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From: Dedra Post <dedra1522@yahoo.com>
Newsgroups: uw.alt.sex.stories
Subject: My first dress
Date: Fri, 10 Nov 2006 20:04:09 -0800
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===================
Hello,
Here is my short story about how I started dressing, I would love your
input. If your are interested in others that I have written and are way
to large to post here write to for details to get your copy.
Thank you all.
Always.
Dedra Post
My first dress
By
Dedra Post
This is one of my short stories about my life as a cross dresser.
Chapter One
The beginning
I had just turned 8 when Linda came to work for us as a live-in
sitter/housekeeper, mom had put a advertisement in the
help wanted section, Linda was the only one that would work
for the salary mom could afford. She had just moved away
from home in Washington state.
She had lived with her father and four brothers and had
the home maker for them since her mother died when she was
fourteen. She hated them, her father worked in the lumber
yard and was drunk most of the time, her two older brothers
were no help to her around the house.
The two younger brothers were a pain in the ass, and constantly
messing up the house which she was to take care of. She was
a war with them all, so as soon as she turned eighteen she
left home never to look back and to never let a male have control
of her again.
Mom had divorced my Dad a few mouths earlier and mom and
I had moved into my grandmother's apartment building.
My mom was the Manager of the building because my grandmother
traveled a lot on business, my job was to keep the parking
lot swept up, take the trash cans to the curb and keep the
laundry room clean.
Linda had been working for mom little over a week, when
mom asked her if she wanted to make extra money clean out
an apartment unit that the family had skipped out owning
rent. The mother and daughter left almost everything they
owned behind.
Linda had finished cleaning the unit, and had kept all
the clothes in large trash bags. I had finished cleaning
the laundry room and was thirsty, I went into our apartment
were Linda was going though the bags, sorting them. I asked
her, "can I get a soda" she snapped at me "get your soda and
go to your room" not knowing what I had done.
I did as I was told, not seeing that side of Linda before,
she had never raised her voice at me before. I laid down on
my bed trying to think what I may have done to make her snap
at me. A few minutes had passed when Linda yelling from the
living room "take off your clothes and get ready for your
bath.
Linda was only 5 foot and was about 160 pounds but was very
strong in her arms and hands. Her grip was like a vice and
she was strong enough to pick me up and throw me across the
room if she wanted to. I on the other hand was 4' 9" about 100
pounds if that, I have a thin build and not much muscle.
I normally took my bath in the evening after dinner, but
I was hot from the work outside and did as I was told. I was
down to my under wear when Linda came into my room, she had
a angry look on her face and was carrying some of the clothes
from the trash bags and threw them on the bed.
She said, "I told you to get ready for your bath" I replied,
"I am" she grabbed me by the arm and sat down pulling across
her lap holding me down and began to spank me saying "from
now on your will do as I say, when I say, and you will not tell
anyone what happens when we are alone. As she spanked me
as hard as she could I was screaming for her to stop.
I had never been spanked by my mother or father like this,
the most I received from them was a swat on the butt, that
was all it took for me to behave. She spanked me until at one
point I passed out and came too, the whole time she continue
spanking. I was crying so hard I wasn't making a sound. It
was hard for me to catch my breath, each blow sent me jerking
forward.
All the time she yelled, "you will do as I say, when I say,
and you will not tell anyone what happens when we are alone"
over and over again she yelled it at me. After what seemed
like a hour or more she stopped, grabbing me by the hair and
jerking my head up to make eye contact.
She asked me, "do you understand me? I was crying so hard
all I could do was shake my head yes. She said, "I did not hear
you and hit me a few more times, I screamed out, "yes I understand
you" she was still hitting me, I begged her to stop saying,
"I will do anything you say, please stop" after I said that
she stopped and helped me up to my feet.
I stood there with my underwear down around my ankles,
right in front of her, she had both of my wrists in her vice
like hands looking me in the eyes, I couldn't look her in
the face my head hung down and still crying, tears running
down my face. She asked, "do you understand what I am telling
you"? I said in a low shaking voice, "Yes, I understand"
How take your underwear off and follow me, it is time for
your bath, as I removed my underwear, as Linda was started
the bath water, the steam came up from the tub as I entered
the bathroom. The water had a sweet smell of roses and was
of bubbles, Linda ordered me into the tub.
The water was so hot that it made my toes turned pink "the
water is so hot" I complained, she told me to get in and stop
complaining. I slowly lower my body into the tub until I
was covered with bubbles, "now doesn't that feel nice"
Linda asked in a smug voice. I had admit that it did feel good
all thou I did not tell her that.
After sitting there for a few minutes, she retrieved a
razor and lady shaving from the under the sink, and told
me to lift my leg and place over the side of the tub. I did as
I was told not sure what she was up to, she rub shaving cream
all over my leg and began to shave it, starting at my ankles
and working her way up to where the tub water covered the
rest of the thigh and started doing the other leg.
She stopped and handed me the razor, And told me to shave
the rest of my body like she showed me, I took the razor and
finished the other leg. She had me shave my crotch, and under
my arms, my chest, and down the crack of my ass.
I was to shave myself every other day, she would see that
I did this on a daily basis and if I missed a spot it would mean
trouble for me. After I finished shaving, she handed me
a pot scrubber and told me to scrub every inch of my body,
she wanted my skin a nice pink color.
I scrubbed my body like I was scrubbing a pot or pan, until
my skin was a pink color all over even my feet and toes. She
told to stand up so she see what kind of job I did shaving and
scrubbing my body, "not bad, now wash your hair and use conditioner
so that your hair is nice and soft.
I dried myself off with a large towel that Linda had hung
the back of the door, she told me to come back to my room. I
rapped the towel around my waist and joined her, she said,
"that's not the way to wrap a towel around you" taking the
towel she wrapped it up under my arms and tucked it in in the
front. "That's better, you must start acting like a young
lady.
I was stunned at her statement, and was going to say, I am
not a young lady, but thought I had better not say anything
or she might go off on me again. So I just kept my mouth shut.
She said, "from now on when we are alone just you and I, your
name is Dedra and you will dress, act, and talk like a young
lady.
"You will not tell anyone about this or I will kill you and
your mom and make it look like someone else did it, do you
understand me" I looked into her eyes and saw a deadly stair
that was as dead as I would be if I did not do what she said.
I shook my yes, but that was not good enough, "answer me"
she said, "yes" I said in a pitiful voice.
She said, " that as soon as your mom leaves for work (7:00am)
I was to take me bath and shave once a week, wash my hair and
put on the outfit that she will lay out for me. In the evening
before your mom comes home at (7:30pm) you will change at
7:00 back into your other clothes leaving your girls underwear
on underneath.
I am going to teach you everything you will need to know
to be a young lady, and when you make a mistake or do something
wrong you will be punished. It was like a might mare that
I would surely wake up from soon, but it was real and I was
scared to death.
I stood there looking down at the floor, when the door bell
rang, Linda told me to stay here, while she sees who at the
door. I was like a statue made of marble not moving looking
down at the floor, only when I heard Linda in her room did
I look up and though the connecting bathroom , I saw her reading
a letter.
After she had read it , she ripped it up into small pieces
throwing it away, she said in a low stern voice "that bastard
can't hurt anyone again my he roast in hell. She stood there
looking out the window, and then gave a little smile turning
towards me, I looked back down at the floor as she came back
into my room.
"Now Dedra" she started off saying, I would come to like
being called that, but for now it scared me to death when
I heard it. "I am going to help you get dressed and I want you
to pay attention to every detail, I want you to learn everything
there is to know about being a young lady".
She continued, "Everyday you will learn something new,
I expect you to improve each and every day, if you do not do
what I tell you to do or are not trying hard enough, the punishment
that you received earlier will be nothing like what will
happen if you do not mind me.
Chapter two
Linda looked at me, taking her hand raising my head so to
make eye contacted, as they did I tried to look away, but
she said, "look at me" as I did her eyes looked deep into mine,
it made me nervous and I started to shake uncontrollably.
She took me into to her arms and held me tight.
I did not like that, the only one in my family that did that
was my grandmother and I like that but only from her no on
else. My mom never hugged nether did my dad, and I wasn't
used to someone hugging me.
Linda whispered in my ear, "it is going to be all right,
and we are going to have fun dressing you up in pretty things
and you will come to like it I know you will" her words were
no comfort to me, I just stood there arms to my side like a
rag doll that she could play with.
Still shaking with tears running down my face, she released
me and stood up, turning towards the bed and eyeing the clothing
laid across it. She started to go though the pile of panties
and picked out a pair of white lace with ruffles across the
rear, but changed her mind, tossing then aside.
She took another pair out of the pile and held them up, "these
are the ones. I was looking for" she said to herself, but
loud enough. I was starting to cry all over again, as she
bent down and held them open for me to put on, I was so scared
that I could not keep my balance trying to steady myself
one foot.
She told me to hold on to her shoulder for balance, but I
did not want to touch her. So I reached for the chair that
was near by and held on to it, I put one foot then the other
in the panties as Linda slowly raise them up to my waist line,
then taking a step back she looked at the small bulge in my
panties.
She scathed her head and was thinking about what to do with
my small boy hood, after a minute or so she told me to stay
put she will be right back, and left the room. When she returned
she had a pink ribbon in her hand, she bend down to her knees
and pulled my panties down half way to my knees.
She took hold of the ribbon and folded it half taking the
folded end and started to wrap it around the base of my little
dick. Around and around she wrapped it until the head was
the only thing left showing, tying the two ends together,
she took the rest of the ribbon ends and tucked them between
my legs, forcing my legs apart.
As I did her hand touched the head of my penis, it sent a shiver
up my spine, she reached around and pulled them tight up
and back forcing my penis to disappear. After she was sure
that it could not be seen, she took one end in each hand and
crossing them, she wrapped them under the cheeks and pulled
them tighter, making my ass full and wide like a young girls.
She tied it off under my belly button, it a small bow. She
sat back on her knees and looked at her handy work. She said,
"now that is much better, now is in it" not sure if she was
wanting me to answer her, I said nothing, she pulled the
girls panties back up and said, "you look like a real girl,
you even have a small slit showing like you have a virgins.
I started to cry, the tears running down my face, this time
I did not try to hide it.
I just cried out loud as she reached for a girls bra, that
matched the panties. She showed me how to put it on upside
down and inside out hooking it in front and turning it around.
Still crying and now shaking as she pulled up the straps.
I wanted to run away, but dressed in this where would I go,
I could not do anything to stop what was happening to me.
Linda stopped after the bra was in place and adjusted correctly,
and sat down on the bed in front me, she looked me deep into
my eyes, I turned away from her stair.
She took me gently by my chin and turned my head back to face
her staring eyes.
She did not say a word for the longest time just looked into
my eyes, I was doing my best not to look at her, when she broke
the long silence and said, "there is nothing to be ashamed
of you are a girl and you need to start to dress and acted like
one"
If she was trying to comfort me, it was not working nor was
it making me calm down. She told me to stop crying or I will
be punished, like I was earlier, that put a quick end to any
sound coming out of me. I was still crying but not making
a sound, but the tears gave me away.
She did not say anything about it, or act like she didn't
cared. She picked up two form rubber falsies, that were
in the pile of clothes. She said. "these will give you a head
start on be coming a girl, as she placed them under the cups
of the bra. I watched as she had told me to, but was discussed
at the change that was happing to me.
She took a step back to check out how I looked so far, "very
pretty" she said, with a sly smile. I was wear white panties
with little pink dots and a matching bra, that was a 32 A juniors.
I had a shape of a preteen girl, 12 or a little older. After
approving what was done so far, she rummaged through the
pile and pulled out a pair of nude panties hose.
With a smile, she told me to sit down on the chair, she said,
"now watch me very closely. I want you to learn how to put
panties or stockings on without putting a tear or run in
them" I watched closely as she rolled one leg of the panties
hose up. She told me to point my toes as she placed the seam
of the hose across the tip of my toes.
She carefully unrolled the leg until it was just under
my knee, she told me to do the other leg like she had showed
me. I made sure I did exactly like she did the other leg, .
After I had got it up to where the panty part was even, she
showed me how to pull it the rest of the way up. As I was pulling
them up the feeling of the panties hose and my freshly shaved
legs felt so wonderful and silky smooth.
She picked out a pair of little girls lace ankles socks
and put them on me. Then she said, " now for your shoes" she
had several picked out sitting next to the bed. I did not
say anything but they all were high heels and was unsure
that I could walk in them. She picked out a pair of white sandals
with ankles straps that had at least a three inch heel. She
had in sit down as she showed me how to put then on.
She then had me take hold of her arms and stand up, as I did
I almost fell when I was standing up strait. It was hard to
balance on the high heels. She held my hands as we walked
around the room. After three or four times around she suddenly
let go and I was on my own. Surprisingly I was doing pretty
good until I caught my heel on a torn part of the carpet.
I fell on to my knees, I was afraid that I had tore my panties
hose and Linda would punish me, but luckily I didn't. she
told me to get up. As I did I had a hard time doing so, she did
not help me, saying you have to learn to do things by yourself.
After I had gotten to my feet, she told me that I have to watch
where I am walking and where I place my shoe to make sure things
like this don't happen again.
I walked around the room a few more times, when Linda stopped
me and said, " we got to finish getting you dressed. She had
hung a dress on the back of the door that I hadn't seen. She
said, "This is Dedras first dress" holding it up. I was so
embarrass that I started to cry again.
She stopped and hung the dress back up, saying I almost
forgot, she started picking though the pile again and pulled
out a pair of white sissy lace bloomers, the butt was covered
with rows of lace and around the trim. The kind a baby or very
young girl would wear.
The tears were running down my face, after seeing the dress
I knew that the bloomers would be visible with the dress
on. She held the bloomers so I could put my shoes though the
legs openings without tearing them. I put my hand on her
shoulder to balance myself.
After she had pulled them up, she had me turn around so she
could se how they looked, making the comment very pretty.
I was still crying and could not stop, shaking from head
to toe. She took down the dress and took it off the hanger.
She unzipped it and had me raise my arms.
The dress was a white little girls dress, it was covered
with lace very short and had a petticoat liner, which made
the him of the dress flare out, puffy lace sleeves and a big
lace tie that tied in the back. As she slid the dress over
my head it seemed to tight for me, but after it was all the
down it wasn't as tight as I had thought.
She zipped it up and tied a big bow in the back making my falsies
stand out, giving me more of a girly shape. The bottom of
the dress was so short that my lace panties were showing
almost up to the waist band. Linda went back to the pile looking
for something, that when she couldn't find it, it mad she
agree.
She was muttering something like, I know they were here,
after looking for over five minutes or so, she stopped looking
for what ever it was and told me to stay here, that she would
be right back. She returned shortly with a pair of white
gloves, like kind girls wear to church on Sunday.
She started to put them on me, and stopped saying that I
need to polish my nails but that it was to late for that because
I had my shoes and hose on already. We will do that tomorrow.
That started me crying again, the thought of having to do
this all over again was more then I could take.
I finally broke my silence, I asked her, "I have to dress
up like a girl again tomorrow"? her reply sent me into a pure
state shock, She said, " you will dress like a girl everyday
that we are alone and your mom is at work" I did not say a word
the rest of the day.
It was like I was in a night mare and I could not wake up, I
was crying and shake all over. She put the gloves on and told
me that I needed a little makeup, she left and returned with
a large makeup box. As she rummaged though it picking out
items, I just sat there looking at her.
There was a serious look to her face that scared me. It was
a look that said I am not messing around, I mean what I say
and I will do anything to you that I want, when I want. I was
crying with the tears streaming down my face, and my hands
were shaking so bad, I tried to take a drink of my soda that
I could not hold it to my mouth.
She started to apply a light pink blush to my cheeks, saying
you need a little color to your face. Then a little white
eye shadow just below the brow line, a light coat of brown
mascara and a light pink lip stick. She looked over her makeup
job, saying that's better.
How for the final touch, she said to herself taking a blonde
wig off a foam head that she had hidden behind some things
on my dresser. It was a little longer then shoulder length,
had small tight curls, and long bangs that were curled upwards
away from the eyes.
She stood up and took a step back, then told me to turn around
slowly. As I did I could feel her staring at me. Very, very
pretty young lady you are Dedra she said as I turned around
for her enjoyment. You into to you mothers room and take
a look at Dedra for your self she said.
I slowly walked into my moms room where she had mirrored
closet doors, so I could see myself fully from head to toe.
I closed my eyes afraid to see what I looked like. I turned
toward the mirror and slowly opened my eyes.
I did not recognize the girl standing in the mirror in front
of me, I felt the tears start building up inside of me as I
slowly turned around staring at the mirror. I was looking
at a preteen age girl, dressed like the girls I had seen at
church, expect for the very short dress that showed almost
my entire ass. That part looked like a little girl around
three or four with the lace panties.
I was crying and my mind was racing, thing that I was going
to have to dress like this every day that my mom was gone to
work, or when Linda and I were by are alone. Linda came into
the room, and asked me what I thought about how I looked,
I just looked up at her for a second and ran out of the room.
I ran into my room and fell down on the bed crying and screaming,
"I don't want to be a girl. Well that was my first dress, after
that day I learned everything there was to learn about dressing,
acting, walking, talking like a girl. I had to read teen
girl and women's magazines and was quizzed about the stores.
This went on for over two and a half years.
Until Linda met a Marine at a Thanksgiving dinner one year,
after they got married she disappeared, never to be heard
from again. She did leave me clothes she had bought me and
a daily journal that she had kept during the time she was
working for my mom. It was a very detailed account of my life
as Dedra.
I did not know why she left it for me, but I kept it until I
was seventeen or eighteen. I must have read it a thousand
times, keeping it hidden away, not showing it to anyone.
The End