Too Old to be Young - Chapter 16

 

Too Old to be Young

By Karen Singer

 

Chapter 16

 

He had been so exhausted last night by the time he got to sleep that he hadn’t bothered to listen to the hypnosis file he had downloaded the day before.  Despite his lack of sex for the last week, and despite his new situation of only being able to drink from baby bottles, it had taken more of a monumental effort than ever to hump his bed and get himself off.  And then there was the fact that trying to sleep while being still stuck wearing a bra and pantyhose added their own bit of discomfort.  Especially the bra.

Despite his exhaustion, he still knew it and woke up every single time he had to pee during the night.  At least he was fairly sure he knew it.  He had been pretty exhausted.  He glanced at the baby bottle in it’s koozie on his nightstand.  It was still half full from last night.  He grabbed it and took a swig.  Cold.  Yuck!  Those demented women had fixed it so that from now on he would be stuck drinking from only baby bottles.  At least as far as when he was home.  He didn’t see any way that they could do anything about what he would do if he went into a restaurant.  And he wasn’t planning on carrying a baby bottle anywhere with him whenever he left the house.  That at least was a bright spot.

He took another long swig of the cold coffee, then placed the bottle back on the nightstand.  Just the thought of being stuck drinking from it had him so turned on again that he couldn’t stand it.  Once again, he rolled over onto his stomach and did his best to hump his bed.  Just like last night, it took him forever.  But at least he got off, not to mention how much he had enjoyed doing it.  The only problem was that now that he was done, as usual, he wanted nothing to do with the baby bottles, or his diapers, or the bra and pantyhose stuck under his onesie.  He really wanted a shower now too, but of course, locked into the thing, he had no choice.  Thanks to Jackie, he had no way out of any of it.  His new life.

He was tempted to scream.  Instead, he got up and went to the kitchen to make more coffee, where he couldn’t miss all the baby bottles on his kitchen counter.  It was one thing after another.  Diapers, then the heels, now baby bottles.  One thing was for sure, Jackie…and the other women…weren’t making his life easy.  As per his usual morning routine, he set his coffee maker working.  Heading into his office, he was glad that at least he was done being forced to wear the heels all day.  He flexed his toes just because he could.

He pulled up his story and kept working from the point he had left off yesterday.  When his coffee was finished, he grabbed the baby bottle from his bedroom and carried it back to the kitchen.  He unscrewed the nipple and had to be very careful to pour the coffee into the small opening.  He screwed the nipple on and took a small swig.  At least this time it was hot.  But what a bother!  What the hell was he going to do?

With little choice, he carried the bottle back to the office where he went back to working on his story.  Because he could only drink from the bottle, he was forced to take small brief swigs of the coffee and at much greater intervals than he normally would with his usual mug.  Consequently, he was drinking far less coffee.  Something he didn’t realize until much later.

 

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It wasn’t that cruel…but Jackie did it anyway.  When she let herself into Jim’s house, she purposely carried a large mug of coffee in with her.  She certainly wasn’t about to drink any coffee from his baby bottles, and there was literally nothing left in his house now to drink from anyway.  But her carrying the mug of coffee in and drinking it in front of him was a tiny bit of cruelty to press that point home.  Besides, she couldn’t wait to see him pick his bottle up to drink from it.

“Hi Jim,” she called as she went in through the door.

Jim turned in his desk chair as she came into his office.  The mug of coffee in her hand wasn’t lost to him.  He looked at it for a moment, then purposely looked away.  Jackie spent the same amount of time looking at the baby bottle on his desk, before turning her gaze on him, taking in his “breasts” and pantyhose locked on under his onesie.  Cute!  She liked seeing them on him.  Especially when he couldn’t get them off.

“How’s it going?” she asked.

Jim shrugged.  “Fine.”

“Any problem with the bottles?”

“They’re hard to drink from.”

She noticed that the bottle on his desk was only partially full.  “But I can see that you’re managing.”

“So far,” he replied, once again looking at the large mug in her hand.

Jackie nodded toward his baby bottle.  With a cruel smile, she said, “I can’t wait to walk in here one day and see you sleeping, while that thing is still in your mouth.” 

The thought of it suddenly sent Jim’s cock lurching inside his soaked diaper.  He was tempted to say heaven forbid, but he held his tongue.  Was it possible that it could happen?  He seriously doubted it, but he did take naps during the day.

“Shower time?” Jackie asked.

“Please!” Jim replied as he got up from his seat.

Twenty minutes later, Jim had one of his semi-thin daytime diapers on, and they were “discussing” things.

“Jim,” Jackie said.  “Do you have any plans on going out somewhere today?”

“No.  None!  Unless you’re going to force me to do it.”

“Of course not.  Not this week.  We just need you to get used to drinking from those bottles all the time.  So why not wear them?”

Jim considered it.

“Jim,” Jackie said.  “This is all your fantasies.  This is all for your enjoyment.  Isn’t this what you wanted to do for fun?  Isn’t this why you moved here and was hoping to chase all the neighbors away so they would leave you alone to…enjoy yourself?”

Like it or not, Jim had to admit, she did have a point.  But what if he did want to go out somewhere?  He thought again about the fact that he now had only women’s shoes to wear, even out in public, and he banished all thoughts of leaving the house from his mind.  “Yeah,” He conceded.  “I do enjoy it.”

“Then put them on.”

Jim nodded and reached for the pantyhose he had been wearing all day yesterday and last night.

“No Jim!  At least get a fresh pair.  A fresh bra too.  And this time, stuff some panties or something in it to fill it out.  It’s your fantasies.  You might as well enjoy them all you can.”  She didn’t add – while you still can.

Ten minutes later, Jackie snapped the lock shut on the back of his onesie, sealing his diapers, white tights, and stuffed out bra inside it so he would be stuck wearing them all day.

“Now what else are you going to wear?” she asked.

“I don’t know yet,” Jim replied as he headed for his closet. 

“Can I make a suggestion?”

“What?”

Jackie went to his closet and pulled out his one dress that was the most outrageous.  His dress that looked like something a little girl might wear – fifty years ago!

“That?” Jim exclaimed.

“Jim, you’re stuck wearing and using diapers like a baby, now you’re stuck drinking from baby bottles.  Personally, I think it’s only fitting.

Jim looked at her skeptically, but his cock was now going crazy inside his diaper.  Besides, he could take it off and put something else on – just as soon as she left, and he managed to get off humping his bed once again.  He still had a week’s worth of non-sex to make up for.  With her watching, he put the dress on, doing everything possible to not let her know how turned on he was.  But once he had it on, she was holding out his shoes for the day, the locking little girl black flats with the big white bows on the toes.  Wanting her gone more than ever, he put the shoes on and let her lock them, taking the keys.

With a laugh, Jackie headed for his door.  “Enjoy yourself Jim.  I just know that you will.”  With another laugh, she was gone, and Jim immediately headed for his bed.

The dry thinner diaper helped, maybe so did everything he was wearing, but once again it took a while for him to get himself off.  But as always, once he did, he wanted out of everything he was wearing, except that this time the only thing he could possibly remove was his dress, and that was it. 

Finally deciding it was no use changing, wearing the little girl dress, he went back to his office.  He took a swig from his baby bottle.  Ugh!  Cold!  He went into the kitchen, dumped it out and poured himself a fresh bottle of coffee.  Putting it to his lips, he drank deeply.  As he walked with it back toward his office, he once again forced himself to make sure his bladder muscles were as relaxed as possible, something that he had forgotten about earlier.  His muscles had been loose, but not completely relaxed.

He looked at the story he was working on, but decided he wasn’t interested in it just then.  He headed for his living room instead and grabbed his tablet with the story he was currently reading from it.  A story that would do nothing at all for any of his sexual fantasies that just then he had no interest in at all.  He sat back in his recliner and raised his feet.  The white tights and big white bows on his locked-on shoes couldn’t be missed if he tried.  He grabbed the sides of his skirt with both hands and stretched it out wide.  Finally, he opened his tablet and turned to the story he was reading…and did his best to forget his current life and get lost in someone else’s problem.  It took him a while.

It was a while before his story was interrupted by the faint brief feeling that he needed to pee.  He stopped reading and concentrated on not stopping it in any way so that it would happen naturally.  He loved it, despite the fact that it was over with far too soon.  Once done, it took only moments to get back into the story again.

 

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Jim’s phone rang.  He had read for a long time and was now just lying back in his chair with his eyes closed.  Relaxing.  The sound of his phone startled him.  He hurried up from his seat and found the thing.  “Hello?”

“Hi Jim,” Jackie’s voice came back.  “How are you doing?”

“I was doing fine,” he told her.  “I was almost asleep.”

“Oh.  Sorry,” Jackie replied.  “Listen,” she said.  “I was just making a batch of chicken salad for lunch and wanted to know if you’d like to come over and have some with me.  And if you bring a fresh diaper with you, I can change you right here.  What say?  Feel like some company for a little while?”

Jim considered it, then remembered what he was wearing.  He glanced down at the skirt of his dress, seeing his white legs and the shoes attached to his feet.  “Uh…maybe not,” he told her, not wanting to go outside his house the way he was dressed.

“Why not?” Jackie asked.

“Uh…not a good idea today,” Jim replied.

“Why?  Because of what you’re wearing?”

“Yes!”

“For heaven’s sake Jim.  Who’s going to care?  It was your fantasies remember.  Just get over it…and get over here!  Oh, and don’t forget to bring a fresh diaper with you.”

Jim fumed a moment.  Was she ordering him around again?  Making him do things that weren’t part of their agreement?  Or was it just lunch?  But it was just next door.  If he hurried, maybe nobody would see him.  Besides, Jackie didn’t have any baby bottles at her house…he hoped.  It would be a chance to drink from something normal again.  “Fine,” he replied.  “I’ll be there in a few minutes.”

“Good,” Jackie replied happily.  “See you then.”

Jim set his phone down.  Ugh!  Now he would have to brave going outside, dressed as he was.  He went to his room and the latest package of diapers he was pulling from and grabbed one.  He grabbed his keys in his hand too so he could get back into his house and was heading for his door when his phone rang.  He found it and answered it, noticing that it was Jackie calling again.  “Hello?”

“Jim,” Jackie said.  “I almost forgot.  Don’t forget to bring one of your baby bottles with you.  If you don’t, you won’t be drinking anything at all.  See you in a few.”

Jim never got in a chance to say anything.  Damn the woman!  She was making sure that even at her house he would be drinking from those darn baby bottles. 

He grabbed a fresh one from his kitchen counter and stuffed the empty bottle into one of the koozies.  With his hands fairly full, he went out through his front door, and literally ran the short distance from his house to hers.  He fumed at how long it seemed to take her to answer her door, but finally it was opened, and he hurried inside.  Whew!

Jackie smiled.  “My, don’t you look absolutely sweet in that dress.  I just love it.  Everything you’re wearing in fact.  You really ought to wear it more often.”

Jim said nothing, knowing she was teasing.

“Coffee?” Jackie asked as she held out her hand toward the baby bottle he was holding.

It was a moment before Jim handed it over.

“How come that’s the only fancy dress you have?” Jackie asked as Jim followed her toward her kitchen.

“What do you mean?  I’ve got other dresses.  A few of them.”

“But nothing like that.  I mean…the silly little girl style.  I would think you would own a few of them.  You got that one for fun, didn’t you?”

“Yeah,” he admitted.  “But I haven’t been at this very long.  Really, only since my wife died.”

“Oh, that makes sense.  But you ought to consider getting yourself a few more.  Like I said, it really does look so sweet on you.”  She filled his baby bottle with coffee, screwed the nipple back on and handed it to him.  She was disappointed when he didn’t immediately put the thing to his lips to drink.  “Ready for lunch?” she asked.

Jim had to admit, she made a mean chicken salad.  He was enjoying it a lot, the conversation…maybe! 

“So tell me Jim,” Jackie said at one point.  “And I mean honestly.  How bad was it last week when you were stuck in that tiny little chastity device?”

“Tiny is right!” Jim agreed.

Jackie chuckled.  “But how bad was it really?”

“Uh…frustrating!”

“I’m sure it had to be.  I’m guessing that’s the whole point of those things.”

“Yeah.  For sure.  And it was.”

“But what I’m’ trying to get at is…was there anything about wearing it that you found…uh…enjoyable?  Like you enjoy being stuck in your diapers and forced to use them. And Jim, please, answer honestly.”

Jim had to consider the question for a moment.  “Yeah,” he finally admitted.  There’s no doubt that the situation itself fueled my fantasies.  And not being able to get off kept me interested in everything.  Maybe a bit too much.  Having no control at all over being unable to get out of it didn’t hurt either I guess.  So overall, I guess, yes.  I enjoyed it.”

Jackie nodded.  “Thought so.  Maybe someday we’ll try it again.  Especially if we find any reason to punish you!”

Jim came close to shuddering.  “Heaven forbid!” he muttered.

“So,” Jackie said, suddenly changing the subject.  “What are the chances of you buying any more fancy dresses like the one you’re wearing?”

 

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Less than an hour after Jim got back from lunch and being changed at Jackie’s house, he knew he was going to have a slight problem.  It was much earlier in the day than usual for it to be happening.  He was still trying had to keep his body as relaxed as possible so he could pee and poop whenever the need hit without any conscious intervention at all, but now it was much earlier in the day than usual, and he already knew that if he continued doing what he had, then he was going to wind up with a stinky, messy diaper very soon, and he had only been changed just before he came back from Jackie’s house.  He didn’t usually do this until later in the afternoon.

Should he, or shouldn’t he?  Should he continue to try and play like he was completely incontinent and unable to control himself, or for once, hold it!  He didn’t really want to be stuck in a stinky, messy diaper for the rest of the afternoon.  And standing up so he wouldn’t have to sit in it would be even more irksome.  So what should he do?  He could already tell that he was going to have to make his mind up about it pretty quick, or he would…. 

He realized too late that the decision had been taken away from him.  He should have tightened his muscles back there to hold back, but now he could already feel that a tiny bit of what was trying to come out of him, had already reached the point where it was coming out of him.  Damn!  Figuring he had no other choice just then, he stood there and continued to keep his muscles as relaxed as possible.  The process seemed to take forever, while at the same time, it didn’t.  Before long, he had a load in the bottom of his diaper.  Damn!  Now what was he going to do?  It was going to be hours before Jackie came back later that afternoon to let him shower and change.  Hours!  Ugh!

He stood in front of the crack between the curtains of his back window and looked out at the yard.  Why had it happened so much earlier today?  Maybe it had something to do with the fact that for days now he had been purposely trying not to hold back.  To play at being totally incontinent.  Another possibility came to mind.  Had Jackie somehow “spiked” that chicken salad?  But no, she had eaten from the same bowl.  Of course, chicken salad was made with mayonnaise, and mayonnaise was full of oil.  Did that have anything to do with it?  Or was it possibly a combination of that and not holding back for the last few days?  He had no way of knowing.  All he knew was that he was now stuck, locked, into a messy diaper. 

A few minutes later, to add insult to injury, he peed into the thing too.  Great!  Just what he didn’t need.  But at the same time, it also excited him.  Enough that instead of standing at his window, he headed back to his bedroom where he again humped his bed for a very long time before finally getting off.  And of course, as usual, once he got his load off, he would much rather be done with all of it.  Unfortunately, for the last few weeks now, he’d no longer had a choice in the matter.  He had no choice in being done with any of it.  He was stuck…because of that damn woman and her friends.  Never mind the fact that he had asked her to do it to him, that he wanted it. 

He sighed deeply as he gingerly got up from the bed.  He could feel the weight of his diaper and the load in the bottom of it.  His onesie was tighter in the shoulders now that usual because of it.  He walked back out to stare out his living room window.  How long until Jackie came?  Hours!  Damn it!  He didn’t want to stand there that long.  He headed for his recliner and slowly, gingerly, settled himself down into it.  It wasn’t so bad.  With the mess now in the very bottom of his diaper it didn’t feel like he was sitting in too much of it.  Noticing the odor more now than ever, he picked up his tablet and began reading again.  Maybe he shouldn’t have gotten himself off so soon.  If he hadn’t, maybe he’d be enjoying his situation a whole lot more. 

His bottle of coffee from that morning was on the table next to him.  He picked it up and took a swig.  As he expected cold!  Awful.  He would have gotten up to make some fresh coffee, but he didn’t want to have to get up and then sit down again.  He stayed right where he was and read instead, trying to let the story keep his mind off of his problems.

He read several chapters before he found his mind wandering.  But what it wandered to was much more interesting than his book.  Jackie had suggested that he buy himself some more little girl dresses like the one he was wearing.  Actually, he had found it on a site that sold them for adult babies.  Should he get another one?  Did he want to?  The more he thought about it, the more he realized that he did want another one.  The question was, did he want to get out of his chair and go into his office to look at them on his computer, or was he better off staying seated right where he was?  If he stayed where he was, he wouldn’t have to worry about sitting down in his desk chair with that load in his diaper.  On the other hand, he really did want another cup of coffee.  Or in this case, a damn baby bottle of coffee.  Ugh! 

He gingerly got out of his recliner and headed for the kitchen to get the coffee maker busy.  Only after it was finished, and he had filled one of his bottles did he brave going into his office where he carefully sat down.  Ugh!  Messy!  But there was no doubt about it, it was better than standing up all afternoon. 

He got into his computer and a minute later was looking at baby dress after baby dress.  He had just humped his bed a few hours earlier, but his cock was certainly enjoying its newfound freedom inside his diaper.  He was glad that chastity device was gone!  Hopefully, for good! 

Once again thinking about that fact, he gave up on looking at dresses on the internet and went into his bedroom where he once again humped his bed.  And of course, the only problem after that, was after he was done, he was no longer interested in anything except getting out of his predicament…which of course, was impossible. 

There was just no winning!