Message-ID: <44955asstr$1066954208@assm.asstr-mirror.org>
From: vickietern@aol.com (VickieTern)
Subject: {ASSM} Shy by Vickie Tern 2/6 TG Femdom
Date: Thu, 23 Oct 2003 20:10:08 -0400
Path: assm.asstr-mirror.org!not-for-mail
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Newsgroups: alt.sex.stories.moderated,alt.sex.stories
Followup-To: alt.sex.stories.d

Shy by Vickie Tern TG Femdom 2/6

Don't read this if you shouldn't or you don't want to.  Do if you
do.  I'd appreciate knowing what you think (VickieTern@aol.com).


                                ii.

"He's fifteen, and he'd just started going with girls.  Well, girls
scarcely know anything at that age, you remember, but we all knew
even back then that boys know even less.  Well, Jason started up
this past summer with a real tease!  A sex pot named Cindy!  They'd
spend the whole night necking, and he'd rub her through her panties
and she'd rub him, and if he was real diligent and brought her off
she'd let him suck on a nipple before he went home.  But nothing
more, ever.  No release, not a lick!  Nothing!  He'd come back to
the house bent over double, worst case of blue balls I've ever
seen.  Remember two years ago, that contest where we did that to
our guys to see if their balls would really turn blue?  Well, for
Jason it was worse!  Then out again the next night for more
punishment.  More bliss, more agony.  She was turning him into a
sub masochist, depriving him that way!  My own brother!"

"Well, one night I intercepted him in the hallway.  'Why do you let
her do that to you?' I ask him.  He was ashamed, and he had no
answer.  'At least jerk off when you come home.' I told him. 
'Relieve yourself.  You can do yourself damage this way.'  'I
can't,' he replies.  'Why not?'  'Because Cindy doesn't want me to. 
She wants me to save all of my energy for her.  She says she'll
know.  And besides, she says that if a boy jerks off a boy, even if
that boy is himself, that's being queer, and she wants to have
nothing to do with queers.  Maureen, is that true?'"

"You ever try a line like that on a guy?  What a cunt!  Boy, what
nerve!  Pull that on my own brother?  Still, he believed her, so
that's what I had to work with.  So I just said, 'So why do you go
with her?  Find some other girl who doesn't have such high
expectations!'  Well, he tells me there aren't any others,
everybody his age is out of town with their parents, or away at
summer camp.  She's it."  

"So the next night when he comes crouching home I tell him, 'Come
into my room!  Orders!'  You know how bossy a big sister can be. 
He comes in, and sits down on the floor so he won't have to
straighten up to sit on my bed or a chair.  'Stand up,' I tell him. 
'Strip!  To the buff!'  He stands but he hesitates.  'I've seen you
a thousand times,' I tell him.  'You're a boy.  I know, you have a
cock.  Don't worry, your secret is safe with me!'  So he does it!"

"Well, girls, right then and there I dressed him up to look like a
princess!  Really pretty!  He whined and complained when I first
handed him a pair of my panties, but when he'd slipped them over
that hard little cock of his it must have felt real good, because
all the noise died down and he put on everything else I handed him
without a sound.  As if he were numb.  Bra, slip, and a rayon
challis dress I had lying around.  A flowered print.  Anklets and
flats.  Then a little lipstick and mascara, and I pushed his hair
around, and he was a doll!  Really!  It was amazing!" 

"So then I stood him in front of my full length mirror and I asked
him, 'What do you see there, a boy or a girl?'  He was a little
stunned, but he gave me the right answer, 'Girl.'  I said, 'Good! 
Now ask that girl to reach into your panties and jerk you off. 
That's what Cindy should be doing, and since she won't, you can be
just as well pleased that you've found another girl who will. 
Here's a box of kleenex!  Use them, and don't splatter my panties,
wait till we can get you some of your own!'"  

"And I left the room, trying hard not to laugh.  My poor little
brother was just staring at himself in the mirror.  A half hour
later he came bouncing downstairs wearing his usual shorts and T
shirt.  Still wearing full make-up, I guess he couldn't bear to
part with the look just yet, or maybe he'd gotten so used to
looking like a girl he no longer noticed it.  He said, 'Thanks,
Maureen!'  He sounded very sincere and humble, but he was standing
tall and proud.  He'd found a girl who liked him and wanted to make
him feel good!  I told him, 'You're welcome!  Any time!' and I got
back to whatever book I was busy with by then."

"Well, he took me literally.  'Any time' for him meant the next
night too, and the next one after that.  And most of the rest of
the summer.  He got to love the way that girl in the mirror made
him feel, so much so that he kept coming back to her each evening. 
It was weeks before I found out that he'd broken up with Cindy,
that she'd gone off to find someone with more energy saved up to
devote to her!  By then he'd borrowed some clothes to wear during
the day too, and he'd asked me to take him shopping to help him buy
more clothes still."

"So we went out to get him a few outfits.  Talk about crazy in
love?  He wanted to buy that girl who was jerking him off
everything he saw in every store we went into, sport skirts,
evening gowns, everything!   She was his first real crush!  He
actually went out and got her hair done, can you imagine?  My
brother, the brand new living doll, got himself a permanent!  And
he got his ears pierced so his new girlfriend could wear prettier
earrings!  And he started staying out all hours with her!"  

"Well, we ran both of our allowances into debt, but it was such
fun!  None of the salesgirls ever suspected anything, and he came
back with some of the prettiest things imaginable!  And it turned
out that he has exquisite taste when he's mixing and matching and
accessorizing, my little brother does.  I started asking him for
advice about my own outfits, especially when we'd gotten to where
we were being two girls together getting ready for our double
dates.  What he'd come up with for outfits sometimes was as daring
and imaginative as anyone'd ever wish for.  Without Jason I'd never
have looked classy enough to get into Winslow's pants.  You
remember Winslow?  That boy I told you about, came home from
Princeton last summer, his father the State Superior Court Justice? 
Scads of money and more good taste than any family can ever afford? 
His mother knew I was perfect for him the first time she saw me,
the way Jason dressed me.  True, Winslow's prick is like a wet
noodle, but you can never tell how these things'll end up.  He
still sends me e-mail every day, nearly.  He wants to lend me
enough money to start a business bigger than Mary Kay.  I may let
him.  And I owe it all to Jason!"

I had to bring her back to the topic at hand.  There was something
useful in what she was saying, but I hadn't quite located it yet. 
"You say you and Jason were two girls getting ready for double
dates, Maureen?" I asked.  "You actually double dated with your own
brother?"  I was impressed."  "With boys?"

"Oh, a few times," Maureen replied.  She stood up and stretched. 
"Of course with boys!  He really turned out to be terrific girl, my
baby brother!  I was so proud of him!  It started when my boyfriend
Alfie's cousin Carl came in from out of town for the summer, and we
thought it might be fun for all four of us to go out together.  I
introduced Jason as Jessie, and Alfie looked at him a little
cross-eyed but didn't say anything.  Then by the end of the summer
Jessie and Carl were practically going steady.  Jessie'd get home
all hours and come into my room, and we'd giggle, and he'd tell me
everything."  

Beth doubted this.  "Everything?" she asked."

"Well, nearly everything.  Carl must have caught on quick enough,
but Jessie was so pretty he didn't mind.  Jessie took a little
longer.  He didn't understand everything.  I asked him once if his
boyfriend ever got off, and he just smiled and licked his lips and
said, 'Of course!'  So I asked him if he ever got off, or if he
took care of himself afterward like before, and he said, 'Well, at
first I'd use my own hand when I got home, because when Carl kisses
me good night I feel so rosy and ... well you know.'"

"Now this part you'll love!  What my little sister Jessie tells me
is, 'But then Carl found another way we could both get off at the
same time!  Really wonderful, I don't know why everyone doesn't do
it!  Though now I have to remember to slip a sanitary pad into the
front of my panties whenever I'm dressing to go out, so I'll be the
right shape for him in front even when I'm hard, and then I have to
remember to slip a tampon pretty quick into my rear afterward, or
else his juices drip all over my panties and onto my skirt.  But it
feels so good when he slides it in and out!  So very good!  Do you
do that with Alfie?'"

"That's what he said, practically word for word!  I told him yes,
sometimes.  It was a while longer before he found out that girls
have two places down there for boys to slide in and out of.  I
didn't tell him, because he really loved being a girl, and I didn't
want him to feel inferior.  By then he was trying to grow breasts
by wearing bras all the time.  He thought that's how we did it. 
Maybe he still does."

"What did your mother think about all this?" Elvira asked her. 
Elvira was our group dyke.  Or would have been if she were into
girls, but she preferred domming and bondage, power and control,
you know?  She liked humiliating boys whenever they'd let her, even
hurting them, and she enjoyed training them to like pain just a
little, even to appreciate it.  She was up good looking in a severe
way, tall, her brunette hair bobbed even shorter than mine to just
below her ears.  She was always on.  She'd come on even to
supermarket clerks when she was out buying groceries, always
practicing.  She had this great technique!  She'd lean in on them
and get them to squat right there in the aisle where she told them
to, supposedly to get cans from a lower shelf for her.  Then she'd
practically straddle their heads, and when their eyes and mouths
were an inch away from her twat she'd tell them where she expected
them to meet her later that night.  

But here were some things to do with boys that even Elvira hadn't
thought to do yet.  "It didn't bother your mother?" Elvira asked. 
"That the family's only sapling turned out to be a pansy instead?"

Maureen shrugged.  "Oh she didn't know for the longest time.  She
was always getting ready to go out herself when we were dressing up
to go out, I think she just thought we were going to a lot of
costume parties.  She minded a little when he got his ears pierced
and started wearing long, dramatic dangling earrings all the time,
but then she figured that must be what adolescents were doing these
days, it was better than an orange and purple Mohawk or a stud in
his tongue.  She figured he'd get over it.  She never did notice
that Jason was Jessie until he was full time, way past the point of
no return.  Does your mother ever notice how you dress, Elvira?"  

Elvira's mother had run off with the woman next door years ago, and
Elvira's father and that woman's husband had consoled each other
about their lost loves until one day Elvira had found them both in
bed together.  She'd pretended to be furious, and was amazed at how
great it felt.  So she'd ordered them to stay there all through the
next day.  And they felt so guilty about what they were doing and
being found out, that's what they did!  Her father and the neighbor
man!  Under orders, their cocks in each others' mouths or asses the
whole time, and she pulled spot checks now and then to make sure! 
That's how Elvira'd found out what she wanted to do with her life. 
Her mother was long gone.

Elvira just looked at Maureen.  "Does my mother ever notice me?"
she asked with amused disbelief.  "My mother?"

So Maureen figured she'd better ask someone else. "How about you,
Jennifer?" she asked me.  "Does your mother ever notice?"

"Not while I'm here and she's home," I had to say.  Obviously.  If
she knew how I dress here, and why, I wouldn't be here any more and
then we wouldn't be talking about how to deal with Don at all. 
Everyone was quiet for a minute more.  

"So that's my point," Maureen said finally.  "Who'll know or notice
how this Don looks?  What he wears?  Or anyhow, who'll care?  While
he's here."  She went into my room to find a shade of nail polish
that matched her toes, and came back with a little bottle and
started in on her fingernails.  "Remember to tell your Brian to
fetch me some more of this stuff," she said.  "This bottle's almost
out too."

"No, I'll tell him," Elvira broke in.  "Give me that bottle when
you're done with it.  You've given me such a terrific idea!  I'll
ask Brian to find the exact shade by matching the different bottles
on display in the store with the color of his own nails.  I bet I
can even get him to ask a salesgirl to help him find him a matching
lipstick he can wear back to campus." 

"Brian belongs to Jennifer at the moment," Maureen said, never
lifting her eyes off her nails.  "You'd better ask Jennifer first."

But I was thinking too hard to care.  I'd never found the limits on
Brian's desire to please me, so why not let Elvira try?  "Be my
guest, tell him the bottle's mine, since it is," I told Elvira
idly.  What Maureen had proposed had a lot of merit.  It would
accomplish everything my mother wanted with no hassle at all.  But
how far could we go with it?  

"Does Jason wear nail polish too now?" I asked.  "I mean Jessie?"
 
"I have no idea what he wears now," Maureen replied.  Her nails now
had three coats of red, and she was concentrating full attention on
her gloss coat.  "When the 'Back to School' sales started up Mom
finally took a good look at him and how he was dressed.  They had
a long talk about what he was doing with his life, and what he
wanted to do, and so on.  He's such a together kid, he had all the
answers!  He wanted to be beautiful was what.  And being an Avon
Lady and all, Mom just had to help him!  So in the end she let him
drop high school and go out-of-town to this terrific Beauty Culture
Academy she found, to learn how to be gorgeous, ultra-feminine, and
so on.  Best in the country, very tough admission standards, she
didn't think they'd admit him.  But he has this incredible fashion
sense to offer the other girls.  He sent them photos of himself in
the different stylish outfits he'd assembled for different
occasions, and that turned the trick.  He loves it there.  Being
beautiful, and learning how to make other girls look more beautiful
too."

"Amazing!" I said.  I'd made up my mind -- this was the way to go
with Don.  "Does he still date boys?"  

"All the girls there date boys," Maureen said as she cinched the
nail polish bottle shut and handed it to Elvira.  "Every weekend. 
They need to be reminded why it's worth while being beautiful. 
Jessie's a lot in demand, because he gives great head to make up
for his lack of a pussy.  He takes birth control pills same as the
other girls, so he won't feel left out, he says, and also shots
now.  So his figure has finally started to ripen, I hear, new
titties and everything.  He still gets stiff, so the girls can
still practice their fucking techniques on his cock.  They've all
been warned though that in another few months he won't be able to
get it up any more, that they'll have to practice being lesbians on
him then same as they do now on other.  But mainly they practice
beauty culture on each other, every night before they go to bed. 
Their homework is always to make each other look gorgeous, and then
to flirt."  

Elvira nodded her thanks to Maureen for the nail polish, and stowed
it in her purse.  Maureen continued thoughtfully.  "You should see
him now!  'Her' I mean.  My new sister.  Cute?  I'm as proud of her
as she is of me!" 

There was a long silence.  "So he gets on well with the other
girls," I commented.  "He's a girl now."

"Oh yes.  He's a girl, same as the rest of them.  No difference. 
Well, he has to wait until he's eighteen to get a real pussy put
in, but he makes out pretty well with the openings he's got.  They
practice their hairdos and everything on each other, and they tell
each other their secrets, and they scheme new things to do with
boys, same ways we do."

There was another long, respectful silence.

"Same ways we do," I said.  Would I have to sell this idea to the
other girls?  "Maybe cousin Donald could make himself useful here
if he were one of us?  As a boy, he'd be handy to practice things
on.  While he's still a boy."

"Yes!" Sally said suddenly.  We all looked up startled, she sounded
so vehement.

"I'm for it!  Girls, Jennifer's problem is our problem, and we can
have a lot of fun solving it for her.  Let's become a Sextette for
a while.  Take her Donald in and get him accustomed to being with
girls, same as we're accustomed."  A wicked smile lit up her face. 
"For the same reason we are.  Because that's what we are!"

"Boys and all?" Beth asked.  She looked worried.  

"Of course boys and all," Sally said.  "That would be part of the
fun!  I'll teach him.  Jennifer's his big sister, sort of, so
she'll be in charge.  But I'll be his special girlfriend, teach him
what girls know about other girls, what girls like, how to be with
boys given what boys are, what boys like.  The usual.  He can share
my room, I've got that new Queen sized bed in there, I'll see that
he loves it and won't ever want to leave!  Which reminds me, who's
got that jelly dildo strap-on I got for a prize when I made all
those poets come in their pants?  I'll need it this weekend.  I've
got a date with Foster, and what with all this talk I really feel
I should try it out on him." 

Elvira approved.  "Good for you," she said.  "Bust his ass! 
Foster's ego is as big as his cock.  He needs a lot of taking down. 
In fact use my strap on, it's bigger than your.  Way bigger than he
is even, and he's bigger than most.  But be sure to give him the
impression that the strap-on's only average, so he'll feel humble,
grateful to you that you bother to fuck him at all, even if only in
the ass."  She thought a moment.  "Mine is in my top drawer left,
you're welcome to it.  There's still some jellied Gatorade in the
balls, I think, for squirting cum into him when you've got him
pinned down and helpless.  Be sure to warm it up first.  But the
prick part itself needs fresh batteries."  

"So it's agreed?" I asked.  "We bring Donald here to live with us?" 
I looked around.  No objections.  Done!  "Now to what's involved. 
What should we be thinking about next, Elvira?"

Elvira wrapped her arms around herself and frowned, thinking.  We
watched silently.

Elvira's not only our resident domme, scheming all sorts of
amusingly wicked things to do to guys, she's also the most can-do
of us in other ways.  She makes all of our business arrangements
and does all of our computer hacking.  Because she intimidates
people easily and she never quits.  She did all our phoning for
airline tickets and hotel rooms for us, for example, that time when
Sally decided she wanted to go trolling for a weekend pickup pot
luck at another college, and we all thought hey, why not, so we all
went.  You should hear her when she's on the phone!  She's never
yet failed to get us reservations on flights that're already fully
booked.  

I shouldn't say this, but end of Freshman year we went through this
"I double-dare-ya" phase, and it ended up with each of us spending
a few nights out on the street as whores.  We figured it would
uncomplicate our lives, give us each a crash course in kinky sex,
get us past all the romantic mystique stuff once and for all,
acquaint us with the down and dirty at first hand, all in all give
us lots of experience with all kinds of men and cocks.  So we'd
know instinctively how to deal with boys.  No illusions.  Y'know? 


But it had to be in a city far enough away though so our
reputations would be safe.  Well Elvira made calls and arranged
everything, even arranged for pimps to pay off the cops if the real
whores complained to them about us, and of course to protect us in
case of rough customers.  Actually fixed it so we'd keep half of
what we earned!  

Well, the guys who climbed onto me that night!  I began to think
before daybreak that Elvira had a point -- make them beg first! 
Just because they pay you they think they own you!  Still, I must
say, there was the cutest guy, blonde curly hair, paid to fuck me
but then for a whole hour couldn't get his face out of my pussy,
and it was real sloppy by then too, getting on toward morning,
maybe eight or ten guys had shot off their wads inside me by then. 
I think now that it was the cum he wanted, not me.  Some guys never
can admit to themselves that they're queer.  But I still wriggle
when I remember how that tongue felt, slurping and sucking and
gobbling between my legs!

Beth wasn't too happy about her time out on the town, being so
upright and moral and all, and she'd just started in with Ziggy so
I suppose she was still feeling virginal too.  But I did notice
that she brought back way more money than the rest of us.  And she
looked pleased with herself each morning when we met for coffee. 
So I figure she did OK.  The Protestant work ethic I suppose -- she
must've really hustled.  

She still goes out now and then locally when she and Ziggy need
money for a date.  Got him to agree to let her, and now she's even
trying to get him to come watch.  'It'll be good for him,' she
says.  'Then he won't feel so possessive about me.  And if it comes
right down to it, it wouldn't hurt for him to turn a trick or two
himself, give a few blow jobs maybe.  There's a demand for it.  But
I suppose he hasn't yet realized that it's better to serve other
people's needs than your own convenience."

Elvira made all that happen.  But it's her skill with computers
that's really appreciated.  Her hacking is another reason why we
never worry too much about grades.  She once got some computer
repair guy to put a back door access into the Registrar's Office
records, it was either that or she'd tell his wife exactly how
she'd turned him into a total degenerate.  So now everyone's
academic records are hers.  All she wanted at the time was to
re-schedule an inconvenient early morning class, make it later in
the day.  But it turned out it's a handy way to scare guys, by
threatening to lower their grades if they don't do what she says. 
 And she can always raise grades a notch or two if a Professor
blows his one big chance to give us a grade we need.

"Jennifer, would your clothes fit this Donald until he can get some
of his own?" she asked suddenly.  "At least your underthings, maybe
a tight pair of jeans?  Better, those leather hot pants you've got
that are so tight they show the crease in your pussy?"

"No problem," I replied.  "Probably.  He's about my height."  I
thought of something, and had to smile.  "Shaped different right
now, but we can work on it.  He's got one femme thing down already. 
Maidenly modesty.  He never looks up at anyone, ever.  When his
eyelids are frosted he'll look gorgeous."

"We'll change his look right off," Elvira said.  "I see no problem
changing his admissions office records.  "'Donald' is easy to fix. 
He can be 'Donna' or maybe 'Dawn.'  Let's say 'Dawn' so when people
call him that he won't notice, he'll think it's just how they say
things.  I'll switch him to 'female' on his health chart right off
too, so he can get his own birth control pills and we won't need to
lend him ours.  Freshman ID photos are tomorrow.  We'll get him a
proper ID and then it's done."

"He'll certainly want hormones," Maureen said.  "Double doses for
openers!  Jason's complexion got soft and gorgeous almost as soon
as he started, and they help keep his cock soft when he's wearing
tight jeans and needs to tuck.  If we're all going to be suite
mates, your Dawn has a lot to catch up on."

"How do we get him to agree?"  Beth was worried as usual about free
will, dignity, individual choice, stuff she'd learned at her family
dinner table.  She always asked Ziggy's advice about everything,
though she always had better sense than to take it.

"How do we ever get guys to agree?" Elvira asked in her impatient
monotone.  "We tell them to do what we want, then reward them when
they do it.  They love it!  Put them down, put out, put them down,
put out, and pretty soon they don't know whether they're down or
out, coming or going!"  That was Elvira.  Her dates measured up or
they were out of her life. 

"No," Sally said thoughtfully.  "He's shy, so let me lead him into
it.  I'll explain each step so it makes sense to him, get him to
agree to everything.  You know, smile, be really appreciative and
grateful.  Then when he's really hooked we can finish him off so
fast he won't know what's happening till it's over.  Of course if
he's a real dork and doesn't understand that it's all for his own
good, we'll just tell him it isn't happening to him at all really. 
That we're practicing on him so we can do it to someone else.  Let
him try to deal with that."

The others nodded.  If he was a real dork and couldn't see how we
were trying to help him, he'd buy that logic.

"We don't leave him a road back?" I asked.  "I mean, we're talking
hormones and all ...."

"Why would he want to go back?" Maureen asked.  "Where would he go? 
Back to what he is now?  I say, burn his bridges.  Do him a favor,
let him concentrate his mind on becoming the best kind of girl he
can be and not worry all the time about getting back to whatever he
is now.  Don't let him know that of course."  

"What'll I tell my mother?," I asked.  "What'll I say to my Aunt,
when she sends us a son, her husband's son anyhow, and we send her
back a daughter?"

"Tell her the truth.  That he fell in with the wrong crowd.  But
she should look at the bright side, that now he's exactly what she
wanted, really at ease with girls and with boys too.  We'll see to
that, that he's happier all around!" Sally said.  

"He will be too, chances are," Maureen added.  "Jason certainly is. 
Anyhow, your aunt will be his problem, not ours.  Are we agreed? 
It'll probably take us a few months to finish him off."

We were agreed.  Certainly helping Don learn to change his
appearance and teaching him new social skills would give us plenty
to fill our spare time and occupy our minds until the axe fell at
mid-term and we all finally had to get some studying done.   

Then it occurred to me!  If I write this whole thing up as a
journal I can get credit for it as an Independent Study project in
the Gender Studies Program.  It might even make a good Creative
Writing project too, for that course I could pretend it's all
fiction!  Yes!   Three birds with one stone!  My problem with my
aunt and my mother solved, an ungainly boy made over into a
graceful girl, and two fewer courses to fake up before I can get
out of here!  No need for Don to thank me!

end Shy 2/6
VickieTern@AOL.COM

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reserved by its author unless explicitly indicated.
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