John came out of his cell when the doors opened. Like the rest he'd learned quickly. One foot forward, stand at attention, right turn on command then walk quietly to lunch. Jail was bad but not nearly as bad since they had transferred him to the minimum wing.
"Number one, two, one, five, step aside and wait," the large guard yelled sounding very much like a drill Sergeant. That was John's new number. He was inmate one, two, one, five.
John had also learned discipline and that nightstick, he had learned once, was not for show. John stepped out of line in front of the guard and waited, wondering, as he did so, what he'd done.
"Number one, five, seven, six, step aside and wait," the large guard said after a dozen or so prisoners passed.
"Shit," number one, five, seven, six said as he too was called out of line.
"What," John asked in a whisper. Getting singled out for any reason was bad. Hearing someone swear because of it was slightly scary.
"Governor's residence," the inmate swearing said in the same whisper as his cuss word.
"What about it," John asked worried but not sure why.
"You'll see," the inmate said a second before the guard turned in his direction. The face said more than any words and the inmate quickly added, "sorry boss."
There were three other inmates called out, joining up with John and the one that had sworn.
"OK inmates! Single file, corridor B and no more talking," the guard said.
"Definitely the Governor's residence," the inmate whispered. He was behind John when he said it, but behind him the other three. All of them ahead of the guard who had just shut the steel door masking the inmates words.
John had no idea why the inmate was so worried but it was clear enough to John that this... whatever this was, wasn't good.
"Five," the orderly said waiting just inside of the infirmary.
"Five," the guard answered as all five inmates walked into the infirmary single file.
"You first," the orderly said to John. John, at a nod from the guard, moved to a bed at the end of the room. John walked forward leaving the other four standing single file still.
There was no doubt what was going to happen as the orderly opened a large double door cabinet. Diapers, John mused in a slight state of confusion. Diapers and very thick as one came out in the orderly's hands. John wanted to ask why but he didn't dare as the orderly opened the diaper fully before ordering John to strip.
"Get up here boy and don't give me a hard time," the orderly said sounding too much like a guard to suit John, but clearly with as much authority at the moment. John, naked a few seconds later, did as he was told.
"Spread'em," the orderly said as John sat over the diaper before laying back. John spread his legs as wide as he thought necessary and waited in a humiliating silence as the orderly picked up the Johnson and Johnson's baby powder.
The orderly started at John's chest working his way down to John's genitals laying way too much powder down as he did so. John's humiliation grew as he reacted to the touch of the medical glove and the attention the orderly gave to his powdering.
It ended, that part, but the diapering continued as the thick white soft cloth came up between John's legs. He was getting diapered and what the hell did this mean? What the hell was the connection to that inmate's cussing and the Governor's residence? This was weird beyond weird as the inmate began pinning John's diaper closed.
Baby pants, and they were truly baby pants given the soft pastel pattern that decorated the shiny plastic pants. Not overly feminine but not very masculine either, John mused.
It didn't matter much, that gender, John also mused, given they were baby pants he was putting his feet into. John would have given up his whole orange from breakfast to know what this was about as he lifted his diapered bottom for those panties.
"OK, next," the orderly said when John's baby pants covered his diaper.
Another inmate stepped forward and the same exact thing began again as the orderly grabbed another diaper to go with the words, "strip."
"You, number one, two, one, five, get over here, find your size and grab a tee-shirt and overalls," the guard said moving to another cabinet.
John waddled or felt he was waddling as the massive amount of cotton had formed mountains both front and back. There was a noticeable rustle from the plastic pants and a smirk of a smile from the guard as he pointed at the folded tee-shirts.
John found his size, a small and lifted it from the neat pile allowing it to open as he did so. There were buttons across the left shoulder as he found the front. It was meant to look like a baby's tee-shirt and another puzzle as John slipped it over his head.
John's tee-shirt reeked of baby powder scent as if it had been left to soak in the stuff. It was almost overwhelming as John got it on. John moved left to the overalls folded over hangers again finding size small before lifting a pair out. It too was scented heavily with baby powder as John stepped into them.
Pure white like his tee-shirt and the bib overalls did little to hide the fact he was diapered as he buttoned the sides. There was no fly and the pants were designed with snap buttons on the inside of his legs that John had to close after he fixed the straps.
"Grab a name tag and a marker," the guard said.
John took up a paper name tag and a plastic cover with a clip on it.
"Which hand do you write with," the guard asked.
"I'm left handed," John said quickly.
"OK then, write your first name using your right hand, slip the card in the holder and clip it over your left pocket," the guard said.
John struggled to make his name legible. He did not write well with his right hand and it was clear that was the intent. The guard obviously wanted his name looking as if a child had written it. His name, crudely printed, went into the plastic holder before John clipped it over his pocket.
"OK, one, five, seven, six you're next. Follow John here and line up by the door," the guard said that to the second inmate now diapered. His baby pants nearly identical as John's, his diaper just as thick. It took almost twenty minutes for all five to finish dressing.
"Right! Now follow me and not a sound," the guard said when the fifth man had finished writing out his name and clipping it on.
"Five out," the guard said when he stopped at the large steel door. There were two guards in the bulletproof glass enclosure and one of them slipped a clip board out through a secured drawer that John's guard took. John's guard spent a moment writing down the list of inmates before slipping the clipboard back into the drawer.
It was a white unmarked van with darkly tinted windows and inside, between the driver's section and passengers, a wire mesh screen. When all five were in, the door slid shut and John noticed then there were no window or door handles. John was in back with Rick on his name card.
"So what is this all about," John whispered as the guard spent a moment signing on another clip board outside.
"Governor's residence. We're going to be doing clean up," the inmate Rick said.
"OK, so I've got that part but what the hell are we dressed like this for," John asked.
"No bathrooms is the reason they gave us the first time, but that's not the real reason. The real reason is that Governor Alice Gray gets her jollies off seeing grown men diapered. We go out once a week like this. Not always the same guys but almost always the shortest," Rick said.
"And cutest," another inmate said as he turned smiling.
"Shut up Brent," Rick said to the man smiling.
"Hey, it gets us out of that place for the day," the inmate Brent said.
"And maybe you just like dressing up like a baby," Rick said.
"Up yours," Brent said to the remark from Rick.
"Isn't this illegal or something," John asked.
"Maybe it is, maybe it isn't. You want to ask that guard, go ahead. I'm sure he's going to give you all the reason you'll need," Rick said.
"It's legal," Brent said.
"What the hell do you know about it," Rick said.
"I was a law student, first year, and they can dress you damn near anyway they want as long as they don't discriminate. And, for your information, diapers can be used if there are no public facilities," Brent said.
"You're blowing smoke," Rick said.
Proof is in the pudding Rick. Of course most places would use disposables but like Rick said, the governor likes us like this. Anyway, I've already been through this crap with my CA," Brent said.
"CA," John asked.
"Court appointed," Rick said.
"Shut up in the van and listen up," the guard said opening the driver's side door as he added, "we're going to be cleaning around the Governor's residence. There is no talking unless someone talks to you first. You say yes ma'am or no ma'am and answer any questions briefly and that's it."
"Officer Wilder, sir," Brent said.
"What the hell do you want," Officer Wilder said.
"We haven't had lunch yet," Brent offered in a low and very submissive voice.
"That's because the Governor will feed you, now shut the hell up," Officer Wilder said as he turned back and twisted the key in the ignition. The van started instantly and the air within, thankfully, began flowing on high. In those few seconds it had grown uncomfortably warm.
"Wait," the guard outside, standing by the gate, said holding up a hand.
"What the hell," Officer Wilder said to himself as he opened his window.
"You forgot the bag," the orderly that had diapered the group said handing Officer Wilder a large gym bag. It came through the window just fitting, coming to rest on the passenger side. With that done the large high gate began opening slowly.
It was forty minutes through light traffic to the outskirts of the city and another ten in a section of town that clearly was where the money was. Acres of land with large homes set off from a street without a single car parked on it.
In the middle of one street Officer Wilder made a right turn, pulled to the gate and pressed a button on a call box. A woman's voice answered and there was a noticeable buzz after Officer Wilder explained who he was. Two large gates swung open as Officer Wilder slowly pulled between them.
"Remember what I said about talking. Just do what you are told and we'll get along fine. Mess up and tonight you'll be sleeping in the box," Officer Wilder said as he pulled short of the entrance to the house. They were clearly not going to use the front door, John mused.
"Five," A middle age woman asked as she came up to Officer Wilder.
"Five ma'am," Officer Wilder said.
"And they are dressed," the woman asked.
"As instructed ma'am," Officer Wilder added as he opened his door.
"Excellent. The Governor is entertaining on the patio. If you and your men will follow me I'll show you where to begin," the woman said.
"OK babies, you're on," Officer Wilder noted as he slid the van's door open and added, "line up on me and remember what I said."
They lined up in opposite order as John exited last. Officer Wilder followed the woman as the men, in single file, followed him. John being last and out of eye contact with the guard spent a few furtive glances right and left.
Mansion was the word that came quickly to John as they made their way around the back. Money was another word John thought of as he caught site of the estate. John also caught site of at least a dozen women sitting around three tables under large umbrellas. Their chatter ended as the men came into view.
"Officer Wilder, how nice to see you again," A matronly woman said. She had risen the instant she'd seen the group and moved easily to the guard who smiled and nodded a curt sort of bow from the neck.
"Governor, good to see you as well," Officer Wilder said.
"I've missed you these past two visits," the woman said.
"I was on vacation," Officer Wilder said.
"Not the same without you. You seem to have a knack for picking the right men for the job," the woman said looking at the five men standing in line before the guard.
"Thank you ma'am," Officer Wilder said and added, "and what would you like for my men to do for you?"
"I thought they could start by raking the lawn just there in front of the patio. I'm entertaining tomorrow night," Governor Alice Gray said in a pleasant voice.
"I'll get them started if it's OK with you ma'am," Officer Wilder said.
"That would fine and thank you officer," Alice said nodding to a gardener John just noticed.
The lawn, John also noticed, didn't need raking although John was sure now that this was more about the way they were dressed and not for work. The gardener was holding five new rakes.
"OK... grab a rake and start doing the lawn right here. Work your way to that hedge slowly and stay in a row," Officer wilder said and added, "and I want those backsides facing the patio."
Clearly, John mused, raking that way would be silly but just as clearly the Governor wanted to see those backsides. John took up his rake and began with the others. John's bottom was facing the women as their chatter began again. John, in a fit of sarcasm, exaggerated his movements slightly.
John heard only brief fleeting words but he heard cute, sweet, adorable and a few others and was sure the woman were now spending most of their time watching him and the others work.... or pretend to work. If John ignored what he was wearing, and that was difficult, it wasn't bad work and, at least, it was outside the walls.
"Mr. Wilder, if you please," Alice Gray called.
"Yes ma'am," Officer Wilder answered moving off towards the Governor and those other women. John could not hear what was being said as he continued raking and moving his bottom back and forth.
A moment later Officer Wilder was back near the group but closer to John.
"You, John, pick out that weed in front of you," Officer Wilder said coming up a second later to stand in front of John.
"John looked down at the perfectly manicured lawn. There wasn't a hint of a weed that John could see.
"Bend down on a knee and pull that weed," Officer Wilder said motioning with his nightstick. His tone suggested it didn't really matter if there was a weed or not.
John lowered himself to his right knee and went through the motions of pulling a weed which was simply a tuft of grass as he added, "this one boss?"
"That's the one," Officer Wilder said clearly pleased that John had picked up on the game he was clearly asked to play by the Governor.
"Officer Wilder, if you don't mind, another word," Alice Gray said as John stood back up.
"Yes ma'am," Officer Wilder said moving off again towards the patio. There was clearly a conversation underway, but John ignored it and continued raking. A moment, no more than a minute at best, Officer Wilder yelled, "John, come up here."
John turned and did just that walking briskly to stop just before Officer Wilder and the Governor who was still standing.
"Young man, those overalls are state issue and expensive as it so happens. You've soiled the knee and if that grass stain is not removed before it sets in those overalls will be ruined. Please, remove them immediately and I'll have my girl try and get that stain out," Alice Gray said in a serious tone.
John, for a very brief second, looked at Officer Wilder who nodded almost imperceptibly. John knew exactly what was going on and clearly there was nothing he could do about it. The Governor meant for that stain to happen. John almost smiled over the charade he was part of were it not for what he was about to do.
This woman, and most likely the rest that were now watching John intently, were obviously nuts, and John simply part of a show that he was about to star in. If it wasn't so ridiculous it might have been funny and was because it really was so damn ridiculous.
"Yes ma'am," John said as Officer Wilder extended his hand for the rake John held. So be it, John mused, as he slowly, methodically undid the buttons at the sides of his overalls. If the woman enjoyed this sort of thing then John intended to give it his best performance.
It was only slightly ironic that John had been arrested wearing a diaper. He was pledging Alpha Beta Sigma fraternity when he and a dozen other pledges were ordered into large adult size disposables. They had also been ordered to walk through the park before returning to the frat house.
The police arrived not too long after the pledges entered the park. John, unlike the rest, ran.
John was charged with lewd and obscene acts, public indecency, urinating in public and resisting arrest. That last charge was added after he tried making it back to the frat house causing two police officers to chase him.
The other eleven pledges were cited as well. Not as many charges as John but all were charged.
John was the only one changed with lewd and obscene acts and owed that part to his being just drunk enough to grab himself in a defiant gesture. That gesture, meant for the two police officers, unfortunately, caught the attention of two elderly women who happily agreed to act as witnesses for the prosecution.
It was John's bad luck that the judge he stood before was intent on making an example of someone and the collage they came from. John, if he pleaded guilty, would serve one hundred and twenty days, less the two already served, with the worse charges dropped to a single misdemeanor.
John was two weeks into his sentence that morning as he stood in front of the Governor and her guest. John was sure that his connection that day to a disposable sixteen days ago had nothing whatsoever to do with this humiliation, but it was terribly coincidental.
Ironically though it was connected, and the conversation Governor Alice Gray had just before calling Officer Wilder over, was with the judge that had sentenced John. Judge Helen Albright recognized John almost immediately and mentioned the irony of it all to Alice.
That conversation, between Helen and Alice, was sprinkled with a snickering description of the young man she had insisted remain in his diaper for his preliminary hearing. John's court appointed attorney actually had to go out and buy John's second diaper for that hearing.
Alice, already favoring John because of his size and face, needed very little encouragement to see what Helen had seen. A moment later she was beckoning Officer Wilder to her side. A short time after that act of picking out weeds, John was undoing the straps of his white overalls. He was doing so in front of a large contingent of very prominent women.
"Susan, if you would, be a dear and please see if that stain will come out of those overalls," Alice Gray said to a young woman wearing a conservative gray maids outfit. More a uniform than sexy but the girl was pretty John mused.
The woman, Susan, quickly moved to the patios edge to take up the overalls John was now holding. That momentary exchange, as John passed them over, gave the women he stood before a full view of his printed plastic pants and too thick diaper.
Why that excited John wasn't clear but it did. As did that preliminary hearing when his Attorney suggested he wear the diaper as instructed. John had never considered diapers before that day at the frat house, but that jaunt through the park, albeit, driven in large part from too much beer, had left him slightly giddy.
So too that day in court when he entered it the same way as he'd been booked. There was that and now this and John was hoping, in a mild sort of way, that no one noticed how much of a turn on this was in those seconds standing there.
Of course they did as Alice Gray said, "you may continue at your labors young man and let this be a lesson for you."
"Yes ma'am," John said hoping his face didn't give away his feelings as he quickly turned away. It wasn't just his face John knew.
Officer Wilder, awash in his own thoughts on such things, handed John his rake back. Officer Wilder was almost sure that being put into a diaper would be fun in an odd sort of way and blushed slightly as he met Helen's eyes.
Helen, in a lovely summer print of chiffon, was not recognized by John as the judge he'd been before. Had he known, John might have guessed what was going on but he hadn't. A moment later he was raking again, this time in just his baby pants, diaper and tee-shirt.
Officer Wilder, as a member of the Sheriff's office, had started out in patrol before becoming a bailiff for Helen's court. Officer Wilder had also started out dressing as a women two nights a month before that fateful evening when Helen happened in on that same night in that same bar.
Helen kept her silence over Officer Wilder's odd pastime but after that he spent at least once a week, mostly evenings, dusting, cleanly and washing out Helen's delicates. Unlike Susan, Governor Gray's housekeeper, Officer Wilder's maid outfit was far from conservative.
In truth there was very little conservatism for these women over the taste they shared in men. While that taste manifested itself in a variety of ways, not the least of which these luncheons with the babies, there was a consensus that men truly belonged that way. Alice, like several there, enjoyed that baby look and was enjoying John's look greatly.
The other inmates, with the exception of Brent who really did like wearing diapers, went quietly and fearfully about their business. Of the five there only Brent and Rick had done this several times although this was the first time one of their own had been stripped down to his baby pants and diaper.
"He is adorable," Alice whispered to Carol Evans.
"And he's enjoying it," Carol said.
"I thought that myself, but I wasn't sure," Alice said.
"Oh, I'm sure! That diaper of his isn't that thick to hide him completely and I was watching his face as well," Carol said.
"The advantage of being a psychologist," Alice said.
"Learning to read body language is something you've really got to practice Alice. You can't truly be a dominatrix without a certain amount of skill at understanding expressions and those physical hints," Carol said watching John's bottom wiggling under the effort to continue raking.
"It's the flush of his skin isn't it," Alice asked eager to learn from the expert of them all. Carol was a dominatrix of the highest order.
"He's clearly and predominately European hence his fair skin and I'll venture he turns red and not tan in the sun. Very little melanin so his blushes are slightly more intense.
"Melanin," Alice asked.
"Melanin is an insoluble pigment that accounts for our skin color. The closer to the equator, the more Melanin and darker the skin. The further away less pigment. He was blushing quite a lot when you asked him for his pants," Carol said.
"But that would seem to me to be more or less normal for a man in his position," Alice said.
"And it would be given that part without the other hints but his erection, as slight as it was, was there nonetheless. For anyone turned off by this that wouldn't have happened," Carol said.
"I wonder how far that might extend," Alice asked savoring the fantasies she was having.
"Easy enough to find out," Carol noted.
"How," Alice said.
"Court ordered psychiatric evaluation. I'm sure Helen could make that happen and I'd be the one doing that evaluation. I too would like to see how deep his desires go," Carol noted.
"So you think he might be into those diapers and plastic pants," Alice asked hopefully.
"Not necessarily. It could simply be a desire to be submissive and not a paraphilia," Carol noted.
"Paraphilia? Now what is that, pray tell," Alice asked.
"An abnormal sexual desire," Carol said watching in a state of bliss the cute way John's baby pants folded and creased as he worked.
"And what sexual desires do you consider abnormal," Alice asked.
"Most anything that we haven't tried," Carol noted tactfully and smiling.
"How odd that I'm not connecting this dominatrix concept with my desires," Alice Gray noted.
"You are but your sense of control is fostered under a different pretext," Carol noted.
"How's that," Alice Gray asked.
"Dominating a man can take on a number of forms, in your case, it's the desire to baby them. In Helen's it's domestication, for Claire over there it's spanking and discipline. Of course there can be mixtures of those things as well," Carol said.
"You're right of course. Right now I'm imagining all sorts of wicked things for that baby out there and I'm sure much of it would unnerve him greatly," Alice Gray noted.
"Or not," Carol noted.
"It would be wonderful finding out," Alice Gray said as she stood to move towards Helen.
Helen smiled at the approach of the Governor and nodded politely as she sat close enough to make it obvious the conversation was intended to be private.
Alice Gray outlined her desires and specifically the young man now raking in his baby pants and diaper. Helen, in turn, shared the story of how John came to her court. Carol, after Alice had beckoned her over, joined in and a plan was outlined.
Betty Pearl's Sissy Stories 20.1
Topic: Jail Bait (Read 21982 times)
