The Diapering Babysitter

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Status: Finished  |  Genre: Young Adult  |  House: Booksie Classic

A babysitting girl buys diapers to punish naughty children. Her plan backfires when she is forced to wear those same diapers for her own punishment.

Bad News Babysitter

"I just telephoned Linda," said Mrs. Johnson to her 9-year old son. "She's going to be your babysitter tonight."

"Mom, I don't want her as my babysitter. Last time, she put me in a diaper, and I had to pee and poop in it like a baby. Why can't you get somebody else?"

Billy Johnson wasn't shy about expressing his displeasure with his mother's choice for his babysitter. The young boy knew all about Linda Turner. The 16-year old high school junior had a reputation as a reliable but no-nonsense babysitter. Well-behaved children loved her. Unruly children quickly learned that she was bad news when they misbehaved.

Linda rather liked her nickname—the bad news babysitter. It made her job a lot easier. It was true that she used diapers to discipline children, but it wasn't a frequent occurrence. Simply pulling out a diaper from her backpack and showing it to the child was usually enough to tame the wildest boy or girl.

"I couldn't get anybody else," said Billy's mother. "Besides, Linda is a good sitter. Once I sign her contract, you'll have to behave yourself or she'll put you in a diaper. Remember how you felt the last time she put you in a diaper?"

Billy shuddered. He would never forget the embarrassment he felt when Linda pulled off his shorts and underpants. Then she laid him down on the sofa, lifted up his legs and slid a diaper under his butt. She finished by fastening the diaper tapes.

The boy was forced to stay diapered all evening. Even worse, he wasn't allowed to use the toilet. When his parents returned home, Billy's full diaper was sagging shamefully between his legs.

Billy vowed to behave himself tonight. He certainly didn't want to spend another long evening sloshing around in a wet messy diaper.

The Diaper Contract

Linda Turner was 12-years old when she began her babysitting career. Her parents still remembered the night when she came home after only her third babysitting job. She had just finished babysitting two children: a 7-year old boy and a 2-year old girl.

"Guess what I did?" Linda announced to her parents. "I put a bratty boy into a girl's diaper. He was being mean to his little sister. I told him that since he couldn't behave like a big boy, I was going to treat him like a baby. Then I put him into one of sister's pull-up diapers."

"Did the parents give you permission to do that?" asked an alarmed Mr. Turner. He worked as a paralegal and was concerned about the legal ramifications of Linda's actions.

"No, but they said I could spank him if he got out of control. I don't like hitting kids, so I thought a diaper was safer. He sure behaved a lot better once he was in a diaper. From now on, I'm going to bring diapers with me whenever I babysit."

"You better get permission ahead of time," said Linda's father. "Some families might not think that diapers are an appropriate punishment. I'll tell you what. I'll draw up a little contract that you can use each time you babysit."

That evening, Mr. Turner drew up a simple one-page contract for his daughter. The contract had seven clauses. The most unusual clause was the fourth one.

Clause 4: Diaper Punishment. If the child misbehaves during the contractual period, the babysitter may, at her discretion, remove the child's underwear and put the child into a disposable diaper as punishment. The child shall remain diapered until bedtime or the arrival of a parent, whichever comes first.

Linda was instructed to fill in the name of the child at the top part of the contract. Then a parent or guardian would sign and date the bottom portion, indicating his or her acceptance of all seven clauses.

"It's a legally-binding contract," said Linda's father. "If the parents refuse to sign it, don't take the job! It's for your own protection. Your diaper discipline is rather strange and unconventional."

The Embarrassing Purchase

The following afternoon after swimming, Linda rode her bicycle to a medical supply store in a nearby mall. She was amazed by the myriad variety of diapers on the shelves. Boy and girl diapers. Fitted briefs. Youth diapers. Pull-on diapers. Under pajama diapers. 

One shelf was dedicated to plastic pants in assorted sizes and colors. The shelf also displayed rubber pants, something the girl had never seen before. She couldn't resist touching them. She was surprised how soft and smooth they felt. 

"Our rubber panties are on sale," said a male clerk unexpectedly. "Buy one pair and you get a second pair for half price. What size do you wear?"

"I don't wear rubber panties," Linda replied, her face turning red with embarrassment. "I was just looking at them. I need diapers, but not for myself. I babysit kids and I need diapers to punish the naughty ones. Do you have any diapers that would fit both boys and girls?"

"I recommend these," said the clerk. He handed her a package of unisex youth diapers. "They should fit any child from 6- to 12-years old. They're regular diapers, not the pull-up kind. Do you need anything else?"

"No, thank you," said Linda. "I just need diapers for the kids."

Linda went to the checkout line and put the package upside down on the conveyor belt. She didn't want anyone to see the diaper picture on the top. When the package rolled up to the clerk, he flipped it over and glanced at Linda. Her face turned red again. The clerk probably thought she was a bedwetter.

"They're not for me," Linda blurted out. "They're for kids I babysit."

After paying for the diapers with her own money, Linda quickly exited the store. Once outside, she breathed a sigh of relief. Diaper shopping was red-faced embarrassing.

The Diaper Deal

"I just bought these diapers at the medical supply store," said Linda, after she returned home. "Guess what a stupid clerk tried to sell me? Rubber pants. Can you believe it?"

"Rubber pants and cloth diapers are what babies used to wear in the old days," said Linda's mother. "Later on, it was plastic pants. Now most people use disposable diapers. That's what you wore as a baby. Your father always hated changing your messy diaper."

Linda's face turned beet red. She couldn't imagine having her diaper changed by her father.

Mrs. Turner read the product information on the diaper package. The diapers were designed to fit children with 22- to 30-inch (56 - 76cm) waists. She opened the package, fished out a diaper, unfolded it, and held it up to her daughter's waist.

"This diaper would fit you, too," said Linda's mother teasingly. "How about it? Do you want me to diaper you like a baby? If you're going to force naughty children to wear diapers, you should wear one yourself, just to find out what it feels like."

Linda looked at her mother in open-mouthed surprise. Always an inquisitive girl, she had planned to secretly try on a diaper after her bedtime shower. Her curiosity got the better of her embarrassment. She accepted her mother's offer.

"OK, you can diaper me," said Linda. "I'm only going to wear it until 5:30, though. I don't want dad to see me in a diaper."

"It's a deal," said Linda's mother. "From now until 5:30, I'm the babysitter and you're the naughty little girl. Let's go to your room! It's time to put my naughty daughter into her punishment diaper."

Mrs. Turner put her hand on Linda's bottom and guided her down the hallway. As they walked, she patted her daughter's bottom a few times. Linda's face reddened. She was already feeling like a naughty girl and she wasn't even in a diaper yet.

No Panties

"Take off your shorts and panties!" said Mrs. Turner, after they entered the girl's bedroom. Linda hesitated. Her mother hadn't seen her private parts in years.

WHAP! Mrs. Turner swatted her daughter's behind, treating her just like a naughty little girl. Blushing furiously, Linda quickly kicked off her sandals. Then she pulled down her shorts and stepped out of them. She was naked except for her blue t-shirt.

"Where are your panties?" asked Linda's mother as she picked up the girl's shorts. "Did you ride to the mall without any panties on?"

"I took them off before I went swimming this afternoon," said Linda. "I forgot to put them back on. Mom, it's no big deal. Nobody could see anything under my shorts. Besides, it's summer. Who needs panties on a hot day? My friend Carol hardly ever wear panties during the summer. She just wears shorts."

Mrs. Turner remained silent for several seconds. She couldn't believe that her 12-year old daughter had ridden her bicycle to the mall wearing only shorts and a t-shirt. When she looked at the diaper in her other hand, an idea popped into her head.

"I don't care what your friend does. In this house, little girls who don't wear panties have to wear diapers instead." 

Linda's mother dangled the diaper in front of her daughter's face.

"You're going into this diaper and you're staying in it until bedtime. That's how long your diaper contract stipulates for naughty children. Well, that's exactly what you are—a naughty little girl who didn't wear her panties. Go lie on the bed right now!"

Linda started to protest. SMACK! Her mother swatted the girl's firm bare behind.

Rubbing her bottom and blushing furiously, Linda went over to her bed and lay on her back. Just a few minutes ago, she had been eager to try on a diaper. Now she was being forced into a diaper. 

"Lift up your legs!" said Mrs. Turner. "It's time to put your naughty little fanny into a diaper."

Linda lifted her legs up and slightly over her head, giving her mother a bird's-eye view of her private parts. She felt ashamed surrendering her dignity like this. After all, she was 12-years old, much too old to be diapered like a baby.

Mrs. Turner slid the diaper under Linda's bottom. After the girl lowered her legs and spread them apart, her mother pulled the diaper through her legs and over her genital area. She finished by fastening the diaper tapes. There were two tapes on each side.

In less than a minute, Linda was transformed from a naughty preteen into a diapered toddler.

After Linda stood up, Mrs. Turner watched her daughter struggle with the sensation of being in a diaper again. The girl could feel the thick padding between her legs. It felt strange, nothing at all like her cotton panties. How she wished she had worn those panties!

"This thing feels really weird," said Linda. She looked down and touched the front of the diaper. Then she reached back and felt the padding on her seat. "Dad's going to freak out when he sees a diaper on my butt."

"He probably will," said Linda's mother. "He might even decide to spank you."

Linda's face turned beet red. She couldn't imagine going over her father's lap for a spanking on her diaper bottom. How humiliating!

The Longest Evening

When Mr. Turner came home around 5:30, he stared at his daughter in disbelief. The girl was wearing only a t-shirt and a diaper. The t-shirt came down to the girl's waist, so the diaper was clearly visible.

"Why are you wearing a diaper?" Mr. Turner asked. "Is this the newest thing in girls' fashion?"

Mrs. Turner took over and gave her husband a blow-by-blow account of the day's events. Linda tugged at her t-shirt, trying in vain to cover up her diaper.

"There's never a dull moment around this house, is there?" said Mr. Turner. He chuckled and patted his daughter's diapered bottom. "My goodness, your diaper really sticks out on your behind, doesn't it? You look like a toddler. Maybe we should invite the neighbors over and introduce them to our new toddler."

"Dad, don't you dare!" shrieked Linda. "I'm sorry I didn't wear my panties. I won't do it again. Can I get out of this stupid diaper now? I need to pee."

"You can pee in your diaper," said Linda's mother. "That's what diapers are for. It won't hurt you to wear a wet diaper until bedtime. It'll be a good learning experience."

Suppertime arrived and Linda was happy to sit down. Her diaper was finally out of sight. Her joy was short-lived, however. Halfway through the meal, she wet her diaper. The warmth felt surprisingly good and she didn't feel wet at all. The diaper padding had wicked away the wetness from her skin.

"My goodness!" said Mrs. Turner after supper. "You wet your diaper already. I can see a big wet spot on your bottom. What a potty pants you are!" She patted her daughter's bottom. "How does it feel to go potty in your diaper like a toddler?"

"It wasn't so bad," said Linda truthfully. "It felt warm and I don't feel wet at all. Mom, if I have to poop, do I have to do it in my diaper?"

"Of course!" said Linda's mother. "It won't hurt you to wear a messy diaper. Every time you sit down, the big mess on your bottom will remind you to wear your panties."

Linda blushed. She couldn't imagine wearing a poopy diaper, let along sitting in her own poop. How disgusting!

The Turner family spent the evening sitting and talking in the backyard patio. Normally, Linda would have been swimming in the family's pool. Tonight, she was wallowing in self pity, wearing only a diaper and a t-shirt.

Linda looked at the wooden fence surrounding the patio. At least the neighbors couldn't see her in a diaper. As a precaution, Linda had also called her best friend Carol. She told her friend not to come over because she was grounded. She didn't mention that she was grounded with a diaper on her butt. 

Throughout the evening, Linda squirted pee into her diaper whenever she felt the urge. Her parents were totally oblivious to her little squirts. That was the only good part of about wearing a diaper. She could pee whenever and wherever she wanted, just like a toddler.

Now I know why toddlers are called "little squirts." It's because they squirt pee into their diapers. I guess I'm a little squirt, too.

Eventually, Linda's bottom began to itch from sitting too long in a wet diaper. She got up and paced around the patio. Her pee-filled diaper crotch sagged shamefully between her legs, forcing her to walk with a slight waddle. This greatly amused her father.

"Hey, Linda! What's that white thing drooping between your legs? How come you're waddling like a duck? Is your name Droopy Duck?"

Linda's face turned beet red. It was going to be the longest evening of her life. She couldn't wait for her bedtime shower.

No Pajamas

Bedtime finally arrived at 10:00 PM. Linda frantically rushed into the bathroom, ripped off her diaper and sat on the toilet. What a relief! She had managed to avoid messing her diaper, but just barely.

After a long shower, Linda put on her pajamas, said good night to her parents and tossed her pee-filled diaper into the trash can. The diaper was heavy. She couldn't believe that she had peed so much in just a few hours.

I'm glad I didn't poop in that diaper. Sitting in my own poop would have been so gross.

Once in bed, Linda took off her pajama bottoms. After spending hours in a wet itchy diaper, it felt wonderful to be bare-bottomed. 

Linda stayed awake for several minutes, contemplating the strangest day of her young life. She now knew what it felt like to wear a diaper. She didn't like the teasing, but she was surprised how much she enjoyed wetting her diaper. The warm sensation of a freshly-wet diaper was unforgettable. She smiled at the memory, then drifted off into a deep sleep.

"Time to get up, sleepyhead," said Linda's mother the next morning. "It's time for breakfast."

Rubbing her eyes, Linda groggily crawled out of bed.

"Where are your pajama bottoms?" asked Mrs. Turner, when she saw her daughter's bare behind. "Don't tell me! You forgot to wear them, just like you forgot to wear your panties yesterday. What's gotten into you lately? Go lie on your bed! You're going back into a diaper."

"Mom, I don't need another diaper," said a flustered Linda. "I took off my pajama bottoms because my butt was itching from that stupid diaper yesterday. I won't do it again."

"Naughty girls who don't wear pajama bottoms have to wear diapers instead," said Mrs. Turner. "Now go lie on the bed or I'll spank your bare fanny!"

Linda instinctively reached back with her hands to protect her bare behind. She had never experienced a bare-bottom spanking before. She couldn't imagine being spanked in such a childish way.

Fighting back tears, the girl quickly returned to her bed and lay on her back. She couldn't believe it was happening again. Diapers that she had purchased to punish naughty children were now being used to punish her. It didn't seem fair.

"This is stupid, mom," said Linda as she lifted up her legs and waited to be diapered for the second time in two days. "Why don't you just ground me like you usually do?"

"Grounding you doesn't seem to work anymore," said Mrs. Turner. She slid a diaper under her daughter's bottom. "From now on, you're going to wear a diaper whenever you behave like a naughty little girl. That means you'll have to go potty in your diaper, too."

Linda's mother pulled the diaper through the girl's legs and snugly over her genital area. Then she fastened the diaper tapes. Linda turned her head to one side, trying to escape the shameful reality that she was being diapered like a helpless infant.

"Now take off your pajama top and put on this t-shirt!" said Mrs. Turner as she handed her daughter a yellow t-shirt. "I want your diaper to be visible at all times."

Linda stood up, removed her pajama top and slipped on the t-shirt. She blushed when she looked down. The t-shirt came down to her waist, leaving her diaper fully exposed again.

"How long do I have to wear this diaper?" asked Linda.

"We'll make it four hours today," said Mrs. Turner. She glanced at the clock. "It's almost 9:00. Your diaper punishment will end at 1:00. Remember, no diaper changes. Whatever goes into your diaper stays in your diaper until 1:00. Let's go have breakfast! Your father has already left for work."

Mother and daughter exited the room and headed down the hallway. Swish. Swish. Swish. Linda's diaper rustled slightly with every step, an embarrassing reminder of her toddler-like status.

As she ate breakfast, Linda was glad her father was at work. He would have undoubtedly teased her again. That wouldn't happen today. She would be out of her diaper—a diaper she bought—before he came home. 

"Mom, I bought these diapers with my own money. If I have to wear my own diapers for punishment, you should at least pay me back." 

"Don't worry!" said Linda's mother. "I plan to buy diapers for you this afternoon. Would you like to go with me? If you want, we can buy you some cute rubber pants, too."

Linda remembered telling her mother about the rubber pants she had seen at the medical supply store. She couldn't imagine parading around the house in a diaper and rubber pants. How babyish!

"I'm not wearing rubber pants," said Linda emphatically. "I'm not going diaper shopping with you, either. It was embarrassing enough when I bought diapers yesterday. I'm not going through that again."

Bottoms Up

In the afternoon, Mrs. Turner went to the same medical supply store and purchased a package of small-sized adult diapers. These diapers were thicker than the unisex youth diapers because they were designed for both bladder and bowel incontinence.

When Linda saw the diaper package, her heart sank. She realized that her mother was quite serious about diaper punishing her. She took a closer look at the package and saw that it contained 28 diapers.

Good grief!  I'm going to have a diaper on my butt forever.

From that day forward, there were always two stacks of diapers on Linda's closet shelf. The unisex youth diapers were for Linda to use on naughty children. The adult diapers were for Mrs. Turner to use on her naughty daughter. 

It was a strange situation. The diapering babysitter had also become the diapered babysitter.

Almost every week, Linda was forced to wear a diaper for some misdeed. Coming home late for a meal. Missing a curfew. Not doing her chores or homework. Swimming naked.

Linda's skinny dipping escapade was severely punished. Her mother spanked the naked girl on her bare behind. Linda was mortified. It was her first bare-bottom spanking. 

"Mom, this is stupid," Linda protested as she went naked over her mother's lap. "Only little girls get spanked on their bare behinds. I'm 13-years old now."

"You're still a little girl," said Linda's mother. "Girls who swim naked are naughty little girls who deserve spankings on their naughty bare behinds."

SMACK! The first spank landed on Linda's bare right cheek. The girl yelped in pain. SMACK! Another spank flattened her left cheek. She yelped again. Cheek by cheek, Linda suffered the indignity and pain of her first bare-bottom spanking. She didn't cry, but she couldn't help doing a wiggly fanny dance after each stinging spank.

Linda got 13 spanks on her bare behind, one spank for every year old she was. She also got a good scolding between spanks. By the time the spanking was finished, Linda's face was almost as red as her freshly-spanked bottom.

"That really hurt," said a teary-eyed Linda, after she scrambled off her mother's lap and started rubbing her sore bottom. "I'm sorry I swam naked. I promise I won't do it again. Do I have to wear a diaper?"

"I'll give you a choice," said Mrs. Turner. "Since you like being naked in the pool, you can stay naked in the house, too. I'm sure your father would enjoy seeing you in your birthday suit."

Linda blushed at the suggestion. 

"Your other choice is to wear a diaper. So what's it going to be? Four hours in the nude or four hours in a diaper?"

"I'll take four hours in a diaper," said Linda without hesitation. "I don't want dad to see me naked. He'd tease me about my red butt."

He might pull me across his lap and make my butt a lot redder, too.

Linda's mother marched the naughty girl to her room. Once inside, Linda knew what to do. She went over to the bed and lay on her back. Then she lifted her legs up and over her head, giving her mother a shameful bird's-eye view of her private parts. 

Mrs. Turner unfolded a diaper and slid it under her daughter's bottom. After Linda lowered her legs, she pulled the diaper over the girl's genital area and fastened the diaper tapes. Then she ordered Linda to put on a t-shirt and stay in the living room until suppertime.

When Linda's father came home from work and heard about the skinny dipping, he couldn't resist giving the girl a couple of playful swats on her diapered bottom.

"Maybe this is how we should punish you from now on," said Mr. Turner. "A spanking and a diaper. Would you like me to spank your bare behind the next time you're naughty?"

 Linda's face turned beet red at the suggestion. She couldn't imagine going bare-bottomed over her father's lap.

"Dad, I'm a teenager now," said Linda. "I'm too old for spankings. I'd rather wear a diaper all day than get spanked on my bare butt again."

"So be it," said Linda's mother. "From now on, no more spankings. Instead, you'll stay diapered until bedtime. Don't worry! You won't have to wear the same diaper all day. You'll get diaper changes when you need them."

Linda looked at her mother in open-mouthed surprise. She was going to get diaper changes like a baby. She started to protest, then thought better of it. Staying diapered until bedtime was far preferable to another bare-bottom trip over her mother's lap.

So that's how Linda Turner ended up in all-day diaper punishment.

The Magic Words

Throughout her teen years, Linda was diapered almost every week for some misdeed. The diapering was always done by her mother, never her father. The routine never varied. Go to room. Take off clothes. Lie naked on bed. Lift up legs for diapering. Put on t-shirt.

Once Linda was in her diaper and t-shirt, she wasn't allowed to hide out in her room. Instead, she had to be in the same room as either her mother or father at all times. This rule was strictly enforced, even when the family had visitors.

"Linda was a naughty girl today," her mother would explain to guests or relatives. "That's why she's wearing a big diaper on her bottom. Feel free to check her diaper for wetness."

A surprising number of people took advantage of the offer.

Strangely enough, Linda began to enjoy her diaper punishment. By the time she was 14, she thoroughly enjoyed parading around the house in only a diaper and a t-shirt. Every time she passed a mirror, she couldn't resist looking at her behind. She loved how the diaper padding rounded out her bottom.

It was a remarkable transformation. Instead of dreading her diaper punishment, Linda embraced it. She loved lying naked on the bed, waiting for her mother to diaper her like a helpless baby.

When Linda lifted up her legs, she could barely contain her excitement as the diaper was placed under her bottom. She was ecstatic as the thick diaper was pulled between her legs and over her private parts.

The climax came when the diaper tapes were fastened. She was a toddler again, a toddler in a diaper and a t-shirt. She felt no shame, only joy.

Linda loved wetting her diaper. The warm sensation of a freshly-wet diaper was unforgettable. Over time, she began to enjoy messing her diaper, too. Waddling around in a wet messy diaper was a delightful toddler-like experience. Unknown to her parents, Linda Turner had become a diaper lover.

Whenever Linda got into trouble, her whole body would tingle with excitement when she heard her mother say the magic words:

"Young lady, you're going into a diaper."

Submitted: April 24, 2020

© Copyright 2023 viking-writer. All rights reserved.

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Great story! Well written and easy to read. I do hope you'll expand upon the story in the future.

Fri, January 22nd, 2021 11:21pm

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