Too Old to be Young - Chapter 21

 

Too Old to be Young

By Karen Singer

 

Chapter 21

 

Before he opened his eyes Wednesday morning, he could feel how uncomfortably bloated his diaper was.  But that was normal.  That was what he was used to now.  Consequently, it wasn’t what he was primarily thinking about.  He was thinking about eating baby food for one meal each day.  Eaten with Jackie.  Compared to the things they had stuck him with last time, this seemed like nothing at all.  A relief.  As he laid there trying to imagine it, he realized he had no idea how the baby food would taste, but really, how bad could it be?  Most likely, it wouldn’t be bad to eat at all.

He finally opened his eyes, and his hands went down to his bloated diaper.  He could faintly hear the sound of his hypnotic bedwetting recordings playing through the headphones not far from his head.  As usual, he had ditched them sometime in the middle of the night so he could be more comfortable.  How many times did he wake up last night to pee?  He wasn’t sure.  In truth, he could only remember once, but he was sure it had to have been more.  Why else would his diaper be that bloated? 

His hands pressed harder against the front of his diaper.  Harder.  As hard as he could.  But of course, he couldn’t fee anything he wanted to feel.  He rubbed them hard against his crotch, but the damn tiny chastity device under his diaper prevented anything from happening.  It was fruitless to even try, and he was going to be stuck that way again for another entire week…or more.

With a sigh, he got up from bed.  As usual, he peed again as he waddled halfway out to his kitchen, but he barely gave that any thought at all.  It was his usual routine.  Wet a bit on the way to the kitchen.  Get the coffee maker going.  Sit at his desk.  Fill a small bottle with coffee, and go back to his desk to drink it while he tried to figure out how to fill his time.  The usual routine.  And he was sure that Jackie would be there in an hour or so to release him from his imprisoning onesie so he could shower and change.  His usual.

But after his shower today, he and Jackie were supposed to go shopping again.  This time for baby food.  He had no earthly idea as to anything at all about baby food…except that it usually came in small jars – he thought.  Other than that?  He had no clue.  At least it didn’t sound bad.  The bad part was that he was going to have to go out wearing women’s shoes, carrying a woman’s purse, and now with pink nail polish on his hands, all while he prayed that is diaper wouldn’t be too bulky and show underneath his pants.  Just thinking about it made his needy cock try to do something inside his chastity device that it couldn’t.  He pressed down on his crotch again, but only for a moment.  No relief.  For at least another week.  He was going to go insane before that!

He couldn’t help himself.  He filled his time waiting for Jackie by looking at all the things on the internet that interested him most.  A full week already of not being able to get off was fueling his need even more, almost forcing him to look at all the stuff that turned him on the most.  He would almost have thought that being denied any kind of pleasure at all would have at least slowed that urge down, but instead it was fueling his need to new heights.  He just wanted to go back to bed and hump it for hours…and finally get off.  But of course, that wasn’t going to happen.  It would be useless.  All because of a simple roll of a die.  Odd versus even.  And he had lost.

“Hi Jim,” Jackie called as she let herself into his house. 

“Mornin’,” Jim called back as he set his empty baby bottle down on his desk and went out to meet her.

“All set for today?” Jackie asked.

“Not really,” Jim replied.

“Too bad,” Jackie replied with a smirk.  “Let’s get you cleaned up.  Have you had breakfast yet?”

“No, just coffee.”

“Maybe we’ll stop for breakfast too while we’re out,” Jackie suggested.

Jim looked at her dubiously, not really wanting to do that, but he had no doubt that he would be going along with anything she decided once they left the house.  It was like looking at all the porn on the internet when he was so denied for so long.  He simply couldn’t help himself.  A minute later, he was unlocked and heading into the shower to get cleaned up.

While Jim was in the shower, Jackie pulled a single daytime diaper out for him to wear along with a clean onesie.  Then with nothing better to do, she wandered out to his office.  She noticed the koozie covered baby bottle there and picked it up.  Empty.  But the nipple on the bottle caught her eye.  It was…practically decimated!  The evidence on it was clear.  Jim had been chewing on the thing.  With a shake of her head, she set it back on his desk and headed into his kitchen where she found all his other baby bottles.  All of them showed evidence that he had been chewing on the nipples.  She left them alone and went back to his bedroom to wait for him to get out of the shower.

Ten minutes later, he was wearing a single daytime diaper and was locked into his onesie.  Despite her suggestions, he had vehemently declined to wear a bra under his onesie and he had just as vehemently declined to wear his red high heels to go shopping in.  Jackie reminded him that all of this was for his fun, but the argument didn’t seem to make any difference to him.  A few minutes later, she watched as he grabbed his purse and the two of them left his house together.  They crossed her front lawn and went into her house where she got her purse, then the two of them got into her car together.

Jim really didn’t want to stop to get breakfast out somewhere with her in public, but as he knew he would, he didn’t say one word against it – the almost painful sexual need in his groin today was bothering him more than usual.  Was it possible that having breakfast with Jackie today could count as his one meal of the day with her?  He knew the answer to that one.  This meal didn’t include baby food – he hoped! 

Grab the purse, get out of the car, put your other hand in your pocket to try to hide the pink nail polish, and walk with Jackie into the restaurant…while praying nobody noticed either the purse, the nail polish, or his shoes.  And that didn’t count his diaper underneath his pants that was already a tiny bit damp.  At least once they sat down he could hide his purse on the inside of the booth and keep his fingers in his lap.

“What have you been doing to your bottles?” Jackie asked as they waited for a waitress to show up.

“What do you mean?”

“The nipples.  On all of them.  It looks like you’ve been chewing on them.”

“It does?”

“Jim…  I know you’ve noticed it.  How can you not?”

Jim shrugged.  “Sometimes I don’t think about it.”

Jackie leveled a skeptical look at him.  “While we’re out, we’ll get you something to replace them.”

Great.  Just what he needed.  More baby bottles.

Somehow, Jim managed to get through that little breakfast with no real problems, other than just before he finished eating, he noticed he was going to pee, and a moment later, he wet more than he anticipated.  Oh well, his diaper was going to get wetter anyway.  It always did.  In fact, it was something he rather enjoyed.  Of course, as always, he never mentioned it.

In some ways getting out of the car at the grocery store was like getting out of the car at the restaurant.  In some ways.  In other ways, it wasn’t.  Yes, he still had to grab his purse and leave the car, but the grocery store was far more public than the restaurant had been.  There was no where to hide anything at all inside the store.  And walking around was like purposely trying to find more places to put himself on display so he could feel humiliated.  But he had been there before.  He dreaded the place, but he knew he could manage it.  Besides, what choice did he have?  None.  All because he had made a deal with Jackie to fix things that way.  What an idiot he had been.

He grabbed one shopping cart, but Jackie took it from him to push so she would have something to hold onto while she walked.  Jim wasn’t sure of her reasoning for that, but he threw his purse back onto his arm and followed her.  “Do you want to do our shopping for the week today?” he asked her.

“No.  Just the baby section today,” Jackie replied.  “I prefer to do my shopping on Friday when I know better what things I’m going to need for the next week.  All you really need is baby food.  And some bottles.  And bottle nipples.  And perhaps something else.”

“Like what?”

“Who knows.”

There was one entire side of an aisle in the store devoted to baby products.  “What do we need?” Jim asked as he stopped in front of jars of baby food, trying to fathom what the labels said.

“I’m not sure yet?” Jackie replied as she looked things over carefully. 

“These jars are bigger,” Jim pointed out, noticing the toddler size jars.

“Yes, they are,” Jackie replied, then seemed to ignore them while she searched.  Her hands reached out and grabbed a few jars and put them into the car.  Jim tried to read the labels as Jackie pulled more jars.  Peas and carrots.  Vegetables.  A moment later he saw jars of mashed up fruit.  Vegetables and fruit.  Then he read labels that suggested different kinds of meat.  Good stuff for dinners – if it wasn’t baby food.  Just the sight of some of the brown stuff in those jars turned his stomach.  He felt the need coming on to pee again and was glad for the momentary distraction.

It seemed like in no time at all the bottom of the cart was filled with jars of baby food. 

“That should be enough to get us through till the weekend.  We can buy more when we come on Friday.

“All that just for a few days?”

“Jim, you’re going to need more than just one or two jars of that stuff to eat.  I don’t want you to starve.”

Jim said nothing to that.  Depending on how all that junk tasted, he wasn’t sure if starving would be the better option. 

Before leaving the baby aisle, Jackie stopped to buy another large baby bottle like the kind he already had, and then she grabbed a package containing a bunch of replacement nipples for the bottles.  But she wasn’t quite finished yet.  She pulled one more thing from the display on the aisle, a package of three pacifiers.  As she threw them into the cart, Jim’s eyes went wide.  “Pacifiers?”

“You’re chewing on the bottle nipples.  You can chew on them instead.”  With that, she pushed the cart towards the checkout counter. 

For Jim, paying for all that baby food was even more embarrassing for him than his usual shopping trips.  But before long, his wallet was back in his purse, and he was carrying some surprisingly heavy bags out to the car. 

He was certainly glad to get back into Jackie’s car.  He was even more happy to get back to her driveway.  Jackie insisted that he carry all the baby food into her house since that’s where he would be eating it anyway, but the moment she got one of the bags unpacked, she opened the pacifier package and pulled one out.  She washed it in the sink then stuck it straight into Jim’s mouth.

“Keep it there!” she ordered.

“But…” he tried to say around the plug in his mouth.

“Keep it in!” she ordered.  “Suck on it.  I’m sure you’ll love it.  Now I’ll be by later to change you.  I know you’re already wet.”

Jim had to wonder how she could possibly know, but with that thing in his mouth, speaking was a bit more difficult, so he didn’t bother asking.  A minute later, with the pacifier still in his mouth and the package of replacement nipples in his hand, he crossed Jackie’s lawn and went home.  Baby food!  And pacifiers!  What next? 

He laid down on his bed and started humping.  It was useless and he knew it, but he couldn’t help himself.  His urgency and need was further impelled now by the baby pacifier stuck in his mouth.  He sucked and bucked.  None of it did him any good of course, but somehow, just the act of trying was worth the effort.

How many more days until next Tuesday evening?  An entire week!  He could just scream…but his pacifier was in the way.

 

Too Old to be Young - Chapter 20 – Part 2 of 2

 

Too Old to be Young

By Karen Singer

 

Chapter 20 – Part 2 of 2

 

Like he had done earlier in the day, he stood in front of his mirror and looked himself over.  This time he was only preparing to go next door, so he felt a lot more comfortable about things.  When Jackie had changed him earlier, she had only put one of his regular daytime diapers on him, so it was now fairly well used, although it could certainly hold a lot more.  The stuffed bra was still inaccessible under his locked-on onesie, but the white tights and little girl shoes were gone.  He figured she had left them off him so he could work on changing his nail polish while the ladies played Bridge. 

Purse in hand, he left his house and headed next door.  Going over to Jackie’s house to remove his nail polish from his fingers and toes, only to replace it with a different color.  Going to Jackie’s house…so he could learn what new fate he was going to be stuck with from now on.

When he rang the doorbell, Beverly opened it for him.  “Hi Jim,” she greeted him with a broad smile.  “I heard you went shopping today.  Have fun?”

Jim felt his face turning red, but he didn’t reply. 

“Hi Jim,” Jackie called as she came out from the kitchen.  Make yourself comfortable.  Coffee?  Did you bring your bottle?”

“I’ve got it,” Jim told her.

“Then go help yourself…unless it’s already full.”

Jim headed for couch where he put his purse down and pulled out his baby bottle.  He carried it to the kitchen where he filled it before heading back to the couch.  A few minutes later, Pam and Lisa arrived and he served them all coffee as they prepared for their weekly game.

“Thanks, Jim,” Jackie told him.  “Now go get started on your nails.”

Jim went back to the couch where he removed his shoes.  He pulled the nail polish remover from his purse along with the pink nail polish and his travel package of tissues.  A minute later, he was struggling to reach his toes to remove the polish on them.  At his age, just reaching his toes wasn’t that easy to do.  Having to rub and rub and try to scrub all the red nail polish off them was far more difficult, but little by little he got the job done.  He had to take a few breaks in the process to sit up and catch his breath, but he went back to the task and eventually his toenails were free and clear once again.  If only they could stay that way.  More importantly, if only his fingernails could stay that way.

With his toes now free of the polish, he sat back and slowly began working on his fingernails.  Removing the red nail polish.  Removing the embarrassment.  Except, in a few minutes, he himself was going to have to replace the embarrassment with a new color of equal embarrassment.

“How’s it going Jim?” Jackie called from the game table without looking at him.

“Fine,” Jim replied.

“Got the color off yet?”

“Just finished,” Jim told her.

“Good!” Pam replied.  “I’m looking forward to seeing what color you picked out for this week.”

Jim said nothing.  Knowing it was inevitable, he pulled the pink nail polish from his purse and bent over again trying to reach his toes.  If he thought removing the old polish was difficult to do, putting the new polish on his toes was twice as difficult because he had to be so careful with it.  One by one, he turned his toenails from normal looking to shiny pink.  A sissy color.  Why hadn’t he chosen something different?  Oh yeah, he had been hoping that the pink color would be a lot less noticeable.  As he stared at the pink toes on one foot, he figured it was going to be less noticeable, but not by much.  After catching his breath from being bent over for so long, he did his best to hold the toes of the foot he had just finished up off the floor as he went to work on his other foot.  A few minutes later, both feet were done.  He had sissy pink polish on his toenails, and all he could think about was that the roll of the die tonight had better let him go without the chastity device.

He was just about to start on his fingernails when he heard Jackie call, “Oh Jim.”

He looked up.  “Yes?”

“Got your toes done now?”

“Just finished,” he replied.

“Good.  Can you please bring us some snacks from the kitchen?  Oh, and watch those toes.  I don’t want nail polish on my floors.”

“Uh…sure,” he replied.

Doing his best to walk with his toes stretched up in the air, he carefully made his way to the kitchen where he collected two small platters of snacks and carried them out to the card table.

“Thanks Jim,” Jackie replied.

“Pretty pink today,” Lisa said as she looked down at his toes.  “I like it.”

“Uh…thanks,” Jim replied.

The women were all ignoring him again as they went back to their game, so he carefully made his way back to the couch where he sat and grabbed the pink nail polish again.  Doing his fingernails was a lot easier than doing his toes, but it was his fingers that would be noticeable.  As he worked, the thought on his mind was that once again he was making himself look more like a sissy than ever.

Toes done, fingernails done.  How long did that stuff take to dry?  The polish on his toes looked just as shiny and pink as it did when he first applied it.

“Oh Jim,” Jackie called.  “We could use some more coffee here please.”

Jim knew his fingernails were still wet.  He didn’t have a clue if his toenails were wet or not.  But he carefully got up, trying now to keep his toes off the floor and his fingers spread and not touching anything.  He carefully grabbed the coffee pot, having difficulty holding it without closing his fingers into a fist around the handle because his nails were still wet.  Carefully, he carried it out to the women.  Trying to pour the coffee while keeping his fingernails from touching anything was another exercise in difficulty.

“Thanks Jim,” Beverly said without looking at him as she continued to play Bridge.

Jim said nothing.  He just carefully took the coffee pot back to the kitchen, then went back to sit on the couch.  He would have tried to read from his tablet, but his fingernails were still wet…and he still didn’t know if his toes were dry or not.  All he could do was to sit there with is toes and fingernails splayed apart, which left him too much time to do nothing but think about what might be coming at him soon, and worry about it.

It seemed like hours that he sat that way.  He was tempted to touch his fingernails a few times to find out if they were dry, but he dared not.  Finally, he heard Jackie calling him again.  “Oh Jim.”

“Yes?” he replied as his stomach lurched, knowing that the time had come.  He could see the women collecting the cards at the table, which meant that their game was over.

“It’s time,” Beverly told him.

Carefully, Jim got up from the couch and went to see what was going to happen to him now.  He saw Jackie grab that one single die and place it on the table where he could reach it.

“Pick it up,” Pam told him.  “We know you’re dying to find out if you’re going to be stuck in that tiny little chastity device for another week or not.”

Carefully Jim reached out with his pink tipped fingers.

“Jim,” Lisa said.  “Don’t worry about your nails.  After all this time that polish is long dried by now.”

“Oh,” Jim said as he did his best to grab the die.

“Okay,” Pam said.  “This is for whether or not you stay in chastity for the next week.  Whenever you’re ready Jim.”

Jim swallowed hard, then praying for an even number that would mean no chastity.  He tossed the die across the table and watched as it tumbled and rolled.  He stared at the result in disbelief.  One!  One single dot stared up at him.  As he stared at it in disbelief, he heard the women laughing.

“Too bad Jim,” Pam laughed, but we know how much you love not being able to get that kind of fun anyway.”

“Think of it as having to spend another week like more of a baby,” Beverly suggested with a laugh.  “They certainly don’t get any sex.”

Jim continued to stare at the single die with the one dot staring up at him as all the women at the table laughed.

“Okay Jim,” Jackie finally said.  “It’s time now to let you know what else you’re going to have to put up with from now on.”

Jim looked at her, he was still in shock over having to keep that damn tiny chastity device on him.  Now his stomach really did feel sick as he waited to hear his latest fate.

“For the last week or so,” Jackie told him, “I’ve made it a point to have at least one meal with you nearly every day, just so we could get a little more used to eating together, because from now on, we’re going to have at least one meal together every single day.”

“Oh.  That doesn’t sound bad” Jim mumbled, feeling slightly relieved.  “In fact, I’d enjoy it.”

“Good.  Because here’s the rub.  Since last week was all big girl things for you, this week it’s another baby step for you.  From now on, you’re going to be eating one meal every day consisting of nothing but baby food.  And to determine which meal it’s going to be every day, every week while you’re here, you’re going to roll one die for each day of the week, and we’ll record the number.  1 or 2 means breakfast.  3 or 4 means lunch.  5 or 6 means dinner.  Then we can go out to the grocery store to make sure you’ve got everything you need.”

Huh?  “Uh…baby food?” Jim mumbled.

“Yup!  Sorry.  No home cooked meals…unless you count the baby food,” Jackie laughed.

Jim wasn’t sure what to think about that.

“Grab that die,” Beverly said as she grabbed a piece of paper and a pen.  “I’ll record every roll.  We’ll start with tomorrow, Wednesday.  Now what meal of baby food will you be eating tomorrow?”

Slowly, Jim reached out his hand and grabbed the die.  With a quick toss, he sent it tumbling across the table.

“Five!” Lisa called out.

“That’s dinner,” Pam translated.

Jim rolled again.

“Another five,” Lisa said.

“Another dinner,” Pam announced

Jim rolled a third time.

“Three!” Lisa declared

“Lunch this time,” Pam told him.

“Five!” Lisa said on Jim’s next roll.

“Dinner again,” Pam told him.

“Four!” Lisa said to his next roll.

“Lunch again,” Pam said.  “All these rolls are pretty similar.”

Jim said nothing to that but kept rolling.

“Another four,” Lisa said.

“Lunch,” Pam added

Jim rolled one last time.

“Three!” Lisa announced.

“Lunch again,” Pam declared.

“Okay,” Beverly said so we have Wednesday dinner.  Thursday dinner.  Friday lunch.  Saturday dinner.  Sunday lunch.  Monday lunch.  And Tuesday lunch.  No breakfasts this week,” she noted.

“It’s all fine with me, one way or another Jackie sighed.  She looked up at Jim.  “Be prepared,” she said.  “Tomorrow morning you and I are going grocery shopping again, this time to buy you a bunch of baby food to eat.  I’m guessing that over the next week you’re going to get used to having nothing but baby food for either lunch or dinner.”  She laughed.  “I wonder what everyone in the grocery store will think when they see you, the way you’re dressed now, buying yourself a whole cart load of baby food.”

Jim didn’t even want to think about that.  He certainly wasn’t looking forward to it.  And one other thing he wasn’t looking forward to – another week stuck in chastity.

 

Too Old to be Young - Chapter 20 – Part 1 of 2

 

Too Old to be Young

By Karen Singer

 

Chapter 20 – Part 1 of 2

 

The first thing Jim’s mind thought about when he woke up Tuesday morning, was that it was Tuesday.  T-Day.  Trouble day.  Terror Day.  The day when later that evening his life would get so much worse.  What would they saddle him with next?  Last week it had been painted nails and a purse.  Two different things.  Would they do something like that to him again?  And if so, what?  His mind worried about that incessantly.  It worried about something else too.  Would he be stuck in chastity again for another week…or longer?  That decision he already knew wasn’t even up to those demented women.  They had fixed things so that it was determined by nothing more than a roll of a single die.  He had a fifty-fifty chance of being in chastity next week…or not.

Going back to sleep was impossible with all those thoughts lingering on his mind.  They had been heavily on his mind when he went to bed last night.  So much so, that after less than an hour he had pulled the headphones off his ears and tossed them aside.  His worries had him too distracted to listen to the hypnotic bedwetting recordings.

His hands went down to the front of his diaper and felt around.  Big.  Bloated.  Like usual.  He only remembered waking up twice last night to pee, but like always now, he must have peed more each time than he thought.  Something in the back of his mind was happy about that.  He would have been a lot more happy about it if he didn’t have that darn chastity device on and he could do something about those happy thoughts.

With a sigh, he gave up and got to his feet.  Yeah, like always, his diaper was big, heavy, and bloated.  He added more to that bloating as he waddled out to his kitchen and got his coffee maker started.  What would they do to him tonight?  What would they saddle him with next?  Worried about it, he headed to his desk where he searched the internet until his coffee was ready.  When his coffee finished brewing, he filled a small koozie covered baby bottle and took it right back to his desk.

Long after his small bottle of coffee was finished, he still sat at his computer, chewing on the bottle nipple, worrying and wondering about later tonight.  What would they do to him?  He sat there so long like that he was startled when he heard his front door opening.

“Hi Jim,” Jackie called.

“Morning,” Jim called back as he got up from his seat…and wet himself again.  Darn, if he could just go to bed and hump it like he wanted.  Hopefully, tomorrow he wouldn’t have that problem…or even better, later tonight.

“What ‘cha doin?” Jackie asked as she walked into his office.

“Not much of anything,” Jim admitted. 

“Do you need a change?” Jackie asked teasingly.

Jim stood there and stared down at his bloated onesie covered diaper.  He spread his knees a bit.  “Only a lot.”

With a laugh, Jackie led the way to his bedroom where she soon had him unlocked and Jim headed for a much-needed shower.  Ten minutes later, she put a regular daytime diaper on him, followed by a much thicker nighttime diaper, guessing that he would enjoy the bulk.  She also didn’t plan on changing him until much later in the day, although she didn’t mention that to him.  Before locking him into his onesie though, she talked him into putting a bra on and also his white tights.  She stuffed his bra a bit, then locked his onesie over it all so that he couldn’t get out of his diapers, his bra, or his tights.  Then to top it all off, she had him put his little girl shoes on with the big white bows and she locked them onto his feet as well.  “Enjoy yourself today,” she finally told him.

“Enjoy myself?” he asked.  “How?  I can’t do it, and you know that.”

“It doesn’t mean you can’t still enjoy other things.  In fact, maybe since by now I’m sure you’re pretty frustrated…”

“That’s an understatement.”

She laughed.  “Then I’m sure you’ll enjoy wearing all that even more.  “See you for lunch today?” she asked.

He considered it.  “Why not,” he agreed.

“Good.  I’ll call you later.”  With that and a small laugh, she left him.

Lunch again.  Jim realized he had been eating a lot of meals with Jackie lately.  He wondered what had gotten into her.  Was she just lonely?  That was possible.  Just because of what he was already wearing…like it or not, and couldn’t remove, he put his little girl dress on to enjoy that for the rest of the morning.  He laid on his stomach and tried humping his bed, uselessly.  Tonight!  Tonight he better get an even number on the roll of that die.  He very much wanted some relief!

Shortly before lunch, he removed his little girl dress and put a plain pair of pants and a shirt on, getting ready to go over to Jackie’s house for lunch.  His diapers were wet and warm.  The thickness of the two diapers was not only distracting, it was fueling his frustrated sexual need a bit too much.  Or maybe it was the bra and tights he couldn’t get out of.  Either way, he needed relief.

When his phone rang, he talked to Jackie briefly, then steeling himself, he once again grabbed his purse and trekked his way across Jackie’s lawn to her door.

“I’m disappointed,” Jackie told him as she let him into her house.  “I was hoping you would be wearing something a bit more fun today.”

“I was,” Jim replied.  “I took it off.”

“Why, just to come here?”

“Yes!  And to walk out in public.”

“In public?  Were you going anywhere after this?”

“No.  I mean to walk over here.”

Jackie looked at him skeptically.  “Let me fix you some lunch.  And you should have stayed in whatever you had on.”

“My little girl dress.”

“Don’t you think I would have enjoyed seeing you in it too?”

Jim said nothing to that.

Lunch was nice, but certainly nothing special.  Thirty minutes later, Jim was back in his own house wondering what to do with himself for the rest of the day.  He needed something to get his mind off of later tonight.  The one thing of course he wanted to do, hump something, was out.  Being alone again, he changed back into his little girl dress. 

He was happily working on his long story a few hours later.  His diaper was getting more than a bit bloated, and he figured that even with the two diapers he was wearing Jackie would be there soon to change him.  He left the dress he was wearing on, just for her.  Besides, he wasn’t planning on leaving his house.  When he felt the need coming to do something more in his thick diapers, he went out to his living room to stare out the crack in his curtains at his backyard while he filled the back of his diaper.  When he was done, he really hoped Jackie would stop by soon to change him.

He was just about to the point where he was going to have to sit down in his messy diaper again when he heard his phone ring.  He quickly answered it, noticing that it was Jackie calling.  Good!  “Hello?”

“Hi Jim,” Jackie replied.

“Are you coming over to change me?” he asked.  “I need it.  Badly!”

“Um…nope.  Not today.”

“But…”

Jackie laughed.  “I’m sure with those two diapers you’re wearing, they can hold an awful lot.  Especially with those thick ones.”

“That’s not the point,” Jim argued.  “I’m…messy.  Smelly.”

Jackie laughed again.  “I wondered if you might be.  Enjoy it.”

“But…”

“Say Jim,” Jackie interrupted him.  “Just a thought.”

“What?” Jim asked, perturbed that she wouldn’t be coming to change him.

“Have you gotten everything you need yet for later tonight?”

“Everything I need?”

“To change your nail polish.  Remember?”

The realization hit him.  He did remember.  He had simply not remembered to do anything about it.  “I need things?” he asked, already knowing the answer.

“We’re not going to supply you with that stuff,” Jackie told him.  “You need everything to fix your nails and change the color while we’re playing Bridge tonight.”

“Yeah,” he replied.

“So you got everything already?” Jackie replied, trying to sound relieved.

“No.”

“Uh-oh,” Jackie said.  “You might want to fix that.  You wouldn’t want to spend the next week in that spiky iron maiden chastity device would you?  And you know how much Pam would probably love putting that thing on you.”

That much he could easily picture.  His mind could also picture how painful that thing would be as well.  And for an entire week?  No, no, no!  Just thinking about it made him pee into his smelly diaper again.  He needed to get something for his nails.

“Jim,” Jackie said, “how many times have you been out in public this week?  And how many times did we drag you into a drug store where you could have taken care of getting that stuff?”

He realized it had been more than a few times.  In fact, every time he had been out this week he had wound up in that same drug store.  He just hadn’t realized why…until now.  “Uh…a few,” he admitted. 

“I guess you better get busy and go back there,” Jackie told him.  Then she laughed.  “And don’t forget your purse.”

“But…I need to be changed before I can go.  Besides, I can’t get out of this damn bra I’m wearing, and you stuffed it so it shows.”

“Jim, it’s not my fault you didn’t think to fix this situation sooner.  Now go take care of things.  Or if you’d rather, I know Pam would love to bring those spikes to the bridge game tonight instead.”

“No!” he said quickly.

“Then good luck,” Jackie replied.  “I’ll call you later before the game.”  With a laugh, she hung up.

Jim was panicked.  What was he going to do?  And worse, he knew he should have taken care of getting whatever he needed sooner.  Now he was going to have to do it wearing a noticeable bra under his clothes, and wearing a bloated smelly diaper.  Oh, and not to mention, he couldn’t get out of his locked on little girl white tights and shoes either.  He wanted to scream.  Jackie must have known he didn’t have any of that stuff when she dressed him this morning.  This time, he did scream!

Twenty minutes later, he stood staring at himself in front of his mirror.  His face looked fine, if not a bit anxious.  He had no doubt it would look rather red when he got to the store.  His chest looked all wrong.  The bumps from the stuffed bra he was wearing under his shirt couldn’t be missed.  This time, it was obvious that his backside, not to mention the front of his body down there, was a lot bulker than it should be.  It was obvious that the was wearing something thick and heavy under his pants.  And of course, the shiny black little girl shoes with the big white bows locked onto his feet were a huge give away.  In his hands he was carrying a red purse, and his hands that held that purse had red nail polish on the fingers.  Basically, he looked a sight.  A sight that was totally embarrassing and couldn’t be missed if he tried.  The only reason he was going to walk out the door dressed like this was because that damn spiky iron maiden chastity device scared him too much.  Of course, he had also agreed to do whatever those demented women saddled him with, but that didn’t normally include the stuffed bra and little girl shoes.  Without them, he could almost get through all this.  But those little added humiliations only made everything that much worse.  Jackie the Jackal had certainly known what she was doing this morning when she had talked him into wearing them.

Could he do this?  Could he go out in public dressed like this and buy – nail polish and whatever else he would need for tonight?  Choice.  Iron maiden chastity for a week, or a few minutes of horribly intense humiliation?  Awful pain and absolutely no chance of relief for another week, or show the world what a demented sick sissy he was?  A week’s worth of intense pain, verses a few minutes of intense humiliation?  Like it or not, no matter how he looked at it, the choice was clear.  Now he just had to find the courage to actually go through with it.  Two minutes later, feeling increasingly sick to his stomach by the minute, he got into his car.

The drive to the drug store wasn’t bad.  Could the other drivers see his breasts?  What if they could?  What would they think of him?  Did it matter?  He didn’t know them, and they didn’t know him.  It didn’t mean he wasn’t embarrassed about it though.  The harder part was after he got there and parked his car.  He had to get out of the car putting himself fully on display.  The even harder part was going inside the store.  As he walked through the door a few seconds later, there was no doubt the few people who saw him were staring.  He wanted to turn and run, but he couldn’t.  Running away would mean a week of misery.  Besides, he was already there and had already been seen.  What was a few more people seeing him?

He found the nail-care things and quickly grabbed a bottle of pale pink nail polish hoping the color would be a lot less noticeable than the bright red he had worn all week now.  He also had the forethought to buy some nail polish remover.  He had grabbed the first pale pink polish he saw and the first bottle of remover he saw trying to be as fast as possible.  He carried them quickly back to the checkout counter.  Fortunately, there were no other customers there.  The woman behind the counter looked him over carefully, as she rang up the sale.  He was grateful she said nothing at all about how he looked.  A minute later, he put his wallet back into his purse and zipped it up.  He grabbed the bag and hurried back to his car.  Whew! 

He was so happy he had no problems at all in there and nobody had even talked to him.  But they had certainly all looked him over.  Just the thought of what he had just done was fueling his fantasies again.  He wanted badly to go home and hump his bed, already knowing it would be a useless exercise.  The minute he got home and into his house, he removed his pants and his shirt.  With everything else locked on him, he laid face down on his bed and did his best to hump it.  He tried, and tried and tried, but of course to no avail.  He had already known it would be useless, but he still had to try. 

He was stopped by his phone ringing.  It was a moment before he answered it.  Jackie!  “Hello?”

“Hi Jim,” Jackie said.  “I was just wondering how it went.  Did you get everything?”

“Nail polish and remover.  As far as I know that should be all I need.”

“Well, I guess that would be the minimum.  There are a lot of other things you might have thought about getting as well to care for your nails, but I guess that will do.  Do you need to be changed yet?”

“Now you’re offering to change me?  You wouldn’t do it before I went out.”

Jackie laughed.  “That was the whole purpose.  So you could enjoy going out that way.”

Jim could have killed her.

 

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Too Old to be Young - Chapter 19 – Part 3 of 3

 

Too Old to be Young

By Karen Singer

 

Chapter 19 – Part 3 of 3

 

“Hi Jim,” Jackie called early Saturday morning as she let herself into his house.

“Morning!” she heard Jim call back. 

She headed for his office, and the two met halfway.  “How are you this morning?” she asked.

“Horney!  Frustrated!”

She laughed.  “Perfect!”

“For who?”

“You!  Now let’s get you showered and changed.  I’m in the mood to do some cooking.  When you’re ready we’ll go back to my house and I’ll make you breakfast.  Sound okay?”

He was surprised by the offer.  “Sounds fine.”  At least it would only be to go to her house.

Once again he lamented the fact that she didn’t unlock his chastity device.  He wondered if she even had the key and figured that most likely she didn’t.  More than likely, Pam had it and Jackie couldn’t unlock him if she wanted to…which he already knew she didn’t.  As he washed off in the shower, along with spending more time playing with his locked-up member than usual, he wondered if there was any way he could call Pamela and talk her into letting him free…even for just a little while.  Somehow, he figured it wasn’t going to happen.  Oh well, on to the next thing.  Breakfast with Jackie this morning.  That was something different.  He’d had lunch and dinner with her, but not breakfast.  What was up with her today?

A few minutes later, wearing one of his thick nighttime diapers instead of a regular one, Jackie snapped the lock shut on his onesie and he was trapped in it as usual. 

“Why don’t you wear a skirt or something pretty today instead of what you usually wear,” Jackie suggested.  “You say you can’t get any fun, but I don’t see you doing anything else you enjoy either.”

“That’s not that kind of fun I was interested in,” Jim replied.

“Well wearing something fun anyway when you come over.  Maybe your little girl outfit or something.”

“What’s the use if I can’t get the other kind of fun?”

“Because…you said it’s fun,” she laughed.  “See you in a little bit,” she said, just before she left.

Wear something fun.  He realized she did have a point.  He spent more time ignoring all the things that used to give him so much pleasure than he did playing with those things.  In the end, he didn’t wear his little girl dress, but he did wear another dress along with his red high heels.  As he grabbed his purse to go over to Jackie’s house, he realized he didn’t care in the least if his shoes and fingernails matched his purse.  It was still embarrassing! 

For all the fuss Jackie had seemed to make over wanting to cook, all she had done was to make some eggs and bacon.  Still, he appreciated the effort, and it was a pleasant meal…even though he sat through it wearing a dress and high heels, none of which were any problem at all. 

After breakfast, he went home and spent the rest of the day wearing the dress and heels, and every time Jackie changed him she put one of his thicker night diapers on him.  By bedtime, he was hornier and more frustrated than ever.  But looming over all of it was what would happen the next day.  Sunday.  The day he was supposed to go out to eat with all of them…wearing a diaper and his red high heels, along with carrying a purse in his hands that now had bright red fingernails.  Sunday.  Tomorrow!

 

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No, the bedwetting hypnosis files he listened to didn’t do one damn thing…again!  He distinctly remembered waking up at least three times during the night when he had to pee.  At least he was able to go back to sleep quickly afterwards.  As he got out of bed Sunday morning, he again marveled at how soaked his diaper was, even though he had only wet it three times during the night.  He was sure now that he was peeing more each time than he thought, but then he had caught himself dribbling just tiny amounts a few times during the day now.  So little that he could barely feel it.  When he had woken up during the night, since he wasn’t controlling things and holding back, he could only conclude that was what was going on.  He was peeing, but once most of the pressure was off, he was simply dribbling smaller amounts than he could feel.  Was that progress?  He hoped so.

He waddled into the kitchen and got his coffee maker going, then sat at his desk to look though the internet for a while.  In the back of his mind, he never once forgot that it was Sunday, lunch with the girls day.  Lunch with his red nails and purse day.  Not to mention his red high heels.  How bad could it be?  He was already dreading it.  Jackie, Beverly, and Lisa were bad enough, but there were times when Pamela simply scared him.

When his coffee was ready, as always now, he poured it into one of his small baby bottles with the koozie around it and took it back to his desk where he continued to search the internet for anything interesting, all the while holding the bottle in his hand, and mostly keeping the nipple in his mouth where he chewed on it.

“Hello!”

Jim looked up at the sound of Jackie’s voice.  He had been so intent on looking at the internet, while worrying about lunch later, that he hadn’t heard her come in.

“Coming!” he called as he got up from his seat.  She was in his office before he got to the door.

“Morning, Jim,” Jackie said, taking in the sight of him, the onesie locked on over an obviously bloated diaper and the baby bottle in his hand.

“Morning,” Jim replied.

“Doing anything interesting?” Jackie asked looking toward his computer.

“Nothing at all,” he replied.

“Well maybe we’ll do something later that may interest you, while we’re out.”

“I thought we were only going to lunch.”

“That’s the plan.  That simple.”

“Somehow, I doubt that.”

Jackie raised her eyebrow at that.  “Come on, let’s get you cleaned up.”

Twenty minutes later, Jim stood still while Jackie locked another onesie on him, sealing shut part of what he would be wearing out to lunch in a little while.  Fortunately, it was the part that nobody would see.  He hoped.  For some reason, Jackie had insisted on putting one of his thicker night diapers on him today under his onesie.  He prayed it wouldn’t show under his pants.  Everything else he was wearing was going to call enough attention to him.

“Twelve o’clock,” Jackie told him.  “Lisa is picking us up today.  We’ll all go in her car.  Don’t forget your heels.”

“I won’t,” Jim replied, frustrated at the thought of it.  Ugh!  Red high heels out in public.  Red fingernails out in public.  And carrying a purse with red in it out in public.  What could he wear today that would help disguise all of it?  He didn’t have a clue.  He chose the best pair of pants he could and a plain button-down shirt.  Did his pants hide his diaper enough?  So far, he hoped so.  He also hoped he wouldn’t wet himself too much before he had to leave or that diaper was going to be more difficult to hide.  Fully dressed and knowing he was going out soon, he automatically wanted to reach for his wallet and keys to put them in his pockets, except he couldn’t.  According to the rules of the agreement, he could no longer put anything in his pockets.  Everything was already in his purse.  His purse!  Just the thought of it made him queasy while at the same time it made his cock want to twitch inside his tiny chastity device, which it had no room to do.

 

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Ten minutes before twelve, Jim grabbed his purse and stood in front of his full-length mirror.  He was still trying to fathom going out somewhere dressed the way he was.  His fingers, his purse in his hand, and his shoes were all red…female.  The rest of him was not.  What had they turned him into?  What had he become?  The answer was simple.  Just what he had wanted all along.  He had just never planned on the reality of it ever being possible.  And now look what he was doing.  As he stood staring at his reflection, he had no choice but to consider everything.  Yes, he was going out dressed like…he didn’t know what, but at the same time, there was no denying how exciting it all was for him.  Incredibly exciting.  He just really, really wanted to do something about that excitement, but they had fixed him so that he couldn’t…until Tuesday night…or longer…depending on nothing more than a roll of a single die. 

A car horn honked from outside, with a sigh, he turned from his mirror and headed for his door.  The car in his driveway was already full.  He could see all four women inside.  Jackie opened the back door for him and he squeezed his body in, making it a tight fit.

“You’re looking more like one of the girls everyday Jim,” Pam joked as he closed the car door.  He could only wish!  What he looked – was embarrassing!

The women talked animatedly all the way to the restaurant, a place Jim had never been to before.  He noticed the moment they got to the parking lot that it was crowded and there were more cars pulling in behind them.  “Looks like we’re right in the middle of the church crowd today,” Beverly noted.

“We may have to wait for a table,” Jackie agreed.

Once Lisa had found a parking place, Jim did not want to get out of the car, but he did.  He did not want to walk to the restaurant, but he did.  He didn’t want to go in either, but he did.  The place inside was packed with a lot of people waiting, all of them looking him over.  He felt even more like a fool.  The women he was with ignored the way he looked.  Everyone else didn’t. 

“We’re going to have to wait a while,” Lisa told them after she talked to the receptionist.  “They don’t have a table for five available yet.”

“This place is always crowded on Sundays,” Pam replied.  “I was expecting that.”

With no place to sit, or hide, Jim had no choice but to stand around in the middle of everyone else.  Nobody spoke to him, fortunately, but they also never seemed to stop looking at him.  Was his face as red as hid fingernails?  He hoped not.  He judged it was over half an hour before they finally were led to their table.  Jim could do nothing but follow meekly along with the other women.  He was so glad to be able to sit down, and it wasn’t because of standing for so long in his high heels.  He set his purse on the floor where it wouldn’t be seen as easily and kept his hands in his lap as much as possible. 

Lunch took a long time.  None of the other women mentioned how he was dressed.  None of them mentioned his wet diapers under what he was wearing.  It was like there was nothing different about him at all.  He could easily tell that the other customers around him noticed him, but he did his best to ignore them all.  And finally, it was over.  He grabbed his purse from the floor and got to his feet with the rest of them and headed back to the car.  He was never so grateful to finally close the car door behind him.  He was especially grateful that Lisa was heading home.  Except she didn’t.

Nothing at all had been said, but once again he found himself in the parking lot of that same damn drug store, and all the women were piling out of the car.  Why were they there?  Why couldn’t they just go home?  But having little choice, he followed them into that same damn store.  They all seemed to wander around and shop, picking up skin care items and a number of different things.  Finally, they all headed to the checkout.  He stood back and waited, and a short while later he was back in the too crowded backseat of Lisa’s car. 

When Lisa dropped him off in Jackie’s driveway, he was incredibly grateful.  He had gotten through it.  He had been out dressed humiliatingly in public three times that week and he hoped he’d never have to do it again.  But in the back of his mind he already knew that every time he left the house from now on it would be the same thing.  Humiliation.  Because of an agreement he had made…that he had also made sure he couldn’t get out of. 

But more than wishing he could get out of that agreement, he wished he could get out of that damn chastity device.  That would make the whole thing a lot more worthwhile.  This was supposed to be all about him having fun, but the kind of fun he wanted the most just then was denied him. 

He was left with…frustration! 

And it was Sunday.  In two more days they were going to make his situation even worse.  But how much worse could anything get?  He wasn’t sure he wanted to find out, but he knew that in two more days, it would be…inevitable. 

He really needed some relief!