Breaking And Entering

[Mary Beth Sanford]

Breaking And Entering
Mary Beth Sanford
Copyright © 2020 Mary Beth Sanford


All rights reserved. This story or parts thereof may not be reproduced in any form, stored in any retrieval system, or transmitted in any form by any means—electronic, mechanical, photocopy, recording, or otherwise.

Names, characters, businesses, places, events and incidents are either the products of the author's imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental. There may also be sex between consenting partners over the age of 18 which may include sexual fetish elements and role-playing.


Dedicated to Justice and the American Way


Characters Created For This Story

Matt Hilliard
Helen Rockford
Debbie Rockford
Darla Rockford
Glenda Milbank, Matt's hairdresser
Arial Andrews, Helen's Friend

Chapters:

Introduction
Caught Dead To Rights
Naked As A Jay Bird
Night Things
Something Pretty
Baby Album
Sentenced To Soft Labor
You're Free To Go
Knock, Knock
Off To The Mall
Shirley Temple Curls
Pageant Palace
Who is that?
Diapers and Dresses
Arial The Sponsor



Chapter
Introduction

MeToo Doll Clothes never had less than three dozen bids nor sold for under $2,000 for a signature set of cloths. Seller ratings were consistently five stars across every category on EBay. Made strictly for Patti Play Pal dolls and noting the models size some speculated that the seamstress wasn't much bigger than her dolls. 

Reading the card that came with each set only fueled those fires:  Matt, some said a nickname derived from Matilda began learning her sewing skills when she was taken in by the mother of twin daughters one cold wintery night.  She'd been raised in foster care till she'd been turned out and left to survive on her own and for nearly three months she almost had.

Then one desperately cold night she turned to a life of crime lasting all of a single night where she stumbled upon what she thought was the castle of a evil step mother and two wicked daughters.  It turned out to be everything but, to nurture an old life into a new one to create MeToo Doll Clothes. 

Of course no one knew that Matt was actually a derivative of Mathew or that he was a model for those clothes. That was because in the beginning his captured by that evil step mother and her two wicked daughters had been brief. Then again had he not broken into their house she might not have been so evil.

Matt gently slid his knife into the narrow gap between the sash and window framing. There was enough space for it to easily slipped the lock that held them tightly together. He had to muscle the old window up a little with both hands to leverage it high enough without making too much noise but he did it. From there all he had to do was spend a couple of minutes moving things sideways off the top shelf so he could enter. It was time was well spent and a few seconds later he landed feet first onto the basement floor.

The light startled him as he went into a crouch, and he moved fast to find a spot to hide in

"Don't tell me I'm hearing things damn it. It was the light on the alarm," a woman's voice said as more than one started down the stairs. "Really?  No one?  Look! Then that no one opened that damn window?  Darla, you stay right here and guard the stars. Debbie, you go in front of the window.  Whoever did that is still in here and I'm going to get a piece of them."

Matt swore under his breath.  He hadn't made that much noise. Then he saw the alarm at the top of the window. He was dead in the water. He also realized then that he had no choice. If he turned himself in right now it would be trespassing without burglary because he hadn't taken anything.  When the police came he'd say he entered to stay warm which would muddy the felony charge of burglary.  Or at least that's what he believed.

"Please, don't shoot, I'm coming out," Matt yelled.


Chapter
Caught Dead To Rights

"You bet your ass you're coming out." the woman yelled. "get down on the ground, face down, and spread out. What the hell?  You're just a kid! How old are you?"

"Eighteen," Matt confessed.

"Eighteen my ass, you don't look older than ten. Give me your wallet," the woman said.

Matt reached behind with his left hand and tugged his wallet free and handed it up to the largest woman he'd ever seen but the two girls now standing on either side of her were easily close runner ups.

"What the hell is this?"

"It's a state Identification. They give it to you in Foster care."

"You got a license or something that's real?"

"Too small to drive. That's it, take it or leave it."

"Hey smart mouth, you want one across your face, keep up the attitude. So you are an adult? You just had a birthday besides. Boy, I can't imagine the likes of you in an adult jail? How tall are you?"

"Four foot two," Matt said blushing in spite of being afraid.

"Go on, get up," the woman said.  "And you stink. They got bathtubs or showers where your staying?"

"They did."

"What's that suppose to mean?"

"Got aged out.  I'm eighteen.  I'm no longer eligible for foster care. The place I'm staying at now doesn't have showers or tubs.  Doesn't have water."

"Where's the hells that?"

"Alleyway behind Main Street."

"And you came all this way to rob us?"

"I'm dialing 911 mama," one of the girls said.

"No, don't! Wait." the woman said. "Let's think about this for a second? Besides, All the damn police are going to do is slap his damn hands and turn him lose."

"What do you want to do with him then mama," the other girl said.

"Look at him? How about a bath first then a good hard spanking? He looks like he's nine. How old were you when you were that tall?"

"I don't remember?"

"Come on Debbie, yes you do! Look where he hits on my apron," the woman said.

"Four, maybe five?"

"Exactly.  You don't remember this, but those bastards wouldn't let you go into Kindergarten for fear you'd hurt the other kids for heaven's sake! "

"I remember," Debbie said.

"And you, Darla, you were still..."

"What mama?  I was what? What were you going to say? What's wrong mama? Why you looking like that?"

"Nothing's wrong honey, I just had a thought is all? Anyway, I was going to say that you were still wetting the bed honey," the woman said.

"That's right, she was," Debbie said. "I remember. God mamma she got so mad at you," the girl called Debbie said.

"Couldn't be helped. She was wetting the bed," the woman said.

"Wasn't my fault. Doctor said it was my bladder remember? Besides, you could have made me lay on top of a pad or something. You were just being mean," the girl Darla said.

"The hell I was Darla and you know it. I wasn't going to be washing sheets and blankets every day just so you didn't get your feelings hurt," the woman said. "And now aren't you glad we kept all that stuff?"

"Why am I glad?"

"Look at him?"

"Look at him for what?  I don't understand mama?"

"For me what," Matt asked.

"You be quiet or I'll gag you," the woman said turning angrily back to Matt.

"Aren't you supposed to be calling the cops," Matt said nervously.

"I told you to be quiet and I'm not going to tell you again," the woman said. "Darla, you go find that box with your night time things in it.  Should be way in the back. Debbie, you go find the boxes that I marked four and five. They are going to be some of the furthest boxes on the shelves.

"Do you even have anything from back then?"

"Tons of stuff. One of these days I was going to make patterns from those clothes like I did the other years.  If I remember there are at least a half dozen dresses, some daytime stuff and some damn cute night things. There are mothers out there that love the frills as much as I do."

"Yes mama," Darla said moving off to the back of the large spacious basement.

"Okay mama," Debbie said following the other one.

Matt watched them both walk off.


Chapter
Naked As A Jay Bird

"Turn around and go up the stairs."

Matt walked carefully past the large woman commanding him and moved for the stairs. If he could get a one to two foot lead he was thinking he could dart for a front or back door and make it to the outside. He knew for a fact he was faster than this giant now following him.

Matt led Helen up the steps that led them into the kitchen.

"Stop."

Matt stopped. Right by the door was a panel with a small red light. Clearly it was the one that had given him away. It was still beeping until she pushed on the small black button next to it.  One of the girls, Debbie Matt thinks, had already closed the window. As the woman pressed the button the light turned green. He cursed his luck silently.

"Go on, up those stairs and turn to the first door on your right."

"For what."

"A bath silly. You stink."

Matt went up the steps and turned into the large spacious bathroom. There was only one way in or out and she was blocking it. He had moved all the way into the large room with the tub agaist the wall. To his right was a shower and cabinets. To his left the sink, a large mirror and more cabinets. Between the cabinets and tub  a toilet. 

The woman opened a long cabinet next to the shower and took out two large towels.  She motioned for him to sit on the closed toilet and turned the water on.  On the counter were several Onate bottles of bath beads arranged on a mirrored countertop organizer. She picked up a lavender colored bottle, opened it and sprinkled beads into the flowing water.  The smell of baby powder started mixing with the steam that was rising.

"Take your clothes off," the woman said.

"What?"

"I said take your clothes off.  It won't hurt as much if you do it."

"What the hell are you talking about?"

"You heard me. You broke into our house. I'm going to punish you. Now take off your clothes. I'm not going to ask you again."

"You have to call the cops," Matt said.

Matt stood four foot two and on any given day was seventy pounds if he ate regularly. Recently he hadn't been eating regularly.  For a while now he'd been eating maybe once a day, most times of late even that wasn't true. He was closer to sixty pounds at the moment, and his defiance while admirable was silly at best. She took a step forward looming over him. The woman was close to three hundred pounds and that weight wasn't a lot of fat. She stood nearly six foot six.  Hell, the two girls were at nearly six feet themselves.  Matt did not have a lot of confidence.

"Wait? What are you doing?"

"You going to strip?"

"Why am I taking my clothes off? 

"Okay, have it your way. I told you, you stink and that's all I'm going to say on the subject!"

Matt had stood in defiance.  He'd been better off still sitting. She swept an arm around him so his back was against her chest and his feet were nearly two feet off the floor. When she picked him up she'd done so pinning both his arms to his side. She used her free hand to pull his shoes off. His socks followed. He wore jeans and those too came off once she undid his belt.  She tugged his shorts down with his jeans.  She'd been baking so she was wearing a large apron.

When he was naked from the waist down she jostled him so he was suddenly cradled in her massive right arm feet dangling slightly.  She shifted him so his naked bottom was now resting on her elbow as if she might be ready to put him over her shoulder. Instead she literally cupped his testicles with her left hand. He jumped.

"Ow!"

"Take your jacket and shirt off or I squeeze harder."

Matt used both arms and undid his jacket and wiggled it off in her arm. He lifted his tee-shirt off next dropping it down where his jacket had fallen. He was naked. She released his genitals and then let him stand. He began to shiver as she began picking up his clothes.

"Go on, get in the tub."

"It's hot!"

"You'll get use to it. Now sit."

Matt sat and she tossed him an oval bar of soap and wash cloth.

"Scrub!"

Matt wash himself under her direction as she sat on the closed toilet. He didn't miss a spot and in spite of his humiliation it was nice to have a hot bath again.  He hadn't been in a tub in weeks. His last contact with water was near the end of Summer when he could still go swimming at the park and use the shower to rinse but it was warmer back then.

Only downside was him smelling like a baby although it was better than the poop he'd been smelling for the last couple of months. She gave him a lavender bottle of shampoo and that too smelled like baby powder.  He had to use the shampoo twice before she was satisfied.  She pulled a handful of Q-tips out and held them as he cleaned his ears. He used almost a dozen before the last one came out clean.

"All right, out."

"He stepped out and dried his hair then his body with two different towels.  She spryed his hair with something when the brush wouldn't go through and brushed his hair straight using a second towel that she wrapped it in like she'd do with a girl. She used the towel he'd dried with to use around his waist.

"Go."

"Go where."

"Back down stairs."

"I need my clothes."

"They need to be washed.  They should be burned. Now go!"


Chapter
Night Things

I'm cold," Matt said reaching the basement again.

"Go stand by the furnace. There. where we found you the first time."

Helen moved to where the girls were as Matt moved towards the furnace.  He was watching them intently. First because he had no clothes on and there didn't appear to be any clothes nearby for him to wear. The other issue nagging at him was the earlier discussion about night things and clothing from years past. Their clothing?

"Found my night things mama," Debbie said putting the large box down.

"Go help your sister with the other stuff." Helen said moving to the box as she tossed a large piece of cardboard on the floor. "Come over here and lay on that, backside down."

"For what?"

"Honey, if you open your mouth one more time, I'm going to put you over my knee and spank you. Now get down on that cardboard and lay on your back."

He saw then what she was planning as the woman brought a chair over and sat it next to the box. It wasn't so much recognizing the diaper which was obvious but seeing those baby pants. He knew instantly what the woman intended and there was no way in hell he was going to let her diaper him. Not now, now ever!

"You're not putting those on me!"

The woman draped the baby pants back with the diaper and got up from the chair, moved to Matt, grabbed an arm and lifted him like he had no weight at all so he was on his tip toes. She simply turned and he followed trying to keep up. She was half dragging him to the chair. She sat ripping the towel away but with her free hand laid the diaper on her lap before forcing Matt over it face down.  The first slap made him gasp and tighten his bottom cheeks in a painful grunt. The next one was in the same spot and against the tightened skin it hurt even worse.  Her hand was massive and covered both sides.

"Damn! What the hell?"

Another slip hit his cheeks...

"Jesus! Lady, you've got to stop!"

Another came down, hard...

"Shit! Oh, God. Stop!"

He tried getting his hands back there but her arm was in the way and another slap came down.

"No! What the hell. Stop it! Ow!

Another hit him!

"Please! "Ow! Please! Please, you've got to stop! You're hurting me!"

He braced for another. Desperate for it to stop.

"Okay, okay, stop!  You win! Please! Stop! No more! I'll wear the diapers! Did you hear me? I said I'll wear whatever you want? You can diaper me! Okay. Jesus. Stop!"

She stopped.

[krystalasbaby2017]

nice place to stop look forward to seeing what type of dress or night clothing there is for the small sissy...giggles

[Mary Beth Sanford]

Breaking And Entering
Mary Beth Sanford
Betty02

Matt wasn't sure how many times she had hit him? Five? Six? Ten was the rough count. He would have worn the diapers at five, he was already begging at five. He had never felt stinging like that. His bottom was on fire and still was as he rose and ran his hands over his cheeks.  He felt the warm tears fall down his face.

"Good then, now go lay on your back like you were, and not another word."

Matt stood the instant he could and turned for the cardboard not bothering for the towel this time. He went down on his back naked.  He was in pain still. His bottom throbbed as he moved to lay the cold cardboard. The woman was stark raving mad, but Matt also realized she wasn't messing around. She said something she meant it and until he could find a way out of there he had no choice but to do as she said. He knelt and went down, then rolled over onto this back.

Helen lifted the soiled diaper off her lap.  The boy hadn't pissed all the way through the thick absorbent fabric but he had clearly wet himself.  She knew she'd only have to give him a spanking once. That was her intent.  She folded the wet diaper and tossed it next to the box and started bending into the box for another. If memory served there was fourteen diapers. Thirteen clean diapers now with fourteen soakers still, and four pair of pull on plastic panties with another three pair of snap on plastic panties. She was going to put him into the pull on baby pants because he'd be wearing ruffles under a dress and she didn't want the snap on buttons showing under the panties.  She came back out of the box with a diaper and soaker. 

Matt watched in agony still but the coldness from the concrete soaking through the cardboard was actually a relief as the woman lifted a large white cotton rectangle diaper and another from the box. That second one was more narrow which joined the first, then out came a white pair of plastic pants  The woman held all three items in one hand as she fished for something else then came back with a jar full of diaper pins.

"Found all four boxes mama," Darla said coming back over to stand next to Helen and  the baby box. "They are all next to the sorting table."

"Go ahead and separate the clothes then.  I want to go through the slips and dresses.  Did we pack shoes?  Can't remember? Seems to me I wanted to keep the shoes for some reason?  Anyway, check while I diaper him."

"Yes mama," Darla said walking off but glancing back at the boy's genitals. She smiled.

"Why are you doing this," Matt said.

Helen knelt next to Matt and folded the diaper alongside. He had watched her fold the diaper into thirds before laying the narrow one down the middle but he didn't hesitate to lift himself when she wanted to slid it under him. He spread his legs as wide as he could when the time came and she asked him to. There was no hint of hesitation this time. The only good thing was how wonderful the soft cotton felt against his searing bottom.

"Why am I doing this? You're kidding right? You broke into my house. So, I judged you guilty of breaking and entering. I sentenced you to 90 days soft labor. You're going to do that time here in my house for me and my girls.  Soft labor is house work. That's what soft labor means. I'm getting justice that's why I'm doing this. You need to wear something and this is a girl's house!  Anyway, you'll be in diapers and little girl clothes the whole time you're here to discourage you from running away. 

During the day you'll do chores. At night you'll be restrained. I'm going to make you mittens to wear at night and restraints for bed.  You'll be fed three meals a day. If you're a good little sissy boy, you'll get one day reduced for every good day you have so if you are a good little boy you could be released in 45 days. I'll count today as a good day because you're in training.  Now hold still so I don't stick you!"

"You know you can't do this, it's illegal," Matt yelled wiping his eyes.

"Really," Helen said. "This coming from a young lawyer that pried open my window with a knife to climb into my home intent on robbing me blind?"

"I wasn't going to rob you. I was cold. I just wanted to get warm," Matt said sniffling.

"So you say," Helen said. "Well, these nice thick diapers should help with that and in a few more minutes you'll be in a pretty little dress over a cute little slip and once you're upstairs you'll be as snug as a bug in a rug prancing all over a nice warm house.  So, if it's warm you want then it's warm you'll get."

"That's not the kind of warm I wanted!"

"Well that's the kind of warm you're getting, plus  I'm going to feed you and list out your chores which you'll start today. Like I said sweetheart, cooperate and you can start marking the days to your release. Don't cooperate and you'll simply be a cute little doll for my daughters to play with.  They're sorting through your doll clothes as we speak, now hold up your legs for your baby pants. I don't have all day to be playing with dolls."

"I'll do what you say, but you realize this is kidnapping right," Matt said fighting back another sniffle.

"Sweetheart, I didn't take you okay?  You broke in. I captured you. Actually honey, in the eyes of the law at the very least it would most likely be considered unlawful restraint, and I'm guilty. By the way, that's when someone like me, deprives someone like you their freedom and keeps you from leaving.  In this case I am knowingly and intentionally restraining you by using physical force without your consent."

"Damn right and without legal justification to do this!  You're not a police force or judge or jail."

"That's exactly right my love. Moreover, I will be restraining you using sweet, adorably cute baby diapers, baby pants and pretty little girlish dresses over very lovable ruffled panties and sweet lacy slips and I think extra puffy petty coats.  In fact, I'm going to write out my confession just like that. That's exactly how the complaint will read. I'll even let you read it.  You know what? I'll even describe the color of your lovely little panties and precious little dress right down the bows just so you don't have to. And just so you know, I have more than enough legal justification for what this is and this is called reasonable force. Keeping you dressed like a cute little girl in diapers is very reasonable force. And if it's not, I'm going to look right at that judge, bat my eyes and say oh gosh your honor are you saying I can't do that? Then that's my bad."

"Do you seriously believe a judge or policeman is going to believe this is reasonable force?"

"Honestly? Do you know what I think a policemen is going to think when he sees you? I think he is going to laugh himself sick and put you in cuffs then happily march you right straight into jail looking exactly the way you look right now. In fact I don't think they will bat an eye over this that's what I think. Seriously do you think they would be mad when they saw you like this?"

"They might," Matt said cautiously defiant.

"Not a chance honey. Not even close.  Anyway, while you're mulling that one over think about this as well. What if I told them when those policeman come knocking on my door that I tell them that me and the girls were upstairs and heard a noise and when we came down guess what?  We found you all dolled and wearing my daughter's diapers, baby pants and one of their slips and dresses suc-king your thumb right there on the cardboard. I'm going to tell them they could have knocked me over with a feather.  Now how would that play out in court?  I mean if it even went to court?  Come on precious, get over yourself, just do the time for the crime and then go on your merry way and maybe find something better to do than break into houses."

"Tell you what.  If you're really good and I mean really good, I'll let you pick one of the dresses to wear out of here when the time comes."

Matt stopped talking. He knew he'd lost and lost big time as he laid there pondering his fate. He also knew that if he didn't stop antagonizing her it was going to get worse.  And the diaper under him, if that was an example of what she was capable of he didn't wan to know what worse would look like.


Chapter
Something Pretty

The diaper was sewn so there was four layers of Birdseye cotton laid flat into rectangle sheets to form a twenty four by twenty four inch square.  Down the center was a neatly edged soaker section eight inches wide the full length of the diaper adding an additional four layers of Birdseye cotton. In that configuration it was called a 4-8-4 or four layers to eight layers to four layers.

When Helen folded it into thirds so the left edge and right edge went over the center, before she slid it under Matt, his bottom was sitting on 16 layers of Birdseye cotton. Actually it would have been had it not had the soaker. The eight inch wide soaker added another 8 layers of cotton to the 16 which put 24 layers between Matt's legs when she pulled it all between them.

It had gone in folded, then she unfolded the back over the front and pinned it closed.  The plastic panties went on easily.  He could have moaned if he wasn't so sure it would give her pleasure. The were fairly new he decided because he could still smell that plastic odor that shower curtains have when they are new. He also hated that crinkling sound they made when he moved.

Matt was feeling every one of those layers between his thighs as he was forced to walk towards the two girls now sorting clothes on a large folding table.  He could feel the mass moving to and fro, up and down even while it tried shifting with each step. What made it worse, at least he kept insisting to himself it was worse, besides the crinkling scrunching sounds he was making, was the rub.  There was that sudden massive silken rub from his baby pants pushing against his thighs the moment his legs began to move reminding him of what he was wearing.

"Oh my God, they fit," Darla had said watching the panties get put in place.

"Of course they fit. He's not much bigger than you girls were back then," Helen said. "Which means everything else over there should fit."

"Mama, you kept three pair of shoes," Debbie said handing her mother the left shoe of the Mary Jane set. Helen had vowed that her girls, in spite of their size, would be little girls no matter what. The shoes, two pair each had cost her three hundred dollars a pair. It had been worth every penny to see their faces when they went to school in their bright gloss black buckle shoes like all the other little girls. There was almost a thousand dollars in shoes sitting there.

"Put your foot into that."

"I'm not..." Matt was going to tell Helen.  He wasn't going to wear any of that stuff, but as soon as he started to say it Helen looked at him.  It was that look. The instant she looked at him he actually piddled a little. That last spanking came back to him instantly and he immediately slipped his left foot into the Mary Jane shoe. He slid his foot forward and it left a quarter inch gap at the back.

"Does it fit mama?"

"Just a tiny bit too big. Go up and get a box of tissue for his shoes, and grab the baby powder in the bathroom so I can sprinkle a little down his butt," Helen said. "Now then where are those fancy pants."

"Here mama," Debbie said as Darla ran for the stairs.

"And Darla, grab a hair brush!"

"Okay mama."

"There we go! Let's go with pink for your first dress - as if," Helen said picking up the ruffles panties she had so lovingly sewn back in the day. "God I forgot how cute all this stuff was."

"Why am I wearing these," Matt said.

"What?"

"Wait! I didn't say I wouldn't wear them okay! I'm just asking why I'm wearing them," Matt said quickly.

"Because these go with your dress."

That wasn't what Matt had meant when he asked but he wasn't about to get into  discussion with her. Matt took the pair of ruffled nylon panties and turned them so the ruffles were at the back and stepped into them as both women watched. Helen smirked, while the girl Debbie looked on with a kind of appreciative smile on her face.  Debbie was growing excited over the girly man she was watching dress in front of her.

"This next," Helen said taking up a very full little girl's slip that she fluffed before slipping a hand under the skirts to meet the one holding it at the neck. It was a bouffant style slip with a nylon bodice. It would sit on Matt's shoulders with wide straps edged in a ruffled lace joined with small soft ruffled chiffon.  The skirts were tiered in three layers with each layer joined by that same style ruffle while the hem was circled with a gathering of ruffled chiffon.  Under the slip of chiffon was a skirt of taffeta sandwiching a gathered layer of fine white tulle for additional fullness. It rustled loudly.

"Your panties are the ringer and the slip is the bell precious.  That's what I use to tell my little girls. When you walk the bell is going to swing back and forth against the sweet ringer. You'll be so sweet with your petticoats bouncing back and forth. I just may make you go out into the back yard and walk back and forth just to see the bell hit the ringer."

Matt knew he took on the look of a little bell the instant the slip fell over him. He also felt the despondent loss of his masculinity when Debbie put her hands over her mouth and made that sigh girls make over cute things.  He was suddenly a cute thing if that look was any indication and it was because it was on Helen's face as well. Then the rustling started as the slip slid down and kept up as Helen fussed with the layers over his ruffled panties and budging diapers.

"Boy did you pick the wrong house," he whispered as he bent his head down slightly. He felt heartsick over the tiny pink bow just below his neck. He was being covered in sugar and spice and everything nice he realized as Darla came bounding down the stairs.  She handed her mother the baby powder and both she and Debbie took a tissue each for his Mary Jane shoes.

"Use two and shove them into the toes and quickly find him a pair of lacy socks.," Helen said turning to Matt. "And you, lift your slips up at the back and hold them there."

Matt did as he was told and when he did he felt Helen tug at his ruffled panties, baby pants and ultimately the diapers before he felt the sudden coolness of the baby powder hitting the skin of his bottom. Helen let everything go and smacked his bottom over the diaper and there was a cloud of dust and instant smell of baby.  She went over and got the chair, sat. She tipped the baby powder and started powdering his legs by shaking it onto her hand then rubbing his legs.

"Oh I so love that smell. Now, come on and let's find you a dress."

Matt was holding the edges of the slip gathered in each hand as she powdered his legs. He was small enough that the slip edges hung just where his hands landed when he hung them at his sides. It was humiliating knowing what he was wearing but he couldn't ignore how it felt either. He'd felt it a couple of times before but always on a girl.  That silky feeling before they pulled their panties off or if they'd been wearing a slip or the soft silky side of a bra. Now he was wearing all of those fabrics. 

Debbie came over and he lifted a foot putting his hand on her shoulder.  The shoe with tissue in it fit perfectly. She closed the strap. He couldn't see the sock she had eased over his foot before the shoe but he was sure he wouldn't like it. Debbie did the other shoe, same fit. She stood and Both her and Darla got to witness the dress their mother had chosen.  Matt almost decided to risk another spanking to say no.

It glimmered almost lustrous as if made of glass. He'd seen satin and nylon and silk but this was something else.  You could see through it to the next layer but it glistened or shimmered in the light like it was wet. Some kind of sparkle silk that glittered when it moved and it was moving right for him.  A soft pastel pink and it did match the panties ruffles. or at least the ruffles of the panties matched the ruffles of the dress. There was just too much prissy or in his case he decided it was sissy. He couldn't even comprehend wearing such a dress.

"Oh I so loved that dress," Darla said.

"I'm so glad you did, it made me gag," Debbie said. "I felt so damn delicate like I was going to break if I moved in it."

"You were like little flowers in it," Helen said.

"Now he's going to be the little flower," Debbie said with a smirk.

Matt was listening to the two girls discuss the dress that Helen was getting ready to put him into. He wanted to scream NO but held his tongue. He didn't want another spanking and it was too late to protest now. He was so far past it that he just let his shoulders slump and closed his eyes. Trouble was the dress was in his mind as the glistening sheers began making their own rustles as it came over his head.

"He's so cute," Darla said as Helen fluffed the dress over the slip. As near  as Matt could tell he was in a dress and slip that stopped just at the end of his panties.  That meant that the ruffles that spread across the very bottom showed if he bent, but then who the hell cared since it was just these women. They wanted those ruffles to show.  They wanted him in something pretty.

"Where are the bows that went with this dress? They should be in a bag?"

Debbie found them on the table as Helen started brushing Matt's long hair. She had Debbie tied the sash into a bow as Darla held the two bows till Helen finished brushing Matt's hair. He was every bit the little girl that he looked like with his sad baby blue eyes slightly watery from the humiliating spanking. Helen wanted desperately to comfort him and tell him it was going to be okay.  Something about a pretty little girl she mused.

Helen wasn't going to keep him ninety days, not a week even. She was going to keep him over night, maybe through the weekend at most. She did want to scare him straight that was for sure. She was intent on humiliating him as much as she could manage. That part she was committed to.  Then she got the idea of taking pictures and she nearly lost it laughing as she clipped the two hair bows into his own hair.  He really did make a very cute little girl.

"Adorable!"

[Mary Beth Sanford]

Breaking And Entering
Mary Beth Sanford
Betty03

Chapter
Baby Album

"Debbie, grab that pinafore and bring it up with you, and get one of the baby doll sets for him to sleep in. Darla, go ahead and find one of your robes from back then. Not sure if we even packed them away," Helen said turning Matt back around after she closed the dress and tied the sash. "Come on baby girl let's go start your album."

"In there," Helen said nodding towards the living room.  Matt moved through the kitchen and into the living room as Helen moved past.  She went to a nice looking vintage roll up desk and picked up a small camera.  "Sit there in the chair, bring your legs together, hands folded in your lap and smile pretty."

Matt did as he was told and the flash went off.

She had him stand, then bend a little so his bottom ruffles showed. Another flash

He stood straight, hands out so he didn't crush the dress. Then sideways, the turned so he his backside was facing Helen.

She had him carefully lay on the floor over a small blanket that Debbie laid out, on his stomach. She posed him reading a book with his legs together, bent up. That pose got at least four pictures.

She sat him then there on the floor reading that same book but with a doll sitting in his lap. More flashes, then just the doll.

There were practice poses and instructions on doing curtsies and more flashes. The girls had come up from the basement half way through and watched him through his humiliation.  He sat on the couch again sitting turned slightly left, right, the book again. Darla ran and got a tea cup and saucer. 

Debbie found an empty album and in a drawer they pulled a box of photo paper that began spewing pictures from the printer.  Debbie was printing images from a lap top as fast as Helen transferred them by swapping out the memory chips each time. They were coming out 5x7 in color and Darla was using a sliding cutter to trim them for the album after they dried for a few moments on the coffee table.  It was heart rendering to Matt.

Helen started taking pictures of his clothes as he held his dress up.  First just his skirt for the slips, then layers of his slips up for the ruffled panties and diapers and then finally they started taking pictures of him with them.  Darla and Debbie, then Debbie, then Darla. He stood between them holding their hands as the loomed over them.

When it was Helen's turn she started by lifting him in her arms like someone holding a baby. She turned sideways with him against her chest wish his head over her shoulder. She took another holding him in one massive arm, the doll in another. He sat in her lap. She cooed him fluffing his dress and slips as Debbie took the pictures.  She lifted his dress to show off his diapers and then let him stand again but she held his hand like she might a child.

Darla ran up the stairs and came running back with a large 38 inch companion doll that Matt stood next to for a couple of pictures.  He was ten inches taller than the doll.  She was wearing a party dress, petticoats and black patent Mary Jane shoes as well.

The girls also got their pictures with him standing with the doll on one side and him on the other.  He wanted to cry.  He wasn't sure how many pictures they took but it had to be nearly three or four dozen by the time it ended and when it did end they sat in the kitchen with him wearing the white cotton pinafore over his dress.  They took pictures of him making a bowl of pudding.

"There, now you've got all the evidence you'll need to prove we unlawfully restrained you," Helen said.

"What?"

"When you leave here, you have take that album with you and show it to the police. It's the proof you need that you were held against your will."

Matt was looking at the pictures Helen was flipping through as he sat there. Starting with the cutest of him laying on his stomach with the camera behind, his legs bent up and him coloring in a children's book with crayons. The dress too short to hide the ruffled panties and him obviously in diapers.  All the evidence the police needed, but for what Matt mused.

Helen slid the album aside and was holding a pencil over a tablet with a calendar next to it.

"Now then, let's discuss your sentence!"


Chapter
Sentenced To Soft Labor

I'll be right back," Helen said leaving the kitchen.  She went up the stairs and into her room closing the door behind her.  She dialed her friend Arial. She was an expert in matters of state.

"Hello," Arial said.

"Arial? Tell me about foster care and kids aging out," Helen said. "Got one that's full of poop, snot and no prospects."

"Eighteen?"

"Yes! Turned eighteen about four months ago which looks like the last time he had a bath, hair cut and meal."

"That's often the case with some.  When they go, if they don't have anywhere else and most don't obviously, that's the last solid meal and warm bath they get, so yes, that's about right."

"So he's been out that long at least."

"I'd said so. You see, for most kids in America turning 18 is kind of a time to celebrate their newfound independence.  For foster kids it's mostly the boot or getting tossed out onto the street with no plan.  You've got to remember that for a lot of them that's not a family and instead of going off to college or jobs, they just get aged out and tossed.

"I know, I just heard that term."

"Yep.  That's the term. They get a nice black garbage bag for your clothes, and some if they are lucky a hug, which means the system no longer supports you. In essence, you're homeless and by the way, you don't have a nice little savings account and you're too old and it's too late to be adopted. About one in four go bad, another two hit the streets in poverty.  Maybe one gets lucky and finds work. How did you get this one?"

"Broke into my house!"

"That most likely means drugs if he's doing that kind of crime already. You talking boy or girl?"

"Boy."

"Any tattoos yet?"

"None that I can see. Why?"

"Gang identification. He on drugs?

"Doesn't look like it."

"You'll know that in a day or two. Hungry or starving?"

"Hungry I'm guessing.  Stinks pretty bad or did.  Clothes were a mess.  He's definitely on the streets. Small. Tiny actually."

"If he's undersize that could be why he's not working. Companies have to comply with ADA by law but only after they hire.  That's America's disabilities act for handicaps or special needs, but they don't have to hire. Not if they can get away with not hiring."

"He's pretty small. Almost child like."

"So how did you meet him?"

"Like I said, he broke into the house tonight."

"You call the police?"

"Not yet.  Trying to figure out what to do with him."

"Oh oh. Another bleeding heart liberal"

"I know."

"You got him restrained? What's he doing."

"Girl's are watching him. I'm in my room talking to you.  Wanted to know more about this aging out thing.

"What are you thinking."

"Maybe put him to work! Model, helper. third child? Hell, I don't know.  I've got him in the girl's clothes from when they were four and five believe it or not."

"Wait? You WHAT?  You dressed him like a little girl?"

"I did and it's worse.  He's diapered as well!

"Are you kidding me?"

"Hey, had to put him into something after his bath, and he needed punishment.  Seemed like the right thing to do.  Anyway, he's about to be fed.  I told him I found him guilty and had sentenced him to soft labor for 90 days. Wanted to scare him. Was planning on cutting him lose tomorrow or Monday.  Thinking now I could use him to help me with the little girl stuff for EBay."

"You're kidding right? Kidnapping and torturing the kid by dressing him like a baby girl then asking him to come work for you is not the best way to recruit a new employee"

"Didn't kidnap nor torture the kid and he's not a kid by the way.  It's all I had and like I said, he needed punishment.  Besides I think I can win him over."

"Okay, about that winning him over part?  You're most likely not going to win him over by dressing him as a baby girl? Honey, I'd say that is not the best possible course of action?"

"I'm not so sure? He's wearing all of it now.  I don't think it's as bad as it seems. I'm thinking of other stuff as well like room, board, meals, a little spending money?  Not a perfect life, but a life and he could start college if he wanted. Hell, I'm doing pretty good with the business and with what the girls are making we could use the help."

"You're a strange woman Helen," Arial said.

"I know and it helps hearing it from friends sometimes. Thank you. I've got to go."

As Helen walked past the bathroom she removed Matt's clothes from the washer and put them into the dryer and moved the timer for 45 minutes.  She came back into the kitchen and started making sandwiches.  Matt's stomach growled as it contorted and began producing acid in a subconscious hope of being fed something.

Helen filled the remainder of Matt's plate with chips as she put it down in front of him.  Matt almost cried with joy at the mound of food in front of him.  He took up the baloney and cheese sandwich and stuffed his face. He hadn't swallowed yet but was stuffing chips in his mouth and was still chewing when he took a swig of milk. It went like that, sandwich, chips and milk till all of it was gone.  Two chocolate chip cookies followed.

He wanted to rub his stomach but there was his pinafore and dress in the way. He almost felt good.

Helen looked at the clock, then at Matt.

"You full?"

"Yes ma'am.  Thank you."

"Come on."

Matt got up and followed her up the steps to the bathroom.  She stood aside and Matt went in first. Helen left for a moment then returned holding his clothes and shoes.  She put the shoes on the toilet seat and then started folding his clothes piece by piece on the large bathroom counter. With that done she made Matt turn around so his back was facing her. 

Matt felt the button of the dress coming undone. She finished the buttons then undid the bow on the sash before she unclipped the hair bows.  Both bows were laid on the counter next to his clothes. She gently lifted the dress off and handed it to him to hold before she lifted the slip up and off taking both the slip and dress out of the bathroom.

He stood there wondering what she was doing but not daring to move.

"Give me the panties and baby pants then undo one of the diaper pins and step out of the diaper," Helen said coming back into the bathroom.

Matt stepped out of the ruffled panties, then the baby pants and as she had asked he undid the diaper pin allowing the diaper mass to fall loosely to his ankles. He stepped free of those and she handed him his shorts.

He kept looking at her as if waiting for the punch line or shoe to drop. He wasn't sure what was going on but he wasn't going to complain. He stepped into his jeans then pulled his tee shirt on and followed that up with his sock, shoes and finally his jacket. It was wonderful having everything back smelling so clean and fresh.

Helen handed Matt his wallet.  She started folding the baby pants and ruffled panties. and undid the other diaper pin before laying the diapers on the stack of panties.


Chapter
You're Free To Go

"Now then, you've got one of two choices: You can either walk out of here or you can stay and work for me."

"What?"

"I'm offering you a job instead of this life of crime your leading.  I'll pay you $15.00 an hour for 40 hours a week sewing, but since you don't know how to sew yet you'll do modeling work for me while you train over the next 90 days. I'll rent a room to you for $125 dollars a week or $500 a month which will include utilities and food. You'll take meals with us and snacks as you like. You'll share chores with the girls. You're apprenticeship starts today and ends April 6.  You'll make $2,400 a month, less that room and board. You spend the money any way you chose."

"What the hell?  First you beat me then you dress me like a baby girl and now you want me to work for you? Okay, I'll bite? What would I be modeling in the mean time?"

"First of all that wasn't a beating! That was a spanking and you got that for not doing what I asked. Secondly, what you'd be modeling is what you just took off. You gave me the idea actually.  I'm going to produce a new catalog that has to release by June which means we have to have stock up starting in April to have it ready for June's release. That means one of a kind samples between now and the end of January to be photographed for the album. It would be pretty much what you've already done with the pictures I made you take as punishment."

"That's not going to happen. Not on a good day."

"Fair enough.  It was just a thought.  Just so you know, I think it would work," Helen said. "If you change your mind the offer is open.  In the mean time you're free to go.  Meanwhile, I'd also suggest you find another occupation other than breaking and entering."

"The hell with you," Matt said turning for the door.  "So you said I can go, right? If that's true, I can leave then?"

"You're free to go."

"What's to stop me from going to the police?"

"Nothing?  Do you want those pictures to take with you?  Or, if you like, I'll keep everything out that you wore for evidence if that's also what you want?  If you go now you can have them bring you back tonight."

"I don't want the pictures.  Will you admit that you spanked me?"

"I will, if you admit that you broke into my house!"

"I told you I was cold."

"Will you admit you broke into my house?"

"If I bring the police back, yes."

"And I told you the diapers and dress would keep you warm besides being punishment.  And just so you know, I know you were aged out of Foster Care and had nowhere else to go.  I'm also guessing when you leave here you have no job or prospects of getting one because of your size. 

I also know that I suddenly have a nearly perfect model for those little girl clothes for girls too big for the regular clothes which is how I came to this idea? As for a real job, I also know you could learn to sew and master a pretty good profession and on top of that you'll be making a fairly decent wage.

Bottom line Matt, you could also end up having a home and a pretty good income.  We might even make enough this year to start earning a percentage on  sales next year. 

That's what I know."

"I'm not a damn girl or a damn baby," Matt said defiantly.

"Didn't say you were but you're small enough to wear the clothes which makes you perfect as a model and because you're 18 you can be. Best of all you're not likely to outgrow the clothes were going to be making. Truth is, like it or not, you're perfect."

"You're crazy," Matt said.

"That's a fact," Helen said.

"So what sort of chores would I have to do around the house? And I'm not saying I'm doing it?"

"Like the girls do, and  it would be dishes, dusting, running the vacuum, yard work, windows, floors, cleaning toilets, tubs, even ironing.  Meanwhile you're training and when you get good enough you start sewing.  Maybe even cooking, but we'd have to give that the taste test because the cook doesn't have to clean most times and so far it's just me and Debbie."

"Do you guys keep a list or something?"

"We can, we should!  We will."

"How would I get paid?"

"Monthly when the checks come in.  Just like us. We all get paid at the same time.  You'd get paid the same as us."

"And no more spankings."

"Not unless you make me mad."

"That's not likely to happen any time soon."

"That would be a good thing," Helen said.

"So I'm free to go."

"You can walk out of here right now."

Matt turned for the door, looked back at Helen frowning and walked.  The girls were still in the kitchen when they heard the front door slam shut. They both ran from the kitchen as their mother was coming down the stairs.

[Mary Beth Sanford]

Breaking And Entering
Mary Beth Sanford
Betty04

"Who was that? Wait? Was that the boy? Did he get out?"

"Oh my God was he dressed?"

"No, he didn't get out and no, he wasn't dressed," Helen said. "He left! I let him go. I let him change back into his own clothes and go. He'd been punished enough."

"I'm going to miss him," Darla said.

"Me too," Debbie added.

"I will too," Helen said softly. "Debbie, go empty the left side of the closet in the spare room.  Darla, you go clean out the two top dresser drawers. We need to bring up everything from the basement. I want to put everything from those drawers in a couple of boxes for now and take them to the basement. Just put them on the sorting table once it's empty for now"

"For what," Debbie asked.

"For Matt."

"Mom, he just left," Darla said looking at Debbie then back at her mother.

"I know. I think, I hope he's just thinking about the offer I just gave him. Trouble is it's a tough choice for a boy. Anyway, I told him to think about it."

"What offer," Debbie asked.

"I asked him to be our model for those clothes?"

"Wait what?"

"I'll tell you about it later. Meanwhile let's get that spare room fixed up for him just in case he comes back right away."

Both girls looked at each other, but did as they were told. Darla went into the kitchen and back down into the basement to grab a couple of boxes.  She came back and went up the steps and began cleaning out the two dresser drawers.  Debbie went right to the room and began sorting through the closet by clothes, lifting them out and laying them on the bed by who owned them.  All of them had been using the spare room closet as overflow for their dresses.  She carried her dresses to her room, Darla's dresses into Darla's room and the few that her mother stored there into her mom's room.

Helen, Debbie and Darla spent an hour bringing all the clothes that were in the four boxes up and putting them back on hangers in the closet.  Slips to the right, dresses to the left. Shoes below. Back in the day almost all of the girl's clothing had to be made so she'd kept a lot of it to use as patterns in the future.

Camisoles, ruffles panties, nightgowns and some cute baby dolls sets got folded again and put away. Helen had created a lot of cute things for both girls that went into the two top drawers alongside several pair of lacy socks. The diapers and baby pants went folded on a shelf in the closet.  On the nightstand went the diaper pins, baby lotion and powder. She wasn't sure about those but she had memories of those being there back in the day.

"Is he going to be modeling these things or wearing them as well?"

"Modeling. Why," Helen asked.

"Just wondering? You're putting the diaper pins out like you expect him to be wearing diapers to bed," Debbie asked as she ran her hand over the ruffled panties before doing the same with the diapers she'd just put away.

"I know, that's most likely something a psychologist could have a field day with."

"Did he say when he was coming back," Darla asked.

"No, but I suspect when it starts getting dark and cold he just might," Helen noted as she and the girls made their way to the kitchen.

Helen was in the kitchen cooking when the knock came. She was making hamburgers and French fries.  Debbie was mixing milk shakes in the blender. The kitchen smells were wonderful.


Chapter
Knock, Knock

The smells of food reached Matt at the door as soon as Darla opened it. So did the warmth of the house.  As much as he had hated what had happened he couldn't help but miss this part of it. He was fighting a raging, roiling mix of conflicts as he looked at Darla.

"Can I talk with your mom?"

"It's Matt mom," Darla yelled. "Can he come in?"

"Of course silly, let him in," Helen said. "Tell him to go wash his hands, dinners almost ready."

"Can you eat a hamburger and a few fries," Helen asked as Matt made his way into the kitchen. "Maybe even a little milkshake?"

"I just came back to ask a couple of questions," Matt said. This was insane he thought. He shouldn't even be here, but he had nowhere else to go and the temperature was dropping rapidly and try as he might he really hadn't hated it as much as he kept trying to force himself to say he had.

He'd walked in a large circle around the neighborhood never really losing sight of the house, but growing colder as the day wore on. He kept thinking about her offer. It was the dumbest thing he could imagine. There was no boy he could think of that would say yes to such a thing and yet on his third full circle he was thinking about it.

She wasn't asking him to be a girl he reasoned, just dress like one. He tried finding rational things to justify it. Lame excuses like would he wear such things for Halloween?  Probably not, but then again maybe? Then yes. Then all of a sudden it was what the hell, then yes, of course he would. Then he was shivering and hungry again as he turned for the house.

"What about dinner," Helen asked.

"I could eat."

"Sit," Helen commanded. "Girls, give us a few minutes!"

Darla and Debbie left the kitchen. They looked at each other and smiled.

"So why are you back," Helen asked.

"Like I said, I had some questions I guess."

"Ask."

"When do I have to actually dress as a girl?"

"When you're modeling, obviously. Later when you're learning how to sew you'll be wearing your own clothes. The ones you make. There is no better teacher than trying on the things you make.  Seriously, you'll learn a lot about mistakes when the subtle tug of a slip's strap that's been sewn slightly off tugs at you the wrong way."

"Why am I learning to make girl clothes?"

"Because that's what we do here. That's what we know. Making boy clothes would introducing a new line. I don't want to introduce a new line."

"Okay, but what's so special about me modeling them?"

"You're eighteen. That makes you legal to model in every state of the union. You can model panties in a modest way. Bottom line is I don't have to use a child, and you've already broken the ice as it were."

"What about makeup and such?"

"You don't have to wear makeup or ribbons in your hair or things like that except when you're modeling and then, just so you know, you're going to look as much like a girl as you can. If you think about it Matt, you're going to want to look like a girl and not a boy."

"I guess that makes sense. What about those diapers?"

"What about them?"

"Do I have to wear those?"

"Of course. Not all the times, but definitely with the large baby and toddler clothes. That's what babies wear."

"And it's just for modeling right?"

"Of course! Unless you decide otherwise."

"Why would I decide otherwise?"

"I'm just saying."

"That's not going to happen."

"That will always be up to you."

"So how much is it an hour again?"

"It's the same as before, I'll pay you $15.00 an hour for up to 40 hours a week. The girls and I try and put in 40 hours a week. Say between 30 and 40. You'd fill out a time card like the girls do.  Sometimes they take a day off and they don't get paid.  We get paid for every holiday because we planned it that way. You will to. If you were to start say tomorrow we would start taking pictures of the all the dresses we've got already, and see which of them fit best."

"What about sewing."

"I'll start teaching you tomorrow the same way I taught the girls and you'll get two of your own dolls to make clothes for. One a baby and the other a companion doll. The baby doll is about the size of a one year old and the companion is almost your size.

We'll do that in the morning after chores.  It's Debbie's turn to make breakfast.  You and Darla can clean up before we start work.  We all do chores before we go down to the basement. That's our workshop.  You'll go down and I'll show you what we've got.  You'll start training over the next 90 days.  I'll pro rate your rent a week this month. So, you in?"

"I don't know?"

"Well you think about it a little more while we eat.  Meanwhile go get the girls and let's eat."

"What other things do I have to wear besides those damn dresses?"

"Hey, first of all we don't swear in this house. That's a dollar for the jar or spanked. You're choice."

"Sorry. I'll take the jar! Anyway, what else you got?"

"There are some baby clothes like a onesie and the like but I'm not too hung up on that stuff selling right now so don't worry about it."

"And you've got no one else that can do this?"

"No one. If you don't do this it's not going to happen. You're the one that gave me the idea. but to be honest, now that the idea has formed, if you don't want to do it I think I can put an ad out for a girl small enough to do it. I'd like you to do it, for your sake, but it's not critical. But let me ask you this?  What else you got that you'd turn this down?  Besides, you could pull this off if you ignore your hang-ups. Truth is you're cute as a button and what the hell, I've seen you naked and paddled your butt!"

Matt smiled at that.

"Tell you what?  Just to sweeten the pot a little, I'll advance you a half months pay so you can shop for some clothes tomorrow. You can pay it back over the next six months. We can do that first thing right after breakfast. That will give you a few things to wear when you're not in your dresses."

"Your dresses." Matt said.

"Okay, my dresses," Helen said. "Unless you decide they are your dresses."

"I'm happy in pants thank you very much."

"So is that a yes?"

"It's a yes,"

"Outstanding honey.  Now come on and let's eat.

Dinner was excellent and Matt was stuffed and clearly he was going to hit his head on the table as he started nodding off. 

"Been a day hasn't it?"

"It has," Matt said.

"Come on and let's go get you into something for bed and then you can help Darla clean the kitchen. I've got fresh strawberries and short cake for desert."

"What do you mean get me into something for bed?"

"You don't have anything to sleep in? And you are not running around here in your underwear"

"Girl clothes?"

"Girl clothes! It's all we've got! Remember? You going to need another spanking?"

"Nope?"

"Then let's go find you something!  I had the girl's bring all the boxes of their old things to your room."

Helen extended her hand.  It was a gamble what she was doing just now but she smiled and kept her hand extended.  Matt stood there.  The whole time he'd been walking he couldn't get what had happened out of his mind. He couldn't get her offer out of his mind.

To be dressed like that had shocked him down to his core, and when she diapered him he had almost fainted.  To spend months like that was inconceivable, all of it unbelievable.  Now this?  All he had to do was take her hand.  If he took her hand... It was over. if he did... If he took her hand, and went with her and came back in something girlish that would be that.  He'd break the ice forever he mused.

If he didn't?  That too would be that.  He agonized over what to do for a long moment.

"Damn. I know, don't tell me, I owe the jar another dollar."

He took her hand and his heart skipped a beat. Helen's heart fluttered as well. 

"Debbie," Helen said. "Cut the short cakes, and get the strawberries out.  Matt and I are going to go find him something to wear for bed first."

"Okay mama," Debbie said smiling.

"Can I suggest something," Helen said as she pulled the second drawer open once they were in the room.

"What?"

"There are sets here. Four of them. I won't embellish the description any but suffice to say they are... well, cute darn it. Anyway, they also have panties which you're going to need simply because you're a boy.  Okay?"

"I guess that makes sense," Matt said and then blushed. "Are they tight or lose?"

"Is what tight or lose?"

"The panties?"

Helen knew exactly what he was asking and why.

"Just thought of something! Hold on a second," Helen said as she went to the bedroom door.

"Darla," Helen yelled at the door.

"Yes mama?"

"Go down to the basement and next to the size two mannequin, the one by the Baby Lock Jubilant Sewing Machine that I've got set up for embroidering are girl's panties. They are the ones that I got the other day.  Actually there are two packages, grab the ones that read 2-3 on them and bring them here for me."

"Okay momma," Darla yelled.

"I'm not wearing panties!"

"Are we going there again? Honey, I know why you're asking me if those panties with the nightgown are loose for heaven's sake, and the answer is yes, they are.  They're designed to be and that of course makes them less than ideal for boys, right? That's why you asked? The panties I'm getting for you can go under them. They're simply meant to help. Good heavens, are we going to go through this with every piece of clothing from here on?"

"Okay, fine, I get it. Sorry," Matt said just as Darla came into the room with the package of panties. 

"Debbie is almost ready with the short cakes," Darla said turning back for the hallway.

"We'll be right down honey," Helen said pulling the package open?  "Do you care which princess you wear?"

"Oh hell no," Matt said as a white pair of panties came out with a print of Snow white showed just above the left leg.

"I said no swearing and that's three dollars for the jar so far, or do I need to spank you again?"

"Give me those and turn around and where are the other pair to the pajamas?"

"They are in the drawer.  The yellow set. The top goes with it and there is a robe in the closet. I'll be downstairs. You can wear socks till we can get you slippers."

"Fine."

Helen left and Matt stepped into the panties after he pushed the door closed.  It wasn't latched closed, just closed.  He pulled the panties up so he was covered. His excitement started the instant he stepped into the panties and stayed as he tugged the yellow bubble panties from the drawer.

The second pair went on easily and hugged him snugly around the waist and legs but sat loosely everywhere else. He experimentally touched himself... that was a very bad idea. Thankfully his room shared a bathroom with another bedroom and he rushed into it to grab a tissue as pulled both pair of panties open.  Just as he got the tissue into his panties he began to soil himself.  He caught all of it.

Well, so much for that issue he whispered with a snicker. "It really doesn't matter which Princess panties I wear?"

He pulled the top from the drawer. It was a two layer baby doll set with puffy sleeves and a cute slightly curved neckline that reminded him of the nightgown that Windy wore in the Peter Pan cartoon he watch back at the Foster Care home for the little kids. He remembered she had a cute bow in her hair and sighed. The ruffled hem of the two layers was shaped the same as the ruffled hem around the panties as he went to put the white satin quilted robe on.  He tugged socks on and padded for the door..

"He's here," Darla said as she scooped Strawberries from a stainless steel bowl next to another that held whip cream.  No one said anything about the way he was dressed but Helen smiled at the splash of yellow nylon neckline showing from the robes "V" as Matt ladled strawberries over his short cake.

They ate till there was only a little juice and few bits of crushed berries remaining and Darla guiltily took those with a dollop of whip cream.  She and matt had to clean while Debbie and Helen left the kitchen.  Darla told Matt he was wearing her baby doll set and asked if he was going to wear the diapers to bed like she once had to.  Matt said no.   When they were done Matt felt oddly at ease when he guiltily came into the living room to sit.

Matt sat on the floor cross legged still not fully comfortable with what he wore but no one seemed to mind.  Then suddenly Darla moved to sit next to him and began quietly watching television close enough to touch him.  No one spoke for a time but Matt found himself nodding off till Helen nudged him.  They walked to his room together.

"Surprised you made it this long," Helen said turning the bed down. "You know where the bathroom is."

"I do."

"Darla has taken a strong liking to you,  I think it's because of the diapers. It's a doll thing I think," Helen said. "but don't panic over that.  She's a tiny bit slower than her sister and a little more abrupt.  When they were born, her umbilical got wrapped during labor and for a time she was starved for oxygen.  Not much but it slows her processing down a bit. I'm just asking that you tolerate her a little more."

"I can do that," Matt said. He wasn't sure if he should say or not but he decided to tell her about what Darla had said in the kitchen. "She had asked if I was going to wear her diapers to bed like she had to?  I told her no?"

"I understand," Helen said as Matt took his robe off and laid it across the end of the bed. "Breakfast is at eight sharp.  Come down dressed to go and you and I will go get you a few things to wear.  We can get a bite to eat at the mall."

"Okay."

"Good night honey," Helen said turning the light off before closing the door.  This time it latched.

"Good night."

Matt was sound asleep when he felt the boat rocking then dip in the waves.

"Matt," A voice whispered.  It was one of the passengers, a girl.  She was leaning over smiling, reaching for him. He felt her hand pressing over his baby pants and push slightly on top of his diaper. "Are you wet precious? Do you need your diaper changed."

"Matt," Debbie whispered again.  She was sitting on the side of the bed when Matt opened his eyes.  It was a dream he realized. He wasn't in a boat.  It was Debbie sitting on the beds edge that made him feel like he was rocking and it was his own hand that was playing with himself.

"How did you get in?"

"That's my bedroom on the other side of the bathroom."

"What do you want," Matt asked defensively.  There was a twinge of guilt over the dream and what he'd been doing when he woke.

"I just wanted to ask you something and I couldn't until we were alone," Debbie said. "So why did you come back? I mean I'm not complaining because I'm glad you did if you want to know the truth, but why?"

"I didn't have anywhere else to go and... And I like your mom I guess.  And maybe you guys a little."

"What about these things?  You know, the stuff you're wearing?"

"Why?"

"Because my sister and I think you look really cute it those things. I know my sister is a little slow, but she's sweet and she really likes you and she's sort of excited to think she might have a pretend little sister. I'm not saying this to scare you or anything, I'm just saying she's really glad you're here."

"You're mom sort of hinted at that," Matt said.  "Why?"

"Just saying is all."

"What about you?"

"I'd scare you if I told you what I think," Debbie whispered.

"Really?  Why is that?"

"I'm not sure.  I'm worried that if I told you I might spoil it for my mom so I don't think I'm going to tell you.  Maybe after we get to know each other a little bit longer. Okay?"

"Now you're scaring me," Matt said. "Can you give me a hint at least?"

"I'm a lot like my sister in some ways.  I mean I like playing with dolls too, but after seeing you dressed the way you were I guess I realized I'd like them a little more real if that helps."  Debbie said getting up from the bed to walk towards the bathroom.  She stopped at the bathroom door, turned, and smiled in the light of the moon. "I think the thing I like best was knowing there was a boy under all that fluff."

Matt was left alone in the dark trying desperately to catch his breath.  Debbie's perfume lingered as he slid his hand back down over the two layers of panties.  Matt though of Debbie and what she had just said. She liked playing with dolls that were a little more real...

A little more real he whispered... She also said that the thing she liked best was knowing there was a boy under all of that fluff.  Matt started move one layer of nylon over the other. He was definitely a boy under all of that fluff.

Anyone with their ear to either door into Matt's room might have heard the moan.

[Mary Beth Sanford]

Breaking And Entering
Mary Beth Sanford
Betty05


Chapter
Off To The Mall

Helen smiled at Matt, it was just a little before 6 o'clock. She was having coffee when he nervously came down already dressed. Both girls joined him a few minutes later. Their workday often started that way. Up by six, breakfast, chores by seven, then downstairs by eight to start work. They would work till noon take an hour four lunch then go till five. It was an eight hour work day with weekends off. Today was only different only because he suppose to go shopping.

It was the pace they'd chosen. Most times the girls worked about 30 hours, but if they did work forty they put ten hours in their so called vacation bank so they could play away from home. Helen showed Mark their time book at the desk in the basement. Because they were going shopping Helen gave the girls the morning to go clean the shop after putting together a scrap box for Matt to practice his sewing with when they came back.

Helen and Matt left for breakfast while the girls fixed their own. Helen and Matt ate at Denny's while she shared her story after Matt shared his. Parents killed on some freeway when he was young enough to get over it. Bounced from foster care to foster care till he was eighteen and then Helen's place that night. Lousy student, no ambition, no plans, and here he was. No expected future he mumbled.

Helen nodded her understand and she too had a rough start. Married a South African land owner, much shorter than Helen which she suspected as the cause of his unrest after their second year. She had the twin girls and a boy. One night he grabbed the boy, left the girls and flew back to South African, never to be heard from again.

Helen admitted to Matt he was a reminder of Chad her son, and yes, he was small when he was taken from her. The confession had taken the desire for shopping. They were both quiet, somewhat pensive, on the way home. Both wrapped in their own worlds for a time.  She also admitted that Darla played with Ben often and as a doll.

"Penny for your thoughts," Helen said nearing the house.


"You've ruined me," Matt finally said.

"How's that honey," Helen asked knowing exactly what Matt meant.

"All I want to do now is wear damn dresses and you can spank me if you want for swearing," Matt said rubbing an arm across his face.

"I'll put the dollar in the jar for you," Helen said. "You know Matt, there is nothing worse than tasting the sweet when all you've ever tasted is sour. So, there is nothing wrong with you wearing dresses. They are pretty, and they feel wonderful. What's making you cry is that you are afraid of what everyone else is going to say about you wearing dresses. Right?"

"Right."

"Well that's pretty easy to solve for the short time because there is nothing to solve. I loved you in that dress. Darla loved you in that dress and Debbie loved you in that dress. There! Solved! Since we are the only three in that house that pretty much makes it unanimous. Now if you want to wear dresses when you go out we just have to make sure that everyone that sees you only sees a very pretty little girl. That too is pretty easy to solve because you make a pretty little girl already.

"My hairs not long enough."

"It's long enough, it's just not girlish enough. Want to try something?"

"Like what?"

"Like getting it girlish enough?"

"I don't know about that?"

"I do. Look, It's the only thing missing. The thing is you can pull it off even as a boy. There are boys born with naturally curly hair. All we need to do is get yours premed in nice tight curls. Interested?"

"Now? Here?"

"Sure?

"I'm not wearing a dress or anything?"

"No of course not. We're just going to go in and get a perm."

"But that's for girls? What do we tell the lady doing the perm?"

"That's easy! you're supposed to be out getting a hair cut today and your sisters both said they'd give you fifty dollars each if you got it premed today. They were teasing you and you took their bet. That twenty dollar perm is going to cost them fifty dollars each."
"I like that."

"Me too. So what do you think? We can spend the day getting a few of your boy clothes and letting you get use to looking like a girl without looking like a girl? If you really don't like it then all I've done is wasted a little money getting your hair curled." 

"I'm a little nervous, but game."

"In there," Helen said nodding at the beauty parlor across the way.


Chapter
Shirley Temple Curls

"Hi. What can we do for you today?"

"He's going to win $50 dollars each from his sisters and get his hair premed. They bet him he wouldn't do it."

"Oh my goodness how cute is that?  If you want I can do a perm that washes out. It's pretty fast and stays in really well and washes out in a shower.

"Really, how does that work," Helen asked.

"I use Johnson's Leave in Conditioner and a Detangling Spray.  After I shampoo his hair I add the conditioner, curl strands of it around a comb, then spray it with the detangler. I then use a low blow dry heat and that's it. It works really great. I can take him now if you like?

"That would be perfect."

"You ready for this?"

"For a hundred dollars?  Oh yes!"

"Good for you honey. I'm Glenda by the way," As she tilted Matt's head back towards the sink to give his blond locks a shampoo.

She had drawn a taffeta apron across his body and tied it at the back of his neck before tilting the chair back. His hands and arms were under the silken sheet.  Under his chin was plastic bib that reminded him of the baby pants he'd worn. His excitement was pulsing as the sensations and actions took him deeper into the realm of girls and his recent memories.

The shampoo was soothing, relaxing as the warm water and massage worked it's magic. It didn't take long and a towel took most of the water off but it was still wet when Glenda  began working on strands of hair.

"See, I just gather some of your conditioned hair, twist it around the comb like this and give it a little sprits with the detangler and Walla instant curl."

"Amazing," Helen said from across the way as Matt's hair was transformed right before her eyes. He was literally created from boy to girl with just a head full of Shirley Temple curls. She wouldn't tell him that. Not right away at least but he wouldn't even need makeup, just the clothes and he'd pass - easily. But she'd known it on that first night after dressing him. He was so damn pretty she mused as the last of his hair was curled.

"So? What do you think mom," Glenda asked.

"I love it," Helen said.

"And you young man. You're so brave. You go get that money from your sisters."

"I will," Matt said.

Glenda went to the register and took the twenty from Helen and rang up the cost of the Shampoo and perm.  She leaned over to keep her remarks between her and Helen and said, "There is another $500 dollars he could easily win this Friday if you put him in that Shirley Temple look-a-like contest?"

"Where?"

"Down near the end of the mall. The Pageant Palace is sponsoring it. You know what, I'd do his face, nails and hair for free just for the promotion. Tell you what, I'll go half on the dress!"

"He'd kill me," Helen said turning to see where he was. "$500? Now wouldn't that be something. And you'd go half?"

"Half!"

"Give me a card."

"And it's just a Look-A-Like."

"That's what I've heard. Go on-line. they've got a website."

"God he'd kill me," Helen said.

"I don't mean to butt in here, and I apologize if I am but that's not the impression I got honey. Anyway you two have a good day and my offer holds."

"Thank you."

Helen didn't have to move very fast to catch up with Matt. He was standing at the very edge of the entrance of the beauty shop too scared to move out on his own. There was a large mirror on chrome stands that he kept glancing at.

"She's a doll," Helen said.

"Who?"

"Her," Helen noted looking over at the mirror.

"That's me?"

"Duh! I know."

"Oh. I get it," Matt said blushing. "Now I look like a girl trying to dress like a damn boy! Don't say it, I own another dollar."

"No, I was going to suggest we step into one of these stores and tell the sales lady that Matilda here had just been kicked out of foster care because she's just turned 18 and this is what she's got to wear and we've really got to get her at least something to wear for the day. Nothing fancy, maybe just some basics, shoes and perhaps a dress so she doesn't look like some kind of sissy guy."

"She'd never believe it?"

"What to try?  It worked at the beauty salon?"

"You're crazy," Matt said.

"Mad as a loon. Come on," Helen said. "We can always make a break for the car if she finds out we're lying."

"Fine," Matt said laughing.

Not only did it work, but the woman walked off and came back with a new My little pony backpack that she gave to Matt for his boy clothes.

His head to toe outfit began with Panties and Helen went into the bathroom to get a pad that she returned with for the changing room.  They walked over to get a full slip and a bra that ended up with a B-cup before heading for shoes and socks. 

Matt or rather Matilda now got white flats and ankle length socks and a very cute Summer dress with no sleeves that would go well with a light sweater that had one button at the back of the neck. Helen found that white sweater she thought would go well and added that before then went into the changing booth.

Helen put the pad into the panties as Matt folded his underwear and jeans into small bundles for his backpack. His shirt and jacket went in after his shoes and socks went in under his jeans and shorts. Helen closed the bra first, then helped him into his dress before the sweater.  She sat on the bench as matt slipped his feet into the white flats after the socks.

Neither said a word as his transformation slowly came to an end.  The dress was ageless with a slight flare that could have easily worked with a cute petticoat from past days but flowed nicely over the fairly loose full slip he wore.  The polyester flowed easily over the nylon as Matt moved in front of the mirror. Matt, even as nervous as he was, couldn't stop from twisting once left then right to see himself and admire the changes the girl clothes introduced.

Somewhere in the deeper regions of his brain he'd known this of himself. He'd had hints of it coming out of the shower at times looking at a mirror steamed over where a little of the detail was lost. Or a few times when a moment was taken to put on something left behind by one of the girls and he took advantage of it. A scarf once. Little Susan's half slip that he put on under a robe. Not too many but a few and now this as Helen invited him out into the world.

"Come on and let's see what happens."

"What if she knows I'm a boy?"

"Then I'm going to push you down and make a break for the car."

"What?"

"I'm kidding," Helen said snickering.

"Don't even kid like that," Matt said pushing on the doors.

"Now that's more like it," the woman said as Matt came out of the changing room. "At least there is no doubt she's a girl."

"That's what I was just telling her," Helen said walking up to the counter with all the tags.

"You're very pretty honey," the woman said as she rang up their purchases.

"Thank you," Matt said giving in to it all.

"What now," Matt asked as they stepped out of the dress shop. He could and couldn't believe he was doing what he was doing. What was so strange was how oddly comfortable he felt with what he wore and yet how scared he was wearing it all. The large windows lining the mall proved beyond any doubt he passed and that more than anything gave him most of his confidence. Helen gave him the rest.

"I think we've run out of time honey," Helen said looking at her watch.

"I thought we were supposed to be buying me boy clothes today?"

"I know, right? I think our stories brought us down too far but these little diversions brought us back.  Unfortunately between getting your hair done and getting that outfit we've blown most of the morning.  I think we need to get your hair products and get home. What I'd like to do while you're hair is still as pretty as it is, is get you into those other dresses and slips we took out of the boxes and take the pictures I mentioned wanting to take."

"Home then," Matt asked turning to go the way they'd come in.

"First I need to go down that walkway to another boutique.  I just want to pick up a flyer that lady Glenda mentioned."

"About what?"

"There is a dress shop with $500 dollar grand prize," Helen said.

"Really? For what?"

"The best version of a Shirley Temple Look-A-Like".

"You've got to be kidding me," Matt said taking Helen's hand.

"Not even a little. Glenda, the woman that did your hair, said she'd even sponsor you. She'd do your face, hair and nails free and split with me on the dress."

"Helen! Did it mention that it's most likely for girls only," Matt said.

"You know what? I'll bet that it doesn't. I'll bet there is not one iota... Not a hint that it has to be a girl to win."


Chapter
Pageant Palace

"You've got to be kidding me?"

"What?  Now see, there you go again! Now before you have a heart attack look in that window? Honey, you're one of them. Most girls would be tickled pink and tugging on their mother's hands to go in there and you're tugging on mine to run away."

"Look at it.  There is enough sugar and spice to gag a sissy."

"I know, isn't it wonderful.  Come on and let's go grab a flyer and see what the rules are. Besides, I want to check on that one about the winner having to be a girl or not."

They walked through a fake castle front and into a slew of pastel colors of dresses on mannequins arranged on both sides of the aisle they walked down.

"Can I help you find anything?"

Matt gripped Helen's hand tighter making Helen smile a little.

"Actually we're running out of time to make another appointment but we did want to pick up a flyer on your contest before we left the mall."

"Has she ever done any pageants, I'm only asking because frankly, she has the makings of a winner.  She's adorable," the woman said. "She could win this contest hands down!"

"See honey! I told you," Helen said. "She'd rather be in jeans and on her dirt bike."

"Some girls are like that. It's a new world!"

"Tell me about it. We've got a neighbor boy that's in dresses more than she is."

"Well, at least you've got a place for the hand-me-downs," the woman said laughing.

"Hadn't thought of that," Helen said. "That brings up a thought? Could he be in this contest?"

"Hadn't thought about it, but yes, I suppose he could be. Don't see why not? As long as he's doing the same thing as the girls and is willing to be judged by the same rules?"

"Good heavens, we're late already. We've got to go. Thank you so much for the information."

"You're welcome."

"Interesting notion isn't it?  You doing that Shirley Temple contest dressed as you?"

That would actually be very scary," Matt said as they walked to the car.  "I'd rather do this dressed as girl."

"That's what I'd hope you'd say."

"Wait? What?"

[krystalasbaby2017]

Interesting a place to eat, being talked into wearing little girls clothes with learning t sew coming up and best of all a Shirley Temple contest. :)