Kyles Punishment

[Poshboy]

Chapter 8 The Park
Excitedly the boys got into the car to set off for the park. Mrs jones said that they would be going to the park attached to their new school where they would be able to play with sissy boys like themselves. The boys grew even more excited and could hardly wait.

After about half an hour they arrived at the park. Mrs Jones said that as it was such a nice day and not to ruin their nice clothes, the boys should strip to their diapers. Billy helped Toby strip to his diapers and plastic panties whilst Mrs Jones helped Kyle. Kyle then helped Billy. Soon they were all in just their diapers and plastic panties. The boys folded their clothes neatly and rolled their tights into little balls.

Billy held onto his mommies hand whilst Toby and Kyle held each others hands. They followed Mrs Jones to the park and soon saw an array of boys and girls of all ages. All dressed in the cutest outfits you could imagine. The girls tended to be supervising the boys rather than playing.

“Lets go and play in the sand pit” said Toby and kyle excitedly.

“I'll go on the swings” announced Billy.

So off they went whilst Mrs Jones found a table to sit at.

Billy sat on a swing next to a boy dressed in white ribbed tights, short blue t-shirt and blue t-bar sandals. He looked to be about 7 and had long blond hair with beautiful ringlets. A distinct diaper bulge could be seen. Billy introduced himself to the boy.

“I'm Wupert” lisped the boy.

Billy thought it so cute how he spoke and complimented him on his outfit. After giving Rupert a pus he got onto the swing and pushed himself off. Rupert was quite the chatterbox and soon both boys were chatting.

Toby and Kyle reached the sand pit where two boys were playing. A boy of 6 was playing with a toy digger. He was dressed in a blue cotton dress, white anklets and blue Mary-Janes. The other boy was building sand castles and was dressed in blue shortals that showed the evidence of recent wetting “accident”. He wore nothing on his feet or under his shortals. He looked to be about 8.

Toby and Kyle introduced themselves and found out the boys were Karl and Francis. They decided to build a large sand castle together. Soon the boys were busy building a huge sand castle.

After 15 minutes Francis got a far away look on his and soon a large wet spot was forming on the front of his shortals. The boys excitedly watched as Francis made potty small in his shortals.

“I'm making the moat” giggled francis.

After emptying his bladder fully the boys returned to their sand castle. Kyle and Toby made their own moats in their diapers with applause from the other boys. Soon it was Karls turn to make potty small. He lifted the front of his dress whilst on his knees revealing pink panties edged with white lace.

Toby and Kyle turned and looked. They watched as the pink panties turned dark pink around the tip of his dink. Soon a steady flow could be seen soaking into the sand. As soon as he finished Karls brother came over dressed in red shorts and white blouse. Without saying a word he pulled down his shorts revealing yellow panties with “princess boy” written on he front. He took them off and handed them to Karl who had taken off his wet panties and handed them to his brother. His brother took them and put them on before pulling on his shorts.

“Thanks Karl” said his brother before skipping off.

Karl pulled on the dry “Princess Boy” panties and announced that he and his brother Peter liked to share. The boys laughed together and chatted about how they liked wet panties and diapers.

Soon it was time for lunch so Toby and Kyle said goodbye and joined Billy at the table Mrs Jones had laid out a picnic lunch on. The boys were soon demolishing a delicious lunch and drinking from  new baby bottles. After lunch Mrs Jones announced that the boys could go to the paddling pool. She went to the car and got the boys their swim suits. Soon the boys were stripped and eagerly getting into one piece swimsuits with cute ruffled skirts around the waist.

The three boys went off to the paddling pool whilst Mrs Jones cleared the table.  When they arrived at the pool they saw Karl and Francis splashing about. Francis was in a pink bikini and Karl was skinny dipping. They had fun splashing each other and soon it was time to go. They agreed to meet at school next week.

Toby, Billy and Kyle went to meet Mrs Jones at the car. As they were re-diapered and getting dressed an 11 year old boy came over recruiting for the pastel scouts of America. He was dressed in a pale pink box pleat skirt, white tights, white blouse with brown waist coat. On his feet he had black Mary-Janes. He handed Mrs Jones a flyer as the boys climbed into the car.

Soon the boys were heading home. Mrs Jones took Toby and Kyle home before returning home with Billy.

[Poshboy]

Sorry for delay guys...Been busy.

Chapter 9 – Sisters Turn Nasty

As Kyle was re-diapered for bed he asked his mommy about joining the pastel scouts. As she helped him into his pink footie pajamas she said she will talk with the other mommies. Kyle drank his night-time bottle whilst his mommy read him a story. He soon drifted off to sleep.
In the morning Kyle noticed his diaper had leaked and his bed was wet. Needing to pee more he released his bladder coating his crotch in warm pee pee, wetting his pjs and bed more.

Soon his sister Jennie came in to get him up. She took him to the bathroom and stripped him naked. She then told him to strip his bed of his wet sheets whilst she ran his bubble bath. Knowing not to argue he retrieved his wet sheets and put them into the laundry chute. He then washed his plastic nursery print mattress protector with lavender water.

After he was done he went and got into the bath and was washed by Jennie. She always thought it cute how he always got an erection when she washed him.

“Your soldier is at attention you little sissy” said Jennie

Kyle blushed red much to the amusement of Jennie. After his bath she dried him and covered him in baby powder. She took his hand and had him lay on his plastic sheet whilst she got a thick cloth diaper. She lined it with a diaper liner and then surprised Kyle by sticking her finger up his butt.

“Ooh that’s gross Jennie, why did you do that?” asked Kyle.

“You’ll see little sissy” replied Jennie.

What Kyle did not know was she had put a suppository up there. She wanted him to be humiliated whilst they went shopping later. Jennie had to take him shopping for his pastel scout uniform.

After three cloth diapers had been put on him she helped him into thin white tights, his kilt, white blouse and red velvet Eton jacket. He put his white Mary-Janes on and followed Jennie down for breakfast. Jennie made his bottle of milk (which she had laced with diuretic) and fed him porridge.

“Thank you Jennie for helping me out today. Kyle you be good for Jennie”. Said Kyles mom.

Soon it was time to go. So taking Jennies hand Kyle went shopping for his scout uniform. On the way Jennie bought Kyle the largest coke he had ever had. He was so happy that Jennie was being nice to him.

Soon they arrived at the specialist boys outfitters. Kyle met Toby and Billy there along with their sisters. As the boys were measured for their new pastel scout kilts. They fastened differently than their normal kilts, on the right rather than the left. As Kyle was taking off his kilt he felt gripping pains in his stomach. They got stronger then suddenly started to fill his diapers with liquid poop. At the same time hi bladder released torrents of warm pee. He then realised with horror that he had no plastic pants on and watched pee soak through his diapers and down his tights. His butt reflected in the mirror showed the brown stain of his explosion all around his butt and down the back of his legs.

Kyle started to cry as he was so ashamed. Jennie and the other sisters laughed and took many pictures on their phones. Toby and Billy who also had stripped to their white tights where in a similar predicament. The smell was intense and soon the boys were ordered to leave. The boys were  taken outside in their soiled tights carrying their kilts. Jennie stayed behind to pay for their uniforms and soon joined the others.

“Guess we better take the shitty babies home” shouted Jennie causing people to look on.

The boys were dragged through the town whilst people stared at the sight of the shameful boys in soiled tights.

When home Kyle had to strip in the garden. His soiled clothes dumped in a large bucket. He stood there naked whilst Jennie turned a hose on him to clean him of the smelly poop. For the rest of the afternoon Jennie supervised him in the garden. He remained naked until half an hour before his mom would arrive home. He had to pee and poop in the garden like a dog.

He was dressed in a diaper and his scout uniform when his mom arrived home. He also had to suc-k on a pacifier and was ordered by Jennie not to say anything or else.

[Poshboy]

Chapter 10 – New School and Pastel Scouts First Meeting

When Kyles mom arrived she looked at Kyle in his uniform. She admired his pink skirt and lifted it to check his tights admiring the ruffles on the rear.

“You look very smart Kyle. Where you good for Jennie?” she asked.

“Yes mommy” replied Kyle.

He was told to go upstairs and change out of his uniform so that he could have dinner without spoiling it. He went upstairs and carefully took off his scout uniform and folded it. He put on a pair of his play tights and pink polo shirt and went downstairs for dinner. After dinner he joined his mom on the couch to watch Frozen.

Soon it was time for bed and Jennie offered to get him ready for bed. Kyle was worried she would be mean to him again but she was nice as pie. Gave him a bubble bath and dried and diapered him in 3 night diapers and remembered his plastic panties before helping him into his footed pj’s.

Whilst Jennie was reading him a story his mom entered the room to say goodnight. She kissed him on the cheek and gave him his pacifier and night bottle. Kyle soon drifted off to sleep and his crotch became aware of the familiar warmth as he happily wet his night time diapers.

In the morning after a quick shower and dressing in his new school uniform. His mom took quite a number of photos for the family album and Kyle had to do a number of turns causing the kilt to flare out which Kyle just loved.

Kyle sat at the table for breakfast and was put in a bib so he wouldn’t make a mess. He was handed a new lunch box with the words “Mommies Little Princess Boy” on the lid. His backpack had 4 spare diapers and a spare pair of tights in. Soon Kyle and his mom were heading off to his new school. He endured the taunts of the boys from the other schools clinging close to mom.
Non too soon they arrived at his new school and were soon joined by Toby and Billy. They also saw   Wupert (as he called himself) holding the hand of his mommy. He was dressed in pink rhumba tights and “Hello Kitty” top. He was suc-king his thumb and when he saw Kyle, Toby and Billie smiled at them.

The boys were escorted to their class by another student and after being introduced to the class took their seats. The teacher seemed kind and the lessons went well. At break time Kyle, Toby and Billie were taken by their diaper changers (nominated fellow students) to be changed in the assembly hall. All boys were stimulated by the application of diaper cream which did not seem to phase their changers. The boys went to play and soon were joining in skip rope and hopscotch with the other boys.

After lunch the boys went to a new lesson, “Clothes making”. Their first project was to make tennis knickers for their tennis lessons later that year. Kyle seemed to take to it like a duck to water, but Toby and Billy struggled. Soon however they all modelled their new tennis knickers with pride.

All too soon it was home time. The boys hugged each other before setting off home with their mothers, saying they would see each other at scouts later on. After changing into just his diaper Kyle had dinner. Spaghetti  was Kyles favourite but he always made a mess.

“Mommy I need to poop” announced Kyle.

“Go ahead dear” she replied.

“Will you take me mommy” asked Kyle.

“No just do it in your dipee dear, you’re messy already” replied his mom.

Embarrassed Kyle pushed poopie into his wet diaper as Jennie smirked.

“Finished dear” asked his mom.

Kyle tearfully shook yes and Jennie was ordered to change him and wash him ready for pastel scouts. Kyle made sure to add to the load before Jennie changed him. It was payback for earlier he thought to himself.

After Jennie gagged a few times he was cleaned up, washed and lead naked into his room. He was changed into his scout uniform and more photos were added to the family album. It was soon time for Jennie to take him to the meeting. She dragged him all the way to the hall where scouts took place.

Entering the hall there must have have been 20 skirted boys running around chasing each other. There were a few shy ones that just sat at the side holding hands with some of the other boys. Kyle saw Billie and went to join him.
Jennie took off saying she would pick him up later.

“Gather round boys” called the scout leader, a man dressed in a black kilt and white shirt.
“We have three new boys joining us today. Kyle, Toby and Billie please join us”
Kyle, Toby and Billy joined the leader at the front. The other boys curtsied to them and they were shown how to curtsey back.
All the boys said their vows and the boys went to join the others. The first activity was surprising, it was self defence. It was explained that as they were special boys they would need to defend themselves against the rough boys and bullies. A look of guilt came over Billies face but he soon joined in.

It was quite a sight boys dressed in pink skirts, white tights with diapered butts doing karate kicks and punches, but at least they could defend themselves if attacked.

The next activity was first-aid, which Kyle loved. He helped Billy into a sling and almost had him picking his nose it was tied so tight, much to the amusement of the others. Soon it was tuck shop time and the boys tucked into all manner of sweets and sodas causing a new sugar high. After diaper changes it was time to go home. The boys did their final curtsey and gave each other a good-nite hug before being picked up.

Jennie again dragged Kyle home and remained totally silent all the way. When Kyle stepped through the door he couldn’t tell his mom fast enough how much fun he had. He demonstrated his karate and asked to put a sling on Jennie, but was refused as it was bed time.

Soon Kyle was drifting off to sleep and was soon soaking his nite time diaper….

[Poshboy]

Damage now sorted thanks.

Chapter 11 – Modelling

In the morning Kyle woke to a saturated diaper and wet bed. His diaper had soaked through his pink sleepers and made the bed wet. Soon the door opened and his sister Jennie entered to get Kyle up for school. When she saw the state of his bed she was not happy as she would be expected to change it. However she kept her anger hidden from Kyle as she had plans for the weekend when she would be babysitting her sissy baby brother.

“Oh my poor sweet brother, looks like you were swimming last nite” said Jennie.

“I’m sorry Jenny” replied Kyle sadly.

Jenny reassured him helped him out of his wet things and into the bubble bath she had prepared. He was soon enjoying the warm bath and played with the bath toys that Jenny had sorted for him. Soon he was dried and dressed in his school uniform. His “My Little Pony” backpack was packed with his pink leotard, white tights and ballet slippers for P.E.

Jenny took kyle to school and even stuck up for him against the taunts of the local bullies. Kyle was so happy that his sister was at last being so nice to him. Soon he took his seat in class next to Billy who seemed to be fidgetting a lot.

“Whats up Billy” asked Kyle.

“My diaper is itchy” replied Billy.

Kyle agreed to have a look at diaper change time.

When it was time to change diapers, Kyle pulled down Billy’s tights revealing yellowed plastic pants and a very soiled cloth diaper. Kyle carefully removed Billy’s diaper and was shocked at the smell that greeted him. Billy’s crotch was very sore looking.

“You’ve got bad diaper rash, don’t your mom or sister clean your diaper area Billy” asked Kyle.

Billy told Kyle that his mom was away and his sister wouldn’t clean him and made him stay all day in his soiled diapers. Kyle asked the nurse supervising diaper changes for help. She gave him some special cream to rub into Billy’s crotch. She said that for the rest of the day that Billy was to wear nothing under his kilt and could use Kyles diaper for his pee pees. Kyle said he was happy to help Billy out.

When they returned to class it was announed that at P.E. they would be modelling some new “Unisex” clothes for a new government initiative. Kyle ws excited at this news whilst Billy was more occupied with his diaper rash.

Soon the boys filed into the rec hall for P.E.. At the far end of the hall was racks of new clothes. The boys were told to remove their clothes and put them neatly on their chairs. Soon all boys were happily stood naked and waited in line for the clothes they would model. Each was handed a set of clothes to model.

Kyle first put on a pair of pale blue panties with white lace trim. He then slowly pulled up sheer white tights. He the put on a box pleat skirt with a dinosaur pattern printed on the material. He then put on a pale blue blouse wth gingham edged peter-pan colar. He stepped into a pair of red mary-janes and waited for Billy to change into his outfit. Billy was dressed in red shortals, white tights and similar blouse but with red gingham.

All the boys were shown how to show off the clothes in front of the video camera. Soon they were all prancing in front of the camera as directed until their next change. This time it was the new range of diapers and plastic panties. Billy was excused this but was asked to stay naked as they wanted to do a shot of his diaper rash.

Kyle and the other boys dressed in blue diapers and transparent plastic panties showed them off to the camera before the cameraman asked “Does anyone want to go pee pee for the video”> Kyle shot his hand up along with five others. Kyle stood in front of the camera and in a short while proceeded to wet his diaper. As he wet the cloth diaper darkened and then started to turn pink. Kyle and the other boys were fascinated  by this color change. Soon all boys were wetting their diapers and turning them pink.

Billy did some close up work on his diaper rash for the smiling cameraman. He was relieved to be back into his kilt when the modelling was over. Kyle asked Billy if he wanted to stay with them whilst his mom was away, which he readily agreed to.

After going home with Jenny. Kyle and Billy had dinner and a few sodas. After a bath Kyle and Billy got ready for bed. Kyle rubbed the rash cream into Billy’s diaper area causing Billy to sport a little erection. Billy returned the favor to Kyle and soon both boys now had little erections. They giggled as they continued to rub each other.

“Having fun sissy’s” giggled Jenny who had been watching at the door of Kyles bedroom.

Humilated the boys got diapered and climbed into bed. Soon they drifted off to sleep and soon the familiar warmth in their diapers could be felt as both boys peed themselves happily.

Jenny went to bed dreaming of the fun she would have this weekend when she would be alone with her sissy boys...

[Poshboy]

Chapter 12

In the morning Kyle and Billy woke up in very wet diapers. The bed had a large wet patch under the boys. Kyle and Billy started to strip the bed and took the wet sheets to the laundry room. Soon the wet sheets and wet diapers in the washer and started the wash cycle. Naked and with firm erections the boys started to wash their plastic pants.

After hanging their plastic pants up they headed for Kyles bedroom to get dressed. On the way they met Kyles mom. Embarrassed by their aroused state both boys immediately covered their crotches.

“Don't worry boys I've seen it all before” said Kyles mom.

“Not mine you haven't” replied Billy.

“Are you sure about that Billy” asked Kyles mom.

The boys giggled and ran into Kyles bedroom and were greeted by Jenny. She had got their clothes out for the day. As Jenny dried and powdered both boys, Kyles mom shouted up to the boys.

“Bye my little princes, be good for Jenny and I will see you both when Billy's mommy and I return”

Jenny said “Should be princesses”

She then handed Kyle and Billy a suppository each. She told them to push them up each others butts. She said it was medicine to help them both.

Kyle asked Billy to bend over and with a little effort pushed a suppository up Billy's butt. Embarrassed Billy and Kyle got erections. Particularly when Billy did the same to Kyle. Jenny noted their aroused state and would use this to her advantage later.

Next Jenny had the boys lie down for their diapers. Kyle  was the first to be diapered. Jenny wrapped 3 thick cloth diapers around his waist and secured them with large safety pins. She then pulled white lacy tights up his legs and around his waist. He was told to sit on his bed whilst she diapered Billy. As with Kyle, Billy had  3 diapers secured around his waist followed  by white lacy tights.

Jenny then helped Kyle into pale blue short shorts that had two white pearl buttons on each of the legs. He was then helped into a pale blue sailor top. Finally he was helped into shiny black patent leather Mary-Janes. Billy was attired the same and both boys were told to hold hands whilst Jenny took their picture. Reluctantly both boys complied.

“Right little sissies, time to take you both shopping and show you off”

Kyle and Billy didn't like the sound of that, but knew that they had to do everything that Jenny said, so they both followed her, holding hands as instructed by Jenny.

“Skip my little sissies” shouted Jenny as they left for the bus stop.

Kyle and Billy skipped along half heartedly almost crying with embarrassment. They soon arrived at the bus stop along with Jenny. There were a number there old school friends waiting for the same bus. Seeing Kyle and Billy dressed the way they were invited the inevitable giggles and taunts.

As they waited for the bus the suppositories started to take effect and soon they both were trying to hold off the forthcoming soiling of their diapers.  It was also at this time that Kyle realized that their diapers were not protected by plastic pants.

Kyle whispered to Jenny “Jenny I need to poop and we are not wearing plastic pants”

Jenny smiled and said “You have to earn plastic pants for YOUR DIAPERS!”

Both Kyle and Billy blushed deep red as they were now the center of attention. Soon both boys lost control of their bowels and filled their diapers with watery poop, They also flooded their diapers with pee. Inevitable the evidence of their soiling showed on their shorts and down their tights.

“Pew they stink” shouted one boy.

“Look at the babies they done stinkies in their sissy clothes” jeered another girl.

“Oooh my you can't go on the bus like that” smiled Jenny.

Both Kyle and Billy were told to strip out of their soiled shorts and tights, much to the disgust of their audience. Totally humiliated they stripped down to their filthy diapers. Jenny then handed them both pink frilly plastic pants to put on and then clean lacy anklets to put on their feet.
The poop in their diapers was starting to sting and both boys had to carry their soiled shorts and tights in transparent plastic bags. Soon the bus arrived and they took their seats and tried to cover their plastic pants. Again they were the center  of attention and all this was  being recorded on Jenny's smart phone. She planned to share all the footage on Youtube. Revenge was sweet she thought to herself.

Soon they arrived in town and Jenny took the boys to Mc Donalds and made them drink 3 large cokes. Jenny told them to let her know when they needed to peepee again so she could capture it.

After Mc Donalds they went to the “Little Princess” girls dress shop and were subjected to trying on  the girliest dresses Jenny could find. They came out dressed in two of the dresses Jenny had chosen along with new tights and frilly anklets. The petticoats and dresses were short enough to reveal their  thick and soiled diapers that were now being added to. Kyle and Billy spent the day being paraded around town in very soiled diapers that were making them very sore and every step painful.

They were glad to be heading home with the hope that they would be cleaned up and put into dry clothes. Soon they arrived home and Jenny told the boys to get into bed. They were to go without dinner as they had been such babies during the day. Kyle and Billy went to bed crying both out of embarresment and pain.

Jenny busied herself posting the footage on YouTube. She looked forward to tomorrow when she could torture her sissies more. Footage posted she went to bed to dream of what she could do next whilst Kyle and Billy had a fretful nite trying to get comfortable in their overly soiled diapers.

The next morning Kyle and Billy woke together. The bed was soaked and stained brown from the contents of their diapers. The diaper rash was now severe and the boys whimpered in pain waiting to see what the day had in store for them.

Kyle was the first to spot his mom at the door of his bedroom. She had returned home early after seeing footage from YouTube that one of her friends had sent to her. Seeing the state of the boys she burst into tears.

“Kyle, Billy, come here and lets get you cleaned up. I'm so sorry this happened to you my little princes”

Soon Kyle and Billy were in a hot bath enjoying being cleaned up. Though the pain of the diaper rash was hurting. As they bathed they heard Kyles mom and Jenny arguing. They gathered from what they heard that she was grounded and would be further punished. Soon Kyle and Billy were being gently dried and rash cream applied copiously. They were told that for the weekend they would have to remain naked from the waist down to help sooth their diaper rash. They also would be helping to punish Jenny and had to come with some  ideas  ;)