Teased  into  Crossdressing

                                                           by  Kresha  Matay



Mary had caught her stepson, David, looking up her skirt as they sat
watching TV. He was lying on the floor, at an angle to her crossed
knees.  Casually, in an effort to be subtle, she adjusted the drape of
her misplaced skirt, at the same time reassuring herself she hadn't
exposed all that much.  The most David could've seen was the welt of
her nylons, possibly the garter straps and maybe some bare thigh.  This
wasn't the first time she had caught her stepson trying to see up her
skirts.  She had caught him staring down her blouse when he held a
chair for her or down her robe when she bent to kiss him goodnight.
She suspected he was also guilty of peeking through the keyhole in both
her bedroom and the bathroom doors.  While this adolescent voyeurism
had initially made her quite uncomfortable, Mary had recently become
aware that she secretly enjoyed being spied upon.  Knowing her stepson
found her attractive boosted her ego.  In the last few months she had
accepted his peeking and at times, was even guilty of provoking it.

David was sixteen, her only child by marriage.  Ron, David's father had
been her husband for three years, then vanished one night without a
trace.  His first wife, David's mother, had left both of them, for a
traveling salesman.  Mary, who had dated Ron before he married David's
mother, got him on the rebound after the uncontested divorce.
Everything had gone well for awhile, even David's acceptance of her as
a surrogate mother.  Then they began having problems.  Ron went out for
cigarettes one night and never returned.  A missing person's report had
been filed and the local police had investigated, but no clues to his
disappearance had ever been found.  The court awarded David to Mary's
care after his real mother had refused to take him into her new
household.

At first, Mary thought her husband had met with foul play, but as the
years went by and no new evidence of his whereabouts was ever
discovered, she changed her mind.  She accepted the fact he had just
left them to manage on their own.  It was just recently that he had
been declared legally dead and the insurance company had reluctantly
paid Mary the settlement check.

During those seven years, Mary had taken an assortment of menial jobs
to support the two of them.  None of which paid much, just enough to
get by.  This left Mary little time for a social life of her own.  She
eventually convinced herself it didn't really matter, it was better to
be without a man then to be hurt again.  All she had was her jobs and
David.  Performing the duties of both parents wasn't easy, but Mary did
it well and a warm and cohesive bond developed between stepmother and
stepson.

The settlement Mary received meant she would never have to work again.
These last six months had been wonderful for both Mary and David!  A
new home, a new car, new clothes for both of them and most importantly
for Mary ...  time.  The time to spend on herself and David.  She had
never allowed herself to become "frumpy" or even "mousy", but also had
never had the spare cash to really take care of her appearance.  Now
she did!  She transformed herself into an extremely attractive woman of
thirty-three, a woman who drew attention from both sexes, wherever she
went.  Fortunately the basic bone structure, body features and feminine
symmetry had been her's from adolescence.

Mary was glad that David was finally showing an interest in the female
gender.  David had been much slower than normal in reaching puberty.
At first Mary had merely ignored the fact he paid little if any
attention to girls.  But when he reached the age of fifteen and still
exhibited no interest, nor developed any of the physical signs of
puberty, she became quite concerned.  Taking him to a urologist, for a
complete physical examination, while embarrassing for both of them, had
relieved her concerns.  The doctor, after a thorough exam, had assured
her David was quite normal and it would be just a matter of time before
the changes occurred.  The doctor's diagnoses had proven correct.  Just
before his sixteenth birthday the changes had begun.  She was so
pleased that she allowed him certain liberties which she would have
never considered proper if she hadn't been so concerned.

David began to show interest in feminine clothing, most especially
women's undergarments.  This she considered a good sign of his "growing
up".  She remembered how curious her brothers had been when she started
wearing bras and nylons.  In an effort to help David she decided to
"inadvertently" leave her lingerie piled on top of the dryer instead of
immediately putting it away as was her practice.  After a day or so,
she noticed the garments had been examined.  In addition, she began to
notice unexplained runs in her nylons and pantyhose.  Mary accepted
this as the price of David's curiosity, assuming the snags and runs
were inadvertently caused by David's mishandling the sheer and delicate
materials.

Mary found she was beginning to enjoy the tricks he employed in his
efforts to spy on her.  She rationalized that since it only involved
the two of them, it couldn't hurt.  She was getting an "erotic charge"
whenever she became aware of his attempts.  The feelings became so
enjoyable, she began to find ways to create them!

She would carelessly position herself so David could see up under her
skirts just past the welts of her hose.  She would bend to the waist in
order to pick up a piece of imaginary lint when he was standing behind
her.  She knew the effect the tightly drawn skirt would have on the
youth.  She began wearing garterbelts and nylons instead of pantyhose
thereby upgrading her stepson's level of excitement.

Mary would quickly "dart" between the hall bath and her bedroom,
wrapped in only a towel.  Later she would claim to have forgotten" her
robe.  She would leave her bedroom door slightly ajar so David could
observe her in her nightgown as he passed her doorway.  The only thing
Mary refused to do was allow David to see her naked.  At times, she
would inadvertently "forget" a button or maybe even two on her blouse,
allowing him a peek at the upper rise of her breasts.  Once, in a
playful mood, she even spilled some water on the kitchen floor as she
stood before the sink doing the dishes.  Tossing David a roll of paper
towels, she asked?

"Honey, would you please wipe up the floor for mom so I don't have to
bend in this tight skirt?"

Mary leaned against the sink, her legs spread taut against the skirt
material.  Looking back under her left arm ...  she saw David, on his
hands and knees, his head at her ankles, his face turned upwards,
staring up her taut skirt, paying absolutely no attention to the spill.
Mary smiled to herself as she recognized the excitement on her stepson
features.  He had the best view of her nylon clad thighs and panty
covered ass she had ever allowed.  She could feel his warm breath on
her ankles and calfs as he moved to get an even better look.  When she
felt her leg muscles begin to tremble, from her own excitement, she
decided he had seen enough.  Calling down to him, she asked?

"How are you coming with getting it wiped up?"

"Almost finished, mom!" He hurriedly answered.

Quickly he wiped up the spill and adjusted his erection so his
stepmother wouldn't discover what he had actually been doing as he
knelt at her feet.

That was the most exposure she had ever allowed him.  She never let him
actually see anything more than if she was lying on the beach in her
bathing suit, it was the act of teasing that excited her and brought
David back for more.  She took erotic pleasure in the bulges that
formed in his pants and the actions he took to hide them from her.  In
her mind, these were another sign he was growing up normally.  Mary
actually rationalized she was helping her stepson "catch up".  She
explained away her actions and any possible guilt, reasoning it was
better he experienced these "lessons" at home than with some unknown
teenage girl which he might get pregnant and thereby ruin both their
lives.

Some of David's actions, she didn't understand.  Those she couldn't
explain, she ignored, even though they preyed on her mind whenever she
was alone.  The one that bothered her the most, was not being able to
discover what he did when he hid out in his locked room.  She suspected
her stepson withdrew into a fantasy world, plotting his next attempt to
see her naked.

What David really did in his room was ...  masturbate!  Within the last
seven months he had discovered the female of the species and the effect
these discoveries had on his penis.  Puberty, long delayed, had
attacked with a real vengeance.  At first, not understanding what was
happening to him, he sought advice.  Since he was too embarrassed to
talk to his stepmother, he asked an older boy at school.  This was at
first greeted with laughter and then with the advice to "steal" a pair
of his mother's panties from the hamper and rub them over his dick and
balls whenever he got the urge.

Unsure of the advice, he nonetheless did as instructed and obtained the
obvious result ...  orgasm.  Everyday for the next week he performed
the same act until the panties were no longer smooth and silky, but
caked with his emissions.  Assuming his stepmother would never miss one
pair of panties, he stuffed them into the garbage can, behind the
house.  Realizing he couldn't continue throwing away his stepmother's
panties without eventually being discovered, he stole two pair off a
neighbour's clothesline.  These he hid in the back of his closet.

One day, when he was left alone in the house, he decided, "If the
panties feel so good against my dick, I wonder how they'd feel if I
wore them?" Quickly undressing, he stepped into the pale blue pair he
had stolen, pulled them up his legs and snuggled them around his ass.
The coolness and silkiness of the material created an instant hard-on.
He had a difficult time getting the panties to "sit" right, like the
way they fit those models in the Penny's catalog, until he discovered
that bending his dick backwards between his legs helped.  Standing
before a mirror, he posed his lower torso mimicking how he remembered
the models in the catalogs stood.  It was definitely an exaggerated but
fun experience for the youth.  He enjoyed the silky feelings of the
material against his skin and spent long minutes rubbing his hands over
his panty covered ass, while fantasizing it was a woman's buns he was
stroking.

Pleased with himself he nervously snuck into Mary's room.  There he
found a discarded pair of his stepmother's nylons.  They were still
attached to a garterbelt.  Cautious to the extreme, David worked at the
unfamiliar garment until through trial and error he discovered how to
roll the silky hose up his trembling legs and reattach the garters.  By
this time his hard-on was raging, no longer held back between his legs.
Sitting on the edge of his stepmother's bed, he crossed and recrossed
his legs, reveling in the feel and texture of the hose.  Running his
hands over his silken legs was so exciting, he was losing control.  In
fear, he quickly removed the garments, rushed to the john and orgasmed
into some tissues.

This was his first step into crossdressing, but only the first.  The
experience had been far too satisfying not to repeat.  From that first
exciting moment, whenever he was alone, he would sneak into Mary's
room, carefully open her lingerie drawers and borrow a bra, panties and
nylons.  His stepmother always kept her lingerie drawers disorganized
so she never discovered her pretties had been disturbed.  David quickly
progressed to wearing his stepmother's dresses, blouses, skirts, slips,
nightgowns and high heels.  Make-up, a wig and earrings became the next
step in his adventures.  Each new adventure increased his obsession
with feminine clothing and the sensuous pleasure he derived from
crossdressing and acting feminine.  He continued to practice his
gender-switching, experimenting like any other teenage girl would and
actually became adept at wearing feminine attire.  As he became more
and more comfortable with each new advancement.  He began to fantasize
what his life could have been if he was a pretty and sensuous female
instead of a male.  More and more his daydreams and desires revolved
around ways he could change his gender.  Like other young boys who have
had the same fantasies he created dreams in which he utilized various
methods to become female.  They didn't have to based in reality.  One
gender change came about due to a witch's magic spell, another, finding
a bottle with a genie inside, a third, from a mysterious combination of
chemicals.  It didn't matter how outrageous the method his mind created
to explain his change, it only mattered that he had found a means to
become female ...  if only in his mind.

Now he began to "study" females, as a different gender.  Whenever he
discovered a disparity in male vs.  female mannerisms, he went home and
practiced until satisfied he had copied it perfectly.  Whenever he
crossdressed, he would stand before the mirror and create fantasy
conversations speaking in a girlish voice.  With enough practice he
managed to develop this feminine voice, also to perfection.  David
initiated an alter ego.  One which made him feel more attractive.

Once tempted, his young mind became obsessed with women, their clothes
their mannerisms and their bodies.  Under the pretense of looking at
sporting goods, toys and tools, he "memorized" the women's clothing and
lingerie sections of every catalog he found around the house.  He
became an expert on lingerie and foundation garments.  He ascertained
the purpose each item fulfilled towards enhancing a woman's figure.  He
was disappointed his stepmother didn't own many of the foundation
garments, but realized she had no real need for some of them.  Matching
Mary's lingerie labels against the catalog descriptions, he learned to
distinguish the subtle differences of each material.  Using this same
method, he studied the labels of the dresses, skirts and blouses he
found in Mary's closet.  Diligently applying himself, he soon became
expert enough to determine what any woman was wearing, the material
from which her skirt, blouse or dress was made and in many cases the
fashion designer who offered it for sale.

For every time his stepmother caught him trying to see up her skirt, or
down her blouse, there were twenty more times he got away with it.
When he wasn't fantasizing about being dressed in women's clothes, he
dreamed of going out with Mary ...  as her daughter.  He knew he
couldn't tell his stepmother about his crossdressing, but almost wished
she would catch him, thereby, finally bringing it out in the open.

The desire to actually see a naked woman's body grew so strong, he no
longer could control his emotions.  Finally he decided to take a bold
step ...  hiding out in Mary's bedroom and watching as she undressed.
If he got caught spying on her, he reasoned, he would be forced to
admit his fantasies about seeing her nude and might even be brave
enough to admit to his crossdressing.  Telling Mary he was going out
for awhile, he slipped back into the house, into her bedroom, and hid
under her bed.  David knew she was going dress shopping shortly and
hoped she would change her outfit.  He wasn't sure he would see her
naked, but at least he would see her in just a bra and panties.

After about twenty minutes (it seemed like an eternity), Mary entered
her bedroom.  Stripping to her "undies" she sat before the dressing
table and did her make-up and hair.  Mary had no idea she was being
"spied" upon.  She went through all the normal motions of getting
ready.  To David lying under the bed, each step in her preparations was
exciting and educational.  He was able to barely glimpse the crack of
her ass through the sheer white panties she wore, but no more.  As his
stepmother would reach for something, she would turn slightly.  This
afforded him a partial view of her bra covered breasts.  While he had
previously "caught" sight of her in a bra, for some reason this time
was more exciting since she didn't know he was there.  His hard-on
pushed up against his stomach, forcing David to adjust his position.
He wanted to play with himself, but was afraid he might ejaculate in
his pants.  While David lay there, holding his breath, Mary reached
into her drawers, select a garterbelt, sheer black hose and matching
bra and panty set, the same set he had worn just the day before.

Totally unaware of her stepson's presence, Mary reached behind her
back, unhooked her bra and slipped her arms out from the straps.  Then,
as every woman does after removing her bra, she massaged "life" back
into her sensitive breasts, squeezing, kneading and rubbing the firm
mounds of flesh.  David realized what his stepmother was doing even
though his view was mostly blocked by her back.  Picturing the scene,
in his mind and seeing her nude back, his mind raced.  "Oh how I wish I
had breasts like Mary's!" With a start, he came to the realization that
he no longer thought of her in a sexual sense.  His earlier fantasies
about Mary had including touching her breasts, etc.  Now he wanted to
have breasts like hers!  He no longer felt desire for her, but instead
wanted to be like his stepmother ...  a female!  His goal had changed.

David missed his big chance when Mary inserted her thumbs into the
elastic waist of her panties and slid them down off her legs, tossing
them to the floor.  It had happened so fast the hidden youth wasn't
able to see anything other than the quick flash of the crack separating
the moons of Mary's asscheeks.

Now her "tan lines" were visible.  Straining to see more, he adjusted
his position, and in doing so, he lightly bumped his head against the
bedframe.  The pain, not serious, made him wince.  He didn't realize
the sound his contact with the frame made was so loud.  He assumed his
stepmother hadn't heard it.  He was mistaken!

Mary had definitely heard the bump.  She also had seen the movement of
the dust-ruffle, reflected in her vanity mirror.  Mary controlled her
natural reaction to cover herself.  She immediately realized it had to
be David under the bed.  This was more than just peeking, he had
actually seen her naked breasts and ass!  Looking at her image in the
mirror she held a silent discourse with her reflection.

"I can do one of two things, I can continue as if I didn't know he was
there, or I can start a yelling, screaming fit.  If I throw a fit, it
won't change the fact that he's already seen me naked, besides maybe
I'm partially to blame.  I've teased the poor boy to the point he
probably couldn't control his desire to see a naked woman and who else
is there for him to spy on?"

Smiling into the mirror and recognizing the mischievous twinkle in the
eyes of her reflected image, she continued her silent discourse.

"Afterall, what actual damage has been done?  I'm sure every young boy
tries to see his mother naked and most, I imagine, succeed.  I tried to
see my father and my brothers naked when I was a young girl!  It's
better if I don't let on, that way nether one of us needs to be
embarrassed."

Pausing a moment, she mused.  "Besides I bet I can have some fun with
this situation."

The longer she contemplated her decision, the more thrilled she became.
Mary's rising emotional state overcame her natural inclination towards
modesty and therefore she decided to "give" her stepson a "show" he
would long remember.  Deciding how much she would permit him to see,
she put her verdict into action.  Turning sideways on the stool, she
swung her legs parallel to the dressing table and David's view.  Mary's
legs now faced away from David thereby affording her stepson a most
generous view of her nakedness but at the same time she avoided
exposing her womanhood to the hidden youth.  As he watched, Mary went
through a series of exaggerated motions as she attached her garterbelt.
David was forced to bite his clenched knuckle in order to muffle his
excited moan!  There sat his stepmother ...  naked, her breasts
exposed.  To her stepson's excited stare the full, round mounds gently
swaying and bobbing before him were perfect.  Mary's pert reddish brown
nipples, because of her own excitement, stood out from her equally
large brown aureole.  The breasts showed just the faintest hint of a
muscle sag, but for her age and David's lack of experience, they were
outstanding.  As she moved, they bounced, jiggled or swayed.  Having
never seen an adult woman's breasts, he lay there mesmerized by their
beauty.  Mary allowed him a generous examination, delaying her normal
method of dressing to insure he would remember every rounded curve of
her sensuous orbs.

David's concentration was snapped to attention when his stepmother bent
down to roll her sheer black nylons up her legs, past her knees and
over her thighs.  Mary spent a long moment adjusting the proper fit of
each nylon.  She sat, raising and extending one leg after the other,
just like Mrs.  Robinson, running her fingerpads along the sheer
material and stretching it taut against her smooth leg muscles.
Finding imaginary fault with each leg, Mary removed each nylon and
repeated the operation.  David, meanwhile, thought he might have seen
the merest hint of her hairy mound when Mary alternately raised each
extended leg into the air, to run her hands up and down her legs ...
but he wasn't sure.

After attaching the garters, she inserted both feet into her panties
and "squiggled" herself into the red silk material.  Slipping her arms
into her matching Demi-bra, she teasingly adjusted how her breasts fit
within the cups.  Then caught the hook in front.  Raising her arms, she
did an exaggerated and sensuous stretch.  This caused her breasts to
push up and out and bent her back into a cat-like pose.  A pose every
woman has performed since the beginning of time to entice members of
the male gender.  Momentarily maintaining the stretch, Mary examined
herself in the mirror.  She smiled.  Finally letting her arms drop, she
rose to her feet.  Bending over, knees locked, she made a final
adjustment to her nylons thereby offering David an excellent view of
her pantied ass.  The angle was perfect, he saw the triangle of her
crotch as the silken material bunched around the pouting lips of her
womanhood.  As Mary turned and walked to the closet, David was
fleetingly rewarded with an eyeful of her panty covered muff.  This was
too much for the feverishly excited minor.  Biting his knuckle, he came
in his pants!

Mary, realizing how excited she herself was getting and also aware
there would be no opportunity to relieve herself, had chosen to cut the
"show" short.  Deciding to give her stepson one last thrilling glimpse,
she took a few steps, stopped, paused a moment as if in contemplation
of what to do next, then, with determination, strode to her closet,
gone from David's view.  Within two minutes she returned carrying a
dress in her outstretched arms.  Stepping into the lined dress, she
then slipped on some heels and left the room and the house.

David continued to lie hidden ...  till he was certain Mary had driven
away.  Slithering out from under the bed, he picked up his stepmother's
discarded panties and rushed to the bathroom, where he proceeded to
liberate his throbbing manhood from the gooey mess inside his pants.
It took but a few quick strokes ...  and he came a second time, more
profusely than before.  To David's utter amazement his organ remained
rigid.  David's final orgasm came more slowly, but as potent.  Barely
able to stand, he replaced Mary's panties where she had dropped them,
retired to his room and fell asleep dreaming of what had occurred.

Mary, as she drove away, decided she had taken the correct tack.  The
image of her stepson masturbating after she left brought a smile to her
face.

"I wonder if I should teach him a lesson and spy on him.  Maybe I will,
afterall, turnabout is fair play!"

Other things were happening in David's life.  As his desire to be
female grew, David no longer hung out with the guys, but took every
opportunity to spend time with girls his own age.  They at first were
naturally suspicious of his motives, but soon came to realize he wasn't
a threat and eventually even welcomed his membership in their
close-knit group.  They "felt" he "understood" them, and treated them
as equals, not like his counterparts.  The girls; Karen, Kathy, Joyce,
Susan and Tammi were just as sexually naive as David.  Within a brief
period, they recognized the value of having a nonthreatening male as a
member of their clique and accepted him.  This opened a new world to
David!  Now, comfortable in his presence they began to openly discuss
all the topics that young girls talk about, namely boys, clothes, their
looks, their bodies and of course sex as if he either wasn't there or
was female like them.  David joined in the conversations as their male
authority.  He offered constructive observations without the usual
hidden male agendas and made practical suggestions as to what made guys
notice girls.  His astute proposals were tested and found helpful in
their attempts to catch the attention of boys.  The girls became so
comfortable with his presence, they never became anxious over their
stance, dress or the possible disclosure of their budding bodies to his
view.  In David they quickly recognized his fashion expertise and
always sought his opinions on different styles and selection of
clothing.  It started with skirts, tops and shoes, then naturally
progressed to lace on a slip, then bras and panties ...  till that one
pivotal day.  It was over Christmas vacation and happened at Karen's
house.  Her parents both worked and wouldn't return till much later in
the day.  The girls were in an especially playful and fun-loving
holiday mood.  They decided to "dress-up" in the clothes, shoes,
hairpieces and of Karen's mother.  They took turns playing the mistress
of the house, while David was expected to act the part of the husband.
They had played this game many times before, but today it would be
different.  Instead of leaving the room to change, the girls decided to
see if they could shame David by changing in front of him.  When he
didn't react as they had expected, they confronted David.

"We don't think it's proper that you see us in our bras and panties
while you sit there fully clothed.  How do we know you won't tell
everyone.  We think you should strip down to your shorts just like us.
If you don't, you'll have to leave and never be with us again."

David, realizing he had no option if he wanted to remain ...  agreed to
their demand.  Afterall, he silently mused, for a boy, it was just like
being on the beach in a pair of trunks.  The problem was ...  he wasn't
wearing shorts!  That morning he had worn the pink lacy panties he had
stolen from his neighbor!  David had become so accustomed to wearing
panties, he had forgotten.  When he dropped his pants the girls saw his
groin was covered in pink panties with delicate lace at the waist and
legholes.  The girls, stunned for a moment, quickly recovered, then
began to laugh uproariously.  Catching her breath, Karen giggled.

"Now we know why you like to be with us!  You really want to be a
girl!"

David made a grab for his clothes, but before he could cover-up, he was
seized by five pairs of arms, wrestled to the floor and pinned to the
carpet.  When he realized he couldn't overpower his assailants, he
stopped struggling.  The girls allowed him to sit up, but still firmly
held his arms and legs.  Each girl, in turn, investigated how David
looked in panties.  He was "forced" to stand, twist, turn and twirl
around so all could see how the ultra-feminine panties fit his male
frame.  Now instead of being embarrassed, he was secretly enjoying
their interest.  After all five girls had their fun, he was allowed to
sit back down on the floor.  Kathy, silently surveying the other four,
made a gesture to which the others nodded agreement, then stated.

"If you don't want us to tell everyone your a sissy who wears girl's
panties, you better stay seated while we go and talk about what to do
with you."

Searching their faces, he knew the threat was real.  Nodding his head
in acceptance, he remained seated as the girls went into the next room
to discuss his fate.  They weren't gone but 10 minutes, but to David,
fearful of what they might decide, it seemed like hours.  When they
returned, the girls sat around him and then made their demands.

Kathy spoke first, "David, we really like you and we'd like you to stay
a member of our little group.  We trust you!  You've really been a big
help to all of us!  If you want to dress as a girl, we don't care.
It's OK with us ...  but you'll have to do it our way.  Afterall, what
would people think if it got out what we were doing.  Our reputations
would surely be ruined!  You must agree to everything we demand of you
and always without protest.  If you do what we ask, we promise never to
speak of this outside of the group.  Since you like to dress like a
girl ...  we'll dress you like one of us.  We think it'll be a lot of
fun!  Some of the things you'll have to learn won't come easily and may
even be embarrassing.  But that's the price you'll have to pay if you
want to be one of us.  We can't be discovered playing with a boy
dressed up as a girl.  No matter what excuse, nobody would accept it!"

Now Tammi spoke, "We're going to change your name to Darla.  That's
short for darling and that's what we want you to become ...  OUR
DARLING! Whenever we get together we'll transform you into Darla.  If
you "pass", and we think you'll make a very pretty girl, we'll reward
your hard work by inviting you to a "slumber party".  You'll get to
sleep between us in the same bed.  At the slumber party, we'll play
girl games, like teasing each other's hair, applying new make-up,
tickling and other things we'll tell you about later.  If your nice to
us, we may even take you out clothes shopping!  I'll bet you'd like
that.  Just imagine yourself in the women's department trying on new
skirts, blouses and dresses with us there to help you.  Think how much
fun it'll be to "fool" the shoppers and saleswoman."

Karen interrupted, "Since you'll be one of us, we'll show you what we
look like ...  naked.  That way you'll know what a "real" girl looks
like.  Of course, we expect to see you naked also.  I'm going to take
Polaroid pictures of you dressed as Darla.  We'll be in the pictures
with you.  That way we'll all be protected.  We think it'll be lot's of
fun.  Well, those are our terms, do you agree?"

As the reader can imagine, David couldn't have been more delighted.
The girls were providing most of the features of which his fantasies
were comprised.  He would be seeing his girlfriends naked.  He would be
assisted in crossdressing, taught to "pass", attend slumber parties and
enjoy all the girl things he so wished to be a part of his life.  He
would go shopping and really "be one of the girls".  Without even a
moments hesitation, he quickly agreed to their terms.

The girls were just as pleased and squealed in glee.  None of them had
ever seen a naked male body and looked forward to seeing David's.
Also, they had not fully outgrown their childhood game of playing with
dolls, dressing them in different outfits, etc.  David would become
their life-size doll and plaything.  It was decided, that Joyce and
Susan, who lived nearby, would run home and bring back additional
clothing for David to try on.  Susan, since no one was home at her
household, also wisely thought to borrow some "sexier" clothes that
belonged to her mother.  These included a garterbelt, nylons and a pair
of high heels.  If questioned later, she planned to explain the girls
were playing "adult dress-up".  Since they had done this before, she
knew her mother would be pacified.  After they returned, the fun really
began.  When he removed his pink panties, you could have shot off a
canon and nobody would have noticed.  Letting his legs fall open he
exposed his cock and balls.  If he finally hadn't stepped away, they
would have spent hours playing with his maleness.  Afterall he
defended, the real purpose of the afternoon was to transform him into
their Darla doll.

Even though David had reached puberty, he was still quite hairless and
what he did have was light in color, so there was no need to shave his
legs or chest.  As they laid out the different feminine outfits, David
began to search the pile of lingerie Susan had brought back.  Selecting
the black lace garterbelt, he fastened the hook and twisted it into
position.  Susan noticed and got the attention of the others.  Without
comment, they all took seats and watched, fascinated by his actions.
Meanwhile David picked a pair of taupe colored nylons, inserted his toe
into one and rolled it up his outstretched leg.  Fastening the garters
to the welt, he stroked the hose into place.  When he had completed the
process with the other nylon, he stood.  Then deciding he need a bra,
he said with an impish grin.

"Kathy, why don't you hand me your bra, I can't get dressed without
one."

This suggestion was met with gales of laughter and pressure from the
other girls to comply.  Kathy, who had the largest tits, the reason
David had selected her, was reluctant unless the other girls also
removed their bras.  When Susan, the least bashful, moved to unhook the
front of hers, the others followed suit.  One by one, they, shyly at
first and then more sensually, exposed their firm youthful breasts.
Each girls breasts were of different size and shape, but all were
beautiful.

David was in all his glory!  Before his stunned eyes were five sets of
young breasts, ranging from Joyce's budding "nubbins" through Kathy's
36/C cups.  Susan, reached up her hands and cupped hers.  Teasing him
by bouncing her hands, she questioned provocatively.

"Darla sweetie, wouldn't you like to own a pair like these?"

David smiled his agreement and commented, "They're all soooo very
beautiful, I would be truly satisfied if I had breasts as sexy looking
as any of you."

If the girls had any remaining reservations about their actions, his
comment eliminated their doubts and further endeared Darla to them.

Taking the still warm bra from Kathy's outstretched hand, he proceeded
to put it on.  Then using his and Karen's socks, he filled it.  Picking
up a long blond wig, which Karen had laid in front of him, he placed it
atop his head.  As he stroked the tresses into place he looked around
until he saw them.  They were partially hidden under a beautiful, white
silk nighty.  Reaching under the nighty, he extracted a pair of black
leather 3" high heels.  Inserting his toes, he casually slipped the
shoes onto his nylon encased feet and "pranced" across the room.
Extremely proud of his ability to walk in heels he "minced" his way to
where the girls sat.  Back and forth he swished, from one end of the
room to the other.  Throwing a look back over his shoulder, he enjoyed
the stunned look on their faces.  He had the feminine mannerisms and
walk down perfectly.  When one of the girls commented.

"His legs look better in nylons and heels than mine!" ...  he threw her
a kiss.

Turning his back to them, he bent forward at the waist.  Running his
fingers from his ankle to the welt of his nylon, he again adjusted the
hose.  Tammi began to clap, followed quickly by the others.  All five
girls had seen their mothers perform the same motion to straighten
their hose.  Again turning and covering his pantied crotch with both
hands, in the classic "September Morn" pose, he asked in his feminine
voice.

"Isn't anyone going to give the new girl a hug and kiss to welcome her
into the group?"

For the rest of his life, David would consider this his "Coming-out
Day"!

During the next five months all six "girls" had a wonderful time
learning about the opposite gender.  They played "Show Me Yours and
We'll Show You Ours".

The girls were correct, he was able to easily "pass" as Darla.  After a
couple of "test" situations (short trips around the block), David
gained sufficient confidence to join the girl's at a local Teen-Club
dance.  He had absolutely no problem convincing everyone he was a
visiting cousin of Karen's.  Darla tried to refuse all the boys who
asked her to dance, but after so many requests and pressure from the
girls, he finally accepted.  He soon realized it was easier to follow
then to lead.  A couple of the boys tried to hold Darla too tight
and/or "cop a feel" of his panty clad ass as they danced Darla around
the room.  Gently, but firmly, she corrected the way she was being held
and warned her partner, "If you try that again, I'll slap you!" After a
few similar warnings, the word got around and Darla was only asked to
dance by the polite ones.

Going to the ladies room was also quite an experience.  Tammi and Susan
went with him.  After relieving themselves, they loitered a bit,
listening to the conversations around them.  David was surprised how
openly the girls exposed their partially clad bodies and also how
intimately they helped their girlfriends adjust their clothing.  Some
of the conversations he overheard were absolutely shocking!  He had
never imagined young girls were as sexually open or "hungry" as these
endorsed.

After the dance, the six compared notes.  Teasing Darla about the
numerous requests they received for information about her and the times
she was asked for her phone number.  Darla admitted she was thrilled by
the attention and found it nicer being asked to dance without the fear
of rejection.

Kathy asked, "Did the boys turn you on?"

"No", she responded.  "I felt no physical attraction towards them.  It
certainly was a pleasant experience dancing with them, but mostly
because of the satisfaction I derived from convincing them I was female
and pretty."

Kathy wouldn't let up.

"How about the kiss I saw you get from Jimmy, Joyce's brother?" She
giggled, "It sure looked like you were enjoying yourself!"

Darla blushed a bright red, "He surprised me!  Before I knew what he
was doing, Jimmy had me in a 'bear hug' and planted his lips against
mine.  I was afraid to make a scene, so I let him kiss me.  It wasn't
unpleasant, but it didn't excite me.  Thank God, he didn't try to
'French' me, I don't know how I would have reacted to that!  I think it
was just the realization of fooling him that was so nice.  Besides if
you all hadn't done such a good job with my transformation, he wouldn't
have wanted to kiss me!  For that, I guess, I should thank all of you!"

"Gee, I sure wish I could tell that smart-ass brother of mine how you
fooled him and how he was kissing a guy in girl's clothing.  I could
'blackmail' him into doing anything I wanted!", Joyce giggled.  "I
won't, but it sure would be great to hold over him."

After Darla's success at the dance, she was invited to more than one
slumber party, meeting the parents without anyone being the wiser.  It
was at these parties she learned to apply her own make-up and style the
wig they had chipped in and bought her.  Any day off from school, but
which their parent's worked, became a "special" holiday.  They would
meet, assist their Darla in getting dressed and take a bus to a mall on
the other side of town.  There the six girls would spend the day as any
other group of teenage girls would ...  shopping for clothes and
cosmetics.  The only drawback was the need to "dress-up" in skirts and
such in order to make Darla's "passing" easier.  They taught Darla the
nuances of shopping, how to tease an attractive shoe salesman and how
to reject "come-ons" from teenage boys "stalking" the mall.  After each
new experience they would return and compare notes on Darla's level of
performance.  Suggestions were offered and practiced, so that by
summer, Darla had mastered her role-playing to everyone's total
satisfaction.

While David's transformation was happening, Mary was again becoming
concerned about David.  She didn't understand the lack of attention he
paid her.  He very seldom tried to look up her skirt or down her blouse
anymore.  David, of course, was getting to see "the real thing" and no
longer felt the need to spy on her.  But Mary didn't know this.  She
was naturally concerned.  He still didn't date.  He would disappear for
hours and offer no explanations as to where he went.  He supposedly
slept overnight at his buddies house's, but she had never met any of
them.  He had also developed some strange mannerism.  Mannerisms, Mary
viewed as feminine or maybe "gay" in nature.  He walked differently, he
speech was more dramatic, he was gentler, better behaved and more soft
spoken.  Her continued attempts to tease him were only partially
successful.  In the hidden reaches of her mind a question began to
grow, "Was David becoming gay?"

"I think it's time for me to find out!"

What Mary wasn't ready to admit was ...  she missed the sensual
excitement whenever David "peeked" at her.  She had spent many a night
remembering the scene in her bedroom the afternoon he hid under her
bed.  Driven by her concerns, Mary decided she must know why her
stepson was no longer interested in peeking at her.  She remembered her
thoughts, in the car, after he had spied on her.  "Turnabout is fair
play." A plan began to form.  She would tell him he was going to be
home alone Friday night.  She was going to visit her brother Phil in
Detroit and return late Saturday night.  In reality, she would sneak
back into the house and hide herself.  Knowing his stepmother was gone,
she felt David would relax and expose what he was doing on the sly.
Her only concern was David might invite his "gay" friend(s) over.  She
was that sure he was turning from girls in favor of boys.  Putting her
plan in motion, she informed David of her proposed trip at breakfast
Friday morning.

David was ecstatic.  His first thoughts was to invite the girls over
for a party.  They could have the house to themselves.  As his
stepmother went upstairs to pack, he went for the phone.  Calling
Kathy, he was informed that she had a date and couldn't make it.  Call
after call was made, all with the same negative results.  Each girl had
to do something either with dates or family and wouldn't be available.
David, somewhat despondently, said to each of his young friends that he
understood.  To himself, he mused.  "Well, I guess I'll just have to
have my fun alone tonight.  I'll still have a good time!  I've wanted
to try mom's new black dress, anyway.  It will be Darla's house
tonight!"

Mary moved her time of departure up as she observed David's excitement
grow with each passing minute.  She loaded her car and drove away about
3:00 PM. She had skipped lunch, deciding to grab a bite before she
returned giving David the time to become relaxed with his stepmother's
absence.  She didn't think she'd have to remain hidden too long, but
was prepared to spend the night hidden in the closet ...if necessary.
At the restaurant, after her meal, she called home.  When no one
answered, she smiled at how well her plan was working.

"David must have taken my suggestion and gone to Wendy's."

Parking the car around the block, she hurriedly "snuck" back inside and
hid herself in the hallway closet.  Mary had checked it out already.
If David didn't bother closing his bedroom door, she could observe
everything he did through the adjustable slats in the closet door.
What she didn't take in to account, was that David would use her
bedroom.  Therefore she wouldn't have the unobstructed view she
expected.  She didn't have long to wait.

Mary heard David enter the house, close and then lock the door behind
himself.  Surprised, she watched as he went around the house, tightly
closing all the curtains and shades.  When he finished, he went to her
room.  This again surprised her.  From her oblique angle, she could see
only the area at the foot of her bed.  Disappointed, she nonetheless
waited until she was sure that's where he would remain.  Then taking a
chance, she silently positioned herself in the hall at the doorway to
her bedroom.  Sneaking a peek inside, she saw David standing naked
before her dresser.  She watched in utter amazement as her stepson
began selecting and then putting on the different pieces of feminine
clothing taken from her drawers.  Nylons, a garterbelt, a matching bra
and a pair of panties soon covered his nakedness.  Mary was no longer
interested in her stepson's nudity, this was more interesting.  Double
shoulderpads were inserted in the cups of the bra and filled them out
nicely.  This brought a smile to her face.

"Obviously, he done this before!", she silently giggled.

Meanwhile David had moved to his stepmother's dressing table.  There he
proceeded to work magic with her make-up and a long haired wig he
produced from a bag he had carried in with him.  Earrings, jewelry,
perfume, false eyelashes and false nails soon followed.

Mary, watched in stunned silence, as David rose, walked to her closet,
selected her new black crepe and chiffon dinner dress and stepped into
it.  Her best black leather 3" high heels soon followed.  Expecting him
to have trouble with the heels, she was again pleasantly amazed at the
ease and grace he showed as he walked across the bedroom to the full
length mirror next to her dresser.  By now, David had transformed
himself into a perfectly lovely young woman.  If Mary hadn't seen the
change herself, she wouldn't have had a clue as to David's true gender.
Mary decided to wait a little longer before she stepped out to
challenge him.  She hadn't reached a decision as to how to handle the
situation.  She hoped he would say something to help her better
understand his actions.  She was somewhat confused, but also thoroughly
amused.  Her stepson was a crossdresser and a good one at that!  She
had heard of them, but had never quite understood the whys or the
reasons.  Was he gay?  Did he crossdress to entice boys or men?  Or was
there some other reason?  The next few sentences helped dispel the gay
concern.  An even bigger surprise came when he began to speak.  The
voice was perfect, just like the rest of him..

"I wish Mary could see me now!", he said.  "Maybe if she saw me this
way she'd realize how much I want to be her daughter ...  instead of
her stepson!  Wouldn't it be wonderful if she accepted me!  I could
dress this way every day!  We could share all the wonderful things a
mother and daughter do together.  She could help me much more than the
girls.  It's fun to be Darla for them, but it would be so much better
if Mary could accept me as her daughter.  Besides, I know the girls are
losing interest in my gender transformation.  They're more interested
in boys and going out on dates, while I'm only interested in being
Mary's daughter."

That was all Mary had to hear.  Her stepson wasn't gay!  She was
however, shocked to hear him admit his girlfriends knew about his
gender switching and that they had helped him with it.  She realized he
must have received help from someone.  He couldn't have become so adept
at "passing" if some female(s) hadn't taught him not only how to dress,
but also the nuances of being feminine.  The important thing, as far as
she was concerned ...  he desired women ...  he wasn't gay.  The relief
she felt almost caused her to sigh aloud, thereby exposing her
presence.  Her mind raced.  David wanted to be her daughter!  It was
more than just the desire to wear women's clothing.  There was no
question he was more than adequate at crossdressing.  The more she
stared, the easier it became to believe there was a young woman
standing in her bedroom and wearing her clothes.  A beautiful one at
that!  Mary had always wanted a daughter, this just might be the
chance.  Besides if it didn't work, they could move away and start all
over again, nobody the wiser.  If that's what her stepson truly wanted,
she decided, it was her responsibility to help him in any way that she
could.  Her course of action decided upon, she stepped into the room
and said.

"Darla, you look wonderful in my new dress!  In fact, I think you
should keep it.  It looks nicer on you than on me.  I'm so glad I have
a lovely young daughter who can wear such attractive clothes.  You
remind me of myself at your age.  I think you could use a little help
with your make-up, but I'll be more than willing to show you!  Why
don't we go downstairs, fix ourselves something to drink and talk about
your desire to become my daughter.  There's so much we need to discuss.
If your going to become my full-time daughter, then we will need to
change our entire lifestyle.  Before we do, however, I'd like a hug and
kiss from my pretty girl!"

David had heard the sound of his stepmother entering the room even
before she spoke.  Whipping around in fear, the chiffon skirt
"twirling" out from his nyloned knees, he was preparing to offer an
explanation, even though he knew it was fruitless.  When he realized
what his stepmother was saying, he couldn't believe his fortune.  She
was accepting him as Darla!  This was really happening just as he had
dreamed it might.  Rushing to her open arms, he threw himself into
them, hugging her tightly.  Cheek to cheek, they whispered words of
love, understanding and gratitude.  As David became more and more
convinced of Mary's acceptance, he began to cry.  Tears of joy ran down
his face.  When he was finally able to speak, he stated?

"Your the best mother a girl could have!"

Then realizing what he had just said, he began to giggle.

"Oh mom, you don't know how much this means to me!  I don't really like
being a boy.  I remember even when I was younger thinking how wonderful
it would have been to be born a female so I could grow up to look just
like you!  Maybe that's why it took so long for me to start puberty.
Maybe I wasn't supposed to be a boy.  I don't really know!  What I do
know is the only time I feel good about myself is when I'm Darla."

Darla's new-mom spoke, "Honey, you might be right.  Maybe you should
have been born a girl.  With my help, maybe we can fix that.  We'll
look into getting your identity legally changed when you get older.
From what I understand, it's not that uncommon or that difficult.
We'll worry about that later.  Right now, I want to hear the whole
story.  I want you to explain how you know so much about wearing
women's clothes and don't you dare leave anything out.  I want the
whole story, everything about your crossdressing.  How you got started,
grew into and all about these girlfriends who helped you."

David explained in detail.  He revealed how he started with his
crossdressing, how he had progressed and how he had been discovered one
day wearing pink lace panties by the girls.  This brought gales of
laughter from Mary and also David.

"I can just imagine that sight.  You're face must've been at least the
color of your panties.  What happened next?" she asked.

David continued his story, explaining what the girls had offered him,
how he had accepted and how they had helped him grow into the role.
Then, when he had become proficient at passing, they had taken him to a
Teen Club dance.  Deciding to admit everything, he told her about "The
Kiss", his being asked to dance and how much he had enjoyed the
attention.  David revealed how he had flirted with the boys and the
numerous requests for his phone number.

Mary interrupted, asking the obvious questions, received the answers
she hoped, and then Darla continued.  She explained how the girls took
their Darla on shopping trips to the mall and the fun they had fooling
the various saleswomen as they tried on dresses, skirts, slips, blouses
and shoes.  Once, Darla explained, she accepted assistance from a woman
who David knew was Mary's favorite salesgirl.  The woman never
suspected a thing.  Mary giggled as she imagined the scene.  David
continued.  Pajama parties, he explained, were the most fun.  The girls
would introduce Darla to their parents and "she" fooled them every
time.  None of the parents ever caught on.  He got to wear their
nighties, had his hair put up in rollers and wrestled around the beds
together, all with the permission of the parents.  Then when they
finally went to sleep, the girls would fight to see who would lie next
to him.  He was surrounded by semi-nude teen-age girls, who would
"snake" their hands inside his silken panties and play with his penis!
Of course, he would use his hands inside their panties at the same
time.  In explaining the rest of his story, he skipped around a bit,
revealing incidents about the other games the girls played and the
fondling they performed between themselves as he watched.

Then David went into his desires.  He told Mary how he had come to
believe he had been born in the wrong gender.  He wanted to grow up a
woman.  He knew that's what he should be!  He said he realized this the
day he saw her naked.  When he started to explain his hiding under her
bed and how excited he had become, Mary let him finish.  Then she
admitted she had known he was under the bed.  She also admitted her
teasing games.  David was stunned!

He asked, "Mom, why did you let me peek at you?"

"Honey, all those years, without a man around, made me feel less than
desirable.  When you started to sneak peeks up my skirt and down my
blouse it made me feel attractive.  I liked feeling that way and
decided as long as it was only the two of us ...  what could it hurt?
All woman tease.  Don't you think we know when a man is staring up our
skirts?  We certainly wouldn't wear the clothes we do if we didn't want
men to stare at us.  Real women enjoy the power we get when we casually
expose our bodies.  Think about it.  We women can't bend over without
our breasts being partially seen and how about our short skirts.  Think
about how tight we wear our clothes ...  so every curve is outlined for
men to fantasize over.  Everytime we sit, we "show" at least our thighs
and usually more than that.  Do you think we cross our legs just to
cover up?  No, we do it to give men another chance to see!  In this
male dominated society it's one of the ways women have of controlling
men.  Now some women are too shy to admit it, but we do it to attract
the attention of the men and get them to do what we want.  When I saw
the bulges in your pants I decided to have some fun with you, not to
have power over you, just to see how you were maturing."

Now that they had been honest with each other, their relationship had
changed.  It wasn't as much stepmother to stepson, but one of equals.
Mary suggested they freshen their drinks, return to the couch and talk
about David's desire to become Mary's daughter.  They spent the next
two hours covering the topic.

Mary admitted how much she had always wanted a daughter.  While she had
always loved her stepson, she explained, she had felt "cheated" that
she would never have a daughter to share and teach the joys of being
feminine.  Darla would be the answer to her prayers.  "Oh, how I look
forward to these changes!" she announced a number of times as they
talked.

Numerous issues were left to be decided at a later date.  The things
they needed to resolve immediately ...  they did.  They decided that
David would have to tell the girls his stepmother had discovered his
crossdressing, forced him to explain, forced him to expose their
involvement and forced him to break off his relationship with them.  He
was told to explain to the girls that his stepmother had also found the
pictures.  If the girls didn't want Mary to call their parents, they
were to forget it ever happened.  David was certain they would accept
the terms and while he hated to threaten them (and lie to them), he
understood the need.

Since Mary was not tied to a job, she decided she would sell their
house and would move to another city.  There, David would become Darla,
Mary's daughter, on a full-time basis.  They'd investigate legally
changing the gender statement on his birth certificate and possibly a
partial sex change operation (breast implants), after they moved and he
became of legal age.  Mary planned to take Darla, to her own
gynaecologist as soon as possible.  The doctor had been her friend
since high school and Mary was sure she would help.  She hoped her
friend would prescribe female hormones.  These she explained would help
David's skin grow softer and minimize facial and chest hair.  They
might even make his hips wider and his breasts larger and more
sensitive.  Since he had been so late in reaching puberty, he might
still be able to change his frame.  If nothing else the doctor could
give them direction.  Plans were discussed for them to drive over to
Indianapolis that weekend and go clothes shopping.  They could act as
any other mother and daughter and nobody would be the wiser.

Mary also informed David that her regular hairdresser had once told her
a story where she had done a female impersonators hair.  Mary felt the
woman would do David's hair in a feminine style if the price was right.
The woman offered cosmetic assistance training and so they planned to
avail themselves of her skills.  Mary suggested a trip to the local
medical supply store to purchase prosthetic breast sacks.  These would
give Darla the realistic look, feel and weight of a woman's breasts.
They would also "move" more naturally under Darla's clothing.  Various
other topics were discussed, decided upon or cataloged for future
discussion.

Finally, both mother and new-found daughter began to show signs of
exhaustion and decided to call it a day.  After both had removed their
make-up, Mary ran a tub, not for herself, but for Darla.  As the water
began to flow she added bath oil beads.

David was aglow as he stepped into the deliciously warm, scented water
of his first "female" bath.  While in the tub, Mary had him shave the
"peach-fuzz" from his legs and also his underarms.  When the water
began to lose it's warmth she handed him a towel and instructed him in
the manner of patting himself dry.

Mary presented her new daughter a white satin nighty with spaghetti
straps to sleep in.  Then kissing Darla goodnight she said.

"This has been quite an exciting day for the both of us.  Beginning
tomorrow we'll be able to share all the wonderful feelings of being
female and being mother and daughter.  Now get some rest, there's
always tomorrow!"

Mary and Scarlet O'Hara were both right ...  there was always tomorrow,
but that's another story.

(c) 1996 Kresha Matay