to dream about anyway – even if she was already married.
She finally picked up her phone and noticed that the call was from Mel. Wow, what timing! “Hello?” she said excitedly.
“Hi Robin? This is Mel.”
“Hi Mel. Oh! I’m so excited! Sissy should have just told me! I would have totally understood! I’m already looking at wedding dresses!”
Mel was suddenly confused. Told her what? Understood what? And she was looking at wedding dresses? Mel suddenly had even worse thoughts about her. “Um… Told you what?” she asked.
“About Sissy! And why he’s doing what he is of course.”
Mel was shocked. “He told you?”
“Well, no. In fact, he still keeps denying it. But we got confirmation from Derek himself!”
Derek? What the heck was the stupid tramp talking about? She just couldn’t believe that Sissy had told someone else all about the bet – and especially about his baby side! And now Robin was looking at wedding dresses? She didn’t know what to say! “Um…” But Robin was too excited to be held back.
“Mel, tell me, is it true? The real reason Sissy is taking a vacation later this month is to get his sex change?”
Once again, Mel was taken for a major loop. What the hell was going on there? All her plans were suddenly out the window. She couldn’t think properly. “Uh… Robin. Let me get back to you okay? I have to go now.”
“Please get back to me soon, Mel. I have sooo many questions!”
“Yeah, I’m sure you do. So do I.” Mel hung up her phone. Her head was spinning. According to that tramp Robin, Sissy had actually spilled the beans on everything – the bet, his diapers, everything. She was really surprised because he had so carefully protected that secret in the past. And now Derek had confirmed it? What had Chad told Derek? Was Derek the first person he confided in? And what the heck was that about him getting a sex change during their days off later in the month? That was definitely weird! And now that stupid blonde tramp was looking at wedding dresses? She was going to marry him? Not on her stupid pee-brained life! Sissy belonged to her… not to that stupid trollop!
Her next client was going to have to wait a few minutes. She had to get to the bottom of things – and fast!
Chad had actually been making progress on the paper Mel had assigned him to write when he heard Robin talking on the phone over the wall between them. His hearing particularly heard her say Mel, which grabbed his full attention. It had been a fairly quick conversation, but what he heard sounded like more of the gibberish all the women were bantering about the company now – unfortunately.
He was about to get up to go ask her about it when he noticed an email come in from his boss, Tom Robinson. He quickly opened the email and saw that the request he had submitted earlier to take off the end of them month had been approved. What surprised him was the fact that his request had been approved so fast – usually it took a few days. This one had gone through in just a few hours. At the end of the email, Tom mentioned that he should pick up his paperwork in the Human Resources office. With the speed that they had processed his request, Chad figured that picking up the approved paperwork sooner rather than later was probably a good idea – especially since Tom had gone to the trouble of mentioning it.
Talking to Robin was going to have to wait a few minutes. She wasn’t going anywhere anyway. He closed the email and hurried out to pick up the paperwork.
Robin was still looking at wedding dresses when she heard Sissy’s cell phone ringing on the other side of the wall between their cubicles. After the third ring, she wondered why he wasn’t picking it up. After the fourth ring she got up from her seat to see why he wasn’t answering it. She reached his cubicle on the fifth ring and was surprised to see that he wasn’t there. She saw his cell phone on the desk and went over to see if she could tell who was calling him, but the moment she got near his phone the caller gave up and the display on his phone went blank. Oh well. She’d just tell him about it when he got back.
Mel wanted to throw her cell phone across the room. Why wasn’t he answering? Was he too busy with Robin again? She’d strangle her if he was! Both of them! And now that the word was out, Robin was looking at wedding dresses? Why the hell didn’t he answer his phone? She needed answers! Who could she call? Ray’s name immediately came to mind, but something about that didn’t feel right. She wasn’t exactly up for Ray trying to talk her into going out with just him alone. Derek’s name was a fast second. She found his phone number and called.
Derek was driving through the city when his cell phone rang. He hated answering the phone while he was driving, but since it was usually the office calling about business, he had little choice. “Hello?” he said, wondering what kind of problem someone had called in with now.
“Derek? This is Mel.”
If traffic hadn’t been so light, Derek might have had an accident. Mel was the last person he expected to hear from. “Mel! I’m glad you called. It’s a little late for lunch, but if you’re interested in dinner…”
“No, Derek. That’s not what I’m calling about.” Mel sighed and forced herself to calm down and think logically, if not exactly straight. “Derek, what I’m calling for is… What the hell is going on at that company of yours?”
“Huh? What are you talking about?”
“I just talked with Robin and she told me some of the craziest things. What did Sissy tell you today?”
“Sissy? I haven’t talked to him.”
“Her.”
Derek shook his head and rolled his eyes. “Whatever! I still haven’t talked to ‘her’ since yesterday. Why?”
But Mel was now trying to make sense of things. “So you haven’t talked to Sissy at all? No emails? Nothing?”
Derek was confused. “Like I said, not since yesterday. Why? What’s going on? I’ve been out on a service call for the last hour or so.”
But Mel quickly realized that Derek was a dead end. He didn’t know anything – which meant that things were adding up even less. “Never mind,” Mel replied. “I need to find someone who actually knows.”
“About what?”
“That’s just it, I’m not sure myself.”
“Well, we could still discuss it over dinner.”
Some little piece in the back of Mel’s mind was tempted, but she couldn’t deal with that just then. Besides, she had other plans for later. “Sorry. I’ve got other things I have to do tonight. I’ll have to see you on Sunday. I’m looking forward to that.”
Sunday was the last thing Derek wanted to be reminded of. “Unfortunately, I’m not looking forward to it. Dating “Sissy” is not my idea of fun!”
Mel sighed. Actually, she still would rather be going with Derek than Ray, but… “I know Derek, but well… a bet is a bet. And I appreciate you doing it.”
“So go to dinner with me and prove it!”
Mel sighed. “Some other time Derek. Some other time.” She hung up the phone and immediately dialed Sissy again – and again got no answer. Where was he? Fretting about what was going on, she finally admitted temporary defeat and went out to meet with her next client. But she was determined to make the meeting as short as possible!
Chad hadn’t been to any of the offices upstairs in quite a while so he was more aware than ever of everybody noticing him as he walked past the various areas. More than once, one of the women he now knew from the break room waved to him or said hi to him as he walked past. New friends? He supposed. But it was hard to tell since they teased him so much. He really couldn’t blame them.
He turned into the Human Relations office and the secretary there looked up at him with a big smile. She picked up a paper off of her desk and held it out for him to take. “Good luck,” she wished him as he took it. Chad thought it was a very strange thing for her to say – till he realized that she thought he was taking this vacation to actually get a sex change. How stupid! “I’m not going anywhere!” he told her. “And I’m not getting a sex change!”
“Of course not,” she said as if she really didn’t believe him.
Knowing that it would be useless to argue further, he turned and headed back downstairs. He finally turned down the hallway where his own cubical was located. As he got closer, he could see Robin’s cubicle just past his. He was going to head straight there to ask about Mel’s phone call, but just before he reached his own cubicle, the stupid suppository that Cassie had stuck up inside of him at lunchtime decided to do its thing. It was a little bit later than usual, but not by much. Hating the experience, he stopped dead in his tracks as the little bomb did its work. Knowing it would be impossible, he didn’t even try to hold back on it, he just wanted the ordeal over with as soon as possible. But today, it seemed to drag out longer than usual. Was that because he had eaten more for breakfast and lunch? And worse, it almost felt like what came out of him was a little bit more solid than it had been in a long time now. But it was really hard to tell.
Troubled by it, he turned directly into his own cubicle instead of going on to Robin’s and he carefully sat down. As he did so, he noticed that when he sat, it felt different, a bit more squishy than usual. Ugh! For a few moments it was a bit more uncomfortable too. For as much as he loved wetting his diapers, he hated messing in them just as much if not more. But what chance did he have when Mel made sure he got one of those stupid suppositories shoved way up inside of him – twice a day, every single day! There was just no winning!
And then it hit him. The paper he was writing for Mel only contained two – tenuous – reasons and that was it. The real reason he “deserved” to be totally incontinent hadn’t even dawned on him till then. He again opened the paper he was working on and went to the very end where he started a new paragraph. “Anyone who is dumb enough to really want to be incontinent, deserves to be incontinent, just so they can be stuck with the total helplessness of the situation. No way out. No going back. Stuck with the mess. Stuck with the humiliation. Stuck with the discomfort. Stuck with everything that goes with it. They deserve to be incontinent just because they wanted to try it!”
In the next cubicle over, Robin thought she heard something in Chad’s cubicle. “Sissy, are you back?” she called over the wall.”
“I’m here,” Chad replied.
“Girly voice!” Robin yelled back.
Ugh! “I’m back!” he yelled again – in his girly voice. But he thought he heard something else from Robin’s cubicle and suddenly realized she was on her way over. Quickly he reached for his mouse to close the paper he was working on for Mel, but unfortunately he had been typing and the program asked him if he wanted to save his work before closing it. He clicked “yes.” Robin walked into his cubicle a moment before the paper actually closed.
“Hey, you finally found something to write about?” she asked cheerily.
“Uh… Sort of.”
“Can I see?”
“Um… No, it’s something private.”
“Are you sure?”
Gee she could be nosy! “Of course I’m sure.”
“But maybe it’s something I could help with?”
Chad briefly wondered if she and Cindy at the gym were related. “No, it’s nothing like that. It’s just something… personal.”
Robin finally gave up. “Okay. I just wanted to tell you that your phone rang a few times while you were gone. Where did you go anyway?”
More questions! “Up to HR to get the approval for my days off.”
“You mean for your sex change trip?”
“I’m not getting a sex change! Gee!”
Robin laughed. “I know. But it’s fun to think about you getting married. That’s what I’ve been doing all afternoon, looking at wedding dresses for you.”
Chad stared at her, not believing what he had just heard. “You’re kidding! Wedding dresses? I’m not marrying Derek! I’m not even doing this just because I want to ‘get together’ with him!”
But Robin picked up on the wrong words. “So you’re admitting finally that you do want to ‘get together’ with him.”
“No! I just said I’m not!”
“No, you said you’re not doing it ‘just because’ you want to get together with him. So you do want to and there’s just another reason too.”
Chad’s head was spinning. Where did she come up with these things? “No! It’s not that at all. Derek and I aren’t trying to get together at all! Period!”
“But you do want to.”
“No I don’t!”
Robin just smiled wickedly as she turned around. “I don’t believe you.”
Chad was left to stare at the empty entrance to his cubicle. Women! Where do they come up with these things? He picked up his cell phone to see who had called and saw that he had missed two calls from Mel. She probably wanted to remind him about their nail appointments later. No problem. He punched in her number and waited for an answer, but nobody picked up on the other end. He called her office phone, but unfortunately he only got as far as Andrea. Mel was busy with clients and it looked like she was going to be a while. But Andrea promised she would tell Mel that he called. Chad went back to finishing up the paper he was working on so he could get it sent.
Friday, September 23, 2011
Tuesday, September 20, 2011
The Bet - Chapter 42 (Friday – week 6 Part 5 of 8)
The Bet
by Karen Singer
Chapter 42 (Friday – week 6 Part 5 of 8)
Mel walked her client to the door and shook hands with him. Once he was gone, she turned back toward her office. The waiting room was empty except for Andrea who was typing something at her desk. She stopped in front of Andrea’s desk and waited till she had finished typing and could look up. “Okay, I give up. What’s so obvious? How can I keep Sissy from holding back at work?”
“You’re kidding, right?” Andrea asked. “You mean you really don’t know?”
“No! That’s why I’m asking.”
Andrea just shook her head. “Well, like I said, I’m sure there are things I don’t know about so you can’t do it.”
“Like what?”
“I don’t know! That’s the point.”
“Okay, well, there’s nothing I can think of. So what are you talking about?”
“I don’t believe you don’t see this already.”
“What is it?” Mel asked, her voice full of frustration.
“Well, you said that the only time he can work on holding back is when he’s at work, right?”
“Yeah. So?”
“So… Don’t send him.”
“Huh?”
“Don’t send him to work. I mean, the guy’s probably got some vacation time, doesn’t he?”
Mel’s jaw dropped wide open as she stood there in shock. It was so obvious! Why hadn’t she seen it? “Thanks, Andrea! I owe you!” she said quickly before she hurried back to her office. Don’t send him to work! It was so obvious. This time, instead of emailing him, she picked up her cell phone instead.
“Break time Sissy,” Robin’s voice called from the entrance to his cubical. “Hey, what ‘cha looking at?” She walked in closer so she could see his computer screen. There were several pictures of models on it. “Hey, I’ve seen those. They’re beautiful, aren’t they? Have you seen the one in the teal print dress yet? It’s a couple of pages in.”
“Not yet,” Chad replied. “I haven’t gotten that far.”
“So go to the next page and see if it’s there. I want to show you the shoes she’s wearing.”
Chad started to click toward the next page in the website, but he was suddenly interrupted when his cell phone started ringing. He quickly picked it up and noticed that the call was from Mel. “Hello?” he said, carefully using his ‘girly’ voice.
“Sissy,” Mel’s voice replied. “What are you doing?”
“Um… Robin and I were just about to go to break.”
The stupid Robin woman again! Mel was so glad that she would be getting what was coming to her very, very soon. She could just picture the two of them walking hand in hand to break together. The very thought of it made her sick. “Sissy, I need to know if you have any vacation days available.”
Chad was a bit surprised by the question. “Vacation days? I guess so. I’m sure I have at least a week left.”
“Good! I want you to put in immediately to take off the entire last week of our bet together.”
“The whole last week?”
“You heard me. Now arrange it, or I’ll do it for you. Of course, you may not have a job left if I have to do it. Let me know as soon as you can get it arranged. Got it?”
“Yeah. The whole last week. I’ll let you know.”
“Good. How are you coming with the little paper I assigned you? I’m still waiting to read it.”
“I’m working on it,” Chad replied.
“Well get it done! No excuses!”
“I will.”
“Good. Don’t forget, nail salon tonight. Are you going to keep your current nail length or get them cut shorter?”
“I hadn’t thought about it,” Chad confessed.
“Well, if you do decide to get them cut, don’t get them too short.”
Chad was just surprised that the choice was going to be totally up to him. “Like I said, I hadn’t thought about it yet.” He glanced down at his long purple fingernails. Even in the lavender color, they looked so much more feminine with the longer nails. “I do kind of like the way they look when they’re this long.”
“Good,” Mel replied. “Oh, and you should consider a different color. Maybe something in the red to pink range. Maybe more towards the red end.”
Chad had to wonder why she was being so specific. What did she have planned for him now? “I’ll think about it,” he replied.
“Good. Let me know the minute you know about your vacation!”
“I will,” Chad replied. “I will.”
“What was that all about?” Robin asked.
“Mel wants me to take some vacation time from work.”
“When? The last week of the month?”
Chad did some mental calculating and realized that the last week of the month was also the last week of the bet. “Yeah,” he replied.
“So what’s going on? Where are you going?”
“I have no idea. She just wants me to take off.”
“So are you?”
Chad couldn’t tell her at all that he really had no choice in the matter. “Probably. I could use a few days off anyway.”
“Well, you just better not come back with a complete sex change without telling me first. I’ll kill you!”
Chad laughed. “No chance of that!” – he hoped. He had no idea why Mel really wanted him to take off or what she had planned for him. He wasn’t even sure he wanted to know. Knowing Mel, she might have the most outrageous plans for him. He just hoped it wasn’t really a trip anywhere. That would be most embarrassing!
“So are you going to cut your nails shorter?” Robin asked as they headed out into the hallway together.
“I hadn’t thought about it,” Chad replied as he again glanced quickly at his long lavender nails.
“I don’t know how you manage to do anything with them that long.”
Chad just shrugged. “You get used to it.” As they walked, he was a bit amazed. Wasn’t that the very thing he often wondered when he saw women with long nails? Now a woman was asking him!
Mel hung up her phone and stared at her back wall for a minute. It was so obvious! Why hadn’t she thought about it before? And now that she had ordered him to do it, she immediately felt better about things. With an entire week to work on him, she was sure she could win this bet! And speaking of taking off! She punched in Andrea’s number on her office phone.
“Yes?” Andrea’s voice came back.
“Andrea. Check my schedule for the last week of the month. Clear as much of it as possible. Everything if you can.”
“So you’re trying to take off too?”
“As much as possible.”
“Hang on a minute,” Andrea replied while she was still on the phone. She quickly glanced through Mel’s calendar. “I only see a couple of court appointments that will be almost impossible to get out of. But other than that, I can probably move things around so you have most of the time available.”
“Good. Do what you can Andrea. Thanks.”
Mel suddenly felt better than she had all day. Things would be even better now that she was going to take some time off too. Well, most of the time anyway. There were still a few pesky things she had to attend to at that time, but they were minor little things that couldn’t be helped. With that problem finally ironed out, she was able to turn her thoughts instead to much more happier things – like teaching Sissy ballet. She needed to come up with a routine for him now. Something he could perform in public. And she couldn’t wait!
Derek didn’t dare go down to the break room, even though he would have enjoyed a cup of coffee. Maybe he could just go out somewhere and get one, or maybe he could send one of his co-workers after a cup. But there was no way he was going anywhere near that break room while Chad… Sissy might be there!
Ray was on his way to confer with one of the other managers about the new government regulations on their industry when he had to pass by Derek’s office. He was a bit surprised to see Derek at his desk. The temptation to rub something in and get Derek’s goat a bit was just too much. He delayed his meeting for a moment and went in to see Derek instead. “You sly dog!” he announced as he entered Derek’s office.
“What?” Derek wasn’t at all happy to see Ray again, especially not with a grin that big on his face.
“You sly old dog!” Ray repeated excitedly once again.
“Now what?” Derek asked with more than a hint of annoyance in his voice. He just knew that Derek was up to something that he probably wouldn’t like.
“You should have told me!”
“Told you what?”
“You lost that bet on purpose!”
“I what? What are you talking about?”
“The bet. The poker bet. You lost it on purpose… you sly old dog you!”
“Ray, how could I lose that bet on purpose? Why would I ever want to do such a stupid thing? Especially with the consequences I’m facing now because I did lose!”
But Ray was still grinning from ear to ear. “I’m afraid the word is out now boy. You should have just told me. I would have understood perfectly.”
Derek was getting more and more frustrated with Ray, not to mention downright angry. “Told you what? What word is out?”
“Why, about you and Sissy of course. You should have told me.”
“Told you what?” Derek yelled back. “What about… me and… Sissy?” he spat the last word.
“Why, you and Sissy have this… ‘thing’ for each other. And he’s getting a sex change just so that you two can be together. You sly old dog you!”
Derek’s face was going purple. He was on the verge of exploding. “That’s not true and you know it! Stop this bullshit!”
“But I didn’t start it,” Ray replied happily. “It’s all over the company now.”
Ray was shocked. “All over…”
“You sly old dog you…” Ray said one last time as he walked out.
Derek was fuming. All over the company? Ray had to be kidding! It was the craziest thing he had ever heard. Common sense would show everybody that! He did his best to try to ignore what Ray had just said and chalk it up to more of Ray’s teasing.
Man did he ever need some coffee now. No, not coffee, a good beer instead! No, not beer, something much, much stronger!
The woman who Ray had originally gotten the rumor from was just getting up from her desk to go to the break room when Ray “just happened” to be walking by. He stopped just long enough to speak a few words with her about company business. But before he left, he added just a tiny bit more. “Oh, by the way!” he added. “Remember what you were asking me about earlier…. About Derek and Sissy?”
“Yeah?” the woman asked, suddenly very interested.
“Well, it looks like you were exactly right. Oh, he didn’t want to come out and just admit it, but I got enough out of Derek so that I know it for sure!”
“You’re kidding!” the woman replied, totally shocked and amazed. Now she couldn’t wait to get to the break room. Wait till the girls heard this!
The huge grin was back on Ray’s face as he watched her hurrying for the door.
by Karen Singer
Chapter 42 (Friday – week 6 Part 5 of 8)
Mel walked her client to the door and shook hands with him. Once he was gone, she turned back toward her office. The waiting room was empty except for Andrea who was typing something at her desk. She stopped in front of Andrea’s desk and waited till she had finished typing and could look up. “Okay, I give up. What’s so obvious? How can I keep Sissy from holding back at work?”
“You’re kidding, right?” Andrea asked. “You mean you really don’t know?”
“No! That’s why I’m asking.”
Andrea just shook her head. “Well, like I said, I’m sure there are things I don’t know about so you can’t do it.”
“Like what?”
“I don’t know! That’s the point.”
“Okay, well, there’s nothing I can think of. So what are you talking about?”
“I don’t believe you don’t see this already.”
“What is it?” Mel asked, her voice full of frustration.
“Well, you said that the only time he can work on holding back is when he’s at work, right?”
“Yeah. So?”
“So… Don’t send him.”
“Huh?”
“Don’t send him to work. I mean, the guy’s probably got some vacation time, doesn’t he?”
Mel’s jaw dropped wide open as she stood there in shock. It was so obvious! Why hadn’t she seen it? “Thanks, Andrea! I owe you!” she said quickly before she hurried back to her office. Don’t send him to work! It was so obvious. This time, instead of emailing him, she picked up her cell phone instead.
“Break time Sissy,” Robin’s voice called from the entrance to his cubical. “Hey, what ‘cha looking at?” She walked in closer so she could see his computer screen. There were several pictures of models on it. “Hey, I’ve seen those. They’re beautiful, aren’t they? Have you seen the one in the teal print dress yet? It’s a couple of pages in.”
“Not yet,” Chad replied. “I haven’t gotten that far.”
“So go to the next page and see if it’s there. I want to show you the shoes she’s wearing.”
Chad started to click toward the next page in the website, but he was suddenly interrupted when his cell phone started ringing. He quickly picked it up and noticed that the call was from Mel. “Hello?” he said, carefully using his ‘girly’ voice.
“Sissy,” Mel’s voice replied. “What are you doing?”
“Um… Robin and I were just about to go to break.”
The stupid Robin woman again! Mel was so glad that she would be getting what was coming to her very, very soon. She could just picture the two of them walking hand in hand to break together. The very thought of it made her sick. “Sissy, I need to know if you have any vacation days available.”
Chad was a bit surprised by the question. “Vacation days? I guess so. I’m sure I have at least a week left.”
“Good! I want you to put in immediately to take off the entire last week of our bet together.”
“The whole last week?”
“You heard me. Now arrange it, or I’ll do it for you. Of course, you may not have a job left if I have to do it. Let me know as soon as you can get it arranged. Got it?”
“Yeah. The whole last week. I’ll let you know.”
“Good. How are you coming with the little paper I assigned you? I’m still waiting to read it.”
“I’m working on it,” Chad replied.
“Well get it done! No excuses!”
“I will.”
“Good. Don’t forget, nail salon tonight. Are you going to keep your current nail length or get them cut shorter?”
“I hadn’t thought about it,” Chad confessed.
“Well, if you do decide to get them cut, don’t get them too short.”
Chad was just surprised that the choice was going to be totally up to him. “Like I said, I hadn’t thought about it yet.” He glanced down at his long purple fingernails. Even in the lavender color, they looked so much more feminine with the longer nails. “I do kind of like the way they look when they’re this long.”
“Good,” Mel replied. “Oh, and you should consider a different color. Maybe something in the red to pink range. Maybe more towards the red end.”
Chad had to wonder why she was being so specific. What did she have planned for him now? “I’ll think about it,” he replied.
“Good. Let me know the minute you know about your vacation!”
“I will,” Chad replied. “I will.”
“What was that all about?” Robin asked.
“Mel wants me to take some vacation time from work.”
“When? The last week of the month?”
Chad did some mental calculating and realized that the last week of the month was also the last week of the bet. “Yeah,” he replied.
“So what’s going on? Where are you going?”
“I have no idea. She just wants me to take off.”
“So are you?”
Chad couldn’t tell her at all that he really had no choice in the matter. “Probably. I could use a few days off anyway.”
“Well, you just better not come back with a complete sex change without telling me first. I’ll kill you!”
Chad laughed. “No chance of that!” – he hoped. He had no idea why Mel really wanted him to take off or what she had planned for him. He wasn’t even sure he wanted to know. Knowing Mel, she might have the most outrageous plans for him. He just hoped it wasn’t really a trip anywhere. That would be most embarrassing!
“So are you going to cut your nails shorter?” Robin asked as they headed out into the hallway together.
“I hadn’t thought about it,” Chad replied as he again glanced quickly at his long lavender nails.
“I don’t know how you manage to do anything with them that long.”
Chad just shrugged. “You get used to it.” As they walked, he was a bit amazed. Wasn’t that the very thing he often wondered when he saw women with long nails? Now a woman was asking him!
Mel hung up her phone and stared at her back wall for a minute. It was so obvious! Why hadn’t she thought about it before? And now that she had ordered him to do it, she immediately felt better about things. With an entire week to work on him, she was sure she could win this bet! And speaking of taking off! She punched in Andrea’s number on her office phone.
“Yes?” Andrea’s voice came back.
“Andrea. Check my schedule for the last week of the month. Clear as much of it as possible. Everything if you can.”
“So you’re trying to take off too?”
“As much as possible.”
“Hang on a minute,” Andrea replied while she was still on the phone. She quickly glanced through Mel’s calendar. “I only see a couple of court appointments that will be almost impossible to get out of. But other than that, I can probably move things around so you have most of the time available.”
“Good. Do what you can Andrea. Thanks.”
Mel suddenly felt better than she had all day. Things would be even better now that she was going to take some time off too. Well, most of the time anyway. There were still a few pesky things she had to attend to at that time, but they were minor little things that couldn’t be helped. With that problem finally ironed out, she was able to turn her thoughts instead to much more happier things – like teaching Sissy ballet. She needed to come up with a routine for him now. Something he could perform in public. And she couldn’t wait!
Derek didn’t dare go down to the break room, even though he would have enjoyed a cup of coffee. Maybe he could just go out somewhere and get one, or maybe he could send one of his co-workers after a cup. But there was no way he was going anywhere near that break room while Chad… Sissy might be there!
Ray was on his way to confer with one of the other managers about the new government regulations on their industry when he had to pass by Derek’s office. He was a bit surprised to see Derek at his desk. The temptation to rub something in and get Derek’s goat a bit was just too much. He delayed his meeting for a moment and went in to see Derek instead. “You sly dog!” he announced as he entered Derek’s office.
“What?” Derek wasn’t at all happy to see Ray again, especially not with a grin that big on his face.
“You sly old dog!” Ray repeated excitedly once again.
“Now what?” Derek asked with more than a hint of annoyance in his voice. He just knew that Derek was up to something that he probably wouldn’t like.
“You should have told me!”
“Told you what?”
“You lost that bet on purpose!”
“I what? What are you talking about?”
“The bet. The poker bet. You lost it on purpose… you sly old dog you!”
“Ray, how could I lose that bet on purpose? Why would I ever want to do such a stupid thing? Especially with the consequences I’m facing now because I did lose!”
But Ray was still grinning from ear to ear. “I’m afraid the word is out now boy. You should have just told me. I would have understood perfectly.”
Derek was getting more and more frustrated with Ray, not to mention downright angry. “Told you what? What word is out?”
“Why, about you and Sissy of course. You should have told me.”
“Told you what?” Derek yelled back. “What about… me and… Sissy?” he spat the last word.
“Why, you and Sissy have this… ‘thing’ for each other. And he’s getting a sex change just so that you two can be together. You sly old dog you!”
Derek’s face was going purple. He was on the verge of exploding. “That’s not true and you know it! Stop this bullshit!”
“But I didn’t start it,” Ray replied happily. “It’s all over the company now.”
Ray was shocked. “All over…”
“You sly old dog you…” Ray said one last time as he walked out.
Derek was fuming. All over the company? Ray had to be kidding! It was the craziest thing he had ever heard. Common sense would show everybody that! He did his best to try to ignore what Ray had just said and chalk it up to more of Ray’s teasing.
Man did he ever need some coffee now. No, not coffee, a good beer instead! No, not beer, something much, much stronger!
The woman who Ray had originally gotten the rumor from was just getting up from her desk to go to the break room when Ray “just happened” to be walking by. He stopped just long enough to speak a few words with her about company business. But before he left, he added just a tiny bit more. “Oh, by the way!” he added. “Remember what you were asking me about earlier…. About Derek and Sissy?”
“Yeah?” the woman asked, suddenly very interested.
“Well, it looks like you were exactly right. Oh, he didn’t want to come out and just admit it, but I got enough out of Derek so that I know it for sure!”
“You’re kidding!” the woman replied, totally shocked and amazed. Now she couldn’t wait to get to the break room. Wait till the girls heard this!
The huge grin was back on Ray’s face as he watched her hurrying for the door.
Friday, September 16, 2011
The Bet - Chapter 42 (Friday – week 6 Part 4 of 8)
The Bet
by Karen Singer
Chapter 42 (Friday – week 6 Part 4 of 8)
Gloria took a sip of her iced tea and set her glass down. So far, the lunchtime conversation with Mel had been fairly nice – nothing at all about Chad or any of the usual things Mel had been consumed with for the last two months. But this time, Gloria herself was wondering about things. Things like… did Mel remember anything at all about last night during the time that she had been in a trance? Gloria was more than a bit worried about that, only because Mel was her friend and trusted her. But how could she bring it up without telling Mel what really happened? Her mind was so preoccupied with this question that she didn’t seem to realize for a while that Mel was talking more than usual, much more. And the things she was talking about were so disjointed that they almost made no sense. “Mel! Wait a minute!”
“What?”
“You’re carrying on about nonsense.”
Mel slumped back in her seat. “Sorry,” she replied. “I’m just trying to keep things… light.”
Gloria was suddenly more worried than ever. Did she know she had been hypnotized? “I appreciate that you want to keep it light, but… jeez… you don’t have to work so hard at it. What’s bugging you so bad?”
As usual, Mel realized that her friend knew her all too well. “Sissy… and time!”
“I should have known.” Actually, Gloria was relieved. It meant that Mel still had no idea. Well, hopefully, she would never know.
“It’s just that, there’s so little time left in this bet, and I have way too far to go with him. You heard him last night, he still has so much darn control! I have to take it all away from him – in just three more weeks!”
“Sounds like a lot of time to me.”
“No it’s not! He should be totally there by now! He’s just… fighting me too hard!”
“And winning?”
“No! Never! At least… I hope not.”
“But he could win.”
“Not if I can help it!”
“Of course not.” Gloria was getting sick of Mel’s over obsession with Chad and their stupid bet. And Mel didn’t like to lose! “So what are you going to do about it?”
Mel shook her head. “I just don’t know. The problem is that he works on it constantly while he’s at work. I don’t let him work on it any other time.”
“So? You’ve still got three weeks.”
“Yeah, but… well, things may come up where I can’t control him as well.”
“Like what?”
“Ugh! Like this stupid date we’ve got this weekend. I wish I’d never done that!”
“Why? Just because of Chad?”
Mel just looked at her for a moment. “Partially.”
“So there’s more?”
Mel nodded her head a bit. “Kind of.”
“Okay out with it girl!”
“It’s just that… well… I think I’d rather be going with his date instead of the guy I’m stuck with.”
“Hey! I saw those pictures. The guys a hunk.”
“Yeah, but he’s a woman chasing, conniving, bastard who only wants to get it on with as many women as he can.”
“So? As far as I know, you’re not looking to get married anytime soon. Let him jump your bones and enjoy it.”
“Ugh! I’d rather it was Sissy’s date!”
“So you’ve got the hots for Sissy’s guy instead?”
“No! Not at… well, maybe. Just a little.”
“So let him jump your bones instead.”
Mel just rolled her eyes. “Not right now. Maybe when this bet is over with. But not right now.”
Gloria just shook her head. “Well, if you’re going to toss any of them away, send them in my direction. I’d give my right arm to go out with either of them.”
Chad stared at his blank computer screen, and stared, and stared. He still didn’t know what to write for Mel’s stupid paper. He had to write something though. He didn’t want to think about what kind of punishment she would dish out if he didn’t at least make a good effort. But there just wasn’t any good reasons he could put down. None!
Feeling defeated once again, he opened instead the spreadsheet where he kept his progress for the bet. Twenty-one days to go… still! Three weeks! Just one week less than a month! An eternity! He was more worried than ever about all the progress Mel had made in him. He had been having more and more trouble holding back every day. Every day he managed to hold back less and less. How could he hold out for another three weeks? It was way too much time. What was he going to do?
He moved to the space next to yesterday’s date and filled in the exact time he remembered – eight and a half minutes. Another minute lost over the day before. Another full minute! Mel was making more and more progress. Twenty-one days and yesterday he had only made eight and a half minutes. And so far, today was looking even worse. Twenty-one days. The way things were going, if he lost a full minute every day, then Mel could win this thing by next week! He had to find a way to fight back! But how?
He quickly glanced over at his column of reasons to win the bet. Respect, friends, and a life! The rest of it barely mattered right now. But even his three main reasons meant little to him today. All he knew was that he still wanted to win this thing, and so far, he was losing. Not wanting to think about it anymore, he closed the spreadsheet and went back to fretting about what to write in the paper Mel wanted.
Mel was looking at her calendar and her plan for Sissy. According to the schedule, this was one of the days when Sissy wouldn’t get one of the suppositories at lunchtime. He didn’t get one last night either. She briefly wondered if he would realize it, and more importantly, would he be able to control that part of him now? Her thoughts were interrupted by the ringing of her cell phone. “Hello?”
“Hey Mel. It’s Cassie.”
“Hi Cassie. What’s up?”
“Hey, I just wanted to tell you about Sissy today. You would have loved it.”
“What happened?”
“I got a chance to play with him again today like I usually do – when we’re alone.”
“Yeah?”
“But this time, just before I started using my little dildo on him, he claimed he had to pee. I had a bit more trouble getting the thing into him because his muscles were all tightened up to hold back, but eventually it went in and he got into it.”
“So what happened?”
“Oh Mel, you should have seen it,” Cassie laughed. “Every time I pushed the thing in, he squirted out a little pee from the other side. It was hilarious! And the poor guy didn’t even know he was doing it. By the time I finished, he thought he still had to pee, but when he went to let it out, almost nothing was left. I tell you, it was so funny!”
Mel chuckled a bit herself. “I can imagine,” she replied. “Say Cassie, did you put one of those suppositories inside of him today?”
“I thought he wasn’t supposed to get one today, so I just faked it.”
“Good. He’s not supposed to get one. I’m just wondering how they’re working, that’s all.”
“I guess you’ll have to ask him. I wouldn’t know.”
“Yeah. I guess I should ask. Say! While I’ve got you on the phone, I need your help with something I’m lining up for tomorrow. I’ll be talking to Sandy in a little while about it too.”
“Okay. What do you need?”
Mel smiled before she continued. Operation Robin was getting closer and closer!
Ray entered the little alcove where the copy machine was located and opened the publication of new industry regulations to the first page he wanted to copy. As he lined up the book properly on the copier he heard someone coming into the office behind him. Before he could hit the copy button, he heard a woman’s voice talking to the woman whose desk was close by.
“What do you think about Sissy and Derek?” the woman asked.
Ray stopped his hand from touching the copy button. The words Sissy and Derek completely caught his attention and he wasn’t about to do anything to prevent him from hearing what was being said.
“Oh God,” the woman at the desk replied. “I guess it makes more sense than anything else.”
“But he keeps claiming it’s not true!”
“Yeah, and they used to claim the earth was flat! I still think it makes the most sense.”
There was a slight pause before the other woman answered. “Yeah, I guess it does. Still… You’d think we would have caught wind of it before this.”
“I don’t know. You know how men can be. And something like that I guess I would want to keep a secret too.”
“Yeah, I suppose. Is this all the stuff for marketing?”
“That’s it. Thanks for picking it up this time.”
“No problem.”
Ray peeked his head out of the alcove and watched the woman walking away. What the heck were they talking about? Whatever it was, it sure sounded… interesting! He finally hit the button on the copier, then lined up five more pages and copied each of them.
On his way back to his office, he stopped at the woman’s desk. “Hey,” he said, “I couldn’t help overhearing you talking a minute ago. Something about Sissy and Derek? What’s going on?”
“Oh,” the woman said. “It’s nothing. Just something we were considering at break earlier this morning.”
“And what’s that?”
“Well, it’s probably not true anyway but… We got to wondering if maybe… since Sissy just got divorced and Derek is also divorced that… well… Maybe Sissy is getting a sex change so that he can be with Derek.”
Ray’s eyes went as wide as saucers.
“You have to admit,” the woman continued, “it kind of makes more sense than anything else. Sissy totally denies it of course, but then, I guess I would too if I were him.” She watched the startled look on Rays face for a moment before she asked. “You know Derek pretty well, what do you think?”
Ray was still groping with all the possibilities, but finally he replied, “I wouldn’t be the least bit surprised.”
Chad was grasping at straws. He had to write something, so he went for the thing that hurt the most – the truth. It might not exactly why he “deserved” to be incontinent, but it was the best he could come up with. And the painful truth was that he wanted to be incontinent just for the humiliation of it. Something inside of him seemed to know that fact so that’s what he put down. Now the trick was to fluff it out with enough trash to make it sound good. Having something he could finally start writing, he went to work.
A little while later, the humiliation factor led him to another thought. One that had been mentioned a few times when this bet first started. If he was incontinent and in diapers all the time, then he wouldn’t have to take bathroom breaks while he was performing his duties as a sissy “servant.”
Having two subjects to write about now made his task that much easier. He only hoped that Mel would buy it when he sent it to her. As he worked, he kept glancing more and more at the clock on his computer. Was it break time yet? The only reason he was wondering was because he was a bit thirsty. Since he purposely didn’t get anything to drink with his lunch, now he wanted something. Besides, Mel had him so used to drinking something almost constantly that now his body seemed to miss it. He was starting to do better at holding back though – finally! That much alone made being a little thirsty totally worth it.
As break time drew near, he closed the paper he was writing before Robin could get a chance to see it. He opened his web browser again and went back to looking at the fashion web sites. If only he looked like those models. Any of them!
by Karen Singer
Chapter 42 (Friday – week 6 Part 4 of 8)
Gloria took a sip of her iced tea and set her glass down. So far, the lunchtime conversation with Mel had been fairly nice – nothing at all about Chad or any of the usual things Mel had been consumed with for the last two months. But this time, Gloria herself was wondering about things. Things like… did Mel remember anything at all about last night during the time that she had been in a trance? Gloria was more than a bit worried about that, only because Mel was her friend and trusted her. But how could she bring it up without telling Mel what really happened? Her mind was so preoccupied with this question that she didn’t seem to realize for a while that Mel was talking more than usual, much more. And the things she was talking about were so disjointed that they almost made no sense. “Mel! Wait a minute!”
“What?”
“You’re carrying on about nonsense.”
Mel slumped back in her seat. “Sorry,” she replied. “I’m just trying to keep things… light.”
Gloria was suddenly more worried than ever. Did she know she had been hypnotized? “I appreciate that you want to keep it light, but… jeez… you don’t have to work so hard at it. What’s bugging you so bad?”
As usual, Mel realized that her friend knew her all too well. “Sissy… and time!”
“I should have known.” Actually, Gloria was relieved. It meant that Mel still had no idea. Well, hopefully, she would never know.
“It’s just that, there’s so little time left in this bet, and I have way too far to go with him. You heard him last night, he still has so much darn control! I have to take it all away from him – in just three more weeks!”
“Sounds like a lot of time to me.”
“No it’s not! He should be totally there by now! He’s just… fighting me too hard!”
“And winning?”
“No! Never! At least… I hope not.”
“But he could win.”
“Not if I can help it!”
“Of course not.” Gloria was getting sick of Mel’s over obsession with Chad and their stupid bet. And Mel didn’t like to lose! “So what are you going to do about it?”
Mel shook her head. “I just don’t know. The problem is that he works on it constantly while he’s at work. I don’t let him work on it any other time.”
“So? You’ve still got three weeks.”
“Yeah, but… well, things may come up where I can’t control him as well.”
“Like what?”
“Ugh! Like this stupid date we’ve got this weekend. I wish I’d never done that!”
“Why? Just because of Chad?”
Mel just looked at her for a moment. “Partially.”
“So there’s more?”
Mel nodded her head a bit. “Kind of.”
“Okay out with it girl!”
“It’s just that… well… I think I’d rather be going with his date instead of the guy I’m stuck with.”
“Hey! I saw those pictures. The guys a hunk.”
“Yeah, but he’s a woman chasing, conniving, bastard who only wants to get it on with as many women as he can.”
“So? As far as I know, you’re not looking to get married anytime soon. Let him jump your bones and enjoy it.”
“Ugh! I’d rather it was Sissy’s date!”
“So you’ve got the hots for Sissy’s guy instead?”
“No! Not at… well, maybe. Just a little.”
“So let him jump your bones instead.”
Mel just rolled her eyes. “Not right now. Maybe when this bet is over with. But not right now.”
Gloria just shook her head. “Well, if you’re going to toss any of them away, send them in my direction. I’d give my right arm to go out with either of them.”
Chad stared at his blank computer screen, and stared, and stared. He still didn’t know what to write for Mel’s stupid paper. He had to write something though. He didn’t want to think about what kind of punishment she would dish out if he didn’t at least make a good effort. But there just wasn’t any good reasons he could put down. None!
Feeling defeated once again, he opened instead the spreadsheet where he kept his progress for the bet. Twenty-one days to go… still! Three weeks! Just one week less than a month! An eternity! He was more worried than ever about all the progress Mel had made in him. He had been having more and more trouble holding back every day. Every day he managed to hold back less and less. How could he hold out for another three weeks? It was way too much time. What was he going to do?
He moved to the space next to yesterday’s date and filled in the exact time he remembered – eight and a half minutes. Another minute lost over the day before. Another full minute! Mel was making more and more progress. Twenty-one days and yesterday he had only made eight and a half minutes. And so far, today was looking even worse. Twenty-one days. The way things were going, if he lost a full minute every day, then Mel could win this thing by next week! He had to find a way to fight back! But how?
He quickly glanced over at his column of reasons to win the bet. Respect, friends, and a life! The rest of it barely mattered right now. But even his three main reasons meant little to him today. All he knew was that he still wanted to win this thing, and so far, he was losing. Not wanting to think about it anymore, he closed the spreadsheet and went back to fretting about what to write in the paper Mel wanted.
Mel was looking at her calendar and her plan for Sissy. According to the schedule, this was one of the days when Sissy wouldn’t get one of the suppositories at lunchtime. He didn’t get one last night either. She briefly wondered if he would realize it, and more importantly, would he be able to control that part of him now? Her thoughts were interrupted by the ringing of her cell phone. “Hello?”
“Hey Mel. It’s Cassie.”
“Hi Cassie. What’s up?”
“Hey, I just wanted to tell you about Sissy today. You would have loved it.”
“What happened?”
“I got a chance to play with him again today like I usually do – when we’re alone.”
“Yeah?”
“But this time, just before I started using my little dildo on him, he claimed he had to pee. I had a bit more trouble getting the thing into him because his muscles were all tightened up to hold back, but eventually it went in and he got into it.”
“So what happened?”
“Oh Mel, you should have seen it,” Cassie laughed. “Every time I pushed the thing in, he squirted out a little pee from the other side. It was hilarious! And the poor guy didn’t even know he was doing it. By the time I finished, he thought he still had to pee, but when he went to let it out, almost nothing was left. I tell you, it was so funny!”
Mel chuckled a bit herself. “I can imagine,” she replied. “Say Cassie, did you put one of those suppositories inside of him today?”
“I thought he wasn’t supposed to get one today, so I just faked it.”
“Good. He’s not supposed to get one. I’m just wondering how they’re working, that’s all.”
“I guess you’ll have to ask him. I wouldn’t know.”
“Yeah. I guess I should ask. Say! While I’ve got you on the phone, I need your help with something I’m lining up for tomorrow. I’ll be talking to Sandy in a little while about it too.”
“Okay. What do you need?”
Mel smiled before she continued. Operation Robin was getting closer and closer!
Ray entered the little alcove where the copy machine was located and opened the publication of new industry regulations to the first page he wanted to copy. As he lined up the book properly on the copier he heard someone coming into the office behind him. Before he could hit the copy button, he heard a woman’s voice talking to the woman whose desk was close by.
“What do you think about Sissy and Derek?” the woman asked.
Ray stopped his hand from touching the copy button. The words Sissy and Derek completely caught his attention and he wasn’t about to do anything to prevent him from hearing what was being said.
“Oh God,” the woman at the desk replied. “I guess it makes more sense than anything else.”
“But he keeps claiming it’s not true!”
“Yeah, and they used to claim the earth was flat! I still think it makes the most sense.”
There was a slight pause before the other woman answered. “Yeah, I guess it does. Still… You’d think we would have caught wind of it before this.”
“I don’t know. You know how men can be. And something like that I guess I would want to keep a secret too.”
“Yeah, I suppose. Is this all the stuff for marketing?”
“That’s it. Thanks for picking it up this time.”
“No problem.”
Ray peeked his head out of the alcove and watched the woman walking away. What the heck were they talking about? Whatever it was, it sure sounded… interesting! He finally hit the button on the copier, then lined up five more pages and copied each of them.
On his way back to his office, he stopped at the woman’s desk. “Hey,” he said, “I couldn’t help overhearing you talking a minute ago. Something about Sissy and Derek? What’s going on?”
“Oh,” the woman said. “It’s nothing. Just something we were considering at break earlier this morning.”
“And what’s that?”
“Well, it’s probably not true anyway but… We got to wondering if maybe… since Sissy just got divorced and Derek is also divorced that… well… Maybe Sissy is getting a sex change so that he can be with Derek.”
Ray’s eyes went as wide as saucers.
“You have to admit,” the woman continued, “it kind of makes more sense than anything else. Sissy totally denies it of course, but then, I guess I would too if I were him.” She watched the startled look on Rays face for a moment before she asked. “You know Derek pretty well, what do you think?”
Ray was still groping with all the possibilities, but finally he replied, “I wouldn’t be the least bit surprised.”
Chad was grasping at straws. He had to write something, so he went for the thing that hurt the most – the truth. It might not exactly why he “deserved” to be incontinent, but it was the best he could come up with. And the painful truth was that he wanted to be incontinent just for the humiliation of it. Something inside of him seemed to know that fact so that’s what he put down. Now the trick was to fluff it out with enough trash to make it sound good. Having something he could finally start writing, he went to work.
A little while later, the humiliation factor led him to another thought. One that had been mentioned a few times when this bet first started. If he was incontinent and in diapers all the time, then he wouldn’t have to take bathroom breaks while he was performing his duties as a sissy “servant.”
Having two subjects to write about now made his task that much easier. He only hoped that Mel would buy it when he sent it to her. As he worked, he kept glancing more and more at the clock on his computer. Was it break time yet? The only reason he was wondering was because he was a bit thirsty. Since he purposely didn’t get anything to drink with his lunch, now he wanted something. Besides, Mel had him so used to drinking something almost constantly that now his body seemed to miss it. He was starting to do better at holding back though – finally! That much alone made being a little thirsty totally worth it.
As break time drew near, he closed the paper he was writing before Robin could get a chance to see it. He opened his web browser again and went back to looking at the fashion web sites. If only he looked like those models. Any of them!
Tuesday, September 13, 2011
The Bet - Chapter 42 (Friday – week 6 Part 3 of 8)
The Bet
by Karen Singer
Chapter 42 (Friday – week 6 Part 3 of 8)
Chad was becoming a bit concerned. He had only been able to try holding back a few times so far today. What concerned him the most, was that he just realized that he had peed again – without knowing he was going to do it. He was fairly sure that he hadn’t peed much at all this time, but still, he had almost totally missed it. And not for the first time today.
Too much to drink! He knew without a doubt that that was the problem. He had already had an extra cup of coffee that he didn’t usually get in the mornings – and that was on top of the unusual amount he had guzzled all last night. Way, way too much to drink. If he didn’t start cutting back on the amount he was drinking now, then Mel was going to win for sure! He promised himself that he wouldn’t drink anything at all when he ate lunch. That should help – he hoped – because right now, it almost seemed like Mel was winning this bet, and he couldn’t dare let that happen. He had to find a way to fight back harder. But how?
He stared reluctantly at the blank page on his computer screen. What was he supposed to write? Why did he “deserve” to be incontinent? He had to come up with something. He “wanted” to be incontinent – just for the humiliation of it. But that didn’t mean that he “deserved” to be incontinent. Besides, he “wanted” it – outside of the bet. For the bet, he didn’t want it. Or did he? Well, he did, he just couldn’t allow himself to be that way – yet.
Confused, he opened up his favorite web search program and typed in a query for reasons to be incontinent. He briefly searched through the pages it brought up – and found nothing – nothing that he could use to indicate why he “deserved” to be incontinent.
Frustrated, he closed the search program and stared at his screen again. He finally began typing, but it was only the title. He had written it just in the hopes that it might inspire him. But so far…
Still having no clue what to write, he again opened up his web browser and typed the word ‘fashion’ into the search program. Looking at what the fashion models were wearing was a lot more interesting than trying to write an impossible paper.
“No! I’m not going to do it!”
“Oh come on. Be a good sport,” Ray replied as he sat down on the edge of Derek’s desk.
“Being a good sport has nothing to do with it,” Derek replied as he looked up at Ray from his chair. “Especially in this case!”
“But it’s the proper thing to do.”
“Bullshit! And you know it!”
“Well I think you should,” Ray urged.
“Well I think I won’t! And that’s final. It’s bad enough I have to go out with him!”
“Her.”
“Him!”
“Ray smiled. “Don’t be a bad loser.”
“Well stop being such a gloating son-of-a-bitch winner! I’m not going to do it. So get that stupid thought out of your head!”
Ray got back to his feet. “Okay. Have it your way. I’ll pick you up on Sunday.”
“Unfortunately!”
As Ray headed back toward his own office, he mused, “Well, if Derek didn’t want to do it – willingly, then he’d just have to find a way to make it look like he did!” He smiled as several possibilities came to mind. Poor Derek. Riding his case and spreading gossip about him and Sissy was so much fun.
Chad pulled into the parking lot of the gym and parked his car, but he hesitated before getting out. If he didn’t need changing so badly he would have been tempted to skip coming here today. He wasn’t at all sure how Mel would feel about that, but somehow, he figured that she wouldn’t like it. Having little real choice, he got out of the car and grabbed his purse and diaper bag.
Cindy watched through the glass door as Chad walked across the parking lot toward the door. As a receptionist, she got to know more of the customers that came in than most of the other employees. But by far, the one that interested her the most was Sissy. According to Cassie, he secretly loved all the humiliation that got heaped on him. She couldn’t really understand why, but she had to admit, she enjoyed seeing the silly things he went through. And knowing that she too could tease him and humiliate him only added to her interest.
Her only problem was that Cassie had just told her she couldn’t “help” with him again today – not even watch. But Cassie had left her a possible opening.
“Not today,” Cassie had said. “Not unless he specifically asks you to.”
So now Cindy had just one thing on her mind, getting Sissy to ask her to “help” once again. “Hi Sissy,” she called brightly the moment he walked through the door.
Chad mentally groaned. Why did she have to be so cheerful? It had to be a very bad sign. What had she and Cassie cooked up to do to him today? Knowing that he wouldn’t get away with not greeting her properly, he dropped his usual curtsey and said hello.
Cindy giggled. There was just something about seeing him do that, that thrilled her all the way down her spine – right down to her toes. She leaned excitedly across the counter. “Can I change you again today?”
Chad was caught off guard by her question. She had asked that yesterday, and when he told her no, she had somehow turned things around so that the decision was taken away from him. “I don’t have any say in the matter,” he replied somewhat flatly.
“So that means I can be there?” she asked excitedly.
“Wait a minute! Is Cassie really giving me the choice this time?”
Cindy backed off, no longer so excited. “Maybe,” she replied noncommittally.
But Chad was grasping at his own straws. “If that’s the case, then defiantly – no!”
“But I did a good job yesterday,” she argued. “I didn’t even hurt you when I put that silly little pill up inside of you.”
Chad shook his head. “I’m sorry, but if I have any say at all in this matter, then I’d rather it be just Cassie. Will you find her for me please?”
But Cindy wasn’t about to give up yet. “Well then can I just come in and watch? Please?”
Chad shook his head again. “I’d rather you didn’t,” he replied politely but firmly.
“Oh pooh!” Cindy pouted. “I’ve been looking forward to it all day.”
Chad was suddenly wondering if he had just won this battle. Unfortunately, he couldn’t take anything for granted. “I’m sorry,” he replied. “But like I said, I’d rather it be just Cassie. I’m more comfortable with just her.”
“But if I’m there, then you’ll get more comfortable with me too!”
“I’d rather not!” Chad replied. “Now will you please find Cassie before I start leaking all over everything here?”
“Darn it!” she said as she sullenly left her post to go in search of Cassie.
Chad watched her leave, split between celebrating his victory over her and worrying about what Cassie might say when she came back. Fortunately, he didn’t have long to wait. He dropped another curtsey and another sissy hello as Cassie entered the gym foyer.
“Are you ready?” Cassie asked.
Chad noticed that she didn’t ask anything about Cindy. “Yes,” he replied as he shifted the weight of his diaper bag strung over his shoulder.
“Then let’s get busy.”
Surprised that there was no mention at all of Cindy, he followed Cassie back through the gym, noticing as he went that Cindy just went back to her post behind the front desk – rather sullenly, but she went back. But the question now was, would she stay there?
Back in the little office, Chad started to undress while Cassie laid his things out. By the time he was down to just his diapers, plastic panties and waist cincher, she had everything laid out and ready. She handed him his bottle as he laid down on the floor. As he put the bottle to his mouth and started drinking – and Cassie began removing his plastic panties to change him, he was struck by one thought – just like old times! This was the way it was supposed to be – private! Just Cassie and himself. Thankfully. And somewhere in the back of his mind he prayed it would stay like that, because it was always possible that Cindy could come in at any time.
Cassie unfastened his overly saturated diapers and pulled them down. “Somebody’s been wetting an awful lot this morning,” she declared as she did so. “I noticed that the inside of your plastic panties are a bit wet too. It’s a good thing you had them on.”
Chad didn’t doubt for a moment that he had leaked a bit this morning. It was only just a little while ago that he had begun getting back into the swing of things with really being able to hold back. Granted, he hadn’t been able to hold back very long… yet. But hopefully, that would change this afternoon. He had no intention of getting anything at all to drink with his lunch today. Hopefully, that should help a lot!
Cassie glanced at his tiny plastic encased organ as she wiped his front side and applied a bit of baby lotion to his skin. His trapped penis was just as tiny as it always was. She had to wonder if the thing ever grew anymore. But a quick glance at the wicked looking spikes just touching his skin on the inside of the device made her remember that he needed to stay as small as possible. It was the only thing that prevented those spikes from causing him major pain. She had seen him writhing on the floor more than once because of those spikes. She quickly slipped his soaked diapers out from under him and inserted two new ones in their place. “Okay,” she said. “Time to roll over.”
Chad set his bottle down and rolled over so she could do his backside. Would Cassie “play” with him today like she used to? He was really hoping she would. It seemed like so long ago since she had last done it, and he missed it – the only little bit of fun he seemed to get anymore. The feeling of her hands as she massaged the baby lotion into his backside was pure heaven. He shut his eyes and concentrated on it. And when he heard her telling him to “skooch his knees up,” the feeling of anticipation he felt in his stomach was almost painful. He couldn’t wait.
It had been so long now since he had been able to get any sexual relief at all. Never had he been allowed to orgasm since this whole bet started. He was kept painfully chaste with no chance of ever getting hard. And then stimulating thing after stimulating thing had been thrown at him – for so long now that his body seemed to react to the stimulation on the inside, but his under exercised organ no longer seemed to respond at all. And if by some chance it did, then he was very sorry for it almost immediately. So much so that he instantly wished he would never try to get hard again. But if feeling the excitement on the inside was all he had left, then it was far better than nothing, and now he couldn’t wait to feel Cassie’s usual toy that she used on him… at least he hoped she would use it on him.
The feeling of her finger starting to play with his asshole sent shudders of pleasure and anticipation all through him. He couldn’t wait to feel her pushing it in. But she was still holding back, teasing him, building his anticipation. He briefly wondered what Cassie did when she and Sandy were together. And for that matter, what did Sandy do to her? But those thoughts were instantly banished the moment her finger actually slipped inside of him. He held his breath for a moment as she pushed it in, then pulled it back out. In then out. Deeper, then shallower, then deeper still, then shallow. Over and over. He never knew how far in she was going to push it in.
And then her finger was gone completely and he heard her opening the desk drawer to get her toy. And that was the moment he realized that he had to pee again. He had to practice holding back! That was very important. He clamped down hard on his muscles, trying to do whatever he could to build up his strength there.
And then he felt Cassie’s hands again… and the tip of her toy playing with his anal hole. He felt her trying to push it in, pushing harder and harder. But with all his muscles locked the way they were, she couldn’t do it, she couldn’t push it inside of him! But he wanted it in! But he had to hold back!
“What’s wrong?” Cassie asked. “You don’t want it today?”
“Yes I do. Badly!” Chad replied.
“So what’s wrong?”
“I have to pee! Badly!” he replied.
“Oh.” Cassie wasn’t sure what to do. She pulled her dildo away. “We’ll just try another time,” she told him.
“No!” He wanted it too badly. He needed it too badly. The question was, could he possibly relax his anal muscles enough to let her get it inside of him – while at the same time manage to hold back from peeing? “Try it again,” he told her. “But go slowly.”
Cassie was a bit surprised, but she was willing. She put her toy back up against the little hole in his backside. “Ready?” she asked.
It was a moment before Chad felt he had enough control over things to nod that he was ready. Relaxing the muscles of his backside ever so slightly, he prayed that he would be able to hold off on peeing. He felt her pushing harder, then harder. He relaxed more and more. The rounded tip penetrated him further and further, but not fully. And then, almost suddenly, it went in, right past the first few ribs on her toy. He felt totally jubilant as he felt her slowly pushing it further and further up into him. And then she was pulling back on it again. And he was still holding back on his pee. Slowly in, then slowly out. Over and over, faster and faster, harder and harder. His attention now was completely on the wonderful feeling of her toy going in and out of his backside. He closed his eyes again in pure bliss!
Cassie watched him closely. Things were now almost back to normal again. He was slowly working himself into a little frenzy over the feelings he was experiencing. And then out of the corner of her eye, she noticed something odd. Then it happened again. She had to bend over to watch more closely to see if she was right. And she almost laughed. Every time she pushed in on her toy, he squirted a little bit of pee out of his chastity device. Almost like a little squirt gun. And it didn’t look like he even knew it! Over and over again, just a tiny bit each time. And it kept happening and happening. It was causing quite a little puddle on the diaper that was just below it. Fortunately, the diaper soaked everything up fairly quickly.
Chad was in heaven. But eventually, he reached the point where there was just no use continuing anymore. It was that total frustration point where he knew that the release he wanted so badly just couldn’t be obtained. Frustrated and disappointed, he stopped, but not before he pushed back and forth just a few more times for that last bit of enjoyment.
“All finished?” Cassie asked before she withdrew the toy.
Chad tried to look back at her, which was difficult, and nod. “Yeah,” he replied.
“How about peeing? Are you done with that too?”
Peeing? Had he leaked? He was still trying to hold back! He was still working hard at it! “What do you mean, am I done? Did I leak a little?”
“You’ve been peeing since we started!”
Chad was shocked. “I have?” He did his best to look down under him and saw how wet part of the diaper on the floor was. Ugh! He had leaked.
“Well, are you done yet?” Cassie asked again as she pulled the toy fully out of him.
“No, I’m still holding back.”
“Then why don’t you just let it go and finish what you started so we can get out of here.”
Still in the same position, Chad relaxed his muscles to let the rest of his pee out, but what came out amounted to only a little bit of a dribble before it finished. So frustrating! He had failed totally.
“Are you done now?” Cassie asked again.
“Yeah, I guess so,” Chad replied rather sullenly.
“Then roll back over so I can get you diapered up again.”
“Aren’t you going to replace the one I just wet all over?”
“Why? You wet them a lot more than that every time you come in. I’m sure you’re used to it. Besides, that’s the inner diaper that I went to all the trouble to cut slits in. I don’t want to do that again to another diaper.”
Reluctantly, Chad rolled over and set his backside down on the already wet diaper. He could feel the wet spot high up near the back of the diaper as he set his backside down on it. So much for starting the afternoon of in dry diapers. It was just a good thing he enjoyed them being wet!
Cassie grabbed the jar of suppositories and made a show out of opening it and pulling one out. She showed it to Sissy. “I know you just love these things, don’t you?” she teased.
Chad mentally groaned. “Just for once, can’t you please leave it out? Please?”
Cassie shook her head. “Sorry. These little beauties are one of the main reasons Mel wants me to change you every day. Lift your knees up for me.” Once Chad was in position, she pushed his legs up further, once again exposing his backside that she had just finished playing with a minute ago. Palming the suppository in her hand, she stuck only her finger way up inside of him. Once again, he would never know what he didn’t get… and hopefully, he would never see any difference.
by Karen Singer
Chapter 42 (Friday – week 6 Part 3 of 8)
Chad was becoming a bit concerned. He had only been able to try holding back a few times so far today. What concerned him the most, was that he just realized that he had peed again – without knowing he was going to do it. He was fairly sure that he hadn’t peed much at all this time, but still, he had almost totally missed it. And not for the first time today.
Too much to drink! He knew without a doubt that that was the problem. He had already had an extra cup of coffee that he didn’t usually get in the mornings – and that was on top of the unusual amount he had guzzled all last night. Way, way too much to drink. If he didn’t start cutting back on the amount he was drinking now, then Mel was going to win for sure! He promised himself that he wouldn’t drink anything at all when he ate lunch. That should help – he hoped – because right now, it almost seemed like Mel was winning this bet, and he couldn’t dare let that happen. He had to find a way to fight back harder. But how?
He stared reluctantly at the blank page on his computer screen. What was he supposed to write? Why did he “deserve” to be incontinent? He had to come up with something. He “wanted” to be incontinent – just for the humiliation of it. But that didn’t mean that he “deserved” to be incontinent. Besides, he “wanted” it – outside of the bet. For the bet, he didn’t want it. Or did he? Well, he did, he just couldn’t allow himself to be that way – yet.
Confused, he opened up his favorite web search program and typed in a query for reasons to be incontinent. He briefly searched through the pages it brought up – and found nothing – nothing that he could use to indicate why he “deserved” to be incontinent.
Frustrated, he closed the search program and stared at his screen again. He finally began typing, but it was only the title. He had written it just in the hopes that it might inspire him. But so far…
Still having no clue what to write, he again opened up his web browser and typed the word ‘fashion’ into the search program. Looking at what the fashion models were wearing was a lot more interesting than trying to write an impossible paper.
“No! I’m not going to do it!”
“Oh come on. Be a good sport,” Ray replied as he sat down on the edge of Derek’s desk.
“Being a good sport has nothing to do with it,” Derek replied as he looked up at Ray from his chair. “Especially in this case!”
“But it’s the proper thing to do.”
“Bullshit! And you know it!”
“Well I think you should,” Ray urged.
“Well I think I won’t! And that’s final. It’s bad enough I have to go out with him!”
“Her.”
“Him!”
“Ray smiled. “Don’t be a bad loser.”
“Well stop being such a gloating son-of-a-bitch winner! I’m not going to do it. So get that stupid thought out of your head!”
Ray got back to his feet. “Okay. Have it your way. I’ll pick you up on Sunday.”
“Unfortunately!”
As Ray headed back toward his own office, he mused, “Well, if Derek didn’t want to do it – willingly, then he’d just have to find a way to make it look like he did!” He smiled as several possibilities came to mind. Poor Derek. Riding his case and spreading gossip about him and Sissy was so much fun.
Chad pulled into the parking lot of the gym and parked his car, but he hesitated before getting out. If he didn’t need changing so badly he would have been tempted to skip coming here today. He wasn’t at all sure how Mel would feel about that, but somehow, he figured that she wouldn’t like it. Having little real choice, he got out of the car and grabbed his purse and diaper bag.
Cindy watched through the glass door as Chad walked across the parking lot toward the door. As a receptionist, she got to know more of the customers that came in than most of the other employees. But by far, the one that interested her the most was Sissy. According to Cassie, he secretly loved all the humiliation that got heaped on him. She couldn’t really understand why, but she had to admit, she enjoyed seeing the silly things he went through. And knowing that she too could tease him and humiliate him only added to her interest.
Her only problem was that Cassie had just told her she couldn’t “help” with him again today – not even watch. But Cassie had left her a possible opening.
“Not today,” Cassie had said. “Not unless he specifically asks you to.”
So now Cindy had just one thing on her mind, getting Sissy to ask her to “help” once again. “Hi Sissy,” she called brightly the moment he walked through the door.
Chad mentally groaned. Why did she have to be so cheerful? It had to be a very bad sign. What had she and Cassie cooked up to do to him today? Knowing that he wouldn’t get away with not greeting her properly, he dropped his usual curtsey and said hello.
Cindy giggled. There was just something about seeing him do that, that thrilled her all the way down her spine – right down to her toes. She leaned excitedly across the counter. “Can I change you again today?”
Chad was caught off guard by her question. She had asked that yesterday, and when he told her no, she had somehow turned things around so that the decision was taken away from him. “I don’t have any say in the matter,” he replied somewhat flatly.
“So that means I can be there?” she asked excitedly.
“Wait a minute! Is Cassie really giving me the choice this time?”
Cindy backed off, no longer so excited. “Maybe,” she replied noncommittally.
But Chad was grasping at his own straws. “If that’s the case, then defiantly – no!”
“But I did a good job yesterday,” she argued. “I didn’t even hurt you when I put that silly little pill up inside of you.”
Chad shook his head. “I’m sorry, but if I have any say at all in this matter, then I’d rather it be just Cassie. Will you find her for me please?”
But Cindy wasn’t about to give up yet. “Well then can I just come in and watch? Please?”
Chad shook his head again. “I’d rather you didn’t,” he replied politely but firmly.
“Oh pooh!” Cindy pouted. “I’ve been looking forward to it all day.”
Chad was suddenly wondering if he had just won this battle. Unfortunately, he couldn’t take anything for granted. “I’m sorry,” he replied. “But like I said, I’d rather it be just Cassie. I’m more comfortable with just her.”
“But if I’m there, then you’ll get more comfortable with me too!”
“I’d rather not!” Chad replied. “Now will you please find Cassie before I start leaking all over everything here?”
“Darn it!” she said as she sullenly left her post to go in search of Cassie.
Chad watched her leave, split between celebrating his victory over her and worrying about what Cassie might say when she came back. Fortunately, he didn’t have long to wait. He dropped another curtsey and another sissy hello as Cassie entered the gym foyer.
“Are you ready?” Cassie asked.
Chad noticed that she didn’t ask anything about Cindy. “Yes,” he replied as he shifted the weight of his diaper bag strung over his shoulder.
“Then let’s get busy.”
Surprised that there was no mention at all of Cindy, he followed Cassie back through the gym, noticing as he went that Cindy just went back to her post behind the front desk – rather sullenly, but she went back. But the question now was, would she stay there?
Back in the little office, Chad started to undress while Cassie laid his things out. By the time he was down to just his diapers, plastic panties and waist cincher, she had everything laid out and ready. She handed him his bottle as he laid down on the floor. As he put the bottle to his mouth and started drinking – and Cassie began removing his plastic panties to change him, he was struck by one thought – just like old times! This was the way it was supposed to be – private! Just Cassie and himself. Thankfully. And somewhere in the back of his mind he prayed it would stay like that, because it was always possible that Cindy could come in at any time.
Cassie unfastened his overly saturated diapers and pulled them down. “Somebody’s been wetting an awful lot this morning,” she declared as she did so. “I noticed that the inside of your plastic panties are a bit wet too. It’s a good thing you had them on.”
Chad didn’t doubt for a moment that he had leaked a bit this morning. It was only just a little while ago that he had begun getting back into the swing of things with really being able to hold back. Granted, he hadn’t been able to hold back very long… yet. But hopefully, that would change this afternoon. He had no intention of getting anything at all to drink with his lunch today. Hopefully, that should help a lot!
Cassie glanced at his tiny plastic encased organ as she wiped his front side and applied a bit of baby lotion to his skin. His trapped penis was just as tiny as it always was. She had to wonder if the thing ever grew anymore. But a quick glance at the wicked looking spikes just touching his skin on the inside of the device made her remember that he needed to stay as small as possible. It was the only thing that prevented those spikes from causing him major pain. She had seen him writhing on the floor more than once because of those spikes. She quickly slipped his soaked diapers out from under him and inserted two new ones in their place. “Okay,” she said. “Time to roll over.”
Chad set his bottle down and rolled over so she could do his backside. Would Cassie “play” with him today like she used to? He was really hoping she would. It seemed like so long ago since she had last done it, and he missed it – the only little bit of fun he seemed to get anymore. The feeling of her hands as she massaged the baby lotion into his backside was pure heaven. He shut his eyes and concentrated on it. And when he heard her telling him to “skooch his knees up,” the feeling of anticipation he felt in his stomach was almost painful. He couldn’t wait.
It had been so long now since he had been able to get any sexual relief at all. Never had he been allowed to orgasm since this whole bet started. He was kept painfully chaste with no chance of ever getting hard. And then stimulating thing after stimulating thing had been thrown at him – for so long now that his body seemed to react to the stimulation on the inside, but his under exercised organ no longer seemed to respond at all. And if by some chance it did, then he was very sorry for it almost immediately. So much so that he instantly wished he would never try to get hard again. But if feeling the excitement on the inside was all he had left, then it was far better than nothing, and now he couldn’t wait to feel Cassie’s usual toy that she used on him… at least he hoped she would use it on him.
The feeling of her finger starting to play with his asshole sent shudders of pleasure and anticipation all through him. He couldn’t wait to feel her pushing it in. But she was still holding back, teasing him, building his anticipation. He briefly wondered what Cassie did when she and Sandy were together. And for that matter, what did Sandy do to her? But those thoughts were instantly banished the moment her finger actually slipped inside of him. He held his breath for a moment as she pushed it in, then pulled it back out. In then out. Deeper, then shallower, then deeper still, then shallow. Over and over. He never knew how far in she was going to push it in.
And then her finger was gone completely and he heard her opening the desk drawer to get her toy. And that was the moment he realized that he had to pee again. He had to practice holding back! That was very important. He clamped down hard on his muscles, trying to do whatever he could to build up his strength there.
And then he felt Cassie’s hands again… and the tip of her toy playing with his anal hole. He felt her trying to push it in, pushing harder and harder. But with all his muscles locked the way they were, she couldn’t do it, she couldn’t push it inside of him! But he wanted it in! But he had to hold back!
“What’s wrong?” Cassie asked. “You don’t want it today?”
“Yes I do. Badly!” Chad replied.
“So what’s wrong?”
“I have to pee! Badly!” he replied.
“Oh.” Cassie wasn’t sure what to do. She pulled her dildo away. “We’ll just try another time,” she told him.
“No!” He wanted it too badly. He needed it too badly. The question was, could he possibly relax his anal muscles enough to let her get it inside of him – while at the same time manage to hold back from peeing? “Try it again,” he told her. “But go slowly.”
Cassie was a bit surprised, but she was willing. She put her toy back up against the little hole in his backside. “Ready?” she asked.
It was a moment before Chad felt he had enough control over things to nod that he was ready. Relaxing the muscles of his backside ever so slightly, he prayed that he would be able to hold off on peeing. He felt her pushing harder, then harder. He relaxed more and more. The rounded tip penetrated him further and further, but not fully. And then, almost suddenly, it went in, right past the first few ribs on her toy. He felt totally jubilant as he felt her slowly pushing it further and further up into him. And then she was pulling back on it again. And he was still holding back on his pee. Slowly in, then slowly out. Over and over, faster and faster, harder and harder. His attention now was completely on the wonderful feeling of her toy going in and out of his backside. He closed his eyes again in pure bliss!
Cassie watched him closely. Things were now almost back to normal again. He was slowly working himself into a little frenzy over the feelings he was experiencing. And then out of the corner of her eye, she noticed something odd. Then it happened again. She had to bend over to watch more closely to see if she was right. And she almost laughed. Every time she pushed in on her toy, he squirted a little bit of pee out of his chastity device. Almost like a little squirt gun. And it didn’t look like he even knew it! Over and over again, just a tiny bit each time. And it kept happening and happening. It was causing quite a little puddle on the diaper that was just below it. Fortunately, the diaper soaked everything up fairly quickly.
Chad was in heaven. But eventually, he reached the point where there was just no use continuing anymore. It was that total frustration point where he knew that the release he wanted so badly just couldn’t be obtained. Frustrated and disappointed, he stopped, but not before he pushed back and forth just a few more times for that last bit of enjoyment.
“All finished?” Cassie asked before she withdrew the toy.
Chad tried to look back at her, which was difficult, and nod. “Yeah,” he replied.
“How about peeing? Are you done with that too?”
Peeing? Had he leaked? He was still trying to hold back! He was still working hard at it! “What do you mean, am I done? Did I leak a little?”
“You’ve been peeing since we started!”
Chad was shocked. “I have?” He did his best to look down under him and saw how wet part of the diaper on the floor was. Ugh! He had leaked.
“Well, are you done yet?” Cassie asked again as she pulled the toy fully out of him.
“No, I’m still holding back.”
“Then why don’t you just let it go and finish what you started so we can get out of here.”
Still in the same position, Chad relaxed his muscles to let the rest of his pee out, but what came out amounted to only a little bit of a dribble before it finished. So frustrating! He had failed totally.
“Are you done now?” Cassie asked again.
“Yeah, I guess so,” Chad replied rather sullenly.
“Then roll back over so I can get you diapered up again.”
“Aren’t you going to replace the one I just wet all over?”
“Why? You wet them a lot more than that every time you come in. I’m sure you’re used to it. Besides, that’s the inner diaper that I went to all the trouble to cut slits in. I don’t want to do that again to another diaper.”
Reluctantly, Chad rolled over and set his backside down on the already wet diaper. He could feel the wet spot high up near the back of the diaper as he set his backside down on it. So much for starting the afternoon of in dry diapers. It was just a good thing he enjoyed them being wet!
Cassie grabbed the jar of suppositories and made a show out of opening it and pulling one out. She showed it to Sissy. “I know you just love these things, don’t you?” she teased.
Chad mentally groaned. “Just for once, can’t you please leave it out? Please?”
Cassie shook her head. “Sorry. These little beauties are one of the main reasons Mel wants me to change you every day. Lift your knees up for me.” Once Chad was in position, she pushed his legs up further, once again exposing his backside that she had just finished playing with a minute ago. Palming the suppository in her hand, she stuck only her finger way up inside of him. Once again, he would never know what he didn’t get… and hopefully, he would never see any difference.
Friday, September 9, 2011
The Bet - Chapter 42 (Friday – week 6 Part 2 of 8)
The Bet
by Karen Singer
Chapter 42 (Friday – week 6 Part 2 of 8)
Mel sat back in her chair and stared at the back wall of her office without really seeing it. She had some time between clients, but instead of worrying about work issues, she was instead worried about Chad issues. Namely, how little time there was left in the bet and how could she possibly make him totally incontinent with only three weeks to go? It seemed like an impossible task. And yet, she had made a lot of progress on him in the last week. She had shaved ten minutes off of his ability to hold back from the week before, but that still left another eight or nine minutes to go – which was an awful lot!
The problem was, he was so stubborn that he just wouldn’t give in and let her win. He was going to make her work for every bit of it! Well, if he was going to be that stubborn then so could she. Without a doubt, she was going to have to pull out all the stops – use whatever means she could possibly think of! The only problem was, she couldn’t think of anything else she could do.
Frustrated, she picked up one of the file folders on her desk and opened it. She started reading through the technical jargon explaining the reasons behind somebody’s proposal. Then she stopped reading. The paperwork was all about the reasons. It was a tiny idea, not much at all. And it probably wouldn’t help much. But still, it was an idea. She turned to her computer and opened up her email program.
Chad was doing a lot of nothing when he noticed an email coming in for him. He minimized his web browser where he had been looking at skirts today and opened the email – from Mel!
Sissy,
I don’t care how hard you’re working on anything else at work today, find the time to do this!
Write me a paper – due today before you leave work. Minimum of 500 words. No mistakes of any kind. Email it back to me. With this subject: “Why I Deserve To Be Incontinent.”
If I don’t like anything at all about it, you’ll be doing it over and over again till I’m satisfied with the contents. And every rewrite is going to add another hundred words!
I look forward to seeing it as soon as possible.
Chad read the email several times. Ugh! He didn’t have a clue as to what he could possibly put into such a paper. It was just a good thing that he wasn’t doing much of anything else. He closed the email and opened another program to begin writing. He stared at the blank page in front of him for a while… and stared, and stared, and stared at it. What could he write? He had no clue at all.
“Break time, Sissy,” Robins, voice rescued him from the entrance to his cubicle.
He turned around to face her and gladly got up out of his chair.
“What’cha doin?” Robin asked as they left his cubicle together.
“A lot of nothing,” he replied in his girly voice.
“It looked like you were going to write something,” she noted.
He shrugged. “I was thinking about it, but I didn’t know what to write.”
“About what?”
But he couldn’t tell her that. “I don’t know.”
“But you were going to write something anyway?”
“Like I said, I was thinking about it.”
“But you don’t know what you wanted to write about?”
“Something like that.”
“You’re weird! You know that?”
Chad laughed. “More than you know!”
They were fairly early again for break so they each got a doughnut. “I just don’t see how you can eat so much and still stay so thin!” Robin complained as they headed toward the women’s table together.
“Like I said, it’s all the other times when I don’t eat.”
“But I just saw you eat breakfast, and now you’re shoving a doughnut into your mouth too. You’re going to gain weight again!”
Chad shoved the last of his doughnut into his mouth. “I hope so. Besides, you’re having one too.”
Robin finished her doughnut. “Don’t tell anyone!” she giggled. “But really, I can’t believe you’re ruining your diet like this.”
“I was just too hungry this morning,” Chad explained as a few more women sat down with them.
“Too hungry?” one of the women chimed in. “That’s my problem. That’s why every diet I go on never lasts very long.”
Somehow, the main topic of conversation that morning seemed to revolve around dieting and food. Chad just sat back and drank his coffee and listened till someone asked him, “So what diet have you been on, Sissy? You’re the only one here who seems to be really successful at losing weight.”
Chad shrugged and careful to use his girly voice replied, “Most of the time I don’t eat hardly anything at all. It’s just sometimes that it gets to me and I have to eat something else – like today.” He leaned forward a bit. “I got so hungry today that I had to stop and buy a fast food breakfast for myself.”
“And then he just ate one of those doughnuts!” Robin added.
“I was hungry!” Chad explained.
“I know what you mean,” one of the women added. “It was all I could do to resist taking one of those things this morning. I wish they wouldn’t put them out here. They’re too tempting.”
“That’s for sure!” another woman noted. Her reply was a bit muffled though as she stuffed the last of her own doughnut into her mouth. There were some amused chuckles all around the table.
“I just wish that when I cheat,” another woman brought up, “that what I eat wouldn’t destroy all my efforts so much – cause when I cheat, I don’t exactly go for the diet foods – if you know what I mean.”
There was some general murmur of agreement all around.
“Don’t you fix diet dishes at home?” Chad asked.
“Honey, I know the exact calorie count of everything out there. Nothing goes into my mouth that I don’t know exactly how many calories are in it. The problem is, that there’s still so many calories, and so little food! And at home, I have a family to feed. Do you know how hard it is to cook something for a big husband and two growing boys and only have the tiniest portion on your own plate all the time? Every time?”
“Yeah, I know,” Chad replied, thinking about all the nice meals he had created only to be served nothing but baby food later.
“I doubt it Honey! Till you get your own man in the house and have to take care of him, don’t come telling me that you know what it’s like!”
“Maybe he will soon,” another woman laughed. “I saw him and Derek being real chummy outside the building yesterday.”
“Hey, that’s right!” another woman added. “I almost forgot about that. What happened between you two?”
“Nothing much,” Chad replied. “It turns out he’s been avoiding me because Ray is riding his case pretty hard over our date together. Kind of like what everybody else is doing to me!” There was a bit of giggling from the women.
“Oh come on,” one of the women replied. “This is a dream come true for you. Isn’t it?”
“I would think so!” another woman added. “Derek’s a hunk! And as far as I know, you two have been pretty good friends for a long time.”
Chad could see that things were quickly heading in the wrong direction. “No. We’re…” But that’s as far as he got before another women spoke up.
“Oh! It all makes perfect sense to me now!” she announced. “You two have been good friends for a long time. Derek get’s divorced. You get divorced. And now you’re getting a sex change so you and Derek can be together. What do you think girls, does that sound about right?”
Chad tried to protest, but most of the women were suddenly agreeing with her and asking if that was indeed the case.
“No!” Chad tried to protest over and over again. “That’s not it. We’re just friends.” But his protests seemed to get nowhere. By the time break was over, Chad figured that every woman there was thoroughly convinced that that was the case. He only hoped that Derek didn’t get wind of it.
“So is it true?” Robin asked as they walked back to their desks together. “You’re really trying to hook up with Derek? And that’s why you’re doing all of this?”
“No!” Chad replied rather vehemently for the umpteenth time. “You know that’s not it!”
“Well you never did really explain why you’re trying to be a woman now – other than I’ve figured out that you like wearing the clothes. All you ever say is that it’s complicated. And you’ve got to admit, doing it so that you can get together with Derek is fairly complicated. Not to mention that it makes more sense than anything else.”
“That’s not it,” Chad protested once again.
“So what is it? What’s behind it all?”
But Chad couldn’t tell her anything about what was really going on. “It’s complicated,” he finally said – once again.
“Bullshit!” Robin replied angrily.
Mel stared at the computer screen on her desktop. Like she did earlier though, she wasn’t seeing anything other than the thoughts and worries running through her head. What was she going to do about Chad? So little time was left and she had so far to go with him. That silly paper she had ordered him to write a little while ago wasn’t going to solve her problem at all. The most she could really hope for out of it was for him to question further why he should bother resisting – and maybe, decide to just let her win. But it was too much to hope for. Way too much! So what was she going to do? She heard Andrea’s knock at her door. “Come on in!”
Andrea pushed Mel’s door open and carried in another stack of file folders. “Here’s the latest,” she said as she set the folders on Mel’s desk. “Not as many this time.”
“Good! There seemed like an awful lot yesterday.”
“Yeah, but every one of those folders means money coming in!”
Mel sighed. “Very true, very true. But that doesn’t make it any less annoying.”
“Hey, I’ve got to type all this stuff up first. All you have to do is read it and sign it!”
Mel smiled. “And I appreciate it every time.”
“Sure you do!” Andrea replied like she didn’t believe it. But she knew that Mel did appreciate her work and she sometimes even bothered to tell her. “Hey, you seem a bit distracted today. Anything wrong?”
“Does it show that much?”
“Not really… yes, a bit.”
Mel sighed. “I’ve got my back up against the wall with Sissy,” she complained.
“Again? What’s wrong now?”
“It’s just that… I’m running out of time!”
“You mean you’re losing?”
“No! And yes.”
“And what’s that supposed to mean?”
“It means that I’m making progress, but I still have too far to go!”
“So he’s winning?”
“No… and yes.” She let out another sigh of frustration.
“So what are you going to do about it?”
“I don’t know… yet.”
“And what’s your big problem? How do you know he’s winning?”
“He’s not winning!”
Andrea raised her eyebrow questioningly. “He’s not losing either.”
“It’s just that… He’s got way too much control still! I mean, I’ve managed to take most of it away from him, but he works on it while he’s at work – all day! I did manage to strip about ten minutes off his ability to hold back from what he could do a week ago, but he’s still got way too much ability left. And there’s only three weeks left in this bet for me to remove all his control! I’m running out of time!”
Andrea just looked at her for a moment. “You said he works on it while he’s at work every day?”
“It’s the only time he can. I’ve pretty much fixed things now so that he can’t control himself any other time – as long as I keep after him.”
“So if he’s working on it while he’s at work…” Andrea just shook her head. “I guess there are things you’re not telling me because the answer to that one is so obvious that I’m not even going to tell you.”
“It is?” Mel asked as Andrea headed for the door.
“It sure seems like it to me,” Andrea replied as she stopped momentarily in the doorway. “But then like I said, obviously there are things that I don’t know.”
“Like what?” Mel asked. But Andrea had already left. “Like what?” she asked the walls.
by Karen Singer
Chapter 42 (Friday – week 6 Part 2 of 8)
Mel sat back in her chair and stared at the back wall of her office without really seeing it. She had some time between clients, but instead of worrying about work issues, she was instead worried about Chad issues. Namely, how little time there was left in the bet and how could she possibly make him totally incontinent with only three weeks to go? It seemed like an impossible task. And yet, she had made a lot of progress on him in the last week. She had shaved ten minutes off of his ability to hold back from the week before, but that still left another eight or nine minutes to go – which was an awful lot!
The problem was, he was so stubborn that he just wouldn’t give in and let her win. He was going to make her work for every bit of it! Well, if he was going to be that stubborn then so could she. Without a doubt, she was going to have to pull out all the stops – use whatever means she could possibly think of! The only problem was, she couldn’t think of anything else she could do.
Frustrated, she picked up one of the file folders on her desk and opened it. She started reading through the technical jargon explaining the reasons behind somebody’s proposal. Then she stopped reading. The paperwork was all about the reasons. It was a tiny idea, not much at all. And it probably wouldn’t help much. But still, it was an idea. She turned to her computer and opened up her email program.
Chad was doing a lot of nothing when he noticed an email coming in for him. He minimized his web browser where he had been looking at skirts today and opened the email – from Mel!
Sissy,
I don’t care how hard you’re working on anything else at work today, find the time to do this!
Write me a paper – due today before you leave work. Minimum of 500 words. No mistakes of any kind. Email it back to me. With this subject: “Why I Deserve To Be Incontinent.”
If I don’t like anything at all about it, you’ll be doing it over and over again till I’m satisfied with the contents. And every rewrite is going to add another hundred words!
I look forward to seeing it as soon as possible.
Chad read the email several times. Ugh! He didn’t have a clue as to what he could possibly put into such a paper. It was just a good thing that he wasn’t doing much of anything else. He closed the email and opened another program to begin writing. He stared at the blank page in front of him for a while… and stared, and stared, and stared at it. What could he write? He had no clue at all.
“Break time, Sissy,” Robins, voice rescued him from the entrance to his cubicle.
He turned around to face her and gladly got up out of his chair.
“What’cha doin?” Robin asked as they left his cubicle together.
“A lot of nothing,” he replied in his girly voice.
“It looked like you were going to write something,” she noted.
He shrugged. “I was thinking about it, but I didn’t know what to write.”
“About what?”
But he couldn’t tell her that. “I don’t know.”
“But you were going to write something anyway?”
“Like I said, I was thinking about it.”
“But you don’t know what you wanted to write about?”
“Something like that.”
“You’re weird! You know that?”
Chad laughed. “More than you know!”
They were fairly early again for break so they each got a doughnut. “I just don’t see how you can eat so much and still stay so thin!” Robin complained as they headed toward the women’s table together.
“Like I said, it’s all the other times when I don’t eat.”
“But I just saw you eat breakfast, and now you’re shoving a doughnut into your mouth too. You’re going to gain weight again!”
Chad shoved the last of his doughnut into his mouth. “I hope so. Besides, you’re having one too.”
Robin finished her doughnut. “Don’t tell anyone!” she giggled. “But really, I can’t believe you’re ruining your diet like this.”
“I was just too hungry this morning,” Chad explained as a few more women sat down with them.
“Too hungry?” one of the women chimed in. “That’s my problem. That’s why every diet I go on never lasts very long.”
Somehow, the main topic of conversation that morning seemed to revolve around dieting and food. Chad just sat back and drank his coffee and listened till someone asked him, “So what diet have you been on, Sissy? You’re the only one here who seems to be really successful at losing weight.”
Chad shrugged and careful to use his girly voice replied, “Most of the time I don’t eat hardly anything at all. It’s just sometimes that it gets to me and I have to eat something else – like today.” He leaned forward a bit. “I got so hungry today that I had to stop and buy a fast food breakfast for myself.”
“And then he just ate one of those doughnuts!” Robin added.
“I was hungry!” Chad explained.
“I know what you mean,” one of the women added. “It was all I could do to resist taking one of those things this morning. I wish they wouldn’t put them out here. They’re too tempting.”
“That’s for sure!” another woman noted. Her reply was a bit muffled though as she stuffed the last of her own doughnut into her mouth. There were some amused chuckles all around the table.
“I just wish that when I cheat,” another woman brought up, “that what I eat wouldn’t destroy all my efforts so much – cause when I cheat, I don’t exactly go for the diet foods – if you know what I mean.”
There was some general murmur of agreement all around.
“Don’t you fix diet dishes at home?” Chad asked.
“Honey, I know the exact calorie count of everything out there. Nothing goes into my mouth that I don’t know exactly how many calories are in it. The problem is, that there’s still so many calories, and so little food! And at home, I have a family to feed. Do you know how hard it is to cook something for a big husband and two growing boys and only have the tiniest portion on your own plate all the time? Every time?”
“Yeah, I know,” Chad replied, thinking about all the nice meals he had created only to be served nothing but baby food later.
“I doubt it Honey! Till you get your own man in the house and have to take care of him, don’t come telling me that you know what it’s like!”
“Maybe he will soon,” another woman laughed. “I saw him and Derek being real chummy outside the building yesterday.”
“Hey, that’s right!” another woman added. “I almost forgot about that. What happened between you two?”
“Nothing much,” Chad replied. “It turns out he’s been avoiding me because Ray is riding his case pretty hard over our date together. Kind of like what everybody else is doing to me!” There was a bit of giggling from the women.
“Oh come on,” one of the women replied. “This is a dream come true for you. Isn’t it?”
“I would think so!” another woman added. “Derek’s a hunk! And as far as I know, you two have been pretty good friends for a long time.”
Chad could see that things were quickly heading in the wrong direction. “No. We’re…” But that’s as far as he got before another women spoke up.
“Oh! It all makes perfect sense to me now!” she announced. “You two have been good friends for a long time. Derek get’s divorced. You get divorced. And now you’re getting a sex change so you and Derek can be together. What do you think girls, does that sound about right?”
Chad tried to protest, but most of the women were suddenly agreeing with her and asking if that was indeed the case.
“No!” Chad tried to protest over and over again. “That’s not it. We’re just friends.” But his protests seemed to get nowhere. By the time break was over, Chad figured that every woman there was thoroughly convinced that that was the case. He only hoped that Derek didn’t get wind of it.
“So is it true?” Robin asked as they walked back to their desks together. “You’re really trying to hook up with Derek? And that’s why you’re doing all of this?”
“No!” Chad replied rather vehemently for the umpteenth time. “You know that’s not it!”
“Well you never did really explain why you’re trying to be a woman now – other than I’ve figured out that you like wearing the clothes. All you ever say is that it’s complicated. And you’ve got to admit, doing it so that you can get together with Derek is fairly complicated. Not to mention that it makes more sense than anything else.”
“That’s not it,” Chad protested once again.
“So what is it? What’s behind it all?”
But Chad couldn’t tell her anything about what was really going on. “It’s complicated,” he finally said – once again.
“Bullshit!” Robin replied angrily.
Mel stared at the computer screen on her desktop. Like she did earlier though, she wasn’t seeing anything other than the thoughts and worries running through her head. What was she going to do about Chad? So little time was left and she had so far to go with him. That silly paper she had ordered him to write a little while ago wasn’t going to solve her problem at all. The most she could really hope for out of it was for him to question further why he should bother resisting – and maybe, decide to just let her win. But it was too much to hope for. Way too much! So what was she going to do? She heard Andrea’s knock at her door. “Come on in!”
Andrea pushed Mel’s door open and carried in another stack of file folders. “Here’s the latest,” she said as she set the folders on Mel’s desk. “Not as many this time.”
“Good! There seemed like an awful lot yesterday.”
“Yeah, but every one of those folders means money coming in!”
Mel sighed. “Very true, very true. But that doesn’t make it any less annoying.”
“Hey, I’ve got to type all this stuff up first. All you have to do is read it and sign it!”
Mel smiled. “And I appreciate it every time.”
“Sure you do!” Andrea replied like she didn’t believe it. But she knew that Mel did appreciate her work and she sometimes even bothered to tell her. “Hey, you seem a bit distracted today. Anything wrong?”
“Does it show that much?”
“Not really… yes, a bit.”
Mel sighed. “I’ve got my back up against the wall with Sissy,” she complained.
“Again? What’s wrong now?”
“It’s just that… I’m running out of time!”
“You mean you’re losing?”
“No! And yes.”
“And what’s that supposed to mean?”
“It means that I’m making progress, but I still have too far to go!”
“So he’s winning?”
“No… and yes.” She let out another sigh of frustration.
“So what are you going to do about it?”
“I don’t know… yet.”
“And what’s your big problem? How do you know he’s winning?”
“He’s not winning!”
Andrea raised her eyebrow questioningly. “He’s not losing either.”
“It’s just that… He’s got way too much control still! I mean, I’ve managed to take most of it away from him, but he works on it while he’s at work – all day! I did manage to strip about ten minutes off his ability to hold back from what he could do a week ago, but he’s still got way too much ability left. And there’s only three weeks left in this bet for me to remove all his control! I’m running out of time!”
Andrea just looked at her for a moment. “You said he works on it while he’s at work every day?”
“It’s the only time he can. I’ve pretty much fixed things now so that he can’t control himself any other time – as long as I keep after him.”
“So if he’s working on it while he’s at work…” Andrea just shook her head. “I guess there are things you’re not telling me because the answer to that one is so obvious that I’m not even going to tell you.”
“It is?” Mel asked as Andrea headed for the door.
“It sure seems like it to me,” Andrea replied as she stopped momentarily in the doorway. “But then like I said, obviously there are things that I don’t know.”
“Like what?” Mel asked. But Andrea had already left. “Like what?” she asked the walls.
Tuesday, September 6, 2011
The Bet - Chapter 42(Friday – week 6 Part 1 of 8)
The Bet
by Karen Singer
Chapter 42 (Friday – week 6 Part 1 of 8)
She was home. Her house. Her big wonderful house. She couldn’t think of a place where she felt more comfortable and relaxed. Totally safe, totally relaxed. She breathed in and out with contentment. And then Sissy appeared, tray in hand with her coffee on it. He dropped the sweetest little curtsey to her before stooping down to let her take it off the tray. She sipped at it… so good… so nice. Sissy curtseyed yet again before wandering off. She thrilled and almost giggled at the girlish wiggle to his backside as he walked away in his high heels.
She sipped at her coffee, totally contented with the world. Not one bit of stress over anything. Life was more than just good, it was wonderful. And then Sissy was back again, this time in his pink and white ballet costume – tutu and all! She giggled at the sight of him. He struck a starting pose, and suddenly music filled the air and he began dancing for her. While his movements lacked feminine grace, she still thrilled over every little part of his performance. There was something almost childlike in the way he went about dancing his little ballet. And while it still lacked femininity, there was certainly nothing masculine about it.
As he finished with an awkward spin and struck his final pose, she clapped her hands in delight. He curtseyed again before skipping away like a little girl to change. Yes, life was so good, so perfect. She couldn’t imagine anything better than this.
And then an odd buzzing interrupted her perfect little world, an annoying buzzing that ruined her perfectly contented place. She climbed awake enough to realize that her alarm had gone off – but she didn’t want to lose the dream, she didn’t want to wake up yet. But the alarm was relentless and her wonderful little dream faded quickly into nothingness. She felt a twinge of annoyance at her alarm from pulling her out of sleep, but it didn’t last very long. She took a deep breath and opened her eyes. She felt good. Relaxed and refreshed, she reached over and finally turned off the annoying alarm.
She sat up on the edge of her bed and smiled as remembrances of last night with Sissy came to mind. She felt so good today. So rested. So… fulfilled. It was amazing what a little fun with Sissy could do for her. She slipped to her feet and grabbed her robe as she headed toward the kitchen to make her coffee. A quick fantasy of Sissy delivering it to her in bed, freshly made, filled her mind. Soon, very soon… she hoped.
Chad turned off the “alarming” rock music blaring out of his pink alarm clock. He was panting slightly from the effort and stress of being dragged out of sleep in such a startling manner. His diapers felt super thick and heavy – as usual… or were they heavier than usual? He glanced down at his blow-up bed and noticed that the sheets were wet. Darn it! Despite all the diapers he was wearing, plus the plastic panties, he had leaked! He briefly wished that it could count towards one of Mel’s leaking diaper requirements, but that always involved a time limit. How much had he peed last night to make four diapers leak? It had to be an awful lot! He remembered all that she had made him drink last night – way, way too much. He hoped he’d never have to drink that much again.
Remembering how much he drank last night, also reminded him of how much he didn’t eat because of it. His stomach growled angrily. He realized he was hungry… very hungry. As he waddled his way out toward his kitchen to see if she had left him another note, he realized that for once he was actually looking forward to one of her baby food breakfasts – which meant that he had to be really hungry indeed!
Her note was right where he hoped it would be, but it contained nothing new – good! He grabbed his three baby bottles for the morning out of his refrigerator, noting as he did so that they were among the last bottles he had. He had no doubt that replacements would be refilling his shelves very soon.
He carried the bottles out to his one and only chair and almost sat down before he remembered that he was leaking already. No use making the chair worse than it already was, even if it was ‘old.’ He stood up as he started drinking from his first bottle. He immediately realized he was peeing again. Why was it that he hardly knew when he was going to pee anymore – at least in the mornings anyway? Why did it always take so long now to get back to feeling everything again? The answer to that one was all too obvious – Mel and her stupid diaper wetting games. Ugh! And then the small tickle of pee leaking out from under his plastic panties began running down his leg again. Double ugh! His diapers were so bloated that his plastic panties weren’t properly protecting him anymore. The thickness was forcing small gaps around the leg openings. He decided that this time he’d take his shower and change as soon as he finished his first bottle. He only hoped that his decision wouldn’t cause him more problems later.
Mel stirred the pot of baby cereal one last time after turning off the heat. She grabbed one of his colorful plastic bowls and poured it in. She stuck one of his rubber coated baby spoons in the bowl and grabbed one of his bibs. Everything was all ready for him. Now all she needed… her doorbell rang… was him. She went to the door and opened it. She had no choice but to put a smile on her face at the sight of him curtseying to her and greeting her in his sissy voice. “Good morning, Sissy,” she replied as usual. She stepped back to let him in and waited till he had set his purse and diaper bag under the small table by the door. She took the plastic bag full of empty bottles from him as she started to look him over. Not too bad. Not too bad at all. He had chosen another skirt and blouse set… fairly casual again.
As she looked him over, she suddenly heard an odd sound emanate from him. It startled her a bit and almost made her laugh, but the sound wasn’t quite what she would have expected – if it was what she originally thought it was – gas! She had to wonder, which end of him did it come out of? “What was that?” she asked. She was startled to see the slight look of distress on his face.
“I’m sorry, Mistress. I’m just so hungry!”
His statement brought back memories of their dinner in the restaurant last night. She had forced him to drink so much tea that he hadn’t been able to eat hardly any of his dinner. That, coupled with all the other meals of nothing but baby food she had served him lately made her feel a little upset at herself for being so careless with him. She had planned on him eating a lot more of his dinner last night than he had been able to. “Go get in your highchair, Sissy. Your breakfast is all ready.” For once, she wasn’t glad at all that he would be eating nothing but baby food. She made a point to try to make it up to him… somehow.
She quickly tied the bib around his neck and put the tray into place. The minute she set his bowl of cereal in front of him, he attacked it almost ferociously. Hungry indeed! He wasn’t even paying the least bit of care as to how much dropped off the spoon as he tried to shovel it into his mouth as quickly as possible. She watched him for a moment before bringing him one more baby bottle to drink – which he ignored – for now.
He didn’t slow down till the bowl was halfway finished. His bib, his face, and the tray were a mess. He picked up his baby bottle and took a long drink before he paused long enough to take a large breath of air. He slowed down a bit after that, eating more normally – for him.
“Feeling better?” she asked.
“A bit,” he replied as he attempted, unsuccessfully, to put another spoonful of the cereal into his mouth without spilling any.
“It’s my fault,” she replied. “I expected that you would be able to eat more last night.
“Too much to drink,” he replied as he again dipped his spoon into the bowl.
“I know. Tell you what, if you want, you can just finish that bottle, and I’ll get you out of here quickly. You should have time then to stop along the way and get yourself a better breakfast.”
He had been planning to do just that, but he didn’t need to tell her. “Thank you, Mistress,” he replied as he dropped his spoon in the bowl and picked up the bottle instead.
Mel watched him attack the bottle now. Even as hungry as she knew he was, she absolutely had to keep him drinking! The fate of the bet… her fate… actually, both their fates, depended on it. Despite how bad she felt over how hungry he was, she almost giggled watching him. His tray was a mess, his bib was a mess, his hands were a mess, his face was a mess, and that mess quickly transferred itself to the bottle in his hand too. Just like a baby!
As he finished the bottle, she grabbed the last of his bottles out of the refrigerator and replaced the empty bottles in his diaper bag. It was way past time to make another batch of tea, but that would have to wait till later.
Heaven! Pure Heaven! That’s the only way Chad could describe his first bite into the breakfast sandwich he had bought. He was so hungry that he had actually bought an extra sandwich along with the meal deal which included coffee and some potatoes. He finished the first sandwich in the parking lot before continuing on to work. When he got to work, he wasn’t exactly late, but he wasn’t exactly early either. He grabbed his purse and the rest of the breakfast he hadn’t eaten yet and hurried inside.
“There you are!” Robin exclaimed as she saw him hurrying down the hallway toward his cubicle. I thought you were going to be late again.”
He held up the bag containing the breakfast he had just bought. “I was hungry,” he replied in his normal male voice. “It took a while to get this.”
“Girly voice,” Robin reminded him.
“We’re not going to go through that again, are we?” he asked as he set everything down on his desk.
Robin smiled. “Not unless you remember to stop talking like a man.”
Chad just stopped for a moment and stared at her. She did have a point – especially after what he had gone through with Derek yesterday. He shook his head. “I’ll try,” he finally replied – in his girly voice.
“Good!”
He pulled his cell phone out of his purse and set that on the desk next to all the food, then he stowed his purse into his desk drawer and began pulling the food out of the bag.
Robin shook her head. “I don’t know how you do it. You eat doughnuts, you eat breakfast, and still you’re losing weight!”
“Yeah, but it’s because of all the other times when I don’t eat much – or very little. In fact, that’s why I’m so hungry this morning. I didn’t eat much last night.”
“Why not?”
But Chad couldn’t tell her the real answer. Instead, he just shrugged his shoulders. “Dieting,” he replied.
Robin actually giggled. “Ain’t it a bitch?”
“You have no idea!”
“You forget, I live on a diet! And it’s not working. It never works. I live my life – starving!”
“Well, lately, so do I.”
“Like I said, dieting’s a bitch!”
“Yeah! It is!”
by Karen Singer
Chapter 42 (Friday – week 6 Part 1 of 8)
She was home. Her house. Her big wonderful house. She couldn’t think of a place where she felt more comfortable and relaxed. Totally safe, totally relaxed. She breathed in and out with contentment. And then Sissy appeared, tray in hand with her coffee on it. He dropped the sweetest little curtsey to her before stooping down to let her take it off the tray. She sipped at it… so good… so nice. Sissy curtseyed yet again before wandering off. She thrilled and almost giggled at the girlish wiggle to his backside as he walked away in his high heels.
She sipped at her coffee, totally contented with the world. Not one bit of stress over anything. Life was more than just good, it was wonderful. And then Sissy was back again, this time in his pink and white ballet costume – tutu and all! She giggled at the sight of him. He struck a starting pose, and suddenly music filled the air and he began dancing for her. While his movements lacked feminine grace, she still thrilled over every little part of his performance. There was something almost childlike in the way he went about dancing his little ballet. And while it still lacked femininity, there was certainly nothing masculine about it.
As he finished with an awkward spin and struck his final pose, she clapped her hands in delight. He curtseyed again before skipping away like a little girl to change. Yes, life was so good, so perfect. She couldn’t imagine anything better than this.
And then an odd buzzing interrupted her perfect little world, an annoying buzzing that ruined her perfectly contented place. She climbed awake enough to realize that her alarm had gone off – but she didn’t want to lose the dream, she didn’t want to wake up yet. But the alarm was relentless and her wonderful little dream faded quickly into nothingness. She felt a twinge of annoyance at her alarm from pulling her out of sleep, but it didn’t last very long. She took a deep breath and opened her eyes. She felt good. Relaxed and refreshed, she reached over and finally turned off the annoying alarm.
She sat up on the edge of her bed and smiled as remembrances of last night with Sissy came to mind. She felt so good today. So rested. So… fulfilled. It was amazing what a little fun with Sissy could do for her. She slipped to her feet and grabbed her robe as she headed toward the kitchen to make her coffee. A quick fantasy of Sissy delivering it to her in bed, freshly made, filled her mind. Soon, very soon… she hoped.
Chad turned off the “alarming” rock music blaring out of his pink alarm clock. He was panting slightly from the effort and stress of being dragged out of sleep in such a startling manner. His diapers felt super thick and heavy – as usual… or were they heavier than usual? He glanced down at his blow-up bed and noticed that the sheets were wet. Darn it! Despite all the diapers he was wearing, plus the plastic panties, he had leaked! He briefly wished that it could count towards one of Mel’s leaking diaper requirements, but that always involved a time limit. How much had he peed last night to make four diapers leak? It had to be an awful lot! He remembered all that she had made him drink last night – way, way too much. He hoped he’d never have to drink that much again.
Remembering how much he drank last night, also reminded him of how much he didn’t eat because of it. His stomach growled angrily. He realized he was hungry… very hungry. As he waddled his way out toward his kitchen to see if she had left him another note, he realized that for once he was actually looking forward to one of her baby food breakfasts – which meant that he had to be really hungry indeed!
Her note was right where he hoped it would be, but it contained nothing new – good! He grabbed his three baby bottles for the morning out of his refrigerator, noting as he did so that they were among the last bottles he had. He had no doubt that replacements would be refilling his shelves very soon.
He carried the bottles out to his one and only chair and almost sat down before he remembered that he was leaking already. No use making the chair worse than it already was, even if it was ‘old.’ He stood up as he started drinking from his first bottle. He immediately realized he was peeing again. Why was it that he hardly knew when he was going to pee anymore – at least in the mornings anyway? Why did it always take so long now to get back to feeling everything again? The answer to that one was all too obvious – Mel and her stupid diaper wetting games. Ugh! And then the small tickle of pee leaking out from under his plastic panties began running down his leg again. Double ugh! His diapers were so bloated that his plastic panties weren’t properly protecting him anymore. The thickness was forcing small gaps around the leg openings. He decided that this time he’d take his shower and change as soon as he finished his first bottle. He only hoped that his decision wouldn’t cause him more problems later.
Mel stirred the pot of baby cereal one last time after turning off the heat. She grabbed one of his colorful plastic bowls and poured it in. She stuck one of his rubber coated baby spoons in the bowl and grabbed one of his bibs. Everything was all ready for him. Now all she needed… her doorbell rang… was him. She went to the door and opened it. She had no choice but to put a smile on her face at the sight of him curtseying to her and greeting her in his sissy voice. “Good morning, Sissy,” she replied as usual. She stepped back to let him in and waited till he had set his purse and diaper bag under the small table by the door. She took the plastic bag full of empty bottles from him as she started to look him over. Not too bad. Not too bad at all. He had chosen another skirt and blouse set… fairly casual again.
As she looked him over, she suddenly heard an odd sound emanate from him. It startled her a bit and almost made her laugh, but the sound wasn’t quite what she would have expected – if it was what she originally thought it was – gas! She had to wonder, which end of him did it come out of? “What was that?” she asked. She was startled to see the slight look of distress on his face.
“I’m sorry, Mistress. I’m just so hungry!”
His statement brought back memories of their dinner in the restaurant last night. She had forced him to drink so much tea that he hadn’t been able to eat hardly any of his dinner. That, coupled with all the other meals of nothing but baby food she had served him lately made her feel a little upset at herself for being so careless with him. She had planned on him eating a lot more of his dinner last night than he had been able to. “Go get in your highchair, Sissy. Your breakfast is all ready.” For once, she wasn’t glad at all that he would be eating nothing but baby food. She made a point to try to make it up to him… somehow.
She quickly tied the bib around his neck and put the tray into place. The minute she set his bowl of cereal in front of him, he attacked it almost ferociously. Hungry indeed! He wasn’t even paying the least bit of care as to how much dropped off the spoon as he tried to shovel it into his mouth as quickly as possible. She watched him for a moment before bringing him one more baby bottle to drink – which he ignored – for now.
He didn’t slow down till the bowl was halfway finished. His bib, his face, and the tray were a mess. He picked up his baby bottle and took a long drink before he paused long enough to take a large breath of air. He slowed down a bit after that, eating more normally – for him.
“Feeling better?” she asked.
“A bit,” he replied as he attempted, unsuccessfully, to put another spoonful of the cereal into his mouth without spilling any.
“It’s my fault,” she replied. “I expected that you would be able to eat more last night.
“Too much to drink,” he replied as he again dipped his spoon into the bowl.
“I know. Tell you what, if you want, you can just finish that bottle, and I’ll get you out of here quickly. You should have time then to stop along the way and get yourself a better breakfast.”
He had been planning to do just that, but he didn’t need to tell her. “Thank you, Mistress,” he replied as he dropped his spoon in the bowl and picked up the bottle instead.
Mel watched him attack the bottle now. Even as hungry as she knew he was, she absolutely had to keep him drinking! The fate of the bet… her fate… actually, both their fates, depended on it. Despite how bad she felt over how hungry he was, she almost giggled watching him. His tray was a mess, his bib was a mess, his hands were a mess, his face was a mess, and that mess quickly transferred itself to the bottle in his hand too. Just like a baby!
As he finished the bottle, she grabbed the last of his bottles out of the refrigerator and replaced the empty bottles in his diaper bag. It was way past time to make another batch of tea, but that would have to wait till later.
Heaven! Pure Heaven! That’s the only way Chad could describe his first bite into the breakfast sandwich he had bought. He was so hungry that he had actually bought an extra sandwich along with the meal deal which included coffee and some potatoes. He finished the first sandwich in the parking lot before continuing on to work. When he got to work, he wasn’t exactly late, but he wasn’t exactly early either. He grabbed his purse and the rest of the breakfast he hadn’t eaten yet and hurried inside.
“There you are!” Robin exclaimed as she saw him hurrying down the hallway toward his cubicle. I thought you were going to be late again.”
He held up the bag containing the breakfast he had just bought. “I was hungry,” he replied in his normal male voice. “It took a while to get this.”
“Girly voice,” Robin reminded him.
“We’re not going to go through that again, are we?” he asked as he set everything down on his desk.
Robin smiled. “Not unless you remember to stop talking like a man.”
Chad just stopped for a moment and stared at her. She did have a point – especially after what he had gone through with Derek yesterday. He shook his head. “I’ll try,” he finally replied – in his girly voice.
“Good!”
He pulled his cell phone out of his purse and set that on the desk next to all the food, then he stowed his purse into his desk drawer and began pulling the food out of the bag.
Robin shook her head. “I don’t know how you do it. You eat doughnuts, you eat breakfast, and still you’re losing weight!”
“Yeah, but it’s because of all the other times when I don’t eat much – or very little. In fact, that’s why I’m so hungry this morning. I didn’t eat much last night.”
“Why not?”
But Chad couldn’t tell her the real answer. Instead, he just shrugged his shoulders. “Dieting,” he replied.
Robin actually giggled. “Ain’t it a bitch?”
“You have no idea!”
“You forget, I live on a diet! And it’s not working. It never works. I live my life – starving!”
“Well, lately, so do I.”
“Like I said, dieting’s a bitch!”
“Yeah! It is!”
Saturday, September 3, 2011
The Bet - Chapter 41 (Thursday – week 6 Part 8 of 8)
The Bet
by Karen Singer
Chapter 41 (Thursday – week 6 Part 8 of 8)
On the drive home in the car, Mel’s thoughts continuously worked themselves around Chad and the little time remaining in the bet. Realizing that she was going nowhere with her thoughts and having no further answers as to what else she could do to bring on his total incontinence, she forced herself to turn to other things. Business first! First thing, as soon as they got home, she needed to get another baby bottle into him. He hadn’t had anything to drink since they left the restaurant. She needed to keep him wetting! That much had to be done above everything else!
Next, she allowed herself to be reminded of what she had in the trunk of the car for him… which led to other more pleasant – and stimulating – thoughts. Without realizing it, her foot stepped harder on the accelerator. She couldn’t wait to get home!
But now she faced a small dilemma. She didn’t want him to see the tutu she had gotten him till he was fully dressed in the rest of his ballet costume. How was she going to manage that? Well, one way or another, she’d think of something. Her tires actually squealed a bit as she turned off the road into the apartment project. Realizing she was going way too fast, she forced herself to slow down… but not by much. She wanted to get home! She pulled into her parking space faster than she had probably ever done it before. “Okay, Sissy. Upstairs, and be quick about it!”
Chad didn’t know what her hurry was, he only knew that he was glad they had managed to get home safely. He breathed a small sigh of relief as he opened the car door and quickly got out. He was actually glad to get out of the car – despite the fact that his wet diapers were again fully on display. Being humiliated was one thing, but being killed in an auto accident was another! With his purse over one arm, he opened the back door and grabbed his diaper bag and his wet skirt. Then he hurried up to her apartment. So what was her big rush? He had been feeling nice and mellow after the relaxation session. Obviously, Mel didn’t get as much out of it as he did!
Mel hurried straight to her refrigerator and pulled another bottle out for him. She noticed as she did so that the number of bottles was starting to get awfully low again. She had to do something about that fairly soon too. It was another thing to worry about. She suddenly felt even more pressed for time from yet another direction.
Sissy had just set his things down under the little table by the door and was examining his wet skirt. “Here,” she said as she handed him the bottle. “Start drinking!”
More to drink was the last thing that Chad wanted. He still felt uncomfortably bloated from all the tea at dinner. And this bottle held tea too! Ugh! But he put the bottle to his mouth and… pretended… to drink, which seemed to appease Mel.
Mel grabbed the skirt out of his hands and threw it at the washing machine. “You can worry about that thing later,” she said. “I have other things I want you to do now. And keep drinking!” she added.
Chad didn’t know what had gotten into her. But this time he actually did take a small swig from the tea in the bottle.
She pushed him into the bedroom. “Start getting undressed!”
By her urgency, Chad wondered if she was about to tie him up for sex again. It had been a while now, and no doubt she was ready. And by her rush, probably overly ready. He started bracing himself for it as he began removing his blouse.
Mel watched him undressing and glanced at his diaper – which looked absolutely soaked – and she had put two diapers on him. Darn! The last thing she wanted right now was to have his new ballet outfit stained by his pee. As he started removing his shoes, she ran to the bathroom where she kept several stacks of diapers for him and grabbed one.
Before Chad had a chance to removed anything else, he found himself on the floor being quickly changed again. Being changed was nice, but unfortunately it was into only one diaper again – which meant that she still wasn’t finished with her games for the night. No wonder she had handed him the bottle to drink so soon. And if he had to be leaking again, then like it or not, he had better keep drinking.
As soon as Mel had him rediapered and in a fresh pair of plastic panties, she stood him up again to look him over. He still had on his bra over his breast forms and his waist cincher. She decided that for now he could just leave it all. She opened one of her dresser drawers and pulled out the white tights to his ballet costume. “Here,” she said. “Put these on.”
Chad was a little surprised, he expected her to be putting ropes on him, not the white tights. But the white tights were the ones that went to the ballet outfit she had bought him. He suddenly had the suspicion that she would have him dancing again very shortly. He worked the tights over his feet, up his legs, and over his diaper padded bottom. She immediately handed him the pink leotard that she had bought to go with the tights. The leotard was tight and a little hard to get into, especially since his diaper clad bottom didn’t allow the thing to go fully up into his crotch. But eventually, it did fit – well enough anyway.
Just the sight of him in the leotard and tights was enough to excite Mel. The odd bulge around his diaper only seemed to add to her thrill. “Get drinking again,” she ordered just before she hurried out of the room.
Reluctantly, Chad picked up the baby bottle and put it to his lips before he followed her out to her living room. As he expected, she was at her stereo system, hunting for the music she wanted. Within moments the now familiar strains of her favorite ballet music were pouring out of the speakers.
“Dance for me, Sissy,” she ordered.
With baby bottle in hand, Chad began trying to dance to the music. Mel watched him for a few moments, then she rushed out of the room saying she’d be right back. Chad kept dancing. She was gone far longer than he expected she would be, but when she came back, she was barefoot and wearing a pair of short shorts and a tee-shirt. But what surprised Chad even more, was that she immediately began dancing along with him. Something about her movements made him stop and stare – totally dumbfounded.
“What’s wrong?” she asked as she stopped dancing.
Chad shook his head. “You’re… beautiful! I mean, you’re so good! Great even!”
Mel blushed a bit. “Not really. But I took ballet for a long time when I was young.” She twirled gracefully on one foot with her arms over her head.
Chad was mesmerized. She was so graceful! Who would have ever thought?
“Now come and dance with me.”
Chad tried to dance, to follow what she was doing, but it was impossible. He was more interested in just watching her. He could never hope to come close to the fluid feminine grace of her movements.
Mel suddenly stopped. “Wait, wait!” she called as she ran for the stereo system to turn it off. “We need to practice the positions first!” She grabbed the baby bottle out of Chad’s hand and threw it onto the couch out of the way. “Carpet is not the best thing for dancing, but it’s all we have.” She pointed at the end of the couch were she usually had him practice the ballet positions. Once he was in place, she stood right in front of him. “First position!” she ordered as she herself immediately went into the odd stance.
Chad was holding onto the couch with one hand and didn’t really know what to do with his other arm, but her arms were gracefully curved downward. He tried his best to copy it with his free arm as he put his feet back to back in the awkward position. It was the first time he had done it without heels on. The feeling was totally different. One by one, she led him through all the positions he had learned so far. Then, she started doing them all over again, this time bending her knees down and moving her arms gracefully, then back up again, over and over. Chad was almost as mesmerized watching her do these exercises as he had been watching her dance. And her arms… Where he didn’t know what to do with his arms, hers just seemed to naturally flow into the most beautiful positions. While he did his best to copy her, he knew that next to her, he had to look like a total jerk! Obviously!
“Move away from that couch now,” she ordered. “You’re going to have to learn to keep your balance without holding onto anything.”
Again she took him through everything he had learned so far, but this time with nothing to hold onto. Chad actually thought he did fairly well… as far as not falling over. Maybe all the time he spent in high heels helped. But now she was making things even more difficult by requiring him to move his arms the way she did… gracefully – yeah right – and bending his knees down and then rising back up again. Everything was like its own separate little dance as he followed her directions and tried to copy what she did. And she was incredibly good at it!
Mel had actually been enjoying herself, but she suddenly stopped. While the sight of him in just the pink leotard and white tights brought back so many memories of her own girlhood, she had more to his costume out in the car that she desperately wanted to see on him. But even as she paused, she realized one other thing. All the dancing wasn’t getting any more liquid into his system. And she absolutely had to keep him drinking. Time was running out! “Grab your baby bottle and start drinking again,” she ordered.
Chad caught the urgency in her voice. What was her big rush? First she drove home like a crazy woman, and now she was hurrying things along again? Why did she even bother with the relaxation therapy if she was going to be like this afterwards? But he grabbed his bottle again and put it to his lips again, this time actually drinking it.
“Keep drinking, and keep practicing!” she ordered. “Switch hands on the bottle once in a while so you learn to do things with the other arm.” She looked at him with frustration. She wanted him to dance… yet she wanted him to keep drinking too! And it really wasn’t a very good arrangement. Growling slightly at the irritation, she ran to her purse and grabbed her car keys. “I’ll be right back,” she said. “I expect to see you practicing when I get back… and I expect to see that bottle nearly finished!”
Before Chad could fully understand her instructions, she was gone! Where? Why? And did he really have to keep at it if she wasn’t there? Okay, if she expected the bottle to be finished then he had to keep working on it. But as to the dancing, why bother? But what if she came back right away? She did say she’d be right back. Frustrated with the whole situation, he went back to first position and started dipping down then up again with his right arm curved up over his head – and his left arm curved to hold the baby bottle in his mouth.
Mel grabbed the bulky tutu and the box with the toe shoes out of her trunk and closed it again. As fast as she had run down the stairs, she was almost as fast going back up again – despite the items she was now cradling against her chest. Rushing back into her apartment, she was just in time to see him dipping down with one arm over his head and the other one holding the bottle in his mouth. Another small wave of pleasure ran through her body. She saw him turn quickly to look towards her. Well, the darn tutu was so big it was hard to hide anyway. Besides, she wasn’t going to wait another minute to start dressing him further.
“Okay, Sissy,” she said as she closed the door behind her and hurried towards him, “let’s finish getting you dressed.”
Chad saw the bulky white thing in her hand as well as the pink box. He quickly realized that the other things she had ordered for him had arrived. Oh goody! And yet he felt the first little signs of sexual arousal enter him once again… it had been soooo long!
Mel threw the tutu, still in its plastic wrapper, onto the couch. She opened the box and pulled out the pink toe-shoes. “Here,” she said as she held them out to him. “Put these on.”
Chad grabbed the pink slippers and held them up. They certainly didn’t weigh very much. They looked very soft too. He set his bottle down and sat on the floor to put them on. He pulled one of them onto his right foot. It was a bit tighter than he expected and his toes were pushed firmly up against the soft padding of the toe area. He didn’t know what to do with the long pink ribbons, so he ignored them for now and slipped the other one onto his other foot. But then of course, he had to figure out how to tie the ribbons. He started wrapping them around his leg, but Mel quickly stopped him.
“Not like that,” she said. “Here, let me do that for you. You just drink that bottle – and hurry up with it.” She grabbed just one of the ribbons from one shoe and wrapped it up and around his ankle twice, then she grabbed the other ribbon and did the same from the opposite direction, then she tied them off on the inside of his ankle and tucked the remaining ribbon under the knot. “There, that’s how you do it,” she said as she finished and grabbed one of the ribbons from his other foot. Very shortly, that one was tied firmly too.
Chad had watched her closely, knowing that even now that he had seen it, it would take some practice. He stood up again. The ballet shoes felt strange on his feet – and soft – very soft. The only problem was that she had purposely gotten them half a size too small so his toes felt very crowded against the padded tip of the shoes. And then he saw her grab the huge white plastic wrapped mass on the couch – the tutu. The moment she got the plastic off of it and he saw all the white net material bunched up all the way around, he felt his under-exercised sexual need lurch hard. Oh wow! He purposely checked to see if he felt anything from his miserable chastity device. No pain – yet. Good!
Mel set the crazy white tutu down on the floor and spread out the middle so he could step into it. One pink slipper covered foot, then the other. She instantly began pulling it up his legs, up over his diaper padded bottom. She held it in place just above his diaper – not quite down to his hips were it was supposed to go, but his diaper kind of made it necessary to fasten it a bit higher. Pulling it tight, she began fastening it up.
The higher the crazy skirt went up his legs, the more Chad felt that sexual urge that was running through him. That urge rose even more as he felt her fastening it, pulling it tighter and tighter. It didn’t weigh much, but he could certainly feel it attached to him. And then she finished fastening it and she stepped away. He continued to stare down at the front of the weird garment surrounding him. He moved his hips a little. Yes, he could definitely tell that the thing was there, but he couldn’t feel it moving at all – probably because it didn’t. He realized that his problem now was that he couldn’t see his feet! How was he supposed to learn ballet if he couldn’t see his feet? The full realization of what he was now wearing hit him. He was wearing a damn tutu! A stupid, silly, sissy tutu! For the first time, he felt a bit of irritation coming from his chastity device. Ugh! Feeling somewhat embarrassed, he turned around and faced her.
Mel stepped back further so she could see him better. She clasped her hands together as her eyes lit up with delight. The tutu was much higher on his hips than it really should have been, and now, standing back from him a bit, she could easily make out the odd bulges of his diaper below it. The only thing… the only thing… Perhaps a pretty tiara would help. Yes! She defiantly wanted a tiara for him. She made a mental note to get him one as soon as possible. Something sparkly! Without realizing it, her breathing began to quicken.
“Okay, Sissy, let’s try it again.” She quickly took her place in front of him and together she led him through the exercises again. But now, with the tutu on, he wasn’t doing as well. She saw him keep trying to look down at his feet – which obviously he couldn’t see anymore. “Don’t look down! Keep your head up high! Graceful…” But he was anything but graceful. Yet, she was absolutely loving every minute of it.
During one movement, she noticed the baby bottle he had put down again. Oh darn! She had to keep him drinking! But she was enjoying watching him dancing – he looked so absurd! “Keep your head up!” she told him once again – for the fourth time – at least. She watched as he pulled his head back up to look directly at her again instead of trying vainly to look down at his feet. An idea hit her. She stopped what she was doing. “Grab your bottle again,” she ordered, “and keep drinking! You can’t drink from that thing if you’re looking down. Maybe it will help you to keep your head up!”
Keep drinking? While trying to dance? And he couldn’t even see his own feet? She had to be kidding! But he once again grabbed his baby bottle and put it to his lips as he got back into position in front of her. Keep drinking? While dancing? It was absurd!
Mel smiled. At least his head was up now. And if he had to keep drinking from that thing then he wouldn’t be able to even try to look down at his feet. She wanted his head up – where it belonged. “Now… once again.” She started in on the exercises once again, moving gracefully where he was anything but. Even a little girl had more feminine mannerisms in her movements than he had! But still, wasn’t that also kind of the point? Sissy was in reality a he… not a she. And she was making him do something totally outrageous again. Not to mention that all this might even help remove some of his nasty male movement mannerisms.
She went back to the stereo and turned it on again. Then she continued with him again… dancing with him… watching him… taking in every little nuance of him and what he was doing. She was doing it again. She was taking away just a tiny bit more of what little masculinity he had. Making him do something totally feminine. Making him move more and more gracefully… more and more femininely. And hopefully, some of this training might stick as far as his everyday movements were concerned.
Chad didn’t quite know what to do. In order to keep drinking, he had to keep his head tilted back – further and further as the darn bottle emptied. And he had to try to dance too? It wasn’t working! And yet she didn’t seem to be complaining at all – fortunately – because he really didn’t know what else he could do other than to try like he was. Having to keep drinking from the bottle and keep his head back was so difficult that it made him lose all of the sexual arousal from his situation that he had felt earlier. He was forced to focus entirely on trying to do the dance steps correctly – while still drinking. Difficult didn’t even begin to describe it!
For some unknown reason, Mel was surprised when after a few minutes he actually started to look a little better – despite having to keep the silly bottle in his mouth. But just looking at him now was starting to make her wet and tingly in some very special places. His entire outfit was so much like one she had worn in several dance recitals when she was little. It brought back so many memories. Okay, so the tutu was a bit bigger – a lot bigger really. And of course the outline of his diaper underneath the tutu looked strange too – but somehow it only added to her excitement since she knew what it represented. And okay, so he himself wasn’t exactly a little girl, but… but wasn’t that kind of part of the whole point here? So many memories of herself as a child, and now he going through some of the same things – him… a man… sort of.
Her tingling suddenly became something she couldn’t ignore. She stopped dancing and ran for her drawer where she kept the ropes to bind him. She ran back to him and noticed that his bottle was almost done. She wanted him to finish it. “Keep drinking,” she ordered as she pushed down on his shoulders, guiding him to his knees in front of the couch.
She started with his ankles, binding them tightly together. But he still wasn’t quite done with his damn bottle! She ran to her room and grabbed one of her scarves. Moments later, she was tying it tightly around his head, shutting of his eyesight – completely. As she tied it, she heard the rattle of the bottle sucking air. Finally! She took the bottle from him and threw it to the far side of the couch. She grabbed his wrists and pulled them back behind him, binding them together, and finally, bending him backwards a bit to bind him wrists to his ankles. His usual position – and her favorite.
The couch had to be prepared! Quickly she ran and grabbed towels and some of his disposable diapers. Since she still wasn’t finished with her period she spread out the diapers over the area where things were most likely to get messy.
He was ready. The couch was ready. She couldn’t take her eyes off him as she pulled her tee-shirt over her head. Just the sight of him in that pink and white ballet outfit… and now with the pink slippers and that big white tutu! She stopped right there. Was she really going to do this? Make him service her orally before her period had even finished? “If you’re not making a mess, then you’re not having sex!” That phrase ran straight through her mind. She pulled her shorts off and kicked them far out of the way.
But she was on her period! It would be messy! And then it dawned on her. His ballet outfit – it might get stained! No! Should she stop? She only considered that option for a second – absolutely not! She grabbed one of the towels from the sofa that would probably do nothing and pulled it around his neck, tying it behind him. Then she ran to the bathroom where she did her best to clean herself up before things went any further.
When she emerged from the bathroom, she was totally naked and much cleaner in that most important spot… although she had no intention of staying clean for very long. Taking her position right in front of him, she grabbed his head and pulled him toward her – rocking him over on his knees so that his feet came up into the air and his mouth landed exactly where she wanted it. At the first contact from his face she nearly screamed with delight. She wasn’t nearly as silent a moment later as she felt the first little flick from his talented tongue touch the very place she wanted to feel it. Yes! Yes! Yes! Yes! Yes!
Chad had done this so many times now that he was becoming used to the uncomfortable position. Obviously Mel was used to it too since she kept doing this to him… not to mention that just as obviously she was getting a lot of pleasure out of it. And what did he get? Pain, discomfort, frustration, difficult breathing, and very little else! But… at the same time, he took a lot of pleasure in knowing that he was giving her so much satisfaction and pleasure. That alone made him feel good. So he kept at it, believing in the back of his mind that he was truly good at it and that hopefully, she appreciated that fact. His belief was further emphasized by the immense orgasm he realized she was having just then. He couldn’t even remember his own last orgasm – big or little. How long had it been now?
His tongue – his wonderful tongue! And all the little other feelings that went along with it! Mel was in heaven! She opened her eyes and stared down his pink covered back and saw the ridiculous white tutu skirt sticking straight up in the air… and the sight of it brought on another orgasm. So delicious! So wonderful! It felt so good! And just knowing that she had molded him into this silly mockery of human life brought additional pleasure on top of the fabulous pleasure that he was bringing her just then.
Orgasm after orgasm. Some taking much longer than others. She didn’t know how long she had been there and didn’t care. Finally, she realized that he had slowed down a while back and wasn’t getting any more spirited in his task. Growing tired herself, she pulled him away from her. He was an absolute mess. His face was not only wet and slick from her female juices, it was covered with red from her period fluids too. She grabbed one of the diapers she had been sitting on and used it to wipe his face somewhat. The rest could wait till later. She eased him down then to lay on the floor till she could finish getting cleaned up – and she really needed cleaning up now. She glanced at the clock as she headed to the bathroom and paused for a moment. She had been at it for almost an hour! Wow! Where had the time gone? No wonder she felt so good! But a much needed shower was next on her agenda. He could wait and relax for a while where he was… he certainly wasn’t going anywhere. She was tempted for a moment to stick another baby bottle in his mouth, but opted to head straight into the shower instead.
Chad was very grateful that his latest ordeal was over with. He had no idea how long he had been at it, but it seemed like an eternity. Now, he was exhausted. He wanted to move very badly, to stretch his limbs, but tied up like he was, that was impossible. He could feel the silly tutu he was wearing tickling his legs and arms as he laid there. It felt weird to him. So stiff.
He hoped that she wouldn’t be too long in coming back. Of course, just lying there and getting a chance to rest was nice for a change. He needed it now. If it wasn’t for being bound up like he was, he would almost wish to stay right there. Hopefully, she would let him go home soon so he could go to bed. It had been another long day… another long and very difficult day!
Mel tied her robe tightly around her as she finally walked out of the bathroom. She had been so smelly that she had to take a good shower. Now she felt… wonderful! So good! She never expected anything in life could make her feel like this… and her darn period wasn’t even over with yet! Maybe all she really needed was a dose of Sissy every day. That was a very pleasant thought. Soon! Very soon!
She stopped to look down at him for a moment. He was still tied just as she had left him. Well, he should be! She united the towel she had put around his neck to protect his ballet outfit and used it to wipe his face clean. Then she removed his blindfold. The ropes binding his wrists and ankles came next. She sat back on the floor and watched him painfully stretch his arms and hands and legs, rubbing thoroughly the places where the ropes had been. “Have you recovered enough yet?” she asked.
Chad closed his eyes, being able to move again was so good! He took a deep breath before answering in his sissy voice. “I think so.”
She didn’t move though, she just sat there on the floor and looked at him, while he looked back at her. So many emotions ran through her as she looked at him. Probably from seeing him in the pink and white ballet costume. So many memories of her own childhood. And yet, what she was feeling just then was mostly gratitude. Gratitude for the way he made her feel – frequently. “Tell you what, Sissy. Just lay there and I’ll get your things.”
She got to her feet and went in search of all his diaper supplies. She came back to him a few minutes later, her hands full of everything she needed. She unfastened the silly tutu from around his waist, and pulled it off of him. As she did so, she noticed the wet patch all around his crotch on the leotard and tights both. Darn! He had leaked all over it – terribly. She should have double diapered him! But the outfit should be washable so hopefully, no real problem. She moved down to his feet and untied his ballet slippers and slipped them off of him.
She let him get out of the rest of it himself. The minute she caught sight of his diaper she saw how absolutely soaked it was. No wonder he was leaking. She figured that he had to be peeing almost the entire time to get it that wet. But, that was exactly what she wanted… wasn’t it?
She pulled open the tapes on his soaked diaper and wiped him clean. Then she opened the jar of suppositories where he could see her doing it. As usual, he turned his head away at the sight of them. She only pretended to pull one out of the jar… just as she pretended to put it up inside of him, raising his legs high in the air to expose his backside in the process. Unfortunately, the act of pushing it up inside of him seemed to cause him to start peeing again – something she didn’t notice till she brought his legs back down again. She nearly burst out laughing at the sight of it, even though she had to clean him up all over again – a lot more of him.
She quickly slit one of his disposable diapers and got that taped firmly on him before he could pee again. Only then did she go back and prepare the other diapers for him. A few minutes later, he was ready – four disposable diapers and a pair of his plastic panties. “Get your things and go home now, Sissy,” she said. “Don’t forget, three more bottles tonight before you go to bed. And don’t forget to clean your earrings too!”
Chad nodded wearily. “Yes, Mistress,” he replied, but it was a moment before he found the strength to move.
She watched him closely as he struggled with himself before getting to his feet. She was so tempted to reach out and clasp his head in her hands and just give him a big kiss, but she resisted sternly. Finally, he was able to get up. She continued to just sit there. She was enjoying just watching him.
Chad finally struggled to his feet. The four diapers were monstrously bulky – especially after wearing only one thin one. He was glad it was over for the day… mostly. He still had to drink three more bottles before he could go to sleep. Ugh! He hadn’t stopped peeing since the restaurant! He was doing it so much now that he hardly noticed it anymore! Wasn’t enough – enough? He gathered up his things and said good night. Then he turned and left.
She was still sitting on the floor right where she had diapered him. She watched him leaving. Watched him walk out the door and close it behind him. “Good night, Sissy,” she said quietly. “Good night.”
by Karen Singer
Chapter 41 (Thursday – week 6 Part 8 of 8)
On the drive home in the car, Mel’s thoughts continuously worked themselves around Chad and the little time remaining in the bet. Realizing that she was going nowhere with her thoughts and having no further answers as to what else she could do to bring on his total incontinence, she forced herself to turn to other things. Business first! First thing, as soon as they got home, she needed to get another baby bottle into him. He hadn’t had anything to drink since they left the restaurant. She needed to keep him wetting! That much had to be done above everything else!
Next, she allowed herself to be reminded of what she had in the trunk of the car for him… which led to other more pleasant – and stimulating – thoughts. Without realizing it, her foot stepped harder on the accelerator. She couldn’t wait to get home!
But now she faced a small dilemma. She didn’t want him to see the tutu she had gotten him till he was fully dressed in the rest of his ballet costume. How was she going to manage that? Well, one way or another, she’d think of something. Her tires actually squealed a bit as she turned off the road into the apartment project. Realizing she was going way too fast, she forced herself to slow down… but not by much. She wanted to get home! She pulled into her parking space faster than she had probably ever done it before. “Okay, Sissy. Upstairs, and be quick about it!”
Chad didn’t know what her hurry was, he only knew that he was glad they had managed to get home safely. He breathed a small sigh of relief as he opened the car door and quickly got out. He was actually glad to get out of the car – despite the fact that his wet diapers were again fully on display. Being humiliated was one thing, but being killed in an auto accident was another! With his purse over one arm, he opened the back door and grabbed his diaper bag and his wet skirt. Then he hurried up to her apartment. So what was her big rush? He had been feeling nice and mellow after the relaxation session. Obviously, Mel didn’t get as much out of it as he did!
Mel hurried straight to her refrigerator and pulled another bottle out for him. She noticed as she did so that the number of bottles was starting to get awfully low again. She had to do something about that fairly soon too. It was another thing to worry about. She suddenly felt even more pressed for time from yet another direction.
Sissy had just set his things down under the little table by the door and was examining his wet skirt. “Here,” she said as she handed him the bottle. “Start drinking!”
More to drink was the last thing that Chad wanted. He still felt uncomfortably bloated from all the tea at dinner. And this bottle held tea too! Ugh! But he put the bottle to his mouth and… pretended… to drink, which seemed to appease Mel.
Mel grabbed the skirt out of his hands and threw it at the washing machine. “You can worry about that thing later,” she said. “I have other things I want you to do now. And keep drinking!” she added.
Chad didn’t know what had gotten into her. But this time he actually did take a small swig from the tea in the bottle.
She pushed him into the bedroom. “Start getting undressed!”
By her urgency, Chad wondered if she was about to tie him up for sex again. It had been a while now, and no doubt she was ready. And by her rush, probably overly ready. He started bracing himself for it as he began removing his blouse.
Mel watched him undressing and glanced at his diaper – which looked absolutely soaked – and she had put two diapers on him. Darn! The last thing she wanted right now was to have his new ballet outfit stained by his pee. As he started removing his shoes, she ran to the bathroom where she kept several stacks of diapers for him and grabbed one.
Before Chad had a chance to removed anything else, he found himself on the floor being quickly changed again. Being changed was nice, but unfortunately it was into only one diaper again – which meant that she still wasn’t finished with her games for the night. No wonder she had handed him the bottle to drink so soon. And if he had to be leaking again, then like it or not, he had better keep drinking.
As soon as Mel had him rediapered and in a fresh pair of plastic panties, she stood him up again to look him over. He still had on his bra over his breast forms and his waist cincher. She decided that for now he could just leave it all. She opened one of her dresser drawers and pulled out the white tights to his ballet costume. “Here,” she said. “Put these on.”
Chad was a little surprised, he expected her to be putting ropes on him, not the white tights. But the white tights were the ones that went to the ballet outfit she had bought him. He suddenly had the suspicion that she would have him dancing again very shortly. He worked the tights over his feet, up his legs, and over his diaper padded bottom. She immediately handed him the pink leotard that she had bought to go with the tights. The leotard was tight and a little hard to get into, especially since his diaper clad bottom didn’t allow the thing to go fully up into his crotch. But eventually, it did fit – well enough anyway.
Just the sight of him in the leotard and tights was enough to excite Mel. The odd bulge around his diaper only seemed to add to her thrill. “Get drinking again,” she ordered just before she hurried out of the room.
Reluctantly, Chad picked up the baby bottle and put it to his lips before he followed her out to her living room. As he expected, she was at her stereo system, hunting for the music she wanted. Within moments the now familiar strains of her favorite ballet music were pouring out of the speakers.
“Dance for me, Sissy,” she ordered.
With baby bottle in hand, Chad began trying to dance to the music. Mel watched him for a few moments, then she rushed out of the room saying she’d be right back. Chad kept dancing. She was gone far longer than he expected she would be, but when she came back, she was barefoot and wearing a pair of short shorts and a tee-shirt. But what surprised Chad even more, was that she immediately began dancing along with him. Something about her movements made him stop and stare – totally dumbfounded.
“What’s wrong?” she asked as she stopped dancing.
Chad shook his head. “You’re… beautiful! I mean, you’re so good! Great even!”
Mel blushed a bit. “Not really. But I took ballet for a long time when I was young.” She twirled gracefully on one foot with her arms over her head.
Chad was mesmerized. She was so graceful! Who would have ever thought?
“Now come and dance with me.”
Chad tried to dance, to follow what she was doing, but it was impossible. He was more interested in just watching her. He could never hope to come close to the fluid feminine grace of her movements.
Mel suddenly stopped. “Wait, wait!” she called as she ran for the stereo system to turn it off. “We need to practice the positions first!” She grabbed the baby bottle out of Chad’s hand and threw it onto the couch out of the way. “Carpet is not the best thing for dancing, but it’s all we have.” She pointed at the end of the couch were she usually had him practice the ballet positions. Once he was in place, she stood right in front of him. “First position!” she ordered as she herself immediately went into the odd stance.
Chad was holding onto the couch with one hand and didn’t really know what to do with his other arm, but her arms were gracefully curved downward. He tried his best to copy it with his free arm as he put his feet back to back in the awkward position. It was the first time he had done it without heels on. The feeling was totally different. One by one, she led him through all the positions he had learned so far. Then, she started doing them all over again, this time bending her knees down and moving her arms gracefully, then back up again, over and over. Chad was almost as mesmerized watching her do these exercises as he had been watching her dance. And her arms… Where he didn’t know what to do with his arms, hers just seemed to naturally flow into the most beautiful positions. While he did his best to copy her, he knew that next to her, he had to look like a total jerk! Obviously!
“Move away from that couch now,” she ordered. “You’re going to have to learn to keep your balance without holding onto anything.”
Again she took him through everything he had learned so far, but this time with nothing to hold onto. Chad actually thought he did fairly well… as far as not falling over. Maybe all the time he spent in high heels helped. But now she was making things even more difficult by requiring him to move his arms the way she did… gracefully – yeah right – and bending his knees down and then rising back up again. Everything was like its own separate little dance as he followed her directions and tried to copy what she did. And she was incredibly good at it!
Mel had actually been enjoying herself, but she suddenly stopped. While the sight of him in just the pink leotard and white tights brought back so many memories of her own girlhood, she had more to his costume out in the car that she desperately wanted to see on him. But even as she paused, she realized one other thing. All the dancing wasn’t getting any more liquid into his system. And she absolutely had to keep him drinking. Time was running out! “Grab your baby bottle and start drinking again,” she ordered.
Chad caught the urgency in her voice. What was her big rush? First she drove home like a crazy woman, and now she was hurrying things along again? Why did she even bother with the relaxation therapy if she was going to be like this afterwards? But he grabbed his bottle again and put it to his lips again, this time actually drinking it.
“Keep drinking, and keep practicing!” she ordered. “Switch hands on the bottle once in a while so you learn to do things with the other arm.” She looked at him with frustration. She wanted him to dance… yet she wanted him to keep drinking too! And it really wasn’t a very good arrangement. Growling slightly at the irritation, she ran to her purse and grabbed her car keys. “I’ll be right back,” she said. “I expect to see you practicing when I get back… and I expect to see that bottle nearly finished!”
Before Chad could fully understand her instructions, she was gone! Where? Why? And did he really have to keep at it if she wasn’t there? Okay, if she expected the bottle to be finished then he had to keep working on it. But as to the dancing, why bother? But what if she came back right away? She did say she’d be right back. Frustrated with the whole situation, he went back to first position and started dipping down then up again with his right arm curved up over his head – and his left arm curved to hold the baby bottle in his mouth.
Mel grabbed the bulky tutu and the box with the toe shoes out of her trunk and closed it again. As fast as she had run down the stairs, she was almost as fast going back up again – despite the items she was now cradling against her chest. Rushing back into her apartment, she was just in time to see him dipping down with one arm over his head and the other one holding the bottle in his mouth. Another small wave of pleasure ran through her body. She saw him turn quickly to look towards her. Well, the darn tutu was so big it was hard to hide anyway. Besides, she wasn’t going to wait another minute to start dressing him further.
“Okay, Sissy,” she said as she closed the door behind her and hurried towards him, “let’s finish getting you dressed.”
Chad saw the bulky white thing in her hand as well as the pink box. He quickly realized that the other things she had ordered for him had arrived. Oh goody! And yet he felt the first little signs of sexual arousal enter him once again… it had been soooo long!
Mel threw the tutu, still in its plastic wrapper, onto the couch. She opened the box and pulled out the pink toe-shoes. “Here,” she said as she held them out to him. “Put these on.”
Chad grabbed the pink slippers and held them up. They certainly didn’t weigh very much. They looked very soft too. He set his bottle down and sat on the floor to put them on. He pulled one of them onto his right foot. It was a bit tighter than he expected and his toes were pushed firmly up against the soft padding of the toe area. He didn’t know what to do with the long pink ribbons, so he ignored them for now and slipped the other one onto his other foot. But then of course, he had to figure out how to tie the ribbons. He started wrapping them around his leg, but Mel quickly stopped him.
“Not like that,” she said. “Here, let me do that for you. You just drink that bottle – and hurry up with it.” She grabbed just one of the ribbons from one shoe and wrapped it up and around his ankle twice, then she grabbed the other ribbon and did the same from the opposite direction, then she tied them off on the inside of his ankle and tucked the remaining ribbon under the knot. “There, that’s how you do it,” she said as she finished and grabbed one of the ribbons from his other foot. Very shortly, that one was tied firmly too.
Chad had watched her closely, knowing that even now that he had seen it, it would take some practice. He stood up again. The ballet shoes felt strange on his feet – and soft – very soft. The only problem was that she had purposely gotten them half a size too small so his toes felt very crowded against the padded tip of the shoes. And then he saw her grab the huge white plastic wrapped mass on the couch – the tutu. The moment she got the plastic off of it and he saw all the white net material bunched up all the way around, he felt his under-exercised sexual need lurch hard. Oh wow! He purposely checked to see if he felt anything from his miserable chastity device. No pain – yet. Good!
Mel set the crazy white tutu down on the floor and spread out the middle so he could step into it. One pink slipper covered foot, then the other. She instantly began pulling it up his legs, up over his diaper padded bottom. She held it in place just above his diaper – not quite down to his hips were it was supposed to go, but his diaper kind of made it necessary to fasten it a bit higher. Pulling it tight, she began fastening it up.
The higher the crazy skirt went up his legs, the more Chad felt that sexual urge that was running through him. That urge rose even more as he felt her fastening it, pulling it tighter and tighter. It didn’t weigh much, but he could certainly feel it attached to him. And then she finished fastening it and she stepped away. He continued to stare down at the front of the weird garment surrounding him. He moved his hips a little. Yes, he could definitely tell that the thing was there, but he couldn’t feel it moving at all – probably because it didn’t. He realized that his problem now was that he couldn’t see his feet! How was he supposed to learn ballet if he couldn’t see his feet? The full realization of what he was now wearing hit him. He was wearing a damn tutu! A stupid, silly, sissy tutu! For the first time, he felt a bit of irritation coming from his chastity device. Ugh! Feeling somewhat embarrassed, he turned around and faced her.
Mel stepped back further so she could see him better. She clasped her hands together as her eyes lit up with delight. The tutu was much higher on his hips than it really should have been, and now, standing back from him a bit, she could easily make out the odd bulges of his diaper below it. The only thing… the only thing… Perhaps a pretty tiara would help. Yes! She defiantly wanted a tiara for him. She made a mental note to get him one as soon as possible. Something sparkly! Without realizing it, her breathing began to quicken.
“Okay, Sissy, let’s try it again.” She quickly took her place in front of him and together she led him through the exercises again. But now, with the tutu on, he wasn’t doing as well. She saw him keep trying to look down at his feet – which obviously he couldn’t see anymore. “Don’t look down! Keep your head up high! Graceful…” But he was anything but graceful. Yet, she was absolutely loving every minute of it.
During one movement, she noticed the baby bottle he had put down again. Oh darn! She had to keep him drinking! But she was enjoying watching him dancing – he looked so absurd! “Keep your head up!” she told him once again – for the fourth time – at least. She watched as he pulled his head back up to look directly at her again instead of trying vainly to look down at his feet. An idea hit her. She stopped what she was doing. “Grab your bottle again,” she ordered, “and keep drinking! You can’t drink from that thing if you’re looking down. Maybe it will help you to keep your head up!”
Keep drinking? While trying to dance? And he couldn’t even see his own feet? She had to be kidding! But he once again grabbed his baby bottle and put it to his lips as he got back into position in front of her. Keep drinking? While dancing? It was absurd!
Mel smiled. At least his head was up now. And if he had to keep drinking from that thing then he wouldn’t be able to even try to look down at his feet. She wanted his head up – where it belonged. “Now… once again.” She started in on the exercises once again, moving gracefully where he was anything but. Even a little girl had more feminine mannerisms in her movements than he had! But still, wasn’t that also kind of the point? Sissy was in reality a he… not a she. And she was making him do something totally outrageous again. Not to mention that all this might even help remove some of his nasty male movement mannerisms.
She went back to the stereo and turned it on again. Then she continued with him again… dancing with him… watching him… taking in every little nuance of him and what he was doing. She was doing it again. She was taking away just a tiny bit more of what little masculinity he had. Making him do something totally feminine. Making him move more and more gracefully… more and more femininely. And hopefully, some of this training might stick as far as his everyday movements were concerned.
Chad didn’t quite know what to do. In order to keep drinking, he had to keep his head tilted back – further and further as the darn bottle emptied. And he had to try to dance too? It wasn’t working! And yet she didn’t seem to be complaining at all – fortunately – because he really didn’t know what else he could do other than to try like he was. Having to keep drinking from the bottle and keep his head back was so difficult that it made him lose all of the sexual arousal from his situation that he had felt earlier. He was forced to focus entirely on trying to do the dance steps correctly – while still drinking. Difficult didn’t even begin to describe it!
For some unknown reason, Mel was surprised when after a few minutes he actually started to look a little better – despite having to keep the silly bottle in his mouth. But just looking at him now was starting to make her wet and tingly in some very special places. His entire outfit was so much like one she had worn in several dance recitals when she was little. It brought back so many memories. Okay, so the tutu was a bit bigger – a lot bigger really. And of course the outline of his diaper underneath the tutu looked strange too – but somehow it only added to her excitement since she knew what it represented. And okay, so he himself wasn’t exactly a little girl, but… but wasn’t that kind of part of the whole point here? So many memories of herself as a child, and now he going through some of the same things – him… a man… sort of.
Her tingling suddenly became something she couldn’t ignore. She stopped dancing and ran for her drawer where she kept the ropes to bind him. She ran back to him and noticed that his bottle was almost done. She wanted him to finish it. “Keep drinking,” she ordered as she pushed down on his shoulders, guiding him to his knees in front of the couch.
She started with his ankles, binding them tightly together. But he still wasn’t quite done with his damn bottle! She ran to her room and grabbed one of her scarves. Moments later, she was tying it tightly around his head, shutting of his eyesight – completely. As she tied it, she heard the rattle of the bottle sucking air. Finally! She took the bottle from him and threw it to the far side of the couch. She grabbed his wrists and pulled them back behind him, binding them together, and finally, bending him backwards a bit to bind him wrists to his ankles. His usual position – and her favorite.
The couch had to be prepared! Quickly she ran and grabbed towels and some of his disposable diapers. Since she still wasn’t finished with her period she spread out the diapers over the area where things were most likely to get messy.
He was ready. The couch was ready. She couldn’t take her eyes off him as she pulled her tee-shirt over her head. Just the sight of him in that pink and white ballet outfit… and now with the pink slippers and that big white tutu! She stopped right there. Was she really going to do this? Make him service her orally before her period had even finished? “If you’re not making a mess, then you’re not having sex!” That phrase ran straight through her mind. She pulled her shorts off and kicked them far out of the way.
But she was on her period! It would be messy! And then it dawned on her. His ballet outfit – it might get stained! No! Should she stop? She only considered that option for a second – absolutely not! She grabbed one of the towels from the sofa that would probably do nothing and pulled it around his neck, tying it behind him. Then she ran to the bathroom where she did her best to clean herself up before things went any further.
When she emerged from the bathroom, she was totally naked and much cleaner in that most important spot… although she had no intention of staying clean for very long. Taking her position right in front of him, she grabbed his head and pulled him toward her – rocking him over on his knees so that his feet came up into the air and his mouth landed exactly where she wanted it. At the first contact from his face she nearly screamed with delight. She wasn’t nearly as silent a moment later as she felt the first little flick from his talented tongue touch the very place she wanted to feel it. Yes! Yes! Yes! Yes! Yes!
Chad had done this so many times now that he was becoming used to the uncomfortable position. Obviously Mel was used to it too since she kept doing this to him… not to mention that just as obviously she was getting a lot of pleasure out of it. And what did he get? Pain, discomfort, frustration, difficult breathing, and very little else! But… at the same time, he took a lot of pleasure in knowing that he was giving her so much satisfaction and pleasure. That alone made him feel good. So he kept at it, believing in the back of his mind that he was truly good at it and that hopefully, she appreciated that fact. His belief was further emphasized by the immense orgasm he realized she was having just then. He couldn’t even remember his own last orgasm – big or little. How long had it been now?
His tongue – his wonderful tongue! And all the little other feelings that went along with it! Mel was in heaven! She opened her eyes and stared down his pink covered back and saw the ridiculous white tutu skirt sticking straight up in the air… and the sight of it brought on another orgasm. So delicious! So wonderful! It felt so good! And just knowing that she had molded him into this silly mockery of human life brought additional pleasure on top of the fabulous pleasure that he was bringing her just then.
Orgasm after orgasm. Some taking much longer than others. She didn’t know how long she had been there and didn’t care. Finally, she realized that he had slowed down a while back and wasn’t getting any more spirited in his task. Growing tired herself, she pulled him away from her. He was an absolute mess. His face was not only wet and slick from her female juices, it was covered with red from her period fluids too. She grabbed one of the diapers she had been sitting on and used it to wipe his face somewhat. The rest could wait till later. She eased him down then to lay on the floor till she could finish getting cleaned up – and she really needed cleaning up now. She glanced at the clock as she headed to the bathroom and paused for a moment. She had been at it for almost an hour! Wow! Where had the time gone? No wonder she felt so good! But a much needed shower was next on her agenda. He could wait and relax for a while where he was… he certainly wasn’t going anywhere. She was tempted for a moment to stick another baby bottle in his mouth, but opted to head straight into the shower instead.
Chad was very grateful that his latest ordeal was over with. He had no idea how long he had been at it, but it seemed like an eternity. Now, he was exhausted. He wanted to move very badly, to stretch his limbs, but tied up like he was, that was impossible. He could feel the silly tutu he was wearing tickling his legs and arms as he laid there. It felt weird to him. So stiff.
He hoped that she wouldn’t be too long in coming back. Of course, just lying there and getting a chance to rest was nice for a change. He needed it now. If it wasn’t for being bound up like he was, he would almost wish to stay right there. Hopefully, she would let him go home soon so he could go to bed. It had been another long day… another long and very difficult day!
Mel tied her robe tightly around her as she finally walked out of the bathroom. She had been so smelly that she had to take a good shower. Now she felt… wonderful! So good! She never expected anything in life could make her feel like this… and her darn period wasn’t even over with yet! Maybe all she really needed was a dose of Sissy every day. That was a very pleasant thought. Soon! Very soon!
She stopped to look down at him for a moment. He was still tied just as she had left him. Well, he should be! She united the towel she had put around his neck to protect his ballet outfit and used it to wipe his face clean. Then she removed his blindfold. The ropes binding his wrists and ankles came next. She sat back on the floor and watched him painfully stretch his arms and hands and legs, rubbing thoroughly the places where the ropes had been. “Have you recovered enough yet?” she asked.
Chad closed his eyes, being able to move again was so good! He took a deep breath before answering in his sissy voice. “I think so.”
She didn’t move though, she just sat there on the floor and looked at him, while he looked back at her. So many emotions ran through her as she looked at him. Probably from seeing him in the pink and white ballet costume. So many memories of her own childhood. And yet, what she was feeling just then was mostly gratitude. Gratitude for the way he made her feel – frequently. “Tell you what, Sissy. Just lay there and I’ll get your things.”
She got to her feet and went in search of all his diaper supplies. She came back to him a few minutes later, her hands full of everything she needed. She unfastened the silly tutu from around his waist, and pulled it off of him. As she did so, she noticed the wet patch all around his crotch on the leotard and tights both. Darn! He had leaked all over it – terribly. She should have double diapered him! But the outfit should be washable so hopefully, no real problem. She moved down to his feet and untied his ballet slippers and slipped them off of him.
She let him get out of the rest of it himself. The minute she caught sight of his diaper she saw how absolutely soaked it was. No wonder he was leaking. She figured that he had to be peeing almost the entire time to get it that wet. But, that was exactly what she wanted… wasn’t it?
She pulled open the tapes on his soaked diaper and wiped him clean. Then she opened the jar of suppositories where he could see her doing it. As usual, he turned his head away at the sight of them. She only pretended to pull one out of the jar… just as she pretended to put it up inside of him, raising his legs high in the air to expose his backside in the process. Unfortunately, the act of pushing it up inside of him seemed to cause him to start peeing again – something she didn’t notice till she brought his legs back down again. She nearly burst out laughing at the sight of it, even though she had to clean him up all over again – a lot more of him.
She quickly slit one of his disposable diapers and got that taped firmly on him before he could pee again. Only then did she go back and prepare the other diapers for him. A few minutes later, he was ready – four disposable diapers and a pair of his plastic panties. “Get your things and go home now, Sissy,” she said. “Don’t forget, three more bottles tonight before you go to bed. And don’t forget to clean your earrings too!”
Chad nodded wearily. “Yes, Mistress,” he replied, but it was a moment before he found the strength to move.
She watched him closely as he struggled with himself before getting to his feet. She was so tempted to reach out and clasp his head in her hands and just give him a big kiss, but she resisted sternly. Finally, he was able to get up. She continued to just sit there. She was enjoying just watching him.
Chad finally struggled to his feet. The four diapers were monstrously bulky – especially after wearing only one thin one. He was glad it was over for the day… mostly. He still had to drink three more bottles before he could go to sleep. Ugh! He hadn’t stopped peeing since the restaurant! He was doing it so much now that he hardly noticed it anymore! Wasn’t enough – enough? He gathered up his things and said good night. Then he turned and left.
She was still sitting on the floor right where she had diapered him. She watched him leaving. Watched him walk out the door and close it behind him. “Good night, Sissy,” she said quietly. “Good night.”
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