Too Old to be Young - Chapter 20 – Part 1 of 2

 

Too Old to be Young

By Karen Singer

 

Chapter 20 – Part 1 of 2

 

The first thing Jim’s mind thought about when he woke up Tuesday morning, was that it was Tuesday.  T-Day.  Trouble day.  Terror Day.  The day when later that evening his life would get so much worse.  What would they saddle him with next?  Last week it had been painted nails and a purse.  Two different things.  Would they do something like that to him again?  And if so, what?  His mind worried about that incessantly.  It worried about something else too.  Would he be stuck in chastity again for another week…or longer?  That decision he already knew wasn’t even up to those demented women.  They had fixed things so that it was determined by nothing more than a roll of a single die.  He had a fifty-fifty chance of being in chastity next week…or not.

Going back to sleep was impossible with all those thoughts lingering on his mind.  They had been heavily on his mind when he went to bed last night.  So much so, that after less than an hour he had pulled the headphones off his ears and tossed them aside.  His worries had him too distracted to listen to the hypnotic bedwetting recordings.

His hands went down to the front of his diaper and felt around.  Big.  Bloated.  Like usual.  He only remembered waking up twice last night to pee, but like always now, he must have peed more each time than he thought.  Something in the back of his mind was happy about that.  He would have been a lot more happy about it if he didn’t have that darn chastity device on and he could do something about those happy thoughts.

With a sigh, he gave up and got to his feet.  Yeah, like always, his diaper was big, heavy, and bloated.  He added more to that bloating as he waddled out to his kitchen and got his coffee maker started.  What would they do to him tonight?  What would they saddle him with next?  Worried about it, he headed to his desk where he searched the internet until his coffee was ready.  When his coffee finished brewing, he filled a small koozie covered baby bottle and took it right back to his desk.

Long after his small bottle of coffee was finished, he still sat at his computer, chewing on the bottle nipple, worrying and wondering about later tonight.  What would they do to him?  He sat there so long like that he was startled when he heard his front door opening.

“Hi Jim,” Jackie called.

“Morning,” Jim called back as he got up from his seat…and wet himself again.  Darn, if he could just go to bed and hump it like he wanted.  Hopefully, tomorrow he wouldn’t have that problem…or even better, later tonight.

“What ‘cha doin?” Jackie asked as she walked into his office.

“Not much of anything,” Jim admitted. 

“Do you need a change?” Jackie asked teasingly.

Jim stood there and stared down at his bloated onesie covered diaper.  He spread his knees a bit.  “Only a lot.”

With a laugh, Jackie led the way to his bedroom where she soon had him unlocked and Jim headed for a much-needed shower.  Ten minutes later, she put a regular daytime diaper on him, followed by a much thicker nighttime diaper, guessing that he would enjoy the bulk.  She also didn’t plan on changing him until much later in the day, although she didn’t mention that to him.  Before locking him into his onesie though, she talked him into putting a bra on and also his white tights.  She stuffed his bra a bit, then locked his onesie over it all so that he couldn’t get out of his diapers, his bra, or his tights.  Then to top it all off, she had him put his little girl shoes on with the big white bows and she locked them onto his feet as well.  “Enjoy yourself today,” she finally told him.

“Enjoy myself?” he asked.  “How?  I can’t do it, and you know that.”

“It doesn’t mean you can’t still enjoy other things.  In fact, maybe since by now I’m sure you’re pretty frustrated…”

“That’s an understatement.”

She laughed.  “Then I’m sure you’ll enjoy wearing all that even more.  “See you for lunch today?” she asked.

He considered it.  “Why not,” he agreed.

“Good.  I’ll call you later.”  With that and a small laugh, she left him.

Lunch again.  Jim realized he had been eating a lot of meals with Jackie lately.  He wondered what had gotten into her.  Was she just lonely?  That was possible.  Just because of what he was already wearing…like it or not, and couldn’t remove, he put his little girl dress on to enjoy that for the rest of the morning.  He laid on his stomach and tried humping his bed, uselessly.  Tonight!  Tonight he better get an even number on the roll of that die.  He very much wanted some relief!

Shortly before lunch, he removed his little girl dress and put a plain pair of pants and a shirt on, getting ready to go over to Jackie’s house for lunch.  His diapers were wet and warm.  The thickness of the two diapers was not only distracting, it was fueling his frustrated sexual need a bit too much.  Or maybe it was the bra and tights he couldn’t get out of.  Either way, he needed relief.

When his phone rang, he talked to Jackie briefly, then steeling himself, he once again grabbed his purse and trekked his way across Jackie’s lawn to her door.

“I’m disappointed,” Jackie told him as she let him into her house.  “I was hoping you would be wearing something a bit more fun today.”

“I was,” Jim replied.  “I took it off.”

“Why, just to come here?”

“Yes!  And to walk out in public.”

“In public?  Were you going anywhere after this?”

“No.  I mean to walk over here.”

Jackie looked at him skeptically.  “Let me fix you some lunch.  And you should have stayed in whatever you had on.”

“My little girl dress.”

“Don’t you think I would have enjoyed seeing you in it too?”

Jim said nothing to that.

Lunch was nice, but certainly nothing special.  Thirty minutes later, Jim was back in his own house wondering what to do with himself for the rest of the day.  He needed something to get his mind off of later tonight.  The one thing of course he wanted to do, hump something, was out.  Being alone again, he changed back into his little girl dress. 

He was happily working on his long story a few hours later.  His diaper was getting more than a bit bloated, and he figured that even with the two diapers he was wearing Jackie would be there soon to change him.  He left the dress he was wearing on, just for her.  Besides, he wasn’t planning on leaving his house.  When he felt the need coming to do something more in his thick diapers, he went out to his living room to stare out the crack in his curtains at his backyard while he filled the back of his diaper.  When he was done, he really hoped Jackie would stop by soon to change him.

He was just about to the point where he was going to have to sit down in his messy diaper again when he heard his phone ring.  He quickly answered it, noticing that it was Jackie calling.  Good!  “Hello?”

“Hi Jim,” Jackie replied.

“Are you coming over to change me?” he asked.  “I need it.  Badly!”

“Um…nope.  Not today.”

“But…”

Jackie laughed.  “I’m sure with those two diapers you’re wearing, they can hold an awful lot.  Especially with those thick ones.”

“That’s not the point,” Jim argued.  “I’m…messy.  Smelly.”

Jackie laughed again.  “I wondered if you might be.  Enjoy it.”

“But…”

“Say Jim,” Jackie interrupted him.  “Just a thought.”

“What?” Jim asked, perturbed that she wouldn’t be coming to change him.

“Have you gotten everything you need yet for later tonight?”

“Everything I need?”

“To change your nail polish.  Remember?”

The realization hit him.  He did remember.  He had simply not remembered to do anything about it.  “I need things?” he asked, already knowing the answer.

“We’re not going to supply you with that stuff,” Jackie told him.  “You need everything to fix your nails and change the color while we’re playing Bridge tonight.”

“Yeah,” he replied.

“So you got everything already?” Jackie replied, trying to sound relieved.

“No.”

“Uh-oh,” Jackie said.  “You might want to fix that.  You wouldn’t want to spend the next week in that spiky iron maiden chastity device would you?  And you know how much Pam would probably love putting that thing on you.”

That much he could easily picture.  His mind could also picture how painful that thing would be as well.  And for an entire week?  No, no, no!  Just thinking about it made him pee into his smelly diaper again.  He needed to get something for his nails.

“Jim,” Jackie said, “how many times have you been out in public this week?  And how many times did we drag you into a drug store where you could have taken care of getting that stuff?”

He realized it had been more than a few times.  In fact, every time he had been out this week he had wound up in that same drug store.  He just hadn’t realized why…until now.  “Uh…a few,” he admitted. 

“I guess you better get busy and go back there,” Jackie told him.  Then she laughed.  “And don’t forget your purse.”

“But…I need to be changed before I can go.  Besides, I can’t get out of this damn bra I’m wearing, and you stuffed it so it shows.”

“Jim, it’s not my fault you didn’t think to fix this situation sooner.  Now go take care of things.  Or if you’d rather, I know Pam would love to bring those spikes to the bridge game tonight instead.”

“No!” he said quickly.

“Then good luck,” Jackie replied.  “I’ll call you later before the game.”  With a laugh, she hung up.

Jim was panicked.  What was he going to do?  And worse, he knew he should have taken care of getting whatever he needed sooner.  Now he was going to have to do it wearing a noticeable bra under his clothes, and wearing a bloated smelly diaper.  Oh, and not to mention, he couldn’t get out of his locked on little girl white tights and shoes either.  He wanted to scream.  Jackie must have known he didn’t have any of that stuff when she dressed him this morning.  This time, he did scream!

Twenty minutes later, he stood staring at himself in front of his mirror.  His face looked fine, if not a bit anxious.  He had no doubt it would look rather red when he got to the store.  His chest looked all wrong.  The bumps from the stuffed bra he was wearing under his shirt couldn’t be missed.  This time, it was obvious that his backside, not to mention the front of his body down there, was a lot bulker than it should be.  It was obvious that the was wearing something thick and heavy under his pants.  And of course, the shiny black little girl shoes with the big white bows locked onto his feet were a huge give away.  In his hands he was carrying a red purse, and his hands that held that purse had red nail polish on the fingers.  Basically, he looked a sight.  A sight that was totally embarrassing and couldn’t be missed if he tried.  The only reason he was going to walk out the door dressed like this was because that damn spiky iron maiden chastity device scared him too much.  Of course, he had also agreed to do whatever those demented women saddled him with, but that didn’t normally include the stuffed bra and little girl shoes.  Without them, he could almost get through all this.  But those little added humiliations only made everything that much worse.  Jackie the Jackal had certainly known what she was doing this morning when she had talked him into wearing them.

Could he do this?  Could he go out in public dressed like this and buy – nail polish and whatever else he would need for tonight?  Choice.  Iron maiden chastity for a week, or a few minutes of horribly intense humiliation?  Awful pain and absolutely no chance of relief for another week, or show the world what a demented sick sissy he was?  A week’s worth of intense pain, verses a few minutes of intense humiliation?  Like it or not, no matter how he looked at it, the choice was clear.  Now he just had to find the courage to actually go through with it.  Two minutes later, feeling increasingly sick to his stomach by the minute, he got into his car.

The drive to the drug store wasn’t bad.  Could the other drivers see his breasts?  What if they could?  What would they think of him?  Did it matter?  He didn’t know them, and they didn’t know him.  It didn’t mean he wasn’t embarrassed about it though.  The harder part was after he got there and parked his car.  He had to get out of the car putting himself fully on display.  The even harder part was going inside the store.  As he walked through the door a few seconds later, there was no doubt the few people who saw him were staring.  He wanted to turn and run, but he couldn’t.  Running away would mean a week of misery.  Besides, he was already there and had already been seen.  What was a few more people seeing him?

He found the nail-care things and quickly grabbed a bottle of pale pink nail polish hoping the color would be a lot less noticeable than the bright red he had worn all week now.  He also had the forethought to buy some nail polish remover.  He had grabbed the first pale pink polish he saw and the first bottle of remover he saw trying to be as fast as possible.  He carried them quickly back to the checkout counter.  Fortunately, there were no other customers there.  The woman behind the counter looked him over carefully, as she rang up the sale.  He was grateful she said nothing at all about how he looked.  A minute later, he put his wallet back into his purse and zipped it up.  He grabbed the bag and hurried back to his car.  Whew! 

He was so happy he had no problems at all in there and nobody had even talked to him.  But they had certainly all looked him over.  Just the thought of what he had just done was fueling his fantasies again.  He wanted badly to go home and hump his bed, already knowing it would be a useless exercise.  The minute he got home and into his house, he removed his pants and his shirt.  With everything else locked on him, he laid face down on his bed and did his best to hump it.  He tried, and tried and tried, but of course to no avail.  He had already known it would be useless, but he still had to try. 

He was stopped by his phone ringing.  It was a moment before he answered it.  Jackie!  “Hello?”

“Hi Jim,” Jackie said.  “I was just wondering how it went.  Did you get everything?”

“Nail polish and remover.  As far as I know that should be all I need.”

“Well, I guess that would be the minimum.  There are a lot of other things you might have thought about getting as well to care for your nails, but I guess that will do.  Do you need to be changed yet?”

“Now you’re offering to change me?  You wouldn’t do it before I went out.”

Jackie laughed.  “That was the whole purpose.  So you could enjoy going out that way.”

Jim could have killed her.

 

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