Too Old to be Young - Chapter 9 – Part 2 of 2

 

Too Old to be Young

By Karen Singer

 

Chapter 9 – Part 2 of 2

 

The rain was still coming down lightly as she made her way across her lawn to her carport.  Inside her house, she went to the bathroom, then she phoned Bev.  Fortunately, Bev was already awake.

“I was wondering when you were going to call,” Bev told her.  “I’m surprised you didn’t want the keys back last night.  Did he ever decide to give in and accept his situation?”

“Sort of,” Jackie told her.  “Actually, yes, but I’ve been discussing other things with him this morning.”

“Like what?”

“Ending the whole agreement.”

“So it’s over?”

“I don’t know yet.  We’ve been talking, but so far, he can’t seem to decide.”

“And you’re going to let him?  I thought we weren’t going to do that.”

“I know.  But it’s been bothering my conscious all night.”

“But you said that now he couldn’t decide if he wanted to end the agreement or not?  I would think he would.”

“Yeah, well, I may have done more than a bit of talking to him this morning, and the things we’ve discussed may have been slanted a bit in favor of keeping the agreement intact.”

“I see,” Beverly replied.  “So how do you think it will go?”

“To be honest?  I have no idea.”

“Okay.  Just let me know.  Come over anytime and I’ll give you the keys.”

“Thanks,” Jackie told her.  “I’ll be there in about five minutes.”

After calling Beverly, Jackie went to her medicine drawer and looked through the many different creams and ointments there.  She chose one of her favorites and stuck it in her purse.  Two minutes later, she was huddled under her umbrella, ringing Beverly’s doorbell.  She got the keys from Bev and carefully tried to avoid the puddles as she made her way back to Jim’s house. 

“I’m back!” she called as she went inside.  She got no answer.  She found him still sitting up in his bed.  “I’ve got the key’s she said as she held them up so he could see.  She saw him look, but the expression on his face didn’t seem to change.  She wasn’t sure what that expression was.  “Ready to get out of that diaper?”

“I’m more ready to get out of that…thing you put on me.”

She had him lay flat on the bed.  She untapped his thick diaper, exposing the metal device inside.  She grabbed it and noticed immediately that the action seemed to hurt him.  Gingerly, she used the key to unlock the device.  She could see how every little tug and pull at it seemed to bring him pain.  As gently as she could, she removed the locking pin and everything connected to it.  The top didn’t spring open.  She used her fingernail at the crack and used it to pry it up, but it didn’t move.  She had to pull a bit harder before the cover began to finally open.  It had felt stuck at first, but a moment later, the entire top swung open freely.  The entire top of his penis was dented deeply with deep red spots.  They looked painful.  She could tell where his penis looked shrunken even though it was still long.  It just wasn’t thick anymore.  The spikes inside the device had kept it pulled out long.  Slowly and gently, she began pulling it away from his penis, pulling the central tube of the device out of him.  A moment later, the entire thing came clear and she heard him grunt.  She realized his grunt was both pain and relief at the same time.  As gingerly as she could she examined his penis.  It as already starting to shrink in length.  “Go take your shower,” she told him.  “Get cleaned up.  I brought some good ointment from home to put on that thing when you get out.”

Jim grabbed his penis lightly and tried to look at it.  It hurt more now that the device was off him.  He was hoping that pain would end soon.  What concerned him were all the deep red dents in it.  What about them?  With a sigh, he got up from the bed and headed for a much-needed shower.  When he finally got out, he found Jackie waiting for him.  He noticed the two cups of coffee sitting on his dresser.  He also noticed the thin diaper laid out on his bed.  As he approached the bed, he saw her pick up a tube of ointment.  He laid down on the bed, placing himself overtop of the diaper. 

Jackie examined him carefully.  After his shower, his penis didn’t look nearly as bad anymore.  She coated it liberally with the antibiotic ointment and pulled the front of his diaper in place, fastening it firmly.  “How’s it feel?” she asked.

“Better, but still sore.”

“It will pass,” she replied.  As he sat up on the side of the bed, she handed him his coffee.  He took it gratefully.  “Get dressed,” she told him.  “I’ll go make us some breakfast.”

The two of them ate in silence, neither of them wanting to say anything, although Jackie waited patiently for him to say anything at all.  When they had finished eating, she poured them each another cup of coffee then sat.  “So,” she finally said.  “I guess you really do want to end it.”

He nodded.  “Yes!  Absolutely.  I’ve got to.”

She nodded.  “Okay.  I’m sorry it didn’t work out.  I thought you were having as much fun as we were.”

“I was, it’s just that…I was too scared.  Not to mention that it didn’t turn out to be exactly like I expected.”

“What do you mean?”

“I just expected you to try and keep me in diapers and the shoes.  I didn’t expect you to be ordering me about all the time.  Do this, do that.  Coming in with no notice.  I didn’t think that was part of the agreement at all.”

She thought about that for a moment.  “You’re right,” she said.  “I guess I overstepped the bounds.  But I was just trying to keep it fun – for you, and for me.  But you’re right, none of the dominating ordering you around was part of the original deal.”

“No,” he agreed.

“Sorry,” she said.  “I was hoping you were enjoying it.  I was hoping you were enjoying everything.”

“I was!  But…”

“It was too much.”

He nodded.  Yes.  But mostly, I was just…scared.  We should have never done it.”

“Maybe not, but don’t forget what was part of the deal.”

“What?”

“Tuesdays.  Every Tuesday the deal said I got to make your entire life that much worse…with my whims and discretion.”

“Yes, but we never even got to Tuesday yet.”

“No,” she agreed sadly.  “We didn’t even make it a full week.”

“No, still a few days left, and I’m glad.”

“Why?”

“Because with the way you were already dictating everything I was doing, I was also afraid of what else you might try and push at me.  You were already doing everything you could to me.”

“Maybe,” she conceded.  “But like I said, I was hoping you would enjoy all of it.  That was my real intent.  And you did!” she pointed out.

“Maybe.  Yes,” he agreed.  “I did, but the future.  It was weighing too much on me.  I’m too old for that kind of stress.”

“Nonsense!  You’re never to old to feel young again.”

“I am too old to be young!”

“But not to feel young.  Tell me, did the deal at least make you feel more alive?  More excited?”

“Yes, without a doubt.  I admit that.  And as for excitement, maybe it was too much, I don’t know.  I only know that everything you did had me worried too much.”

“And it scared you.”

“Too much!”

“Yeah.  So you said.”  She took another sip of her coffee.  “Tell me though, did we at least fulfill some of your fantasies?”

“And then some!” he said.  “It was…amazing!  And removing me toilets…  Because of that, I’m still stuck in diapers because I’ve got nowhere else to go until I can get a plumber in here to hook them up again.  How long will that take?”

“A day or two I’d imagine.”

He nodded.  “At least!”

“At least we managed to fulfill your fantasies.  Did we miss any?”

He shrugged.  “There are always fantasies.  Lots of them hanging around.  This was about my biggest ones.”

“What did we miss?” she asked.

“Nothing.”

“No, seriously.  What other fantasies do you have?  You might as well tell me.  Not only are we done with the deal, but we’ve already talked about your biggest ones.  What minor fantasies did you have?”

He stared at her for a moment, considering if he should tell her.  He took another sip of his coffee.  “Dumb stuff.”

“Like what?”

Should he admit it?  “Sicker stuff.”

“Sicker than wanting to be stuck wearing diapers and only women’s shoes?  Tell me.”

He took anther sip of coffee.  Should he admit some of it?  “You’ll laugh.”

She chuckled.  “Jim, how much do you think I laughed at you being stuck in diapers?  Huh?  Go ahead, make me laugh again.  I’m looking forward to it.”

“There’s this fantasy, where I not only am stuck in diapers, but I need them because I’m totally incontinent.  I mean, front and back.  I have no control at all.”

“And why is that supposed to be so funny?  I would think it’s all part of your original big fantasy.”

“It is,” he replied.

She took another sip of coffee, then asked.  “So if that’s a big fantasy for you, then let’s think about things for a minute.  As you noted just a moment ago, you’re still stuck in diapers whether you like it or not until a plumber comes to reinstall those toilets.  So if that’s the case, what’s stopping you from playing out your fantasies, without the deal, by yourself?  And while you’re at it, what’s stopping you from playing out everything you were interested in, including having no control over when and where you pee and poop?”

He stared at her for a moment.  “I guess…nothing.  But then, that was part of the reason why I bought this house to begin with and didn’t want any neighbors stopping by to bother me.”

“You mean having the neighbors find out about what you’re secretly doing.”

“Yes.”

“Which means, I guess, that you’re back to square one.  Except that now, with your toilets out of the way, you’ve probably got more incentive to play than ever before.”

“Probably,” he agreed.

“So will you do it?”

“I don’t know.  Maybe.  I’ll have to decide.”

She nodded.  “No rush,” I guess.

“No,” he agreed. 

She got up from the table.  “I’ll head home and phone the girls to let them know.  I’m sorry it didn’t work out Jim.  I’m sorry it was too much for you.  I was hoping you really were enjoying it.  I was hoping it all made you feel…a little bit more alive.  Maybe, feel like you were young again.”

“Like I said, I’m too old to be young.”

She nodded.  “Good luck, Jim.  Let me know how things are going once in a while.”  With that, she went out and went home.  She picked up the phone and made three phone calls, breaking the bad news to her friends.

 

--- §§§§§§§§§§ ---

 

Jim sat around the house all day feeling relieved.  He thought often about all the things the two of them had talked about.  He really had enjoyed it all, but it had also scared him too much at the same time. 

Later, he thought about what she had said about wearing women’s shoes out in public.  Yes, maybe it wouldn’t ever come to much, but that scared him too. 

Still later, he thought about the other little fantasy he had that they had talked about, incontinence.  He could do it.  She was right, with his toilets not even in the house, he had no excuses anymore.  Every time he might want to give it up, without the toilets, he would still be stuck in diapers.  And if he wanted, he could play with pretending to be totally incontinent.  That thought alone sent him to his room to try and get himself off, but his penis was still too tender, and his efforts ended almost as soon as they started.

But the thoughts refused to go away.  How long could he manage to keep from calling a plumber to reinstall his toilets.  A day?  Two days?  He knew himself, once he managed to get off, the disgust over what he did would sink in and he’d pick up a phone and call the plumber immediately.  He was weak, and he knew it.  Which was why he had made that deal in the first place.

That evening, as he was changing into his thick night diaper, he thought about everything again.  It was over now, and it had been a relief to relax all day with no worries at all.  But at the same time, he missed the excitement of it.  He missed the not knowing what would happen next.  And more than that, he actually missed something else that he had never considered before – not being alone with it.  He missed having the company of having someone else involved with his weird fantasies. 

Had it made him feel young again?  Maybe.  Did it scare him?  Definitely!  But it was gone now, and the relief felt so good.  It was earlier than he usually went to bed, but he hadn’t slept hardly at all the night before.  He got into bed and pulled the covers over himself and turned out the light.  He wanted to hump the bed, but he was still too sore.  He laid there and dreamed about everything instead.

 

--- §§§§§§§§§§ ---

 

Jackie was getting ready for bed when she was startled by someone suddenly knocking at her door.  She threw her robe over her and hurried to answer it.  Who would be knocking at this hour?  It had to be some kind of emergency.  “She opened the door to find Jim standing there wearing nothing but a thick diaper.  “What’s wrong?” she asked him.

“I may be too old to be young again, but I’m not to old to want to feel young again.  Will you make me feel young?  Make me feel alive again?”

Jackie smiled.  “I’ll call the girls.”

 

Too Old to be Young - Chapter 9 – Part 1 of 2

 Got hit by something, collapsed, hurt myself falling, and woke up in the hospital.  I'm home now, but it's going to be a long recovery.  Luckily I've got a few posts ready to go.

Too Old to be Young

By Karen Singer

 

Chapter 9 – Part 1 of 2

 

Had she made a big mistake?  Had she done the wrong thing?  She had worried about it all night.  Now, with the new day, her body seemed to ache more than ever.  But it had rained last night, and from the sound of things outside her bedroom, it was still raining.  She got up, took her pills, and started the coffee making. 

Had she made a real mistake with what she was doing with Jim?  The worry ate away at her.  Yes, she had been having fun.  Yes, she knew for a fact that he had been enjoying it too, but really, had she gone too far with him now?  She could only conclude that if she was that worried about it, then she had. 

Jim had tried to end it yesterday.  He had demanded that it be over, and she had ignored his pleas in favor of the original agreement that he wouldn’t be able to back out of.  And yes, she could admit, that some of what they did to him yesterday had been fun, but really, had it all been a big mistake?  And if it was a mistake, what should she do about it?

She carried her cup of coffee back to bed to wait for her pills to kick in, but she didn’t read like she usually did.  She was too preoccupied with wondering just how big a mistake she had made with Jim yesterday.  And then there was the next part of the problem.  How should she fix it?

Hating herself.  Hating the situation, she got out of bed and got dressed.  Half an hour later, she huddled under her umbrella as she walked across her lawn over to Jim’s house.  She was tempted to knock, but she didn’t.  She opened the door and went inside.  She found him lying on his back in his bed with his eyes closed.  If it wasn’t for his breathing, she would have worried that he was dead.  Leaving him asleep, she went to his kitchen and started the coffee maker brewing.

While the coffee dripped into the pot, she went back to his bedroom.  He was still lying there, but this time his eyes were open.  She figured he must have heard her in the kitchen.

“Can you take this thing off me now?” he pleaded.  “It’s been on so long that it’s really starting to hurt.  It almost burns now.”

She walked over to the bed.  “I can’t yet,” she told him.  “Not because of anything you might think, but only because I gave Beverly the keys yesterday and I forget to get them later.  I’d rather you put up with the pain just a little longer.  Bev likes to sleep in.  I’ll phone her in a little while.”

He rolled his eyes and turned his head the other way. 

“Coffee?” she asked.

“No.  Not now.”

She pulled back his covers, exposing the thick diaper.  It was definitely wet, but as usual, it was also so thick, she was sure it could hold much more.  No rush there.

“Will you remove the thing today?” he asked.

She nodded.  “Just as soon as I feel it’s late enough for me to call Bev.  It’s early yet.  We’ll give her another half-hour.”  She could tell he wasn’t happy, but what choice did he have?

“Sure you don’t want some coffee?” she asked.  “It should be ready in a few minutes.”

“Later.  When I don’t hurt so much.”

“How did you sleep last night?” she asked.

“I didn’t!”

“You were asleep when I got here.”

“I didn’t sleep much,” he told her.

“Move over a bit,” she told him.  “Let me join you.”  As he moved over, she climbed up on top of the bed, stretching her legs out.  “This damn rain has me aching horribly,” she told him.

“And I just plain hurt!” he told her.  “You know where, and you know why.”

“Yes, and we’ll take care of that soon enough.  Just be patient.”

“Look,” he said.  “I’m sorry I did what I did yesterday.  It was all just too much for me.  I know I agreed that you would make me do it all, like it or not, but it all just became too much.”

“I’m sure it did,” she replied.  “I knew from the start that you would reach that point.”

“Which is why you bought…that thing,” he said, looking down toward his thick diaper.

“Exactly,” she replied.  “But now that we’ve come this far, the question is, where do we go from here…if anywhere?”

“Huh?  What are you talking about?”

“Ending it.  Stopping it.  Letting you go.”

“You’re letting me free?” he asked excitedly.  “Ending the agreement?”

“Maybe,” she replied.  “I guess everything depends on how much fun you’ve been having, versus how frightened you’ve been and desperate to end it all.”

“Pretty damn frightened.  I couldn’t even walk down to the end of my driveway to check my mail.”

“And what if you did?  What if you did walk down there, in your high heels, and checked the mail.  What if someone drove by and saw you?  So what?”

“So what?”

“Yes.  So what?”

He thought about it.  “I don’t know.”

“Do you really think anything would have come of it?”

“Maybe not.”

“Almost certainly not!  And what if they did actually notice your shoes, what’s the worst they might do?  Stop and say hello?  Ask why you’re wearing them?”

“I don’t know.”

“What would you do if you saw some strange man wearing heels while he checked his mail?”

“Probably nothing, but I sure would wonder about it.”

“Exactly!  Now what if you were out somewhere and saw a man wearing women’s shoes in public.  What would you do?”

“I’d look!”

“But would you say anything?”

“No.  Probably not.”

“And what if you were in that position, wearing women’s shoes in public, and someone did actually say anything?”

“I don’t know.  I guess it would depend on what they said to me.”

“Maybe.  But would you be breaking any laws?”

“Not that I know of.”

“So if you’re within your rights to wear them, then why not?”

“Because…I don’t know.”

“It’s not normal?”

“Yes!  Everyone would laugh at me.”

“You just said that if you saw someone wearing shoes like that, you’d look, but you probably wouldn’t say anything at all, and I’m sure that includes laughing.  But say, suppose someone did come up to you and ask why you were wearing them, what would you say?”

“I don’t know.”

“Okay, pretend you’re out grocery shopping and you’re wearing those high heels you’ve got.  You’re pushing your cart around the store minding your own business.  I see you in one of the aisles.  If we’re both shopping, then I’ve probably noticed you a few times already.  But this time, I stop and ask, why are you wearing those shoes?  What would you say?”

“I don’t know!”

“Go with it Jim.  What would you say?  I just asked you why you’re out in public wearing women’s high heels.”

“Um…”

“There’s not a lot of choices for your answer is there.”

“Uh…not that I can think of.”

“You can tell me it’s because of a bet, but what if I see you wearing them again the next time I’m out.  The bet excuse isn’t going to hold up.”

“So what do I do?”

“How about telling the truth.”

“That I’m wearing them because a deranged woman and her friends are making me wear only women’s shoes from now on?”

Jackie burst out laughing.  “Deranged!  Yes, I think you could probably call me that.  But I’m seventy-four years old, and I don’t care.  In fact, it’s probably the truth.  But back to the question.  Yes, you certainly could say that, and it would certainly be the truth, but do you really think anyone would believe it.”

“It would be the truth!”

“Yes.  But maybe not the only truth.”

“What else is there?”

“How about telling them that you love women’s shoes, and you enjoy wearing them?”

“Tell them that?”

“It’s the truth, isn’t it?  That’s the whole reason why you wanted us to keep you in them, isn’t it?”

It took him only a moment of thinking.  “Yeah,” he agreed reluctantly.

“So now you’ve told someone that you love women’s shoes, and you enjoy wearing them.  What’s going to happen?”

“They’ll laugh at me.”

“Maybe they will, maybe they won’t.  What if they do?”

“I’d be embarrassed as hell!”

“Sure.  But isn’t that part of your fantasies too?  Doesn’t being forced to wear them hinge on the embarrassment factor?  Wasn’t that a major consideration as to why you agreed to have us keep you in those shoes from now on?”

“It was a bad decision.”

“But was it the truth?”

“Yes!  Okay?  So what?”

“So that’s my question.  So what if they laugh at you.  What’s the worst that can happen now?”

“What do you mean?  They’re already laughing.”

“But is there anything more that they’ll do?”

“I don’t know.  Get everyone else laughing at me?”

“Jim, put yourself in their shoes…figuratively this time…what’s the most likely thing someone who laughs at you a bit is going to do?”

“I don’t know.  Keep shopping?”

“More than likely.  They might talk to you a bit about it, but hey, what’s the harm in discussing the kind of shoes you really like with someone else, especially after you’ve already told them that you like wearing them?”

“It would be embarrassing.”

“More embarrassing than getting laughed at…and that’s if they laugh at you in the first place, which I’d be willing to bet doesn’t happen.  If it was me seeing you, I’d be amused and curious, but I wouldn’t laugh out loud at you.  I might…and I emphasize, might…ask you about your shoes, but I probably wouldn’t.  And if I did decide to ask you about them, yes, I’d be curious, but I have no doubt I’d find it interesting.  Especially if I could tell if you were being honest with me about your answers.  And Jim, I have no doubt that most people would be able to tell if you’re being honest about something like that.”

“Huh!” he grunted.

“So…” she said.  “If you were wearing heels out in public somewhere, and someone came up to you, clearly amused by what you’re wearing, and they decided to ask you why you’re wearing them, how bad would it really be?  Would it be the stuff of your dreams?  Would it actually turn you on?  And after you got home, how often would you think and dream about it?  How often would you…get yourself off over it?  How…precious would that memory actually be to you?”

He looked at her, shocked, but didn’t answer.

“Jim,” she finally said.  “How bad would it be?  Would it be a good thing, or something desperately bad?”  When he still didn’t answer, she added, “From everything I know about you so far, I’m guessing you really wouldn’t mind it that much at all…and that’s if you don’t wind up cuming in your diapers while it’s actually happening!”  She nearly laughed as his face registered shock.  “Is it possible that could happen?” she laughed.

“No!”

“Maybe not,” she replied, but how long would it take after you got home before you start trying to get yourself off over the memory of it?”

He shook his head.  “I’d be rushing to do it,” he admitted.

She chuckled a bit.  “I’ve no doubt.  And how about wearing the diapers in public?  That’s an entirely separate issue.  How bad would that be for you?”

“As long as they don’t show, it’s not that much of a problem,” he replied.  “And I already checked the mirror.  “I don’t know about the thick diapers like I’m wearing now, but so far, I can’t see the thin ones under my pants.”

“So no problem there.  But how would it make you feel wearing them out into the stores under your clothes?”

“Huh!  Excited.  Scared.  Horney!”  He turned to look at her.  “Did I mention scared?”

“Why scared if nobody can see them?”

“I don’t know, but I’m sure I would be.”

“But the bottom line for you there, is that wearing the diapers out in public would be fun.  True?”

“Maybe.  Yes!” he finally conceded.

She laughed.  “Want to know what one of the big questions I’ve been thinking about is?”

“What?”

“If you go into a shoe store to buy women’s shoes, while wearing diapers and high heels, would you wet yourself just going through the door?”

He looked at her with a shocked expression on his face.

“What do you think?” she teased.  “Would you?”

He shook his head.  “No.  I’d be too scared.”

“Oh.  Yeah, I can see that.  If you’re that scared, you’d be all tensed up and you probably wouldn’t be able to pee.”

“No.  I wouldn’t,” he agreed.  A moment later, he chuckled a laugh too.  “But I guess it is possible.  It might happen.”

She looked at him and smiled, “Thought so,” she said.  She looked down at the bed and became serious again.  “So I guess that brings us back to my originally question.  Where do we go from here?”

“You mean, keep going, or finally quit?  Finally put an end to it?”

She shook her head.  “To me, it be a shame to end it all now, now that you’ve got the chance to actually do what you’ve been dreaming about, but haven’t.”

“What do you mean?”

“We gave you the opportunity to fulfill your dreams.  And you haven’t even had the chance to experience it yet.  You haven’t even tried to experience it yet.”

“No,” he agreed.  “In truth, I’ve been too afraid of just leaving my house.”

“And if you had another chance, what would you do?”

He considered it, then said, “I don’t know.  I honestly don’t know.  On the one hand, that’s why I agreed to let you do it in the first place.  It was…my fantasies.  But on the other hand, the reality of it hit’s hard.  Very hard!  Fantasies and reality.  Fantasies should remain just that, nothing but dreams.  They should have no place in real life.”

“But without dreams, nothing would have ever been accomplished in this world.  Dreams have built this entire world.”

“Not my kind of dreams.  My kind of dreams don’t accomplish anything.  They should remain just that, dreams…fantasies.”

“Oh, I don’t know.  I have a feeling that making your fantasies and dreams come true may have been better for you than you think.  Even staying hidden in your house, how much enjoyment have you gotten out of this?  I mean really?”

“Are you kidding?  None!”

“Are you sure?”

“Yes I’m sure.  This has been a nightmare from beginning to end.”

“Jim.  Be honest, are you sure?  I know you’ve got to have been…and I’ll use the ‘M’ word here…masturbating over it all.”

“Sure.  Yes.”  He shook his head.  “A lot.  Every damn day.”

“Which means you’ve been enjoying it.  Probably a lot.”

“Yes!  Okay?  Damn, it was all the stuff of my dreams.”

“So once again, where do we go from here?  Do we end it, or keep you having the time of your life?”

“The time of my life?”

“Yes!”

He thought about it.  “I just…don’t know.”

She shook her head and sighed, then climbed down from his bed.  “I’ve got to pee,” she said, “and I can’t very well do that here.”

“Need to borrow a diaper?”

She smiled.  “No thanks!  While I’m home, I’ll call Bev and get that key.”

 

Too Old to be Young - Chapter 8 – Part 3 of 3

 

Too Old to be Young

By Karen Singer

 

Chapter 8 – Part 3 of 3

 

The three women left, and it was just Jackie and Jim in the house.  Jackie sat on the edge of the bed, her eyes noticing the way Jim was following her.  “How much does it still hurt?” she asked.

“Some,” he admitted. 

“Bad?”

“Not anymore.  Not like when you first put it on me.  But it’s…I guess…pulling.  Keeping me stretched out and trapped there.

Jackie considered that.  “You were hard and long.  Now that you’re no longer hard, it’s just keeping you long.  And since I’m sure you’re quite soft inside that thing now, then you’re feeling those spikes, but they aren’t hurting like they did.”

“Yeah,” Jim breathed.  “Something like that.”

“So I’m guessing it’s painful, but still livable.”

“That’s a matter of opinion, and it’s not mine!”

“I’m betting it’s good enough then,” Jackie replied.

“How long do I have to wear it?” Jim asked.

“Until I’m sure you’re fully accepting your situation and you’re not going to rebel again.”

“Okay!  I won’t!  Just take it off!”

“Sorry Jimmy.  It doesn’t work that way.  Besides, the reason we put that thick diaper on you was so that you’d be stuck with a minimum amount of time in it.  Since that tube down the middle of the thing makes sure you’ll have no trouble peeing, then that thick diaper you’re wearing is going to have to get saturated first.  And since it’s so late in the day already, then I’m thinking tomorrow morning at the earliest.  And that’s only if I’m sure you’ve learned your lesson.”

“I have!  I have!” Jim exclaimed.

“Nope!  Sorry,” Jackie told him. 

Jim rolled over onto his back.  “Can I at least see it?” he asked.

“If you want.”

Jim unfastened the thick diaper he was wearing.  He sat up on the bed and studied the device, pulling on it and squeezing it.  The device was steel and heavy.  Squeezing did nothing at all and pulling only made it hurt worse.  The way it was made to lock onto him, coupled with the way all those sharp spikes inside it were grabbing him too, he knew the only way to get it off was with the key…that he already knew Beverly had taken home with her.  Damn!  With a sigh of frustration, he fastened the tapes on his diaper again.  “What am I going to do?” he asked.

“Figure it out!” Jackie replied.  “I’ll be spending most of the day here now to make sure you’re alright, but I won’t be here all the time, and I won’t be here tonight either.  Coffee?” she asked brightly.

Jim forced himself to his feet.  Wearing just a shirt and the thick diaper, he tried walking a few steps.  No problem.  But the feeling the weight of that device and the sharp points sticking into him and grabbing him couldn’t be ignored.  Nothing changed that feeling since the thing was locked so tightly onto him.  He followed Jackie out to his kitchen where she started working with his coffee pot.  His counters were full of the plastic bags from the grocery store.  While the coffee was brewing, Jackie disappeared back to her house to go to the bathroom.  With nothing better to do, Jim put his groceries away, moving slowly because of the painful device attached to him.  Jackie was back only a few minutes later with a stack of magazines in her hand.  While Jim finished putting the groceries up, she poured them each a mug of coffee. 

“Still hurting?”

“Like before,” he told her, his voice dull.

“I think that’s good,” she decided. 

Jim said nothing.  With the last of the groceries put away, he took a sip of coffee.  “Now what?” he asked.

“Now?” Jackie replied.  “Now you think about things and try and figure it all out.  Other than that, it’s up to you.  “I’ve got some magazines I want to go through.”  She carried her coffee out to his living room and sat in one of his chairs where she opened the first of the magazines. 

Not knowing what to do, and not wanting to chance being in the same room as her, Jim went to his office.  With nothing better to do, he pulled up one of the short stories he had written some time ago.  He never did anything with his stories other than to save them for his own personal enjoyment.  He started reading the story, but he got halfway through it and realized he was in trouble.  The story had been one of his fantasies, and as such, it turned him on.  He penis inside the iron maiden started to grow, which made the sharp spikes in it dig into him that much harder.  In only moments he was in agony again.  “Shit!” he exclaimed loudly as he bent over in his chair in pain.

Out in the living room, Jackie heard his distress.  She hurried to his office where she found him grabbing the front of his diaper.  “What’s wrong?” she asked.

“It hurts!” he replied. 

“What happened?”

“It just…” he stopped there.  “Never mind!” he told her.  “I’m sure it will be fine in a minute.”

Jackie stood there watching him for a moment.  “What made it start hurting so much again?”

“Never mind!” he replied. 

“Jackie pushed her way around the desk and saw the screen of his computer for just a brief moment since he quickly grabbed the mouse and hid the story he had been reading.

“Private!” he said sternly.

She stared at him, but she already had a good idea as to what kind of thing he had been reading.  Something that turned him on.  Which meant that….  “Why don’t you spend some time looking at some lovely new shoes,” she suggested sweetly.  “Something I know you can’t wait to wear in public.”

In seconds, Jim was bent over in agony again as the spikes inside his cage dug in even deeper.  With a chuckle, Jackie left him and went back to her magazines.

When dinnertime came, she fixed them a bowl of soup and a sandwich.  While they were eating though, she couldn’t resist.  “Have you decided what heels you want to buy yet?  I know you can’t wait to wear something sexy to shop in all day.”  Once again, the painful spikes dug into Jim, and he was in agony until he could finally calm down. 

“You’re cruel!” he accused.

“Yep!” she replied delightedly.  “Aren’t you glad?”

Jim scowled at her, but said nothing.

Wetting his diaper proved to be no problem at all inside that device.  With the central tube up inside him, the process felt a bit strange, but he couldn’t miss the feel of warm pee suddenly surrounding him before the material of the diaper soaked it all up.  At least he didn’t have to worry about that. 

Once dinner was over though, Jim disappeared back to his bedroom where he laid on his bed.  The painful device had receded back to a dull roar again.  As he laid there, he couldn’t help but think about his situation.  He had agreed.  He had actually asked for Jackie to go ahead and make his fantasies come true.  It had simply been too good an opportunity to pass up.  But now that the reality of it was here, so were the ultimate problems he knew from the start that he would be faced with.  The problems he’d love to get out of.  The problems he himself had asked her to make sure he couldn’t get out of.  The more he thought about it, the more he realized, he was getting just what he deserved for being so stupid as to take Jackie up on her offer.  Stupid!  Very stupid.  But at the same time, how many times had he jacked off already since it started.  He had never felt so excited, so alive!  It was all the stuff of his dreams, and now that he had it, he didn’t want it.  And as the original idea had been stated, he found himself with no way out. 

Feeling sorry for himself, he pulled himself off the bed and headed out toward the living room.  Jackie was still sitting there reading her magazines.  He sat down in another chair.  “I’m going to be in diapers forever, aren’t I.”

“I don’t know about forever,” Jackie said.  “Just till I get tired of this, I guess.”

“And you don’t know how long that’s going to be.”

“That was what we talked about when we decided on all this.  There’s no way to know.  All I can say is, for a while.”

“But if you keep enjoying it, then it could be years.”

“In theory.  Yes.”

“Which means, I’m going to be stuck like this forever.”

“I guess it’s possible,” she agreed.

“I’m going to be the laughingstock of everyone,” he said.

“Maybe.  In fact, probably.  No…let’s say…absolutely!  But you knew that going in too.  Isn’t that what your fantasies really were?”

He said nothing for a moment as he tried to take it all in.  “It’s a sickness, I guess.”

She was surprised by the slight change in direction.  “I guess if you look at it that way.”

“Wouldn’t you?”

“To me, yes.  But to you?  You’re the one who enjoys all this so much.  Is enjoying something a sickness?”

“People enjoy drugs,” he stated.

“True,” she agreed.  “So this is like a drug.”

“I guess.  No, more than that.  It really is.  It’s a drug.”

“A drug that brings you enjoyment.”

“And torment!” he pointed out.

“Like other drugs people take.”

“Yes!”

“And now you’re addicted and the drug, in this case, me, won’t let you go.”

“Yes!  So what do I do?”

“Jim, as I said before, this whole thing was set up so you could enjoy yourself.  As much as I want to enjoy it, the whole purpose was so that you could enjoy yourself.  Maybe you should start looking at it all from that perspective.”

Jim nodded.  “And with no way out, I have no choice but to becomes a laughingstock.”

“I’m afraid that’s going to be the case.  At least eventually, I’m sure.  In the short term, for now, I guess that might depend on how you yourself see things and decide to handle the situations.”

“Like what?”

“Jim, you’ve only got women’s shoes to wear when you go out…just like you fantasized.  And I’ll just bet you can’t wait to try wetting yourself while you’re out in a store somewhere.”

The pain started growing inside his diaper again.  “You would have to put it that way!”

Jackie chuckled as she watched him trying to control his pain.  She sat watching him while he said nothing for a long time, blankly staring off into space. 

“I’m stuck,” he finally said, still staring at nothing.

“That was the idea,” she replied softly.

“Stuck!” he repeated.  “Stuck using diapers, stuck looking like a weirdo wearing women’s shoes everywhere I go.”

Jackie said nothing.  She saw his eyes gain some focus as he looked at her. 

“I’m going to be wearing diapers and women’s shoes forever,” he said sadly. 

“And how much is all that turning you on?” she asked softly.

He stared at her for a few minutes, not wanting to acknowledge the truth of her question.  He finally got up from his seat.  “I’m going to go lay down,” he told her. 

She watched as he walked out of the living room.  When she checked on him an hour later, she found him in bed, sound asleep.  She left him there and went home.  Jim had finally come to grips with his situation tonight.  The situation he had wanted and asked for.  She wasn’t sure if he had finally accepted the fact yet, but the reality of it was finally sinking in.  It wasn’t just a game to him anymore.  It was real.  Very real. 

Now the question was, what would tomorrow bring?