The Dressmaker
- 3 years ago
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Another "My First Dress" Story free porn video
ANOTHER "MY FIRST DRESS" STORY
BY
JANICE
I was about ten years old when I wore my first dress. My sister, Alice,
who is one year older than me, was away at Girl Scout camp, it was
raining and I was bored. My mother was in the basement doing laundry. I
went into my sister's room to see if she had something to play with,
maybe I could find a coloring book or something. I could not find
anything and as I turned to leave I saw her closet door was opened.
I walked over and looked in at all her dresses which she never wore, she
was such a tomboy. I saw that many of her dresses still had the tags on
them. "Why does she not want to wear them?" I thought to myself. "They
are all so pretty. If I was a girl I would wear them all the time."
I took one off the pole and held it in front of me as I had seen girls
do when shopping with my mother. I wondered how I would look in it.
"What are you doing?" I heard my mother say from behind me.
"Nothing," I said and hung the dress back on the rod. "Why doesn't Alice
ever wear dresses? All the girls I know were them and these are so
pretty. I think it is dumb to have such pretty clothes and not wear
them. If I was her I would wear them all the time," I said.
Mom looked at me and at the closet. "Why were you holding that blue
dress up?" she asked.
"I wanted to see how it would look on me."
"How did it look?"
"OK, I guess. It is hard to tell just holding it against me like that.
Can I have a drink of milk?" I asked and started walking away. Mom
grabbed my arm and looked at me.
"Would you like to see how you would look in this dress?" she asked
taking the dress out of the closet.
Now I had never given it any real thought. I was just sort of playing
but when she asked I thought it might be nice. "Do you mean it?"
"I sure do. It would be nice to see someone wearing it, it is an
expensive dress, and so pretty. Do you really want to try it on?"
"OK," I said. I think I really did now that she asked me.
She told me to take off my clothes while she went to Alice's dresser and
took some things out of her drawers. The dress was hanging on the door
and I could hardly take my eyes off it.
Well, mom helped me into the panties which felt a lot different than my
own and I noticed that there was no slit in them. I asked mom why and
she told me that girls sit down to pee so there was no need for a slit.
Then she gave me what she called a cami which went on like a tee shirt.
Then she showed me how to put on tights. No wonder it takes a girl so
long to get dressed, they have so many things to put on. Then came the
dress.
Mom put it on over my head and smoothed it down my body and buttoned the
buttons in the back. It felt so nice on me. I actually could,
well...feel it, is the best way I can describe it. When I walked I could
feel the bottom rubbing on my legs, funny but nice.
Mom made me sit on the bed while she put the shoes on. Finally I got to
see what I looked like in the mirror. I was pretty.
I looked just like a girl. I wondered even more why Alice did not wear
dresses if they made you feel this nice and look so pretty. I spent a
few minutes in front of the mirror twisting and turning to see how I
looked from all sides.
Mom said I was pretty as she brushed my hair and used spray to make it
look like a girl's hair. I couldn't take my eyes off myself.
Mom asked if I would like to keep the dress on for awhile. "I sure do. I
never want to take it off," I answered.
"OK. Come on and let's get something to eat."
We went to the kitchen for a sandwich and milk. Mom made me put on a
towel so that I didn't spill something on my dress.
I kept it on for a few hours and the only thing I didn't like was that I
had to be careful not to get "my" dress dirty. Mom kept warning me, "Be
careful of 'your' dress."
About all I could do without being warned was to sit and watch TV.
It was getting near supper time. Mom asked if I wanted to go to
McBurgers for supper. Well, I knew I had to take my dress off sooner or
later so I said yes.
"Well, you can't go out dressed like that. Come; let's get you into
something a bit less fancy."
We went to Alice's room where mom helped me out of my dress, I was
thinking of it as MY dress. Mom told me to hang it back in the closet as
soon as I stepped out of it. I felt so sad now that I no longer had it
on but at least I had the fun of wearing it for a few hours. I was still
in everything else. Mom put small pile on the bed and told me to get
dressed so we can go to eat.
I reminded her I still had the panties and cami on.
"I know. Now put these on," she said and pointed to the pile on the bed.
I picked it up and saw a skirt and top. I looked at mom and she looked
back at me and smiled.
It was easier just putting on a skirt and top. They too felt so nice and
I looked nice but not as pretty as I did in the dress.
Mom changed while I waited in Alice's room because her room was the one
with the full mirror which I was suddenly infatuated with, or rather the
image in it.
The skirt and top felt so much different that the dress but still better
than my boy's clothes. I kept wishing that I was a girl; not so much
wishing I was a girl, because girls were icky, but wishing it was ok for
boy's to wear dress and stuff.
Mom called me from the hall that she was ready. We climbed in the car
when I realized that some of my friends might see me dressed like this
and tease me.
"Do you think I would let that happen," she said, "we are going to a
place farther away so no one will see you, ok."
That made me feel better and I enjoyed supper. On the drive back home
mom and I had a nice conversation and I don't remember exactly what was
said but it wound up that she said I could wear as many of Alice's
dresses as I wanted for as long as I wanted and that I could sleep in
her room while she was away, that would be until next Saturday.
I thought that may be fun so I agreed.
I slept in one of Alice's night gowns that night and had breakfast in
the gown and a robe, and fuzzy slippers.
The next morning at breakfast mom asked me if I really liked being a
girl. I explained as best I could that I did not want to be a girl; I
just want to wear girl's clothes.
She showed me a brochure of a place two towns over called "Princess
Castle". I read through it eating my cereal. It was a play land type
thing for girls only. All the girls, if they want and almost all the
girls do, are dressed as story book Princesses. Costumes can be rented
at the place.
"Do you think Alice will want to go there? You know how she feels about
wearing dresses; she would rather die than to put on a Princess gown." I
reminded mom.
"I'm not thinking about Alice, I am thinking you might want to go. It is
only an hour drive and we can have so much fun."
"Do you mean you want me to go? I think that would be nice. Do I get to
pick out my own gown?"
She assured me I could, and when I looked again through the brochure,
which showed only a small sample of Princess Gowns I knew I wanted to
go.
I wore another tee shirt with a care Bear on it, and another denim
skirt, Alice had many denim skirts and that is what she wore when she
had to wear skirts.
Mom told me how happy she was to be doing things with me. Her new
daughter that she was never able to do with Alice and I told her how
happy I was to be her new daughter. She told me that she had the next
two weeks all planned out for us. School started in two weeks so I could
not wear dresses after that. I had only been a girl for two days and
already I knew I didn't want to stop but at my age two weeks was a long
way off.
As we pulled into the parking lot I was thrilled to see a big white
Castle and all the girls walking around in their beautiful gowns and I
knew that in a few minutes I would be wearing one. The line to go in was
short and moved quickly and we were soon in the gate and on another line
to get to the place where we were getting the gowns. There were so many
girls there with their mothers and I started talking to one of them.
Her name was Helen and she lived in Florida, a long way from where I
lived in New Mexico.
Each girl was given a name tag and I wondered why mom filled mine out.
HELLO.
I AM PRINCESS
"Gwen"
I asked her why she did that and she reminded me that I was supposed to
be a girl and girls don't have manes like Leon.
I had a tough time picking out my Princess gown because there were so
many of them and so many girls and mothers there picking out theirs. Mom
finally picked one out for me and we went to the changing room.
The room was big and there must have been twenty five girls and mothers
there all getting changed. I was too young and excited to let the fact
that I was a boy bother me. I just took off my skirt and tee shirt and
waited for mom to help me get into my dress.
The girl who signed the dress out to me called it a "Strawberry Princess
Gown" and I could see why. It had strawberries all over it and a belt of
strawberries around the waist. There was something under the skirt that
pushed it out like I see on the old movies, it was so pretty.
Helen and her mother were right next to us and I made friends with Helen
and mom made friends with her mother. Our moms made us hold hands all
the time and I thought that was "yucky" holding hands with a girl but I
did it.
We spent all day at the park and I had the best time of my life and I
even got used to holding Helens' hand all the time.
It was finally time to go and Helen and I changed next to each other
again. I think I was starting to like her and when our moms made us kiss
each other good by I did not throw up, I always thought that if a girl
ever kissed me I would throw up. Actually I liked.
Mom told me something on the way home and I still, to this day, don't
know if it was mean, what she did, or not. Helens' mom said that when we
were putting on our gowns, Helen and I, she, Helen's mom, noticed
something about my panties. I didn't at first know what she meant but
she told me there was a small bulge there. Mom said she was a bit
embarrassed until Helens' mom told her Helen was the same. She too was a
boy. I wonder how many other girls were boys.
The next week was so much fun going everyplace with my mom, shopping and
just places. She even took me to some of her friends' houses and when
they saw me in dresses they all thought I was so cute, I never tired of
it.
We had to go pick up Alice and I though it was the end of my being in
her clothes but mom said that the day before when she called Alice to
confirm when to pick her up at the train she told her all about the past
week and Alice said she would love to see me as a girl.
Mom did say that Alice had a surprise for us but not what it was.
For the first time in the past week mom picked out what I was to wear,
it was not bad and I liked my outfit. (When I first found out that I
could wear Alice's clothes I swore to myself that I was going to wear
every thing she owned while I could. I didn't even come close.)
I found out what the surprise was when Alice stepped off the train with
the other girls from her troop, she was a wearing a skirt, and a top
that matched my skirt, we looked just like sisters. I was so happy that
she did not make fun of me and she kissed me, what I call girl kisses;
like girls do to each other. While she told mom all about her stay at
camp she had her arm around me, I liked that. She said her last good bys
to some of the girls she met there and introduced me to them as her
sister. It wasn't so yucky being kissed this time.
While helping her unpack her things from camp I told her my side of what
this past week was like and how much fun it was. She said that when mom
told her about me she thought I would look stupid, she also told mom
what to give me to wear so we could match when we met. She changed into
jeans and a tee shirt, her official uniform, and as we were walking out
the door she let out a little shriek and laughed. I asked what that was
about.
"Do you realize, little sister, that I just changed clothes in front of
you?"
I didn't until she mentioned it. She hugged me and said she was hungry
and we headed to the kitchen; I hadn't changed clothes yet, I wanted to
keep my skirt on as long as possible. Now that Alice was back I thought
I was done with her clothes, I wasn't.
Walking into the kitchen for a snack my mom looked at us and said, "I
looks like my son and daughter are back." It took Alice and me a second
to realize that she was talking about me still in a skirt and Alice in
jeans.
"Why can't I have a sister until school starts? He seems to enjoy being
my sister," Alice asked through a mouthful of tuna on toast.
Mom looked at me and I vigorously shook my head yes.
It was settled.
Being a girl, Alice couldn't keep her mouth shut, so during the day, or
what was left of it, she called her two best friends and told them she
had a new sister. They had to come over and meet me.
[since that time I have read a lot of stories about cross dressing and
they all say that the guy is supposed to be nervous and ashamed when
first confronted by others while wearing a dress their first times. this
was not so with me. It didn't bother me at all so when they came I was
at ease.]
They both thought I was cute and for the next week I was treated as one
of them. They took me to the mall and I tried on dresses with them, in
the same dressing room and was just one of them.
The last weekend before school started mom wanted to take both her girls
out for a special dinner and asked Alice if she would wear a dress just
for this special occasion. She reluctantly agreed.
Alice wasn't too happy about it, but she promised us she would dress up
nice and act like a lady. I knew just the dress I wanted to wear out. I
had worn it around the house several times and Alice gave it to me, she
said as least some one should take advantage of all her nice things. She
always said the clothes were pretty but she was so much more comfortable
in jeans. I couldn't understand that, I was so much more comfortable in
a dress or skirt.
The night of the dinner I had everything all picked out and ready by mid
morning and was chaffing at the bit to get dressed. The day just dragged
on.
Alice's friends Kathi and Wilma, both my best girlfriends now, came over
for awhile and I showed them my dress. They too thought it was cute and
asked to borrow it sometime, they were not like Alice in that regard;
they liked to wear jeans too but also loved dressing up now and then and
I knew that when they asked to borrow my dress that I was now an
official girl, in their eyes.
Alice and I helped each other get dressed, don't read anything into
this; I'm talking about buttoning each others dress in back and/or
straightening a hem or other piece of clothing. We even did each others
hair.
The supper was the best ever, both of us looked so lovely and everyone
told mom how pretty her daughters were and I wanted to stand up and
shout, "I'm not a girl, I'm a boy, I'm a boy," but I knew better so I
just smiled and thanked them.
Well, school started and I had to get used to wearing my own clothes
again. I was allowed to dress up when ever I wanted to and I did. Some
times the four musketeers, Alice, Kathi, Wilma and I would spend hours
at the mall and even at their houses where their parents thought I was a
girl. I even spent a few weekends at their houses having sleepovers.
Thanksgiving was another one of those days when Alice was forced to wear
a dress. Mom invited Kathi's family, actually just Kathi and her mother,
for thanksgiving dinner. Mom bought me and Alice matching dresses and
Alice didn't balk so much when we both wore them for dinner. I guess she
figured that as long as she was not the only one wearing a dress it
wasn't so bad.
The next few years were fine and I spent as much time as Gwen as I did
as Ron. Well, not really but it seemed like I did. The four if us became
the best of friend and would sometimes get dressed up and go out
together. We all went to each others birthday parties and as far as I
know, no one ever knew I was not the nice sweet girl I appeared.
Things started to change when the other three girls started noticing
boys and their bodies started changing.
I started noticing girls, especially the two I had been hanging around
with the past two years.
I started dating them both but wound up with Kathi who is now my wife.
That didn't stop me from cross dressing and many times two attractive
girls spend a night on the town. In the places we frequent we are
labeled as untouchables, lesbians, so we do not have to put up with guys
hitting on us.
End.
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