Too Old to be Young - Chapter 18 – Part 2 of 2

Too Old to be Young

By Karen Singer

 

Chapter 18 – Part 2 of 2

 

Before going to Jackie’s, he dressed himself in normal, all male clothes – except for his shoes of course.  He wore his favorite low-heeled pumps on his feet.  He spent his time watching the clock.  He peed a few times and barely gave it any notice.  How could he?  He was too worried about his evening to come. 

At the appointed time, with one of his large baby bottles, a thick nighttime diaper, and his tablet in his hands, he opened his door and crossed the lawn to Jackie’s house.  She opened the door with a smile.  “Hi Jim,” she greeted him pleasantly as she let him inside.

“Hey Jim.”  He looked further into the room and saw Beverly already there, sitting at the card table.

“Hi Bev,” he returned.  Had his voice sounded nervous?  Since Jackie seemed to be ignoring him, he headed for the couch.

“Do you need coffee?” Jackie asked.

He held up his full baby bottle.  “Not yet,” he replied.  Did her smile look more evil than usual?  He was imagining things.

The doorbell rang a few minutes later and Jackie had him get up to let Pam and Lisa in. 

“I’m disappointed,” Pam said the moment she saw him.  “You’re not wearing anything pretty at all.”

Jim wasn’t sure how to answer that, so he didn’t.  He closed the door behind them and went to the kitchen to get them each a mug of coffee.

The usual Tuesday night Bridge game commenced, and he sat on the sofa trying to read a story from his tablet…with no luck.  He couldn’t read anything.  He was too focused on what they would do to him.  As the worry in his stomach increased, even the few times that he peed while he sat there barely interested him.  Until…

“Jim,” Jackie called.

He looked up, dread filling his stomach.  He was suddenly worried he would poop again.  “Yes?”

“Come on over, we’ve got…something to tell you.”

He got up from the sofa and headed for the table.  Yeah, he might poop again, he was surprised to find himself peeing instead.  Profusely!  “Yes?” he said nervously as he did everything possible to hide the fact he was peeing.  Why were they all smiling so much?

“We’ve thought and thought about what to do with you next,” Jackie told him.  “And the problem is, we had too many ideas.”

For a moment there, Jim had dared to believe they wouldn’t saddle him with anything.  But too many ideas didn’t sound good.

“So we decided,” Pam said, “to each pick something new for you this week.”

That sent a wave of fear down his spine.  “Each of you?”

“Yes.”

“Lisa,” Jackie said, why don’t you go first.

Jim faced Lisa, ready to hear what she had to say, and dreading it.

“Mine is probably the easiest thing of all,” she said with a laugh.  “We decided that you’re going to go out to dinner with us somewhere next Sunday.”

“Dinner?” he asked, not sure he was believing it.

“Yes,” she replied.  “You don’t get out of that house yours enough.  You need to live a little.  It was my idea that you should get out, and we all thought we’d like to go too.  So next Sunday we’re planning on going out for dinner…with you.”

That was it?  Nothing more?  “Uh…okay,” he replied happily.

“Oh,” Lisa said, “I almost forgot.”

Jim suddenly felt like he was going to have a fit.

“I want you to wear those nice red heels you have when we go.”

That was it?  It would be embarrassing, but so was the rest of his life.  And he had worn those heels in public before.  How bad could dinner possibly be?  “Um…sure,” he replied.

Jackie waved her hand.  “That’s it for now Jim.  Go sit.  Get some coffee if you need it.  We’ll get to more later.”

Jim’s eyes nearly bulged out of his head.  She was dismissing him, without telling him anything more?  As he headed back to the sofa, he couldn’t help but wonder about things.  They all had something to saddle him with, and all he knew so far was that he would be going out to dinner, not soon, but next Sunday!  Why wait that long?  Was one of them going away for a few days?  That was entirely possible.

Once again he had to sit and wait.  When his baby bottle emptied, he went into the kitchen to refill it.  While he was up, Jackie had him refill the coffee for all of them.  Sitting down again, he was so nervous that he kept the nipple of his bottle in his mouth, taking small sips fairly often.  Peeing with such little notice was definitely fun.

Half an hour later, he heard Jackie call him again.  “Jim…  Time for another one.”

He got up and headed toward the table.  Once again his nervousness made him start peeing as he walked.  Yeah, there was a chance he might wind up with a messy diaper before the evening would be over too.  That would be major embarrassing.  He stood near the table and waited.

“My turn,” Jackie told him.

The churning in his stomach grew worse.  Jackie was the one he feared the most.

“It seems to me,” Jackie said, trying to sound thoughtful, “that just wearing pretty shoes out in public all the time isn’t quite enough.  So you and I are going out shopping on Friday.”

“Friday?” Jim asked hesitantly.

“Yes.  Friday.  We’re going together to buy you a new purse.”

Jim was flabbergasted.  “A…”

“A purse.  A handbag.  A pocketbook.  I don’t care what you want to call it, but you’re getting one.  Or two.  Or three.  However many you want.  But those purses will be obviously made for a woman, and from the moment you buy one you’re going to be required to carry one whenever you leave the house.  I don’t care if you’re just going down to your mailbox to check the mail.  You carry a purse!”

Jim was ready to die.

“What’s more,” Jackie said, “from that point on, you won’t be carrying anything at all in your pockets anymore.  Nothing!  Ever!  That’s what your purse…or purses…will be for.”  She smiled evilly at him.  “I have a no doubt that a big sissy like you is going to enjoy that so much.”

His stomach was rolling.  Either from too much coffee…or what she had just said.  Maybe both.  She was saddling him with having to carry a purse – all the time?  Everywhere he went?  Even just to check the mail?  “But that’s…  I can’t hide it,” he protested.

Jackie laughed.  “Can you hide the shoes you have to wear everywhere?  No Jim, better get used to the idea.  Maybe convince yourself that you’re going to love it.  Friday you and I go shopping and you start carrying a purse.”

He saw the amusement on all their faces.  He was simply…in shock.

“Go sit, Jim.  We’ve still got a game to play.”

In a queasy fog, he headed back to the sofa.  A purse!  On Friday?  Why Friday?  Why Sunday for dinner?  Why not sooner?  But there were still things from Beverly and Pamela to go.  Did that have anything to do with it?  He grabbed his baby bottle and chewed nervously on the nipple.  What else could they have in store for him?

“No!” Beverly exclaimed.  “You took my trick!”

“Ha!” Pam replied.  “You weren’t watching.”

“Shit!” Beverly muttered.  “Let’s hold up then.  I need to get this over with.  And I can’t tell you how much I’m looking forward to it.”

“I know the feeling,” Pam replied.

“Oh Jim,” Beverly called.  “My turn.”

Jim once again got up from the sofa and headed back toward the table.  At least he didn’t pee this time.  All he could think about was what kind of horror did they have in mind for him.  He stopped just short of the table and nervously said, “Yes?”  His voice squeaked, but he certainly couldn’t blame himself for that.

“I know you’re going to enjoy this,” Beverly told him.  “Probably more than you realize.  Or at least I will.”

Jim was tempted to ask what, but the word wouldn’t leave his mouth.

“You and I are going out tomorrow morning,” Beverly told him.

“We are?” Jim breathed, scared down to his heels.

“Yes.  We’re going for a mani-pedi together.”

“A…”  Jim stared in disbelief.

“You’re getting your nails done.  Fingers and toes,” she told him.  “Me too!”

“Um…” Jim tried to find something to say to that, but he didn’t get time to say anything.”

“But there’s more I’m afraid,” Beverly continued.

Jim’s eyes went wide.  More?

“Tomorrow,” Beverly said, “I think we’ll have your nails done in a nice bright red.  But from now on, every Tuesday night when you come here, while we’re playing cards, instead of sitting and doing nothing, you’re going to redo your nails.  Completely.  And you’re going to change your polish to a different color every week.”

Something settled into Jim’s head that had him totally agog.  “You mean I’m going to be wearing nail polish…”

“From now on!” Beverly said flatly.

Jim’s jaw dropped and he suddenly felt a bit of poop slipping out of his backside into his diaper.

“Now for tomorrow,” Beverly said coyly.  “Would you rather we go in your car, or would you like to ride with me?”

“Uh…”  But thinking about things like that were beyond him just then.  Not only was he trying to process having his nails painted, in public, he was trying to process the bit of poop in the back of his diaper.

“Maybe we better take my car,” Beverly decided.  “I know where I like to go.  Is ten o’clock good for you tomorrow?” she asked.

“Um…”

“He’ll be ready,” Jackie answered for him.  “Go sit again Jim.  Now Bev and I have to get payback for them winning that last hand.”

Jim went back and sat down on the couch…on the bit of poop in his diaper.  At least it wasn’t much…he hoped.  It was hard to tell about those things sometimes.  Starting tomorrow, he was going to be wearing nail polish all the time.  Then on Friday, he was going to have to start carrying a purse all the time too.  And on Sunday….  A thought occurred to him.  On Sunday he was going to have to go out to dinner…in public…wearing his read high heels, carrying a purse, and showing red nail polish on his fingers.  No wonder they were waiting until Sunday. 

But then he remembered something else.  Pamela hadn’t told him what she wanted.  He didn’t even want to imagine what she was going to require of him from now on, but he had no doubt that dinner on Sunday was going to be even worse.

Tomorrow…Friday…and Sunday.  Every other day, they were going to drag him from his nice little cocoon of a house and show him off in public.  Every outing was going to get worse.  And he hadn’t even heard what Pamela wanted yet.  His mind raced with the possibilities, even though he didn’t want to think about them.

“That’s it!” Lisa declared.  “We win, you lose!”

“Just remember,” Jackie replied.  “Payback is hell!”

“Speaking of payback,” Pamela said laughingly.  “I guess it’s my turn.”

“All yours,” Jackie told her.  “And then of course we’ve got to shave and change him afterwards.

“Jimmy, Jim, Jim, Jimbo, Jimmy boy, Jimmy!” Pamela called.

Jim was guessing that was his cue to head back to find out the rest of his fate.  As he got up from the couch, he was very aware of how his diaper was sticking to his messy backside.  He did his best to ignore it.  The only consolation for that was that he knew the ladies were going to have to deal with it for him when they cleaned him up before sending him home.  He stopped close to the table, trying to control his breathing as he waited for Pam to tell him her demented idea.  But she wasn’t saying anything…yet.  She was just looking at him.  He swallowed nervously.

Instead of saying anything, Pam reached down to the floor and pulled her purse up into her lap.  She opened it and pulled something out of it.  She set it on the table in front of him.  “Recognize that?” she asked.

Jim stared in disbelief at the tiny nub chastity device he had been forced to wear for an entire week.  Instead of answering, he nodded.

“I don’t see any reason why we should let this little thing go to waste.  So I came up with this little idea for you.  From now on, every Tuesday night, you’re going to roll one die.  That will determine whether or not you’re going to spend the next week wearing that thing.  When you roll it, an even number will mean no, you don’t have to wear it, but if you roll and odd number, then it’s going to get locked onto you for the next week.  Do you understand?”

“Uh…I think,” he replied nervously as he felt a bit of pee escaping into his diaper again.

“Good,” Pam replied.  “Jackie?”

Jackie got up from the table and opened a drawer.  She came back with a singe die from a pair of dice that had come in a board game she had.  She set the die on the table in front of him.

“Roll it,” Pam told him. 

Jim hesitated.  His arm didn’t want to leave his side.  But eventually he reached out and picked the thing up.  He was shaking a bit as his arm gently tossed it back onto the table.  The die rolled across the table and finally stopped showing his fate for the next week.

“Five!” Beverly announced, even though the result was clear for everyone to see.

“Sorry Jim,” Pam told him.  “But there’ll be no fun for you this week.”  With a laugh, she grabbed the chastity device and got up from her seat.  “Come on ladies, let’s get this clown taken care of.”

A few minutes later, Jim found himself strapped spread eagled on Jackie’s plastic covered bed.

“Geez!” Lisa exclaimed.  “He’s soaked!”

Jim felt Jackie pull his diaper open.

“Oh shit!” Jackie exclaimed.  “He’s messy too.”

Jim wished he could laugh, but he was still too much in shock over all the different things that had piled on him tonight.  He could only lay there, tied spread eagled, while they cleaned him and shaved him.  Tied like he was, there was no way for him to stop them from locking the extra small chastity device onto him, rendering him basically without a cock.  The thick nighttime diaper was pulled up and taped firmly in place, he was untied, and then locked into another onesie.  A few minutes later, he was crossing the lawn back towards his house. 

Back at home, his hand pressed as hard as he could against the front of his diaper, but it did no good.  He was locked up.  Locked away.  Fixed!  For all intents and purposes, for the next week, he didn’t have a cock.  And tomorrow he was going to have to go get his nails painted with Beverly. 

The thought of that made him so nervous he suddenly felt himself peeing again – profusely. 

He turned all the lights in the house off and settled himself in his bed.  He put the headphones on his ears and started the hypnotic recording.  But listening to it was beyond him.  He could only think about all the things coming at him this week.

What was he going to do?

 

Too Old to be Young - Chapter 18 - Part 1 of 2

Too Old to be Young

By Karen Singer

 

Chapter 18 – Part 1 of 2

 

Sunday morning, Jim rolled over in bed from his stomach onto his back, and immediately had to move.  Ouch!  Damn it!  He had rolled over onto his headphones that he had tossed aside in the middle of the night.  He could still hear the hypnotic recordings playing from them, but barely.  He couldn’t stand earbuds instead of the headphones, so for him the headphones were the only way to go.  Unfortunately, they were a nuisance unless you were lying flat on your back. 

With the headphones moved out of his way, he turned fully onto his back again.  His diaper felt soaked and huge between his legs.  Scratch that, both diapers he was wearing felt soaked and huge between his legs.  Thank God Jackie had come by last night and let him clean up and shower before bed, although she had insisted on double diapering him again in his super thick nighttime diapers.  The minute she had gone home, he had hit his bed, humping and humping and finally succeeding in getting himself off.  He remembered thinking afterwards that his orgasm had been so good that it made the wait and all he had endured all day yesterday worth it.  As he laid there, he was tempted to roll over onto his stomach and try humping his bed again, but he didn’t. 

Once again, he tried to close his legs and realized that his diapers were so much thicker than he was used to waking up with.  The result of being double diapered in such thick diapers…plus all he had peed last night.  How many times had he woken up last night?  He couldn’t remember exactly.  Even with the hypnotic recordings playing in his ears that were supposed to help him wet himself while sleeping, it seemed like he had woken up again and again.  He distinctly remembered peeing heavily three times.  The other times, it was more like the constant sound playing though his head kept annoying him and waking him up.  He had finally removed the headphones and tossed them aside so he could get some sleep.  Even now he could still hear the recordings playing one after another on the endless loop he had set them to play.

With a grunt, he finally threw his splayed legs over the side of the bed and got up.  That early in the morning, after just waking up, his diapers felt almost as thick as they had yesterday before Jackie had let him shower and change.  But that was impossible.  Coffee!  He needed coffee to get his head on straight.  He grabbed the large baby bottle from his night table.  It was empty.  He usually used the smaller bottles during the day, but he was hoping the larger bottle would help him pee more at night…and hopefully sleep through it so he wouldn’t know he was doing it.  Well, his diaper…diapers…certainly seemed to be wet.  Unfortunately, he was pretty sure he hadn’t slept through any of it.  Not with as many times as he had woken up last night. 

With his coffee maker working, he headed for his desk.  He had whittled all those hypnotic recordings yesterday from twenty down to twelve.  He needed to find one that he felt was good enough to listen to all the time now.  He felt sure that was the only way he was going to get what he wanted out of those recordings. 

As he sat at his desk, he noticed the first feelings that he was going to pee very soon.  He didn’t even have to think about keeping himself relaxed and letting it just happen naturally.  In moments, it just happened.  The entire short process was…comforting.  Nice.  Relaxing.  Enjoyable.

Fun!

When his coffee was ready, he got up and filled one of his small baby bottles.  Since he usually kept coffee within reach all day, he more often was able to finish those smaller bottles than with the larger bottles where his coffee usually got cold.  He was focused now on pairing down those hypnotic recordings.  Back to work!

An hour later, Jackie was there, and he went into the shower.  He came out to find her waiting for him with two diapers in her hand again. 

“Again?” he asked.

“Why not?” Jackie replied.

He laid down on the bed and let her start putting the two diapers on him, only then realizing that neither of the diapers were his super thick nighttime diapers.  “Hey,” he said.  “These are my regular ones.”

“Would you rather have the night diapers again?” Jackie asked.  “I certainly don’t mind.”

“No!  No!  This is good,” Jim replied quickly.

A few moments later, both diapers were fastened around his waist.  The result was maybe a bit more padding than wearing one of his super thick night diapers.  Ten minutes later, he was wearing pantyhose, a very stuffed bra, his locked onesie…and his red high heels.  Like yesterday, Jackie was leaving anything else he wanted to wear up to him.  After watching her walk out the door, instead of dressing further, he got back onto his bed and started humping for all he was worth.  He wasn’t going to go all day without being able to again.  And even if he had no interest in doing any of his baby – sissy stuff afterward he came, he knew he was going to have no choice but to continue with it all, because that was the nature of the relationship he had with Jackie.  With Jackie and all her demented friends.

What day was it?  Sunday?  He had today, tomorrow, and then it would be Tuesday again.  Horror day.  His day when sometime that evening his life would get so much worse…somehow.

 

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When Jim woke up Monday morning, instead of rolling over off his stomach, he stayed there with his eyes closed.  He had woken up in the middle of the night and removed his headphones and turned the recording off before going back to sleep.  And he had slept soundly.  Now, still lying half asleep on his stomach, thoughts and images kept playing through his mind.  Exciting thoughts and images.  Particularly the fantasy about peeing in his sleep every night without waking up.  Being so used to doing it that he would have no choice but to forever wear diapers to bed because he wouldn’t be able to control it.  In his half-dreaming state, his fantasy grew, and so did his cock locked deep inside two layers of his thick nighttime diapers.  He couldn’t help himself, and he didn’t want to help himself.  He started humping his bed.  Desperately trying to get himself off. 

As the fantasy continued to play in his mind, the feeling of his super thick diapers helped excite him.  He couldn’t close his legs if he tried.  He worked at getting off, and worked at it, but once again two layers of his soaked super thick diapers got the best of him, and he was forced to give up.  Damn it!  He finally swung his legs over the side of the bed and stood up.  His diaper was thick and heavy.  He thought he remembered waking up twice during the night to pee, plus the one time when he had pulled the headphones off and shut the recording down.  After that, he had slept soundly. 

He grabbed his empty baby bottle and waddled his way out to the kitchen, noticing how heavy his diapers seemed.  “He must have wet himself a bit heavier those two times he had woken up to pee than he had originally thought.  But since he had woken up to pee, then he knew for a fact that he still wasn’t peeing in his sleep.  But he was down to five recordings he was listening to now, and he had hopes that in a week or two, or maybe a month or two, he would eventually get there.

With his coffee brewing, he went to his desk, where since he had been unable to get himself off, he once again began working on his super-long story.  His horniness helping to add fuel to the words he was typing.  But typing wasn’t fully on his mind.  Today was Monday, tomorrow night Jackie would be making his life a bit more like hell.  What would she do to him next?  He dreaded it, but he also couldn’t wait to find out.

The other thing on his mind was wondering if she would again stick him in two diapers, super thick or otherwise.  So far, it was proving to be a lot of fun, even if she was refusing to change him until bedtime.  Two days in a row now she had done that to him.  Even with his thinner regular diapers yesterday.  What would she do to him today?  What would she do to him tomorrow night?

Worry about it had him shutting down his story.  He couldn’t work on it.  He went to the kitchen and got his coffee, then came back to his desk and started searching the internet for fun and exciting things to look at.  Just as soon as Jackie left him alone today, he was going to hump his bed and get himself off.  That much was a certainty.  No matter what she put him in, since he wouldn’t be soaked, he was sure he could succeed.

An hour and a half later, he was trying to do just that.  Hump his bed to get himself off.  Except once again he wasn’t having a lot of luck.  She had only put him in his regular daytime diapers, and once again only two.  But this time when she had put them on him, she had first tucked his penis straight back between his legs as hard as she could before pulling the diaper up tightly to hold it in place.  So far, try as he might, he couldn’t get the thing back to a more normal position.  Consequently, he humped and humped to no avail at all.  He might as well be back in the chastity device.  He humped and pumped and wanted to scream.  It was useless. 

He tried again and again to push it with his fingers, but the pantyhose over the two diapers and then the onesie locked over that wouldn’t let him get his fingers anywhere near enough to move it.  No matter what he did, try as he might, he couldn’t get any stimulation to his penis inside his diapers at all.

He finally got out of bed and in desperation looked around the house for something he could straddle and either rub back and forth directly on his crotch, or maybe bounce up and down on, but he couldn’t find anything like that to use at all.  He thought seriously about taking his baby bottle and throwing it at the wall.  Instead, he stuck the nipple in his mouth and sucked.

What had that damn demented woman done to him this time?  He could kill her!  And even as he thought about that, in his increased, unrelieved hornyness, he remembered that tomorrow was Tuesday.  D-Day…or maybe T-Day for trouble day.  If he was this frustrated now, how much worse would his life become tomorrow night?

 

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Tuesday morning slipped into place quietly with an aching in Jim’s lions that he knew he couldn’t hope to quench.  He didn’t even try.  Not with two layers of his thick nighttime diapers taped on him and his penis once again stuck back between his legs.  Damn demented Jackie had seemed to get a kick out of that yesterday when he had complained that he couldn’t get off at all because of it.  She had laughed!  He wasn’t laughing, that was for sure.  How many times now had she told him this was all about his enjoyment, and yet all week she had gone out of her way to make sure he had as difficult a time getting that enjoyment as she possibly could. 

His mind finally realized that the hypnotic recordings were still playing through the headphones still on his head.  The sound of the voices had become nothing more than background noise above his constant need and searching for ways to get himself off.  He pulled the headphones from his head and threw them aside.

He was well aware of how monstrously thick his diapers were.  Over the last few days, super thickness had become his norm.  He briefly wondered what only one of his daytime diapers would feel like again – if he ever got the chance to wear only one.

He finally threw his covers off and dropped his legs over the side of the bed.  He noticed himself peeing a bit as he stood up.  That was interesting.  For a moment there it even took his mind away from his denied sexual need.  He grabbed his empty big baby bottle from the nightstand and waddled his way out to the kitchen.  He didn’t have to think about making coffee, he just did it.  With the coffee brewing he waddled his way toward his office, peeing once again along the way.  He must not have gotten it all out of his system the first time.  It had taken gravity and moving around a bit before the rest of it came out.

He went through the usual motions, looking for things that were interesting, despite his inability just then to get any kind of relief.  He looked at things, but in the back of his mind he couldn’t help but remember that it was Tuesday.  Death-day!  Or at least trouble day.  What would Jackie and her friends saddle him with next?  He dreaded finding out, while at the same time, a part of his aching loins couldn’t wait.

  A small baby bottle of fresh coffee in hand, he tried working on his long story, but he couldn’t.  The more he tried to think about other things, the more his mind wanted to worry about what would happen later tonight.  Even the few times when he peed a little didn’t seem to overshadow that worry.

When he heard Jackie come in through the door, he got up from his chair to greet her.  Peeing while he said hello was like a small secret joke.  She didn’t even know he was doing it.  Going into the shower a few minutes later, his mind finally turned to wondering what miserably difficult way she was going to dress him today.  He finally walked out of the bathroom to see only one regular daytime diaper laid out for him on his bed.  But that didn’t mean much.  He had seen that before.  Just before she added more of them.  He laid down on the bed and was immediately filled with joy when she didn’t push his penis back between his legs.  He felt her taping the diaper firmly closed, and couldn’t believe it when she told him to get up.  Two minutes later, he was locked in his onesie with only the one daytime diaper. 

“Okay, Jim,” she told him.  “See you at lunchtime.”

With that, he watched as she left his bedroom.  A moment later, he heard the front door open and close.  He took a few steps.  He didn’t even waddle.  The single diaper felt like almost nothing after what he had worn for the last few days.  It was joyously light and comfortable.  And he already missed the sexual thrill of all the extra bulk he had been enjoying.

Realizing that there was no longer anything to stop him, he literally threw himself face down on his bed and began humping.  Joy!

His trepidation grew when she changed his diaper just before lunch.  He asked before she left what was in store for him that night, but she only smiled slyly and walked out.

He asked again when she showed up mid-afternoon to change him.  Still, she refused to answer.  The longer the day dragged on, the more he worried about it.  Nothing he tried to occupy himself with seemed to help.  He took a nap for a while, after first humping himself off again, but the moment he woke up, the thoughts and worry over the evening to come came crashing back at him.  What would they do to him next?

She was back shortly after dinner to change him one more time.  Still, she refused to tell him anything.  She didn’t even request that he wear anything special over his locked-on onesie.  She just said, “See you later,” and disappeared.  He didn’t know if that was ominous or not.

 

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A Bit Behind

 Yeah, I've been bad.  Sorry.  It's not my health that's kept me from posting, I've just been very, very busy with other things.

My health isn't any better at all, but at the same time, it isn't any worse either, so that's good.  I spend most of my time now going from one doctor to another, with no results.  I've learned that whenever I stand up, I have to do it SLOWLY or the dizzy monster will get me.  Once my brain settles down though, I'm good to go.

I've got the next chapter at least halfway done.  I'll try to get it out later in the week, but no promises.  

Onces again, sorry for the delay.

Too Old to be Young - Chapter 17 – Part 2 of 2

Too Old to be Young

By Karen Singer

 

Chapter 17 – Part 2 of 2

 

Jim looked at the clock.  A quarter to three.  He had finished lunch a little while ago.  A much later lunch than he usually ate.  What time would Jackie show up to change him?  He wasn’t sure.  He was sure though that despite how wet he thought he was, with the super bulk of diapers he was wearing, he didn’t feel like he needed changing yet.  Besides, he hadn’t peed that much today.  But as he looked at the clock, he knew without a doubt that despite his diapers not being too wet, he was absolutely going to need a diaper change before long.  It wasn’t the wetting that was going to be his problem.  It was going to be a problem of a much messier nature.  Not to mention smellier.

He briefly wondered how nasty the smell would be being confined inside two of his nighttime diapers.  Not that he cared about that so much.  He just knew that since he was still doing everything possible to not hold back on his peeing and pooping, it was going to come out of him before too long.

Ten minutes later, he couldn’t concentrate on anything but the impending feeling of knowing he was going to mess his diaper.  He stood in front of the crack between the curtains on his back window and stared out at the yard behind his house, seeing it, but not seeing it.  He was doing everything possible to not tighten his muscles at all and just let it all happen naturally.  He’d had a bit of practice with it now.  Every single day lately.  The familiar pressure built, and before long, he could feel the mess sliding out of his backside, slowly at first, then faster for a moment until it slowed way down as it hit his diaper and nearly stopped.  But the mess was going to come out of him one way or another and the diaper was only a minor impediment to for it.  Faster and faster, he felt it all coming out, moving around, dropping down as gravity took hold of the worst of it.  He could feel it pressing against his backside, and he could fee it in the bottom of his diaper. 

He stood there, not only unwilling to move, but unable to move.  How bad was it this time?  It had felt like a lot.  It had all come out of him easier this time too.  Of course, with the thickness of the two nighttime diapers keeping his legs further apart, maybe that had a tiny bit to do with it too.

With the entire experience now over with, he finally pulled himself together and turned awkwardly around, being careful with the way he moved because of the huge mess he was now wearing.  He looked at the clock again.  What time was Jackie going to come and finally change him?  She had come over to change him earlier, but hadn’t because he had been sleeping.  Hopefully, now she would come sooner rather than later.  So what time was it going to be?  How much longer?

He didn’t walk.  He couldn’t.  He waddled instead, slowly and carefully around his living room for a while, often stopping to stare out the crack between the curtains.  He walked to his office, his bedroom, his kitchen, and back to his living room.  No Jackie.  No change yet.  It felt like he had been walking around his house forever!  He was getting tired of it.  He remembered sitting down in the mess yesterday.  In his recliner, it hadn’t been a real problem.  He also remembered sitting in the mess yesterday at his desk.  That had been…uncomfortable but interesting as well.

Remarkably, the entire situation was keeping him very turned on.  He had purposely not gotten himself off earlier so he could enjoy it all…and he had.  Now, thoughts of humping his bed ran through his head again.  He gingerly headed back to his bedroom.  He started to climb up on his bed so he could start humping, then he stopped himself again.  He didn’t know when Jackie would show up to change him.  Hopefully it would be soon.  What if she showed up while he was trying to hump his bed?  He’d much rather she didn’t see him doing that.  Darn! 

He turned and left the bedroom.  What was he going to do?  He supposed he could sit in his recliner and read again like he had done yesterday, but the truth was, he was now too turned on to read anything but fun stuff.  He headed for his desk instead.  Most of the mess inside his diaper was now in his crotch.  The thickness of the diapers were keeping his legs splayed wider than usual, and he now had even more reason to not close his legs.  As he sat down in his desk chair, he could still feel some of the mess squishing down and spreading out over his backside.  Yuck!  He couldn’t help it, the fact that this is exactly what he had asked Jackie to do to him, oddly enough, was keeping him very turned on.

He turned his attention to his computer.  Did he want to read something interesting?  But he was too turned on for that.  All he really wanted to do was to hump his bed – finally!  But he dared not do that in case Jackie showed up – soon!  So what did he want to do?  Not knowing, and not wanting to move around much, he pulled up the hypnotic files and started with the first one.  Only one at a time this time.  And hopefully, he wouldn’t fall asleep again.  After sleeping so long earlier, he could see no possibility of that happening at all.

When was Jackie going to get there?  He needed changing…and as soon she left, he needed relief!

One file.  Two files.  Which one was better?  They were both…okay.  He listened to the third.  Where the hell was Jackie?  He made small notes about each file he had listened to already.  He played a fourth file, then deleted it.  Terrible!  Where was Jackie.  He checked the time.  She had to be there soon.  He played two more files, deleting one of them.  Where was Jackie?  It was dinner time, and he was getting hungry.

He got up from his desk and waddled slowly and carefully out to his kitchen.  Where was that blasted woman?  Damn her!  He needed changing, not to mention a very good shower now.  He had been stuck in messy, smelly diapers for hours now.  Fortunately, with the two super thick diapers he was wearing along with everything else he was literally trapped in, he couldn’t smell it that much.  Fortunately!  Where was that blasted woman?

He finally grabbed his cellphone and called her.

“Hello?  Jim?” Jackie’s voice came over his phone.

Was she laughing?  Jim wasn’t sure.  “Jackie,” he said.  “When are you going to change me?  I need a shower badly.  I have for a long time now.”  And then he was heard it for sure.  There was no missing it.  The damn woman was laughing at him.  Ugh!

“Oh Jim,” Jackie laughed.  “Sorry, but I’m not changing you today.  Maybe at bedtime, but not until then.  Maybe!”

“What?  But I’m messy!  Disgustingly messy!  I need to be changed.”

“Not today,” Jackie laughed.  “I know those two super thick diapers can hold a lot.  So since you’re enjoying yourself so much with them today, I thought I’d let you enjoy them as long as possible.  Have fun today Jim.  See you at bedtime.  Bye-bye!”

Jim was suddenly holding his phone to his ear, with nobody on the other end.  One thing had come through perfectly clear.  She wasn’t going to change him.  Not until bedtime…and maybe not even then.  And with his onesie locked on, there was no way he could do one single thing about it.  He was stuck!  Stuck in his diapers.  Stuck in the mess inside his diapers.  Stuck in all the pee in his messy diapers.  Stuck in his bra and his white tights.  Stuck in his locked on little girl shoes.  Stuck in all of it!  Stuck!

He put his phone down and waddled straight to the bedroom.  He climbed up on the bed and began humping for all he was worth.  Forget the mess in his diapers.  Tough shit if it got all over the place.  He needed this!  He humped as hard as he could for almost five minutes before he stopped and slammed his fist against his pillow.  Damn it!  Damn it!  Damn it!  His diapers were so thick he could hardly get enough pressure against his cock to do anything.  The thickness of his wet and messy diapers were literally preventing him from getting any release.  He desperately humped slower now, still trying for anything he could get.  He tried bunching a pillow up and putting that between his legs to hump.  No luck.  In fact, it made it worse.  He looked around the room for anything he could put between his legs to try and hump and didn’t see a single thing.  He literally growled his frustration.  Damn that woman!  What had she done to him?”

After twenty minutes of desperate trying with absolutely no results, he gave up.  For all the good it had done him, he might as well have been locked up in that damn chastity devise again.  No!  Not that!

As he waddled his way slowly toward the kitchen to make himself some dinner.  He could feel that the mess inside his diaper was now literally everywhere.  Front and back.  Fortunately, it was all still inside the diaper.  He hoped.  And the worst part was, there wasn’t a damn thing he could do about it.  He glanced at the clock again.  How long until Jackie came to change him at bedtime?  Hours!  What was he going to do?  With a sigh, he realized that there was only one thing he could do.  Endure it all.  He had no choice.  Once again, he remembered that no choice was exactly the thing that he had asked Jackie to do to him in the first place.  No choice.  Endure whatever she threw at him.

In the kitchen, he started a fresh pot of coffee, then searched his refrigerator for something he felt like eating.  Eating wasn’t what he wanted to do, even though he was getting hungry.  Humping his bed and getting off was what he wanted.  Unfortunately, it seemed he couldn’t manage that just then.  He was stuck making dinner for himself.  Eating that dinner.

And enduring what Jackie had done to him. 

Damn, he needed some relief!

 

Too Old to be Young - Chapter 17 – Part 1 of 2

 Too Old to be Young

By Karen Singer

 

Chapter 17 – Part 1 of 2

 

Thursday morning, Jim got up knowing that he hadn’t unconsciously wet his bed the night before.  Then again on Friday, he got up knowing it didn’t happen either, and both nights he had listened to a hypnotic recording before going to sleep that was supposed to help him wet the bed.  Obviously, the recording didn’t work, or it was a lousy one to begin with.  He wasn’t exactly knocked out by the contents of the thing, but at least it had been free.

Friday morning, he and Jackie again went grocery shopping together, this time he wore his low-heeled black pumps that he loved wearing so much.  While he was still embarrassed over it, he didn’t feel like the low black pumps were as noticeable as the red high heels.  In fact, since nobody had said anything to him about his red heels the week before and nobody was saying anything about the shoes he was wearing this week, he actually enjoyed wearing them out in public.  Getting away with it, or not getting away with it and at least nobody bothering him over it, made it all that much more exciting for him.  The stuff of his dreams.

When Jim woke up Saturday morning, still knowing he hadn’t wet in his sleep, he decided to ditch the hypnotic recording he had listened to for the last three nights and find a better one.  He knew he needed to give the recordings more time.  Weeks or months maybe, but the truth was, the recording he had been listening to had been pretty darn bad.  He had found a number of free ones on the internet.  It was time to pick something better.

He got out of bed and automatically headed to the kitchen to get his coffee maker going.  He barely glanced at the three baby bottles on his counter.  They were all still on his counter because he had never bothered to put them in a cupboard.  His fourth bottle was still on his desk in the office.  With the coffee maker brewing a fresh pot, he headed for his desk.  He never even paused as he felt himself peeing slightly.  The thought that he was doing it so easily and with only a few seconds notice excited him.  In the past few days, he had gotten much better at keeping all those muscles in his body completely relaxed.  In fact, the way they all were now felt completely normal to him.  He was hoping that before long, peeing with no control would feel normal too.  That thought had his cock growing again inside his diaper.

He sat at his desk and pulled up a web browser.  As the browser opened, his hand automatically headed for the baby bottle on his desk.  He stopped himself.  The coffee in the half-full bottle would be cold.  Because of having to drink from nothing but baby bottles now, he was winding up drinking less coffee, and coffee was the primary thing he drank all day.  Most days, coffee was the only thing he drank.

Desperately waiting for his coffee maker to finish brewing, he started looking for hypnotic recordings he could listen to every night to help him learn to wet himself in his sleep.  On the site he was on, there were a lot of them.  He selected the first one from the list and started downloading it to his computer.  When that finished downloading, instead of listening to it, he found the next one and started downloading that as well. 

While the file downloaded, he grabbed his baby bottle and headed back to the kitchen.  He dumped the cold coffee out and grabbed the fresh pot.  He started to pour it into the baby bottle, then stopped himself.  What he was doing was dumb.  Because he was stuck drinking from the bottles, he was drinking a lot less, and despite the insulating Koozie around it, his coffee continuously got cold.  He set the large size bottle aside and removed the nipple from one of the smaller bottles instead.  He filled it and screwed the nipple back on.  When he grabbed it though, the darn thing was too hot to handle.  He grabbed the other drink Koozie and stuck the small bottle inside.  The smaller bottle for some reason was slightly wider than the larger one and the koozie fit more snuggly, which was good.  But what wasn’t good was that the koozie was too tall for the small bottle.  The tip of the nipple barely stuck out above the edge of the koozie.  The solution to that problem came quickly and easily.  Grabbing a pair of scissors, he removed the bottle and trimmed the koozie down to a smaller size that just covered the bottle but not the top.  When he put the bottle back in, everything fit perfectly.  He picked it up and drank as he headed back to his desk…once again peeing slightly along the way.

As he downloaded hypnotic file after hypnotic file to his computer, he held the smaller baby bottle and drank from it often.  Before long, he finished it…something he had rarely done since he started drinking from the darn things.  He went back to the kitchen and refilled it.  Ahhh!  Hot coffee.  The smaller bottle was working out much better!  This time he didn’t pee as he headed back to his desk.

 

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Jackie used her key to let herself into his house, once again carrying her own mug of coffee with her.  “Hi Jim,” she called out as she entered.

“In here,” Jim called back.

Jackie found him in front of his desk.  “Writing again, or just reading?” she asked.

“Neither,” he said.  “Just…looking around.”

“Having fun though?” she asked, noticing the smaller bottle in his hands.

“I guess,” he replied.  The file he had been downloading finished and he closed down his browser and headed for his bedroom, more than ready for his morning shower.

When he came out, he found Jackie waiting for him, but the diaper she was holding surprised him.  “That’s one of my nighttime diapers,” he noted.

“Yeah,” she replied with a smile.  “I just thought you might enjoy something different for a change.”

“Different?”

“You…I mean we…are doing this for your enjoyment, right?”

“Uh…yeah,” he agreed hesitantly.

“Then lay down and enjoy it.”

Jim settled himself on his bed and let Jackie pull the thick diaper under him.  But she left it there and got a second thick nighttime diaper too. 

“Two?” he asked.

“Very good!” Jackie replied.  “For a big baby, you can count to two.  Congratulations!” 

Jim watched with wide eyes as she carefully grabbed a pair of scissors and started cutting slits in the lining all over the thing, especially in the crotch.  She had him raise his butt and carefully slid that one between his bottom and the first diaper she had laid out on the bed.  She tightly pulled the inner diaper around him and fastened it securely.  She had to work a bit harder to pull the second diaper tightly over top of the first one, but in moments it too was fastened securely.

Jim got up from the bed trying to come to grips with the ridiculous bulk between his legs.  Before he could make a comment about it, he found Jackie handing him something – his white tights.

“Here,” Jackie said.  “Put these on too.”

Jim was still trying to fathom the double night diapers he was wearing as he worked to pull the tights up his legs.  But of course, after that, Jackie handed him a bra to put on.  When it was in place, she stuffed the cups of it as full as possible with some of the things she found in his dresser.  Jim already knew what was coming next.  No surprise, one of his onesies soon locked every bit of it onto him so he wouldn’t be able to remove any of it.  And after that, came the locking little girl shoes.  Locked, of course.

“Might I suggest your darling little girl dress again?” Jackie suggested.  “But of course, what you want to wear over that is up to you.  That is, if you even want to wear anything over it.  With a laugh, Jackie turned her back to him and headed for the door.  “Enjoy yourself Jim.  I know I’ll be enjoying thinking about you.  How much fun is it to wear diapers that thick?”

Jim stayed in his bedroom listening to the sound of his front door opening and closing.  What did he want to wear…if he wore anything at all over top of what he had on?  He couldn’t decide.  Wear the fancy dress, or dress more normally?  Of course, he had other dresses and skirts he could wear too.  Still mostly concerned with the huge bulk between his legs, he couldn’t decide.  All he could think about was the feel of the thick diapers trapped under his onesie. 

He walked around a little bit in his room with his hand pressed against his crotch as he tried to get used to the massive bulk between his legs, pressing his thighs apart.  He couldn’t even close his legs! 

He had a feeling that wearing a pair of men’s pants might be out, not that he had any interest in wearing them anyway, he was once again too turned on by his situation.  Another situation he couldn’t get himself out of.  He looked at his bed, already picturing himself humping to get himself off.  He got as far as beginning to climb up on it when he stopped himself.  No!  He didn’t want to lose the feeling so quickly.  He wanted to savor it and enjoy it as long as possible.

Not knowing what he wanted to put on, he wandered back to his office where he automatically grabbed his baby bottle and put it to his lips.  After what Jackie had dressed him in…and locked him in…his legs were splayed uncomfortably in his seat.  His mind was practically blank with shock.  He sipped unconsciously from his bottle while waiting for his web browser to come up, he felt the now faint feeling that he was going to pee soon.  His mind latched onto it as something to concentrate on.  It happened only moments later, then the feeling was gone.  In the huge bulk of his diapers, the bit that he had peed seemed to make no difference at all.

Still sipping from his bottle, he put deciding on something else to wear out of his mind and found where he had left off earlier and started downloading another hypnotic file.  When he had twenty of them in his collection, he decided he had enough.  It was time to start weeding out the good ones from the bad.  He refilled his small baby bottle with fresh coffee and went back to his desk.  He pulled his headphones on over his ears and started listening to the first file. 

The continuous almost monotonous droning of the voice as it went through the lengthy induction process was boring beyond belief, even though he thought it was better than the file he had tried to use already.  He kept listening though because he needed to hear all of it so he could compare the contents with the other files in his list.  It felt like it took forever before the file finally finished and the next file in his list automatically began to play.  By the time he reached the end of it, his head was laid back and his eyes were closed. 

Why had he downloaded twenty files?  Yes, he was enjoying listening to them.  Actually, he was enjoying them when they finally got past the induction processes so he could hear the suggestion content, but he felt he needed to evaluate the induction part of them too.  Unfortunately, the induction for the recordings so far was most of the content.  At least it felt that way.  With his head back and his eyes closed, he fell sound asleep halfway through the fourth file.

 

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“Hi Jim,” Jackie called as she entered his house just before lunchtime.  She had come over, even though in reality, she had no intention of letting him change.  She had double diapered him in those thick nighttime diapers.  It was time for him to figure out that he wasn’t going to get changed today until much later…if at all.  In fact, if his diapers held up well enough, maybe she wouldn’t change him until bedtime.  She wasn’t sure about that.  She would have to see. 

Not getting an answer from him, she went searching for him and found him laying back in his desk chair with headphones on his ears.  She heard him snoring softly.  Should she wake him?  But what would be the point if he was enjoying a nap.  She had no intention of changing him anyway.

Feeling a bit devilish, she grabbed a pen and a piece of paper and left him a note telling him that she had been there, but since he was so sound asleep when she came to change him that he would have to miss this diaper change and wait until the next one.  With a small chuckle, she quietly left his house and went home.

 

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Jim felt groggy beyond belief as he slowly woke up.  His body ached from not sleeping in a more comfortable position.  There was the soft voice of someone telling him that he would wake up feeling very refreshed playing in his headphones.  Just then, refreshed was the last thing he felt.  He pulled the headphones off and set them on his desk.  In truth, he couldn’t remember much of anything he had listened to before he fell asleep.  It was all one big jumbled mess.  He shut down the file that was playing, not even knowing how far the system had gone.  He had fallen asleep in the middle of it all, so it didn’t matter.

Standing up, the unfamiliar bulk of his diapers was thick and heavy.  He felt hungry too, but he would wait until after Jackie came and changed him before he ate.  Grabbing his baby bottle, he headed to the kitchen to refill it.  Walking was even more uncomfortable than it had been earlier when Jackie had first locked him into it all.  But he knew it was all just from it being such a new experience for him.

He refilled his bottle and put it to his lips for a quick drink.  Ah!  Good and hot.  Taking another drink, he headed back to his office.  When he got there, he found the note that Jackie had left him.  She had been there?  He couldn’t believe it.  He checked the time.  Damn!  It was almost two in the afternoon.  How long had he slept?  No wonder he felt so groggy.  No wonder he was so hungry.  He sat down in his chair again, the unfamiliar bulk of his diapers momentarily feeling strange underneath him as he contemplated the fact that he had napped for so long.  As he sat, he stared at his list of hypnotic files.  Since he had fallen asleep listening to them, he couldn’t even remember which of the first few he had listened to were better than any other.  He was going to have to start again, and hopefully, this time, not fall asleep.

Frustrated, he got to his feet and waddled back to the kitchen to make himself some lunch.  How long before Jackie was going to come back to change him?  He remembered peeing a few times earlier, but he certainly didn’t remember needing to pee while he had been napping.  With the huge bulk of diapers inside his onesie though, he didn’t really feel like he needed changing yet.  Thinking about that, he once again felt the telltale signs that he was going to pee.  A few moments later, it happened.  Nope!  Didn’t pee while he was sleeping, not if that much came out of him now that he was awake.  As he had been doing all morning, he took another sip from his baby bottle.  Now, what did he want for lunch?

 

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