Too Old to be Young - Chapter 23

 

Too Old to be Young

By Karen Singer

 

Chapter 23

 

Did he, or didn’t he?  He honestly couldn’t remember.  In the grand scheme of things, it really didn’t matter.  But…in the grand scheme of things, it mattered a lot!  So, did he, or didn’t he?  Of course, he hadn’t exactly been thinking about it.  All night long the ending of his story seemed to saturate his mind.  He had thought and dreamed of little else all night.  So if he didn’t remember, he guessed he had a good excuse.

He pried his legs out of bed and sat up.  He already knew his diaper was huge.  Bloated.  And for one of those nighttime diapers, that was saying something.  But then, his night diapers were always that way in the mornings.  He got to his feet and waddled out toward his kitchen, still contemplating the same problem.  Did he or didn’t he.  He peed as he walked down the hallway.  It registered, but not much.  Not enough to distract him from his problem.  Did he, or didn’t he?

Did he wet himself while he slept last night or not?  As he fixed his coffee maker he tried to wrack his brain for an answer, but he honestly couldn't remember waking up to pee at all.  All he could remember was thinking about the ending of his story – all night long!  He had been too distracted by it to think about whether he needed to pee or not.  Was that progress?  Or not.  He finally decided that no, it wasn’t progress at all.  Still…it was curious.  Interesting too.

Did he?  Or didn’t he?

Once his coffee maker was working, he got to work too.  He had dreamed about the ending of this story for a while now.  He had dreamed intensely about it all last night.  It was time to get those thoughts and images down into words and finish the thing.  Put it, and him, out of its misery.

In the back of his mind, he didn’t forget for one minute that it was Tuesday.  In the back of his mind, he didn’t forget that just hours from now, Jackie and all her demented friends would find some way to make his entire life even more of a living hell.  But believe it or not, and he still had a hard time believing it, that was exactly what he had signed up for.  How much longer would it go on?  How much more could they do to him?  How much more could he stand?  But how much he could stand didn’t seem to matter.  He…and they…had fixed things so he couldn’t back out.  He had no choice, because that’s what he had asked for.  No choice.  And somehow, they had done it.  That much was a fact.  He had no choice in any of what they saddled him with, week in and week out.

But all that was still secondary to the one main thing on his mind.  Finishing his story.  And what a story it turned out to be.  It still boggled his mind.

“Hi Jim,” the voice called, seemingly earlier than usual. 

He glanced at the time on his computer.  Was it that late already?  Where had the time gone?  “Morning,” he called back before he went back to his typing.

Jackie found him in his office.  “Hi Jim,” she said again as she went in, noticing that once again he was hard at work.  How long was this story of his?  Or was it a new one?  By now, she figured it had to be something new.

“Hi,” He muttered back, still intent on his typing. 

“Keep working,” she told him with a pat on his back.  “I’m in no hurry.”

Jim kept typing, trying to get his ideas down.

She went into his bedroom and came back a minute later, and shoved his pacifier up against his lips.  “When are you going to learn about that thing?”

“He looked up at her, his eyes furious, yet with the pacifier covering his lips she could only laugh and turn her head away.  She really did get a kick out of seeing him sucking on the thing.

Five minutes later, she had him unlocked and she watched as he disappeared into his bathroom.  She wandered through his room, mostly through his closet, picking things out to try and convince him to wear today.  Oh yes!  Today, that was going to be a must!  She chuckled, wondering who was getting the most fun out of this arrangement today, her, or him?

When he came out, she padded his bottom thoroughly with not one, but two of his nighttime diapers.  He wasn’t going to be getting his legs even close to each other anytime today.  After that, she handed him his pair of white tights.  Jim looked at her trying to show how irritated he was with what she was trying to make him wear, but she knew better and laughed.  “You love it, and you know it, now put them on.”

Reluctantly, Jim sat on the bed and pulled them up his legs and over the incredible bulk of his diapers.  Somehow, he wasn’t the least bit surprised when she handed him his breast forms and a bra.  And of course, all that got locked onto him when he put his onesie on, and she clicked the lock shut behind his back.  No getting out of it now.  It was the damn super bulk of the diapers though that caused him the most distress.  Mostly because of his overpowering need for some relief!  The super bulk was making him hornier than he already had been, even though his penis, trapped in that stupid chastity device barely existed.  And it didn’t exist enough to give him the least bit of pleasure.

Jackie set out the other things she wanted him to wear, his little girl dress and the lockable little girl Mary-Jane shoes with the big white bows on the top.

“You’re joking!” Jim complained.

Jackie laughed.  “Jim, this entire thing is one big joke to me, and I find it funny.  Besides, you love it.  Now put those shoes on so I can lock them.”

Two minutes later, he was unable to remove the shoes, just like he was unable to remove everything else he was wearing.  Jackie left him there like that for him to put the dress on himself.

“See you for lunch,” Jackie called as she headed for the door.  “And don’t forget that pacifier!  Don’t let me walk in here later this morning and catch you without it.”

“I thought you said you wouldn’t see me till lunch!” Jim called back.

The sound of Jackie’s laughter reached his ears from the hallway.  “Lunch for sure, but knowing you’re stuck in that outfit, with that dress, is probably going to keep me coming back lots of times today.  All day!”  Jim heard her laughing again as the front door opened and closed. 

Damn his life was ridiculous.  The pressure on his compressed cock increased as he put the dress on.  How was he going to concentrate enough to finish his story dressed like this today?  Pacifier in mouth, he waddled out to the kitchen and refilled one of his small koozie covered baby bottles with coffee.  He pulled the plug from his mouth and stuck the nipple from the bottle in instead.  Coffee!  Even from a baby bottle it was the stuff of life.  He was going to leave the pacifier behind on the kitchen counter, but he thought better of that idea.  He stuck it in his mouth as he waddled back to his desk to finish his story.

Somehow, he managed to write, despite everything he was wearing that day, and despite the damn pacifier he kept stuck in his mouth.  In fact, normally, he often chewed on his bottle nipples as he worked.  Chewing on the pacifier was a lot easier, and his fingers didn’t have to leave the keyboard while he did it.

He was down almost to the very end of the story when he suddenly felt a hand touch his shoulder.  He jumped and turned, momentarily startled.  “Oh, it’s you,” he said, the pacifier still in his mouth.

Jackie laughed.  “I just had to pop over for a look to see you,” she said, the glee in her eyes was hard to miss.  Her hand reached out and tapped the pacifier in his mouth.  “Just where it belongs,” she said with another laugh.  “Stand up for me for a minute and let me see you.”

She was interrupting his writing.  Interrupting his thoughts, but he got up from his chair anyway and let her see the whole effect of what he was wearing.  Her laughing and lifting his skirt to get a look at the bulk of his diapers underneath didn’t help matters for him.  She suddenly rushed him and hugged him.  “You look just too precious for words,” she whispered.  With a laugh she headed for the door, turned one last time to look at him, then left. 

Too precious for words?  She needed her glasses!  In fact, now that he thought about it, she wasn’t wearing them.  Yeah, no doubt about it, Jackie, like all her friends, was simply demented.

When lunchtime came, he managed to pry himself away from his story.  Was he really going out that door dressed the way he was?  Yes, he knew for a fact that he was going to do it, and it wouldn’t be the first time he had gone over to Jackie’s house dressed that way.  Tightening his grip on his purse and tightening his teeth on his pacifier, he went out and crossed Jackie’s lawn and hurried into her carport.  He couldn’t knock on her door fast enough.  Why, oh why, did it take her so long to answer the damn door lately?

“Hi Jim,” Jackie greeted him with a big smile the moment she saw him.  

“Mm!” Jim grunted as he literally pushed his way past her.  Actually, just getting, “Mm,” out was the easiest thing to say with that pacifier in his mouth.

“Did he feel silly dressed the way he was in her house?  Yes!  Even though he had been there that was several times before, it was still embarrassing.  And for some reason, eating an entire lunch of baby food while dressed as a…toddler… seemed somehow more appropriate.

“Would you like to spend the afternoon?” Jackie invited him.  “Or are you too wrapped up in that thing you’re writing?”

“Uh…to be honest,” he replied.  “Would you mind much if I simply got back to work on it.  I’m almost done, and I seem to be somewhat obsessed with it.”

Jackie was disappointed, but she didn’t want to let him know.  “No, of course not.  See you later though?  For dinner?”

Dinner again.  Another day of two meals with her.  What was going on?  “Sure,” he agreed happily.  A minute later, he was hurrying back across her lawn, praying that none of the neighbors would see him.  Inside, he set his coffee maker working again and headed back to his desk.  Now where was he?

Two hours later, he stared at his computer screen.  He had done it.  He had finished it.  All of it.  The entire monstrous length of the thing.  So what did he need to do next?  The answer to that was easy.  He had separate documents for each of the chapters.  He needed to combine it all into one complete story.  It took him only a little while to do that.  Once done, he turned to the beginning of the thing.  Now that it was written, it was time to read through it all.  Anxious, he started at the beginning.  Yeah, he really did like the beginning of this thing.  It was perfect!

He barely got started when he was interrupted.  “Hello Jim,” Jackie’s voice called from the door to his office.

He turned, once again startled.  “Jackie.  I didn’t hear you come in.”

“Still working on it?” Jackie asked.

“Finished.  Sort of.  I was just starting to read through it to see where it needs fixing.”

“Good for you,” she said, barely interested.  “I just popped over for another look at you to see if you need…fixing.”  She laughed.  “And I already see one thing out of place.”

“Huh?  What?”

“Your pacifier!  Where is it, and why isn’t it in your mouth?  Get it!”

Ugh!  Jim got up from his chair and headed straight to the kitchen where he had left it earlier when he had filled is baby bottle.  While he was gone, Jackie looked down at his computer screen.  It was the same beginning of the story she had read once before.  She looked at the title again – The Legend of Bastien.  Strange title.  But it was his story.  She looked up as he came back into the room, pacifier him mouth.  She smiled delightedly.  The dress, the shoes, the pacifier, all of it over a monstrous bulk of diapers that his dress barely concealed.  “Precious!” she laughed.  “I could stare at you all day.”

Jim just stood there and blushed.  The minute she left, he was already planning on heading to his bedroom for some more useless humping.

“Are you all set for tonight?” Jackie asked him.

That question took some of the delight out of his needy plans.  “I guess,” he replied.

“What color nail polish did you get for this week?”

“What color?”

“Yes.  You’re supposed to have a different color every week, remember?”

Now he was going mentally crazy.  “Uh…”

“Jim…not again,” she wailed.  “You forgot last week too.  Why didn’t you buy more than one last week?  Why didn’t you buy some at the grocery store on Friday?  You had several opportunities.”

“Uh…  I wasn’t thinking,” he admitted.

“No, you weren’t!”  She shook her head.  “You better go get some now.”

“Now?”

“Well, before tonight.”

He looked down at what he was wearing.  “Okay.  Let me get changed.”

“Changed?  Change what?”

“I can’t wear this dress.  I can’t wear these shoes, or the big breasts under this onesie, and my damn diaper isn’t only wet, it’s so big I can’t hide the thing.  I seriously doubt I could get a pair of pants on over it…and that’s before I wet it all day.  You did come over just now to let me change didn’t you?  Besides, I’m a bit messy and smelly back there.”

Jackie leveled a serious look at him.  “No Jim.  I didn’t come over to let you change.  I put those two big diapers on you with the intention of you going all day without a change, and I know they can handle it.  Even one of those diapers could handle it, and you’re wearing two.  So no change.”

“But I need to go out.”

“Yes, you do!  But I’m not going to unlock you.  I guess you can change that dress you’re wearing and try to wear something else…”  She smirked and nearly laughed.  “But the truth is, you’re right.  With two of those diapers on under there, I don’t think you’re going to be able to wear pants either.”

“What am I supposed to do then?” Jim argued.

“Wear what you’ve got on.”

“This?”

“Yes!”

“No.  I can’t.  Please, unlock me so I can change.”

“Nope!  Not on our life.”

“But…I can’t.”

“Jim, you’re either going to have to go out like that, or if you like, I’ll call Pam right now and tell her to bring that Iron Maiden chastity device for you to wear for the next entire week.  I know she’d love that.  In fact, you know her well enough by now to know how much she’d enjoy it too.”

Jim realized she did have a point.  Pam could be particularly cruel.  “But…”  But he didn’t know what to say.

Jackie shook her head.  “I’ll call Pam.”  She headed for the door.

All Jim could think about was the misery and pain that device had brough him.  “No!”

Jackie stopped.  “No?  Jim, you were the one who forgot to get the nail polish…again!  You know perfectly well that you either do what we say, or you get punished.  There is no in-between.  No room for arguing.  Like I said, I’ll call Pam and let her know.”

Jim tried to imagine that horrid device…for an entire week.  “No!” he said again.

Jackie shook her head and opened the front door.  See you for dinner,” she said.

“No!  I’ll go,” Jim said quickly.  Not wanting to face that metal monster again.

“To dinner, or the store?”

It was a moment before Jim could answer.  “Both,” he said quietly, trying to imagine going into the drug store dressed the way he was.  Jackie raised her eyebrows.  “Good!”  She smiled broadly.  In fact…get your purse.  I’ll drive.”

Jim was surprised, but he shouldn’t have been.  Yeah, she would love seeing him make more of a fool of himself than he already was.

 

--- §§§§§§§§§§ ---

 

Riding in her car was bad enough, but stopping in the parking lot made his nervous condition far worse.  So did the pacifier stuck between his lips for the entire journey.  As Jackie gathered up her purse, preparing to get out of the car, he stared at the doors to the drug store, contemplating how bad it would be in there.  How bad could it be?  Hopefully, not too bad at all.  There were a few other cars in the parking lot, but not a lot.

“Coming?” Jackie said as she opened her car door. 

Jim quickly pulled his pacifier from his lips and stuck it in his purse.  Just as quickly, he opened the car door, got out, and closed it again.  He was halfway to the store, hurrying as fast as he could, before Jackie got to the front of her car.  He hurried inside and headed straight to the nail polish section.  Were the other customers looking at him?  He didn’t look around to find out.  What color should he buy for this week.  He barely paused to consider the possibilities.  He reached out and grabbed the first bottle of red, then deciding it would be a good idea since he was already there, he grabbed a bottle of a dark pink.  With those two colors in hand, he turned and headed for the checkout counter.

Jackie barely got into the store when she saw him racing for the checkout.  She stopped just inside and watched as he stood behind another customer.  She nearly laughed as she saw both the cashier and the customer in front of him turn and stare at him in disbelief.  She wondered if he was wetting himself just then from the embarrassment.  And he deserved the embarrassment.  Especially the way he was dressed.  She also wondered just how much he was really enjoying that situation.  She was guessing that on some level, it was a lot!  She really needed to find ways in the future to do more things like this with him.

Because everyone was staring at him and not moving, it took them a long time for the customer in front of him to pay for his things before he could pay for his nail polish.  He finally put his wallet back into his purse, grabbed his bag, and hurried as fast as he could for the door, where he saw Jackie standing just to the side of it watching him.  “Let’s go,” he said as he approached.

“Jim,” Jackie said.  “Why hurry?  They’ve already seen you.”

“Because enough is enough.”

She laughed.  “Yeah.  And I have a feeling that on some level you’re enjoying the heck out of this.”

She was right, but he’d never admit that.  “Can we please just go home?”

“Sure,” she agreed with a chuckle.  She watched as he hurried just as fast out to her car, where he couldn’t get in because it was locked.  He was forced to stand out in the parking lot where the entire world could see him, while she sauntered slowly back to her car.  The minute she unlocked it, no surprise, he jumped in quickly.

“Paci!” she said the minute she closed her car door.

Ugh!  Things were bad enough.  But Jim pulled his pacifier from his purse and stuck it in his mouth.  “Happy?” he said sarcastically around the pacifier. 

“Oh yes,” Jackie replied with a smile.  “Very!”  With a laugh, she started her car.

 

--- §§§§§§§§§§ ---

 

The dinner Jackie made for them that night was one of her better ones.  One that Jim thoroughly enjoyed, despite what he was wearing and despite the monstrous sexual need that was distracting him from nearly everything else.  And the best part of this meal was that it wasn’t baby food. 

After dinner, Jackie insisted that he might as well stay there until the girls arrived for their weekly Bridge game.  Jim could have gone home, but he didn’t.  Besides, he did enjoy spending the time with Jackie…as long as he didn’t have to leave the safety of her house.

Beverly arrived first.  The moment she got through the door she gushed about seeing all the times Jim had gone out between his house and Jackie’s house, dressed the way he was.  And then she begged to know why they had gone out together too.  Jackie told her she would discuss it when the others arrived.

As usual, Pamela and Lisa arrived together.  All the women gushed over how Jim was dressed, and all of them laughed at hearing Beverly tell them about all the times she had seen him that day.  Jackie unlocked his shoes, and she unlocked his onesie for him so he could get his white tights off to replace the nail polish on his toes while they played their game.  Jim had to practically undress down to his diapers just to get his tights off.  But once off, he stayed that way, wearing nothing but the two bulky, saturated, and smelly night diapers he had worn all day, and his bra with the breast forms in it. 

While the ladies played Bridge, he removed the pink polish that was on his toes and began to replace it with the red he had bought earlier that day.  The laughter coming from the Bridge table was easy to figure out.  It was Jackie telling them about his trip to the drug store earlier.

As the evening wore on, Jim delivered more coffee and snacks for each of them while he worked on his nails.  Eventually, his toes and his fingernails all matched in a reddish color.  How was he going to hide that?  Not that it mattered.

It seemed like forever before he heard Jackie call him.  “Oh Jim…”

He got up from the couch and went in to see what she wanted.  He noticed Lisa gathering up all the cards, preparing to put them away.

“It’s time,” Jackie told him.

Jim gulped.  He was now going to find out his fate for the rest of his foreseeable life…not to mention for the next week.

Pamela set a single die in front of him, then turned to Beverly.  “Are you recording this?”

“All set,” Beverly replied, holding a pen and their score pad ready to write on.

“Okay,” Pam replied.  “The first roll is to see if you keep that darling little chastity device on for the next week, or if you can take it off.”  She looked over at Jackie.  “Are you sure you don’t want me to get the metal thing with all the spikes in it?”

“Not this time,” Jackie replied.  “But trust me, it was close earlier.”  All the woman laughed.

Pam looked back at Jim.  “Roll!”

Jim picked up the single die and held it in his hand.  This simple roll was for the one biggest thing he wanted the most.  An odd number would mean he’d have to stay in chastity.  An even number would grant his freedom.  “Please!” he said as he tossed the die across the table.  It rolled and turned and finally stopped.

“Three!” Lisa declared.

Jim stared at it in shock.  “No!” he wailed.  “Not again!  This will be three weeks in a row.  Please!”  He stared around the table in desperation.  “Please,” he said.   “Let me try one more time.”

“No!” Pamela told him.  “Sorry Jim.  You had a fifty-fifty chance.  Better luck next time.”

Jim wanted to scream.

“What’s next?” Lisa asked.

“Dinners with Jackie,” Pam replied.  Tomorrow first.

Seven times Jim rolled the single die again while Beverly recorded the results.  Wednesday – five – dinner.  Thursday – one – breakfast.  Friday – two – breakfast again.  Saturday – two – breakfast again.  Sunday – six – dinner.  Monday – two – breakfast again.  And Tuesday – four – lunch.

“It’s a good thing we bought baby cereal when we went shopping last week,” Jackie said.  “Last week there were no breakfasts at all.  This week there are what, four?”

“Four,” Beverly confirmed.  “Four breakfasts, two dinners, and one lunch.”

“No problem,” Jackie said.  “We got enough baby food to cover practically anything.  Not to mention…”  She looked up at Jim.  “Where’s your paci?”

Jim rolled his eyes and went back to the sofa and retrieved it from his purse.  He came back to the table with it in his mouth, while all the women went into a fit of laughter.

“Okay,” Jackie said as their laughter died down.  “It’s time to let you know what’s new for you from now on.”

Jim suddenly felt himself peeing again.  Nerves!  He was half betting they were going to require him to keep a pacifier in his mouth at all times from now on.  But Jackie surprised him.

“Last week was the baby food to satisfy your baby side, so this week we look at your other side again.”

“Other side?”

“As soon as you get your shoes on, we’re all going back to your house.  When we leave, you’re going to have only one pair of pants left to wear.  Tomorrow morning, you and I are going shopping again, when you’re going to buy yourself at least three new pairs of pants along with at least two skirts or dresses.  And Jim, I’m not talking about buying men’s pants.  They’re going to be ladies’ pants.  Nice ones.  Ones that I approve of.”

Jim was still trying to take that in.

“Then as soon as we get back to your house, you’re going to lose your last pair of men’s pants…forever!  From now on, from the waist down, you’ll be wearing ladies’ things.  Either women’s slacks, or a skirt…or a dress if you want.  I’m sure we would all love to see that.”

Jim stared at her and swallowed, still trying to take all that in.  Women’s pants or skirts from now on.  Women’s things from the waist down.  He already only had women’s shoes to wear.

Despite having just peed, he peed again.