Breaking And Entering - Expanded
By
Mary Beth Sanford
Synopsis: Matt's first Breaking and Entering under California's Penal
Code 459 was accidental and a tranquilizer dart screwed that one up. His
second another residential, tripped an alarm. After both it was becoming
obvious he was either going to need to quit breaking into homes or check
them first to make sure they didn't have little girl clothes that fit
him.
Editors Notes: This is the promised expansion of the original short
story Breaking and Entering posted on January 2020. From 26 pages to 72,
and 8,873 words to 26,642. Enjoy.
Contents:
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
Lickety Split
The Machine
Registration And A New Dress
Little Bright Eyes
Shirley Temple Look-A-Like
Contestants
Matt and Matilda
welcome to Denny's
Mommy Marge
Characters Created For This Story
Protagonist: Matt Hilliard AKA Matilda
Antagonist: Helen Rockford
Supporting Roles:
Debbie Rockford, Helen's Oldest Daughter
Darla Rockford, Helen's Youngest Daughter
Glenda Milbank, Matt's hairdresser
Arial Andrews, Helen's Friend
Rose Bickford, Matt's Foster Mom
Janet Manfred, Matt's Foster Sister
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.
Mary Beth Sanford
First Draft
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 Truth, Justice and the American Way
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 supposed 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 downstairs."
"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.
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 sucking 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 taffetas sandwiching a gathered layer of
fine white tulle for additional fullness. It ruslled 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 found 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!"
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.
"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.
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 hair's 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.
"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 because 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 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 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?"
Chapter
Who is that?
"Who is that?" Debbie said as Matt came down the stairs.
The girls were both at their machines. Clearly they'd finished the
upstairs chores and had moved downstairs. Helen noted that a new
workstation had been set up for Matt where they'd had the extension
table and often played cards. It looked like it had been there for
years.
On the shelf above, which had also been cleared were clear plastic boxes
or laces and ribbons and the remnants she had asked them to gather. On
his work table was her own portable sewing machine already set up and on
the wall a large diagram of that machine with the various components
named.
"Oh my God, I've got a little sister," Darla said coming down the stairs
with the two dolls Matt was going to use as his models when he would
start learning to sew. She hurried over and put the dolls on his
workstation table next to the sewing machine and turned around to hug
him. "You are so pretty!"
Matt hugged back smiling.
"You really are. Who did your hair like that?" Debbie asked looking
first at Matt then at her mother.
"It was a whim. We stopped at the beauty parlor at the mall right after
breakfast. Never did shop for his boy clothes," Helen noted.
"Doesn't look like he's going to need any," Debbie said moving over to
give him a hug as well."
"Thought we'd get some pictures of his... or rather your old dresses
while his curls are still fresh. And we're thinking of doing this
contest so we're going to need to chose which dress if we decide on one
of ours. If we decide on a new dress the lady at the beauty parlor said
she'll pay half as his sponsor. She's also volunteer to do his nails,
face and a new perm."
"I didn't say I'd do it. I said I'd rather do it dressed as a girl than
as a boy," Matt said.
"I know," Helen said. "Anyway, let's get pictures of those dresses and
before I forget, you girls did a phenomenal job down here. Thank you. I
wasn't quite sure where to put his workstation so your choice is
wonderful."
"I brought his dolls down mama," Darla said.
"I saw that honey, thank you," Helen noted. "We'll start on the baby
first so he can start on her diapers. Meanwhile Matt let's you and I go
start on your diapers and get you into your first dress. Debbie, you
want to set up the backdrop and camera."
"Got it mama," Debbie said walking over to the wall where they shot
their EBay photos for their product listings. They had several backdrop
rolls that they could pull down behind product that they hung in front.
In this case she tugged a blended set of pastel backdrops down.
"Did you see him," Darla said sitting the large companion doll down in a
child's chair next to Matt's table leg before she fixed the baby doll
against the wall on his workstation. "He looks just like a little girl."
"He really does," Debbie said feeling the tingle in her stomach. Darla
wanted badly to turn Matt into one of her dolls while Debbie was
desperate to play in the dolly's diaper or panties and it looked like
the dolly was wearing panties.
"I know that look Debbie," Darla said.
"We're eighteen," Debbie noted.
"He's practically our sister," Darla added. "Besides, he's like one of
my dolls."
"It's okay honey, you can play dolly with him, and I'll play with him."
Chapter
Diapers and Dresses
"Let's see? Get one of the diapers, a pair of baby pants and the white
nylon with pink ruffles and I'll get your slip and dress. We'll start
with the pastels so you can stay with the pink ruffles for... let's see
the white, lavender and pink of course, so that's three of the little
girl dresses. Then we can switch to just the white nylon over the
plastic without the ruffles for the others."
"So just the three with the pink ruffles?" Matt said laying the diaper
and a soaker on the bed with the plastic panties and ruffled cover down.
He felt himself growing excited which made his face blush crimson.
"You okay?" Helen said noting the deep rosy blush until she realized
why. "Why are you turning so red? Oh, never mind, I get it."
"This is so embarrassing," Matt said.
"Tell you what, I'm going to leave the room for a few minutes that will
give you time to yourself. What I would like to suggest is that you
leave you panties on, take the pad out, pin your diaper and soaker on,
put your baby pants on and then your ruffled panties. When you have your
ruffled panties on call me back into the room. Okay?"
"What good would that do?" Matt asked till it suddenly dawned on him
what Helen was trying to allow him to do. "Oh, I see. Okay, I'll call
you."
"So I'll wear the nylon fancy pants without the ruffles for the pastel
blue, and the peach, yellow and green. And I'm wearing the pink ruffles
for the pastel blue as well as the ones with just the white ruffles
around the legs."
"That's right and I'll be right back," Helen said stepping out of the
room as Matt started to lift his dress off. Helen stopped at the door
turning. "Don't forget, no bra honey, you're a little girl."
"No bra. Got it."
Helen closed the door and the dress, slip and bra went on the far side
of the bed. Matt removed the pad from the panties he wore and tossed it
in the bathroom. He returned and fixed the diapers with the soaker on
top of the larger diaper before folding the larger the way Helen had.
He opened two diaper white tipped pins and laid over the thick mass
before bringing the front diapers up as he laid back. As soon as the
diaper tugged at his panties between his legs he closed his eyes and
began to imagine all those pageant dresses he'd been standing in the
middle of.
He could see all of those little girls, already in their dresses, all
with their hair done with satin bows. They were looking down at him
sitting there in the aisle waiting for him to finish his diapering so he
could be put into his own bouffant slip and pageant dress. He was one of
them now someone said holding up a slip. Matt laid a hand on top of the
diapers now laying over his panties and when it moved he lost it.
All the girls began to giggle. The one holding the slip began walking
towards him. He just laid there for a moment till all the emotions
flowed past.
"Helen, I'm in the ruffles," Matt said standing next to the bed as he
tugged the ruffled diapered cover in place.
"Those are so cute on you," Helen said lifting the bouffant slip up high
enough to guide it over his head. Matt could have sworn he heard little
girls giggling in his head when the slip came down around him.
He wore the white dress with a large white bow that was a delightful
match to the large bow Helen tied the sash into before he sat on the bed
for his chiffon socks and black patent Mary Jane shoes. He truly was
cute and even if he wasn't he felt cute he mused as Helen made him stand
in front of the mirror a moment to fix his hair.
She left and came back with a new tube of light pink lipstick.
"I never use this color," she said.
"I thought I didn't need makeup?"
"Who said you needed makeup. A girl doesn't wear makeup because she
needs makeup honey, now purse your lips for mommy!"
Matt pursed his lips, waited patiently to get them colored as Helen
glided the pink wax over them and the blotted the way she instructed.
"You said girl," Matt said.
"I like thinking of you as a girl honey. There are no sissies in my
house, just girls. Now come on and let's go take pictures of this one.
We've got six more to take."
Matt smiled turning from the room but it grew into a grin when he hit
the steps.
"Oh my God!" Debbie said turning around as she heard the heel of Matt's
Mary Jane shoes hit the concert floor. "Now that's what I'm talking
about."
The dress Helen had chosen first was pure white with silk over satin. It
had been Debbie's worn just before her seventh birthday for a part. It
had been designed from material salvaged from a vintage wedding dress.
There was so much material that there were actually two skirts with the
second used under the silk petticoats. Another layer of silk had been
designed to float on top of the dress as an overskirt.
A little bit of the sheer silk was kept and used as a second layer over
the bodice. That silk was also used for the puffed sleeves and banded by
a very pretty half inch wide white satin ribbon. Every edge was trimmed
in an exquisite Italian lace under more of that white satin ribbon. Matt
felt like the dress was poured over him when he was put into it. More so
when Debbie cried out the way she did.
"Over here honey," Helen said
Matt hadn't noticed the backdrop before but then again he hadn't
explored their working spaces much. Between two pillars of plywood with
added photo lights was a roll up device. It looked like a sheet hanging
on two poles painted with cute pink flowers cascading down either side
that faded towards the center.
In front of the sheet were two white ornate bird changes, both filled
with the same colored pink flowers. One cage, this one with a rounded
top and about two foot tall, the other about a foot high. They were set
up to be in front if Matt was standing there to be photographed. Of to
the side were two stools of different heights. Debbie brought the
shortest of the two over as Helen went to the camera.
"Sit honey with so your knees are together feet back and slightly off to
the side. Hands folded in your lap. I want you sitting so you're turned
just a little sideways but looking at the camera. Just a little more.
That's it. Now smile and hold that."
There was a flash, another and another.
"Perfect. Okay, now put your index finger on your cheek like this,"
Helen said showing Matt how to pose like a girl might be pondering and
thinking of something. Matt did and there were another series of
flashes. "Perfect precious."
There were more poses with him exploring the lacy hem of his dress
curiously. More without the stool this time and as if he had been
walking and paused. Each time there were flashes. Those flashes coming
from a puffed kind of umbrella on a stand just behind Helen Matt
noticed. It took about twenty minutes.
"Here, let's take that one off and have Debbie go get the lavender and
pink dresses," Helen said as she undid the sash and unbuttoned the dress
at the back. She carefully slipped Matt's arms out of the puffy sleeves
and then she and Debbie guided the dress over Matt's curled hair.
"Do want the bows mama?"
"You know what? That would be a good idea honey. Bring the bag down with
you," Helen said as Debbie took up the white dress.
"Here, while she does that let's get a couple of you in your slip,"
Helen said.
Matt started to pose as before but she had him put both hands to his
mouth and turn his toes in slightly. It was very girlish. She called it
'the surprised little boy caught in his sister slip look' and he smiled.
That's when the flash went off. He put his hands out over his skirt
without touching it in another very prissy position, then more flashes.
Those displays were followed with what Helen called cute curtsey like
poses, some front, some a little sideways. By then Debbie had come back
down holding the lavender dress in one hand and pink in the other. All
of it was delighting everyone including Matt. In the far corner where
they printed and cut appliqu?s they began making prints again. Matt's
album doubled, but this time the images looked very much like a girl and
not a boy because of his hair.
Chapter
Arial The Sponsor
"Hello? You guys down there?" Arial yelled from the head of the stairs.
"We're down here," Helen yelled back. "What brings you here? Never mind
that! Now that you're here, help me take pictures of my little pageant
princess.".
"Oh my God, are you still torturing him? Good heavens, he's adorable? Is
this the same young man you talked about on the phone?" Arial asked
coming over to where they were posing Matt.
"He's not being tortured Arial. He accepted my offer. We're updating his
portfolio actually," Helen said.
Matt had posed in the white, lavender, pink and pastel blue dresses with
the pink ruffled panties before changing into the lacy legged panties
for the peach, yellow, and green dress. He was standing there in the
green of course.
"This is so embarrassing," Matt said.
"I love that dress," Arial said.
"I know, me too. I was experimenting with ruffles back then and just
learning to sew with Organza and literally got carried away. It was also
just a little too short so Darla could never wear it without ruffles or
lacy panties. That was also the year they introduced the crystal sheen
organdy. I went so overboard with that dress. Lined the bodice in nylon,
more nylon for the self slip and that lace insertion cost me a fortune.
I couldn't afford to make a dress like that now. Just the lace for the
puffy sleeves would be too much."
"You need posses more age appropriate," Arial noted.
"And this coming from the child photographer expert," Helen noted.
"Where I worked at that studio? Remember. They gave us classes. Okay,
I'm not an expert, but they did give us the basics," Arial said. "Just
trying to help. God he's so damn cute."
"Okay, I'll bite, like what?" Helen asked.
"Well, turn the face so you don't angle the nose too much. Too much
angle makes the nose longer more dominate. Turn her, sorry, his body
slightly at an angle as well to make him thinner and the bell of his
dress wider looking, more girlish. You should show more of his curls as
well. Adorable. He should cross his Mary Jane shoes or move them so they
are not exactly together. He really us too cute for words."
"So what brings you by?"
"I was going to have tea," Arial said moving closer to Matt. She took
his shoulders and turned him slightly. "And don't shoot from below his
face. Shoot from above. Makes his face a little thinner. Gosh, he really
does make a cute girl. So what's next with this little cutie pie?"
"His first pageant," Helen said. "Actually not really a pageant, it's
more of a Shirley Temple Look-A-Like. I was going to go register him
today."
"Oh, mind if I tag along?" Arial asked. "I think I want to become a
sponsor myself."
"Not at all," Helen said. "And thank you."
"What a second? I don't remember saying I'd do this? Besides, don't I
get a say in this?"
"Of course silly," Helen said. "I'm not going to get the dress without
you. Debbie honey, help him out of that dress and into something more
suitable for work. Then if you would, give him a little overview of his
sewing machine and let him practice filling bobbins and joining fabrics.
I shouldn't be gone more than an hour."
Chapter
Lickety Split
"Okay, ready for your first lessons?" Debbie asked moving a chair next
to Matt's chair.
"Do you want me to change my dress first?"
"No, I want to be able to caress all of this cuteness. Oh, and if you
get too wet just let me know, and I'll change you?"
"Actually, I'm not wetting the diaper," Matt said.
"Maybe you didn't hear me," Debbie said as Matt sat in the chair in
front of the portable sewing machine. His petticoats and skirt sat
almost level with the surface of the desk and didn't go far enough to
reach his knees.
It was something he didn't notice which Debbie did. She leaned closer
and laid her hand on his leg, but immediately slid it over so it rested
on the inside of his thigh. "What I meant to say is if you get too wet I
can take you up to your room and get you ready for another fresh diaper
in no time."
"Really?" Matt said as he suddenly understood.
"Lickety-split honey," Debbie said. As in Lick-e-ty-split"
"I think I'm wet enough now," Matt said.
"Darla, we'll be right back. I'm going to change Matt into a work
dress," Debbie said taking Matt's hand.
"Okay," Darla said from her own sewing machine. She was sewing on
something and didn't even look up.
Debbie walked Matt for his bedroom and as soon as they entered she
turned him to unbutton his dress. The mint green confection rustled in
his ears as she lifted it gently over his head and past his tight
Shirley Temple curls. Debbie's breathing had quickened.
"Are you okay?" Matt asked.
"No," Debbie whispered as she draped the dress over the chair at his
desk. She wasn't wasting time with small talk as she quickly opened the
package of wipes while pushing Matt towards the bed. "Lay back honey."
Debbie maneuvered his changing pad so it was between his baby pants and
petticoats before she folded the front part of his petticoats back over
his chest. She gathered everything so all the top layers were folded
back just to his chin which she had him hold with both hands. Debbie had
exposed his baby pants that she took a moment to finger.
"Is that you?" Matt asked. "Because that tickles."
"Sorry about that," Debbie said sliding a finger further in between the
lacy edge of his baby pants and diaper and thigh. She intended for that
finger not to tickle him and succeeded because his complaint turned into
a soft moan. She rested a finger against him feeling the warmth and
firmness while her other hand went under her own dress.
"I can do that," Matt said watching what she was doing.
"Oh, that would be wonderful," Debbie whispered as he did so. "Oh yes
Matt."
They played with each other for a few more minutes till Debbie broke it
off to remove Matt's diaper. He hated stopping but was glad the sodden
diaper and wet panties were coming off. Exposed to the coldness and not
sure what was happening he jumped instantly when he felt her hand wrap
itself around him.
"It's a wipe precious. Sorry it's not a little warmer," Debbie said
using another to clean him between his legs. He was stricken silent with
pleasure but had kept up wiggling his finger just at her threshold. She
too was getting soaked.
When her eyes met his she was grinning as she lowered her head below his
slips and skirt. At first Matt was too slow to understood till he felt
her kiss him. He jerked spasmodically but held himself in check as he
felt himself suddenly pulled wetly by her force of vacuum till he wanted
to scream. She drew him into ecstasy then released.
Matt aggressively pleasured and fondled her in and around her panties as
she drew him up and down slowly, methodically till he couldn't help
himself and arched his back and held it. He penetrated her and stopped
inside allowing the warm wetness to flow around his fingers till she
shuddered. There was intense movement by both of them and then just as
suddenly they stopped and collapsed.
"Oh my precious sweet little boy girl," Debbie whispered drawing him up
one last time even though he was completely and totally flaccid. "That
was wonderful."
"It was," Matt said as she moved to find herself between his legs. He
was being put into a fresh diaper without a soaker. She pinned it closed
and over it she added soft nearly opaque plastic panties in a pastel
pink. She had him stand then and went to the closet for what she called
a "working dress."
Debbie's idea of a working dress was a cute brushed polyester dress that
buttoned at the back with caplet sleeves that fit him nearly as well as
the ones he'd been photographed in. It was in mixture of white and soft
polyester pastel oranges with a self belt that she tied into a bow.
Debbie added a crisp white pinafore also from his closet before they
walked back down to the basement. They sat as if nothing at all had
happened, but both were grinning.
Chapter
The Machine
"Okay, here is a regular sewing needle and there on the machine is the
one that it uses. The difference is that the one you use to sew by hand
has the thread at the top while the machine has the thread at the
bottom. That's just so the machine can hold the needle and still get the
thread into the fabric," Debbie said as she turned the balance wheel
that made the needle go up and down.
"But how does it sew?"
"Here, watch. There is another thread below that gets picked up when the
needle goes through the material. See that, that silver plate thing
where the needle is going in? That's the plate, under it is a spool of
thread called a bobbin. When the needle is going up and down that bobbin
is turning and letting out thread and it's looping around the other
before the needle goes up. When the needle goes up it pulls the bottom
thread from the bobbin with it."
"Oh."
"If you put two pieces of material together and lower this foot which
holds and moves the material as you sew, it lets the machine push and
pull the needle up and down into and out of the material. Watch," Debbie
said as she fed two pieces of scarp through by hand while turning the
balance wheel that caused the needle to go up and down. Slowly the
needle went down, in, then up bringing another thread with it. while the
two pieces of material moved a little.
"Hey, that's pretty cool."
"Now I'll do it with the motor," Debbie said moving her foot to the foot
pedal. She pressed the pedal and the machine speed the fabric through
the operation much faster than it had by hand.
"Damn. I mean darn."
"You own a dollar to the jar," Darla yelled.
"Thank you Darla, I know," Matt said.
"Here, you try it," Debbie said moving so Matt could sit where she had
been. "First do it by hand using just the balance wheel again. Then use
the foot pedal. Don't forget to guild the fabric so both pieces goes
straight in."
Matt did and after a bit of trial and error discovered he could join two
pieces of scrap together. Debbie let him do that to several pieces
sewing them straight. She then had him go to the end and rotate it 90
degrees so he made a box pattern.
"That's like a pillow case or skirt," Debbie said. "Now pull it inside
out. See! With the seams inside how pretty it looks. That can be a skirt
for your dolly. Go on and practice joining scraps together and then
we'll fill your bobbins or spools of threads."
"Okay," Matt said as he grabbed two more pieces of material to join
them.
Debbie watched for about ten minutes then grabbed a piece of elastic and
showed him how to attach elastic with a zigzag stitch that she set with
the control knob. Matt made a skirt with an elastic waist for the baby
doll. Then he hemmed it at the other end. Debbie had him iron that skirt
then make several more and iron those before he went back to sewing
fabric together.
"So, ready to understand what you've learned?" Debbie asked.
"Sure," Matt answered.
"Well okay then," Debbie said. "Fix your chair so you're facing me."
Matt did.
"Now then little girl pick up your skirt and let's see how these pieces
of fabric are sewn together."
Matt picked up the edge of his skirt and discovered that it was in four
pieces, wedges he discovered. Debbie called them gores which was nothing
more than a piece of cloth that tapered so that in narrowed she said
which was perfect for making puffy skirts and petticoats. Matt's skirt
was four gores. Matt's slip was four also but his pinafore was six.
She made him pick up the slips and skirt and hold those enough so he
could pull out the waist band of his baby pants. It was just enough so
he could see the elastic of his panties. She also made him look at the
waist elastic of his leg opening She teased a little by sliding a finger
around the leg but it went in all the way so she was wiggling it. She
pushed a finger into his diaper from the top and did the same.
"See how much you can pull the baby pants out," Debbie said pulling his
baby pants with one hand while sneaking her hand into his diaper with
the other.
"I think so," Matt said trying not to close his eyes. He was hard as a
rock again.
"Hey everyone," Helen called from the top of the stairs.
"Damn," Debbie whispered.
"You owe a dollar," Matt whispered.
"I'll get it back later," Debbie said pulling her hand back from Matt's
diaper.
Chapter
Registration And A New Dress
"Where did you get that dress mama?" Darla asked as Helen came down the
stairs.
Helen was holding a new dress and slip under a soft clear plastic dress
cover. It was white with a pattern of red polka dots covering it. It had
huge puffy sleeves and wide banded red ribbons. Behind her was Arial
with a shopping bag.
"Stand Up And Cheer! Mama," Darla yelled. I've got a doll with that same
exact dress on it."
"That's right baby, our Little Bright Eyes gets to wear the same dress
as the original Little Bright Eyes did back in 1934. I loved this dress
Shirley Temple wore in that movie. It's so iconic. Wait till you see the
panties. You could get different kinds! We got the lace trimmed
bloomers. We also wrist and matching hair bow in the same ribbon that
goes around the waist," Helen said.
"Did you buy?" Debbie asked.
"We did. Cost a fortune, but Glenda, that's the hairdresser, plus Arial
and I all pitched in. In fact, we went all out, Go everything, including
the shoes, socks and the slip that goes with this one and he's
registered for the contest."
"Wait a second? You said you wouldn't get the dress without me! I
remember distinctly you saying those exact words. What happened?" Matt
asked. Besides, I've never said I'd even do this?"
"Of course you'll do this if for no other reason than to wear these
things! I mean look at this dress honey? What boy wouldn't want to wear
this dress?" Helen asked.
"Like practically every boy on the planet," Matt said smiling. He
couldn't help it. He wanted desperately to be in that outfit.
"And as far as that promise of not getting the dress without you? That
couldn't be helped. This was the last size 6/7 the woman had and there
was another mother right behind me with her daughter. If I hadn't gotten
this one she would have. I just couldn't take the chance. Now then, want
to see how it fits?"
"Yes," Matt said blushing beet read.
"Oh, and on the day of the contest we go to Glenda's salon that morning
to get your nails, face and hair done. She's going to let you dress
there."
"It's halfway down the mall from where the contest is taking place,"
Matt said.
"I know, so you'll have to do a stage walk the entire way to the envy of
every little girl and I'll bet a least a half dozen little boys till you
get there. Now come on and go try on your pretty little outfit. Do you
need to be changed," Helen asked.
Matt turned and looked at Debbie and she smiled.
"I had just changed him before I started his sewing lesson's mom,"
Debbie said trying to fight back her snickers.
Chapter
Little Bright Eyes
"Here, we can leave those baby pants on," Helen said after helping
Martin out of his dress and slip. He was down to his pink baby pants and
pin on diaper. Debbie hadn't replaced his soaker but he hadn't wet yet
as Helen picked up the satiny Bloomers that went with the Bright Eye
outfit.
Matt stepped into the panties noting that the elastic didn't show in the
bubble style long legs that he was stepping into. The legs gathered with
elastic around the opening as well and gripped his legs and puckered as
Helen pulled them up past his knees. They shimmered like his dress did.
"Are these satin?"
"Polyester satin honey. It's kind of a combination of both fabrics. Once
you start sewing more of the exotic, glossier fabrics like satin you'll
find the ones mixed with polyester a little more durable. The thing is I
like it for the luster and how it makes skirts and slips flow and move.
See, feel the bloomers and how silky they are over the baby pants. I
love that combination of silky and shiny. Very rich feeling."
"It is."
"Hold your arms up precious," Helen said as she pulled the plastic off
the slip. It was all so wonderfully noisy as Helen gathered the
petticoats to guide them over Matt's curls. The crisp newness of the
layers cascaded straight down to only just cover his red polka doted
bloomers. Matt could see the satin red ribbon bands around the bloomers
as the slips settled over him. They were just at the edge of the lace.
Matt lowered his arms into the massive soft bell of sheer and the
petticoats folded over them. His arms disappeared up to his elbow within
the layers of slip. He'd begun soiling his diaper a tiny bit when he'd
seen the dress down in the basement. It was getting a bit wetter as his
hands caressed the layer of taffeta.
"Oh, oh, I know that look! Are we going to need our diaper changed?"
"No, I'm good. So far."
"Will you make if for the dress and shoes?"
"I think so," Matt said. Not sure by the time you get the bow clipped
into my hair?"
"Plenty more diapers where that one came from."
"Thank the stars," Matt said snickering as he lifted his arms for the
dress.
Chapter
Shirley Temple Look-A-Like
"All right honey, just like we did at home that day you first tried it
on," Helen said when Glenda pulled the taffeta bib free. His hair was
done in tight curls not too unlike they had been before with the
exception that this time it was a real perm. So too his nails for the
first time. Bright gloss red to match his dress and bows and another
first now that he was in makeup.
"I can hardly walk," Matt whispered to Helen as he made his way to the
back.
"Are we forgetting that day we tried these things on?" Helen asked.
"It was the first time," Matt said. "That wasn't my fault."
"You were soaked and it wasn't from wetting," Helen whispered back in a
sarcastic snicker. "If I remember correctly you were in the middle of
your little boy episode while the dress was coming down over your head."
"I don't remember that," Matt said.
"Want me to have the girls describe that little moan you made when I
fluffed your skirts and slips. My heavens, you're eyes were still
closed," Helen said.
"Okay, I do remember that part," Matt said as he walked. Helen bent and
patted his padded bottom as he walked past. "So maybe the double diaper
is better?"
He walked back beyond the beads that separated the break room from the
salon that now served as his dressing room where Darla and Debbie waited
nervously with Arial. His attendants they said as they began moving in
to dress him. The only thing he didn't have to change was his double
diaper and soft plastic snap on baby pants although Helen had made it so
he could have if need be.
She called it his pageant diaper when she showed it to him. A step in
diaper with a soaker pad sewn into it that Darla had sewn for him. Darla
said it was her new dolly diaper for Matt when she showed it to her
mother. It was a custom fitted diaper with four layers of Birdseye
cotton. There was two layers that was sandwiching a cushiony layer of
soft crushable baby batting then another two layers of Birdseye cotton
that made it almost a half inch thick.
Inside of all those layers was a four layer soaker pad covered by a
satin like slip on pillow case. All of it fitted sweetly between Matt's
legs. When Darla snapped it closed she called it Matt's waddle diaper
and Matt understood why when he brought his legs together for his baby
pants. It wasn't so much that it was thick as much as it was sensuously
silky. It made it almost impossible to walk in.
He had completely underestimated Darla in those few days after trying on
his Shirley Temple dress because that was where his focus had been. He
was so delighted in his new dress he didn't pay much attention to what
Darla was doing only to discover she was getting things ready for her
new dolly. As it turns out Darla enjoyed her boys as dolls while Debbie
enjoyed playing with them more. Darla like being a mommy Debbie said.
"She likes to hide boys in their diapers. The thicker the better. When
she puts her hand on your diaper she doesn't want to feel anything but
your diapers," Debbie said when Matt had asked about why Darla's made
the diapers so huge.
When Matt asked about the other boys both girls remained quiet and said
they'd both dated other boys before Matt. Both in their own way but
without too much detail. When Matt asked what they meant by dating it
wasn't what Matt thought. Darla's idea of dating a boy was dressing him
like a baby and her idea of sex turned out to be mostly vibrators while
they nurse baby bottles. With Debbie she liked the boys nursing but
without the bottles.
Meanwhile Matt's first notion of all this came when Darla presented Matt
with that first "Waddle Diaper" which both Helen and Debbie seemed to
expect from Darla when Matt was snapped into it for the first time. It
was also the first time he'd been given a baby's bottle of Juice and
that too was something they expected from Darla.
Matt hadn't seen the baby bottle when he laid over the new diaper for
Darla and his eyes were closed when the inside satin of the diaper
touched him. He was savoring that sensation when the wetness of the
juice touched his lips. That brought him aware of the baby bottle or as
Darla put it his "Dolly Drink". Not wishing to upset her he accepted it
and held it on his own which required him to also nurse it since the
nip-ple of the bottle leaked into his mouth the instant it was tipped.
He might have objected, perhaps he should have but it was too many
pleasures to pick on just the one so he nurse as she diapered him.
Besides, the fullness of the new diaper more than offset the strangeness
of the baby bottle. Adding snap on baby pants to a snap on diaper was
convenient she said and there was now one of four lined in a soft pastel
pink nylon that were folded neatly in his diaper bag.
The one lone white one was for his Shirley Temple dress and he wore that
one on the morning they drove to the mall. He wore that one under his
play dress and sweater with his Shirley Temple dress and slip in a dress
bag. His white strap shoes and ruffled socks were in a bag and extra
diapers in the diaper bag that Darla carried. She was in charge of
changing Matt should he need it.
It was like a group meeting when they arrived at the beauty parlor but
Glenda was expecting them and had already reserved the far chair. Matt
was ushered into it and covered in the bright pink taffeta bib the shop
used for the girls and ladies that came in to do their hair. Glenda's
first task was a shampoo and that was done before the set and perm.
The curlers Glenda used were very small as a lady named Minnow started
working on Matt's cuticles and nails. Another lady, Sally, soaked Matt's
feet, complements of Glenda as well. Nothing was too good for her little
girl she said who's picture, win or lose, was going in her window at the
end of the day.
Tight blond curls and very bright red finger nails matched cute bright
red toes when the girls excitedly began slipping Matt's ruffled socks
over them. He used Darla's shoulder to balance himself as he stepped
into the white bloomers with the red polka dots. Both sister's did the
full slip and then Helen and Arial did the famous dress as if preparing
a bride for her wedding while they let Glenda do the honors with the
large bow.
Matt did a kind of heel to toe step in his white strap shoes but it was
more to get his thighs to slide along his bloomers than to look at his
shoes although he liked that too. Glenda had an old mirror she leaned
against a char that served, and it delighted Matt just to look at the
adorable little girl looking back.
"You ready?" Helen asked. "My little Shirley Temple look-a-like?"
"No," Matt answered.
"Walk between us," Darla said.
"That's an excellent idea," Debbie noted.
"It is a good idea," Arial added.
Matt got between his too surrogate sisters, took a hand from each as
they made their way to the front of the salon.
Chapter
Contestants
Like most malls on any given day this one was filled with several kinds
of people. Some out casually, not there to actually shop. Others intent
on one thing or another and some strictly for the entertainment. The
ones with purpose might take a moment and look at something that is
going one while the those there for the entertainment would linger.
When Matt came out of the salon those with purpose did take a moment to
look at him and smile. Other, with more time, lingered to watch him
bringing a blush that only made him cuter looking. A couple even
followed them.
Seeing a group of adorable little girls dressed as Shirley Temple caused
the curious to linger. There were others lining up that had joined
because they were family or friends of those little girls. Then there
were the watchful little girls envious of those who got to play dress
up. Finally there were those one or two boys in the crowed that tried
desperately not to show it but would give anything to be one of those
little girls. That was what Matt was walking towards when he turned
right as he came out of the salon.
"Look at that!"
"Look at what?" Debbie asked when Matt posed the question.
"All those little girls. I mean all those little girls and just one boy!
Me," Matt said.
"How do you know that?" Darla asked. "From what I'm seeing at least
three of them are boys."
"What are you talking about?" Matt asked.
"Look at them. I mean really look at them," Darla said. "I'm telling you
right now there are at least three of those so called little girls are
actually little boys only dressed as little girls."
"Which ones," Matt said looking intently at the group of Shirley Temple
girls as they approached. They all looked liked little girls. If there
was a boy among them he could not tell. Then again if there was and
Darla could tell were there others like Darla that could tell he was a
boy?
"Well first of all do you see that little boy standing next to the large
woman holding his hand? The woman wearing the yellow and white shift,"
Darla noted.
"I see her," Matt said.
"See the way she's holding his hand. His hand is balled up and she's got
a grip on it. They're not so much holding hands as it is she's forcing
him to stand there," Darla said.
"That doesn't make her or him a boy," Matt said.
"Oh, that's a boy for sure, and count four over to the right, and that's
another one. You can definitely see his boy parts under his panties. I
mean hello! Whoever dressed him didn't even try to hide him."
"I'm not seeing it," Matt said.
"That's because you don't want to see it. What about that boy with the
Adams apple near the doors. Girls don't have Adams apples. Ever!"
"Okay, now that one could be a boy," Matt said looking at the large kid
towering over the rest.
He did look like a boy dressed as a girl but it also looked like his
mother, if that was his mother, had the foresight to diaper him at
least. The other one that Darla pointed out now with the obvious bulge
did look like she might be a he under those panties.
"I'll be damned," Matt said.
"You owe a dollar," Debbie said.
"Do you think you're the only boy in America being introduced to these
things?" Darla asked.
"Honestly, I guess I did," Matt said.
"Too many cute boys like you, and two many in-charge sisters like me,"
Darla said laughing as they reached the table.
"Like us," Debbie added.
"Sorry, I mean like us," Darla amended.
Helen stepped up, gave them her name and produced the paper she got when
she signed Matt up for the contest. There was a woman already separating
the little and not so little girls to the right of the stage as the
woman sitting behind the table where Helen stood gave Helen a small pink
strip of paper with three numbers on it. It went to O47.
"It looked like a lot more girls then there is," Helen said coming over
to pin the number on Matt's dress right at the very edge of his hem.
There were five judges sitting behind a long table, each with
clipboards. They had been seated as the woman organizing the little
girls or boys as girls lined him up by their numbers.
"Remember what we practiced," Debbie said pulling Matt's arms out a
little.
Matt bent his wrist slightly keeping his arms the same angle as his
skirt. He forced his arms to bend a little at the elbows so they
appeared to look more girlish with his hands looking a little more
feminine.
"Where did you learn to do that?" Helen asked smiling at the pose.
"Debbie," Matt said blushing. "We've been practicing."
Matt didn't tell Helen all of it but after everyone had gone to bed
Debbie had come into Matt's room and sat on Matt's bed, put him into his
full slip and every time he did his practice moves they way she wanted
he was rewarded with a little fondling. It got so he'd do a perfect
curtsey, or master a cute girlish walk then step quickly over to Debbie
for her few minutes reward.
"First five contestants please," the announcer said over the speaker.
Nine groups went on stage with Matt in the last group of seven. As it
happens he was standing next to the tall boy or girl with the Adams
apple. Ironically, Matt heard the child's mother issue a warning to do
as she had taught.
"I'm warning you, you're a girl, act like it," the woman had whispered
as the boy/girl walked up the steps ahead of Matt.
Each group went up and stood about two feet apart, turned to the right,
then with their back to the judges, then to the right again, then right
once more so they were facing the judges. Like the other groups they
were walked off single file.
There was a new list produced and ten contestants left with a ten minute
break to allow for the contestants that didn't make it time to leave.
Several were crying. Matt wasn't sure if he was happy or not when he
made the top ten winners, but Helen, Arial, Glenda and the girls clearly
were.
Of those ten it came down to Matt, Brenda and a girl named Susan. There
was another ten minute break. After the break Susan was announced the
third runner up which blew Matt away making the contest between him and
Brenda. In the end he was announced the second runner up making Brenda
the clear winner.
Matt was speechless standing next to Susan there holding a small bundle
of red roses wearing a white satin sash that announced his title as
second runner up. He had a certificate. He was looking at Helen and the
others when he felt his stomach flip.
Just behind and left of Helen, Arial, Glenda and the girls was Rose
Bickford, his old Foster Mom and next to her Janet Manfred, his Foster
Sister. It was also very clear by the looks on their faces that they
recognized him. If that wasn't obvious as soon Matt's eyes made contact
with Janet she gave him a little wink and raised her hand to give him a
shirt little wave.
"Jesus," Matt whispered.
Chapter
Matt and Matilda
"Hey, honey? What's wrong? Are you alright?" Helen asked as Matt's face
suddenly blanched. She had seen that same look only once before and it
was on that night when he broke in. It was when she pulled the diaper
out of the box intending for him to wear it. "What is it?"
"Those two coming this way? That woman and girl? The woman is Rose
Bickford, my foster mom. I mean she was, and that girl with her is
Janet! Janet Manfred, one of my foster sister's when I was still in
foster care," Matt said. "And it's pretty obvious they've recognized
me."
"Honey, that's impossible," Helen said. "Seriously, if I didn't know you
I wouldn't know it was you under that makeup and those curls."
"It's not my first time Helen," Matt said not looking at her.
"What?"
"Long story but I think it's about to come out anyway," Matt said
whispering. "I'm sorry."
"Hello Matilda," the girl said leading the woman by a foot or so as they
reached Matt and Helen.
"What are you guys doing in this neck of the woods," Matt said not
trying to deny who he was. He knew he was caught dead to rights and
there was no way around it.
"Dangles had a sale on earrings and while we were here we heard about
the Shirley Temple Look-A-Like Contest and thought we'd check it out and
you could have knocked me over with a father when I saw you on that
stage," Janet said. "So you're still stealing girl's clothes I see."
"I didn't steal anything," Matt said defensively.
"He's modeling these things for me," Helen said taking a step to stand
between Rose and Janet who had moved in a little too close. "And you
guys are?"
"Who are you?" Rose asked standing about a half foot shorter than Helen.
"Matt works for me," Helen said.
"Well, he used to live with us and he had a terrible habit of taking
clothes from the girls that also lived with us. Including their makeup,
which I discovered one night when the police brought him home," Rose
said.
"Really?"
"Really. That was right after they caught him breaking into the house
not too far from where we live. Made a pretty convincing girl. They
didn't even know he was a boy till I told them. Had I not convinced the
woman that owned the house not to press charges he'd of spent the night
in Juvenile hall in his little dress and panties. Or rather in Susan's
little dress and Tina's panties," Rose said looking between Matt and
Helen.
"So do these people know you're a boy?" Janet asked.
"Doesn't matter," Matt said.
"Really?" Janet said sounding skeptical. "Bet it does?"
"Why would you do that? I never hurt you," Matt said.
"What! You've never hurt me? Seriously? So what happened to your
promise? Tell me that! Tell me where you've been? What happened to you
after you left? You promised you'd come back when you settled, but you
never came back? You just took off and that was that. Nothing?"
"Because I never settled," Matt said.
"What's that supposed to mean?" Janet asked.
"I ended up in the streets. Couldn't find work. No one would hire me. I
nearly starved to death. Janet I was almost frozen when Helen here took
me in," Matt said. "Well, she didn't actually take me in. Truth is I
broke into her house."
"He broke into your house?" Rose asked.
"He'd telling you the truth. That's how we met," Helen said.
"Why didn't you come back home? I would have helped," Rose asked.
"Too ashamed," Matt said. "Are you still at the house Janet?"
"I am. When I aged out Rose hired me back through the state to help with
the little ones. Got me licensed and everything. She even finished the
addition and we've added four more kids. A church put in a really cute
playground for the little ones. So is this your new job? You being a
girl and doing pageants? I loved they way you walked on."
"No, it's not my job! Can we go somewhere and sit? I need to change,"
Matt said.
"Are you wet?" Debbie asked.
"Wet? Did she just ask you if you're wet? Are you wearing diapers?"
Janet asked.
"I knew about the dresses? I knew you sometimes took a dress or slip and
panties at times but I didn't know about the baby stuff? We're you
taking babies diapers as well?" Rose asked.
"No, I'm not wet, and no I wasn't taking diapers Rose. These diapers are
a precaution. Jesus! Will everyone chill! I want to change into
something a little less frilly okay," Matt said.
"But you are wearing diapers?" Janet asked.
"Yes okay," Matt said. "You happy?"
"You know Matt, I think I am," Janet whispered.
"I made them for him," Darla said. "I'm Darla. That's my sister Debbie.
He's learning to sew. so he doesn't have to just wear our dresses."
"Hi Darla. Debbie! You said he's wearing your dresses? Aren't your
dresses a little big for him Darla?" Janet asked.
"He's wearing the dresses we wore when we were five and six. You know,
when we were in kindergarten," Darla said.
"So, he's wearing diapers and he likes dressing up as a five year old?"
Janet asked. "So they know about Marge's place then?"
"Who is Marge?" Helen asked.
"That's where he first started wearing diapers and dressing like a five
year old," Janet said.
"What?" Helen said looking shocked.
"Can we go some place private? Helen, I can explain all of this if
you'll give me a chance! I mean can we please at least find somewhere to
sit and maybe let me go back to the salon and change," Matt said.
"I'd really like to hear about this Marge," Helen said.
"Me too," Debbie added.
"So would I," Darla nodded.
"But he's right. Maybe we should move out of traffic here, and how about
introductions first," Helen said taking Rose's hand. "I'm Helen."
There was a flurry of exchanges between Glenda, Arial, Rose, Janet,
Darla and Debbie that included hand swaps as Matt stood there with his
arms crossed over his satiny chest pouting like a petulant little girl.
They decided on Denny's for lunch which was going to be on Glenda who
had dropped her photo chip off at the photo store to get the images put
onto a sheet for when they came back. She wanted Matt's pictures or at
least one picture in a frame for her window that very day.
Matt had asked Helen if she'd take some of his winnings and get a pair
of pants and shirt while he went to the back of the salon to change with
Debbie's help. Debbie only he insisted to Janet's sadness. Janet had
desperately wanted to see his diaper.
Debbie and Matt went though the beads and Matt held his dress and slips
up so Debbie could unsnap his baby pants and waddle diaper. The waddle
diaper was replaced with a regular disposable without baby pants. Just
as he was letting his slips and dress down from being changed Helen
returned.
Those pants Helen had promised to get were not exactly "pants". At least
not in Matt's mind because they were overalls meant for someone about
five and clearly someone that liked pink. But then again he didn't have
a change of shoes and he still had a head full of curled hair.
Besides, everyone agreed that the knitted little teddy bear peeking out
from the pocket was adorable. It came with a matching tee shirt and he
wore new plain white socks with his white strapped shoes. Even in his
girlish pants he was adorable and that came from Janet with agreement
from Darla and Debbie.
Chapter
welcome to Denny's
"Hi, welcome to Denny's. Eight? Would you guys mind sitting in our
private dining area? It holds fifteen? I can put you there or out here
after I put some tables together?"
"Your private dining would be perfect," Helen said.
Menu's were handed out and everyone settled but the funny part was the
waitress that seated them asked if Matt would like the high chair
without the tray. It would raise him up a little bit higher. There were
a couple of snickers that the waitress didn't hear that Matt did. He was
beyond the humiliation of sitting on the wooden chair at the end of the
table and even let Helen lift him into it.
"So please tell me about Marge," Helen asked.
"Me or you Mama Rose?" Janet asked.
"Allow me," Rose said.
Matt dropped his head and folded his hands. This was not going to go
well. He remember the storm, that much for sure. He'd run away again.
He'd gotten about four blocks when it hit and it hit with a vengeance.
First the winds and a little bit of rain, then rain that felt like
razors which turned out to be small bits of ice.
He ran for a porch, falling, then sitting and scooting back his elbow
hit the dog door. It was one of those rubber doors that small dogs can
push on to go in and out of a house. Matt tested it and it lifted
easily. He called out for the dog, nothing. He yelled "hello" and no one
answered. There were no lights on in any of the windows and he was
starting to shiver.
Matt turned to lay on his stomach and pushed through the small door. He
got his head in, paused to listen for a moment then pushed in more. When
his shoulders came through he moved right, then left and when he moved
left he heard a click and a hiss and then felt a painful prick on his
arm between the elbow and shoulder. Next thing he remembered was laying
in a baby's crib.
The waitress took their orders as Rose looked at Matt smiling.
Chapter
Mommy Rose
"Matt had run away, again. He was always running away back then. Trouble
was he was so tiny. People thought he was a child but he was nearly
sixteen so when they talked about adopting him they'd soon discover he
was too old and move on. He'd get angry and take off. On this particular
night he ran away right after a couple had backed out after discovering
he was too old.
Normally I would wait a couple of hours and he's come back. This time he
didn't and a really bad storm had hit. Rain and sleet bringing the
temperature down dangerously. I worried because he'd taken off without a
jacket. Of course I called the police when the storm hit. I didn't know
it at the time but he'd pushed his way into a house through a doggy
door."
"Boy does that sound familiar," Helen said looking at Debbie and Darla.
"He got into our house through a basement window."
"Got it. Well, in this case it was a doggy door and the damn thing was
rigged by a pest control company to catch what they thought was raccoon
that was coming in and eating the dogs food. Anyway, this pest control
guy, Harry Bunkums, rigs the door with some kind of dart gun filled with
animal tranquilizer called Ketamine.
"I guess this Ketamine works really good for putting small animals to
sleep and great for small humans as well. Especially humans as small as
Matt. It's some sort of schedule III controlled substance but legal for
animals so this guy Harry can use it and he had a permit. Anyway, Matt
got a dose of it when he triggered the gun coming into the house. Marge
was suppose to put an open cage in front or shut it off and didn't do
either so Matt got shot.
"Meanwhile he's got a dose of this Ketamine in him and he's out like a
light when Marge comes home. Marge finds him ice cold and half in and
half out of the doggy door thinking it's Matt that's been breaking into
her house all this time and not a raccoon. She calls her sister Monica
who comes over immediately and they both drag him inside and get him
into a warm bath. Neither of them call 911 because he seems out but okay
and Marge wants revenge."
"Boy does that sound familiar," Matt said looking at Helen.
"Well, it worked out didn't it," Helen asked.
"More or less," Matt said.
"Similar story?" Rose asked.
"Pretty damn close," Helen said.
"So Marge and Monica got him in a tub and they're going through his
wallet and find his foster care ID which to their shock also gives his
age. Discovering he's sixteen not only angers them a bit more, but
surprises them as well. So while Monica is reading the warning label on
the Ketamine Marge had him on a large towel on the guest bed drying him
off.
"Monica is reading a list of symptoms that include impaired motor
functioning with loss of coordination and sure enough Matt while trying
to move starts floundering like an infant. Later Marge tells me that's
what gave her the idea of dressing him like a baby. That and his size.
Ten minutes later when Monica returns from the pharmacy Matt's wearing a
size six disposable diaper and ruffled panties from one of her companion
dolls.
"Turns out Marge is also an avid collector of Companion dolls or those
large dolls popular in the 1950s and 60s. Those were dolls that were
anywhere from 32 inches to 38 inches tall which was damn near Matt's
size. Bottom line is Matt's laying in a disposable diaper on a bed in a
room full of clothes that are almost his size. Needless to say, Matt's
in a little pink pair of ruffled panties under a slip and dress to
match, getting a bonnet tied under his neck. I get a call about an hour
later.
"I let the police know that he's okay so they can call off their search
and head over to Marge's place for tea and I find him in his little pink
dress and slip too short to cover his ruffled panties in his second
disposable diaper getting fed from a baby's bottle in Monica's arms.
Janet and I have tea with Marge in their living room while Matt
struggles desperately to avoid that baby bottle nip-ple waiting for the
drug to wear off. Marge gives me a pink coat and I promise to return
everything the next day.
"We meet Harry Bunkums who is at the door when we were leaving. I guess
he gets an alarm when his traps go off. He thinks the little girl I'm
holding is cute as Marge lets him in. I find out later, and this from
Marge, that it was a raccoon that was coming in and taking Fluffies food
from her doggie dish. They had finally got her back out of the kennel
when they trapped the raccoon."
"Pictures?" Helen asked.
"Tons," Rose said. "He made an adorable looking baby back then. Marge
and her sister took several rolls. I'll have to bring them by for tea
one day."
Breakfast came and they started eating. It was pretty obvious that Matt
was their focus and with Janet now driving she was definitely going to
start coming by the house to visit more. Rose was only taking in girls
now which made it easier and not having to separate the kids by gender
gave them a little more room.
As they ate Rose explained how they came to put Matt into the pageant
contest and what he was doing now. Rose and Janet were flabbergasted,
but happy at how things had turned out over the past couple of weeks and
Janet forgave him. She understood now.
Matt's first sewing assignments were going to be clothes for the little
ones that didn't have anything new. That's when he volunteered his
winnings to go shopping for them. Some had nothing. There was a lot of
laughter over Matt's adventures considering that they seemed to end up
with him in diapers and dresses.
Then Rose tapped her glass as the waitress started clearing dishes and
pouring coffee. She was a little shocked when Matt asked for a cup.
"It's Helen's turn to share their story," Rose said. Janet nodded in
agreement.
"Well, for us it started one night when our alarm by the basement door
started beeping..."
Hugs.
In 72 pages and 26,550 words