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From: gl621@aol.com (GL621)
Subject: The Tomboy Tapes (TG) (part 1)
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The Tomboy Tapes
by
Karen Elizabeth L.
It was going to be another one of those mornings at the breakfast table, I
thought as my mother and sister began arguing.
"Why can't you dress up a little bit for school Cindy," Mom sniped. "It
wouldn't hurt you to look a little more like a girl now and then you know!"
"I look like most of the other girls mom," Cindy replied in between bites of
toast. "The days of wearing dresses and heels to school went out with hoop
skirts! Do you want me to look like some kind of freak?"
"I just want you to look your best that's all," Sighed mom. "I want everyone
to see what a pretty daughter I have!"
"You're sweet mom," Cindy smiled as she chugged down her juice. "Sweet but so
old fashioned!"
As Cindy ran out the door mom had already turned her attention to poor dad ,
hounding him about Cindy's looks and grades. "She could do much better in
school if she were motivated, I know she could be getting A's and B's instead
of the C's she gets now. If I could just find some way to motivate her to dress
better and work harder." Mom lamented.
"I understand dear but I can't suggest any new ways to motivate her either,"
Dad was just as upset as she was but Cindy remained cool and calm no matter how
hard they tried to change her. Sometimes it seemed as if they were pushing a
big mound of Jell-O, but that couldn't be right, I thought, Jell-O could be
molded!
Several weeks later I saw Cindy dumping several cassette tapes into the garbage
then trying to cover them over to prevent their being found.
"I've never seen you work so hard Cindy," I joked walking into the room.
"What's up?"
"Motivational tapes," She sneered as she mixed up the trash. "A little present
from mom and dad. They figure that if I listen to them I'll work harder in
school and it'll even spill over into my homelife. I sort of hate to disappoint
them but they're not brainwashing me into becoming some little "Goody Two
Shoes!"
"Hold on a sec, I've heard a lot about those kinds of programs and they're
supposed to be really helpful! Why not try them and see, what can it hurt?" I
asked eagerly. It wasn't so much that I was eager to help Cindy, more that I
saw a chance to be a real pain in her side!
Cindy shrugged and pointed to the trash. "If you're so thrilled about them
help yourself, have I mentioned lately that you are such a suck up?" She
called, leaving the room.
"But a well motivated one!" I laughed as I cleaned off my newly acquired
treasures. Here was a golden opportunity to show Cindy up, I'd just listen to
the tapes myself and when our parents see my report card I'll tell them about
the tapes! I put them in the back of one of my desk drawers so that mom
wouldn't accidentally run across them, no point ruining my own surprise!
I put the tapes on before going to bed but even with the volume nearly all of
the way up I had to listen intently to hear anything then closed my eyes and
went to sleep. The next morning I tried my best but just couldn't remember
much about the tape. I did know though that it had been a very sound night's
sleep and that I was feeling very refreshed and anxious to get started!
"You're looking good this morning Jim," Commented dad. "Ready for that big
test today? You need an "A" to pull your grade up for the year you know. "
"Studied all evening dad," I smiled wondering what kind of an edge I'd get
from that tape I had listened to. "I can't wait to take it!"
"That's wonderful Jim," Mom said as she gave him a hug. "I'm sure you'll get
an A!"
"Suck up!" Scoffed Cindy as she came into the room.
I just smiled and stuck my tongue out at her, I enjoyed being mom's favorite
and I wasn't going to start an argument with Cindy at breakfast, that was mom's
job!
Mom started up right on schedule. "How were the tapes Cindy, feeling more
motivated today?"
"They were great mom, I can't wait to get to school!" Cindy shot a quick look
at me to see if he'd give her away. We both knew the only motivation for her to
get to school was to see her friends but I'd keep quiet for now! "Gotta run,
nice chatting!" She called on her way out the door.
Mom smiled broadly, "I think they're starting to help her already," She told
dad. "I can't wait to see her report card! This is going to be a turning point
in her life, I just know it will"
"Yes dear, I'm sure they've helped," He mumbled through his newspaper. "What
was that about her report card?"
"Go back to your paper dear, " Mom said with an exaggerated sigh. "I'll let
you know when your daughter makes the Honor Roll!"
"Betcha I get there first!" I offered as I took small bites of toast and
sipped at my juice. Somehow I just wasn't in my usual hurry to gobble down
breakfast, must be that tape calming me down for the test today, I thought to
myself.
Mom smiled sweetly and patted me gently on the back. "We're sure you can make
it dear, it's Cindy we're worried about. Of course with those tapes she may
just pass you up!"
"Fat chance mom," I was suddenly defensive. " Cindy will never be as good as
me so passing me up would be a fantasy!"
"Give your sister a chance Jim," Dad suddenly put down his paper. "You'll feel
awfully silly if she beats your grades so don't start gloating."
"Stupid too." I mumbled under my breath.
Dad took a swipe at me with his rolled up paper. "I heard you, now shut up and
give the girl a chance. We went through a lot of trouble getting her to listen
to those tapes and we're expecting to see results"
"All right, I'll keep quiet." I replied as I sulked out the door feeling very
let down. "But don't expect too much, we all know there isn't that much to work
with!" I wanted to add; "Especially since she's not even listening to them He
thought to himself ," but I'll just bide my time!
"Thanks for not giving me away at breakfast," Cindy told me later. "That was
very sweet of you."
"I didn't do it for you," I insisted. "If I gave away the story mom would've
taken the tapes away from me and I want to keep them."
"Hey I don't care either," Cindy shrugged as we walked to class. "You're
welcome to all the stuff mom and dad give me. Maybe there will be lessons on
being a better suck up in one of them!" She laughed derisively.
"Suck up? Me?" I exploded angrily as my face becoming to burn. "Dad rushed to
your defense at breakfast this morning, so maybe you've been doing a little
sucking up yourself? Playing the old "Daddy's Girl" routine again?"
Cindy laughed and brushed her hair back with a quick flick of her wrist. "A
little kiss goes a long way with guys, especially when it comes from their
daughter!"
"I bet them that you'll never be nearly as good as I am and kisses to dad won't
make a difference," I scoffed unable to help but feel that she was somehow
cheating. "I'm smarter, more motivated and with those tapes I'll pass you in a
flash!"
"Don't care, I'm still way prettier that you!" She laughed as she threw back
her head and fluffed her hair.
Weeks went by with Cindy and mom still occasionally arguing over breakfast,
Cindy was a slacker, there was no doubt about that but her grades weren't that
bad. They both knew that the argument had deeper meaning for mom, Cindy had
never been the sweet little girl of mom's dreams, she despised baby dolls, and
fought being dressed up in pretty outfits even as a child. Even if Cindy had
made the Honor Roll mom would not have be satisfied unless Cindy accepted the
award in a beautiful gown!
"Are you doing better in school Cindy?" Mom would ask in an innocent tone.
"School still sucks mom," Cindy would nonchalantly shoot back to mom's horror.
"Sucked then, sucks now, and it will go on sucking forever!"
"I saw a really cute outfit at the mall yesterday honey," Mom would venture in
a vain attempt to move the conversation around to what she really wanted to
talk about. "Maybe I'll pick it up for you, it would make a nice school
outfit."
"Got enough jeans and stuff mom thanks," Cindy would shoot her down in
flames. "Besides I'm not going to school in one of those "Little Miss Muffet"
outfits you like so much. Too frilly for me!"
Suddenly a picture of a frilly dress with puffy sleeves and a full skirt popped
into my head. "Such a pretty outfit," I found myself thinking. "Cindy's so
lucky and she just doesn't realize it! I'd kill for a dress like that."
I nearly choked on my milk as I struggled to regain my thoughts. "What made me
think something that crazy," I wondered. "Why would I want to wear a dress?"
"What's your problem?" Cindy asked. "Thinking of getting one of the
cheerleaders into an outfit like that? I'd bet you'd love that!"
"I wasn't thinking anything at all!" I insisted, afraid that somehow she knew
about the words that wouldn't go away. "But now that you mention it mom's
right, you would look nice in a pretty outfit like that. It wouldn't hurt to
look a little more like a girl you know! Think of how nice you'd make mom
feel."
"If you're so concerned about mom's feelings why don't you take the job?" Cindy
shot back maliciously.
"What job, what are you talking about," I asked puzzled that I had somehow
lost track of the conversation.
"Daughter of the family!" Laughed Cindy as she waved her hand towards me.
"There you go mom, your very own sweet little girl just waiting for you to
dress her up in a pretty little dress with patent leather shoes, a little purse
and gloves. You two could have a great time shopping for cute little party
dresses!"
"You're nuts!" I shouted ready to reach across the table at her. "You're a
sicko too talking about stuff like that! It's just that..... oh forget it!"
Cindy looked at me strangely for a second or two before rushing off to meet her
friends.
I suddenly had a terrible feeling in my stomach. " How did I let myself get
involved in a discussion about my sister's wardrobe, I must be losing my
grip!"
"Gotta roll," I blurted, grabbing my books and running out the door. I pushed
myself to think of an upcoming trigonometry test to prevent those strange
thoughts from returning.
"Here ya go Jim," Cindy announced as she tossed several new tapes onto his bed
a few days later. "Mom's motivational series, part two!" She laughed as she
threw herself into a chair.
"I don't know if I want these after our argument," I said even as I pulled the
tapes towards me. "You were awfully nasty to me that morning you know."
"You're breaking my heart Jim," Cindy sneered. "I seem to remember that you
jumped on mom's side and took a cheap shot at me! Now you've got the nerve to
sit here and pretend you're precious little feelings have been hurt. Bummer!"
"But honestly Cindy," My voice took on a tone of sadness, of being
misunderstood. "I was really trying to help you, you could look so pretty if
you got dressed up once in a while..."
Cindy dropped to her hands and knees and began scouring the room. "Come on out,
I know you're here," She called out.
"I'm trying to have a serious conversation with you if you don't mind!" I
shouted as Cindy continued her searching. "What in the world are you doing?"
"Looking for mom of course," She grinned. "I know she's hiding here somewhere,
I can hear her! I can't figure out how she got your mouth to move as if it were
really you talking but I am impressed!"
"Get out of here you idiot!" I screamed as I finally lost my patience. "You're
too stupid to realize how nice you could look and how happy you'd make mom!"
Cindy turned and smiled. "The jobs still open and you can help yourself to any
dress in my closet!"
As she slammed the door behind her I threw myself on my bed and fought back the
tears. Cindy was right, I had sided with their mother against her but why? It
wasn't even my usual cheap shot at her, I was really trying to help! Now
though Cindy thinks I should be some kind of sissy running around pretending to
be a girl and if that's not bad enough there are those thoughts!
The thoughts kept popping into my head at the most inopportune times, just that
past week I had been in the middle of a History test on Victorian England and
couldn't seem to force a picture of myself all done up in a pretty lace dress
with a floppy hat and parasol from my mind.
Not long afterwards I began to let my hair grow even though my parents badgered
me daily to get it cut.
"I think I look good with long hair mom," I patiently explained. "Lots of guys
wear their hair long and some even pull it back in sort of a ponytail! It looks
really great and it's the latest style."
"The latest style for boys is to look like girls?" Dad asked with barely
concealed scorn. "Sounds great, first you got an ear pierced and now you're
letting your hair grow. Are you nuts or what?"
"Gotta keep up with things dad or I'll end up as a nerd."
"You already are a nerd," Laughed Cindy. "Now you're just a funnier looking
nerd!"
"Enough from both of you," Scolded mom. "Jim, If you're going to have long
hair you better make sure it's kept neat and clean or I'll cut it off while you
sleep! And Cindy, listen to those tapes, I don't plan on throwing money away!"
"Don't worry mom, I'm making good use of them!" Cindy assured her after a
quick glance my way. I knew that I wasn't about to call her a liar, I enjoyed
the tapes far too much to cut off my supplier.
"And I'll keep my hair nice mom, I promise," I added feeling relieved that I
could let my hair grow. Lately having long hair had become very important to me
but I just couldn't seem to focus on a reason.
"Maybe," I thought to myself. "I'm just trying to outdo Cindy again by
showing her that I could look good in long hair when she insisted on keeping
hers short." What I couldn't bring myself to admit though were the thoughts I
was having of how pretty I would look with long curly hair!
The arguments between my sister and mother continued on as did the tapes which
as far as I was concerned kept getting better and better. The last bunch
promised motivational messages mixed in with songs from some of the hottest
rock groups, I would spend hours playing the tapes over and over while
studying or drifting off to sleep.
I kept waiting for my grades to take a giant leap forward, after all I played
the tapes religiously and mom had promised Cindy they'd make a big difference
in her life if she only relaxed and let the messages work. I 'd spent many an
evening with just a small light on in my room, headphones clamped to my ears,
relaxed, listening, absorbing, and waiting.
One reason I concentrated so hard on those tapes was because those goofy ideas
kept coming back to me, you know the ones about wearing pretty dresses and
having long curly hair. No matter how much I concentrated on those tapes though
the thoughts kept coming. One day I was reading a newspaper and suddenly find
myself drawn to an advertisement for girl's clothes. I stared at that page for
five minutes straight and when I was finally able to put it down I had an
overwhelming urge to put on some of my sister's clothes!
Luckily no one was home and I quickly raced upstairs and threw open the door to
Cindy's closet. There, pushed to the back I saw what I wanted, a simple, pink
minidress that Cindy had worn once when dad took us out to celebrate a
promotion at work. I grabbed the dress and quickly ran back to my room and
locked the door.
I swiftly removed my shirt, undid my belt, unfastened my jeans and stepped out
them. My heart was pounding and my hands were shaking as I pulled Cindy's dress
over my head then tugged it over my hips. Just as I finished adjusting it I
was overcome with the most wonderful, peaceful, feeling I'd ever know. I
stared at myself in the mirror, unable to move, unwilling to change. "This is
Heaven!" I thought.
I must have worn that dress for nearly half an hour, I practiced posing in
different positions, walking, and sitting until just as suddenly as the urge
hit me to put it on I felt that I had to take it off. I couldn't stop for a
second until I had the dress safely back in Cindy's closet and had my pants
back on. My heart was still beating wildly and my hands were sweaty and
shaking. I couldn't believe that I had actually put on one of Cindy's dresses
but my unbuttoned shirt and loose belt were proof that something terrible had
happened. Or had it? I just wasn't sure and it was driving me mad!
After that I found myself doing strange things that made me think I was going
nuts. One day I was taking a shower and reached to shut the water off only to
pick up the razor Cindy used to shave her legs. I stared at the razor and then
at my legs. Suddenly I was disgusted by the hair on my legs, lathering up with
a bar of soap I sat down on the side of the tub and removed every strand of
hair from my ankles to my butt! Whatever demon was possessing my mind wasn't
satisfied though and without giving it a second thought I shaved my underarms
too!
I ran my hands along my now smooth legs and admired the shapeliness I never
before realized they had. They were smooth, silky, very pretty and I was very
happy! I smoothed lotion over them to help keep my skin soft and silky then
carefully patted myself dry with the fluffiest towel I could find before
reluctantly pulling on my briefs and jeans. It wasn't until I was sitting on my
bed putting on a pair of socks that I realized with horror what I had done!
"What's wrong with me?" I wondered as I absentmindedly counted the strokes of
the brush through my hair. After it happened I was sure that everyone I met
could somehow tell that I tried on my sister's dress, fortunately I quickly
realized that there was no way for that to be possible. It happened in the
privacy of my room, I took it off and put it away again and there was nothing
left to show for it, I was safe. Or at least I was until now!
Now I'd be stuck wearing long pants even though the weather was warming up and
everyone else would be wearing shorts. I was stuck until the hair on my legs
grew back, if it ever would! If that wasn't bad enough there was always the
problem with my underarms, if I wore my favorite muscle shirts, I couldn't
raise my arms lest my girlish underarms be seen. "Boy, I really screwed up
this time," I thought as I began my hundred strokes on the other side of my
head. Once I finished my daily brushing routing I gathered my hair and pulled
it back into a ponytail. "Too bad I can't use one of Cindy's scrunchies to
hold my ponytail," I thought to myself as I put a rubber band around it.
"These rubber bands are giving me split ends."
At school I tried to concentrate on what was going on in class but I kept
getting distracted by the girls in my classes. I couldn't stop staring at some
of them, especially if they wore a skirt or dress! I didn't care what Cindy
said about not wearing dresses to school, these girls wore them and they
looked great! Judging from the way they acted they really seemed to enjoy
being dressed up, they walked differently, they sat differently, everything
they did seemed so feminine that it drove me wild and to my amazement jealous!
I had to be crazy! I'm supposed to be a normal teenage boy lusting after pretty
girls yet more and more I was envious of their pretty clothes, the way they
wore their hair, and the way they moved. I wanted to be just like them, to
have long, pretty hair, to wear pretty dresses and nylons, to tantalize with
a slight scent of my perfume. It was insane, positively insane but I couldn't
control the feelings building up in me, I wanted to be the daughter mom always
wanted Cindy to be! I wanted to wear pretty dresses to school, to do my nails
in pretty colors, I wanted to experience the delightfully wonderful world of a
pretty young woman!
One day in school there was a pep rally and the cheerleaders were allowed to
wear their uniform's to class. I was in Hell as I watched those pretty girls in
their short skirts walking down the halls laughing and having the time of their
lives. Why was I stuck in these awful pants and plain shirt when I should be
wearing something colorful and pretty? I had to do something about it but until
I got home I would have to endure the torture of seeing these girls so self
confident in their femininity practically daring me to join them!
I couldn't begin to figure out why I felt the way I did, I never noticed those
things before but suddenly they seemed so important to me! I tried to force
the thoughts out of my mind but as before they came right back, stronger each
time. One day I walked into the house after school and was relaxing with a
sandwich and cold glass of milk when I was overcome with a strange feeling. No
one was home but I'm not sure that would have made a difference, I had
something to do and I'd simply die if I couldn't get it done! I went straight
to Cindy's room and quickly pulled the pink dress from it's exile at the back
of her closet. This time though I wasn't going to rush back to my room to try
it on as I had many times in the past few weeks, this time I was going to do it
right, the way Cindy should! I opened every drawer in her dresser until I
found exactly what I wanted, a pair of pretty satin panties that still had the
tags on them, a bra, white pantyhose that Cindy had worn once, and a white half
slip trimmed in lace. Carefully cradling my treasures I hurried off to my room
before I came to my senses and put everything back.
Just as I had done so many times in the last few weeks I locked my door and
carefully checked to make certain that it couldn't be opened. I considered
pulling my drapes shut but there aren't any other houses close enough for
anyone to be able to see in my windows but the possibility made what I was
about to do all the more exciting!
I quickly removed every stitch of boy's clothing I had on then with trembling
hands I pulled the satin panties up to my waist. I had tried on Cindy's
panties before but they had all been cotton, softer than any of my briefs but
nothing special, just plain white cotton without even a pretty little flower to
brighten them up. Of course it felt very exciting to wear girl's panties but
the feeling was nothing compared to what was happening to me now, the satin was
so soft, silky, and cool against my skin that I had an instant erection! What a
contrast, pretty satin panties being pushed out of shape by something that they
were never meant to hold! I thought of an assignment I had recently done for
English class on contrasting things, too bad I could never write about the
contrast of the utterly feminine panties and an utterly masculine erection!
It took a bit of work to get the bra on, this was to be my first time, guess I
was saving it for a special moment, but finally I had it hooked in back and
stuffed with some socks until I had close to what I figured Cindy's bust size
was. The pantyhose were tough, I'd seen commercials and movies where a woman
would start pulling on a pair but once again it was my first time and I was
scared to death of putting a run into them, I'd never explain something like
that away. I carefully inserted my right foot then slowly pulled them as far up
as I could before putting my left foot in. When I finally had them worked up as
far as my thighs I hesitated for just a second feeling that I was on the verge
of taking a very important step. A deep breath and I slowly worked them all the
way over my thighs and unrolled the waistband, my heart pounding in my ears,
goosebumps popping up on every piece of flesh! "What was wrong with Cindy?" I
wondered. "I'm only partially dressed and I can't believe how wonderful these
clothes feel! How could she prefer cotton panties to these dreamy satin ones I
wore, why would she ever wear socks when she could wear these stockings which
were making my legs look so pretty and sexy!"
The slip made me look much better hiding the unsightly bulge in my panties. The
pantyhose helped keep it in check but now with the slip on I looked more like a
girl with my pretty, nylon covered legs extending beyond the lace hem of the
slip. Even though I was still excited I was becoming much calmer, more sure
than ever that I should dress this way! I lowered the dress over my head with
all the confidence and self assurance any girl my age would have. Every part of
my brain was now telling me that this was natural, I was a young woman and this
is how I was expected to dress!
Completely dressed I was shocked to see Cindy's reflection in the mirror, I
nearly panicked until I realized that Cindy wasn't in the room, I was alone,
the girl in the mirror was me! Sure there were a few rough edges, Cindy had a
few more curves than I did but I was sure that with a little padding here and
there I could easily look every bit as pretty as Cindy did on those rare
occasions when she did get dressed up. I'd love to have her see me now and tell
me that although I'm smarter she's prettier, I'd show her who the prettier
sister was in this family!
My time in Heaven ended all too quickly, I had to hurry to undress and put
things away before anyone came home. I was sure of one thing as I put the
clothes away, something had gone terribly wrong, I'm supposed to be a pretty
girl, not an average looking boy! From now on I vowed, I'd work harder until I
could do everything a girl did and do it the way a girl did. When I was
finished my family would realize that although Cindy was just an overgrown
Tomboy I was a young lady and they'd treat me like the young woman I was meant
to be!
I admired myself for a little while until the feeling vanished as suddenly as
it had come on and I found myself utterly disgusted by what I had done. I
stripped off Cindy's clothes as fast as possible then quickly donned by own.
After I finished putting my sister's clothes back I returned to my snack but
found it difficult to eat with the tremor in my hands. What had happened to me?
I had seemingly lost all control over my actions but I was too ashamed to
talk to anyone about it
Things kept happening more and more after that, I had an unquenchable desire to
dress in Cindy's clothes, to shave my legs and underarms, and keep my hair long
and pretty and I wasn't feeling nearly as guilty about it anymore! Keeping my
legs and underarms smooth and silky became a part of my daily shower ritual,
brushing my long hair wasn't a job, it was fun! I even graduated from wearing
Cindy's clothes alone at home to wearing panties to school! It was so scary yet
exciting, I'd be dressing after a shower and boom the urge would hit me! I'd
wait until Cindy was downstairs then sneak over to her room and borrow a pair
of panties. In school I had to be extra careful in the way I moved, sat, or
stood to prevent anyone from seeing the waistband of my panties peeking over my
pants. I was trapped, terrified that I'd be caught! Every afternoon when
school ended I breathed a sigh of relief that I hadn't been discovered and
vowed that I'd never do it again but the next morning would find me once again
pulling on a pair of panties!
The feelings had grown so intense that I started to dress more and more often
and wanted to wear different things other than Cindy's pink dress. I tried on
her jeans, her shorts, and her nightgowns, if it was in her closet or her
drawers I at least tried it on, sometimes as I did with her panties, wearing
them with my boy's clothes. It was nearly impossible for example to
distinguish her white socks from mine but it made me feel like I was fooling
people when I wore them instead of my own! I'll never forget the first time I
wore them instead of my own, I was sure that mom, dad, Cindy, and the entire
world could somehow tell that I was wearing a pair of girl's socks but no one
said a thing or even looked at my feet!
After going through Cindy's boring wardrobe I somehow came up with the idea of
checking out my mother's clothes. She and Cindy were about the same size and
whenever she went somewhere special she wore some of the most gorgeous outfits!
I figured if she hounded Cindy so much about wearing more feminine clothes mom
might just have some really pretty things stashed away in her drawers and I
couldn't wait to try them on.
I held out for over two more weeks before I finally had to give in to the
urges. Mom and dad were going to be spending a Saturday visiting some out of
town relatives and Cindy would also be gone until late evening. The instant I
had the house to myself I locked all of the doors then ran to mom's room
undressing as I went. When I reached her closet I had a strange feeling of
excitement seeing the dresses, skirts, and suits of every color and style which
called out to me to try them on!
The first outfit I picked to try on was a dark blue dress with sheer sleeves
that mom wore when she and dad went out for their anniversary dinner. The
material was very sheer but there was something like a built in slip under it
to keep it from being totally see through. I couldn't wait to try it on but I
wanted to check out mom's lingerie first in the hope I'd find something pretty
to wear under the dress.
When I opened her dresser drawer I couldn't believe my luck, instead of white
cotton I was staring at satin, nylon, and silk in so many different shades it
was as I was staring at a rainbow! Almost every pair of mom's panties were
lace trimmed, some were made of nothing but a stretch kind of lace, while
others were so sheer and sexy I found myself blushing! For a moment or two I
was shocked to think that my own mother wore these kinds of clothes then my
heart began to pound as I realized that soon I too would be wearing such
feminine and sexy items! I picked out several different matching panty, bra,
and slip sets to try on but the one I couldn't wait to wear was black,
beautiful, shimmery, silky, black with lace at the waistband of the panties,
lace at the bottom and side slit of the full slip, and if that wasn't enough
to drive me crazy the top part of the bra's cups were nothing but lace!
I couldn't get out of my regular clothes fast enough, I was all set to tear my
shirt when my fumbling fingers finally undid the last button. I pulled down my
briefs but instead of placing them on a neat pile with the rest of my things I
gleefully kicked them across the room, I wanted to have nothing more to do with
such ugly, confining clothes, I was a young woman exploring my femininity and
boy's briefs had no place in that world!
If I still had any insignificant doubts about what I was doing they were erased
forever when I slid the dress over my head, over my bra, panties and a pair
sheer black pantyhose. I wanted to run out into the street and shout "I love
being a girl" but I hadn't yet gotten the hang of the black heels I had also
borrowed from mom's closet.
I found a string of mom's pearls and after a few seconds work I managed to get
them around my neck and fasten the clasp. I slipped a delicate gold bracelet on
my wrist, fastened a dainty chain around my ankle, then set off on wobbly
ankles for mom's vanity and makeup across the room.
I reached the vanity without breaking an ankle then smoothed out my skirt as
I'd watched girls at school do before sitting down. My reflection in the
vanity mirror was pretty good, I looked a lot like Cindy might look in this
dress without makeup on, but that wasn't good enough for me. I wanted to be the
pretty sister and in front of me were the tools I would need to complete my
journey from plain to pretty. I just hoped I could master them without anyone
discovering what I was doing, I wanted to surprise mom with a daughter who was
pretty and feminine, a poised and confident young woman!
I spent the rest of the morning and the entire afternoon in mom's room
experimenting with makeup, clothes, and hair
all the while worried about the feeling that I was supposed to have been a
girl. Fighting the feelings wasn't possible any more, I was caught in a web of
satin and lace and there seemed no way out. I began to think of how happy I
would be to let mom buy me skirts and dresses to wear to school! Cindy might
rebel at the thought of wearing a pretty dress now and then but I wouldn't! I
would learn the proper way to dress, do my hair, wear makeup, and behave as a
proper young woman and mom would be so proud of me!
I had so much to learn but I wasn't finding a whole lot of time to study. Mom
and dad were staying home more on the weekends and with finals coming up Cindy
was actually coming straight home from school to study. Luckily I was able to
sneak some of mom and Cindy's things into my room where I hid them in the back
of my closet. In the afternoons I'd go to my room to study but it wasn't school
work I was studying, instead I was hard at work trying to master makeup and
hairstyling.
One Saturday afternoon after finishing showering and shaving my legs and
underarms I was sitting on my bed combing out my hair as Cindy walked past my
room. "Your hair's getting pretty long," She laughed as she watched me
carefully pull a comb though his hair. "Almost ready for some pretty ribbons
and bows!"
Cindy's comments brought the old feelings crashing back on me, I shouldn't want
long hair and I certainly shouldn't have been wearing the panties I had on. I
wanted to cut my hair off right then and there, to change into a pair of boy's
briefs and burn the panties. I wanted to, but then I thought of how pretty my
hair would look tied back in a ponytail with a pretty ribbon holding it in
place. I thought of how smooth and soft the panties were and how rough and
heavy my briefs were and it wasn't a contest. I couldn't do anything about what
was happening to me and I knew it. Lost in thought I dropped the brush I had in
my hand and bent over to retrieve it.
"Those are my panties!" Cindy exclaimed as she spotted her satin panties.
"What are you doing wearing my underwear you little pervert?
"I can explain Cindy, just gimme a chance," I begged.
What are you trying to pull?" Cindy asked suspiciously. "What are you doing
with these things?"
I spent a long time trying to explain things to Cindy who seemed to have a hard
time understanding what made perfect sense to me, at least at that time.
Cindy stared at me as if I came from another dimension. "I don't understand but
I think you'd better tell mom. Dad's gonna freak, that's for sure!!"
"I guess he will," I said sadly. "I can't help it though, I should have been a
girl, just like you. Only thing is that I really like getting all dressed up
and wearing frilly stuff, I want to be the kind of girl mom wants you to be,
all satin and lace and stuff!"
"So what do you need from me?" Cindy asked cautiously. "I can't do anything
about dad, I'm sure mom will be proud of you, surprised as all heck but
proud!"
"I"m having a lot of trouble learning to apply makeup and fix my hair," I
told her. "I was hoping you could help."
"But you're a boy!" Cindy exclaimed, exasperated. "Boys don't wear dresses,
they don't wear makeup, and they don't run around in their sister's underwear!
Look, you and I weren't exactly close friends but I just don't think I can
handle helping my brother become a girl."
"Please Cindy, I'll be a great sister I promise," I begged.
"If you're that serious about being a girl, why not ask mom to help? She knows
more about makeup and hair styling than I do." Cindy suggested. "You're going
to have to tell her anyhow you know, why not do it now and let her help?"
"You don't understand Cindy, I want to surprise mom. I don't want to say
anything to her until I can do everything any other girl can do, until I'm as
much of a girl as I can be!"
"But what if someone finds out about you? What about the other kids at school?"
Cindy challenged, obviously trying to weasel out of helping me.
"I guess they're bound to find out," I shrugged. "But that's not going to make
any difference at all. I'm going to be a girl whether they like it or not!
It took a lot of convincing before Cindy agreed to help but it's not everyday
that a girl's brother asks her to teach him how to be a girl. She didn't wear
makeup so she couldn't teach me much herself but she did promise to pick me up
a few magazines and she even agreed to buy me my own makeup! She was never this
nice to me as her brother, it was obvious that being her sister was going to be
much nicer!
Mom wasn't letting up on Cindy, the constant battle over Cindy's dressing
continued but Cindy didn't complain as much anymore. She simply take the
clothes, jewelry, and makeup mom would buy her and put them in her room for me
to use. It was a good system, I got the latest styles, makeup that was perfect
for me and since mom occasionally checked and found that the stuff was being
used she eased up on Cindy. Mom was happy, Cindy was happy, and I was ecstatic!
After a few weeks had passed Cindy seemed to forget her reservations about
turning me into a girl and became very helpful in my drive to replace my boy's
clothes with girl's clothes. The first thing to go were my briefs of course,
replaced by the prettiest, silkiest panties Cindy could find for me. I
replaced my white sweat socks with girl's socks, bought several girl's tee
shirts like Cindy wore and even found a pair of girl's sneakers that were plain
enough to pass as boy's sneakers.
It was so wonderful for me to go off to school wearing panties, a girl's tee
shirt, girl's socks and sneakers, the idea that I was somehow trapped, that I
couldn't possibly change into boy's clothes was both scary and exciting! No
one ever batted an eye though, I was just another long haired guy as far as my
friends and family were concerned! One day after school had ended for the year
though mom started picking on Cindy wondering why she'd spend so much money on
makeup and pretty clothes then never wear them out of the house.
"Don't worry `bout it mom," Cindy replied trying to avoid ruining my surprise.
"Maybe someday when you quit bugging me about it I'll get dressed up and let
you take me shopping. Until then don't bug me!"
That was the wrong thing to say to mom and Cindy quickly found herself on the
receiving end of a tongue lashing that would have gone down in the history
books as the greatest of all time. She was being grounded for a month, her
phone privileges were being taken away, and there was more to come until I
spoke up.
"Please don't yell at her mom," I pleaded. "She's only trying to help me
surprise you."
Mom stopped suddenly, her momentum in the argument lost. "You're not involved
in this Jimmy, please mind your own business."
"That's just it mom, I really am involved and I'll prove it!" I told her as I
left the table. I went to my room and from a box I had hidden in my closet
removed pictures that Cindy had taken of me modeling different outfits.
returning to the kitchen I laid them in front of mom and proudly announced,
"This is my surprise, the daughter you always wanted Cindy to be!"
Mom studied the pictures for a few seconds then smiled broadly. "I'm sorry
Cindy, you look lovely in these. Were you planning on surprising me?"
"Not exactly mom," Cindy hesitated for a long time then glanced towards me.
"That's not me those pictures."
"Of course it's you?" Mom seemed puzzled, glancing at the pictures then at
Cindy. Finally she took note of Cindy staring at me. "If it isn't you then who
is it?" She asked looking straight at me.
"It's me!" I replied filled with pride. "I hope I look good enough to make you
proud of me!"
"T..t..this is you?" Mom gasped as dad pulled the pictures from her hand.
"What in God's name are you up to?"
"Oh my Lord, " Dad uttered softly. "Tell me this is some sick joke you're
pulling Cindy."
" I thought so too at first dad but Jimmy convinced me that it wasn't," Cindy
explained , "Believe it or not, that's Jimmy in those pictures."
Mom looked at me dumbfounded, "Jimmy?" She asked, her voice strained. "You'd
better have an awfully good explanation for this."
"How can he possibly explain these!" Dad thundered as he threw the pictures in
front of me. "This is sick!"
"I don't understand," I said sadly. "It just seemed to happen all of a sudden,
I don't know why."
"Will everyone please calm down," Mom interjected stepping between me and
dad. She laid the pictures in front of me. "Now young man would you please
explain why you're wearing girl's clothes in these photos?"
I thought for several seconds on just how to answer mom's question before
deciding not to drag things out. "I want to be a girl, that's why."
"You what?" Dad asked seemingly stunned at my announcement.
"Are you serious?" Mom gasped. "You can't be serious!"
"A girl, you want to be a girl?" Dad was obviously shocked, his face had lost
all color and his eyes were bulging. "When did this happen? You've never
mentioned anything like this before."
"I can't remember wanting anything more than I want to be a girl," I explained
as best I could. "Maybe I didn't realize it before but now I'm absolutely
certain that I want to be a girl."
"But why?" Mom asked trying to remain calm even though she appeared to be on
the verge of crying. "What made you decide you want to be a girl?"
"I don't really know how it happened mom, I tried to ignore it and be like any
other boy but I couldn't help feeling that something was wrong. I started
trying on Cindy's stuff and then I knew for sure, I should have been a girl."
By now I was on the verge of tears. "Please daddy don't be mad at me, I can't
help how I feel."
Dad stared at me but the look of disgust was beginning to fade. "When did you
start thinking that you should have been a girl? What could suddenly make a
normal boy decide that he'd rather be a girl?"
"I'm not sure," I said as I wiped a tear off my cheek. "The idea of dressing
up seemed to come a couple of months ago
and it just got worse and worse. I tried not to give in but the feelings were
just too much for me, one day I was taking a shower and wanted to shave my legs
and underarms, before I knew what was happening I was wearing Cindy's dresses
then mom's underwear."
"Wait a second," Cindy announced, an odd look in her eye. "Mom, when did you
start getting those tapes for me?"
"I don't know," Mom replied offhandedly. "Three, maybe four months ago why?"
"And they were just supposed to motivate me more in school right, nothing
else?"
Mom hesitated before answering. "Not exactly, school was just a minor part of
it, actually they were supposed to make a young lady out of you but I guess
they were a waste of money."
Cindy started to laugh and soon had tears rolling down her cheeks. "No,
actually they would have been worth every penny you paid for them, if I
listened to them!"
"I'm confused," Dad said. "Those tapes were supposed to make you act like a
young lady but you never listened to them, what's the joke?
"I wanted to throw them away," Cindy laughed as she dried her eyes. "But Jimmy
stopped me, he's been listening to them all along! You got the sweet young lady
you wanted mom, it's just that she's your son!"
"Oh my God," Dad gasped in shock. "This can't be true!"
"I did listen to them." I agreed. "But they didn't seem to help my grades at
all!"
"There has to be some way to reverse this," Mom sobbed. "I never meant to turn
him into a girl, it was all meant for Cindy!"
"I know dear," Dad consoled her with a hug. "I went along with it to make you
happy. Don't worry, we'll find some way to fix it."
"What if you can't?" Cindy asked. "What then?"
Knowing what had happened seemed to strengthen the little resolve to stop that
I had left. "Please, there has to be a way." I sobbed. "I was never meant to
be like this, there has to be some way to change me back again!"
"But you said you wanted to be a girl, I wish you'd make up your mind!" Cindy
sighed. "First you want to be a girl, then you don't, I'm confused."
"So was I!" I cried. "Those tapes did this to me! I never ever wanted to be a
girl, it's not my fault!"
"Calm down, quit crying," Dad told me. "This whole thing is crazy but there
must be a way out. Just be patient and for God's sake don't let anyone see you
dressed up!"
Mom and dad contacted the company that made the tapes but they had never faced
a problem like this either. It turns out that the tapes were a new addition to
their line of products which were used to help turn men into women! They were
so successful with a line of tapes that helped mothers turn their sons into
sweet young ladies that they branched out into tapes to help women due the same
to their Tomboy daughters! I was unlucky enough to have used a series of tapes
meant for a girl.
After numerous visits to Psychiatrists and weeks of testing mom, dad, and I
were called in to a counselors office and given the results. After much
research with the company that made the tapes it was found that the tapes had
an ingenious feature built into them which while planting and reinforcing the
suggestion of increasing femininity built a defense against removing the
suggestions! The counselor explained that by listening to the entire set of
tapes I had unknowingly allowed this defense to complete it's work and there
was absolutely no way to overcome it. That explained the gradual loss of
resistance that I had noticed, little by little the feature had broken my
resistance and changed my thought process. Having completed the change it
welded shut the door to the area that it had changed to prevent any reversal.
It was all very precise and scientifically done, I would never again be able to
go back to being a normal boy. For the rest of my life I would feel out of
place as a male, my actions would become increasingly feminine and I would find
myself drawn to feminine clothing and lifestyle. If I expressed my feelings I
would be a social outcast, if I tried to suppress them there was no telling the
extent of mental problems I would experience.
I heard the counselor pronounce my death sentence. "The only thing that I
could possibly recommend at this point is that your son undergo treatment for
gender reassignment." He told my weeping parents. "It would actually require
very little adjustment on his part and would avoid a lifetime of torment and
mental anguish."
"Very little adjustment!" I screamed. "How can you say that, I'd be a girl
right?"
"That's right, but mentally that would not pose any problem for you, actually
you'd find it very pleasurable. Remember I told you that mentally you'll be
developing into one regardless of what you do."
"What would happen to me if I went through with this reassignment thing, "
Even though I was becoming more and more interested in the idea by the second I
tried to seem turned off or at least neutral to it.
The counselor saw right through my act, smiling at me and my parents he
continued. "You would immediately be started on a program of female hormones
which of course will cause you to develop female secondary sex characteristics;
smooth skin, fatty deposits on your hips and buttocks, breasts..."
"Breasts!" I blurted involuntarily. "I'd have breasts?"
"You'd have all the secondary physical characteristics of a girl your age in
about four to five months," The counselor said smiling. "You'd look perfectly
normal in a dress or any other feminine outfit you might choose to wear.
Frankly with your size and current level of development you'll become a very
lovely young woman.
"But what about..." I asked shyly glancing towards my crotch.
"I recommend that as soon as possible you undergo complete reassignment surgery
as soon as possible," I was told. "You'll feel much better about yourself when
you're completely female."
I couldn't believe that we were all sitting around calmly discussing my
changing from a boy to a girl as if we were talking about the weather. It just
didn't seem right to me, what about all the years I'd spent as a boy, how could
we just pretend they never happened?
"I'm scared mom," I said softly. "It's like planning my own funeral and I'm
way too young to die."
"Let me assure all of you that it's nothing like that at all," The counselor
advised us. "Jimmy, you'll still have your family, and in today's society
you'll still be able to do anything as a female that you ever wanted to do as a
male. You'll live the rest of your life as a female but you'll have a life to
live."
Apparently my parents had heard enough to convince them. "When should he begin
the change?" Dad asked after taking mom's hand in his.
"Wait a minute, don't I get a vote in this?" I asked surprised that they had
made such a decision.
"Think about it for a few seconds," I was told by the counselor. "Do you
really have any objections to becoming a girl Jimmy?"
It was more time that I really needed. "No," I sighed. "Not really. I think
it would be so wonderful to be a girl."
"That's what I expected given the amount of time the program has had to
influence you." The counselor said with a smile. "There are a few details
which I was asked not to divulge before you made your decision, the company
which made the tapes did not want to try to influence you in any way. The
tapes were designed with the intent of making Tomboys into young ladies, they
were never meant for use on boys. Your predicament however provided them with
an entirely new market, changing males into females! You provided all of the
testing they needed to successfully market a line of tapes for that purpose and
they want to express their appreciation."
"They're happy about this?" Mom was puzzled. "What if we sued them?"
"That would expose your son here to a lot of needless publicity and
embarrassment. They're very willing to make Jimmy's life very pleasant in
return for his unexpected help in making the company unimaginably successful."
When the plans were all laid out mom and dad were impressed and I was amazed. I
was going to be a young woman there was no doubt about that but I would be a
very well dressed and well educated one thanks to monthly royalty checks.
"Wow, they've thought of everything haven't they," I whistled in amazement.
"Not quite everything," Laughed the counselor. "If they had you wouldn't be
here today!"
We left the office with a large packet of information detailing the changes
that would occur and the promises the company was making. Maybe a normal boy
would've been scared out of his mind over the idea of permanently becoming a
girl but by now I was not a normal boy by any stretch and I couldn't wait to
get home and out of my boy's clothes!
Cindy was waiting for us when we got home. "Well, what's up with Jimmy?" She
asked barely able to control herself.
"Jamie," Mom corrected her with a grin. "She's Jamie Lynn from now on!"
"Are you serious?" She squealed in delight. "He's going to become a girl?"
"We'll talk about it later Cindy," Mom told her as she took my hand. "One
tomboy for a daughter is enough, Jamie is going to learn to dress right! At
least she'll know how to look and act like a young lady should."
"Oh wow!" Cindy exclaimed, following us to my room. "My brother is going to
become a young lady, this I've got to see!"
I took off my shirt and pants to change into a pair of Cindy's jeans and one of
her tops. As I was fastening one of the bras I had bought for myself it
suddenly occurred to me exactly what had happened. I had spent months dreaming
about how great it would be to wear girl's clothes but now it was so very real.
I wasn't just going to dress up in some of Cindy's things for an hour or so
then change back, I was going to spend the rest of my life wearing bras because
soon I'd need them to support the breasts that I would develop! Every morning
from now on I would slip the straps of a bra over my arms, I'd shave my legs
and underarms every time I showered and when I finished my shower I would pull
on a pair of panties. Mom was busily gathering all of my boy's clothes from my
drawers and closets, I wouldn't be wearing them again, ever.
I tied my hair into a ponytail and spent the rest of the afternoon listening
to mom and dad explain what was going to happen to me. I was going to be a girl
from now on I was told but for a few weeks I was to wear jeans or shorts until
mom and dad got used to seeing me as a girl. Then I could wear dresses or
skirts if I wanted to.
"There are a lot of things you'll have to think of from now on Jamie," Mom
poured some juice into my glass and set two small pink pills in front of me.
"This is going to be an everyday thing for you now."
I picked up the pills and looked at them strangely. They had no obvious
markings yet somehow I instinctively knew what I held in my hand.
"Is this what I think it is?"
"Estrogen along with a testosterone suppressant." Was dad's contribution to
the morning's conversation. "One will stop any further development as a male
and the other will make a female out of you. In about a month or so you and
Cindy will be closer than ever before."
The weeks dragged by so slowly I was beginning to wonder if mom and dad would
ever let me dress up in something pretty. I spent my time helping with
housework, practicing feminine mannerisms, and signing all kinds of forms which
I never got a chance to really read, and of course listening to a few more
tapes to reinforce my new lifestyle.
Once in a while I got a chance to run a few errands with mom, I was terrified
at first but whenever people mistook me for Cindy mom quickly corrected them
and introduced me as Jamie. To those who knew about Jimmy mom simply said that
I had been suffering from a recently discovered hormonal problem which made me
seem like a boy although I was really a girl.
Mom explained that it was thought that the best thing to do was to let me
finish high school as Jimmy before setting things straight. People, especially
women, ate it up! Instead of being considered some sort of pervert I was first
pitied then admired for having the courage to become the girl I was meant to
be! The story line was very helpful to dad since now people felt sorry that he
had lost the son every man wants through no fault of his own while Cindy was
considered the perfect sister introducing me to life as a girl! A totally win
- win situation!
Since Cindy didn't have enough jeans and tops for both of us mom took me out on
our first mother daughter shopping trip to pick out a few things I'd need. I
borrowed a cute little clutch purse that Cindy didn't use, packed a couple of
tubes of lipstick, tissues, perfume that I'd bought because I loved the way I
felt about myself when I wore it , a compact and blush for touch up work. I
held the clutch purse tightly, smiled and waved to Cindy and dad as if there
was nothing in the least bit unusual about what I was about to do then started
for the door with mom.
Mom must have sensed my true feelings or maybe she just heard my knees knocking
but she was right there beside me whispering encouragement and helping me
through the door. "You're doing just fine Jamie, you look lovely," She told
me. "Just relax and let your inner feelings take over."
Of course mom was right, once I took a deep breath and relaxed all of the
feelings which the tapes had created in me took over. I was going shopping with
my mom to buy some pretty outfits, just like any other girl my age I couldn't
wait to get to the mall.
I found the dreamiest blue dress with an empire waist and embroidered trim
around the neck and arms within minutes of entering the first store. I stared
at the dress trying very hard to picture what I'd look like in it.
"Don't just stand there, take it and try it on if you like," Mom's voice broke
into my concentration. "Take a couple of outfits with you though, it's such a
bother to get dressed and come out for more!"
"I can do that now, can't I!" I was overjoyed at the thought of being able to
go into a girl's dressing room to try on clothes. This was so much better than
trying to get Cindy to model for me!
"You certainly can Jamie," Mom smiled. "You have as much right in there as any
other girl!"
Mom's words of encouragement pushed me to new heights of shopping pleasure, I
may not have been a girl for long but I was determined to make up for lost
time! Within minutes I was heading for the dressing room with an armload of
skirts and dresses with one or two pairs of slacks thrown in for variety!
I was heavenly to strip off my jeans and top then slip that gorgeous blue dress
over my head. It fit very well against my padded bra and ended just an inch or
two above my knees, nothing flashy just a very tasteful and pretty dress that
would look good anywhere. I smoothed it out as the tapes had taught me to do
then hips swinging stepped out to show off to mom.
"That looks prefect on you Jamie," Mom beamed in pride. "With the right
accessories it'll be just right for some special event this summer!"
"I was thinking about white sandals with a medium heel, possibly nude
stockings, Opal earrings, and a gold chain, what do you think?" I asked as I
admired myself in a mirror. "Too much?"
"Not at all," Mom assured me. "I think you have wonderful taste!"
"I can't wait to show you some of the other outfits mom, I feel just like a
princess!" I was bubbling over with joy as I hurried back to the dressing
room.
I modeled six dresses, five skirts, three tops, and four pairs of slacks before
I was through and if I must say so myself I looked great in each outfit! One
skirt was a gray, black and red check with wide pleats that was a little
shorter than any of the other outfits but I felt it gave me a sexy look without
being slutty so of course I just had to have it! Mom said that with my legs it
would certainly catch a boy's eye which made buying the skirt a necessity! I
hadn't mentioned it before, not even to Cindy but I desperately wanted to have
guys look at me and to want me! In school I used to daydream about some of the
cute football players and what it would be like to be their girlfriend and be
held and kissed by them.
After choosing several outfits including a couple of pairs of silk slacks,
sundresses and shorts mom and I made our way to the shoe department where I
picked out several pairs of summer sandals, six pairs of medium height pumps to
go with the different outfits I bought and a pair of white sneakers with pink
trim. The sneakers weren't the prettiest shoes I would have but I thought the
pink trim would go far in offsetting their dull white look.
Mom and I made a sales girl's day at the makeup counter when we purchased a
deluxe makeup kit for my dresser at home, and enough foundation, powder, blush,
shadow, and lipstick to that I could do makeovers on every girl in my senior
class. Mom thought I was going just a bit overboard on the makeup but I assured
her I'd need it to match the many different outfits we'd bought for me!
Mom had saved the best for last, our final stop being the lingerie department!
"Mom, I'm so happy I could cry," I whispered as we approached the racks of
silk, lace, and satin in pretty pastel shades.
I selected about two dozen pairs of panties in pink, blue, lilac, and yellow. I
wanted some of the sexy little bikini styles but mom said that for now the full
cut style would be a much more practical choice, later, when certain physical
adjustments had been completed the naughty little bikini styles would fit much
better.
I spared no effort to examine every style of panties and bras the store had,
I'd walked past these departments so many times in the past dreaming of being
able to take my time and shop for just the right lingerie I wasn't going to be
rushed now that the time had finally come.
I found myself blushing as I held up a pair of very sexy panties, I wanted to
buy them but I still wasn't sure I felt comfortable enough as a girl to be able
to wear them.
"I think you may be rushing things just a bit Jamie, they're just a little too
much for a girl your age." Advised mom. "Maybe in a few years when you've
found the right man and settled down, they'd be a perfect treat for a romantic
evening!"
"Do you really think that could ever happen mom? Could I ever really fall in
love with a guy?"
Mom smiled at me. "Since you started listening to those tapes, have you noticed
any different feelings towards boys?"
I could feel the heat burning up my face and knew I must be as red as an apple.
"I was so upset at first," I told her. "Suddenly I was noticing how cute some
of the boys were and wondering what it would be like to be their girlfriend. I
didn't know what to do until I found out about the tapes, I was so relieved!"
"And now?" Mom goaded playfully. "What do you think about those boys now?"
"Some of them are stuck up jerks," I admitted sadly. "But others!"
"Others?" laughed mom. "Do tell!"
"Others," I mused. "I want to make them forget that there are any other girls
in this world! I want so badly to have them hold me tight, kiss me, and make
me forget that there ever was a Jimmy!"
"I think some boy is going to be very lucky!" Mom hugged me and smiled. "I'm
sure you'll be the woman he always dreamed about!"
We shopped a little more while I selected a bit more conservative lingerie than
I had first looked at then headed home where I spent hours modeling my
treasures for mom and Cindy, it made me feel very sad but dad still wasn't
ready to see me in anything more feminine than slacks and tops.
I took my new pills every day and it wasn't long before I started to notice
small changes to my body and mind. My butt was beginning to fill out as were my
hips and my chest was becoming so sensitive that I would occasionally get a
cheap thrill from my padded bra rubbing across my nipples! I hadn't needed to
shave yet before I started listening to the tapes and now the combination of
blocking male hormones while increasing female ones had teamed up to make it
unnecessary ever again.
The changes to my mind started of course with the desire to wear pretty
clothes and act like a young lady but took an interesting turn once the
hormones had kicked in. Now I was feeling much more emotional, things that had
never entered my mind before were now important to me. I started to notice
things like the flower bed in a neighbors yard, the way items were displayed in
stores, and of course boys!
I had told mom when we went shopping that I had started looking at guys
differently some time ago but now guys weren't just different, they were cute,
well built, dreamy, and in some cases very desirable! To a guy it may seem
silly that a girl would take a little extra time in the mall restroom making
herself look good but when I was anywhere that guys could be found I made extra
certain that my hair looked pretty, my outfit was perfect, my makeup just
right, and that there was a happy look on my face. I knew from personal
experience that nothing but nothing caught a guy's attention the way a smile
would so whenever I saw a cute guy approaching I always tried to smile. I
didn't care if I had just broken every nail on both hands, I was going to
smile!
A few weeks after our shopping trip mom came into my room one Saturday for a
little talk. She solemnly announced that she felt that dad was taking far too
long to adjust to his new daughter and that we were going to do something about
it.
"I managed to talk him into taking us to a really nice restaurant and then a
show tonight," She announced. "This is going to be the night when your father
realizes that you are a beautiful young woman and he's just going to have to
accept it! I've already booked you with my hairdresser for a complete
makeover!"
"Are you sure this is the right way to do this mom?" I was barely able to
conceal my excitement, Finally I was going o show daddy the girl I wanted to be
and had become!
"It's the only way left now honey," Mom assured me as I climbed out of bed
tugging my baby doll nighty down over my panties. "We tried giving him time but
he's having trouble accepting you as a girl. You're never going to be anything
but a pretty young woman so we might just as well push him into accepting you
that way!"
As I showered and dressed mom explained that I'd spend most of the day at the
beauty parlor she used where I'd be given the works, a new hairstyle, pedicure,
manicure, and makeover. Once I was beautiful we'd come home and change into
pretty outfits then dad would have three lovely ladies as his dates for the
evening!
How could I want more? I was going to get a complete makeover before going out
with my family as a pretty young lady. My heart was pounding throughout
breakfast and all the way to the shop.
Mom's friend Betty owned the shop and had been nice enough to schedule plenty
of time to do the transformation. She showed me to a small restroom where I
removed my slipped a cotton gown over my clothes to keep them from getting
damaged by the chemicals. She talked to mom for a few moments while another
lady was washing my hair and when I looked up mom was gone.
"Don't worry honey," Mary Ann the shampoo girl told me. "You're going to be
tied up for a little while so your mom's going to do some more shopping. This
way she can be surprised at how pretty you look when she returns."
I thought about the idea for a bit and managed to overcome my fears of being
left alone in this feminine fortress, after all I wanted to look pretty and now
I would have expert help!
Once my hair was shampooed I was led to a styling chair where Betty began
combing and snipping while another woman
began work on my fingernails and toenails. Talk about having your dreams come
true I was sitting in a beauty shop getting my hair done and having a manicure
and pedicure too! What more could a girl want to make her feel special!
The manicure and pedicure kept me occupied while Betty was busy with her
snipping, combing, and rolling my hair onto large pink curlers. Once my nails
were done another lady began work on my eyebrows with some type of needle.
"This will keep them from growing back once I get them shaped just right' She
told me as she stung my brows with the needle. "You can't look your best with
unruly, bushy eyebrows!"
When my nails and eyebrows were finished all that remained was my hair and
makeup which Betty wanted to do herself. The other women made me promise to
stop back on the way to dinner so they could see the results of their
handiwork. Of course I agreed!
"I guess all this was quite a shock at first?" Betty asked once we were alone.
"Sort of, " I shrugged. "I didn't know mom planned on bringing me here but I'm
really glad she did."
"I meant it must have been a shock to realize that you suddenly wanted to be a
girl!" Betty laughed ignoring my comment. "I guess getting into a girl's pants
took on a whole new meaning to you!"
"It was a hormone problem," I stuttered lamely trying to stick to the story
mom had made up. "My family just thought..."
"Your mom just thought Cindy could use a little help in becoming a young lady
but things got a little mixed up and here you are!"
"I don't know what you mean!" I protested, trying to act outraged. "I had a
..."
"Just relax Jamie," Betty said as she patted my hand. "Your mom told me all
about those tapes that were meant for Cindy and how you ended up listening to
them. Your secret's safe with me, after all I'd lose a lot of clients if I had
a big mouth!"
I felt relieved to be able to confide in Betty. "You're right," I laughed as I
thought back to the confusion I had felt. "It started out with trying on
Cindy's panties then one day I found myself in a slip, bra, and stockings and
thinking about how great it felt to wear those things! From then on it was all
downhill, I wore panties everyday and tried on every outfit Cindy and mom own."
"You really had no idea what was happening did you? You must have felt awful"
"At first I did feel pretty bad, but the more I dressed the better I felt. With
Cindy's help I was able to get some stuff of my own which really made me fell
good."
Betty smiled at me. "Your mom told me that you can never go back to being a boy
again, does that bother you?"
I thought about what she was asking for a long time before I answered. "No, I
really wouldn't want to be a boy again," I explained. "That would mean giving
up pretty clothes, makeup, and things that I think are so great! Being a boy
would be so depressing!"
"My feelings exactly!" Betty exclaimed as she began to unroll my curlers. "Men
are so limited! They have to wear pants all the time and worry about not being
enough of a man. I can wear slacks or a pretty dress if I want and of course
there's always the gorgeous lingerie!" She giggled. "When I'm done you're
going to be a beautiful young lady Jamie, just the kind of daughter any mother
would be proud of."
"Mom's already proud of me," I sighed. "Dad's the problem, he just can't seem
to get used to me as a girl. I haven't been able to wear anything really pretty
since he found out."
"Trust me, tonight will change all of that. Once he sees what a beautiful young
woman you are he'll never be able to thing of you as a boy again. " Betty
explained as she continued to roll up my hair. "No father can resist it when
his daughter looks the way you will tonight!
I couldn't answer, I was too busy wiping away the tears of happiness.
It took several hours before my hair was done and the ladies had fixed my
makeup and nails but one look in the mirror and I swore that no matter what,
even if they ever found a way to reverse what the tapes had done to me I'd
never want to be anything but a girl! I couldn't wait to show off to Cindy,
finally I could answer her old taunt of "Being way prettier" than me!
The three of us all ended up in my room after mom helped me put together an
outfit made up of a pale yellow half slip, a matching bra and camisole, white
stockings, and of course a pair of yellow satin panties. Once I had my
lingerie on mom helped me slide a yellow dress with a sheer overskirt over my
head to keep me from messing up my pretty hairdo.
Mom must have planned on my wearing my yellow outfit because the makeup I wore
was a prefect compliment for that dress
Even Cindy was amazed that I'd have the courage to confront dad dressed the way
I was , she was sure I'd get cold feet and chicken out. Mom carefully examined
me once then gave me a thorough looking over again before she began to smile.
"I never meant for this to happen Jimmy, it was all a stupid idea to make your
sister into something she couldn't be. Of course, if it's any comfort you
certainly are a very pretty young lady!"
"I know mom," I said brushing aside her concerns. "It's okay though, I really,
really like the idea of being a girl!"
I excitedly ran my hand along the side of Cindy's dress and shuddered as I felt
the silky fabric of my slip brush against my nylon covered legs. "I promise
I'll go shopping with you and wear all kinds of pretty outfits!"
"This is too weird!" Cindy exclaimed glancing at mom". "Your son is standing
here wearing girl's clothes after spending the day getting a makeover in a
beauty shop and you're acting as if there's nothing wrong?"
"I didn't have any choice Cindy," I explained. "The idea was to make you more
interested in feminine things like pretty clothes and makeup to enhance your
girlishness I guess you could say. If you had listened to those tapes you would
have found yourself wanting to wear pretty outfits, makeup, and stuff like
that. Instead I listened to them and now I want to do that stuff."
"So quit listening to them and take off that dress." Cindy said with a shrug.
"Problem solved and you can go on being a boy!"
"It's not that simple," Mom explained. "Those tapes were made to lock in the
behavior pattern permanently, there's no way to change the way they make you
think. Jimmy would find that as time went on he'd want to be more and more
feminine. He wouldn't understand why but the desire would only increase, never
go away."
"That's what you wanted to do to me!" Cindy shouted stunned that mom would try
such a thing. "You would have turned me into some frilly little thing only
concerned about her looks?"
"Try some well dressed, lovely young woman!" Mom shouted back. "Look at her,
does she look like a bimbo to you?"
Suddenly the silence was deafening as we all realized at once that mom had
referred to me as She and Her.
I was wearing a big smile when mom and Cindy turned to look at me, I was
thrilled that mom had referred to me as a girl and I knew I'd show Cindy that I
was no bimbo!
"You're really getting into this aren't you? Cindy prodded me. "The idea of
having to spend the rest of your life as a girl doesn't bother you in the least
does it?"
"I admit that it's a little bit scary but if I'm going to be a girl at least
I'm going to be pretty!" I smiled as I tucked a strand of hair behind my ear.
"Those tapes worked so well that I'm really looking forward to becoming a girl!
I'll get to wear soft pretty clothes like these, have my hair done, and I
don't have to pay to see a movie anymore!"
"That's a definite plus, I gotta admit," Cindy laughed as she gave me a hug.
"It's going to be different having a sister around, mind if I borrow an outfit
now and then?"
"No sweat, you were nice enough to share your things with me so help yourself
to anything I get!" I felt a closeness to Cindy that I never really felt
before. We'd always kept each other at arms length, I didn't understand her
world and she didn't understand mine. Now our worlds would be the same!
"Let's quit gabbing, dad's waiting to meet his new daughter." With that mom
gently took me by the elbow and led me to where dad was waiting. He seemed
somewhat confused at first but then he smiled and told me I looked very pretty.
That compliment from dad was the sweetest thing he'd ever said to me, if he
could bring himself to accept me as a girl my life had just become so much
easier!
"Thank you daddy," I whispered as I kissed him on his cheek. "I promise I'll
make a good daughter for you."
The kiss seemed to cause dad to fall into a trance for a few seconds. Shaking
his head he snapped out of it and sighed. "I love you very much Jamie but it's
going to take a little adjustment before I'll get used to your calling me daddy
and kissing me like that."
I kissed him on the cheek again then threw my arms around him. "Tough daddy,
you'll just have to get used to it!"
Mom got all misty eyed and threw her arms around me. "Oh Jamie, it's so
wonderful to have a daughter that would want to wear such feminine things! I
can't wait to buy you all sorts of pretty outfits and show you how to look
pretty and sexy!"
We had a wonderful time that evening, dad seemed proud to have three lovely
ladies for dinner dates and mom was happy when Cindy relented and wore a dress
too! I don't remember having such a wonderful time with my family before and
knowing that it meant dad's acceptance of me as his daughter just made things
that much more wonderful!
The next morning I wondered if I had been dreaming until I noticed the
nightgown and panties I was wearing. In all of the months that I'd been
dressing up I never had the courage to dress up overnight but now I was
wearing a very cute little nightgown and if that wasn't proof enough there
hanging on my closet door was the dress I had worn. It was true then, I really
was a girl!
At breakfast everyone acted as though there was nothing unusual for me to be
wearing my pink babydoll nightgown but I got a very rude surprise when I sat
down on the cold wooden kitchen chair. I always wore some type of bottoms as
Jimmy and it simply had never occurred to me that the thinner fabric of girl's
clothes would not be much value against a cold chair!
"Now do you understand why I don't wear nightgowns to breakfast?" Cindy
laughed as my eyes grew wide with shock. "Guess there's a few little tricks you
still need to learn, like making sure you're wearing something warm in the
mornings!"
"I'll make sure I remember that!" I laughed as I struggled to pull my
nightgown further down. "Gotta admit, I never thought of that before!" After
breakfast I was thankful to change into a pair of cutoff shorts which made me
feel much more secure on cold seats!
Cindy reached down and pulled out a large brown envelope she had been sitting
on. "Here are a few other things to get used to Jamie dear".
I opened the envelope and nearly fell off the chair when I saw a birth
certificate made out for a Jamie Lynn, with the sex clearly marked Female! The
surprise didn't end there because the next thing to fall out was a temporary
driver's license also made out to Jamie Lynn!
"Put on something pretty Jamie," Dad said as he kissed me on the cheek. "Once
you get your picture taken you'll officially be female!"
I was sobbing tears of joy and had to muster all my composure to thank everyone
for being so good to me!
It seems like so long ago that I became Jamie but looking back it has only been
months since I had the final operation. I'm in college now having a wonderful
time and have no regrets over what happened to me within the last year. Dad has
accepted me completely and has even managed to be civil towards my dates when
they pick me up. Mom is thrilled to finally have the daughter she always hoped
for, Cindy and I have become much closer and to add to mom's delight she has
even begun taking an interest in her looks, frequently borrowing my clothes! It
all worked out for the best, mom got the change she was looking for in Cindy, I
got a whole new lifestyle that I've really come to love, and dad now has three
women to pamper him!