Too Old to be Young - Chapter 3 – Part 1 of 2

 

Too Old to be Young

By Karen Singer

 Chapter 3 – Part 1 of 2

 All Sunday night, Jim’s stomach had been in turmoil.  He simply couldn’t believe he had made that call and agreed to let his neighbor involve herself in his warped fantasies.  Wearing a diaper to bed again Sunday night and masturbating during the night didn’t help either, even though she had told them they weren’t starting yet.  Not until he had ordered more diapers, and not until Tuesday night.  That was when it would really start.  Tuesday night, with her Bridge friends.

Thinking about what was coming.  He avoided the diapers completely all-day Monday.  He even avoided wearing any of the women’s things he had, and Monday night, he purposely didn’t wear a diaper again.  But he certainly masturbated enough times during the day, and three times Monday night.  None of it helped the turmoil in his stomach. 

Jackie’s visit Monday morning to his house had made everything worse and that much more real.  Again and again, he stared at the internet order she had made him place for not just the kind of diapers he already had, but a multitude of different kinds.  Where was he going to put them all?

In many ways, Tuesday was a repeat of Monday.  He purposely didn’t touch any of his things, but knowing that Jackie’s Bridge game was scheduled for that night, he often glanced at the clock.  How many hours did he have left?  What was going to happen?  What would she do?  He had no real answers other than the fact that he expected to end up coming home from her card party wearing a diaper. 

She had given him a few instructions.  He had to wear his high heels to the card party.  She suggested he not wear a diaper, but he had to bring one of his thick nighttime diapers with him.  Anything else was up to him.  She had also mentioned that it would be a long evening, so he might want to bring something to read.

As the time to leave drew closer, he thought about what he was wearing.  He had decided to not wear any of his special things.  Nothing!  Except the one pair of high heels he had that she had specified he had to wear.  He spent most of his time sitting in a chair in his living room, watching his clock. 

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 Jackie went through her usual weekly preparations for their Bridge game, but her mind wasn’t exactly on the game of Bridge or even the preparations she was working on.  Her mind was on Jim next door.  She would be starting something outrageous with him in a little while.  Something that boggled her aging mind.  But she still couldn’t help but to think how this was the most her mind had to think about in…years!  And dare she say it, despite how strange it all was, she was looking forward to it. 

He had been a total sight when she had talked to him on Friday.  The girls had all nearly died laughing when she told them about it.  On Monday, he had answered the door dressed normally.  After seeing him Friday, Monday had been somewhat of a letdown.  She had forced him to order far more diapers than even she imagined he would need.  But for some reason, she had found herself having fun with it.  She never imagined that so many different companies made so many different diapers – made for adults!  Adult babies to be exact.  And most of them came with nursery prints or other childish designs on them.  She’d had a ball making him buy them.  In the end, it was his credit card that paid for them all, and he hadn’t batted an eye.

She checked the time.  She had asked him to come a few minutes early.  She had decided she wanted him to be there before her friends arrived – if he showed up.  And she was still thinking that was a big if.  According to her clock, he should be there any minute now. 

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 Jim watched the time counting down to when he was supposed to leave.  Could he do this?  Did he really want to do this?  It wasn’t too late to back out.  It wasn’t too late at all.  All he would be out was the money he had spent on a few million diapers.  That was it.  It wasn’t too late.  He could still back out.  He would back out.  This was a bad idea.  This whole thing was ridiculous.  Nobody in their right mind would even contemplate doing such a thing. 

The clock ticked one minute past when he was supposed to be there.  He wasn’t going to go! 

He got up from his chair, grabbed his tablet and the one thick diaper he had already put out to take with him.  The heels on his feet made a lot of noise against the tile floor as he walked to his door.  He stood there for a moment, then quickly reached out and opened it.  His heels made a slightly different sound against the cement of his carport and driveway.  They made no sound as he walked across the grass in front of her house.  

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 He wasn’t coming.  She didn’t know whether to be disappointed or breathe a sigh of relief.  Things could go back to normal, but she had no doubt the girls would all have plenty to talk about while they played cards that night. 

Someone knocked on her door.  Which of her friends was early?  She went to the door and answered it.  She couldn’t believe it.  He was there.  He had shown up!  The two of them stood staring at each other for a few long few moments.  Finally, she backed up and let him in.  Neither of them said anything until she asked, “Coffee?”

“Yes.  Please.”

She noticed the thick diaper and a tablet in his hand.  She also noticed the black high heels on his feet, but she said nothing at all about them.  She poured him a mug of coffee and handed it to him.

“Is there anything you want me to do?” Jim asked nervously.

“No.  Not right now.  Just sit and enjoy yourself.  Read if you want.  You’re probably going to be doing a lot of that tonight.”

Jim sipped his coffee, then nodded and headed for her couch.  Before he could sit down, he heard someone knocking at her door.

“Someone’s early,” she told him as she headed for the door.  She opened it and found Beverly standing outside.  “I saw him walking over,” Beverly told her.

Jackie smiled and let her in.

Beverly spotted him immediately, standing in the living room.  He wasn’t wearing anything out of place at all…except his shoes.  High heels, but nothing outrageous.  They appeared to be nice heels.  Fairly comfortable heels.  The rest of him looked…normal.  This was her first chance to see him up close.  He was a nice-looking man.  Older, like all of them, but nice.  Who would ever think he was such a…pervert!

Jackie turned to Jim.  “Jim.  Have you met Beverly?  She lives right across the street.”

“Not yet,” Jim replied.

“Bev, this is Jim.”

Jim nodded, but in the strange situation, he didn’t try to shake her hand.

“Hi…Jim,” Beverly replied.  Trying to force things away from the absurd, she turned to Jackie.  “Ready for Bridge?”

“As ever,” Jackie replied, trying to sound casual, when she felt anything but.

While Beverly headed for her usual seat at the card table, Jackie turned to Jim.  “Jim, will you get Beverly a cup of coffee please?  She likes cream and one sugar in it.  And I’ll have a cup with cream and two teaspoons of sugar.”

Jim was surprised.  “Uh…sure.  Be glad to.”  He set his diaper and tablet on the couch and headed to the kitchen.  There were several matching mugs on the counter near her coffee pot.  The sugar jar and a creamer pitcher were right there too.  He poured two cups of coffee, added two teaspoons of sugar to one and one to the other, then he dumped some of the cream into each cup and carried them back to her card table.  As he got halfway across the living room, someone knocked on her door.

“I’ll get it,” Jackie said as she got up from the table.

Jim set the coffee mugs on the table, one in front of Beverly and the other across the table from her where Jackie had been sitting.  When he looked up, there were two more women standing in the living room looking at him.  He felt his face turning red.

“Shoes aren’t bad,” Pamela noted.

“No.  I wish I could still wear something like that,” Lisa replied. 

“Me too,” Jackie agreed.  “Girls, this is Jim.  Jim, this is Lisa and Pamela.”

“Hi Jim,” both of the new women said at the same time.  Jim only nodded nervously.

Jackie pointed at Lisa.  “Coffee, cream and sugar.”  She pointed at Pamela.  “Black for Pam.”  Then she looked at Jim.  He got the point and headed back to the kitchen.

“I can’t believe he showed up,” Lisa said as they took their usual seats at the table.

“Me either,” Pam agreed.

“I think we’re all pretty amazed,” Jackie added.

“It looks like I need to call my nephew tomorrow,” Beverly said softly.

“Let’s wait and see what state he’s in when he leaves tonight,” Jackie suggested.

“Who wants to deal?” Pam asked.

Since he had delivered the last two coffees, all the women seemed to be ignoring him as they got absorbed in their card game.  Jim headed to the couch where he grabbed his tablet and opened his eBook app, intending on reading for a while.

At the card table, Lisa grunted.  “Looks like I’m dummy,” she said as she started laying out her cards.  As they had agreed, this was where things would start, and it looked like she was going to be the one to do it.  “Jim,” she called as she laid her cards out.  “Can you get those pants you’re wearing off, without removing your shoes?”

Jim was shocked.  None of them were even looking at him.  “Uh…I think so.”

“Then try please,” Lisa said.  She finally glanced in his direction, then back at the table as the hand continued to be played.  Like the rest of them, she kept glancing back and forth between the cards and Jim, watching him struggling with trying to get his pants off over his shoes.  Like the rest of them, they finally gave up looking at the cards in favor of watching Jim.

Jim sat on the couch and struggled a bit to get one leg of his pants over his high heeled shoe.  It was a bit difficult at first, but the further over his shoe he got it, the easier it was to get off.  As he looked up and saw all the women now watching him, he felt his cock give a major lurch inside his underwear.  He started struggling with his other pants leg.  Finally, his pants were all the way off.

“Jim,” Jackie called him.  “Come over here please.  Leave the pants.  You won’t be needing them anymore tonight.”

Jim threw his pants on the couch.  Very embarrassed about his growing penis inside his underwear, he approached the table. 

All the women looked him over, especially his underwear.  They all noted the bit of bulge in the front, but none of them mentioned it.

“Pull your shirt up a bit,” Pam told him, “so I can see your underwear better.”

Jim lifted the bottom of his shirt, his face turning redder in the process, fully exposing the tight boxer style underwear he had on.

“I’ve seen men’s underwear like that,” Pam noted, “but only in commercials on TV.”

“They didn’t exist back when your husband was still alive,” Beverly told her.

“No, they didn’t,” Pam replied.

“I was hoping for panties…or a diaper,” Lisa said.

“I thought it might be a possibility,” Pam agreed.

“Okay ladies,” Jackie said, purposely ignoring Jim again.  “Let’s finish this hand and move on.  You can go sit down again Jim,” she told him without looking at him.

While the women went back to their card game, Jim went back to the couch to sit.  This time with no pants on.  He still felt embarrassed, but at least they weren’t looking at him or making any more comments about him.  He finally picked up his tablet and started reading again.