The Bet - Chapter 62 (Thursday – week 9 Part 4 of 5)

The Bet

By Karen Singer

Chapter 62 (Thursday – week 9 Part 4 of 5)

     The phone call Mel had made earlier that day was to the nail salon.  She had changed their appointment from Friday evening to today.  Actually, they told her to just come in anytime since they would be coming in the early afternoon when the salon wasn’t so busy. 

     When they arrived, Chad was a little surprised to find out where they were.  Why was she having his nails done again today?  Was she trying to humiliate him even more for the final few hours remaining?  Was she going to have them spell out “Sissy” on his nails once again for his last day?  That’s what it seemed like.  Dressed as he was, he now realized that Mel was going to make his last day as memorable as possible.  So what new horror did she have planned for his nails this time? 

     He was mildly surprised however when Mel didn’t get out of the car right away.  He turned and saw her looking at him.

      “I’ll wait till you finish that bottle before we go in,” she told him.  “Then you can just keep your pacifier in your mouth till we get out of there.”

     Chad wasn’t sure what would have been worse, drinking from his bottle or having his pacifier in his mouth the whole time.  He finally decided the pacifier would be worse.  It would be in his mouth the entire time he was in there, whereas with the bottle, he would have to put it down while they worked on his hands. 

     As he finished the last half of the bottle in his mouth, he reflected on how humiliating it was going to be for him to get out of the car dressed as he was.  For the last two months, it seemed like every single day had brought increasing levels of humiliation.  And now, this was quickly starting to look like it could be the worst day yet!  He had endured an incredible amount in the last two months.  Could he endure getting out of the car dressed as he was as well? Yes, he had done it before in what he had on, but that didn’t make it any easier at all.  Yet he knew he would do it again… just as he had done everything else Mel had made him do. 

     His bottle finally emptied, but his hand was slow to put it down.  Both hands were even slower as he opened his silly little purse and fished out his pacifier.  The silly thing went into his mouth easy enough, but looking up toward Mel to signify that he was ready was much harder.  This was going to be… embarrassing!  Getting out of the car in this dress – with his diaper fully on display… having to keep the pacifier in his mouth the whole time – was going to be major embarrassing!  And somewhere in the back of his mind, he wondered where they would be going after this… a thought he purposely tried not to think about.

     Chad was much slower getting out of the car than Mel was, only because he had to pause a moment to find the courage.  He left his diaper bag behind on the back seat.  He wouldn’t be needing it now anyway. 

     High heeled step after high heeled step, he followed Mel toward the door to the nail salon – and then inside with her.  The place wasn’t as busy as it usually was.  There was nobody in the waiting area, but as Chad looked around, he saw his usual nail tech working in the back on someone else’s hands.  Mel’s usual technician greeted them and Mel spoke to her for a moment before turning back to him.  “Looks like you’re going to have to wait here for a few minutes,” she told him.  “But your tech shouldn’t be too much longer.”

     Chad curtseyed, but didn’t say anything.  He took a seat in the waiting area as Mel followed her nail tech toward the back.  Sitting alone, he felt horribly and embarrassingly exposed since the waiting area was right in front of the large plate glass windows!  He felt like he was stuck in the window – on display.  He held his tiny purse in his lap, hoping that would be big enough to hide his already noticeably wet diaper.  It helped, but not by much.  His head didn’t turn much, but his eyes darted nervously back and forth, mostly looking out the large window that kept him on display to whoever might walk past.  He was so uncomfortable the whole time he sat there that he barely realized he was sucking nervously on his pacifier.

     He was so intent on worrying about who might see him through the large window, that he didn’t notice when the woman his nail tech had been working on came back to the front to pay her bill.  He didn’t notice her that is, until she let out a startled… “Oh my!”

     He turned his head quickly to see who had said it.  His face turned a bit redder as he saw the woman staring at him as if she was trying vainly to make sense of him… of which, he knew she probably couldn’t.

      “Goodness!” the woman exclaimed with a giggle.  “Don’t you look… precious.”  Then she giggled again. 

     Past the woman, Chad could see his usual nail tech looking on, trying to stifle her own laughter.  Slowly, Chad got to his feet.  Then he curtseyed and removed the pacifier from his mouth.  “Thank you,” he replied in his silly sissy voice before replacing his pacifier and curtseying again.”

     The woman broke out in a guffaw of laughter as she stared closer at the way he was dressed.  “I think someone has a wet diaper that needs changing!” she noted with some amusement.

     His face growing redder, Chad curtseyed again and removed his pacifier.  “It’s not too bad yet,” he replied before replacing his pacifier and curtseying again. 

     The woman only laughed harder.  Fortunately, she turned then and paid her bill.  Chad remained standing, knowing he would be going back in a moment to have his nails worked on.  The woman paid her bill and turned to go, but not before stopping to reach out and touch his dress, pulling on the hem of it just a bit so she could see it better.  “Absolutely precious!” she declared again before heading toward the door. 

     Even though her back was to him as she walked out, Chad curtseyed one more time, although he didn’t bother removing his pacifier or saying anything.

      “Ready?” his nail tech asked from behind the counter.

     Chad was more than ready.  At least heading toward the back he wouldn’t be quite so on-display as he was now.  He did note that not only was his nail tech giggling as he followed her back to one of the large chairs, but so was every other woman in the place – including Mel!  He was glad to finally sit down so his diaper wouldn’t be quite so visible.  However, after he sat down and his nail tech started to remove his shoes and socks for him, he realized that she would be looking almost straight at his wet diaper the entire time she was working on his feet.  As far as he could see, there was no way she couldn’t look at it – not to mention how wet it was slowly getting.  And he did see her glancing up at it – frequently as she started working on his toenails.  He said nothing though.  What could he say?  Besides, it was easier to remain silent with the pacifier in his mouth.

     He was long accustomed to having the nail polish removed from his toes first.  It was only routine.  What he wasn’t prepared for was after she removed the pale pink color, she immediately put his shoes and socks back on his feet and buckled the shoes in place – without putting any polish on his toes again.  He was so surprised that he asked without removing his pacifier, “No polish?”

      “Not today,” his tech replied.  “Mel tell me earlier, no polish today.  Just take off.”

     No polish!  And today was his last day!  Mel was letting him off easy after all!  If you could call being out in public dressed as ridiculously as he was – easy.

     His fingernails were next.  The color went quickly, but after that, the remaining length was cut back –  very short.  Chad figured that she cut them shorter than he usually did before the bet had started.  He thought that she was done then, but a minute later, she had him soaking his nails in a bowl of something that would loosen the glue from the acrylic nails that still topped his fingers.

      “Just let them soak,” his nail tech said.  “I be back later to check on you.”

     The wait was long and boring.  The only thing Chad really had to concentrate on was how wet his diaper was getting again – even though he knew it had a very long way to go before it would leak.  But when you don’t have much else to think about, little things like that can be big things.  The tech finally came back and began prying the acrylic nails off of his fingers.  It took a long time, but eventually, his real nails were exposed.  The tech took the time to clean and condition them and then she even buffed them a bit.  But she didn’t add any kind of polish or color to them at all.

     When she was done, Chad stared at his hands.  With no polish, they didn’t look very feminine anymore.  He thought that the short length of his nails made them look even worse.  Man hands!  Not lady hands.  He was surprised at how much he missed having his hands look “pretty.”  He knew it was going to take him a while to get used to them being “manly” again.  He was surprised at how much less feminine he suddenly felt.  No more pretty hands.  Mel had taken that away from him… and he already missed it.

     Mel was sitting alone in the waiting area when Chad came back to the front.  He looked – ridiculous.  Totally ridiculous!  In that darling little too-short dress, with his wet diaper on display, the sweet little ruffled socks on his feet with those pink high heeled shoes, the tiny little girl purse in his hand, and of course the pacifier in his mouth, there was simply no other way to describe him.  Ridiculous!  And she loved every little bit of it!

     He curtseyed for her, but he said nothing else to her as he turned to pay his bill before curtseying for the nail tech and thanking her… and curtseying again.  She watched it all silently.  She would have thought that he would look more elated to have the embarrassing nail polish removed from his fingers.  But oddly, he looked almost… disappointed.  Was he?  She led the way back out to the car where she immediately had him get another baby bottle to start working on. 

      “Are you glad to have your old nails back?” she asked as she drove out of the parking lot.

     His answer seemed to take a long time.  In fact, she was about to ask the question again when he finally answered.  “I’m not sure.”

     She looked at him quickly, then back at the road.  “You’re not sure?”

      “I think I miss my hands looking… pretty.”

     It wasn’t exactly the answer she was expecting, but it did bring a smile to her face.

     Now that they were back in the car and heading down the road, Chad began to worry all over again about where they were going next.  Yesterday she had kept him out in public at the mall for most of the day.  Where were they going now?  He knew she certainly wasn’t heading home.  Home was in the opposite direction!

     It was a fairly long drive to a part of the city that Chad wasn’t very familiar with.  He wasn’t aware of any malls or shopping centers where they were, but then he didn’t know the area that well.  Mel seemed to know where she was going though – naturally.  He was even more surprised when, instead of pulling into the parking lot of a store, she stopped at the gate of a large self-storage facility.  He watched as she punched a code into the box near the entrance and the gate in front of them opened and Mel drove through.

     Mel drove slowly back through the complex of garage doors, finally stopping in front of one of the larger doors.  Baby bottle still in his mouth, Chad saw her turn her head towards him, but she didn’t look particularly excited about anything.  If anything, the expression on her face looked more like something was bothering her instead.  His bottle emptied and the small noise brought a smile back to her face.  “Grab your pacifier,” she said, “and let’s go.”

     In the back of his mind, Chad suspected that this must be where she had taken all his male stuff… everything from his male life that she had totally denied him.  It only made sense that she would have to return it now… now that the bet was almost over.  There was nobody but Mel in sight, yet he still felt worried and embarrassed getting out of the car.  He watched as Mel walked over to one of the large doors and stuck a key into the padlock that held it secure.  The lock was opened and Mel grabbed the door handle and started lifting.  “Give me a hand,” she asked as the large door got only a few inches up.  Chad walked over and grabbed the handle with her and together they pulled the door completely open.  Inside, Chad saw a room stuffed to the gills with boxes and crates and furniture – most of it covered in blankets. 

      “I have three of these units,” Mel told him, referring to the storage room.  “This one was just… less full.”

     Chad looked around.  It certainly looked awfully full to him.  He wasn’t sure he wanted to see what her other rooms looked like.

     Mel walked back to the car where she opened up the trunk to her car as well as both back doors.  Then she came back to look over the boxes.  “This is all the furniture from my parent’s home… my old home,” she told him.  “The house I grew up in.  It’s everything I didn’t want to part with.”

     Chad tried to look closer at some of the furniture past the boxes, but he couldn’t see all that much since most of the furniture was covered.  Mel, on the other hand, ran her hand almost lovingly down the side of one of the large pieces near the entrance.  Chad couldn’t tell though what was under the heavy wrapping. 

     Mel suddenly backed away.  “Okay Sissy, let’s get your stuff into the car.”  She pointed at boxes and one by one, Chad loaded them into the car.  Most of the boxes he “sort-of” recognized as having been in his apartment when he moved in.  But a few of them were definitely new to him.  Most of the boxes were fairly heavy.  Some were large, some smaller.  But all of them were sealed shut with tape so he had no way of knowing what was in any of them. 

     By the time they finished, the trunk of her car was full and so was the back seat.  As he closed the rear doors to the car, Chad saw Mel back in the storage room again, looking at and touching more of the furniture that she hadn’t been able to reach while the boxes had been in the way.  When she turned back to the car, he couldn’t tell what she was thinking by the look on her face, but she wasn’t smiling. 

     She didn’t say a single word as she pulled down the big garage door and locked it again.  And then the only thing she said before getting back into the car was, “Get another bottle.”  And it was said rather flatly, without much kindness or enthusiasm.  She was silent again as she drove out of the storage facility, and silent for a while afterwards.  During the drive, Chad had no idea where they were going since she didn’t seem to be going home… or anywhere else that he knew.

     She was silent enough that he was a bit startled when she suddenly spoke.  “This is the area I used to live in.”  Before he had time to really look around and take stock of the area, she turned down another street.  “This was where I grew up,” she said.

     This time, Chad had more of a chance to look around.  The homes were all large – very large to him.  But as nice as the houses all looked, he got the impression that it was all… old.  Many of the trees were enormous, their large branches reaching out to shade the entire street.  But as old as the area appeared, one word still reached into his mind to describe it – wealth!  Not fantastic wealth, but wealth never-the-less.

     The car slowed.  Mel’s eyes weren’t even watching the road now.  Instead she was looking at one of the houses – one that wasn’t much different than any of the other houses around it.  “That’s where I lived,” she said, bringing the car almost to a stop. 

     Chad wanted to say something, but there was something about Mel’s mood that made him remain silent.  He wasn’t sure what he would have said anyway.  He stared at the house, totally unmindful of the baby bottle still in his mouth.  Like all the rest of the houses on the street, it was an old brick house – this one with four white columns at the entryway.  The driveway seemed to extend around to the back of the house.  The grounds appeared to be professionally landscaped and maintained.  It looked… nice… like the home of someone who was fairly well off.  At least that’s the impression that Chad got from it. 

     With a start, Mel turned her head away and stepped hard on the gas.  She needed to get away from here.  She needed to get back where she belonged… back where it was safe… back where – there weren’t so many memories and emotions to deal with.  She had simply needed to see it again.  Not for Chad, but for herself. 

     Chad sucked harder on his bottle as the neighborhood seemed to whiz by – faster than he knew was legal.  She had shown him the house she had grown up in.  Why?  And all that furniture… three storage rooms full of it – according to her.  Why?  She was being silent again and he wasn’t sure of her mood.  He stayed silent as well, leaving her alone with her thoughts.

     To Mel, the house had looked… cold.  Once it had been her life – her warm and welcoming place of sanctuary and love.  But now someone else owned it, and to her it now seemed barren and cold.  No longer welcoming.  No longer holding – love.  She shouldn’t have come.  She had simply wanted to see it… to remember it.  All the furniture in the storage room had brought back so many memories of home… and family… and love.  But the house no longer did.  It was all gone now.  All gone.

     She purposely didn’t say anything as she drove back toward her apartment.  She was only glad that Sissy didn’t say anything either.  It had been a mistake to go there, and she really didn’t need to have Sissy see it either. 

     The sound of his bottle sucking air brought her somewhat back to life.  She quickly looked over at him.  His bottle was empty again – as it probably should be.  She would have told him to grab another bottle right away, but all his other bottles were in the back seat inside his diaper bag.  Oh well, it wouldn’t be too much longer till they were home anyway.  “Put your pacifier back in your mouth till we can get you another bottle,” she instructed.  A quick glance back at him a moment later showed that he had done just that. 

     So funny.  Just the thought of him having to ride around, in public, with that stupid thing in his mouth – because she told him to do it, brought a bit of a sexual tingle back to her body, and a smile back to her lips.  And the way he was dressed now – in public – in that outrageously silly excuse for a dress!  Just thinking about it added fresh excitement for her as well, enough that by the time their apartment complex came into sight, her spirits were once again lifted and she was again feeling like her old self – good – and ornery!

     The only good thing about having to carry each and every box up to his apartment, was that his apartment was the closer to the stairway than Mel’s apartment.  But having to make trip after trip, dressed as he was, carrying only one box at a time, was rather nerve-wracking.  People drove by, either coming in or going out of the complex, and they all slowed down to watch him.  But then, most of them had seen him in some silly state before, so this probably wasn’t all that much different. 

     And half-way through carrying up the boxes, not only did he start leaking, but the darn suppository she had put up inside of him earlier went to work and he managed to mess his diaper as well.

     And Mel merely laughed! 

The Bet - Chapter 62 (Thursday – week 9 Part 3 of 5)

The Bet

By Karen Singer

Chapter 62 (Thursday – week 9 Part 3 of 5)

      “You’re not drinking again!” Mel yelled from the couch where she was once again failing to concentrate on any of the “work” she had wanted to do.  She had just glanced up at him as he worked on the laundry and noticed the bottle wasn’t in his mouth.

     Chad wasn’t exactly surprised, but he was a bit perturbed.  He curtseyed.  “But I need both hands to pull the clothes out of the washer.”  Curtsey.

      “I don’t care!” Mel shot back.  “Keep drinking!”

     Chad curtseyed and put the bottle back in his mouth.  Geez Mel was in a mood today.  She wasn’t letting up on him one little bit!  He hadn’t been exactly worried about running out of bottles earlier, and now there was no chance at all that he could possibly run out – compliments of Mel.  Not that running out would be a problem anyway.  He could always fill some with water.  But Mel preferred him to drink her lousy green tea – tea that he knew would keep him peeing like crazy!  Which he pretty much was doing anyway, even though he rarely ever felt himself doing it anymore. 

     His diapers continually kept getting wetter and wetter without him having the fun of feeling himself wetting them.  Having no chance to even try to hold back because he had to remain so focused on getting his diapers to leak on time, his body now dribbled the pee almost continually.  Yes, he was wetting himself – constantly.  But it was just in such small amounts that he could no longer could feel himself doing it. 

     And one thing was for sure, Mel wasn’t slacking off one little bit today!

     “Hi Robin.  It’s Gloria.  You called?”

      “Oh yes!  Hi Gloria.”

      “Are you still going to be able to judge Mel and Chad’s little bet on Saturday?” Gloria asked immediately.

      “Um…  Yes, of course,” Robin replied.  She should have realized that Gloria would immediately think that judging the bet was the reason she had called in the first place.

      “Oh.  Then what’s up?”

      “Um…  The strangest thing happened here a little while ago, and I can’t make heads or tails of it.”

      “What’s that?”

      “Ray was here again!”

      “Ray!” Gloria’s voice suddenly held a bit of an edge.  “Was he asking about Mel’s money or their bet again?”

      “Well, that’s just it!  He asked me to call you for him… and tell you that he was here asking about it… but he didn’t ask about it!  He just wanted me to tell you he was asking about it.  And it makes no sense at all!”

     The phone in Robin’s hand was silent for a few moments.  Robin was about to ask if Gloria was still there when she heard sound erupting from the ear piece.  Surprised, she pulled the phone away from her ear to stare at the thing… as she continued to listen to the sound of Gloria’s laughter.

     Nine minutes!  He had nine minutes of reward time now… and he wasn’t even trying.  Not only that, he had missed gaining any from one of his diapers earlier that morning.  And today he couldn’t care less about gaining the “reward” time.  The problem was Mel.  She had been hounding him all morning to keep drinking.  More… more… more!  She never let up.  It was almost as if she was panicked over it somehow.  So what choice did he have, he had to keep drinking.  And consequently… peeing.

      “Pull your legs up,” Mel said as she waited with the open jar of suppositories. 

     Ugh!  This was the part he hated the most.  The damn suppositories!  Why did she have to keep shoving them up him?  Why?  At least today would be the last day.  Today would be the end of it all. 

     As he pulled his legs up, widely exposing his backside so she could shove her finger… along with the miserable little pill… up inside of him, he wondered if she would put another one up there again tonight.  She had been doing it for so long now that there was probably enough of those things still left in him that he wouldn’t be able to control himself for a week!  At least she didn’t have anything like that to use on his peeing.  Oh!  Yes she did!  All the damn bottles she made him drink.  Way too many!  Way, way too many!  But what choice did he have? 

     But tomorrow…  Tomorrow it would all be over with and he would be free to regain all his control.  His peeing he was pretty sure he could get back quickly.  Probably in just a few hours.  But with all that glycerin still up inside of him, that part might take a bit longer.  Fortunately, that was only part of the equation.  She had to make him totally incontinent.  So his peeing was going to be the biggest factor.  And fortunately, it was also the one thing he was sure he could manage to regain – fast!

      “Okay, put your legs down,” Mel told him. 

     He lowered his legs and enjoyed the sensation of having someone else diaper him – just like a helpless baby.  He didn’t often take the time to appreciate the act.  Only now when it was all about to be over with did it sink in how nice a thing it was.  The stuff of fantasies.  But then, he was living a dream right now.  But it was a dream that was about to end.

     He felt her pulling the diaper tight and taping it firmly in place. 

      “All done Sissy,” she said.  “Now get back up on your perch while I finish my lunch.”

     Chad could have done without that part.  Yet, being banished to his perch in the corner still held some sexual excitement for him as well.  It too was a part of the fantasy dream that was now ending.  And it too would be something he would miss when it was all over.

     Robin poked her head around the entrance to Ray’s office.  “Excuse me Ray,” she said rather musically.  It was all she could do to keep a straight face, let alone the stern expression that Gloria had asked her to use.

      “What is it, Robin?” Ray asked rather expectantly.

     Robin did her best to sound stern, but she was still having too much trouble not cracking up.  “I have a message to pass on from Gloria.  She said to tell you, don’t forget Saturday night, and she still expects a very expensive dinner and you better not forget that she wants to go dancing too.”

     Ray smiled.  “You can tell her for me that I won’t forget.”

      “And she said you better look really good Saturday because she’s buying a new dress just for the occasion!”  Robin couldn’t contain her laugher any longer and broke out in giggles.

      “Tell her that…”
      “You can tell her yourself!” Robin interrupted, still giggling.  “I’m out of it now!”  She left him then to go back to her desk.  But all she could think about was what she was going to tell all the girls in the break room!

     Mel stood back against the counter as she so often did and watched him eating his baby-food lunch.  So funny.  So… strange!

      “I would kiss you till your body shudders… and you know how I feel about you.”  Unbidden, the words came once again to her mind.  And inwardly, she shuddered.  Such wonderful words.  Such a wonderful sentiment.  And… he had done just that.  He had backed up his words with his actions.  Amazingly.  And yet… yet… when it was all over… he still hadn’t said that he loved her.  He still hadn’t used the word… “love.”  And most of all, he still hadn’t said that he wanted to stay with her… to do her bidding… no matter how the bet came out. 

     And yet… and yet… he had said those beautiful words, and he had backed them up with what he had done!  Was she reading too much into it?  Was she making a mistake?  She didn’t know.

     She watched as he put down his spoon and picked up the second of the two baby bottles she had placed on his tray.  He had managed to finish his lunch without spilling any again and with only a small spot of something orange – whatever it was – on his cheek.  How had it gotten that far from his mouth?  She remembered the days, not too long ago, when he had spilled more with that ridiculous little spoon than he managed to get into his mouth.  But practice and time had prevailed and he now usually managed to get most of what he was supposed to eat – actually into his mouth.  Fortunately, the sight alone of him having to eat that way… like an infant… was enough for her.  He was… hilarious! 

     She sipped her coffee slowly, while he sucked furiously from his bottle.  Her eyes, and his eyes, met.  They watched each other constantly.  Neither of them looked away.  As if… as if they were locked into some greater battle together and neither of them was willing to look away first.  Competitors!  And Mel knew that that in itself was one of the difficult parts about this bet.  The fact that, despite what everyone would think, neither of them wanted to lose.  On the surface, someone might think that because he was so submissive, Chad would just give in and decide to lose – purposely.  But the truth was that he wasn’t the type to give in at all that way.  As submissive as he was, he was still stubborn and he liked to win!  There would be no help for her from that angle at all.  Unfortunately.

     And she figured a lot of his determination stemmed from the fact that he wanted some things in his life that he wasn’t willing to live without – at least it seemed he didn’t want to live without them for very long.  They were things that he didn’t know she knew about him.  Things she dared not let him know that she knew because of the way she had found out.  Three important puzzles that she had still not figured out how to solve – self-respect, friends, and a life.  Her mind briefly puzzled over each of them again, but she got no closer to the answer at all.  Every one of them seemed to conflict with his sissy personality.  How could he want those things so badly… and yet want to be a sissy too?  It didn’t make sense.  But somehow, it did to him.  Self-respect, friends, and a life – versus – being a sissy. 

     And last night he had whispered those beautiful words… “I would kiss you till your body shudders… and you know how I feel about you.”  And now she herself was confused.  Not to mention that she still wasn’t sure that what she intended to do with him – demote him to a life of servitude and humiliation, was right.

     Too many puzzles.  Too many things she couldn’t figure out.  And no time left to find the answers.  People always said women were hard to figure out.  Women weren’t hard at all.  Try figuring out a sissy!

     The sound of his bottle emptying broke the connection between them, restoring everything back to normal… or as normal as things were for them.  She set her coffee cup down and grabbed a paper towel.  She wet it slightly before taking it to him and wiping the orange mess off his face.  “How did you ever get your food so far from your mouth?” she chided.

     Chad said nothing.  He knew she was only teasing.  Having to eat the way he did, there was no telling where some of the food might wind up.  With his face and hands clean, she finally removed his bib and freed him from the chair.  As he slid down, the pressure forced his one wet diaper up harder between his legs.  He was forced to take notice of how wet it was… already.  He took further stock of his diaper as he stood on his feet.  One thing that this bet had taught him, was to be able to feel just how wet his diaper was while wearing it.  Too much practice!  Way too much! 

     Mel grabbed another bottle from her refrigerator and handed it to him.  “Clean up the kitchen now Sissy while I get changed.  We’ve got a lot of errands to run this afternoon.  And you better do it all with that bottle in your mouth!”

     Errands?  What errands could they possibly need to run today?  And how was he supposed to wash dishes while using one hand to hold his bottle in his mouth?  Dumb!  He smiled as he curtseyed.  “Yes Mistress.”  Curtsey.  The bottle went into his mouth… and came right back out again as soon as she left the kitchen and was out of sight. 

     What errands?

     Chad had just finishing the dishes when Mel came back into the kitchen wearing jeans and a pair of sneakers.  He could tell though that she had added a bit of makeup and her hair now hung loose instead of being bound behind her head.  She looked… really good, not to mention sexy, despite the fact that she was obviously dressing a bit down for wherever they were going. 

     Mel first checked how much tea was left in the bottle he was drinking.  “Why isn’t that bottle done yet?” she asked.

     Her question caught him off guard.  Curtsey.  “I haven’t had time,” he replied honestly, somewhat surprised at her question.  Curtsey.  The fact that he hadn’t bothered constantly drinking from it while he had done the dishes didn’t even enter his mind.

      “Well, hurry up!” Mel ordered rather impatiently.

     Instead of answering, Chad began drinking again while she practically glared at him.  What was up with her today?  It took him less than two minutes to finish the bottle.  After which, Mel went directly to the refrigerator and pulled out another one and actually waited until she saw him put it to his mouth and start drinking again.  Then she went back to the refrigerator and grabbed more bottles, handing one to Sissy while she held another four in her own hands. 

      “Let’s go Sissy,” she said.  “We have things to do today.”

     Chad followed her out to the living room where she took the extra bottle from him and personally stuck it, along with the ones from her hands, into his diaper bag.  Chad was only glad that she wasn’t packing any baby food in there today… so at least they would be home by dinner time.  Hopefully.

     Without saying anything else, Mel led them out the door.  Chad followed carrying his purse and his diaper bag… while still acting like he was drinking from his baby bottle.  She led them, not down to her car, but straight to his apartment where she waited next to the door until he unlocked it.  As she had done the day before she headed straight for his bedroom while he was still setting his things down on the floor.  He quickly began to worry about what she planned for him to wear. 

     By the time he got to the bedroom – baby bottle again in his mouth, she was already staring at the clothes in his closet… but not all the clothes.  The only place she was staring at was the area where he kept all his silly sissy dresses. 

      “Now… what will it be today?” she mused out loud.  Actually, she knew exactly which dress she was going to put him in today, but that didn’t mean she couldn’t have a little fun playing with him first.  She quickly pounced on his pink sissy dress with all the ruffles – the one they had taken to the cleaner’s yesterday.  She pulled it out and held it up as she announced, “This…”  then she went right back to his closet with her other hand and grabbed his more babyish pink and white dress and held that out as well.  “Or this!”  Then she turned toward him, holding both sissy dresses out, as if she expected him to give her an answer.  She thought she saw his face turn a little “green,” but it was hard to tell with the baby bottle blocking much of it. 

      Chad gasped despite the bottle in his mouth.  Both dresses were an absolute nightmare!  Yesterday had been bad enough when he had worn his blue sissy dress all over the mall, and now it looked like today she was going to subject him to another day of total humiliation.  She was still staring at him as if she expected an answer.  Was he supposed to choose?  As much as he hated it, his arm shakily rose and he pointed at the sissy dress with all the annoying ruffles.  He chose that one only because the other dress would leave his diapers totally on display – all the time!  And that thought alone made it much, much worse!

     Mel smiled as she held the more babyish dress, the dress he hadn’t chosen, out in front of her.  “Good choice,” she said happily.  Then she proceeded to put the ruffled dress, the dress that Chad had chosen, back in the closet again.  “I’m so glad you picked this one,” she said happily as she brought the dress over toward him.

     Chad went weak in the knees as he realized that she actually seemed to be planning on taking him out somewhere in that dress.  His eyes pleaded with her.  His mouth gaped open a bit.  And his teeth bit down a little too much on the bottle nipple in his mouth, causing some of the tea to squirt out when he wasn’t prepared for it – resulting in it dripping out past his lips to run down his chin.

     Mel laughed.  “Oh how perfect!  You’re already getting into the baby spirit,” she exclaimed.  “I can see that you can’t wait!”

     Can’t wait?  Chad wanted to run!  But there was no place to run to.  He quickly pulled the bottle out of his mouth and wiped the slobber from his chin with his arm.  This was not going to be an easy day!  And just thinking about what horrors it could possibly bring sent a wave a sexual excitement though him, enough that he could almost feel something sliding in and out of his backside.

     Mel pulled the zipper down on his maid’s dress for him, exposing his totally soaked diaper underneath.  She watched that diaper carefully as he continued to “slowly” get undressed.  The thing sure looked like it could start leaking at any moment.  She glanced at the time.  It was a little early yet, but it was starting to get into the time range when he could possibly start leaking soon.  But she said nothing about it.  A few seconds later, she was pulling the babyish pink creation over his head and pulling it down into place. 

     Chad was so worried about going out in that dress, that as soon as it was fastened, he felt himself peeing a little bit from his nervousness.  A very pleasant sensation, but as usual, all too brief.  A few minutes later, he was also wearing a pair of frilly socks and his pink high-heeled shoes to go with the dress.  He felt… silly.  He felt… nervous.  He felt… scared.  He felt… totally sexually alive!  So many nervous emotions, all coursing through him at the same time.

      “Don’t forget your pacifier… baby,” Mel teased as she walked out toward the door. 

     Chad followed her out of the bedroom… somewhat reluctantly, his nervousness growing with every step he took.  Knowing he would have to, he transferred his wallet and keys from his nice purse – his big purse – to his tiny silly sissy purse that was meant for a child.  He plucked the pacifier out that was already in there from yesterday to show her.

      “Leave it in your purse for now,” Mel said.  “I want to see you drinking from your bottle instead.”  She waited as he stuck the bottle to his mouth with one hand, then threw his diaper bag over his shoulder with his other hand, and then grabbed his tiny silly purse with that same hand.  With a broad smile, she opened the door.

     As he took his first nervous step towards the outside, Chad felt himself peeing yet again.  His stomach was doing flip-flops as he stepped out into the broad daylight.  He was so nervous about being seen in that dress that…  Uh oh!  “Mistress!” he called quickly, stopping right where he was.  He saw Mel turn back toward him from the top of the stairs where she had just started descending.  “I’m leaking!”

     Mel had known he was very close.  She had just figured that she would be changing him at their first stop.  Although how she was going to actually manage that, she didn’t have a clue.  She supposed that it was better that he was leaking now instead of later.  Besides, he might have started leaking in her car just as easily, and that wouldn’t have been exactly good.  She nodded towards him.  “Let’s go back inside and you can change there.”

     Chad was grateful.  Not only for the chance to change his diaper, but also for the short reprieve before he had to go out wearing the horribly embarrassing dress he had on.

      “And you’ve just gained yourself another four minutes of reward time,” Mel declared happily.

     Great!  The one day he didn’t really care about getting any reward time was turning out to be the one day it was piling up faster than ever!  Instead of Mel helping him change, she just stood nearby and watched as he changed his own diaper.  At least the dress he was wearing didn’t get in the way too much.  It couldn’t!  It was too short!  Five minutes later, baby bottle back in his mouth and his embarrassing diaper fully on display – below an even more embarrassing dress – he was putting his diaper bag in the back seat of Mel’s car and climbing into the front seat.  He wanted to ask where they were going, but he figured he’d find out soon enough.  Too soon!

The Bet - Chapter 62 (Thursday – week 9 Part 2 of 5)

The Bet

By Karen Singer

Chapter 62 (Thursday – week 9 Part 2 of 5)

     It was fifteen minutes later when Mel came out of her bedroom, an empty coffee cup in her hand.  “How much longer do you have?” she asked as she headed straight for the coffee pot, knowing that he would know what she was asking about.

     Chad curtseyed.  “I already changed my diaper once this morning… with two minutes of reward time,” he replied… for which, he got a rather skeptical look from Mel.  “And now I’ve still got… he glanced at the clock, forty-three minutes where I can still gain more reward time.”  Curtsey.

      “So you’ve got about an hour before that thing absolutely has to be leaking,” she stated more than asked.

     Curtsey.  “Yes Mistress.”  Curtsey.

      “Good.  Get up in your highchair now and let’s get you fixed up.”

     A minute later, he was up in his highchair with the tray effectively trapping him in place.  Since his arms were free, he knew he could get out of the thing if he had to, but he knew just as well that he wouldn’t.  He waited as Mel tied a large baby bib around his neck and finally brought the baby cereal he had cooked himself over to his tray, along with two more baby bottles.  Today would be the last day he would have to eat his breakfast like this.  The last day he would have to eat anything like this.  Mel had kept him on a baby food only diet for the last week.  Well, mostly anyway.  There had been a few times when he had been allowed normal food, but it had only happened a very few times.  But by tomorrow… it would all be over.  Normal, regular, adult food from now on!  He was very much looking forward to it… and he knew that just as much, he was going to miss the humiliation of what he had to do now. 

     Mel leaned back against the counter with her coffee as she so often did while he ate his breakfast.  He really was a sight sitting there… in an overgrown highchair, dressed as her maid, wearing a baby bib, and eating baby food like a toddler.  It was the picture of… stupid!  And yet she loved every bit of it.  Okay, his maid’s dress clashed more than a bit with the baby theme, but with the big bib in place she didn’t notice the dress so much.  Either way, he still looked a sight.  And she knew she was going to miss it… unless she won.

      “So we’re down to the end now,” she said as he carefully shoveled another miniscule bit of the baby cereal into his mouth with that tiny baby spoon held in his left fist.  “This is your last day.  I guess, tomorrow we’ll see what we will see.”

     Chad stopped eating.  He nodded thoughtfully before lisping in his silly voice, “Yeah, tomorrow we’ll see.”

      “Do you still think you can win?” Mel asked.

     Chad thought about that for a moment before deciding, “Yeah.  I still do.  I’m sorry, Mistress, but it just can’t be done!”

     Mel smiled.  “And I think it can!” she replied, although in her mind she really wasn’t as sure as she sounded. 

      “I guess… we’ll see,” he replied.

     Mel nodded.  “Yeah.  Tomorrow.”

      “Tomorrow,” Chad agreed.  “I’m pretty sure that by tomorrow afternoon sometime, it should all be over with.”

      “Except that all the ladies are insisting on judging it for themselves on Saturday.  We’re going to have to go through that.”

      “I know.  But by then, it should all be a moot point.”

      “You sound so sure of yourself,” she noted, growing more concerned in the back of her mind.  Did he know something she didn’t?  Had he been secretly been able to work on his control in some way that she didn’t know about?

     His reply was a moment later coming than it should have been.  “I… am,” he replied.

     But Mel’s trained ear had caught the tiny bit of uncertainty in his voice.  And it was that tiny bit of uncertainty that gave her a little bit of hope.  She pounced on it.  “But you’re not sure!”

     Sheepishly, Chad was forced to admit.  “I…  Maybe,” he finally conceded.

     Something inside of Mel gave a big sigh of relief.

     Since it was his last day, Mel decided to have him “help” her with her morning bath again… one of the big pleasures she had discovered about him, and one that she hadn’t made nearly as much use of as she should have.  Once again she had him remove his maid’s dress so it wouldn’t get wet.  Then she blindfolded him again with the same scarf she had used on him last night in bed.  The scarf still smelled a bit from her sexual exercise last night, but she didn’t mind that aspect of it at all.  She briefly wondered what he thought of it, but she didn’t bother to ask. 

     Once again, she let him use his talented hands to roam and “wash” her body… all over.  But oddly, as much as she tried to enjoy it, she couldn’t.  And it wasn’t anything at all that he was doing wrong.  He was doing everything right, but she simply couldn’t ‘get into it.’  She tried to force herself to relax as his marvelous hands worked over her breasts.  But her mind was too preoccupied instead with worrying about him winning the bet and what she could possibly do to prevent that.  The result was that she was getting no pleasure at all out of her bath. 

     Finally, frustrated with herself, she knocked his hands away.  “That’s enough Sissy!” she said with more sternness than she had intended.  She stood up and grabbed her towel herself instead of letting him get it for her. She saw his hands groping to find it.  “Don’t bother Sissy, I’ve got it already,” she told him. 

     Chad wondered what he had done wrong.  Was she mad at him about something?  He had no clue.  All he knew was that things seemed to be going just fine… and all of a sudden now, they weren’t!

      “Move!” Mel ordered, again more sternly than she intended.

     Still on his knees and blind, Chad scrambled backwards.  He heard Mel getting out of the tub and felt a few drops of water land on him.  He dared ask.  “Did I do something wrong Mistress?”

     Mel heard the worry in his voice.  And it wasn’t really him that was the problem… well, ultimately it was him, but for this, he wasn’t really to blame at all.  She was simply too worried that he might somehow win their bet.  “No Sissy.  There’s no problem.”  She quickly dried herself off then wrapped herself in her robe.  More forcefully than she probably should have, she ripped the blindfold from his head.  “Get yourself another bottle,” she ordered.  “Don’t let me catch you today without one in your mouth!”  Knowing she was behaving badly, she walked out to get dressed. 

     But was she behaving badly?  He was a sissy!  She was supposed to be the dominant one who always ordered him around and was perpetually cruel to him.  Was there any such thing as behaving badly… for her?  And yet, she knew her attitude hadn’t been right.  Yes, she was trying to drop little hints once in a while to let him know that she did appreciate what he did for her, but she wasn’t supposed to be all nicey-nice all the time!  Especially not to him! 

     So why was she worried about it?

     Chad rubbed his head where the scarf had been tied around him.  He picked the smelly thing up from the floor as he stood up and carried it over to the laundry hamper and dropped it in.  Instead of heading straight out to get his baby bottle, he took the time to get redressed first.  Without realizing it, he no longer felt all that interested in going to get his bottle right away and start drinking again. 

     He didn’t know what had happened with Mel.  Things had been going so well today.  Then all of a sudden she seemed to change – right in the middle of her bath no less!  Had he done something wrong?  He must have!  Yet she said he didn’t!  There was just no figuring it out.

     He wandered out to the kitchen and found his latest bottle and put it to his mouth.  He sucked on it automatically as he glanced around the kitchen and thought about where he should start to clean everything up – not that there was much to do.  He did remember that Mel’s breakfast dishes were still in her room. 

     His bottle emptied and he removed it from his mouth.  He started to walk toward the refrigerator to get another one, when he stopped himself.  Why was he so worried about gaining any “reward” time today?  Why bother?  Today was his last day of servitude – the last day he had to worry about anything.  And it was also the last day all his “correct” sexual equipment would be locked up.  Tomorrow he would be free!  Tomorrow everything on him would be free – including that locked up sexual equipment.  Tomorrow, he would be free to play with himself to his heart’s content!  So what if he didn’t gain any reward time today?  Tomorrow he could have all the sexual release he wanted – all day long if he wanted! 

     He just had to make sure he didn’t get punished today.  And some diapers could be miserably stubborn.  Just thinking about Mel’s stick hitting his tender backside over and over again sent a brief chill through his spine.  No, he didn’t need to worry about gaining any reward time today… but he did need to worry about getting punished.  He didn’t want that at all!  Once again, remembering how stubborn some of his diapers could be, he continued on toward the refrigerator where he grabbed another baby bottle of her lousy tea and automatically stuck it in his mouth. 

     But reward time – why bother?

     With only her light robe still wrapped around her, Mel stared into her closet.  What should she wear today?  She wanted to just get dressed in a comfortable top and a pair of shorts, but unfortunately they had things to do today… places to be… chores that would, unfortunately, have to be done.  And while none of it required her to dress up, she still didn’t want to go out of the house not looking presentable.  Sissy of course, was a different matter. 

     But they wouldn’t be leaving until this afternoon and she had the whole morning ahead of her.  The whole morning to… do what… work with Sissy to make sure he became incontinent?  It was a little late for that now.  Besides, what more could she do with him than what she was doing already? 

     Knowing that she wouldn’t be going out just yet, she grabbed a comfortable top from her closet and opted for a pair of shorts from her dresser.  She would change later… if she wanted to.  Once dressed, she quickly pulled her hair back and headed out to see what Sissy was doing.  She found him still in the kitchen cleaning up.  But the one thing she wanted to see, she didn’t.  She didn’t see his baby bottle in his mouth.  Yes, he was working at the sink with both hands and the bottle in question was resting on the counter nearby.  And yes, it looked like he had a valid reason for not drinking just then, but for some reason she was more afraid today to not see that bottle in his mouth.  “Are you drinking enough?” she asked, a touch of worry in her voice.

     Chad pulled his hands out of the water and took a step back before curtseying.  “Yes Mistress.  Plenty.”  Curtsey. 

      “I hope so,” Mel replied.  She hesitated a split second before her next words left her mouth.  “I want to see you gain all the reward time you can again.”

     All the reward time?  But today, Chad could have cared less about any reward time he might gain.  But what could he say?  He curtseyed.  “Thank you, Mistress.”  Curtsey.

     Mel only nodded and looked between his bottle on the counter and the few dishes that still remained to be done.  “Go ahead and finish up Sissy,” she said.  Then more forcefully, “And finish that bottle too!”

     Chad quickly curtseyed and replied, “Yes Mistress.”  Then before she could get away he asked, “Can I get the breakfast dishes from your room now?”  Curtsey.

     Mel merely waved her hand as she turned away.  “Of course.”

     Chad quickly turned the water off at the sink and hurried off toward her bedroom… all without touching his baby bottle.

      “You better not be late getting that diaper to leak!” Mel called after him as she realized his bottle was still sitting on the counter untouched.

     Chad wasn’t exactly ignoring her, he just chose not to bother stopping to curtsey and reply that he understood.  A minute later, he was carrying her breakfast tray out of her bedroom and back toward the kitchen.  He saw Mel watching him intently as she picked her laptop up off of her desk.  Once the tray was out of his hands, he did pause to pick up his bottle to take a swig.  Mel did have a point, he had a feeling he didn’t want to find out how badly she could punish him if his diaper didn’t leak on time.  And the mood she suddenly seemed to be in today worried him. 

     Mel tried to look over some of her work, but she was having a hard time concentrating.  Exasperated, she gave up – temporarily.  She set her laptop aside and got up from her couch where she had stretched out a bit.  They had things to do this afternoon, and one of those things required her to phone ahead to set up.  She grabbed her phone and headed to the bedroom.  Her eyes automatically checked on Sissy.  He was currently in the laundry area with a fairly fresh bottle in his mouth… while his other hand was sorting through clothes before putting them into the washing machine.

     Her bedroom looked a bit different than when she was in there to get dressed.  Sissy had been though a few minutes earlier and her bed was beautifully made – neat as a pin.  Everything looked picked up and dusted.  Perfect!  She could have closed the door to make sure he wouldn’t hear her conversation, but it was a subject that really didn’t matter that much.  She was fairly sure he wouldn’t be able to hear her anyway.  She dialed the number, spoke to one person, had to wait a fairly long time to speak to someone else, then finally relayed what she wanted.  She had to go through it again so that the person fully understood what she wanted, then she was turned back over to the first person she had talked with to relay more information.  All in all, what should have taken about two minutes, took nearly ten!  But in the end, there were no problems.  Good!  One thing down.  Lots more to go.

     She headed back out to the living room.  Sissy was still holding his bottle to his mouth with one hand while he now poured detergent into the washer with his other hand.  “Do you have enough bottles to get through the day?” she asked.

     Chad turned at the question.  He had to consider it a bit before answering.  After a moment, he curtseyed.  “I think so,” he replied.  “It should be close enough.”  Curtsey… bottle back in the mouth.

     Mel shook her head.  “Close is not good enough!”  She headed straight for the kitchen.  She needed something to do and making more tea for him would fill that bill nicely.

     It wasn’t until she was pouring the hot green tea from her big pot into a pitcher that Sissy finally came hurrying into the kitchen to tell her he was leaking.  She immediately glanced at the clock and noticed that he had missed getting any reward time by four full minutes.  “You’re not drinking enough!” she declared with a hint of anger in her voice.  “I want you to get all the reward time you can today!”

     But Chad knew that what she really wanted was to make sure he kept wetting so much that he would have no chance of controlling himself.  He curtseyed, “Yes Mistress.  Thank you Mistress.”  Curtsey.

      “Excuse me Robin.”

     Startled, Robin turned quickly at the unexpected interruption.  Geez!  She had been working so hard on a few updates that needed to be done that she hadn’t heard anyone approaching!  “Ray!” she exclaimed.  “You scared me a bit.” 

Ray immediately brought out his “charming” smile.  “Sorry.  I just…”

     But Robin was too worried about him asking more about Chad and his bet.  She quickly raised her hand to stop him from saying anything else.  “If you’re here to ask about Chad and his bet again, then don’t bother.  I can’t tell you anything!”

     The smile on Ray’s face was far more genuine this time.  “I am… sort of.  Actually, I have a favor to ask.”

      “But I can’t tell you anything!” Robin insisted.

      “I didn’t ask anything yet,” Ray replied, still with that broad smile of his.

     Robin backed off.  “What is it?” she asked… warily.

      “Do you by chance know Mel’s friend Gloria?”

      “Gloria?”  Robin was very surprised at that question.  “Sure.  We’ve talked a few times.”

      “Can you pass on something to her for me?”

      “Why can’t you just call her yourself?”

      “I have my reasons.”

     Robin wasn’t sure, but she thought she saw a touch of something… mischievous... in his face.  Tentatively, she said, “I guess it depends on what it is.”

      “Just call her and tell her that I was here asking about Chad and his bet with Mel again.  That’s all.”

     Robin was totally confused.  “So are you asking now?”

     Ray considered that.  “No, not really… unless you want to tell me anything.”

      “No!  I don’t know anything!” Robin insisted, a little too quickly.

     Ray realized that Robin probably did know more than she was telling… or willing to tell, but he just let it drop.  “So can you pass on that information for me?  I can give you her number if you need it.”

     But none of it was making any sense yet to Robin.  “No, I’ve got her phone number.  I can call her, but I don’t understand.  You want me to tell her you’re asking about the bet… but you’re not asking?  Ray, that makes no sense!”

     Ray’s “charming” smile was immediately back again.  “It does to me.  And I think it will to Gloria too.”

      “So are you going to explain it to me?”

     Ray acted like he was considering it, when actually he was doing nothing of the sort.  “Ummm…  No.”  With a flash of an even broader smile, he walked away.

     Robin was left staring at the empty entrance to her cubicle while she tried to make sense of it.  But she couldn’t!  So she immediately picked up her phone and called Gloria’s number… and left a message for Gloria to call her back as soon as possible.