The Bet - Chapter 56 (Friday – week 8 Part 2 of 9)

The Bet

By Karen Singer

Chapter 56 (Friday – week 8 Part 2 of 9)

     Mel stirred the pot of baby cereal one more time before turning the heat off.  Now all she needed was him.  She poured it out into his childish bowl and found one of his tiny baby spoons.  She got a fresh bottle out of her refrigerator for him and set that next to everything else.  Now where was he?  Had she misjudged how long it would take him to get ready?  The knocking at her door actually brought a feeling of relief.  She hurried to answer it.

      “Good morning, Mistress,” Chad said in his stupid sissy voice along with his usual curtsey the minute she opened the door.

     He was really quite a sight standing there in nothing but one thin diaper and his bra.  His dark red purse and diaper bag looked more than a bit incongruous on his shoulders.  The plastic bag containing his empty bottles was in his hand.  “Good morning, Sissy,” she replied as she stood back so he could enter.  Like yesterday, there wasn’t anything for her to inspect about him.  So as soon as he had set his things down under her table by the door, she took the plastic bag from his hands and sent him into the kitchen to get up into his highchair.

     She had everything all laid out and ready for him so it took almost no time for her to stick the tray in place, tie his bib around his neck, and set his breakfast out for him.  One big baby stuck in his highchair eating baby food.  Perfect! 

     Chad carefully spooned tiny spoonful after tiny spoonful of the awful tasting baby cereal into his mouth.  At least he wasn’t spilling as much of it as he used to… but there was always some that never made it into his mouth. 

     As he ate, he watched as Mel again swapped out the empty bottles in his diaper bag for full ones, after which she was gone for a few minutes again.  He assumed she was adding more diapers to his bag.  After that, he watched as Mel refilled her coffee cup then leaned back against her counter to watch him. 

     Was she going to tell him what was going on today?  Yesterday she hadn’t.  But then when she did spring it on him yesterday, it had been a terrible shock.  He didn’t know what she had planned for him today, and that made him nervous… very nervous!  So in a way, he wasn’t looking forward to finding out.  But he still worried about it and wanted to know.  But like yesterday, she wasn’t talking.

       He had resigned himself to not knowing anything, when Mel finally opened her mouth.  Unfortunately, what she started talking about had nothing to do with what he was currently worried about.

      “Robin called me yesterday,” Mel told him, which instantly sent worry flags up Chad’s spine.  “She said she wants to be one of the judges for our bet.”

     That didn’t sound good to Chad at all.  “But how can she be fair?” he asked between tiny bites of his cereal.

      “She claims she’s going to be totally fair.  And, she’s somewhat insisting on begin a judge.”

      “And you’re going to let her?”  Chad was really worried.

      “As long as she claims to be fair,” Mel responded.  “And since that would leave us with an even number of judges, I finally convinced Gloria to be a judge too.”

      “Gloria?”  That surprised Chad somewhat.   

      “Yes.  But… Gloria is only doing it under her conditions.”  She saw the dubious look on Chad’s face before she continued.   “And… I agreed, I guess for both of us.  That is, unless you have some really big objections and then I’ll tell her no.”

      “What conditions?” Chad asked in his stupid voice.

      “The biggest thing, I guess, is that she’s not going to let us decide the outcome of this bet ourselves.  She’s insisting that all the judges will get together with us on Saturday to determine the winner.  Like it or not.  And the judges will decide the criteria for deciding, not us.”

     Chad thought about that for a moment.  He would have argued that they should be able to decide the thing among themselves, but he was the one who originally thought they might need judges to decide it fairly.  So he certainly couldn’t protest about that.  “Okay,” he finally replied.  “I guess it’s okay.”

     Mel nodded.  “I thought you’d approve.”

     So now was she going to tell him what was going on today?  But once again, she fell silent, and he went back to finishing his breakfast.  His nervousness increased with every tiny spoonful of the awful tasting mush.

     When he had finished, Mel wiped his hands and face with his bib and let him out of his chair.  “Okay Sissy.  Let’s go get you dressed.”

     This was the part that Chad worried about, but at least she had mentioned getting him dressed so she wouldn’t be sending him to work in just his diaper.  Silently, he grabbed his purse and now heavier diaper bag from under her table, while she just grabbed her keys.  Then he followed her back outside – still wearing only his diaper and bra – over to his apartment.  He was glad to get back inside with the door closed behind him.  It was awfully embarrassing being outside dressed as he was.  But now the question was – how embarrassed was he going to be when he left again – for work?

     Like yesterday, Mel took him into his bathroom where she did his makeup again.  And like yesterday, she seemed to go lighter with it than he usually did.  He didn’t get much of a chance to study his face because as soon as she finished, he had to follow her into his bedroom where she went straight to his closet. 

     Mel stared at all the clothes in his closet, but there were really only two outfits she was looking for.  She looked back at him briefly and smiled wickedly at him.  He looked very nervous.  She couldn’t blame him.  She looked back at his closet for a moment before suddenly springing on one outfit and removing it from the closet.  She held it up for him to see.  “Perfect!” she declared.  “I can’t imagine you wearing anything better than this.”

     Chad nearly died!  She was holding up his most babyish pink sissy dress… the one that left his diapers completely on display – all the time!  “No!” he groaned.  “Please Mistress, no!  Not that!  Anything but that!  Please!  Please Mistress, please!”

      “Oh come on,” Mel replied.  “You know you’ll love it!”

      “No Mistress.  Please!  Not that.  I can’t wear that!  Not to work!  I can’t!”

     Mel looked at him with a somewhat surprised look on her face.  “Gee!  I can’t imagine why you’re carrying on like that today.  Look what you wore to work yesterday.  This can’t be much worse than that!”

     Now it was Chad’s turn to look surprised.  “But Mistress…  It is!  It’s much worse.  I can’t hide my diapers at all in that!  Please Mistress.  Not for work!  Please!”

      “Holy cow you’re raising a fuss today!” she said, her voice sounding somewhat irritated.  “Okay, if you’re going to feel that strongly about it…”

      “I do!” Chad replied quickly.  “I do.  I can’t weary that dress to work!  Please!” he begged.

“Well then,” Mel replied as she held the pink dress in one hand and gazed back into his closet.  “I guess I could give you a choice.  You can either wear this,” she held up the pink dress again, “or…”  She reached into the closet and pulled out two hangers, “This!” she proclaimed as she held the garments up so he could see.”

     Chad stared in shock.  Of course!  He should have known!  He was relieved, but not by much.  In many ways, her second choice would be worse than the first, but not by much.  Reluctantly, his hand shaking a bit, he pointed at the second outfit – the bright miniscule skirt and itchy wool top of his sissy schoolgirl outfit. 

     Mel smiled.  “Somehow I thought you’d pick that one.”

     Chad was in no hurry to put the outfit on.  The sweater and knee socks were made of wool that was not only very warm, they itched something terrible!  As he was drawing the skirt up his legs, he realized something.  “Mistress,” he said.  “Are you going to add more diapers again?”  He wasn’t sure at all that he wanted to know the answer to that one because more diapers would mean that they would definitely show below the bottom of his skirt… but not adding more diapers would mean that he would be forced to make his diapers leak all day again.

      “No Sissy,” Mel replied.  “Robin has promised to make sure you leak like you’re supposed to all day.  So only one diaper I’m afraid.  Although I know how much you really like the diapers showing below your skirt.  You could always consider rolling the skirt at the waist a bit so your diaper does show.”

     Chad’s whole body shook for a moment at that one before he realized she was teasing… he hoped.  “No thank you Mistress,” he replied as he fastened the skirt in place.  But now came the miserable itchy sweater.  Why did she have to buy a wool one?  Did she have any idea how much the thing irritated his skin?  But then he remembered, she did know.  And that was the reason she had bought wool socks to go with the outfit.  Ugh!

     A few minutes later, Chad stared at his reflection in the mirror.  The bright green, red, and white plaid skirt – so short it was positively sinful!  But with only the one diaper under it, he couldn’t see anything below the bottom of the skirt – at least from his angle.  He pulled down on his skirt anyway in an attempt to tug the thing lower.  It didn’t move.  Above the skirt he was wearing his white angora wool sweater with the pink bow at the neckline.  He was already fighting to stop himself from trying to itch at his skin below it.  Below the sinful skirt were his red wool knee socks – itchy too.  And on his feet… saddle shoes.  The heart shaped necklace and dangly earrings that Mel had bought him to go with the outfit were his only jewelry today. 

     He stood there looking at himself as Mel fastened the white bow on top of his head.  Picture of a sissy!  Again!  At least this time he couldn’t actually see the diaper he was wearing under his skirt.  When he had worn the outfit all around the mall last weekend, Mel had stuck him in so many diapers that they could easily be seen below his skit.  He didn’t think anyone could see the one diaper he was wearing today, but he wasn’t all that sure about it.  How about from the back?

      “You took so long getting dressed,” Mel said to him, “that I hope too many people won’t be around to see you going into the building today.”

     Chad panicked again.  Yesterday she had gotten him up much earlier and had made sure he got to work before anyone could see what he was wearing – mostly anyway.  But today it was much later, and if he didn’t hurry, then he’d be arriving at prime time… when most of the people arrived.  He turned fast and ran out to the living room.

      “Get your pacifier!” Mel called behind him.  “And don’t forget your little sissy purse!”

     Chad grabbed his pacifier from the kitchen again and rushed to transfer his phone, keys, and a few things from his wallet back into the little purse again.  He looked up at Mel.  “Are you driving me to work today?” he asked since she had taken him yesterday.

      “No, I think you can get there by yourself today.”

     Chad opened his door to leave, but he turned back to Mel and quickly curtseyed.  “Bye, Mistress,” he said hurriedly through the pacifier in his mouth.

Mel giggled.  “Have fun Sissy.”

     Driving while wanting to itch so badly was nerve wracking.  In fact, just the itchy wool was nerve wracking without driving.  But he made it to work – early, but not very early.  He could see a few people pulling in and heading to the building from various parts of the parking lot.  But he knew that if he waited much longer, the amount of people would only grow – by a lot! 

     Hurrying as fast as he could, he opened his car door and got out.  He opened his rear door and grabbed his diaper bag.  Then, after closing the car doors, he ran for the building as fast as he could.  At least the saddle shoes were fairly good for running in.  The running also seemed salve some of the itchiness his body was enduring.  But at the same time, he realized that his running was also drawing all too much attention to him… from everybody that was around.  He couldn’t stop now though, it was too late.  Everybody coming in had already seen him.  He kept going, briefly wondering if they could see the diaper he was wearing under his skirt.  Hopefully, he was going too fast for them to tell what it was!

     He opened the doors and dashed inside.  More people in the hallways.  He slowed his pace down to a nervous walk since all those people were in front of him and most of them were going the same direction he was.  Well, most of them anyway.  There were two women talking and heading toward him in the distance.  Could he get to the corner and turn before they got there?  He walked faster, almost catching up to the man in front of him.  He got to the corner but the women were all too close… and the looks on their faces as they saw him told him way too much. 

      “Sissy…” he heard them calling as he turned the corner to head down the next hallway.  He purposely ignored them and kept going – still at his nervous pace.  A few turns and three people later, and he was finally at his desk.  Whew!  But he had been seen!  By more than one person.  And some of the people who had seen him were women that he knew!

     Now what was he going to do?

     As Robin got out of her car, her mind was totally occupied with wondering what Sissy was going to wear today.  But Mel had said yesterday that she was going to let him choose again, so she wasn’t expecting anything “interesting.”  Pity!  She had rather enjoyed yesterday.

     As she turned down one of the hallways, she ran into one of the women she met with every day in the break room.  “Robin!” the woman said as she hurried over.  “What’s with Sissy today?”

      “Sissy?”

      “Yeah, we were here a little early today to get some copy work done, and we ran into him as he was hurrying in.  The outfit he had on!”

      “Outfit?” Robin asked, not knowing what she was referring to.

      “And not only that…” she dropped her voice to a whisper.  “It looked like he had a pacifier in his mouth!”

     Robin’s eyes went wide.  “He did?”

      “Yes!  He did!”

     Robin wanted to laugh.  “I can’t wait to see what you’re talking about!” Robin replied.

      “Well, you better make sure he gets to break this morning, or I can guarantee that most of the company will be down there to see for themselves!  Me included!”

      “Um…  Okay.  I’ll do my best to get him there,” Robin replied.  What was Sissy wearing?  It sounded like Mel had put him in something else that was very interesting.  She was betting that it was one of his other pretty sissy dresses – especially since he had come in with the pacifier in his mouth.  She giggled at that thought as she headed for her desk. 

     She turned the last corner hoping to see him out in the hallway again, but he wasn’t there.  Was he hiding again?  If his outfit was anything like what he wore yesterday then she couldn’t blame him.  Halfway down the hallway, she saw his head poke out sideways again – and again she noticed the same white bow in his hair.  Yes!  Another little girl outfit.  But when he quickly stepped out into the center of the hallway and she could see his entire outfit, she was so stunned she stopped short once again just to look at him.  Unbelievable!  She was so stunned that it was a moment before she could continue walking.  She had expected a little girl outfit… but not… this!

      “Good morning Robin,” Chad said in his stupid sissy voice after curtseying and removing the pacifier from his mouth.  Then of course he had to replace the pacifier and curtsey again.

      “Good morning, Sissy,” Robin replied, although her entire attention was focused on what he was wearing.  Wow, that skirt was so short.  And was that top made of wool?  It certainly looked awfully heavy!  She had seen pictures of him in the outfit, of course.  They were among the ones that Mel had sent.  But seeing the outfit for real was totally different. 

     She set her bag down in the hallway and walked all the way around him.  His hands kept playing with the short hem of his skirt… no, he was trying to keep it tugged down.  On a whim, she picked up the back of his skirt a bit.  Yep, one very soaked diaper just barely covered by the skirt.  If he moved wrong the thing would show for sure!

      “Do you know,” she said as she got back toward his front side again, “that I just ran into one of the women we see in the break room every day?  She asked about your outfit, but of course, I had no idea what you would be wearing today.”  She giggled.  “She also mentioned that you had a pacifier in your mouth when she saw you.”

     Chad nearly died!  His pacifier!  In his rush to get to his desk, he had forgotten all about it!  How was he supposed to explain that?  For that matter, how was he supposed to explain anything?

      “Is that diaper leaking?” Robin finally asked.

     Blushing, Chad again curtseyed and removed his pacifier, “Yes, a little,” he admitted.  Pacifier, curtsey.

      “Good.  It’s always best to start the day with no problems.  Go change it,” she told him.

     No problems?  He had nothing but problems today.  Big problems!  But he curtseyed and hurried into his cubicle to change his soggy diaper.  He had forgotten about his stupid pacifier!  As if what he was wearing wasn’t bad enough!  He fought the urge to rub madly at his chest to relieve the constant itching from his sweater.  It wouldn’t do any good if he did!

     Robin watched as he simply pulled his tiny skirt all the way up.  He certainly didn’t have the problem he had yesterday where he had to deal with too many skirts.  His skirt today was the exact opposite of what he had to deal with yesterday – too little skirt.

     It only took him a few minutes to change.  When he was done, she looked at him for a moment.  Something seemed wrong.  Well, not wrong, just not what she thought she should be looking at.  “Take your pacifier out and suck your thumb instead,” she ordered.  She watched as he put the pacifier on his desk and stuck his thumb deep into his mouth.  “Much better!” she declared.  “Suck your thumb today, it goes better with your outfit.”

     With that, she walked out to finally go to her own cubicle and get ready for the day’s work.  The pacifier had been perfect with the babyish dress he was wearing yesterday.  But the outfit he had on now was… okay, she was guessing some kind of schoolgirl look, so it was still childish, but it was an older child.  And for some reason, she liked the thumb better with it than a pacifier.  She almost giggled at the thought that for him, his thumb in his mouth could be considered an accessory.

VacationTime

Hi Everyone,

Now that I’ve posted the latest segment of The Bet, I have to tell you that I’m going to be away on vacation all next week.  So unfortunately you’re going to have to wait over a week to get the next segment.  Sorry about that, but it’s just the way things worked out.

But I will tell you this…  I’m guessing that you’ll be reading the end of The Bet sometime next spring.  The story that I’m considering posting after The Bet takes place right near where I’ll be staying – the north Georgia hills.  So get out your maps and take a look at what’s up there as well as the topography.  It’s a beautiful area and I’m going fishing!

Have some fun while I’m gone everyone – I intend to!

Karen

The Bet - Chapter 56 (Friday – week 8 Part 1 of 9)

The Bet

By Karen Singer

Chapter 56 (Friday – week 8 Part 1 of 9)

     In the wee hours of the morning, she opened her eyes.  Her still fuzzy brain realized that the lights were on.  She had fallen asleep without meaning to.  Still dressed, she forced herself to get up off her bed. 

     But with semi-wakefulness, her thoughts immediately returned to Sissy.  Sissy!  And she realized that she hadn’t left him his usual note yet.  At any other time, she would have decided to forget the note, let him deal with everything in the usual manner as she knew he most likely would.  But she couldn’t do that this time.  Like yesterday, it was important that she leave him his early morning instructions. 

     She left her bedroom and headed for her desk. Brief thoughts of coffee flashed through her brain, but it was too late… or too early… whatever!  As soon as she could, she was going back to sleep again!  Five minutes later, her instructions for him written, she grabbed her keys and headed over to his apartment where she quietly let herself in. 

     She left the door open for a minute till she could turn the light on in the kitchen.  The very dim light coming from the parking area through his door helped her to see.  She found the light switch and turned it on.  The note, she left on his counter where she always left it. 

     With the kitchen light still on so she could see better, she went to his bedroom and stood in the doorway a moment.  His room was mostly dark shadows, but she could just make him out on his little blow-up mattress on the floor.  There were three bottles on the floor next to his mattress, hopefully all empty.  She hadn’t even told him to drink them last night when he left.  He had simply done it.  He was that good. 

     She quietly went over to his clock radio and adjusted the alarm for the time she figured he would need to wake up – a few hours from now.  Later than yesterday, but still awfully early.  Tomorrow… or rather later this morning, when she woke up… it would only be a short while after he awoke.   

     She paused to look down at the sleeping figure, amazed as always at how sound he slept every night.  The distinct odor of something unpleasant in the back of his diapers was filling the air.  She hadn’t even pretended to put one of the suppositories up inside of him last night as she had meant to.  And she hadn’t told Robin to do it either.  But it seemed that that was one part of him that worked the way she wanted it to.  Unfortunately, it was only while he was asleep.

     As she stared at the sleeping figure.  She could see how he was sucking actively on his pacifier as he dreamed.  She got a big kick out of that.  She knew that if she took a full baby bottle and put it to his lips he would suck it down like he did his other bottles, and probably never even wake up.

     As she watched him sleeping, she wondered if he had any idea at all how much she thought of him.  Probably not much, she decided.  All her actions lately had been anything but kind.  But then, wasn’t that the essence of his fantasies?  There was something about that thought that bothered her… her inner brain knew what that something was, but she purposely turned and left him so as not to think about that anymore. 

     She turned off his kitchen light and went back to her own apartment.  She finally got undressed and slipped a light nylon gown over her head.  She turned off all the lights in her living room, leaving only the one light on by her bed.  She set her alarm for later than she had the day before, but still far too early.  Then she got in bed and pulled the covers over her.  She was so tired.  It was only with great effort that she found the strength to prop herself up far enough to turn out the light. 

     Darkness.  Darkness and sleep.  Restful sleep.  Much needed sleep.  And much needed dreams.

     It was pure chaos!  People everywhere… commotion everywhere.  And in the middle of it all she and Sissy were trying to do Sissy’s final testing! 

     People kept running up to her with questions and demanding her time, and in all the commotion, she kept losing sight of Sissy.  Fortunately, he was wearing his blue sissy baby dress so he was easy to find amid all the dark grey suits in the room, but she still had to work to keep an eye on him. 

     She answered yet another question about Feinbaum’s contract and ran to find Sissy again.  There he was, curtseying in his pretty blue dress and talking to one of Feinbaum’s men.  “Sissy,” she said desperately, “did you wet yourself again?”

     Sissy pulled up all his layered skirts to expose his plastic panties that were all puffed out by the many layers of diapers inside.  “I don’t know,” he said.

     She stared at his bulk of diapers.  How could she see if he had wet himself inside all those diapers? 

      “Mel!  Get over here!” Feinbaum’s voice barked. 

     Frustrated, she left Sissy to see what Feinbaum wanted now.  She was forced to talk with yet someone else about some vague part of the contract.  And the whole time she was talking, all she wanted to do was to get back to Sissy to find out how he was doing.

     Finally, she got free.  She ignored several calls for her attention from various people and went in search of him again.  There he was, now in a different part of the room curtseying and talking with several people.  She hurried over to him.  “Can you control yourself yet?” she asked desperately.

      “I don’t know,” he replied.

      “What do you mean you don’t know!” she argued.  “You have to know!”

      “I don’t know!” Sissy insisted.

     Someone was pulling on her arm.  “Mel, we need you!”

      “But…”  She needed to talk to Sissy, not discuss the contract!  Once again she was pulled away to answer some of the same old questions.  It was maddening.  And as soon as she was done, she hurried back to Sissy again.  “Can you control yourself?” she asked yet again.

      “I don’t know,” was Sissy’s same answer. 
      “But you have to know!” Mel almost screamed in her frustration.

      “Mel!  We need you.  The contract!”

      “No!  I need…”
      “The contract!  It’s your job!”

      “But I have to...”

      “Your job!  It’s important!”

      “But this is important too!” she argued.

     She was pulled in two different directions at once.  And again Sissy disappeared from her sight while she talked with more men in dark grey suits. 

     It was with relief when she finally realized the meeting was over.  She saw Sissy in his silly blue dress curtseying for everyone by the door and saying goodbye to each one as they left.  When the last person was gone, she and Sissy were finally alone.

      “Can you control yourself?” she asked yet again.

      “I don’t know,” he replied. 

      “But you have to know!” she said yet again.  “Let me see your diapers.”

     He pulled his skirts up exposing his overly padded loins.  But she could tell nothing from what she saw.  Nothing.  How could she find out?  He didn’t know and she had no way to tell.  The bet was over, but they had no results!  But there had to be results!  There had to be a winner!

     A buzzing sound pulled at her frustrating dream, finally pulling her away from the dream situation and into real life where she opened her eyes.  Ugh!  Another day.  Another very early day.

     She sat up on the side of the bed and shut the alarm off.  She remembered having to get up in the middle of the night to take care of Sissy’s note.  She guessed she was grateful for the sleep she had gotten before that, but she still felt groggy and unrested.  Of course, it was earlier than she wanted it to be.  But at least it wasn’t nearly as early as it had been yesterday.

     She got to her feet with only one thought on her brain – coffee.  Just like every morning, she had to make the coffee.  It would be so nice when Sissy could bring the coffee, already made, into her bedroom every morning.  So nice!

     As she stood in front of her coffee pot watching it work, she thought about just that, Sissy bringing her coffee in the morning.  Soon now, very soon.  Just another week… at least until the testing started.  But…  And then the realization hit her.  Why wait till after the testing.  This was going to be Sissy’s last day at work.  She could actually have him bring her coffee to her starting tomorrow morning!  Why not?  Yes!  She would do it!  She could even have him start sleeping here if necessary. 

     She pulled a cup out of the cupboard and poured the fresh coffee into it. She took a sip, then another one.  And she remembered one little thing that would be wrong with her plan.  Sissy… and how sound he always slept.  If she set an alarm for him, she didn’t want it waking her up too soon.  But she still liked the idea of moving him in with her now rather than later.  The alarm was just a little detail she would have to work out.

     With her mind picturing Sissy, perfectly dressed in his maid’s outfit, serving her morning breakfast in bed, she carried her coffee into the living room where she sat in her chair to enjoy it for a few minutes.  Only when she was seated did the thoughts and worries from last night find their way back into her brain.  He was fairly certain he could gain everything back in just a few hours!  He had no idea at all how long he was capable of holding back.  And to go along with that, he still firmly believed in the concepts of self-respect, friends, and a life. 

     Despite what Robin had told her about his inability to control himself… despite what Cassie had been telling her about the same thing... all she could see were the obstacles that now stood in her way.  How could she win?  She had to win… because…  But the reason she had to win wasn’t something she was capable of putting into words just yet.  Though she didn’t want to think fully about the why of it, she only knew she had to win!

     Grunting, she forced herself to her feet and went to her bedroom to put some shorts and a t-shirt on while she made his morning breakfast of baby cereal.

     So how was she going to manage it?  How was she going to overcome the obstacles?  How was she going to win?  A few hours?  No idea?  Self-respect? 

     The loud blaring rock music suddenly set Chad’s nerves on edge.  As quickly as he could, he rolled off his blow-up mattress to his knees and turned the offending music off.  Whew!  He stared at the time on the clock.  Early!  Later than yesterday, but still awfully early.  So why the difference?  Why was it earlier than usual, but later than yesterday?  As he fought his way to his feet despite his overly bloated and very heavy diapers, he could only think of one reason for the time change – another humiliation.  Mel had something else new to humiliate him today cooking in that scheming brain of hers.  Yet the way things stood right now, what choice did he have but to endure it?  None!  He would have to go through whatever she threw at him.  And the best part of it was, that despite how much he would hate it, he would secretly love it just as much!  That was the problem with him.  He was a sissy.  A big sissy.  A super sissy.  And the humiliation was one of his major needs.  It would be nice to have a break every once in a while though… or at least have it slow down a bit.

     The bra holding his glued-on breast forms felt extra heavy for some reason today.  As he waddled his way out to his kitchen, he tugged at it to resettle everything in place.  And there was her note, right where it should be.  Now to see what she had planned for him today!

Sissy,

Three bottles before you do anything else. 

Like yesterday, only do your hair – not your makeup. 

Wear only one diaper and your bra again when you come for breakfast – as early as you can.

     Chad read the note a second time.  Like yesterday?  Only one diaper again?  As early as you can?  That didn’t sound good!  Was she planning on taking him to work again wearing one of his silly sissy dresses?  That’s what it sounded like.  So why was it so much later than yesterday morning?  If that’s what she was planning, then the big time difference didn’t sound good.  Maybe he’d better hurry as much as possible!

     He removed the pacifier from his mouth and quickly grabbed three bottles of her lousy tea from his refrigerator.  He carried them into his living room where his one and only chair faced his wall of ridiculous pictures… and his framed copy of the bet contract.  But once again he didn’t see anything on the wall in front of him.  He was too worried about what Mel had cooked up for him today!

The Bet - Chapter 55 (Thursday – week 8 Part 9 of 9)

The Bet

By Karen Singer

Chapter 55 (Thursday – week 8 Part 9 of 9)

     They were actually a few minutes early for their appointment with Gloria.  But the only car in the parking lot when they arrived was Gloria’s so Mel felt safe going right in.  “Grab your diaper bag,” she told Sissy as they got out of the car.

     Gloria was in her office when she heard someone opening the door.  She checked the time and saw that it was still a bit early for her next appointment – Mel and Chad.  She was actually a bit surprised to see it was them arriving early, especially since they were more often late.  But them being early was no problem this time. 

      “Hi,” she greeted them pleasantly as they came in.  “You’re early for once.”  As she said the words, she had a hard time taking her eyes off of Sissy’s outfit.

      “Yeah, dinner wasn’t the best tonight,” Mel replied.  “Although I’m sure Sissy found more to enjoy out of it than I did.”

     Gloria had no doubt – whatever it was that had happened at dinner – and she really didn’t want to know.  She stared closer at what he was wearing – the fantastic dress, the shoes, even the bow in his hair.  Darling, was the first word that came to mind over his clothes, but that was quickly replaced by a more worrying thought.  Like it or not, they were here for a relaxation therapy session.  And Chad would be getting a deeper session than Mel. But in that outfit, could he actually relax enough?  That could affect everything she was going to try to do with him.

     But before Gloria could say anything about it, Mel had a question.  “Um… Listen,” Mel started.  “It’s been a while since he’s been changed, do you mind if I change his diaper before we begin?  I wouldn’t want that to be a problem later.”

      “Go right ahead!” Gloria agreed quickly.  “Besides, you’re early anyway.”  She wondered again if it was going to be possible to relax him enough while he was wearing that outfit.  The change of diaper would probably help since it would take his mind off of worrying about his current diaper, but she just wasn’t sure about that incredible dress.

     She watched as Mel had him remove his dress completely before she changed him.  His diaper underneath was soaked.  She watched as Mel had him lay down on the floor while she got another diaper ready for him.  Then she carefully peeled back the old one, watching him down there closely as she did so.  She pulled the old one out then as fast as she could and she slid the new one in place.  She hadn’t even had time to pull the new diaper over him again before Gloria noticed a tiny bit of pee spurting out of his chastity device.  She looked at Chad’s face.  He was just lying there sucking on his silly pacifier like he didn’t know anything in the world was going on.  A minute later, his diaper was fastened securely in place.

      “Okay Sissy.  Let’s get your dress back on again.”

      “Uh… Mel,” Gloria interrupted.  “Is he going to be able to relax enough in that dress to do this?  Would he be more comfortable leaving it off?”

     Mel looked at Sissy to answer the question.  Gloria was a bit astonished to see him curtsey before answering in the most silly sissyish voice imaginable that she found difficult to understand.  “I shouldn’t have any problem with the dress,” he said.  “Actually, I’d rather wear it than just the diaper.”  Then she watched as he put his pacifier back in his mouth and curtseyed again. 

      “Okay,” she replied.  “However you’re most comfortable.  I want you to be able to relax completely.”  She thought of one other little thing.  “And when we get in there, do me a favor and leave your pacifier out of your mouth. 

      “Why?” Mel asked. 

     Gloria wanted to tell her it was because once she got him hypnotized, the pacifier would interfere with his talking to answer their questions.  But instead she replied, “His breathing.  He needs to breathe fully in order to relax properly.” 

     Mel only nodded.  “Put it in your purse for now, Sissy.”

     Once again they were lying on their usual couches – Sissy’s darling dress with its puffy skirts, and all.  Gloria took one more look at his dress, then she dimmed the lights.  “Close your eyes,” she said.  Close your eyes and concentrate on your breathing.  Breath normally, don’t force it, don’t restrict it, just breathe.  Feel the air going in… and out.  In… and out.  Suggestion by suggestion, she slowly did her best to relax both of them.  Most of what she did was what she always did, but every session was different and she often threw in different suggestions from her large collection of relaxing ideas. 

     She watched Mel carefully to see if she was relaxing as well, but she thought she detected tension in Mel’s body that she didn’t want to see.  She kept working.  She could see Mel relaxing a bit more, but not to the point she wanted her to be.  Which meant… that Mel had something else on her mind that was overriding her ability to relax.  And Gloria had a pretty good idea just what that something else was.  Since Mel was going to be a lost cause tonight, she concentrated on Chad instead.  He was the main thing she needed to concentrate on anyway.

     Little by little, one by one, she started throwing in the special key words that would send Chad into his hypnotic trance.  But were those keywords working despite his silly outfit?  She was pleased to see that they were.  Deeper and deeper she took him. 

     When she had him in a light trance, she lightly tapped her hand on Mel’s arm to signal Mel that she should stop listening so she wouldn’t drop into a trance as well.  She knew before she did it that she shouldn’t have bothered, Mel was too tensed up for her to worry about it.  But it did signal Mel that she could sit up to watch now… which she did.

     Gloria went back to concentrating on Chad.  Deeper and deeper.  Over and over again.  It was only through the very tiny signs that she had learned to recognize that she knew he was deeply under – as deep as he had ever gone.  Maybe deeper.  She finally felt satisfied. 

     Only then did she take him into his safe place.  “Remember,” she said to him, “this is the one place where you can be absolutely honest with yourself.  This is the one place where you have to be completely honest with yourself.  You are alone and calm in your safe place.  Relaxed.  Content.  Just you by yourself.  Nothing can harm you.  Nothing can bother you.  Totally safe.  The only thing you can hear is my voice, nothing else.  Everything else will be nothing but a gentle relaxing breeze blowing across your face.  You can hear only my voice, nothing else.  Totally safe and relaxed.  Totally content.  Totally honest with yourself.”

     She watched him for a moment, letting him enjoy the solitude of his safe place.  He was ready.  She looked back at Mel and mouthed, “What do you want to know?”

     This was the one thing Mel had desperately been waiting for since last week.  Last week when he had claimed that he could still hold back for five minutes.  Five impossible long minutes!  How long could he hold back now?  “How long can he hold back?” Mel answered quietly.

     Gloria nodded and turned to Sissy.

      “Chad, how long are you able to hold back now to control your bladder?”

     It was a moment before Chad answered, and she was glad it was in his normal voice and not his stupid sissy voice that he had used when he curtseyed to speak earlier.  “I don’t know,” he replied.

     Mel was suddenly startled.  His answer made no sense.

      “What do you mean you don’t know?” Gloria asked him.  “I thought you were timing yourself.”

      “I don’t know,” Chad repeated.  “I haven’t been able to time myself in over a week now.”

      “I see,” Gloria replied.  “Then how long do you think you’re holding back even though you can’t time yourself?”

     She saw him smile.  “I’m not.”

      “You’re not?  You’re not what?”

      “Timing myself… or holding back.  I haven’t had one chance to even try in over a week, so I have no idea how long I can hold back at all.”

      “No idea at all?” Gloria asked again.

      “None,” Chad replied.

     She turned back toward Mel and saw her eyes were wide open.  She looked very distressed.  “I have to know!” Mel told her.  “There has to be some kind of an answer.  “Is it one minute?  Is it thirty-seconds?  It has to be something!”

      “You’re sure you don’t know?” Gloria asked Chad again.  “Can you make a guess?”

     She saw his shoulder’s shrug.  “If I can’t ever try, how can I know?  I have no idea.”

      “Okay Chad, that’s fine,” Gloria finally said.  “Just relax and don’t worry about it.”  She didn’t want to break his trance in any way.  Instead she looked at Mel again to see if there was anything else.  But Mel just looked up at her with a somewhat frightened look on her face.  “What else?” she mouthed silently.  But Mel just shook her head. 

     Gloria turned back Chad.  Mel might be unable to think straight, but she still could.  And now she had a few questions of her own – especially in light of what she had seen from him recently.  “Chad, do you still think you can win this bet?”

      “Yes,” Chad replied. 

     It was the certainty in his voice that surprised Gloria.  She didn’t dare turn to look back at Mel this time. “Why is that?”

      “Because it can’t be done.  Not in only two months.  Besides, I know my body too well.  Given the chance, I know I can get all my control back quickly.  Hopefully in just a few hours.”

     Gloria heard Mel let out a small gasp behind her.  She concentrated on Chad though.  “You’re absolutely sure of that?” she asked.

     Chad shrugged again.  “I hope so anyway.  But then that’s what this bet is all about.  I still think I’m going to win and I’m fairly sure of it.”

      “I see,” Gloria replied as she digested that.  “One more question Chad.  You once told me that you had some reasons why you wanted to win.  Do you still believe them?  Are they still valid reasons for you or have they changed?”

     What surprised her most was that he didn’t hesitate to answer at all.  “Yes,” he replied with certainty.  “Self-respect, friends, and a life.  They’re all very good reasons.  They’re all things everyone needs.”  His voice dropped in volume a bit.  He almost sounded sorry for himself.  “Even someone like me,” he said.  “Even me.”

     Gloria looked back at Mel.  What she saw was a woman who was totally distressed.  If ever anyone needed a session of her relaxation therapy right now, it was Mel.  But the therapy would never work with her right now.  Mel was far too upset.  As far as Chad’s progress on their bet, there were no longer any answers.  Mel was going to have to figure the rest out on her own. 

      “Okay, Chad.  You did very well.  Now I want you to just relax and let’s start bringing you up out of your trance again.  Remember, you won’t remember being in a trance at all.  You won’t remember me asking any of those questions, and you won’t remember giving me those answers.  You will only know how good you feel after you wake up.”  Slowly and methodically, she started waking him up.

     Mel laid back mechanically on her couch and stared at the ceiling… seeing nothing.  She was stunned.  He didn’t know!  Which meant that she didn’t know.  She had no answers.  No idea of where she stood with him at all.  She felt totally lost… cast adrift.  She counted on the information she got from these sessions every week to help her gauge her progress – and how much more she still needed to do.  But now there was no information!  And the bet was so close to being over with!

     Five minutes!  Last week it had been an impossible five minutes!  But what was it this week?  She had no idea… and it seemed, neither did he. 

     She heard Gloria giving the final command to wake Sissy up.  She heard him stir, but she barely moved.  What was she going to do?  And he had sounded so certain about his ability to win.  He could gain it all back in a few hours?  A few hours?  Suddenly, Mel felt terrified!

     Once again Chad noticed how silent and distracted Mel was as they drove home.  What was it about Gloria’s therapy that made her get that way the last few weeks?  It didn’t make sense.  It was as if she got up from Gloria’s couch in another world.  He, on the other hand, felt great!  Wonderful!  Perfect!  As far as he was concerned, the therapy was the greatest thing in the world.  So why was Mel now coming out so tense every week… so distracted? 

     But at least she was leaving him alone.  She hadn’t even asked him to drink another baby bottle on the way home… he wasn’t sure he had a full one left anyway.  And she hadn’t even mentioned his pacifier that was still in his purse.  Thank heaven for small favors. 

     Mel didn’t speak till they were halfway up the steps between the parking lot and their apartments.  “We’ve got to work on your ballet tonight,” she said.

     But Chad got the distinct impression that her mind was still somewhere else.

     Mel mechanically unlocked her apartment door and went inside.  She knew Sissy was right behind her, but nothing else really registered.  Five minutes!  Last week it had been five minutes.  But this week he didn’t know.  He could have said that he couldn’t hold back at all… that he was incapable of holding back. That was what she had wanted to hear.  But he hadn’t said that at all. He had said he didn’t know.  Not only that, but he was so damn sure he could still win the bet!  And why did he suddenly think he would be able to get all his control back in a matter of hours?  What had happened this week that she didn’t know about?  It was maddening. 

     She pulled herself out of her fog long enough to see him standing there looking at her.  She watched him curtsey. 

      “Are you alright Mistress?” he asked, totally concerned.

     She still got a small thrill watching him curtsey again, but his question forced her to realize that she was brooding over something she had no control over… not that she could help it.  “I’m fine, Sissy.  Get ready for dance practice.”  She forced herself to go over to her stereo system and queue up the medley of childish songs that he would be performing to the day after tomorrow. 

     Chad removed his clothes down to his once again soaked diaper and bra.  Mel said nothing else to him about what he was wearing as he took his place for the start of the dance.  There was something bothering Mel, he could see that as clear as anything.  He just had no idea what it could be. Did Gloria do something while they were there that made her angry?  If so, he couldn’t remember anything out of the ordinary happening during their session.  Mel had seemed fine when they started.  It was only after they were finished that she had been so… distracted.

     The music started and he started dancing – no warm up tonight at all.  Just straight into the routine.  He did his best to remember all the little changes that Mel and Sandy had made to the ballet, but he knew he wasn’t remembering them all.  As he danced, he tried to watch Mel’s face when he could.  She was watching him, but her expression almost seemed blank. Why wasn’t she stopping him when he made mistakes? 

     Mel watched him dancing, but she really didn’t care.  Not tonight.  She knew she should care, but she didn’t.  Not about dancing.  She needed to know how long he could still hold back.  She needed to know why he suddenly felt he could gain everything back in a few hours.  She needed to know the answers to questions there were no answers for. 

     She knew he was making mistakes, but tonight, she didn’t care that much.  Besides, what did it matter anyway?  Since Sandy, the whole character of the dance had been changed.  There were no mistakes anymore.  Only humiliation.  Most of which he wouldn’t know about until it got time for him to actually do it.  So why should she worry about it.  Besides, she and Sandy would work with him more on Saturday morning anyway.  So what did it matter?

     The music ended before Chad did.  He stopped what he was doing and curtseyed.  “Do you want me to do it again?” he asked when Mel just stared at him.  Then he curtseyed again.

     Mel finally shook her head.  “No Sissy.  That’s enough for tonight.  Go home.”

     Curtsey, “Are you sure you’re alright?” he asked again.  “Is there anything I can do for you?”  Curtsey.

     Mel was jolted out of her fog again.  Anything he could do for her?  He could tell her exactly how long he was now able to hold back!  He could tell her exactly why he suddenly thought he could get all his control back in only a few hours!  He could tell her why he was so sure he was going to win!  And the one thing she really wanted her to tell her, was that he was giving up!  That she won!  That he lost!  But he wasn’t saying any of that.  None of it!  And if she came straight out and asked him any of those questions, it might make him realize what Gloria had been doing with him each week.  Because they were all questions that he wasn’t supposed to know that she any knowledge about!

     What could he do for her?  She forced herself to calm down.  He was only trying to be nice.  She had no doubt that he was genuinely concerned and she really did appreciate it… a lot!  She only wished he was concerned enough to give up and admit defeat!  But that was one thing she knew he wouldn’t do… and the one thing she couldn’t ask of him right now.

     She shook her head instead.  “I’m sorry Sissy,” she said.  “Go home and get some sleep.  I know you’re tired.  You were up early today and so was I.  I’ll be by later to leave you another note for tomorrow.”

     She went over to her stereo and shut it down while he just stood there watching her.  “I’m fine!” she insisted.  “Now good night.”  She paused a moment as he looked down at the floor momentarily.  “And… thank you for being concerned,” she added kindly. 

     He looked up at her again… and curtseyed… and smiled.  “Good night, Mistress,” he said before curtseying one more time. 

     Watching him curtsey still brought a thrill to her heart.  Why did it do that – even after so many times seeing it?  She watched as he gathered all his things and opened the door.  “Good night,” she said one more time as he walked out the door.

     He turned and smiled… and half curtseyed.  “Good night Mistress.”  Curtsey.  He turned and closed the door behind him. 

     Mel continued to stare at the closed door.  Five minutes last week.  An eternity.  But this week… no information at all.  Nothing.  She had nothing to go by.  Nothing to gauge her progress.  Nothing to tell her if she was winning or losing.  Nothing.  Now what was she going to do?

     Why couldn’t he just admit defeat and they could get on with the rest of their lives?  But she knew the answer to that as well as he did.  Neither of them would ever admit defeat.  It wasn’t in them.  So what was she going to do?

     With her mind totally occupied by that problem, she went into her bedroom and laid down on her bed.  Her eyes were open, but they weren’t seeing anything – nothing that she noticed anyway.  What was she going to do?  With nothing else on her mind than that, the long day caught up with her and her thinking turned seamlessly into dreaming.