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Kristen, Part Three
All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.
Our families were already headed for the door so we hurried to catch up to
them. As we approached the door dad held it open and waved us through. Dad
looked at me quizzically then asked mom where I got the purse. Mom just
brushed him off saying that she had meant to give it away but left it in the
car. Dad seemed to believe her, at least he didn't ask any more questions.
"Right this way girls," he said with a laugh. "Ladies before gentlemen!"
Inside we took a few minutes to decide what to order. I wanted a triple
cheeseburger, a large order of fries, and a large Coke. Mom quietly told me
that I was a young lady tonight and would eat like one. I ended up with a
cheeseburger and a small coke.
Dad and Jim's mom went to order while the rest of us sat down. Heather
giggled as Jim gently tucked his skirt under him and slid into the booth.
Jim's movements were so smooth and feminine he made me jealous. I looked at
him, smiled, then slid into the booth as gracefully as I could.
Heather sat down next to Jim and laughed. "You girls are making me feel like
a truck driver!"
"Sorry Heather," Jim said giggling. "I didn't realize I was showing you up!"
Dad and Jim's mom came back with our food just then and dad wanted to know
what we ladies were laughing about. Mom of course just had to explain that
Jim was so feminine that she and Heather felt like a couple of guys! Maybe I
was wrong but Jim's mom smiled as if she were proud of Jim's mannerisms.
Looking at mom I noticed that she was looking at me as if she was happy with
our little charade! If I only looked more like a girl this could be fun!
Dad seemed kind of confused, he just looked at me for a moment, shrugged his
shoulders and sat down. We finished our meal then walked back to our cars to
go home. I was amazed, another outing as Kristen and no one seemed to notice
me! Was it possible that I looked and acted that much like a girl?
During the drive home I decided to ask mom if I could spend some time as
Kristen sometime soon! I was having fun fooling everyone and wondered how
well I could do. When we got home I plopped down on the couch, kicked off
the shoes I wore and propped my feet on the coffee table. Dad walked into
the room and sat down beside me. He gently slapped my leg and told me to sit
like a lady. I automatically took my feet down, sat up straight, and put my
legs together.
"You did that quite well Mike," dad said to me. "How'd you learn to act so
much like a girl?"
I explained that mom had taught me a few things to make sure I didn't screw
up for the play. Dad smiled, pulled me close for a hug and said that I had
obviously learned my lessons well. I wasn't sure how to take that but didn't
want to start trouble. I hugged dad and said thanks then pretended to be
interested in a movie until he left.
Things were different after that. Mom insisted that I spend more time
helping around the house and running errands for her. If dad wasn't in the
room she might point out a dress or some other outfit in an advertisement and
ask my opinion of it. Needless to say she never asked my opinion of any guys
clothes. One day after school I asked mom if she'd mind if I could get
dressed up until dad came home from work. Mom was delighted that I'd want to
get dressed up again! She told me to pick out something pretty and she'd do
my hair again. I rushed to my room and began to get changed.
I began searching my dresser drawer for just the right pair of panties to
wear. It had been several weeks since the play and I felt like I just had to
wear the prettiest panties I could find. That wasn't easy since mom had
taken a lot of trouble to pick out my 'Special Occasion' panties and they
were all beautiful. I finally decided on a pair of baby blue panties with a
lace waistband. I picked out a pretty half slip that matched the color of my
panties, a pair of white pantyhose, and one of my padded bras.
I practically tore off the clothes I had worn to school and began to get
dressed. It felt great to put panties on again and my legs looked so pretty
in my sheer, white stockings. I steeped into my slip and went to get mom's
help with my bra and to pick a dress from her closet. Mom hugged me when she
saw me and asked if I liked wearing girls underwear.
"I just can't believe how easy it is to be a girl," I said offhandedly.
"Actually it's not that bad!"
Mom just laughed, "I knew you'd enjoy dressing like a girl once you got used
to it!" she said. "But believe me it's not as easy as you think!"
She went to the back of her closet and picked a dress. It was dark blue with
white eyelet trim at the collar and sleeves. It was made of some sort of
silky material that made me feel so much like a girl!
I unzipped it just enough so that I could pull it over my head then reached
behind me to zip it to the top.
"Good girl Kristen!" Mom said proudly, "You remembered how to zip your
dress!"
"I told you it was easy!" I said. That was probably the wrong thing to say!
"If you think it's that easy then you wouldn't mind finding out, would you ?"
Mom asked.
I didn't know what mom had in mind but once again I shot my mouth off and
told her it wasn't that hard to be a girl. She just smiled and said she
hoped I'd find out!
I found my suede shoes in the bottom of a pile of moms shoes and stepped into
them. No sooner had I put them on then I began to have memories of my debut
as Kristen! I thought I had done such a great job, even fooling another boy.
I finished dressing and went to see mom.
Mom asked me if I'd help her straighten up and set the table for dinner. As
Mike I had never wanted to be bothered with what I had considered work for
girls but now as Kristen I was happy to help! In no time at all we had
cleaned the kitchen and set the table for dinner. When we finished mom and I
went into the living room to talk. We spent a long time talking about how I
felt wearing girls clothes and if it bothered me. Mom promised that she'd
forget all about it if I wanted to.
I took a while to think about it. Part of me felt silly wearing girls
clothes and pretending to be Kristen but another part of me was having a
really fun time! I knew that if anyone ever found out about Kristen I'd be
laughed out of school yet I sort of liked the way my panties and nylons felt
and I really liked the way mom was treating me. Since I had tried my first
dress on mom and I seemed closer than ever. We laughed and talked about
everything and just had a terrific time!
I told mom how I felt about dressing up and that I was afraid people would
laugh at me. She said that no one needed to know that I liked to dress up
like a girl. She'd keep my dresses and stuff out of sight and only she and I
would know about them. With that settled my only problem was that it didn't
seem right for me to wear girls clothes. Mom said that as long as I wasn't
hurting anyone she really didn't see anything wrong. Then she looked at me
and said that her and dad had always wanted to have two kids but after I was
born they found that they couldn't have any more. Mom said that they wanted
a boy and a girl but would never be able to have the girl.
That pretty much sold me. I decided that I wasn't hurting anyone, no one
would ever know , and it would make mom happy so I would continue to be her
daughter Krsiten!
After I told mom she gave me a big hug and kiss. She promised that she'd
help me learn to dress and act like a girl so that no one would know I was a
boy and that we'd have lot's of fun going shopping as mother and daughter. I
was glad she was happy and I was sort of happy too but I still worried about
dad's finding out.
I snuggled close to mom and we looked at pretty outfits in a catalogue. Mom
and I had a great time looking at all of the pretty dresses but soon I had to
change before dad got home. Before I got up however I leaned close to mom
and gave her a big kiss on the cheek.
"Wow!" Said mom, clearly surprised at my affectionate attitude. "What did I
do to deserve that?"
"That was for showing me how much fun I could have as a girl!" I said.
As I was leaving mom suggested that I leave my panties and stockings on under
my boys clothes. She said she thought it would make me feel better. I
wasn't going to argue with her, I thought it was fantastic idea too!
Hurrying to my room I took out mom's hair-piece, stepped out of my dress and
slip, and removed my bra. I pulled my jeans and top on over my stockings and
put on socks to hide them.
Later at dinner I noticed that I got the funniest felling when I moved in my
chair. The panties and stockings I was wearing would rub against my butt and
send a tingling feeling up and down my spine. I managed to be very helpful
and pass all kinds of things around the table that evening!
When I got ready for my bath that night mom handed me a bar of soap and asked
me to take it in with me. I looked at the soap and smiled. The label said
it was a beauty bar designed to keep a woman's skin soft and smooth. I
finished reading the label and looked up to see mom smiling at me.
"Just a little something for us girls!" she said. "Set it on the side, we
wouldn't want dad using it!"
I took the soap in with me and while I was filling the rub I unwrapped it and
set it on the side of the tub where mom kept her stuff. It had a very nice
smell to it and was rounded instead of squared off like our usual soap. I
got into the tub and instead of reaching for the regular soap I decided to
try mom's. It was terrific, leaving me feeling as smooth and silky as if I
had used mom's bath oil! I decided to use this soap whenever I could!
I had been due for a haircut someone time back but mom insisted that I wait.
Sometimes when dad was out of town mom would show me how to make it look
pretty. Even though my hair was long for a boy I kept it neat and a few of
my friends were letting theirs grow too! I wondered if they'd also be
sitting down having their moms fix it into a pretty style too!
One afternoon after school mom asked if I'd like to try being a girl around
kids my own age. I thought it would be a blast so I quickly agreed! Mom
explained that dad would be out of town that weekend and that she thought I
might like to try roller skating as a girl! I had a pretty good idea what
she had in mind so I asked just where we would go.
Mom laughed and said she knew a place not far from the mall we had gone to.
She wondered how I'd handle attention from boys.
"Any boy in particular mom?" I asked.
Mom acted as if she didn't know what I meant.
"You never know who you'll run into !" she chuckled.
Dad went out of town on Friday so when I got home from school I immediately
changed into girls clothes. I spent the evening getting pointers on acting
like a girl. I learned more about how to walk and do simple things in a
feminine way. Mom taught me to sit down slowly and cross my legs even if I
was wearing slacks. She said that was the way young ladies sat and she
expected her daughter to act the same way. I soon realized that I had a lot
to remember if I was to be a girl. It wouldn't be as easy as I thought since
I never knew all of these things.
When it was time for bed I ran my bath water and while I was undressing added
a little scented bath oil just for kicks! It was a great bath, so nice and
warm. When I finished I felt very smooth and smelled so nice!
I pulled on a pair of bright red panties I had picked out, they seemed pretty
and I really felt like a girl in them. I slipped a pink flannel nightgown
over my head and pulled it down around me. Ever since I had agreed to keep
dressing as Kristen mom had been picking up clothes for me whenever she had a
chance I had several pretty dresses, a couple of skirts and tops, two
nightgowns and lingerie in every color of the rainbow!
Mom said she thought I looked especially cute since my nightgown was trimmed
with lace at the sleeves and collar and flared out at the bottom. I quickly
gave her a good night kiss and went to bed anxious for the next morning.
Mom promised to give me a different style this time and after much brushing
and pinning she arranged it into a cute ponytail which was tied with a green
scarf that matched my top. I just loved the way it looked! Every time I
shook my head my ponytail would bounce around and the green scarf hanging
down on the sides gave me a truly coordinated outfit! I couldn't have a
skating dress and matching panties but I was thrilled to look like a really
cute girl! I put on a cute girls jacket mom had bought for me, picked up my
purse and followed mom to the garage.
As we were headed for the skating rink I began to wonder what I was doing.
Why was I interested in meting Rick? It seemed like fun to me to try to fool
people into thinking I was a girl. Now I seemed to be the one who got
fooled. I felt like I'd never felt before, was this what people called
'Puppy Love?' I thought I was supposed to have my first crush on a girl, not
as a girl!
We were at the skating rink before I knew it and it was too late too back out
even if I wanted to. I was having a great time and thought I'd just relax
and enjoy myself for now! Puppy love wasn't supposed to last and I'd be back
at school on Monday as Mike. Why didn't that make me feel any better?
Once inside I rented a pair of girls skates and began to look around. I
didn't see anyone I knew which made me happy and sad. I was happy that no
one from school was there but sad that neither was Rick! I put on my skates
and decided to make the most of it!
I did have a great time, I always did like to skate and when it came time for
the first couple skate a guy did ask me to skate with him. It felt just a
little strange to be holding hands with a guy while we skated around but he
was so sweet and friendly. He made me feel like I was special and was happy
to hear anything I had to say. After the couple skate we sat and talked for
a little while before he asked if we could skate together again. I smiled
and agreed, he took my hand and we spent the rest of the afternoon skating
together. At the end of the day he actually kissed me on the cheek! Good
grief, my first kiss and it was from another boy!
Now I was getting very confused!
When we got home that afternoon mom suggested that I put on something nice
and we'd go somewhere for dinner. I traded my jeans in for a pretty brown
suede skirt with a slip and stockings. I slipped on my brown pumps and mom
and I were off for dinner at a small restaurant across town to avoid anyone
recognizing me. We were waiting to be seated when a voice from behind us
said "I didn't expect to run into you here Nancy!"
I was desperately hoping it was a mistake but I knew that voice --- it was
Jim's mother! I had nowhere to hide and I was certain that Mrs. Wald would
recognize me. Mom put her hand on my shoulder to turn me around. "Aren't
you going to say hello to Mrs. .Wald?" She asked. The last thing on this
earth I wanted to do was to say hello to Jim's mother but before I could
resist mom had turned me around to face Mrs. Wald, Heather, and Heather's
girlfriend. Mrs. Wald was smiling at me as were Heather and her friend.
Heather's friend was really cute! She had short, wavy, Auburn hair with
bangs that drew attention to a pretty face. She kept smiling at me and
although she was cute I couldn't bring myself to smile back at her. I didn't
have a chance with this girl since I knew Heather would spill the beans about
me. Finally she laughed and said, "That's a pretty outfit your wearing, you
look really nice!"
When I heard that voice my jaw dropped open! Heather's cute friend turned
out to be Jim!
I did a double take at Jim. He was wearing a pretty yellow dress, stockings,
and black pumps! Around his neck was a gold necklace and hoop earrings hung
from his ears. A girls sweater was draped across his arm and a purse dangled
from his hands!
Relieved, I broke into a big grin. "Thanks" I replied. "You're looking
pretty good too!"
Laughing, Mrs. Wald said to mom, "I don't believe you've met my daughter
Jill, have you Nancy?"
Mom laughed and replied that she didn't believe she'd ever met Jill before
then introduced me to Mrs. Wald and Heather.
"You're very pretty Kristen," Mrs. Wald said as she looked at my skirt and
top. Turning to mom she suggested that we share a table so that Jill and I
could get better acquainted! Mom thought that was a terrific idea saying she
was sure we had a lot in common!
Jim and I sat and giggled like a couple of teen-age girls as we talked about
what had happened to us. I asked him how he learned to act so much like a
girl and he said he'd been practicing since the day we told our mom's. Jim
said that his mom kept telling him how cute he looked as a girl and one day
asked if he would put Heather's clothes on again. Jim's dad had died a few
years ago and I knew he'd do anything for his mom. Well Jim said that since
he sort of liked the way he looked and felt anyway he agreed to let her dress
him.
Jim's mother picked out a pair of panties, a slip, bra, and stockings and had
Jim put them on. She then brought out a dress that had a netting of lace
over a light blue background and helped Jim into it. Once she zipped him up
she had him put on a pair of Heather's white pumps then brushed his thick,
wavy hair into a pretty style with bangs. When she finally let him look in a
mirror he was thrilled at the pretty girl he saw.
Jim said that while he was admiring himself his sister walked in on them.
Heather couldn't believe how pretty Jim looked and was delighted with her new
'sister!' He said that they spent the rest of that evening dressing him in
different outfits and fixing his hair. He was thrilled with the attention he
got and began wearing Heather's clothes whenever he got a chance. He had
been going out with his mother and sister occasionally but this was his first
big night out. He had picked out the clothes to wear and his mom had used a
temporary hair rinse to change his hair color.
I thought he was doing a terrific job of being a girl but he whispered that
he was actually a little scared that someone might recognize him. That
really made me laugh, I'd known Jim for years and I didn't even recognize
him!
Jim and I were having a great time talking when his sister interrupted to
tell us about an upcoming dance at the high school. It sounded like fun but
our mothers didn't think we were ready to go to a dance as girls yet! I
suggested that we could go roller skating together and that met with
approval. We made plans to go the next afternoon and readily agreed to let
Heather come too! It seemed like a good idea, spending an afternoon as
girlfriends!
Mom suggested that perhaps Jim would like to spend the night at our house so
that we would have more time to talk. His mom liked the idea as much as he
and I did so we made plans to pick up some clothes for him to wear. I wanted
to rush through dinner to get ready but mom told me to settle down and act
like a young lady.
After an eternity we finally finished dinner and left for the Karl's to pick
out clothes for Jim. When we got inside Jim and I rushed to his room
giggling and laughing like a couple of girls preparing for a pajama party.
Jim and I picked out some panties, socks, and a bra for him to wear the next
day along with a pretty yellow nightgown for the night. I was amazed to see
that Jim had an entire dresser drawer filled with girls underwear along with
several dresses, slacks and tops in his closet. He laughed when I said that
I was surprised he kept girls clothes in his dresser and closet. To him it
was no big deal, after all his mother had bought the clothes for him and he
and Heather borrowed outfits from each other! After picking out a pair of
jeans, sneakers, and a top he packed everything into a small overnight case
he borrowed from Heather and we left for my house.
We had been friends for a long time but I can't remember ever having as much
fun with Jim as I did that night! We ran to my room and after changing into
our nightgowns I had a great time showing him the lingerie mom had bought for
me. Jim asked if he could see some of the outfits mom had bought for me so I
asked mom if she'd get my things from her closet.
I told Jim the story of how I had reluctantly gone shopping as Kristen to get
my jacket and had ended up leaving with an assortment of girl's clothes! Jim
said that Heather had suggested going shopping as Jill and he was only to
happy to oblige. His mom and sister had picked out a pretty dress for him
and fixed his hair.
They spent an entire day picking out clothes they thought he'd look cute in
and helping him try them on. Jim said it was the most fun he'd had since the
play! It turns out that Jim was also wearing a slip and panties under his
skirt for the play!
While we were looking over my outfits mom suggested that we might enjoy
modeling a few outfits. We started choosing which clothes we wanted to wear
when mom interrupted.
"I was thinking of some other clothes if you girls wouldn't mind," she said.
"I picked out a few things I had put away years ago and thought you ladies
might like to try them on!"
"Sure mom!" I replied excitedly. "What do you want us to wear?"
Mom smiled and said to wait there while she picked out clothes for us. We
could hardly wait to see what mom had picked out for us!
She returned a few minutes later and handed Jim a beautiful, lilac colored
prom dress and some lingerie. The dress was absolutely gorgeous with sheer,
puffy sleeves that ended in lace cuffs. She also gave him a long, full slip
like the one I wore the first night she dressed me up like a girl Jim took
the clothes and went to the bathroom to dress.
Mom handed me a beautiful rose colored dress that went about halfway between
my knees and ankles. She said it was a bridesmaid dress she wore in her
older sisters wedding when she was fifteen. The dress was made of a satiny
material with short puffy sleeves and a delicate lace edging around the
scooped neckline. It was so pretty that I couldn't wait to try it on!
"You'll be needing this too." Mom said as she handed me a black half slip in
the same length as the dress."
Mom left the room as I pulled off my nightgown and began to pull on the slip.
Once I got the slip on I hurriedly put on the bra I had worn earlier. I
stepped into the dress and had just pulled it over my shoulders when mom came
back carrying a pair of shoes that matched the dress.
"Put a pair of nylons on and try these on." She instructed me. "I think
they'll fit and they'll look really nice with your dress!"
I reached into my drawer and took out a pair of tan stockings. I forced
myself to slowly pull them up my legs to avoid snagging or ripping them.
Once I got them on I stepped into the shoes and found them to be a perfect
fit.
I was admiring myself in the mirror when Jim came back into the room.
"You look terrific Kristen!" He exclaimed. "Your mom lent me a pair of shoes
to match this dress too. How do I look?"
The dress Jim wore fit perfectly and with matching shoes he looked every inch
a young lady waiting for her prom date!
"You're gorgeous Jill!" I said with a laugh. "All we need now are a couple
of dates for a dance!"
Just then Mom told us to turn her way and smile. When we did she took a
picture of us with an instant camera.
"I thought you two might like to see what lovely young ladies you make!" She
said as she snapped another picture. "How about doing a little posing for
some pictures!"
Jim and I were happy to pose for mom and she gleefully snapped picture after
picture of us in our dresses!
"Not bad girls," she said as we looked at the pictures. "How about we fix
your hair and add some make-up though?"
Jim and I looked at each other and grinned.
"Sure mom," I said with a big smile. "Sounds like fun to me!"
Jim didn't have to say anything, the smile and look of delight on his face
said it all. We followed mom back to her room and prepared for our
makeover's. Mom had us remove our dresses and snapped our pictures once
again.
"Sort of before and after pictures." She said as she began to work on my
face.
Once again mom smeared some foundation on first then added powder and blush.
She seemed to be taking a little longer than she had the first time although
I wasn't sure why. Next she curled my lashes and applied mascara to them.
She took out a set of colored pencils and began working on my eyes. When she
was finished she used a small brush to outline my lips before applying
lipstick.
Mom wasn't done with me yet though, she took out a small bottle and sprayed a
fine mist of water on my hair. next she took some electric curlers and began
to roll my hair onto them.
"Good thing you have nice thick hair," she said as she worked. "This should
work out real well!"
She finished setting my hair and stepped back to admire her work but would
not let me look in a mirror yet. She finished by clipping a pair of dangling
gold earrings on me and then asked Jim to take my place. I must have looked
pretty good because Jim kept looking at me. It seemed strange that he didn't
say anything, he just sat there and stared at me.
Mom gave Jim the works too, taking as long to do his make-up as she took on
me. She still wouldn't let us look in the mirror. Instead she told us to
put our dresses back on and she'd fix our hair.
We quickly put our dresses back on and were about to zip each other up when
mom stopped us. She handed each of us two pairs of stockings and told us to
roll them up and insert one pair into each cup of our padded bras. After we
did so we zipped each other up and were amazed at how much our dresses stuck
out at the bust!
Mom used a blow dryer to help set our hair then began to take out my curlers.
When she got them all out she proceeded to fluff my hair out with a brush.
She finished me then began to work on Jim again.
I was beginning to understand why Jim was staring at me, he no longer looked
anything like a thirteen year old boy. Heck, he didn't even look like a
thirteen year old girl! Mom had fixed my best friend up to look like a
beautiful girl of about eighteen or so!
Jim noticed my staring at him and smiled.
"Do I look that that good?" He asked in a halting voice.
"Y-Y-Yes you do!" I stammered. "Is that what I look like?"
Jim seemed too amazed to even speak. He just kept staring at me and nodding
his head!
Finally mom let us look at ourselves in a full length mirror. We were
stunned to say the least! There was no sign of the two boys who went into
mom's room. All we could see were two very lovely young women! Now I
understood why Jim couldn't say anything when I asked him how I looked!
While we stood there staring mom was snapping pictures of us. Mom laughed
and told us to smile and pose for her and we happily obliged sometimes posing
together. One picture that broke mom up was of Jim and I with arms around
each other lifting our dresses to show a little leg! Mom promised to get a
photo album for each of us to keep our pictures in so we could occasionally
look at them and remember a wonderful time in our lives!
When mom finally finished we couldn't believe how pretty we looked! It was
really strange to think that the two beautiful girls we were seeing in the
mirror were actually a couple of twelve year old boys! Our hair was curled
and styled, our faces changed by mom's make-up and our bodies the result of
padded bras and dresses that fit like they were made for us! I turned to
Jill and without thinking threw my arms around her.
"You look great Jill!" I exclaimed as I hugged her.
Jill returned my hug without hesitating.
"So do you Kristen!" She said laughing. "Isn't this great, I'll bet we look
prettier than any of the girls at school!"
We hugged each other for several minutes, laughing and giggling like crazy!
It didn't seem in the least bit odd to be hugging Jill like this, after all
we'd seen girls at school hugging and we were girls! Mom seemed very happy
with her work and how much we liked it. She smiled as we posed for picture
after picture for the albums she promised us. After using up a whole roll of
film she suggested we try other styles for more pictures. She sat Jill down
first and started doing another makeover on her.
First she removed most of Jill's make-up saying that she wanted to make her
look more her age. Jill was disappointed, after all it was fun looking like
a couple of eighteen years old girls. Mom ignored her protests saying that
she was sure she'd like the new style when she saw it.
After softening her make-up mom brushed Jill's hair into a wavy style that
fell just below her ears. She then added a blue ribbon and fastened the back
of Jill's hair into a cute pony tail.
Next mom had Jill take off her gown, slip, and stockings and put on a pair of
light blue shorts with a matching top. Mom took the ends of the top and tied
it in a knot just above the shorts. She then had Jill put on a pair of blue
ankle socks with a cute white bow on the side and a pair of white sneakers
she bought for me. Exchanging Jill's gold earrings for a set of blue button
style that matched her top mom pronounced Jill finished.
I told mom that I thought she was a magician, after all she had taken a
twelve year old boy and turned him into a gorgeous young woman then changed
him into a tinged girl ready for fun with her friends. Mom beamed with pride
in her accomplishment. It was easy to see that this was as much fun for her
as it was for us.
Mom had me take off my dress, slip and stockings and redid my hair and
make-up. I was given a pink short set mom bought for me and a pair of pink
ankle socks to wear. When I was completely dressed I looked just like Jill,
a teen-age girl ready for summer fun. I would have rather stayed in my
pretty prom gown but mom insisted that Jill and I get used to looking like
girls our age.
After all the pictures we reluctantly removed our clothes and cleaned our
faces as mom had shown us. Jill put on a light orange baby doll nightie that
just brushed her thighs. Underneath she had on a matching pair of panties
that went with the nightie, with her pony tail she looked perfect for a girl
her age. I selected a pink nylon nightgown with white lace at the arm holes
and hem, it wasn't quite as cute as Jill's but I enjoyed the nylon more than
cotton.
We laid in bed and talked about how much fun we had pretending to be girls
and thought up different places we would like to go as Jill and Kristen. We
both thought that it would be a blast to see what it would be like to go to
school dressed as girls. We spent at least an hour dreaming up different
outfits we'd wear to school, which boys we'd most like to date and how much
fun we'd have. We finally wore ourselves out and drifted off to sleep
thinking of skating with Jill's sister the next day.
When morning came Jill and I went downstairs for breakfast with mom. She was
happy to see us in our nightgowns and complimented us on how cute we looked.
Afterwards we went back to my room to change. Jill and I both pulled on a
panty girdle to keep any bulges from showing then wiggled into tight jeans.
After we put on our bras and tops we spent a few moments admiring our new
shapes in the mirror. I loved the way I looked as a girl but kept wondering
how dad would react to seeing me this way. I hoped he'd understand but
decided it was better not to find out.
Soon Jill's mom and sister came to take us to the skating rink. Heather
smiled and said that she really liked having Jim as her sister and hoped he'd
continue dressing that way. It was obvious that Jim was happy too and had no
desire to stop!
We got to the skating rink, rented skates and took a few turns around the
rink. It wasn't long before boys began to skate circles around us and try to
skate in between us. Jill wasn't sure what was going on but to Heather and
me it was obvious, these guys thought we were cute! Jill was getting upset
that the guys kept skating around us but we just laughed at her.
"You've certainly got a lot to learn about being a girl little sister!"
Heather whispered delightfully. "Those guys think you're a cute girl, it
won't be long before one asks to skate with you! Who knows, you might just
end up with a boyfriend before we leave!"
Jill's cheeks turned a bright red, I suppose she never considered that a boy
would find her cute!
"You're kidding me right!" She pleaded, "I can't skate with another boy!"
"And why can't you?" Heather asked, feigning innocence. "After all you
wanted to go out as a girl, now you'll see what it's like to really be a
girl."
"Relax and enjoy yourself, Jill." I said. "You'll love the way boys treat
you!
Before she could reply we had to clear the rink for a couples only skate. As
we approached the side a boy approached Jill and asked if she'd skate with
him. Jill looked at Heather hoping for a way out but his sister just smiled
and skated away. With no way out Jill turned, took the boys outstretched
hand and off they went. Heather and I watched as Jill seemed to loosen up,
soon she was smiling and talking as if skating with another boy was normal
for her! We waited for her to join us after the song ended but they
announced a "Ladies choice" and Jill immediately went back to the boy she had
been with. She spent the rest of the afternoon skating and talking with this
boy as her sister and I watched in amazement!
As we left, we kept teasing Jill about her new boyfriend but she didn't seem
to mind. She said that since she was pretending to be a girl anyway she
might as well let this guy treat her like one. Heather tried to tease her by
planning double dates as sisters but her mom made her stop. When I looked
over at Jill she seemed to be lost in thought with a smile on her face. I
suppose she was thinking of what it would be like to date as a girl. She was
certainly pretty enough, even in jeans you'd have never thought you were
looking at a boy.
We were sad to see the day end but tomorrow was a school day and like it or
not Jill and Kristen had to go back to being Jim and Mike.
Jill's mom dropped me off at home and I sadly began to change clothes since
dad would be home soon. I began to wonder what he'd say if I left my panties
on and he just happened to see them as I bent over for something. It was
really hard for me to take them off and change into boy's underwear but
something told me dad wouldn't approve of my wearing girl's underwear.
Dad went out of town frequently on business trips and each time mom insisted
that I spend the time as Kristen. Usually I didn't object but occasionally I
had planned on going out as Mike. Mom refused to hear any complaints,
insisting that it was my idea to wear girl's clothes in the first place.
She was right but there were still times I wanted to be with my friends as a
boy. Each time dad went out of town though, I ended up in panties and
dresses helping mom around the house like a good daughter.
I suppose you could say that mom did her job well, actually a little too
well. It wasn't long before the only times I didn't wear panties were when I
had gym class. If dad was going to be out of town I came home from school,
brushed my hair into a girl's style and got dressed as a girl. Mom had me
let my hair grow longer with just an occasional trimming to keep it neat so
it was getting easier and easier to fix it in a pretty style. The only
friend I got to see on a regular basis was Jim or should I say Jill since
every time he came over it was as Jill.
Still I didn't complain too much since mom often took me to see the latest
movies and we always stopped for dinner afterwards. Of course I was always
dressed as Kristen but hey a good movie and dinner out afterwards were still
appreciated. I figured that if she was willing to be so nice to me I could
repay her by being her daughter for an afternoon, or an evening, or a
weekend. Dad never questioned our outings and I never gave him details, what
he didn't know couldn't hurt me right?
Even though dad didn't know about my dressing I still had problems with it.
I admit that when I'm wearing girl's clothes I'm happy and having a great
time yet after it was over I felt bad about wearing girl's clothes. I could
just imagine what would happen if one of the guys from school found out about
my dressing up. I'd never live it down! The guys were nice enough to me
when I had to dress as a girl for the play, probably feeling sorry for me and
happy it wasn't them. How would I ever explain wearing a dress now that the
play was long over and forgotten?
I decided that the best thing for me to do was to just stop wearing girl's
stuff and get involved with more boy things like sports and maybe girls. I
signed up for the local baseball team and played with a passion. It seemed
to work, baseball games kept me busy so that I just didn't have the time to
spend as Kristen. After about a month's time I thought for sure that Kristen
was just a memory for me, I was a happy thirteen year old boy doing all the
things boys enjoyed doing!
One rainy Saturday my game was canceled and I found myself sitting at home
with no plans. Mom went to do some shopping and dad was out of town again.
I picked up the newspaper and I happened to see an advertisement for girl's
dresses. The models were cute but of course what really caught my eye were
the outfits they wore! No matter how hard I tried I couldn't seem to stop
thinking about how pretty the dresses looked and how nice it would be to wear
them! I put the paper down as fast as I could and turned on the television.
Just my luck, I happened to tune in to a repeat of the "Brady Bunch" where
the oldest girl decides to join her brothers scout troop to show that girls
could do anything boys could. At the end of the show as she is to be
accepted into the boys scout troop she comes downstairs wearing a pretty
dress and a ribbon in her hair. She tells her dad and brother that although
it was fun doing things like a boy she prefers to be a girl.
Well the sight of this girl about my age in a pretty dress and the dress ads
in the newspaper were just too much for me. I turned off the television,
went to mom's closet and searched for something pretty to wear. It didn't
take long for me to decide on a yellow dress mom had bought for me just
before I decided to stop dressing.
I knew the dress was perfect for how I felt, it was a solid yellow with sort
of a lace netting over it. The solid part of the dress had thin shoulder
straps which were covered by the lace netting along with fake buttons in the
shape of tiny pink roses down the front. The sleeves ended just above the
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