Diane
by Karen Elizabeth L. (KarenTV720)
It started when I was nine years old. I have two sisters, Linda is
three years older than I am and Denise is my twin. One day while we
were playing Linda decided we should play "dress up", her favorite
game. She found a pretty dress for her and one for Denise After
getting all dressed Linda looked at Denise and said, "Let's find
something for Denny to wear!" They rooted through their things until
they found a pair of pink nylon panties with lace around the waist and
down the front. Next were pink lace t rimmed anklets, a white slip and
a pink party dress with sheer, fluffy sleeves and a sash.
I took the panties and went into the closet we were using for a
"dressing Room". I took off all of my clothes and pulled the panties
up. My sisters then put the slip over my head and pulled it down. It
was really very pretty, it had a pretty little pink flower and bow at
the chest and lace around the bottom. I couldn't believe how nice the
clothes felt, I never had anything that nice on before! Next I sat
down and put the socks on, folding them over to show off the pretty
lace trim as I'd watched my mom do for my sisters.
My sisters then put the dress over my head and pulled it over my slip,
they buttoned up the back and tied the sash into a bow. Then they
grabbed a brush and fixed my hair to give me bangs just like Denise
had. It all seemed so much fun for me to put on the clothes and
pretend I was Denise's twin "sister" Diane! We played for the whole
afternoon that way with me trying on just about every dress Denise had
in her closet!
As a joke we all went downstairs to introduce our mom to "Diane". Mom
laughed when she was introduced and said, " Diane. You certainly are a
pretty little girl!" I don't know why but it made me happy to have mom
call me a pretty girl!
"Please go back up and change now girls," said mom. "it's almost time
for dinner and I wouldn't want you to mess up your pretty dresses" We
raced up the steps giggling and carrying on like the silly little girls
we were. My sisters took off their dresses and then helped me out of
mine. I hated to take it off but to my delight Linda suggested that we
change into sundresses!
I peeled off my slip and found a pretty lilac colored sundress of
Denise's and quickly slipped it over my head. I stepped into a pair of
my twins sandals and we girls were off to eat dinner!
My mom was somewhat surprised that Diane had come back but once again
told me how pretty I looked. I blushed as my sisters giggled about
their new "sister"!
Just then the front door opened and my father returned from work. He
looked at my sisters, smiled and then seemed puzzled as he looked at
me. "Hi dad", I said, "we were playing dress up and I'm your new
daughter Diane!" My father looked me over from head to toe, he then
turned to my mom and said, "looks like we have three daughters now!"
We sat down and ate dinner without another word being said about the
new addition to our family. After dinner my sisters and I helped mom
clean up the kitchen and then went in to watch television with dad.
When bedtime came we went to our separate bedrooms to get ready for
bed.
Mom came in to help me get ready, "I thought you might need a little
help with your outfit" she said. She helped me pull the dress over my
head and seemed surprised that I was wearing panties. "My, my," she
said, "you certainly went all out, didn't you?" I took off the panties,
put my own underwear and PJ's on and went to sleep remembering the fun
time I had that day.
The next day I went out to play with my friends and forgot all about
"Diane". I didn't give much thought to the game of "dress up" we had
played for some time after that. Then one rainy day I couldn't go out
to play. I was very bored, there was nothing good on television and I
didn't feel like playing any of my board games. Mom noticed that my
sisters were equally bored and suggested we go to a movie, she added
that she had a special treat planned. That sounded great to us kids
and we quickly agreed!
"I think you kids should first take a bath and change clothes," said
mom. "You want to look nice when we go out"! Mom looked at me, smiled
and said, "let your sisters get ready first, Denny, okay?" "Sure", I
said, I didn't much care for the idea of bathing and putting on better
clothes anyway.
Soon my mom told me that it was time for my bath, I went into the
bathroom and found a bubble bath waiting! "Wow, I love a bubble bath",
I exclaimed! "Hurry up Denny, we don't want to be late for the show"
said mom. I jumped into the tub and took the quickest bath I could.
When I finished mom gave me a robe and told me to go to my room and get
dressed.
"What should I wear", I asked.. Mom said not to worry, she set clothes
out for me. When I went into my room I got a shock, there on my bed
was a pretty yellow dress, panties, a slip and a pair of white tights!
"Mom, where are my clothes?" I asked, puzzled . "Right there on your
bed, Diane,. Mom said. "This is the treat I mentioned!"
I was a little surprised at her calling me Diane, it had been several
months since I had played "dress up"!
"But mom," I cried, "these are girls clothes. I can't wear these!" Mom
just laughed and said, "Sure you can Diane You make a very pretty
little girl remember?" Mom ignored the horrified look on my face as I
pleaded that someone might see me! "Don't worry sweetie," she said
reassuringly, "Believe me no one will ever notice you, now let me help
you get ready dear".
Since mom thought it was okay I began to get ready. I pulled on the
panties and slip and was reaching for the dress when mom stopped me.
"Don't forget your tights, Diane, they'll really add something to your
outfit." She had me sit down on the bed while she rolled them over my
feet and up my legs.
"There", she said, "now for your dress". She placed the dress over my
head and zipped it up the back. She handed me a pair of my twins white
shoes and led me to a full length mirror. "Now, just a little bit more
and we ladies will be all set"!
She brushed my hair into a page-boy style with bangs and then put a
pretty yellow barrette in it! Smoothing bangs onto my forehead she
smiled and said, "perfect, no one will ever know you're not a little
girl!"
Looking into the mirror I knew she was right! "This is going to be
fun," I thought! When we went downstairs I found that my sisters had
similar outfits on. "Wow", said Linda, you're really pretty!" "Yeah",
said Denise, "you make a great girl!"
The show mom took us to was in a mall and we stopped to eat before
going to the movie. No one ever looked twice, I was having a great
time! After the movie mom said, "School starts soon, lets look for
some nice school clothes". By now, I had become quite comfortable in
my new clothes and didn't mind going anywhere dressed that way.
We went into a department store and headed straight for the girls
section. Mom picked out several pretty outfits for Denise and Linda
and had them try them on. I just stood around wondering what it was
like to try on all of these pretty clothes.
I didn't have to wait long. Mom found several pretty dresses and said
"come on Diane, let's see how you look in these!" Mom and I went into a
dressing room and I began trying on the dresses.
I couldn't believe how nice the dresses felt on me! I tried on a
pretty pink dress with a fluffed out skirt first. I looked at myself
in the mirror and began to twirl around and around. "All right now
young lady", said mom, "you're going to get yourself dizzy, why not go
out and show your sisters how pretty you look!"
I practically ran out of the dressing room, I couldn't wait to let my
sisters see me! They looked at me and smiled. "You look just great
Diane, let's see the other dresses mom picked out!"
I hurried back in to have mom unzip my dress and help me into another.
This one was white with a pink bow and sash. I slipped it on and mom
zipped me up. "how do I look now, I asked?" Mom and my sisters looked
me over and smiled. "No doubt about it", said mom, "I have three
lovely little girls!"
We bought several outfits for my sisters, but mom didn't think it was
such a good idea for me to have my own dresses. "Remember", she said,
"you're only playing, they need outfits for school".
By the time we got home my father was already there. He seemed shocked
mom had taken me out in public in a dress but readily agreed with her
that I certainly didn't look anything like a boy. "Have fun Denny", he
said, "but don't go out of the house dressed like that without mom".
"I don't think you'd like your friends to see you in your dress up
clothes!"
I didn't dress as Diane very much after that, Linda didn't want to play
dress up very often and I thought of it as only a game.
I was back at school that fall and didn't have much opportunity to play
with my sisters. I became involved in school activities and soon
forgot about "Diane" for a while.
One thing stuck with me though, I watched the little girls in school
and began to take notice of their clothes. I began to think back to my
dressing up and wondered if they wore the same kinds of clothes I had
worn. I noticed that they were careful to smooth out their dresses as
they sat down and how they folded their hands in their laps when they
were sitting.
As time passed I began to think more and more about "Diane". Since my
sisters didn't seem interested in playing dress up any longer I decided
to play by myself. I went into Denise's drawers and got out a pair of
panties, a slip, and some socks. Next I went into her closet and found
the pretty pink dress I had worn my first time. I carried my new
outfit back to my bedroom and began to change.
The panties were a pale yellow with a lace waistband, I picked them
because they seemed to be the prettiest ones in my sisters drawer.
They felt so soft and silky next to my skin, not at all like my boys
underwear. I put on the anklets next and fixed them so the lace cuff
would show. Next I pulled on a new slip Denise had just gotten. It
flared out at the bottom and was trimmed at the top and bottom with
lace . When I put on the dress my slip made it flare out and I twirled
in front of my mirror to watch it flare even more.
Just then Denise came into my room. "You look really cute in my
clothes," she said, startling me! "I'm sorry Denise," I stammered, "I
was just thinking about when we played dress up and all that!" Denise
smiled at me. "Come on, I have something for you", she said.
We went back to her room where she took a dress from her closet. It
was a yellow sundress without straps. "Here", she said, "I'm tired of
this one, you can have it if you want". My heart was pounding, I was
being given a dress of my very own!
"Are you sure it's okay," I asked? "Won't mom mind you're not wearing
it anymore"? Denise handed me the dress and said, "I didn't really
like it when I got it, at least this way someone gets to wear it!" Just
then mom came into the room. "Hello there Diane," she said smiling at
me. " I haven't seen you around very much, what are you girls up to
now?"
"I'm letting Denny, I mean Diane, have this dress mom" Denise said. "I
really don't like it anyhow! She likes it and doesn't have anything of
her own. I sort of feel sorry for her."
"Well all right", said mom, "Diane, why don't you change your dress, I
don't want Denise's party dress to get messed up, it's not the kind of
outfit to be worn around the house. Go change into your new dress if
you want and put Denise's dress back where you got it from."
I went back to my room and took off the party dress and pulled on my
new sundress. I was thrilled to have a dress of my very own! Once I
got it on I went back to show mom and Denise how it looked.
"Silly girl", said mom, "you can't wear that slip, see how the straps
show!" "Come here young lady, let me help you get dressed right, if
you're going to wear these clothes there are a few things you need to
know!"
She helped me out of my dress and slip. "Hey", said Denise, "those are
my favorite panties, you'd better not mess them up!" "Don't worry
Denise", said mom, "I'm sure your sister will be careful."
"Now", said mom, "if you're going to wear a slip under that dress it'll
have to be a half slip because that dress won't cover straps". She
pulled a white half slip from Denise's drawer and helped me put it on.
"You'll have to make do with a regular slip, the one you had on is
strictly for fancy dresses, not sundresses."
Mom helped me pull down my new dress and straighten it out. "There,
that's much better. See how it looks in the mirror!" I stepped in
front of the mirror and admired my dress. "It's so pretty Denise,
thanks for letting me have it!"
I went downstairs to watch television and talk to mom. "I'm glad you
let me dress like this mom", I said. "It feels really neat to wear
these clothes". That's all right, Diane", said mom, " you look very
pretty, just be careful about going outside like that."
Soon my father came home from work. I raced over , threw my arms
around his neck and hugged him. "Denise didn't want this dress anymore
dad so she gave it to me," I said, "isn't it the prettiest dress you've
ever seen?"
My dad agreed that it was certainly a pretty dress and it did look very
nice on me. "I need to go to the mall later", he said, "want to come
along?"
"You mean dressed like this", I asked? "Mom said I shouldn't go out
dressed like this!"
"Come on sweetheart", dad said, "I'm sure if mom fixed you up like she
did the last time it would be okay." He looked at mom". "How about it
" he asked, "can you fix my girl up so we can go to the mall together?
I'll bet she'd love to show off her pretty new dress!"
"Sure", mom said, "I'm sure I can pretty her up for a trip to the
mall." I gave mom a great big hug and kiss, "Thanks Mom", I said, "I
can't wait!" I practically raced through my dinner. Mom took me back
up to my room, "wait here", she said, "I have to get a few things." She
returned in a few minutes with a pair of Linda's old shoes. "Here",
she said, "Try these on," she said to me. They were a pair of yellow
flats which matched my sundress. "Linda can't fit these anymore, if
they fit they're yours." I tried them on and found them to be just
right. Not that I would have said otherwise. "They fit", I yelled,
"They fit and they'll look so pretty with this dress!"
"Hold on Diane, I'm not done with you yet", mom said. "Please take off
your shoes and socks!" I kicked off my shoes and pulled off my socks.
"Why do you want me to do this ", I asked?
"Well", said mom, "you don't want to wear those pretty shoes with
socks. Here, put these on." Mom handed me a pair of tan stockings for
girls, I put my feet into them and mom helped me pull them over my
panties. "You have to be careful with these Diane, you don't want to
put a run in them!"
Once I had my stockings on I stepped into my new shoes again. "Wow,
this sure does feel funny", I said, "not like those tights I wore!"
"No", mom said, "you'll have to get used to stockings, they're not
heavy like tights and they look much prettier." I stepped in front of
the mirror and loved what I saw - a pretty little girl ready to go out
with her dad! "Let's brush your hair and put something pretty in it",
said mom.
She fixed my hair into a pretty style and once again gave me bangs.
"Now", she said, "a pretty yellow hair ribbon and you're almost
through!" She tied a yellow ribbon into my hair and let the sides drape
down in back of my head. "Take this sweater in case you get cold,
sundresses aren't good for staying warm in."
"Oh, and one more thing," she said. "To complete your outfit, here's
an old purse of Linda's, she loved to carry it when she was your age."
When we got back downstairs my dad let out a whistle! "Who is this
pretty young lady, mom?"
"This", said mom as I curtsied, "is our new daughter Diane! " I spun
around so that my dress flared out! I couldn't remember being this
happy! My sister Linda said, "You're really cute Diane. I think it's
neat to have twin little sisters!" Dad looked at her and said, "Let's
not get carried away. It's just a little game Denny likes to play!"
When we got to the mall I was afraid to get out of the car. "What if
someone recognizes me, dad?" I asked. "Don't worry Diane, no one's
going to notice you", dad said. "You're just a little girl out
shopping with her dad!"
We went into a department store and picked up a few things dad needed
for his car. To my relief no one paid any attention to me and I
relaxed and began looking around. When dad went to pay for his things
the cashier, an older man, smiled me and said to dad, "That's a pretty
daughter you have, bet she'll be a heartbreaker when she grows up!"
Dad smiled at me and said, "yes, she's definitely daddy's girl!"
As we walked through the mall I began to look at the pretty dresses on
display in the store windows. "I wonder how I'd look in that dress", I
thought to myself. I didn't notice my father watching me. I soon
found that for all my enjoyment I hadn't thought of something. I
needed to use the bathroom!
"Dad," I said, "I have to go the boys room!"
"No", laughed dad, "You have to go the GIRLS room!" I had forgotten all
about how I was dressed! Dad walked me over to the restrooms and said,
"you're on your own now Diane, I can't go into the Ladies room with
you!" I pushed open the door and was confronted with a row of stalls.
"Well," I thought, "this isn't going to be easy!"
I walked over to a stall, opened the door and went in. I closed the
door behind me and lifted my dress, pulled down my stockings and
panties and sat down. When I finished I pulled up my panties and after
much struggling got my stockings pulled up and straightened out. I
left the stall and passed several ladies fixing their makeup. Once
again, no one paid me any attention, it was just as if I belonged
there!
I left the ladies room and saw my dad standing there. "Well, I see you
managed okay in there", he said. "Yes", I replied, "all of the ladies
acted as if I were just another girl!"
Dad smiled, "You look so pretty, you fit right in, Diane".
We drove home and I dashed into the house. "Mom, You'll never guess
where I was, I actually went to the GIRLS bathroom at the mall!" Mom
looked somewhat puzzled, "Well of course Diane, isn't that where all
girls go"!
I dressed off and on after that time, mom occasionally gave some of
Linda's old clothes to Denise and me and soon there were several pretty
dresses hanging next to the pants in my closet.
One day mom and dad were talking over vacation plans and dad said,
"yes, I'm sure he'd enjoy it, I remember him looking around at the
mall." Mom saw me standing there, smiled and said, "Yes, let's get
busy, we need to get a few things".
"Denny", mom said, "come with me, we have to go shopping and I want to
get you ready". I followed mom upstairs to my bedroom. "Get
undressed", she said, "You're going shopping as Diane again!"
Mom went into my closet and came out with a sky blue dress in her hand.
"I have to get some things from Denise, I'll be right back." I was very
excited, it had been months since I went shopping as Diane and I
couldn't wait to go again!
Mom returned, laid down a pair of pink nylon panties, a full slip and a
pair of white knee socks. "Put these on while I get some shoes for
you, I'll zip your dress up when you're ready."
She returned with a pair of Denise's white dress shoes, they were very
pretty with a strap and a little blue bow on the front. I stepped into
my panties, pulled on my slip and dress and sat down to put on the
socks. I noticed that the slip brushed against my bare legs every time
I made any movement. It was a fantastic feeling, sort of a constant
reminder that I was wearing a dress!
Mom zipped me up and we went downstairs to meet the rest of the family.
"Dad and I have a surprise girls", said mom. "we're going to take a
two week vacation at the lake next month and Diane here will be joining
us! Now we're going to the mall to pick up a few things we'll need for
the vacation! "
I couldn't believe my ears, two whole weeks as Diane! This would be
great! We went straight to the girls department at our favorite mall
store. Mom let Denise and Linda pick out bathing suits they liked and
then bought them some short sets to play in.
"What about me mom, When can I go shopping for my stuff", I asked.
"Right now, Diane," said mom, "after all I want you to fit right in
with the other girls! Let's find a bathing suit for my pretty girl!"
We rejected several styles, even though they were pretty I didn't want
anything too fitting in the bottom! We finally found a pretty pink
suit with a skirt that covered the bottom part. "Lets see how you look
in this one Diane", said mom, "I think you'll look very pretty in it!"
I took the suit into the dressing room and mom helped me out of my
dress and slip. I stepped into the suit, pulled it up and fixed the
shoulder straps.
"Show your sisters Diane," she said. "I think we've found the perfect
bathing suit for you!" I stepped out of the dressing room and my
sisters began to giggle.
"Behave girls", said dad, "What do you think of your sisters bathing
suit?" My sisters looked at each other and smiled, "I think it's
perfect for her", said Linda. "Yes,", said Denise, "you look just
great Diane!"
We shopped for several hours making sure we would have everything
needed for two weeks. My mom went to the girls underwear section and
came back with a full slip, a half slip and several packages of nylon
panties. Next we picked out several short sets for me and a pair of
sandals.
"One last thing, Diane," said mom, "we need to get you a couple of
summer nightgowns for the trip." I found several pretty ones I liked,
one was a pale yellow baby doll style with matching panties. It had a
lace trim around the neck, armholes, and bottom and the panties had a
lace trim around the leg openings. I also picked out a pink nylon
nightgown that came to my knees and also had a pretty lace trim to it.
"That should do it girls", mom said, "let's go home." I was thrilled, I
now had my own panties, several dresses, nightgowns and a pretty
bathing suit! What more could a girl ask for?
When we got home mom and dad called me in to the room. "Sit down,
Diane", mom said, "dad and I want to talk to you about the vacation".
I walked to the chair across from them, smoothed the back of my dress,
sat down, and crossed my legs as I had seen other girls do. "Yes mom,
what's up", I asked?
"Well Diane" said dad, "it seems that you're really excited about the
vacation. We thought about asking you first but after you went to the
mall with me I didn't think we needed to ask."
"We want you to understand that if you take this vacation as Diane,
you'll have to spend all of your time for two weeks as a girl," dad
said. "We won't pack any boys clothes for you, you'll wear dresses or
girls shorts everyday, all day. Will that be okay with you?"
"It's just great with me dad," I said, "I can't wait to get ready for
the trip!" Mom smiled, "We will have to be making some changes Diane,
I've held off on getting you a haircut so that I can give you a perm.
I think you'd look very pretty with curly hair."
"Yes", said my dad, "you'll be getting a pretty new hairstyle and mom
also has some studying for you to do"
"Studying", I asked, "I thought this was going to be a vacation trip,
what do I have to study for a vacation?" Mom reached into a shopping
bag next to her and brought out several magazines for young girls. "I
want you to study these Diane, you'll need to learn how to act more
like a girl. We wouldn't want anyone to think that the pretty girl
with the curly hair was actually a boy would we? You'll see what girls
like to wear, what they like to think about, and for two weeks you'll
forget you're a boy."
"It's not going to be all fun and games, Diane," said dad. We'll be
going sightseeing and out to restaurants, I expect you to be every bit
as feminine as your sisters! When people talk to you, smile and talk
back, your voice is high enough to be a girls and heaven knows you'll
look exactly like a pretty young girl."
I assured them that I would be a good girl for them and that I couldn't
wait to go.
"We're glad to hear that Diane", said mom, "because as of this moment
you're going to be a girl until the end of the vacation. "We'll use
the next couple of weeks to get you used to being a girl all of the
time. First things, first, go wash your hair and meet me in the
kitchen, it's time to give you a perm!"
I followed Mom into the kitchen and sat down. "I think you'll need to
change clothes dear, I wouldn't want to mess up that pretty dress", Mom
said. "Linda, could you take Diane upstairs and find her something
else to wear please?"
I followed my sister to her room, she began rooting through Denise's
clothes. "Take off your dress and slip Diane, you can wear this top
and slacks for your perm" she said. She unzipped my dress, I stepped
out of it and took off my slip. Seeing the look of disappointment on
my face Linda smiled and said, "Don't worry Diane, you'll be wearing
lots of dresses over the next couple of weeks. After all, This is a
pair of girl's slacks and a girls top you're putting on, and you'll be
wearing panties and knee socks too!"
That cheered me up and I pulled on the slacks and top. Even if they
were pants, they felt softer than any pants I owned and the top was a
pretty shade of pink. "These pants feel really nice, Linda, how do I
look in them?"
"You look like a cute little girl, it's hard to believe you're really a
boy", Linda said as she looked me over. "Let's go downstairs little
sister, It's time to get your hair done!" I went back into the kitchen
where Mom had everything ready. "Lean over the sink dear," she told
me. "We have to wash your hair first"
I leaned over and Mom began washing my hair. "After we wash it", Mom
said, "I'll trim it up a little to make it look just right. I can't
wait to see how pretty you'll look when we're all done!"
Mom washed and trimmed my hair then began putting a smelly liquid all
over it. "This will keep your hair looking nice and curly. Once this
is done I'll set it in curlers. You'll see what girls go through to
look pretty and once you're done you'll see that it was worth it!"
It felt funny having my hair in curlers, Mom said I'd have to keep
them in for a few hours for the perm to work. In the meantime I began
reading one of the magazines Mom had gotten for me. The magazine was
written especially for girls my age and talked about some of the
television shows I watched. The difference was that the stories were
about how cute some of the young actors were and what the girls in the
show liked to wear and do. I really never thought about what the girls
in the show liked or not but now I found it fun to read about their
favorite clothes and stuff like that! There were lots of pictures of
the girls in different outfits and I started thinking about what I
would look like in a certain outfit. Some of the dresses were really
pretty and I wished that I had them for my own!
After a while Mom called me in to take out my curlers. She carefully
unrolled them and then began fixing my hair with a brush. When she was
done she said that I looked like one of the prettiest girls she'd ever
seen! Then she asked me to come upstairs with her so that she could
find me something really pretty to wear. "You look much too pretty to
wear slacks and that old top Diane", she said, Let's get you into a
pretty party dress before we show you off to the rest of the family!"
Mom had me take off my slacks and top while she found an outfit for me.
She soon returned with a cream colored dress with long, puffy sleeves
and lots of lace on the top part of the dress. The sleeves and top of
the dress were made of a material that you could almost see through.
It had a pretty sash that could be tied in the back and a small pink
rose at the neck.
She handed me the full slip she had bought for me and helped me into
it. It felt very silky and had lace on the top. "Take your socks off
Diane", she said, "You'll need to wear stockings to look good in this
dress!"
I took off my socks and carefully pulled the stockings onto my legs. I
pulled each leg up very carefully and fixed the waistband. Mom put the
dress over my head and helped me get my arms into the sleeves. She
pulled it down, zipped me up and tied the sash. Next she gave me a
pair of Linda's old patent leather shoes that buckled across the front.
She brushed my hair a little more and then led me down to have the rest
of the family see me.
When my sisters saw me all they could say was "WOW!" My Dad smiled
and hugged me, "I can't believe that this is the same little boy I saw
earlier. What happened to Denny?"
I walked over to the full length mirror and saw no sign of a little
boy! All I could see was a girl with lots of curls wearing a pretty
dress! I noticed that you could see the top of my slip through the
dress.
"That's okay Diane", Mom said, "It's supposed to look that way. Do you
like the way you look?" I ran my hands down the front of my dress and
fluffed up my skirt! "I love it Mom ", I exclaimed, "The stockings
really do look better with this dress!"
"Let's take a picture of her Mom ," Linda said, "We could put it into
our album with the family pictures!" Mom got the camera and had me pose
for several pictures. "Put your hands in front of you Diane", Mom
said, "we want these pictures to show a pretty girl so you have to
learn to stand like a girl would!" I did as she said and flashed what I
thought was my prettiest smile for her!
"Good girl," she said, "now sit on the couch for the next one." I
walked over to the couch and as I sat down I held the back of my dress
the way my sisters held theirs. "Cross your legs sis," yelled Denise,
"You don't want anyone looking up your dress!"
"I don't think we're going to have a problem , do you dear." Dad
asked Mom ? Mom looked at me and smiled, "No," she said, "I think
he'll make a perfect little lady!"
Just then a car pulled into the driveway! "It's Aunt Lynn", yelled
Denise! Linda said, "Mom , let's play a trick on her, let's tell her
that Diane is really Denise!" Everyone thought that was a great idea,
everyone but me that is. "I can't do that Mom ", I protested. "She'll
know right away that I'm Denny, then how do we explain these clothes?"
"Don't worry Diane", Dad said, "I'm sure she'll fall for our joke.
Think of this as getting ready for the vacation. If we can fool your
Mom 's sister, we can fool anyone!" I reluctantly agreed since it
didn't seem as though I was going to have much choice. Mom told Denise
to hide upstairs and wait until Linda came to get her. Dad went over
to the door to meet aunt Lynn. I just stood there hoping everything
would be okay.
My aunt walked in and greeted Mom . Looking at Linda at me she said,
"Hi girls, how are my favorite nieces today?" Linda smiled and said,
"Hi Aunt Lynn, we were just looking at Denise's new dress. Mom gave
her a perm, isn't she pretty?"
Aunt Lynn smiled at me and said, "Yes Linda, she does look very pretty.
How did you like your first perm Denise?" Mom, Dad and Linda were
trying not to laugh.
"It was nice, Aunt Lynn", I said, "Do you think my hair looks pretty
this way?" Aunt Lynn always did have trouble telling my voice from
Denise's so talking wasn't going to give me away. Aunt Lynn smiled at
me ."Yes I do Denise", she said, "come over here and give me a big
hug!"
I walked over, put my arms around her and hugged her. "You're getting
to be such a pretty young lady," she said, "Soon you'll be going to
dances with Linda!" I thought my family was going to bust out laughing!
Aunt Lynn held me at arms length and looked me over, "that's a pretty
slip you're wearing Denise, and stockings too! You're really dressing
like a young lady now," she said, "no more little girl clothes for
you!" That was too much for everyone to take and they burst out
laughing!
"What's so funny", Aunt Lynn asked?
"Lynn", Mom laughed, "I think he likes LITTLE GIRL CLOTHES!"
"What's so funny, and who's he," Aunt Lynn asked puzzled!
"Linda, go upstairs and get our surprise", Dad said. Linda left and
came back a minute later with Denise. "Lynn", said Dad, "this is
Denise, you've been talking to your nephew Denny!"
Even after explaining everything to her Aunt Lynn couldn't believe it!
"But", she said, " why is he wearing a dress and stockings, and that's
definitely a pretty slip underneath her, I mean his, dress!" Mom put
her arm around me and said, "It's like we just told you., he looked so
cute we decided to see if we could really pretty him up!"
"I'm amazed", aunt Lynn said, I never would have guessed that this
pretty girl was actually a boy!" She just kept staring at me and I was
beginning to feel uncomfortable. "Good, we're glad to hear that Lynn
." Said Dad. "If you couldn't tell no one will know when she's on
vacation either.". Mom and Dad explained to my aunt that since I liked
wearing pretty clothes they had decided to take me on a vacation as a
girl.
"Maybe I can help," Aunt Lynn said. "He certainly can't stay inside
until you leave and he certainly can't go out to play as a girl either!
How about if Diane here stays with me for a few weeks until you go on
vacation, no one would know her and I'd love the company. She can
practice being a girl where nobody knows her and still go outside to
play."
That sounded like a great idea to me and plans were made for me to stay
with Aunt Lynn as her niece! I helped Mom pack the clothes I would
need for my stay with Aunt Lynn. Mom packed several dresses that Linda
had outgrown, my new nightgowns, and several pairs of shorts and tops.
I gathered my new panties, a slip, and several pairs of knee socks and
anklets.
"Don't forget to bring your bathing suit", Aunt Lynn called to me, we
can go swimming at the local pool!"
After I gathered all of my clothes Dad helped me to carry them out to
the car. "Have fun sweetheart", he said, "don't forget you're Diane
until the end of the vacation!" I brushed up the skirt of my dress,
"don't worry about that Dad, I don't feel anything like a boy", I said.
"Besides, it would be tough to think of myself as a boy in this
outfit!"
After a couple of weeks had passed I found that I was really enjoying
my vacation as Diane. I didn't realize how easy it was going to be for
me to be a girl! Aunt Lynn helped me quite a bit by letting me dress
up in her clothes when we were alone in the evenings. I put on
"Fashion Shows", modeling her pretty outfits while she taught me how to
walk, sit and stand. I learned how to wear garter belts and stockings,
how to put on and zip up a skirt without any help, and how to
coordinate accessories such as shoes, purses and jewelry with different
outfits. Aunt Lynn taught me all about using makeup to make myself
look prettier and how to fix my own hair and nails!
Playing with the other girls taught me how to relax and be a girl, I
never had to think about what I was saying, it seemed to come
naturally! My aunt was always helping me to become more ladylike, even
teaching me how to walk in heels! Walking in heels really taught me
feminine grace, if I didn't take small ladylike steps I'd end up
tripping in them.
"You know," Aunt Lynn said, "I'll bet you could pass as a girl
absolutely anywhere, you're comfortable enough dressed as a girl that
no one would ever know you're a boy! You'd make a gorgeous teenaged
girl in a few years, it's too bad you had to be a boy!"
I didn't know how to react to Aunt Lynn, I enjoyed playing boys games
and acting like a boy, but that was before she had helped me to become
Diane. I suddenly realized that I had not been thinking of myself as
Denny since I came here. I was Diane and I was very happy being Diane.
I loved my pretty panties, nightgowns and dresses and I had grown used
to setting my hair and wearing nail polish. Most upsetting of all
though was that I really, really, enjoyed being a girl! "Maybe I could
keep dressing this way over summer vacations," I suggested. "If it's
okay with you I could spend vacations here as Diane!"
"Maybe you could!" Aunt Lynn said, "We'll talk to your family about it
when they come. In the meantime, you're my pretty little niece, so
relax and enjoy yourself, Diane!" The next morning I put on a pretty
sundress and sandals and went out to join my girlfriends. While we
were playing jumprope Cindy's brother Bob showed up again. He ignored
Cindy and Marcie but said a cheerful hello to me! I gave him a big
smile and said hello back. I didn't understand why I felt so happy to
see him but it really cheered me up to say hi to him! I quit jumping
rope and went over and sat next to him. Suddenly Cindy and Marcie
started to yell, "Bob has a girlfriend, Bob has a girlfriend!" Bob's
face turned a deep red and he began to get up to leave. "Oh be nice,"
I called to my friends, "He just said hello." Bob seemed to feel a
little better. "Thanks Diane," he said, "You're really nice ."
Without thinking I stood on my tiptoes and gave him a kiss on the
cheek! "Thanks Bob, " I said, "You're sweet!" Now my friends really
started to tease him and Bob was out of there like a shot! "I can't
believe you kissed him," Cindy said, "Now we'll never get rid of him!"
Marcie said, "He'll hang around us all the time now!"
"Sorry," I said, "It just seemed like a nice way to thank him and after
all, he is kinda cute!" They both looked at each other and laughed.
"Wait till I tell him you think he's cute," Cindy said, "That ought to
make his whole day!
That evening I mentioned the kiss to my aunt. I told her I didn't plan
on kissing Bob, it just seemed the right thing to do at the time.
"Sounds to me like you've become more of a girl than you expected!" she
laughed. "Just be careful", she said, "don't get too carried away with
boys, you're still too young to be dating!"
I was glad my aunt understood about my kissing Bob. I hadn't planned
on kissing him. I never thought I'd ever be kissing another boy! Of
course I didn't think of myself as a boy when I kissed him, I thought
of myself as a girl who was kissing a really cute guy! It wasn't easy
for me to understand, as Denny I had crushes on several girls. Now a
dress and panties had changed all of that. I looked like a girl,
dressed like a girl and thought like a girl! I enjoyed the pretty
clothes and the way people treated me, I liked being with other girls
and checking out cute guys with them! I even kissed a guy! I couldn't
understand the way that I felt but I knew there was no doubt. Without
realizing it I had become a girl!
One of the things I enjoyed most about my vacation was going out with
my aunt. We went to movies and restaurants several times. Each time I
wore a pretty dress and had my hair curled. Everyone we met treated me
so nicely, complimenting me on my dress and how pretty my hair was. As
Denny, no one ever gave me a second look.
We went shopping several times and each time I got another pretty
outfit. I loved trying on pretty clothes and Aunt Lynn always managed
to find something nice for me to try! The salesclerks were always very
nice and helpful, one even suggested that I would make a beautiful
model!
Once Aunt Lynn told me to put on a nice outfit with stockings for a
shopping trip. I decided to wear a dress mom had bought me before I
came here. It was very pretty, with a blue and white striped
sleeveless top and a solid blue skirt. I pulled on my only pair of
stockings and my full slip. I loved to wear the slip because of all
the pretty lace it had at the top and bottom. I pulled on my dress and
stepped into a pair of sandals. Aunt Lynn said I looked like a pretty
young lady as she zipped up the back of my dress.
We went right to a shoe store in the mall where my aunt told the lady
working there that she wanted to get her niece her first pair of heels!
I tried on several pairs before I decided on a pair of black ones with
a strap across them and a pair of white slip-ons with a pretty pink bow
at the front. I loved how pretty my feet looked with stockings and my
new shoes! Even though they had only a small heel, I was thrilled to
hear the clicking noise they made when I walked. The saleslady asked
if I'd like to wear a pair home and I readily agreed! I decided the
white ones would best match my dress so I chose them .
"It's so nice to see little girls becoming young ladies with their
first pair of heels" the clerk said. "She's going to be a pretty young
woman," Aunt Lynn said, "It's time she learned how to dress right!" We
paid for my shoes and headed for the lingerie department of a major
department store . "You're almost eleven years old now," my aunt said.
"It's time you quit dressing like a little girl and learned to dress
like a young lady! I know just what you need to make you feel like a
pretty young lady, Diane." she said as she selected several pairs of
panties for me. She was right! The panties were silky nylon in pink,
yellow, white, and blue, with a band of lace around the waistband and a
lace panel in the front. Compared to these my other clothes were
almost boyish! "I love to wear pretty lingerie," my aunt said, It
makes me feel so feminine!" She also picked out a cream colored half
slip with lace trim at the bottom for me along with several training
bras! "Wait until you see the difference these will make to your
figure" she said. They were very pretty, white with a little padding
and a pink bow at the center. "You need more stockings too, a girl
can't get by with just one pair of stockings!" She took her time
looking over the display of stockings, soon she picked out several
pairs in tan, white, and black. The packages described them as felling
like silk and promised to make my legs look their loveliest! I could
hardly wait to try them on. "We'll have to get a couple of bras for
Denise too," she laughed. "I don't think she'd appreciate her
brother's getting his first bra before she did!
I couldn't wait to tell my girlfriends about my new bras but first I
hurried into my bedroom to try them on. Aunt Lynn unzipped my dress
and I quickly stepped out of it and my slip. I was ripping apart the
box the bra came in when Aunt Lynn told me to slow down. "I have to
help you into it," she said, "Then I'll teach you how to put on your
own bra! Now hold out your arms and slip the straps onto your
shoulders." Once I got my arms in she adjusted the straps and fastened
the back. It was a wonderful feeling, a little tight but I wasn't
about to complain. If feeling my slip on my legs reminded me that I
was wearing girls clothes the tightness of my bra would make sure I
didn't forget that I was now a girl!
I quickly pulled on my slip and smoothed it out. It now had a slight
bulge in the top! "You can see the difference a bra can make to a
young woman's figure," Aunt Lynn laughed! "Yes I can," I said, "I
think I'm going to like having a bustline!" I stepped into my dress
again and my aunt zipped me up. When I looked down at my chest I
marveled at my new bustline! "Wait till the girls see me now," I said
with glee! "Yes," said my aunt, "and wait till Bob sees you as a young
woman!"
I smiled at that thought! I wondered what Bob's reaction would be when
he saw me now! I slipped into my heels and ran off to see my friends.
I met Cindy coming out of her house. "Wow," she said, "you look great
Diane, wait till Bob sees you dressed like that!" I smiled. "Do you
think he'll like the way I look" I asked? Cindy laughed, "he already
likes the way you look, he'll go nuts trying to decide if he should
look at your chest or your legs!" That made me blush. "Do you think I
really look that good," I asked? "I'm just glad you don't live around
here," Cindy said, "I'd hate to have to compete with you for guys when
we're older!"
Bob came out of the house just then. "Hi Diane," he said with a huge
grin. "How come you're all dressed up?" I was thrilled that he had
noticed! "My aunt bought me some new stuff," I said, "and I wanted to
show Cindy" I couldn't believe it, Cindy was right! Bob stopped
looking at my chest just long enough to check out my legs! I was
thrilled, here was this really adorable guy checking me out and I loved
every second of it!
"Weren't you going somewhere Bob," Cindy asked? "Oh yeah, that's
right," he said "it was nice looking, er, I mean seeing you again
Diane!" Cindy and I both broke into giggles as he hurried away! The
week before I was to go on vacation with my family Aunt Lynn told me
she had a special treat lined up for me. She belonged to a club that
was about to have it's annual dinner/dance and she planned on taking
her new niece! We had a lot of work to do in the meantime she said, I
would have to learn to dance as a girl and we had to pick out the
dresses we would wear!
We practiced dancing with Aunt Lynn leading. I had never really danced
before as a boy so I didn't have to worry about getting confused as the
female partner. I had a lot of fun learning to dance and kept thinking
about how much fun it would be to dance with Bob.
The best part however was shopping for our dresses! We went to several
bridal shops and department stores trying on all kinds of dresses
before Aunt Lynn found what she wanted. She tried on a beautiful pink
gown made from a silky material. It had short, puffy sleeves which
could be worn off the shoulder. It had a slit part way up one side and
she looked terrific in it. "I'm glad you approve," she said,
"especially since you'll be wearing an identical dress!
I was thrilled to death when I got to model my gown! It felt so nice
on me and I looked beautiful in it! "Thank you, Aunt Lynn," I cried,
"it's the most beautiful dress I 've ever seen and I can't wait to wear
it!" My aunt was happy that I liked our dresses but said we still had a
few more things to get before we were done. We went to the lingerie
department where she chose matching panties, slips and strapless bra's
in a pretty shade of pink for us along with several pairs of stockings
which promised to make our legs look their prettiest!
Next we went to the shoe department where we bought matching pink
shoes. Mine had a slightly higher heel than I was used to but Aunt
Lynn said it was necessary to make my gown look just right. Aunt Lynn
bought herself a pair of earrings and a matching necklace. She bought
me similar jewelry but I got clip on earrings. "Too bad we can't
pierce your ears Diane," she said. "I've got lots of pretty earrings
you could try on!"
We made our final purchases and left for home. I was so excited, I
wanted to hurry home to tell the other girls about my gown! I was so
excited that I almost tripped going to Cindy's. Luckily for me, Bob
was standing nearby and caught me as I fell! "Thanks Bob," I said with
what I hoped was my prettiest smile, "you're really sweet!" Bob looked
at me and smiled, "Glad to help Diane, anytime!" he said.
I was in heaven, the cutest guy in the whole world had me in his arms
for a second and had smiled at me! What more could a girl ask for,
except maybe a date with the guy! Of course there were just a few
problems. Aunt Lynn said I was still too young to date, I was ten, Bob
was twelve. The other minor problem being that I was a boy. Of course
I was willing to overlook being a boy! I'd been Diane day and night
for more than two weeks now and I no longer thought of myself as a boy!
I looked like a girl, dressed like a girl, acted like a girl, and felt
like a girl. As far as I was concerned I was a girl!
Cindy came over to interrupt my dream. "Hi Diane, I see you've really
fallen for my brother", she laughed! "Yeah," I replied, "I wish I
hadn't been so clumsy, I forgot that I was wearing heels."
"I know," she said, "my mom's always reminding me to walk like a lady
when I wear mine! It's such a pain to have to remember to act like a
lady, my brother gets to run around whenever he likes!" I wanted to
tell her how much nicer it was to be a girl than a guy but then she'd
wonder how I knew. I decided to just agree with her. "Right," I said,
"boys don't have to worry about how they sit or how they walk. They
have it so easy!"
We talked for awhile about how easy boys had it and then got to what I
really wanted to talk about - my new dress! Cindy agreed that it
sounded very pretty and said that her family was also going to the
dinner. She said she had a pretty gown picked out but wanted it to be
a surprise. "You'll love it when I see you at the dinner," she said,
"until then you'll just have to wait!"
We both agreed that we'd be the prettiest girls at the dance, and that
the boys would be lining up to talk to us and ask us to dance! I told
her about Aunt Lynn's teaching me to dance and how excited I was about
the party. "Bob's going to be there, you know" Cindy remarked. My
heart almost skipped a beat! "Do you think he'll want to dance with
me, " I asked? Cindy giggled, "I guarantee it! He asked me if you'd
come but I said I wasn't sure.". "Well don't wait," I pleaded, "tell
him I'll be there!"
The day before the dance Aunt Lynn had another surprise for me. We
were both going to a beauty shop to have our hair done and then I was
to have my picture taken in a photo studio wearing my gown! The night
before I was so excited that I could hardly get to sleep. My aunt and
I had assembled everything I would need to wear and set it aside for
the next day. She told me she understood my giddiness, it was natural
for a girl to be excited under the circumstances but that if I didn't
get some sleep I'd look terrible in the pictures. I finally drifted
off to sleep with visions of my first visit to a beauty shop swirling
in my mind.
Soon my aunt was waking me up and telling me it was time for breakfast.
I began gulping down my cereal until my aunt interrupted. "Diane,
please slow down and eat like a lady!" she said. "If you're going to
act so ill mannered you can go back to being a boy!" That certainly
slowed me down! I suddenly realized that I had forgotten about being a
boy and was excited about being transformed into a lovely young woman!
I didn't want my aunt to turn me back into a plain, ordinary boy now!
That's much better," my aunt laughed, "I must have scared you with that
threat!" I was on the verge of breaking into tears. "I'm sorry Aunt
Lynn," I said . "Please don't make change to a boy yet, I love being a
girl. The clothes are so much softer and prettier and people treat me
so much nicer, I'm really enjoying being a girl!"
"All right Diane," she said, "please don't cry. I'm glad you enjoy
being a girl, I've enjoyed your visit with me and I'll hate to see you
leave. In the meantime we ladies have to get our hair done, come on,
let's get dressed."
Aunt Lynn told me to put on shorts and a top for now saying that I'd be
more comfortable that way. I put on one of my new bras along with a
pair of light yellow panties, yellow shorts so that my panties wouldn't
show, and a pretty white top with flowers around the collar. The top
buttoned in the back, and my bra straps were clearly visible through
the material. I stepped into my sandals and Aunt Lynn did my hair into
a cute ponytail.
The lady at the beauty shop was very nice, telling my aunt how pretty I
was. She said that it was a special event for a girl to get her first
grown up hairdo! Aunt Lynn mentioned the pictures and the lady broke
into a wide smile. "Don't worry, missy" she said, "when you're done
here you'll be a gorgeous young woman!" I couldn't have been happier!
First they shampooed my hair, then they trimmed it to even it up. Next
they put some kind of gel on it which they said would help keep the
style. After that it was rolled into curlers, some large, some small.
While one lady was setting my hair another lady came over and had me
take off my shoes. I was going to get a manicure and a pedicure!
The lady doing my nails worked around the edges of them with some kind
of file and then buffed them. "I see you've been taking good care of
your nails" she said. "Pretty nails are very important to a young
woman's looks." She smiled at me and continued on, "Boys really notice
pretty nails on a girl you know. Do you have a boyfriend yet?"
My face must have turned beet red when she asked that! I just smiled
and looked down at my feet. "Sort of," I answered, "I think my
girlfriends brother is really cute!" The lady smiled at me as if she
were talking to her own daughter. "Just wait until he sees what a
pretty young woman you've become at the dance." she said. I'll bet he
asks you to dance every dance." I couldn't hope for more I thought, I'd
just die if Bob didn't ask me to dance!
By now my toenails were a pretty shade of pink and the lady was gluing
fake nails to my fingertips! The nails were a little longer than my
own and came to a rounded tip. Once they were in place they were
painted the same shade of pink as my toe nails. "This shade will match
your gown" the lady said, "it's important to match your nails to your
dress when you can!
I had to sit under a dryer for some time to help set my new hairstyle.
I passed the time reading magazines and catching up on the latest
fashions for teenaged girls! Soon I was done and was moved back to a
styling chair. My curlers were taken out and my hair was brushed and
styled. I finally got to look at myself in the mirror after several
hours of primping.
I couldn't believe my eyes! Staring back at me was a girl that as
Denny I would have killed for! Now as Diane all I could do was cry!
"What's wrong sweetheart" asked the hairstylist? "Don't you like your
new hairdo?"
I didn't know what to say! The girl in the mirror had gorgeous blonde
hair, mine used to be sort of a dishwater blonde, almost brown. The
girl I was looking at had pretty waves throughout her shoulder length
hair, when I set mine the best I could do was a few curls at the ends!
The bangs I fought to get to do more than lay flat, were now fluffed
out from my forehead and curled towards either side of my head!
"It's not that," I said through my tears, "it's the most beautiful
hairstyle I've ever seen!" My aunt who was also having her hair and
nails done stood behind me, "you're beautiful Diane," she said, "The
prettiest young lady I've ever seen!"
"You look beautiful too Aunt Lynn," I exclaimed, "we'll be the
prettiest ladies at the dance!" Aunt Lynn smiled and kissed me on the
cheek. "You know Lynn," said the hairstylist to my aunt, "he was
pretty when you brought him in, but now you can be certain that no one
will ever guess that this beautiful young lady is really a boy!"
I almost died when I heard that! "Aunt Lynn," I cried, "you mean she
knows about me?" I felt as though the world had just crashed in on me!
"Yes Diane," my aunt said, "she knows all about you. You see, Janice
here is my best friend, we grew up together. It was her idea to take
you to this dance and to have your picture taken!"
Aunt Lynn's friend smiled at me. "Don't worry Diane," she said, "your
secret is safe with me. Your aunt told me about you when you first
came to stay with her, she told me about how you fooled her when she
came to visit and how you're staying with her until your vacation comes
up. She thought you were such a cute little girl and she was right.
Since you seemed to be adjusting to being a girl so well we thought you
might like to see what it's like to become a young woman!"
My aunt held me close and said, "I'm sorry if I upset you Diane, if
there's a problem Janice will cut your hair and you can go back to
being Denny again." Without waiting to think I blurted out, "No that's
okay Aunt Lynn, I'd hate to come this far and then miss the dance! I'm
just worried that someone will find out about me" Janice put her arm
around my shoulder. "I understand Diane," Janice said, "but you don't
need to worry, I'm not about to tell anyone unless you want me to."
"Why would I want you to?" I asked, quite puzzled. The last thing I
wanted was for anyone to know that I was really a boy! "Let me
introduce you to my niece," Janice said, "that might help explain
things."
"Cheryl," Janice called, "could you come over here please?"
A very attractive girl of about sixteen came walking over to us. She
was wearing a short denim skirt, white stockings, a silky pink shell
top and pumps. Her hair was dark brown and wavy with a lacy white
ribbon tied in it. She had on a pretty gold necklace, bracelets and
rings on several fingers.
"Yes Aunt Jan," she asked, "what do you need?
"Cheryl," Janice said, "I'd like you to meet Diane. Diane is Lynn's
niece, she's spending a few weeks here and just got her hair done for
the dance tonight. Why don't you two go off and talk, you probably
have a lot in common."
Cheryl agreed and went to get her purse. We went to a nearby
convenience store to buy soft drinks. "You're very pretty, Diane,"
Cheryl said, "so how do you like being a girl?" That certainly got my
attention! "I-I-I don't know what you mean Cheryl," I stammered.
"That's a silly question to ask!" Cheryl looked as though she had made
a major mistake.
"I'm sorry Diane," she said, "my aunt said we had a lot in common so I
figured you must be a boy too!" I couldn't believe it, this pretty girl
with a fantastic shape was also a boy!
"You mean you're not a girl," I asked? "Then why are you wearing girls
clothes and carrying a purse?"
Cheryl smiled at me, "most likely for the same reason you're wearing
them," she said. "Because I like to!"
"I thought I was the only one like this" I said. "You don't look
anything like a boy!" I still found it hard to believe that she was a
guy! "I should hope not," Cheryl said with a laugh. "I'd hate to
think I spent so much time fixing myself up for nothing!" I had a
million questions for Cheryl and I got tongue tied trying to ask them
all at once.
"Easy does it Diane," she said, "I'll be happy to answer your questions
one at a time!"
Cheryl explained that when she was about four years old her mom thought
she'd make a cute little girl. One day her mom took out a matching
mother / daughter outfit and got Cheryl dressed. "I cried when I found
out what she wanted me to wear", she said. "I screamed and carried on
telling mom that I wasn't about to put on any dress! "Mom told me that
I could scream all that I liked but I WAS going to be her little girl
for the day!"
"Before it was over I had on a cute pair of yellow, ruffled, nylon
panties, a pretty little slip all trimmed in lace, white anklets with
pink lace around the cuffs, and a pink dress with a matching hat. Mom
had also bought me a pair of white little girl shoes with a strap
across them. Next thing I knew mom and her new daughter were headed
out for a shopping trip. I even had to carry a little purse that went
with the outfit."
"Everyone we met thought it was so cute to see us in our mother /
daughter dresses. Even people who knew me as a boy said I made a
pretty little girl and fussed over me!"
"We spent the entire day shopping with me in a dress. I had to try on
every cute little dress my mom saw. She bought me several dresses that
day saying that her new daughter needed some pretty new clothes. I
tried to tell her that I didn't want to be a girl but it was no use.
She wouldn't hear a word of what I had to say and as the day wore on I
got used to wearing a dress and being called Cheryl!"
"When we got back mom told me that whenever I was home I would be her
daughter Cheryl. She would decide what clothes I would wear and when.
If we went anywhere she expected me to dress and behave like a good
little girl or when I started Kindergarten the following year it would
be as Cheryl!"
"I thought it would better to be a girl around the house than in school
so I became a very good little girl! I got used to wearing dresses
around the house and looked forward to shopping for pretty new dresses
and underwear. I soon had a closet filled with dresses and drawers
filled with colorful underwear! Mom used to let me pick out my
underwear when I got ready for a bath and I always picked the prettiest
pair I could find! Mom let my hair grow long enough to put into a
ponytail with bangs on my forehead. She didn't think guns and trucks
were good toys for a little girl so I got dolls and other girl's toys
to play with."
"Soon I got so used to being a girl that it didn't bother me anymore.
When we went shopping I used to beg mom for pretty dresses! Before
long I dressed as Cheryl whenever I was at home and even went to family
get togethers as a girl. Some of my boy cousins teased me at first but
after I showed up at a Christmas party in a pretty dress and stockings
they soon began to treat me like a girl! My family would think
something was wrong if I didn't wear girls clothes! Some things were
tough to get used to but I'm glad I did."
"Yes," I said, "it is tough getting used to some things but I'm having
so much fun being a girl that I don't mind!" Cheryl giggled. "I see
you're wearing a bra under your top," she said, "did you have trouble
getting used to the tightness of it?"
"I've only been wearing them for a few days now," I said, "I've been
too excited to notice how it feels! I did have a little problem
getting used to heels though, I tripped the first time I had them on!"
Cheryl giggled, "Me too!" she said, "I felt like such a clumsy oaf
until I got used to them!"
We talked for a while about getting used to being girls, I felt just
like a girl comparing notes with a girlfriend on becoming young women!
"Cheryl", I asked hesitantly, "have you ever kissed a boy?"
Cheryl stopped dead in her tracks, "why would you ask a question like
that Diane?" she asked. "I was just wondering," I said, "I think that
the longer I stay dressed as a girl, the more I find myself becoming a
girl!"
Cheryl looked at me very intently for a few seconds and then said,"
You're right, every time I dress up as a girl I have a strange feeling
that I may never come back as a boy! I think it's much harder to act
like a boy. You have to be careful what you say and do so that no one
thinks you're a sissy. It's so much easier for me to be a girl!
Cheryl sort of looked away for a little bit before she continued.
"Yes," she said with a smile, "I've kissed a boy. Several boys as a
matter of fact. I mean if they're going to take you out somewhere nice
and spend money on you a goodnight kiss is how a girl says thanks!"
"You mean you go out on dates!" I asked. "Sure," Cheryl said laughing,
"I'm old enough to date!" I was amazed to think that she had actually
dated as a girl!. "Do you go out with other boys?" I asked. "Well
sure," she said matter-of-factly. "Guys think I'm cute and ask me out
all the time! I have a lot of fun on dates and so do the guys I go out
with!"
"Don't your mom or your aunt mind," I asked?
"No," Cheryl said, "they treat me like a girl and take it for granted
that boys ask me out. When I'm staying here, Aunt Jan helps me get
ready if I have an important date. Sometimes she'll lend me one of her
outfits or fix my hair real pretty!"
"I always go on vacation with my mom as Cheryl and I've met a lot of
cute guys. If they ask me out and I think they'd be fun I say yes!
Once mom had a date with a guy and I had a date with his son! We
double dated and had a wonderful time. Mom and her date went into his
house for some coffee after our date and I stayed out on the porch with
my date!"
"I snuggled close to my date and we sat and looked at the stars. It
was very romantic and besides being a real hunk, he was a great kisser!
I had a great time and he was a perfect gentleman. His father taught
him to treat girls nicely and he made me feel like a lady!"
"But don't you