Too Old to be Young - Chapter 18 - Part 1 of 2

Too Old to be Young

By Karen Singer

 

Chapter 18 – Part 1 of 2

 

Sunday morning, Jim rolled over in bed from his stomach onto his back, and immediately had to move.  Ouch!  Damn it!  He had rolled over onto his headphones that he had tossed aside in the middle of the night.  He could still hear the hypnotic recordings playing from them, but barely.  He couldn’t stand earbuds instead of the headphones, so for him the headphones were the only way to go.  Unfortunately, they were a nuisance unless you were lying flat on your back. 

With the headphones moved out of his way, he turned fully onto his back again.  His diaper felt soaked and huge between his legs.  Scratch that, both diapers he was wearing felt soaked and huge between his legs.  Thank God Jackie had come by last night and let him clean up and shower before bed, although she had insisted on double diapering him again in his super thick nighttime diapers.  The minute she had gone home, he had hit his bed, humping and humping and finally succeeding in getting himself off.  He remembered thinking afterwards that his orgasm had been so good that it made the wait and all he had endured all day yesterday worth it.  As he laid there, he was tempted to roll over onto his stomach and try humping his bed again, but he didn’t. 

Once again, he tried to close his legs and realized that his diapers were so much thicker than he was used to waking up with.  The result of being double diapered in such thick diapers…plus all he had peed last night.  How many times had he woken up last night?  He couldn’t remember exactly.  Even with the hypnotic recordings playing in his ears that were supposed to help him wet himself while sleeping, it seemed like he had woken up again and again.  He distinctly remembered peeing heavily three times.  The other times, it was more like the constant sound playing though his head kept annoying him and waking him up.  He had finally removed the headphones and tossed them aside so he could get some sleep.  Even now he could still hear the recordings playing one after another on the endless loop he had set them to play.

With a grunt, he finally threw his splayed legs over the side of the bed and got up.  That early in the morning, after just waking up, his diapers felt almost as thick as they had yesterday before Jackie had let him shower and change.  But that was impossible.  Coffee!  He needed coffee to get his head on straight.  He grabbed the large baby bottle from his night table.  It was empty.  He usually used the smaller bottles during the day, but he was hoping the larger bottle would help him pee more at night…and hopefully sleep through it so he wouldn’t know he was doing it.  Well, his diaper…diapers…certainly seemed to be wet.  Unfortunately, he was pretty sure he hadn’t slept through any of it.  Not with as many times as he had woken up last night. 

With his coffee maker working, he headed for his desk.  He had whittled all those hypnotic recordings yesterday from twenty down to twelve.  He needed to find one that he felt was good enough to listen to all the time now.  He felt sure that was the only way he was going to get what he wanted out of those recordings. 

As he sat at his desk, he noticed the first feelings that he was going to pee very soon.  He didn’t even have to think about keeping himself relaxed and letting it just happen naturally.  In moments, it just happened.  The entire short process was…comforting.  Nice.  Relaxing.  Enjoyable.

Fun!

When his coffee was ready, he got up and filled one of his small baby bottles.  Since he usually kept coffee within reach all day, he more often was able to finish those smaller bottles than with the larger bottles where his coffee usually got cold.  He was focused now on pairing down those hypnotic recordings.  Back to work!

An hour later, Jackie was there, and he went into the shower.  He came out to find her waiting for him with two diapers in her hand again. 

“Again?” he asked.

“Why not?” Jackie replied.

He laid down on the bed and let her start putting the two diapers on him, only then realizing that neither of the diapers were his super thick nighttime diapers.  “Hey,” he said.  “These are my regular ones.”

“Would you rather have the night diapers again?” Jackie asked.  “I certainly don’t mind.”

“No!  No!  This is good,” Jim replied quickly.

A few moments later, both diapers were fastened around his waist.  The result was maybe a bit more padding than wearing one of his super thick night diapers.  Ten minutes later, he was wearing pantyhose, a very stuffed bra, his locked onesie…and his red high heels.  Like yesterday, Jackie was leaving anything else he wanted to wear up to him.  After watching her walk out the door, instead of dressing further, he got back onto his bed and started humping for all he was worth.  He wasn’t going to go all day without being able to again.  And even if he had no interest in doing any of his baby – sissy stuff afterward he came, he knew he was going to have no choice but to continue with it all, because that was the nature of the relationship he had with Jackie.  With Jackie and all her demented friends.

What day was it?  Sunday?  He had today, tomorrow, and then it would be Tuesday again.  Horror day.  His day when sometime that evening his life would get so much worse…somehow.

 

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When Jim woke up Monday morning, instead of rolling over off his stomach, he stayed there with his eyes closed.  He had woken up in the middle of the night and removed his headphones and turned the recording off before going back to sleep.  And he had slept soundly.  Now, still lying half asleep on his stomach, thoughts and images kept playing through his mind.  Exciting thoughts and images.  Particularly the fantasy about peeing in his sleep every night without waking up.  Being so used to doing it that he would have no choice but to forever wear diapers to bed because he wouldn’t be able to control it.  In his half-dreaming state, his fantasy grew, and so did his cock locked deep inside two layers of his thick nighttime diapers.  He couldn’t help himself, and he didn’t want to help himself.  He started humping his bed.  Desperately trying to get himself off. 

As the fantasy continued to play in his mind, the feeling of his super thick diapers helped excite him.  He couldn’t close his legs if he tried.  He worked at getting off, and worked at it, but once again two layers of his soaked super thick diapers got the best of him, and he was forced to give up.  Damn it!  He finally swung his legs over the side of the bed and stood up.  His diaper was thick and heavy.  He thought he remembered waking up twice during the night to pee, plus the one time when he had pulled the headphones off and shut the recording down.  After that, he had slept soundly. 

He grabbed his empty baby bottle and waddled his way out to the kitchen, noticing how heavy his diapers seemed.  “He must have wet himself a bit heavier those two times he had woken up to pee than he had originally thought.  But since he had woken up to pee, then he knew for a fact that he still wasn’t peeing in his sleep.  But he was down to five recordings he was listening to now, and he had hopes that in a week or two, or maybe a month or two, he would eventually get there.

With his coffee brewing, he went to his desk, where since he had been unable to get himself off, he once again began working on his super-long story.  His horniness helping to add fuel to the words he was typing.  But typing wasn’t fully on his mind.  Today was Monday, tomorrow night Jackie would be making his life a bit more like hell.  What would she do to him next?  He dreaded it, but he also couldn’t wait to find out.

The other thing on his mind was wondering if she would again stick him in two diapers, super thick or otherwise.  So far, it was proving to be a lot of fun, even if she was refusing to change him until bedtime.  Two days in a row now she had done that to him.  Even with his thinner regular diapers yesterday.  What would she do to him today?  What would she do to him tomorrow night?

Worry about it had him shutting down his story.  He couldn’t work on it.  He went to the kitchen and got his coffee, then came back to his desk and started searching the internet for fun and exciting things to look at.  Just as soon as Jackie left him alone today, he was going to hump his bed and get himself off.  That much was a certainty.  No matter what she put him in, since he wouldn’t be soaked, he was sure he could succeed.

An hour and a half later, he was trying to do just that.  Hump his bed to get himself off.  Except once again he wasn’t having a lot of luck.  She had only put him in his regular daytime diapers, and once again only two.  But this time when she had put them on him, she had first tucked his penis straight back between his legs as hard as she could before pulling the diaper up tightly to hold it in place.  So far, try as he might, he couldn’t get the thing back to a more normal position.  Consequently, he humped and humped to no avail at all.  He might as well be back in the chastity device.  He humped and pumped and wanted to scream.  It was useless. 

He tried again and again to push it with his fingers, but the pantyhose over the two diapers and then the onesie locked over that wouldn’t let him get his fingers anywhere near enough to move it.  No matter what he did, try as he might, he couldn’t get any stimulation to his penis inside his diapers at all.

He finally got out of bed and in desperation looked around the house for something he could straddle and either rub back and forth directly on his crotch, or maybe bounce up and down on, but he couldn’t find anything like that to use at all.  He thought seriously about taking his baby bottle and throwing it at the wall.  Instead, he stuck the nipple in his mouth and sucked.

What had that damn demented woman done to him this time?  He could kill her!  And even as he thought about that, in his increased, unrelieved hornyness, he remembered that tomorrow was Tuesday.  D-Day…or maybe T-Day for trouble day.  If he was this frustrated now, how much worse would his life become tomorrow night?

 

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Tuesday morning slipped into place quietly with an aching in Jim’s lions that he knew he couldn’t hope to quench.  He didn’t even try.  Not with two layers of his thick nighttime diapers taped on him and his penis once again stuck back between his legs.  Damn demented Jackie had seemed to get a kick out of that yesterday when he had complained that he couldn’t get off at all because of it.  She had laughed!  He wasn’t laughing, that was for sure.  How many times now had she told him this was all about his enjoyment, and yet all week she had gone out of her way to make sure he had as difficult a time getting that enjoyment as she possibly could. 

His mind finally realized that the hypnotic recordings were still playing through the headphones still on his head.  The sound of the voices had become nothing more than background noise above his constant need and searching for ways to get himself off.  He pulled the headphones from his head and threw them aside.

He was well aware of how monstrously thick his diapers were.  Over the last few days, super thickness had become his norm.  He briefly wondered what only one of his daytime diapers would feel like again – if he ever got the chance to wear only one.

He finally threw his covers off and dropped his legs over the side of the bed.  He noticed himself peeing a bit as he stood up.  That was interesting.  For a moment there it even took his mind away from his denied sexual need.  He grabbed his empty big baby bottle from the nightstand and waddled his way out to the kitchen.  He didn’t have to think about making coffee, he just did it.  With the coffee brewing he waddled his way toward his office, peeing once again along the way.  He must not have gotten it all out of his system the first time.  It had taken gravity and moving around a bit before the rest of it came out.

He went through the usual motions, looking for things that were interesting, despite his inability just then to get any kind of relief.  He looked at things, but in the back of his mind he couldn’t help but remember that it was Tuesday.  Death-day!  Or at least trouble day.  What would Jackie and her friends saddle him with next?  He dreaded finding out, while at the same time, a part of his aching loins couldn’t wait.

  A small baby bottle of fresh coffee in hand, he tried working on his long story, but he couldn’t.  The more he tried to think about other things, the more his mind wanted to worry about what would happen later tonight.  Even the few times when he peed a little didn’t seem to overshadow that worry.

When he heard Jackie come in through the door, he got up from his chair to greet her.  Peeing while he said hello was like a small secret joke.  She didn’t even know he was doing it.  Going into the shower a few minutes later, his mind finally turned to wondering what miserably difficult way she was going to dress him today.  He finally walked out of the bathroom to see only one regular daytime diaper laid out for him on his bed.  But that didn’t mean much.  He had seen that before.  Just before she added more of them.  He laid down on the bed and was immediately filled with joy when she didn’t push his penis back between his legs.  He felt her taping the diaper firmly closed, and couldn’t believe it when she told him to get up.  Two minutes later, he was locked in his onesie with only the one daytime diaper. 

“Okay, Jim,” she told him.  “See you at lunchtime.”

With that, he watched as she left his bedroom.  A moment later, he heard the front door open and close.  He took a few steps.  He didn’t even waddle.  The single diaper felt like almost nothing after what he had worn for the last few days.  It was joyously light and comfortable.  And he already missed the sexual thrill of all the extra bulk he had been enjoying.

Realizing that there was no longer anything to stop him, he literally threw himself face down on his bed and began humping.  Joy!

His trepidation grew when she changed his diaper just before lunch.  He asked before she left what was in store for him that night, but she only smiled slyly and walked out.

He asked again when she showed up mid-afternoon to change him.  Still, she refused to answer.  The longer the day dragged on, the more he worried about it.  Nothing he tried to occupy himself with seemed to help.  He took a nap for a while, after first humping himself off again, but the moment he woke up, the thoughts and worry over the evening to come came crashing back at him.  What would they do to him next?

She was back shortly after dinner to change him one more time.  Still, she refused to tell him anything.  She didn’t even request that he wear anything special over his locked-on onesie.  She just said, “See you later,” and disappeared.  He didn’t know if that was ominous or not.

 

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