Fed Up

[LauraVB]

Fed Up

It was time for Wendy to take care of her little brother once and for all.  It was the third time this month she had heard from classmates that her brother had been picking on the girls from the class below his at school.  There was no way she was going to let it happen again.  Her mother was always saying “boys will be boys” and that he would grow out of it but Wendy had seen plenty of older boys and men who were just as stupid as younger boys. 

Her brother Doug was always saying boys were better than girls and that girls were stupid delicate whiny crybabies.  He said boys were smarter and better at sports.  But he always whined and cried way more than she ever did at his age, got bad grades, and never played any sports.  She thought he was only picking on little girls because he was intimidated by Wendy.

It wasn't her fault if he felt emasculated by her being so much smarter and athletic than him. She wasn't going to let him push her or anyone else around just to soothe his inferiority complex.  Whenever they watched old fashioned movies full of girly girls all acting emotional and weak and in need of someone to take care of them those characters always reminded her much more of her brother than of her or her mother.  Why shouldn't he wear the clothes that fit the way he acts?  Why assign clothes based on sex at all?  She never behaved like some delicate little flower.  Why did she need skirts and dresses covered in floral prints?  Why did she need dresses or skirts at all?  She couldn't wear them when she played sports or worked out, which is what she did most of the time.

Sure she bossed him around at home all the time, but only because their Mom would yell at her for letting her little brother goof and not do his chores or homework as if he was her responsibility.  But his precious little male ego doesn't like being bossed around by girls so I guess he found someone smaller to pick on.  Not that he was much bigger than them.

She came up with a plan.  She was going to find a way to humiliate and humble him so completely that from then on he would never dare misbehave again.  After that, their mother would see the wisdom of letting her have total control over him.  If she didn't, then from then on Wendy would take no responsibility for him whatsoever and their Mother could sort it out.  Wendy would be finished with them both.  She can't be expected to be responsible for her brother if she can't make and enforce the rules.
 
But if Wendy had her way, she was going to show her brother how things really were and she wasn't ever going to let him forget it.  She had been reading online about new schools of thought about how to treat boys who misbehave towards girls and was very intrigued.  She had already ordered everything she would need to get started online. 

She ran outside across the street to the playground where sure enough she saw him.  He had cornered a small girl and was pulling her by the hair.  Wendy ran up behind him and without saying a word she pulled down his pants. He squealed, and turned around blushing. He stepped forward as if to punch at her but she could see he lost his nerve confronted with someone bigger as usual.

The girl he had been picking on laughed uproariously.  She snatched the pants off the ground and tossed them in a high arc in the air back to Wendy.

He jumped up to grab at them but missed.  Wendy held them up in the air above his head. He jumped up and down trying to grab his snatched pants back from his older sister.  All false bravado and sadistic glee was long gone from his pouty little face. Now there was only desperation.

Seeing he was only making a fool of himself trying to jump for the pants held well out of his reach, he began to beg “Wendy! I...” 

She punched him hard in the stomach and he bent over, crying. 

“That's the last time you pick on any girls if I have anything to say about it!”  She grabbed him by the ear and pointed to the little girl, “Now apologize to her!” she ordered.

“Give me back my pants!” he whined instead, still breathing heavily from the punch to the gut. She slapped him hard across the face and he stood there shocked. 

“I don't think I will!” Wendy pronounced.  Still holding him by the ear she marched him over to the nearby garbage can and handed him the jeans and pointed into the can, which was full of wet nasty trash from the rain the day before.  She made him stand there in his tightly whities and toss his own pants in the garbage and push them way down deep so he could never get that pair back at least, no matter what their mother said. For now, her executive decision as older sister to take his pants away would stand.

She marched him back over to the girl, who introduced herself to Wendy as June, and demanded an apology again. 

Still, he refused. “When Mom's finds out about this you're gonna be in big trouble!” he shouted in whimpish outrage.

“June, if you come to the door of our house in two hours,” she pointed across the street, “Then I promise my little SISTER here will be ready to apologize.”

At that Doug started to struggle a bit and looked ready to fight again but his sister tugged sharply at his ear and he screamed instead.  He broke down crying.  He felt so helpless.  He just wanted to go back inside.  How had this gone so wrong? 

The girl laughed. Seeing the bullying boy humiliated by having his pants taken away was good enough, she couldn't wait to see what else this crazy girl had in store for him. 

Wendy marched Doug back home.  He ran upstairs to try to get to his pants in his room, but the door was locked.  Wendy had seen to that.  She chased up the stairs after him and cornered him again, she dragged him by the ear into what was usually a guest room.  It was a mostly unfurnished plain room with a simple queen sized bed and walls painted white.

Their mother had been thinking of renting out the room but for the most part it had just sat empty.  That's where Wendy had hidden what would be Doug's new clothes and accessories.  Or at least some of them.  Some were in the basement too.  She had gotten so much she couldn't believe it.  It was such an odd website.  Apparently there were organizations that would send a girl or a woman an entire wardrobe of suitable clothes for Petticoat Punishment FOR FREE.  Apparently some rich tech billionaire lady or club or something was pushing it as a great force for social change so they came up with the idea of making it easy for people.

It was sort of a rental system.  You would use the clothes for a few weeks and return them for brand new ones (or you could purchase a particular outfit or item if it was a favorite) all for a small shipping fee only so your new little sister would never have to be embarrassed by showing off the same outfit twice.

“So what do you want to wear, little sister?” Wendy taunted.

She opened the closet.  It was full to the brim with a dozen different outfits. 

“Are you out of your mind, Wendy?” he asked.  “How did you get all this?  With Mom's credit card? She's gonna kill you.  I'm not gonna be the one in trouble!”  He trembled in fear and the dread of humiliation despite his words, knowing that at least for now he was absolutely caught in his older sister's clutches, and she was more mad and determined than he had ever seen her. 

“We'll see about that,” Wendy said.

“I'm not doing this! Let me go!” he whined, trying to tug away from the iron grip he had on his ear. 

“That's it!” she said.  She pulled down his tighty whities.  “No more boys underwear for you ever again either, little sister!”

He screamed, “Noooo! You can't do this!”

“Oh yes I can!” she announced.  “Only two questions for now, what kind of outfit should I put you in for your apology to June?  It has to be something suitably humbling to fit the occasion.”  If their mother put a stop to her plans then this would be her only shot.  It would have to be the most embarassing outfit she had for his first and maybe only time dressed as the spoiled little girl he acts like. 

“I'm not wearing any of that! You can't make me!”

Wendy continued, ignoring him, “And what name should I give to my pretty new sister? We can't call you Doug anymore, can we?”
 

[LauraVB]

Hmm, she said looking through the choices in the closet. “A pink cheerleaders outfit and the blonde wig? How would that suit you?”

“Please, please no!  I've learned my lesson.  Don't make me do this!”

“Did June ask you to stop pulling on her hair?” she demanded.

He said nothing and pouted.

“I've got a girl scout outfit.  You could swear on scout's honor not to bully anyone again.” She held the outfit up to him and he blushed furiously.

“How did you get all this in my size?”

She laughed, “You can get anything online these days.  How about this, a little maids outfit? You could serve June some tea to show how sorry you are. Do you want pink, white, or yellow? I thought the black was a bit plain for you but it's down in the basement if you want it.”

He said nothing, trying not to give in to any more taunting.

“How about a little cowgirl outfit?  It has a white blouse, a denim skirt with sequins and a two tiered white and yellow petticoat and pink cowgirl boots.  There's even a cute little white hat!”

“Nooo!” he gasped.  He looked at the clock but their mother wasn't due home from work for a long time.  His sister had taken away his phone in the park and hid it somewhere when she got in the house and he didn't have the nerve or the muscle to try and take Wendy's.  They didn't have a landline.

“A schoolgirl maybe?  But what kind?  I've got four different ones...”

“Can't I get one more chance? Please...I'll do anything...”

“A dancer?  But what kind, silly?  I've got this cute black and red outfit that matches these tap shoes with a cute little tophat and fishnet tights. There's a hip-hop outfit.  Hmm, it's pink and has a skirt but even still...the white sequined backwards baseball cap tough girl hip-hop thing might be a little too rough a look for you to pull off, little sis.”

“Don't call me that,” he snapped, to no effect on Wendy who simply snorted in derision in reply. “Oh no, don't say it..” he whined as she pulled out another bundle of pink and white.

“Oh, do you think we should do a ballet outfit with tutu?” Wendy laughed, “But like you're going to your first dance class or like your first dance recital? It's a tough call.”

“Southern belle?  Princess?  Pageant girl? Sailor girl? Shirley Temple?”

Doug stood there shaking his head as she revealed outfit after outfit bursting out of the closet.  He couldn't believe they had all appeared in their house as if out of nowhere. 

Wendy hummed happily to herself. She felt a sense of justice.  Finally her brother would do as she said, her mother would be off her back, and the girls at school would be safe from her brother tormenting them or looking up their skirts.

“BABY girl?” she asked, and that got his attention.  She laughed, “Aww, are you gonna cry again?  Maybe a baby dress would suit you just right.  Only a baby at heart would be bratty enough to bully a bunch of little girls. People should dress like they act, I say.”  She walked over to the second closet and it too was full of dresses and other girly, frilly outfits.

“I have three different flower girl dresses for you, two birthday dresses, and three Easter dresses.  Which one do you like?”

He stared at the pastel masses of bouffant skirts, ribbons, bows, and lace and couldn't tell which dress belonged to which category.

She laughed and turned back to the closet, “Are you all tired from picking on the girls?  I've got all different kinds of nightgowns.  You could apologize to June nice and quick, give me a peck on the cheek, and come up here and go to bed early so when Mom gets home she can see how well you behave when I really take control.”

“You're out of your mind, Wendy!”

“You need to watch your mouth, little lady.  Don't you understand?  I'm not letting you get away with acting the way you've been acting any more.  You are going to respect me and our mother and do as you're told.  We're both too busy to deal with you getting up to mischief, we'll all be much better off with you as my well behaved sister.”

“I won't!” he insisted.

“You'll see,” she said, “What's your favorite princess movie? Or how about Dorothy?  Little Bo Peep? Whatever you want I bet I've got it for you here or on the basement, come on! What do you want to wear, Doug?”

“I'm not playing!” he said.  “Let me go!  This is stupid.  I'll say I”m sorry and I'll never do it again but don't make me do this,” he whined.

She sighed, “50's poodle skirt? I've got this GREAT rainbow themed dress. I don't think it's from anything but it looks like a costume.  Why don't you try that?  You could tell June you're sorry and that you're proud of being a good girl now.”

She crossed her arms, “I'm getting impatient, Doug. It's time to get with the program. At least pick one of the wigs!” she said, pointing to the expensive looking wigs in various feminine hairstyles. 

“How about a bathing suit? If June accepts your apology maybe she can take you to the pool with her to meet some new friends for you to play with.”

“You can't make me go out dressed as a girl,” he complained.

“I can if I want to!” she said with a laugh.  She was going to do whatever she wanted until her Mom got back.  If that was all the time she had to teach Doug a lesson she would take it.

[krystalasbaby2017]

Interesting keep up the good story

[LauraVB]

“Why do I have to pick?” he demanded. 

“Because you're sick of holding that pink nightgown in front of you as the only thing protecting your modesty and want to get dressed!” She snapped a picture of him with her phone.

“Hey!  Stop it!'

He shook his head and still refused to say anything, but kept holding up the nightgown.  She smiled, “You're going to tell me which one would be the most embarrassing for you to wear, and then I'm gonna make you wear it because the whole idea is to embarrass you as much as possible so you never misbehave again and you'll always know that you need someone to look out for you.”

“But I don't! I can take care of myself.” he insisted, pathetically. 

“Sure, maybe if you're picking on little girls.  But you don't have enough sense to know you shouldn't be doing that. Some day you're going to pick on the wrong girl and she's gonna kick your ass a lot harder than me, little sis.  She won't know you're too much of a wimp to take it. You need someone to hold your hand all the time and make sure you don't get into trouble...like a LITTLE GIRL.  You're going to tell me the most embarrassing thing to wear to help you remember it!”

She backed him up into the corner of the room as he held up the nightgown in front of him as he retreated.  “That one!” he said in fright, pointing towards one particular outfit she had shown him.

Wendy smiled.  That wasn't it though.  It was obvious he was lying. There was one that would really crush and humiliate him. She knew that now for sure.  There was a look of utter fear in his eyes that made her certain.  He was accepting it was inevitable she was going to parade him around as a girl, but was trying to get out of wearing one outfit that would be worse for him than any of the others.  One that would really break him down and make it impossible for him to deny what a soppy little girl he really was.

She saw him dart a quick look over her shoulder in a direction nowhere near where he had pointed.  She turned and saw which one he had glanced at.  Got him  She smiled. 

“Oh?  Really, Doug? Who would have guessed?”

“Nooo! Please don't make me wear it!” he begged.

She smirked at him.

“This isn't fair! I hate you always pushing me around! You're a...you're a bitch!” he said. Before the words had even left his mouth she could tell he had regretted going that far.  It was adorable watching his bravado shrink so instantly.  He was so bad at pretending to be tough.   Seeing him try to act tough while holding that girly pink nightgown up in front of himself made it so much more perfect.  He was totally at her mercy.

She was doing what had to be done.  Dresses would be just right for him.  Frilly, dainty things like that were made for someone exactly like him.  He wasn't built for confrontation or sports or rough play.  That's why he was perfect for dresses.  Little girls were not supposed to get in fights so this would remind him he shouldn't either since he's no good at it. He should just be nice and pretty and know his place like he was always saying girls should.

There was nothing wrong with putting someone like Doug in a dress, she thought.  It was wrong of men to force all girls and women to wear dresses even if they didn't want to but that didn't mean nobody was right for them.  Wendy thought he would eventually get used to them whether he wanted to or not if her Mom let her keep going.  They just fit everything about his girlish and feminine behavior and it made it impossible for him to deny his machoness had been anything but a facade.  It was silly that her mother insisted on raising him as a boy when Wendy knew he was really the most feminine one in the family all along.

“Okay.  I guess it isn't clear to you how fed up I am.  I'll have to show you.”  She grabbed him and pulled him over to a chair and held him over her lap, laying over the nightgown.  She started to spank him firmly on the thigh and he shouted in protest and humiliation.  He screamed in pain and kicked his feet.  "Stop kicking!" she commanded.

"You can't spank me! Mom made you promise never to do it again!"

She laughed.  Once when they were little they had been playing house together and she had been the mommy while she had made him play the baby. At one point she mock spanked him like a mother scolding a child.  She was just playing, but he was so delicate that he went screaming to their mother and got her in trouble.  "I can't believe you remember that too!" she said, laughing.  "Things would have been better if I really had taken charge all along."

“Stop it! I don't want to be a girl,” he whined. “Please don't make me!”

“I've done everything else I can think of to get you to behave,” she said as she briefly paused the spanking.  “And this is the final decision as far as I'm concerned.  You're going to be my little sister until Mom says otherwise.”

“She will!” he screeched.

She started spanking him harder and he screamed.  “But for now you're going to agree to be a good little girl and learn to curtsy so you can apologize nicely to June!”

He tried to hold out but she was relentless and she kept hitting the same spot on his thighs over and over. “I'll do it Wendy! I'll do it! I'll do whatever you want!  Please stop spanking me!”

She laughed in triumph, “Say it!”

“I'll be a good little girl and learn to curtsy!” he squealed.

She grinned at him, “And you're going to tell me exactly why THAT particular outfit is the one that you want to wear the most?”

“I don't!” he shrieked.  He gave him another smack on the thigh in reply and he squealed.  “Stop it, Wendy!”

“Why's that one so special Doug?”

He said nothing, turning brighter red than he had even when she pantsed him to bring a halt to his pathetic bullying earlier. 

She started spanking him again, “Any time you're ready, little Sis.”

He screamed and whined but he wouldn't tell her.  She started to worry he might be a little tougher than she had given him credit for if he was holding out this long. 

“Fine, fine!” he screamed in defeat. “I'll tell you,” he whimpered through his sobs as Wendy finally relented smacking his thigh.

“Okay, little sis, tell me what you're going to wear to apologize to June and why that's the one that would embarass you the most.”

[Sandra B]

Very interesting beginning, and well-paced.  Hope Wendy doesn't spare Doug's blushes; and that this will not be a short story!

[Sissy Little Girl]

LauraVB:

You have got to continue this story.  I have got to know what little sister, Doug, is going to wear on his apology tour.

[LauraVB]

“The rainbows!” he croaked, his meek little voice cracking through his sobs.

“Hmm...and what is it about rainbows that embarrasses you so much?”

She shoved him off her lap and onto the floor and he squealed in surprise.  She laughed as he scrambled to cover himself up with the nightgown again.  “Please Wendy! Don't make me wear that in front of June!  I'll never be able to show my face at school again even after Mom makes you stop later!”
 
She took the outfit from the closet and hummed to herself happily as she started to look through the drawers to find the accessories and other things that went with it.  She approached him with a stoic, determined face and held out his first ever pair of feminine underwear for him to admire. 

They were white satin bloomers with a thick band of dainty white lace along the elastic waistband and leg holes. There was a rainbow colored bow at the center of the waistband. 

"I'm not wearing that!" he whined, "I'm a boy and no girl my age would ever wear that!"

She laughed. "Maybe not your age, but definitely your maturity, little sis."  She turned the panties around to show him the rear.  There would be a row of ruffles along his butt for every color of the rainbow.

"Nooooo!" he whined. "I'm not a little girl! I'm not supposed to wear things like that!"

Losing patience, she screamed angrily, "LITTLE GIRLS WEAR WHAT THEY'RE TOLD, DOUG! DO YOU WANT ANOTHER SPANKING!?" She held out the panties pointedly for him to step into, and her heart fluttered with joy as her frightened brother blushing from head to toe squealed in fright and did exactly as she had told him.

She dragged him over to the mirror and held him there forcing him to look at himself dressed only in the juvenile rainbow colored little girl bloomers while she stood confidently in jeans and a t-shirt.  She snapped a picture.  “Your very first time in girls clothes, wow! This is how it is from now on, Doug.  Get used to it.  If you're going to make me be responsible for keeping you out of trouble all the time, then I'm going to get to pick how you dress, act, and behave from now on.” 

“But I'm a boy. I want to wear boys clothes!”

She laughed at him, “What makes you think you're a boy anyway?  Just because you were born with that little thing between your legs?  That's outdated thinking, Doug.  You think I belong in juvenile, frilly little panties like that just because of what's between my legs?” She demanded.

“That's not what I'm saying,” he insisted but she was sick of his whining.

“I'm the one who's bigger and stronger and more athletic.  I'm the one who is smarter.  I'm the one who is responsible.  I'm the one who thinks things through.” she lectured him.

“You're the one who is weak and vulnerable, wildly emotional and soppy, dependent on others but still a little whiner, and who everyone has to walk on eggshells around so you don't get offended and start drama.”

She spanked him on the thigh once more to punctuate her point, “I may be a young woman but I'm the masculine one and you may be a young man but you're the feminine one.  From now on, you're dressing the part.”  She slapped him on the thigh one last time. 

“Owwww!” he whined.  She laughed and mimed rubbing her eyes at him and said, “Oh, boo-hoo, little sister doesn't like hearing the truth.”

She told him to raise his arms and she dressed him in a white vest with attached white three tier petticoat.  “Your very first skirt! How does it feel?” she asked, taking yet another picture.

“I hate it!” he whined, “Give me back my pants!  I want my pants back, please Wendy!  I'll do whatever you say forever and ever, please.  Anything but turning me into a little girl, please!”

Wendy looked at him practically bouncing up and down with desperation in his panties and petticoat begging her for his pants back and smiled. Finally her little brother would get a taste of what all the girls he had bullied must have felt.  She felt overwhelmed with a sense of the justice of it all. 

His head must be spinning, she thought. He was such a dumb boy, always thinking girls were gross and icky and had cooties or whatever dumb little boys thought.  He thought boys were better and smarter and stronger than girls.  Now he's wearing the girliest possible underwear and if anyone has feminine “cooties” it's him.

Had she died and gone to heaven?  She would have to find out more about the people behind this website.  “Time for your very first dress, little sis!  Are you ready to tell me why this one is so special yet?”

The dress was made of white taffeta with rainbow prints all over for color.  It was a Spanish puffball style dress for little girls.  It was a smoked design with the waistline just below the bust. It had a lacy white Peter Pan collar and big rainbow ribbons on each dainty shoulder.  He cried as he raised his arms and allowed himself to be dressed in it by his sister. 

Looking into the mirror, his eyes opened wide in fright and humiliation.  He cringed at how bright pink his cheeks were.  He couldn't stop from blushing.  He had briefly considered trying to play off wearing girls clothes as a joke in front of June and acting like he had agreed to it for fun but he couldn't possibly hide it.  This was a nightmare, it was the most humiliating thing he could possibly think of.

“But you can see my underwear! It's too short!” he whined.

She laughed, “Remember when you used to flip up the skirts of the girls at school?  I don't think we have to worry about that happening anymore, do we?”

“No, Wendy! No, please let me take this off! Please, I've learned my lesson!”

“Repeat after me, little sis, 'I love being a girl. My pretty skirt is the perfect length so that I can show off my pretty bloomers too!”

Sobbing, he obediently repeated after his sister and desperately hoped his Mom would be home early.  It was his only chance. 

Soon, Wendy had added to his outfit a dainty white pinafore with two large purely decorative pockets that were actually sewn shut.  Doug wondered why anyone would bother with such a pointless thing.  Both pockets had large rainbow prints on them to add a splash of color back to the white pinafore. 

Doug stood nervously, shaking in fear and looking at himself in the mirror.  He didn't know where to put his hands.  He kept trying to put them into the useless pockets out of instinct but they just slid down the silky material instead.  The dress ballooned out all around him starting from just below the bust and it felt like there was so much of it but it was so, so short.  It felt like he was just wearing a shirt and underwear, and it was the most embarrassing girly underwear in the world. He wanted his pants back, he felt so totally exposed and vulnerable without them. 

“What if Mom says yes to Wendy?” he wondered to himself in a panic.  “Oh no, oh no. My sister is trying to turn me into a little girl and so far I can't stop her!"

Wendy returned with shoes and socks.  The socks were white ankle socks with, of course, rainbow colored lace trimmings.  The shoes were plain white mary janes.  On top of his head she placed a wig styled in pigtails tied with white bows and the hair dyed in rainbow hues.

“Now, a little makeup practice and some curtsy practice and I think you'll be ready to apologize to June, little sis. You might even have some time to play before she gets here. But you still haven't told me what you're thing with rainbows is or picked a name yet.  Come on, don't leave me hanging.”

Petulantly, he still refused to explain.  But from the look on his face she new that this particular outfit was the perfect one to have picked.  She shrugged.  It was only a matter of time before she found out.