Friday, November 19, 2021

Too Old to be Young - Chapter 6 – Part 2 of 2

 

Too Old to be Young

By Karen Singer

 Chapter 6 – Part 2 of 2

 It was mid-afternoon when Jackie’s doorbell rang.  Most of her friends usually knocked.  She hurried to the door and just saw the deliveryman getting back into his truck. There was a small box sitting in front of her door.  With a smile, she picked it up and carried it inside.  She couldn’t believe it had gotten here so fast.  Whoever had been selling it had certainly given good service. 

She carried it to her kitchen where she used scissors to open the box.  There was another smaller box inside.  She opened it and found the device.  It was all steel.  She pulled it out and found two more steel rings under it, a key, and a piece of paper – the instructions.  At the top of the paper, it said:  Iron Maiden.  The more she looked at it, the more appropriate the name appeared to be.

Instead of unlocking it right away, she grabbed her cellphone.  Ten minutes later, all three of her best friends had been contacted.  She carried the box with everything in it out to her card table in the living room and left it there.  Someone knocked on her door.  She already knew it would be Beverly since Bev lived just across the street, but she knew that Pam and Lisa wouldn’t be far behind.

“Where is it?” Bev asked as soon as Jackie opened her door.

“On the table.”

“Beverly rushed inside and looked.  She saw the steel device inside the box.  “You haven’t opened it yet?”

“Not yet,” Jackie told her.  “I was waiting for you and the others.”

“It looks…heavy,” Bev noted.

“Pick the box up.  It is.”

Beverly lifted the box, then set it down again.  “I can’t believe you bought it.”

“Well, I guess when I did, I was just still so excited about everything that I wanted some way to make sure he would realize how serious I was about keeping him stuck like he wants.”

“Are you having second thought now?”

“No.  Not after yesterday.  Now I’m wracking my brain trying to figure out ways that I can keep having that much fun.”
“Yeah,” Bev agreed.  “Yesterday was definitely fun.  I know I enjoyed it.”

Someone knocked on the door and a minute later, all four women were sitting at the card table studying the device.  Jackie pulled the key for it out of the box and unlocked it.  It took her a moment to figure out how to open it, but she finally swung the hinged device open exposing everything inside.  Two things stuck out prominently to all of them.  The steel tube running the length of it from the center of the tip, and the dulled steel points that seemed to cover every bit of the inside.

“Ugh!  It looks worse than the picture!” Pam noted.  “I wouldn’t want that thing anywhere near me, let alone what a man would have to think.”

“Are you sure that won’t hurt him?” Lisa asked.

“I hope not,” Jackie replied, then changed her mind.  “Actually though, that’s just what I want.  I want it to hurt him, without doing any real damage.”

“Are you sure all those points won’t actually penetrate him?”

Pam reached out her finger and pressed down on one of the points.  It hurt, but she continued to press for a moment.  When she pulled her finger away, there was a small dent in the tip of it, but the skin was unbroken.  “Nasty!” she said. 

The women all looked at her finger.  None of the others were willing to try it.

“Let’s hope we don’t have to use it,” Lisa said.  Pam and Bev agreed.

“Yeah,” Jackie said.  “Let’s hope.  But I have no doubt that we’re going to have to put it on him eventually.  And no doubt it’s going to happen pretty soon.  I don’t know if the reality of his situation has fully hit him yet.  I’d be willing to bet that it’s just now starting to sink in.  But in a few days, maybe even today, we’re going to be faced with his full-blown attempt to get out of it.”

“And you’re not going to let him?” Lisa asked.

“I could,” Jackie replied.  “In fact, I should.  But his fantasy was to be stuck, whether he wanted to be or not…with no way out.  That was the whole point of his fantasy to begin with, to not be able to get out of it.  So for now, the answer is no.  It’s what he wanted, and since I’ve been enjoying the heck out of it for the last few days, I’m going to keep going for a while more.  He wanted it, now he’s got it.  I have no doubt he’s going to find himself in a few situations that will have me laughing my head of…again.  Just like we did yesterday.”

“Yesterday was fun,” Lisa agreed.

“If he does try to back out of it,” Pam said.  “How are you going to get it on him?  Especially if he’s mad, which I have no doubt he will be.”

“That’s one of the things I haven’t figured out yet.  It’s been running through the back of my mind, but I haven’t really tried to figure it out.  Mostly, I’ve been wracking my brain trying to think of things to make him do that will keep me interested.”

“What are you going to do next Tuesday?” Beverly asked.  “When you said you were going to make things worse for him.”

“I haven’t figured that part out either,” Jackie confessed.

“Well, first things first, I think,” Pam suggested.  “How should we deal with it when he tries to back out of it…if he tries to back out of it.  Tuesday is still days away.  And Jackie was right, he could try to end this any time at all.”

“He sort of tried yesterday when I was dealing with his shoes,” Jackie reminded them.  “Fortunately, it didn’t go any further than it did.”

“Yeah, well, if it happens, I think the first thing you need to do is call us all.  And ladies, if it happens, we’re all going to have to come running.”

“And do what?” Beverly asked.

They sat together at Jackie’s card table for several hours discussing everything.  By the time they left, it was late enough that Jackie called Jim to see if he was ready to have his diaper changed.  Since he wasn’t messy, five minutes later, Jim, diaper in hand and his silly shoes and socks still stuck on his feet was at her door.  She had him come into her living room and strip down as far as he could.  She untied the bathing suit and let him change his soaking wet diaper. 

She didn’t immediately put her bathing suit back on him though.  Instead, she had him sit down at her computer like he had the day before and spend an hour looking at women’s shoes on the internet.  But this time, there was a difference.  While he sat there, he had to keep one hand inside his diaper, playing with himself, trying to make himself cum while he looked at the shoes. 

“If you manage to get yourself off,” Jackie whispered near his ear, then don’t stop playing with yourself and don’t stop looking at the shoes.  I want to see how many times you can cum while you’re thinking about which shoes you’re soon going to be wearing…in public!”

Jim’s cock gave a major lurch. 

“Why isn’t your hand inside your diaper yet?” Jackie asked.  “This is all about your fantasy.  Your enjoyment.  I want you to enjoy everything about this as much as possible.  I’d think you couldn’t wait to get your hand inside that diaper.”

Jim stared up at her, shocked.

“Hand…diaper!” Jackie said sternly. 

Slowly, Jim forced his left hand down into his diaper. 

“I can see if you’re playing with yourself or not,” Jackie told him.  “And so far, I don’t see it.”

Jim’s hand and fingers inside his diaper grabbed his cock and he started manipulating it.

“Why are you looking at me?” Jackie asked.  “You know what you’re supposed to be looking at.  Turn your head…and look!”  She waited until he was staring at a webpage full of women’s shoes.  “Don’t you dare turn your head away or stop playing with yourself.  Remember, this is all for your enjoyment.  Now stop worrying about me and enjoy yourself.”

Jim gulped, but even as he did, staring at the colorful array of women’s shoes in front of him and his hand playing with himself inside his diaper, he was fully erect in moments.  Enjoy himself?  He’d have a hard time not enjoying himself!

Jackie backed away and glanced at the clock.  Just like she had yesterday, she was going to keep him at it for a full hour.  She was also going to keep an eye on him for a full hour.  She had been married several times.  She had no doubt that if he did ever mange to cum that he wouldn’t be so interested in it anymore.  But she wanted him staring at those shoes and playing with himself for the full hour – like it, or not.

It took him less than ten minutes before Jackie noticed his first orgasm.  He was trying to hide it, but she still noticed.  She couldn’t help but laugh.  “Keep playing, keep looking!” she told him when she figured he was about done with it. 

Jim looked at her briefly, but turned his head back toward the screen.  Why was he doing this?  This was sick.  This was the biggest mistake he had ever made!  He needed to find a way out of it.  Ten minutes later, his shrunken cock started expanding again as he imagined himself wearing one of the pairs of sexy high heels on the page in front of him.  The thoughts he had been thinking only a few moments before had fled from his mind. 

Jackie kept glancing up from what she was doing to watch him.  His hand was still moving inside his diaper.  Good!  She could tell when he started to get more interested in the pictures again because he was leaning forward getting his eyes closer to the screen.  She hadn’t really considered it before, but she realized that in a way, she was replacing any porn he might go to with shoes.  Women’s shoes.  If she kept this up, women’s shoes would soon become his new pornography…which was sort of what she had been after with this exercise to begin with.  She laughed at the thought of him putting on a pair of women’s shoes…and cumming in the process.

Jim came again.  He was really tired now.  Exhausted.  After three forced orgasms in a row, and she was still making him play with himself, he was simply…worn out!  How much longer was she going to make him sit there and do this?

Jackie watched the clock.  He had just managed his third orgasm, and she could tell it wasn’t much of one.  She had no idea what he was doing with himself at home.  Hopefully, for his sake, more of what she had just made him do.  But she had no doubt that he probably wouldn’t be doing any more of it for the rest of the night.  “Time!” she called.  “You can stop now.”

Jim gratefully pulled his hand out of his diaper.  His entire hand was starting to cramp with pain.  His cock inside his diaper was numb.  And he needed to pee.  Badly!  He put up with her tying him into her bathing suit once again, but at least his shoulders had gotten some respite from those tight straps digging into them for so long.  She handed him his pants and his shirt to carry instead of putting them on. 

“You can carry those home again,” she told him.  “I’ll call you later tonight when it’s time to change you for bed.”

Jim had no choice but to go home dressed just the way he was.  When he got there, he collapsed onto his bed.  He was worn out.  Very little sleep last night, and now this.  He hated every bit of it, but every bit of it was still the stuff of his dreams.  And dare he say it, despite all his problems, despite knowing he had to stop it all – soon!  He was still enjoying the situation.  There were just a few problems he really could do without. 

Thinking about everything, he rolled over onto his back and peed.  He really needed to learn to do that in different positions, but right now, that was the easiest way for him.  As his diaper began absorbing the wetness, he rolled over onto his stomach intending on taking a nap.  He didn’t quite get to sleep before another problem started to bother him.  One he had yesterday too.  A smelly problem.  He knew immediately that he was going to have to shit in his diaper again like he did yesterday.  And he already knew that she wouldn’t allow him to change until bedtime.  Shit!  Literally! 

He held out for another hour, then got up and paced around the room.  Thirty minutes later, he gave in.  With his legs bending a bit, it all came out of him into the back of his diaper, forcing its way out slowly and almost painfully because of the tightness of her bathing suit.  Now what was he going to do?  He was stuck with it until she let him change – hours from now.  He really needed a better way to deal with the problem, and he needed to figure it out soon!

Yuck!  He began wandering around the house.  He had no doubt that whatever he did, he wouldn’t be sitting down at all from now until she let him shower and change.  What was he going to do?  And more importantly, as much as he was loving the situation, it was really time to end it!  Past time!  He should have never started it in the first place. 

--- §§§§§§§§§§ ---

 With her friends gone, Jackie sat thinking about the things they had discussed.  Two main topics had held most of their interest for the afternoon.  How were they going to deal with Jim if he rebelled, and how was she herself going to keep the interest up, and consequently provide fun for all of them.  The more she thought about it, the more she realized that this wasn’t just Jim and herself anymore.  She might be the main one interacting with Jim, but all three of her friends had firmly involved themselves as well. 

She couldn’t help but wonder what he was doing with himself over there.  One thing she doubted he was doing, was trying to get himself off.  Not after he had done it three times in one hour right here in her house.  No.  He might be a man, and with his strange fantasies, he might try and get himself off more often than other men, but she had no doubt that it would be tomorrow before he tried that again.  But of course, tomorrow, she was planning on bringing him back for another hour-long session with her computer, looking at women’s shoes.  Had he figured that out yet? 

--- §§§§§§§§§§ ---

 On the block behind Jackie and Jim, Pam sat looking at things on the interet.  The girls had all discussed things, and she had brought this up too.  She knew this was supposed to be a thing between Jackie and her crazy neighbor, but they all realized it had become more than that.  It had become something between all of them.  So when she brought up her idea, they had all considered it carefully. 

Jackie was going to have Jim buy it himself, but she had offered to buy it instead.  She wasn’t sure why, other than just the pure surprise of it.  Plus, she had found the thing on the internet, and she was…curious. 

The purchase was simple.  When she was done, she wondered what a man like Jim would think, when he found himself unable to get the pleasure he thought he would have constantly available to him?  What would he think when his penis had been reduced to the size of a…nub?

 

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