Corporate Ambitions
By Ashley and Sarah
Prologue
As I relate this account of my incredible reversal of purpose, I cannot avoid a
confused mix of emotions when I realize the clarity of my own recollection.
It cannot be that it was so short a time ago that my passions were focused in
quite another direction. Indeed, it seems a lifetime ago when my resolve was
to be what I am fond of thinking of as "the other".
I was a graduating MBA, mature but still somewhat young, and ready to
launch what I knew would certainly be a "go-getter" career. I was graduating
near the top of my class from a well-known "B" school, as we in the
business world call such institutions. I was enthusiastic about my future, and
to paraphrase a popular rock song, "My future was so bright, I had to wear
shades."
The time for interviews with prospective new employers had arrived, and I
was quite sure of what would happen. You see, I had put my social life on
hold, put my nose to the grindstone, even laid out big dough to get here. All
to be in a position to choose instead of being chosen. Now it was payday,
and things would be different from now on!
I would not take a job with one of those blue chip corporations only to start
as "associate something or other." No way! I would pick a company that
would start me near the top, and it would be up from there. AND, I would
leave a trail of tragic female conquests in my wake as I rose ever surely to the
top of the firm lucky enough to have me ultimately as their CEO.
Given my current circumstances, such ideas seem completely foolish to me
now.
My name is Heather Williams. I am the personal assistant to Rebecca
Williams, the CEO of Women's World, LTD., a major corporation catering
to women's fashion, cosmetics, lingerie, and such other needs as girls do
enjoy. Rebecca has instructed me to write this story as part of my duties in
my new job. A job that will be, I'm at once afraid and happy to say, is the
pinnacle of my success. As I sit here typing this I am dressed in my usual
style of work clothes: a short, tight, satin dress in red with dark silk hose
reaching up my legs from 4" stiletto heels. My make-up is done to
perfection, and the lingerie under my dress is satin and is simply exquisite.
You see, there is a dress code here at Women's World, and all we executive
assistants are required to abide by it. We are expected to portray the image of
absolute femininity at all times. Rebecca and our relationship are unique in
that she is my Boss, my Mistress, and yes, I am her Wife. In truth, I am a
now a submissive transvestite slave to her. I'm sure you are wondering how
I let this happen to me. Let me explain ...
Chapter One
I Gotta Wear Shades
During my initial interviews with several large corporations, I was intrigued
most by Women's World. The position being offered was executive assistant
to the CEO. Talk about starting right up there! The idea of working directly
with a CEO, along with a generous compensation and relocation package was
more than I could resist. I shrewdly figured that working directly with the
CEO would put me on the fast track to the top. I put a very good effort into
this particular interview, and it seemed to pay off.
Doris, the interviewer for Women's World was quite charming. I figured her
for the Human Resources Dept. director and not one of those paid recruiters.
She seemed to know everything about Women's World, and I asked a lot of
questions, priding myself on interviewing my interviewer. But I could not
get a read on this one. Nothing I could put my finger on, but at times I swear
I caught Doris trying to hide a smirk. Finally, Doris left me with a few
encouraging words and a very large packet of material for me to fill out and
send back to her. She said she felt fairly confident she could get my
application "in front of" R. Williams, the CEO and, in this case, hiring
manager.
I had nothing keeping me in "B" school town. No wife, no romantic
interests, no more promising prospects, so I said, "What the hey." I filled out
and sent the information called for in the hefty package Doris had given me. I
wasn't really surprised by the voluminous pre-employment miles of
paperwork, given the position being offered. But I was a little curious about
the requirement to include several photographs, and the specific emphasis on
at least one full body shot. I just shrugged and thought, "Probably too many
guys wearing jeans and sneakers while looking all business-like from the
waist up."
I wasn't expecting a response for a certainty, and when I received an e-mail
directly from R. Williams/CEO I was somewhat surprised. The e-mail
explained that my employment package was "impressive", and asked me to
respond with a time that would be good for me to discuss the position
available. My mind was reeling, as were my thoughts of even better chances
of moving up the ladder fast. I e-mailed my reply immediately and set up a
time for the call the next morning, if he could put me on his calendar then.
"She" responded within an hour advising me of the time for our
"teleconference". I was a little embarrassed to learn only then that R.
Williams was a Ms. Rebecca Williams. I can remember thinking, "Hmmm,
this is going to be easier than I thought!"
The next morning the phone rang at the appointed time, and I nearly jumped
out of my skin. I tried desperately not to sound nervous answering, being
somewhat unprepared at such an early hour. But it only took seconds for her
to put me at complete ease. Her voice was very soothing yet intensely
commanding, as she led the conversation precisely where she wanted it to go.
It seemed like only a few moments but it had been nearly an hour since we
had begun talking and I was accepting her invitation to go to Florida for a
second interview. The real kicker was that she had a corporate jet in town for
business and offered me a free "hop" if I could go the next day. I was
packed and out the door the next morning at the crack of dawn, heading for a
private section of the airport. I was certain I was headed for greatness!
The plane ride was rather uneventful, but it was the first time I had ever been
on a Lear jet. My mind concentrated on the future that lay ahead, and my
visions of grandeur were, to me, pragmatic and clear. I would land this job,
then work myself into the graces of this Ms. Williams until I would be the
new CEO. It seemed like only minutes but it was actually 2 hours till we
were landing at a small private airport in Florida.
The first of many pleasant surprises awaited me when I stepped off the plane
and saw a limousine waiting to drive me to my hotel. Even more pleasant
was the chauffeur, who had to be the most beautiful woman I had ever seen.
Tall, blonde and gorgeous! The leather riding pants she wore made no effort
to hide the most luscious derriere I had ever seen, and her black satin blouse
likewise showed off a pair of beautiful breasts to their utmost. I knew I
would love to spend time with this woman. Yet, like Rebecca, she was at the
same time soft spoken and still somehow very direct. She welcomed me and
held the door for me. "Nice touch," I thought as she sped us to my hotel in
the powerful car. At the hotel, she opened the door for me once more, and
told me she would meet me in the lobby the following morning at 8am sharp.
Her face changed a little when she said in a voice that betrayed a hundred
times, "Please try and not be late! Ms. Williams is irritated easily by
tardiness." With that she was off, leaving me with a vision of her cute,
wiggling ass and many female conquests that were yet to come. As I
watched the way she moved, my eyes glued to her ass, I joked to myself,
"Hmmm, two Volkswagen Beatles vainly trying to pass each other on the
Freeway."
I entered my room still wearing the self satisfied smile to find a chilled bottle
of wine and a welcome note from Women's World that enthused how
looking forward to meeting me they all were. "I could get used to this," I
quipped out loud, as I stripped to my jockeys. I sat down and started going
through the Dunn and Bradstreet report on Women's World, ticker symbol
Ww (boy they had been around a long time). I had brought piles of reports
with me on this company. I wanted to ensure I was really prepared for this
interview. The more I learned about this company, the more intrigued I
became. They were an acquisition company, but with a focus, it seemed. I
was just piecing it together when the day caught up with me and I fell sound
asleep.
I was up at the crack of dawn, shaved, showered and in my best, neatly
pressed Brook's Brother's suit. While waiting in the lobby for the limo to
pick me up, I garnered all the enthusiasm I could muster. The limo arrived at
precisely 8 and I was pleasantly surprised to see that my gorgeous blond
chauffeur, Janie, had traded in her riding pants for a short, tight, leather mini-
skirt. Talk about legs, this woman had some of the most gorgeous legs I had
ever seen. I could only imagine where they lead. I figured she might well be
my first conquest! Janie was the epitome of sexy and I was disappointed
when we'd arrived at the offices of Women's World so quickly!
We pulled into the sprawling Women's World headquarters campus at just
8:30, and Janie escorted me to the lobby. The building was rather
unassuming for a Fortune 500 company, but that was nothing compared to
the inside. It was very obvious from the d?cor that this business was owned
by and catered to women. There were light pastel colors and everything was
so very "pretty". I remember thinking how I would change it once it
belonged to me. The thing that threw me most, though, was that there didn't
appear to be any men working there. Again, I was smirking. "Oh yes, this
is going to be easier than I thought."
The area opened into a kind of bullpen, with secretaries sitting in the middle,
and offices around the perimeter. And, the women were all so beautiful.
"My dumb luck," I mused, "to stumble into such riches." As the secretaries
milled around, not one of them wore anything but a nicely tight, short mini-
skirt, showing off their long, luxurious legs, which of course descended into
sexy high heels. Wow!
Everyone from the receptionist to the secretaries was attired thus. I was
totally absorbed in a vision of all the fun and "bennies" I was going to have at
this job. Just then, the receptionist snapped me from my reverie telling me in
a stern voice, "Ms. Williams will see you now."
I snapped out of it, shook my head, and focused once again, walking into her
office. It was like any other CEO's office. Plush and very comfortable, with
a singular exception... its decor was very feminine. Then the tall, leather
armchair behind the desk turned around and I saw Ms. Williams for the first
time! She stood to shake my hand firmly, and I had trouble making the
words come out of my mouth. She was stunningly beautiful! She was
wearing "the" classic, tailored, woman's business suit. While it was a suit, it
remained somehow sternly feminine, if there can be such a phrase. It was all
business, but still highlighted her charms to the maximum! I made her
somewhere between the age of 35 and 40, close to my age, if perhaps a bit
more sophisticated. And it was obvious that she took very good care of
herself. No single word superlative I can think of to describes her
combination of beauty and demeanor adequately. Statuesque, perhaps,
comes close. I needed to remind myself to breathe!
Taking the lead, she offered me a chair as she began. Just as on the phone,
her voice was soothingly disarming. She had me at ease in an instant, with
her easy charm. She asked me questions about my education, where I came
from, and my career ambitions. She also told me a little bit about her
company, most of which, I already knew.
About half an hour into our interview she was called from the office on an
emergency, and as she left, she told me to make myself at home and to check
out "the surroundings." I could not resist. I got up and began looking
around the plush office, thinking, "Someday it will be mine, all mine!"
Walking to a table with some open boxes sitting on it, I saw what had to be
some of the most beautiful lingerie ever conceived. "These must be some
samples from one of the manufacturers," I mused, holding the dainty things
up to the sunlight. I could just imagine what my chauffeur, or any of the
secretaries for that matter, would look like in this lingerie. And even more
so, Ms. Williams! I continued my explorations and picked up a pair of pink,
satin panties and while admiring them, suddenly felt her standing right beside
me! I dropped the panties immediately, blushing a bit. Ms. Williams, or
Rebecca, as she had asked me to call her, laughed lightly and said, "Not to
worry dear, we are in the lingerie business and know precisely how lovely
these things are. You'd be surprised how many men we sell that kind of
thing to." I stuttered my disbelief's and went back to my chair, scowling.
Rebecca went back around her chair, and while standing behind it, smiled
down at me. She took the back of the big, leather chair in her hands and
asked in a disturbingly matter of fact voice, if I believed that men would buy
such pretty things to wear themselves? I spat involuntarily that I couldn't
believe it! She just looked at me quizzically and replied, "You would be
surprised with the number of orders we send to P.O. boxes with addresses to
only a first initial and last name. We've done some research and found that
most of these orders are from men who want to remain anonymous. Now
why do you suppose that is? We could care less, of course. Business is
business, no matter who buys! As a matter of fact, I bet you would be
extremely turned on if you would slide a pair of our silky panties up your
thighs and around your waist!" I stammered that I most certainly would not!
She looked at me with a wry smile and continued, "I'll tell you what, Mr.
Smith." She said it with a touch of cynicism in her voice, "I have reviewed
your resume and references quite thoroughly and I am impressed. However,
I am still not convinced you are cut out for a business career with this
particular company. What say lets make a little wager?"
"Wager?" I stammered. "Yes, just a little wager. Since you seem to doubt
my word about men buying and wearing panties like those pretty, pink, satin
ones you, yourself were admiring, and since I can't afford to have an
assistant working for me who doubts my word on anything, lets make a little
wager. I want you to take a pair of our panties and go into my bathroom and
put them on. If you are not aroused by the soft satin, I will give you a check
for $50,000.00 and send you back home on my jet at my expense. But if
you become aroused, you will work for me for an entire week, learning my
business and doing exactly as I say. And..." she looked thoughtfully at me
before finishing, "You will wear panties under your Brooks Brothers suits
the whole time! At the end of a week, if you have proven to me that you no
longer doubt my word; that you can without hesitation do what I ask, and we
both agree on it, I will offer you the job as my executive assistant. The pay is
$150,000 a year to start, plus benefits, plus relocation package."
"To make the bet even sweeter, if you do win, I will give you two nights
with my gorgeous chauffeur, Janie. I know you liked what you saw, you are
a normal man right? And every normal man lusts after that beauty. Well?
What do you say Mr. Smith? Oh and by the way, I won't watch you change.
You can lock the door and after you change you will come back out into my
office and sit with me chatting for a half hour before the decision about your
arousal is made, if it takes that long," she snickered.
Then she came around from behind her chair and settled back into it, looking
at me with an evil grin. I just sat there thinking. Why not take this bet? I
may not get the job, but $50 K free money and a ride back home, and most of
all, two nights with that gorgeous babe chauffeur! I couldn't lose! Look at it
as a paid gambling trip where I got $50K and laid to boot. I could do this, it
would be easy! I looked at Rebecca and choking back a laugh, said, "You're
on! I'd like my $50,000 in cash please."
I expected Rebecca to get up and hand me the satin panties I was admiring
before. Instead, she pulled open a desk drawer. I will never forget my
chagrin as long as I live. She pulled out the prettiest panties I had ever laid
eyes on! They were pink, and all satin with big ruffles at the waist and legs
openings, and tied on with satin ribbons. This meant that I would actually
have to work at putting them on. Not just sliding a garment up my legs, but I
would have to tie bows at my hips. As she handed them to me, she firmly
restated that I had 3 minutes to get the panties on and be back in her office
with nothing around my waist and crotch but the panties. Her eyes were
mocking, while I realized I hadn't noticed before how tall she was. She rose
from her chair, and pulling herself to her full height, held the mischievous
garment daintily between her thumbs and forefingers, tauntingly. The
expression on her face said that it was not her practice to hold panties in such
a way.
I indignantly snatched the panties out of her grasp and headed to the adjoining
bathroom thinking, "This is the easiest 50 thou I would ever make! Closing
the door, I took my pants and socks off, then came my Jockeys. I held the
panties up and then tied bows where I thought they should go. Then I just
stepped into them, pulled them up my legs and began settling them into my
crotch. Turning around and looking in the mirror, my pride suddenly
vanished as I felt and saw my cock begin to rise of its own accord, filling out
the front of the panties. I panicked! I grabbed my cock and squeezed it hard,
trying to make it subside. All this did was to arouse me more. What was I
going to do? I had only three minutes to be out or I would lose, but going
out like this was a sure loss also. What would I do?
Fussing with the infernal satin straps at my hips, I'm afraid I wasted a lot of
the precious three minutes. As Ms. Williams knocked at the door I knew my
three minutes were up!
"You can either show me you're not turned on, or admit defeat," came
Rebecca's voice from the other side of the door. "Well? Was I right or not?"
the impatient voice insisted. Her tone made it clear she already knew the
answer, and seemed to drip smugness. I had never been so humiliated! I
was trapped! I could not show her my now raging hard-on, and I certainly
wasn't going to give her the satisfaction of seeing me with the ruffly panty
tied across my ass with a big bow at each hip, no less! "OK, you win," I
admitted. I wished my voice were not quite so sheepish.
"Get out here, Heath! Or is it Heather, now?!" she mocked. "OK, so I lost
the bet," I confessed, as I hurriedly pulled my pants on. I was so flustered; I
didn't know what to do. I hesitated, took a breath, then finally opened the
door and came out. I tried hard to look casual about the whole thing.
"The terms of our little wager were for you to show me how you are not
turned on by the feminine lingerie this company sells. I hope I have made a
point, 'Mr. Smith,'" she chided with a particularly sarcastic emphasis on her
use of the masculine title. I knew it could be a long time before I would get a
respectful "Mr. Smith" out of her again.
Rebecca continued, "We sell these things to make money! As CEO, I care a
lot about our bottom line. But I think you are a good sport! Welcome
aboard, you're hired!"
I was embarrassed and thrilled all at the same time. Red faced to have been
maneuvered into making the silly bet, and losing! Thrilled to be offered this
kind of money and a position so near the top of a big company. But I was
still wearing those teasing panties under my pants. My still stiffening cock
strained hopelessly against its satin crotch, making the elasticized leg
openings tighten a little more across my ass. Oh, I was more aware of my
ass than I had ever been in my life. Finally I offered, "I will accept the job on
the condition that you release me from the consequences of our wager."
Rebecca's face grew into an exaggerated look of pretended dismay. "A bet's
a bet," she smiled knowingly. "You wouldn't welch on a bet, would you? I
expect you to be properly pantied for the rest of the week, and I want no lip
about it! These terms of our wager you agreed to separately, and my offer of
EA stands on its own. Have we a deal, then?" She stood with her hand
outstretched. A lifetime seemed to pass before I returned the handshake- her
grasp was firm, and the deal was done!
"Good," she said as though dismissing me. "Now get down to lingerie
manufacturing and pick yourself seven or so pairs of panties. I can't have
my EA wearing the same panties all week long, now can I?" I was horrified!
"ME?" I eeked. "Me get panties? I have to do it?"
"Yes, and by the way, we'll be having dinner tonight, say around 8," she
said flatly while writing something into her appointment book. Then,
looking up from her desk, "Is there something else?"
"No, ma'am," I heard myself say. Where was the lingerie factory?
Chapter Two
From Shades to Panties
I had been hired, and pantied all in a matter of mere minutes. What was
going on? Was this Women's World company getting the better of me? Me,
the big MBA, who would certainly turn the business world on its ear? I was
sure I was ready to take charge in business, but in the course of events I had
been given a first assignment to get myself panties from a lingerie
manufacturing plant! Where was our lingerie manufacturing plant, anyway?
And what about my office?
I quickly called Doris in HR, and explained that I was accepting a position
with the firm. I threw in, for the benefit of my damaged male ego, "If you
have any questions about it, please speak to R. Williams!" I was so macho!
"That'll carry some weight," I thought.
Doris kept breaking off, seeming to have someone else on another line.
There must have been something terribly amusing going on in that other
conversation, she kept chuckling every time she came back. "Where is my
office, anyway?" I asked, irritated with all the interruptions and giggling.
"And where is our lingerie factory, I have an assignment there."
Doris let me regain my composure before she hit me with the next
bombshell... "We'll take care of your office when you get back. And the
lingerie factory is in Paris!" Damn her laughter! "If you get the Concorde,
you have just enough time to do your 'assignment' and get back in time for
dinner with Ms. Williams."
"How did you know about that?!" I demanded. Doris just told me to get
down to the street, that the car was waiting for me. I could not believe this
was happening but I had to go through with it.
When I got to the street, sure enough, there was Janie, waiting in the long,
sleek Limo. It was comforting to see her now familiar face. To my surprise,
she seemed to know all about things. "That's a good girl," I thought to
myself as she rambled on about how I could walk right onto the Concorde,
all the arrangements had been made. "First class, of course, Mr. Smith."
Again emboldened, I threw my body over the seat to sit next to Janie as she
sped us to the airport. God, she looked hot! Janie had legs that went from
here to there and back again! I couldn't stop myself from putting my hand on
her helpless right leg, which was busy working the pedals of the car. That
long leg, encased in black nylon was just begging to be stroked, I thought.
When she let her already too short skirt ride up like that, I took it as an
invitation. Pretty soon she was moaning softly, and I felt better. My
manhood restored, we had arrived at the airport.
The Women's World corporate jet landed in New York City and the transfer
to the supersonic Concorde, true to its nature, was very quick. It was as
though they were waiting for me. I was surprised at how small and cramped
the Concorde really is, even in first class. But the trip was fast, and I was
still recovering from the events of the day, when we touched down in Paris!
Women's World, also true to style, had a waiting Janie counterpart in Paris to
whisk me away. "All this, just for panties?" I mused. "Certainly, it's
Rebecca's way of showing me the international side of the business. A
business that will soon be mine!"
Toni was Janie's European counterpart, and she picked up right where Janie
left off. Legs to die for, and I put myself in the front seat next to her like I
had been doing it all my life. Pretty soon, I had my hand on her leg, too.
Toni didn't speak English very well, so I forgave her for constantly referring
to me as Ms. Smith whenever she asked me to stop that. It was only when I
thought about whipping out the hard proof of my manhood that I remembered
about the frilly panties I was wearing. I had stop, but there would be others
like her, I thought, many others.
I wasn't sure what I was supposed to do, business wise, at the lingerie
factory, but I supposed I would just look cool and figure it out from there.
Meanwhile, I would pick up a few things to satisfy my bet with Rebecca. I
was determined to pay the debt, and definitely to get her back someday. She
would be surprised when I pulled a coupe and took over her company!
I thanked Toni for the ride and for holding the door for me as I went in. All
the while I was thinking, "Once I get out of these panties, baby, look out!"
Now I had two, no three female conquests in mind. Two chauffeurs and one
CEO. How easy in the case of the former; how appropriate in the case of the
latter.
Women's World, Paris, LLC, was impressive. I was received by a gaggle of
girls all dressed in the cutest French maid's uniforms I had ever seen. Pretty,
black, satin edged with the daintiest lace at the bodice, sleeves and hems.
Their little poofy skirts were all pushed out by unthinkable volumes of
petticoats: all there to show off some very well shaped legs, which were
encased in the most elegant, sheer, black nylon stockings. Just out of view,
those stockings were being drawn taught by the black satin garters that surely
were there.
"You have a nice flight, Ms. Smith? Lunch time now, no?" Not another
one! But, they began serving me like a king, so I decided to let their
insubordination go. But I made a mental note of it. Finishing lunch, I
copped a few feels of the servant girl's cute asses. They seemed even to
enjoy it and did not discourage me in any way. I was constantly reminded,
though, of the cursed feminine panties that I myself wore beneath my male
clothes. I would have to make sure to pick up some samples here, to satisfy
my bet with Rebecca. How I began to hate that bet!
Lunch over, it was time for my tour of the Paris plant.
Chapter Three
Rude Awakening
Women's World might have been run by Rebecca, but the Paris plant sure as
hell was run by Magdalene. Magdalene was a very stern looking woman.
The minute she showed up, all the other girls pulled the plates and glasses off
my table so fast it almost made my nose bleed. Lunch was over, all right.
Magdalene introduced herself as the head of the shop, here in Paris. Maggie,
as she insisted I call her, was clearly in charge of this place. "We, here at the
lingerie manufacturing facility of Women's World," she prided with
unmistakable authority, "know exactly what the men want. We cater to those
wants, and our margin has improved by orders of magnitude. Your boss and
mine, Rebecca Williams, knows how to market and knows what sells. She
tells us what to make, and we make it very well with the inexpensive labor
available to us. Now put this on so we can tour the shop!"
Maggie was handing me a set of shop clothes, very similar to the ones she
wore, and all the workers wore, as I could see from the vantage point of the
window I now peered through. When she still stood there, I explained that I
would be happy to wear the standard clothes of the shop floor, but that I
would appreciate a little privacy.
With that, Magdalene gave me such a look! She seemed to look right through
my clothes-did she know? Impossible! Thankfully, Maggie left me to put on
the shop uniform.
I pulled the pants on and was surprised to find that the zipper was in the
back, and to make matters worse they were made of a lycra type material,
almost satin, and the color was a medium shade of pink. It made me even
more frustrated, if that were possible, to think how only girl's pants zip in the
back! My male ego told me, "Well, at least I was still wearing pants!" Then,
I pulled the top over my head, it was also of a very girlish style - puffed,
short sleeves, loose at the top and hugging at the waist. "I can't wear this!" I
said out loud, as Maggie came into the room.
"Come on!" she urged, "You need to be back in New York tonight for dinner
with Ms. R. Williams!" Tugging me by the arm, Maggie dragged me out
wearing this poofy, girlish uniform. My panty lines were very obvious to
anyone who cared to look at my ass! I was mortified!
But soon, Maggie was showing me the labor that went into making the sexy
lingerie that I had always believed was a silly thing that only girls liked.
"Silly girls who I would conquer would wear such things for me!" I
reasoned. But now, I would be wearing them for a whole week! "The bet!"
I remembered. As we passed by the sewing stations, I picked up a few
sample pairs, trying not to look at them too closely.
I could not wait for the end of the tour of the shop. Being dressed this way,
and following Magdalene like I was her puppy was getting my goat. But the
place was loaded with pretty girls, all making fabulous lingerie by hand.
They seemed to love their work, each one taking such care to get everything
perfect. Fussing with the expensive patterned material to get every seam just
right, they were, every one, perfectionists. I could not help but be impressed
with this Women's World Company I had joined, but there was no way this
was "inexpensive" labor. Any one of these girls could have been a model
herself!
Maggie explained the operation, while copping an occasional feel of my
pantied ass. She seemed to do it whenever she was sure someone was
looking, which unnerved me a little. I couldn't blame her for being attracted
to me, but did she have to be such an exhibitionist? Still, somehow it was
turning me on. At one point during the tour she was behind me and she
grabbed my waist and leaned her crotch tightly into my panty and Lycra
covered ass, much to the amusement of several girls who were watching. At
last, the tour was ended, and we were back at its starting point.
I asked Maggie where my clothes were, anxious to change back and get
going. Maggie gave me a real strange look, then. "Want your clothes,
girlie?" she asked with a growing smirk. I just stood there in disbelief.
"What did you say?" I shot back!
"Do I have to spell it out for you? A real man would never allow himself to
be pantied and dressed as you are now," she said in disgust. She put a
special emphasis on her unusual use of that word as a verb, "pantied". I
nearly swooned, trying desperately to keep my head. I was now separated
from all of my male clothes. Maggie was clearly enjoying this as the
realization of my situation sunk in- then she pushed hard against my body,
shoving me into a wall. I was unable to resist her strength. That was when
she pinched my nipple hard! I should have said ouch! I'm afraid I let a soft
moan escape my lips and visibly weakened. God, I was so hot! When I was
able to breathe again, all that came out of my mouth was "What are you
doing?! Where are my clothes!"
Maggie withdrew, and with a smile that belied experience, she said, "You
little sissy! You like it, you pantywaist! You want to be a sissy? Where are
your clothes, girlie?!" she jeered.
Then she looked behind her, and I knew something was terribly wrong. As
my eyes focused, there on a table were the clothes of the fifi maids who had
served me lunch!
"Hurry up, sissy! You have about 14 minutes to put that on! Move!" I wish
I could tell you I had the will to resist, but somehow, I was rendered
submissive by the events of this particular day. I was in a foreign country,
and alternately being ravished and yelled at. Discretion is the better part of
valor, so I decided to do as I was told if only to get back to America. Then I
would be in control again.
Maggie made to strip out of the shop uniform right in front of her. Right
down to the ultra-feminine panties that I had obviously been wearing when
I'd arrived. With Maggie watching, my growing cock was giving me away
again, the disloyal thing! Was that a cell phone she was on? She gave me
some wolf whistles when I started dressing in the maid's costume, and I
deeply resenting her watching. I wondered if I were secretly thrilling to do
what I was now being forced to do. There was no mistaking, or hiding for
that matter, my state of arousal.
"Move, I want to see a big, strong man become a sissy!" Maggie insisted,
with an all too sinister sneer on her face. First came the black satin garter
belt, the one I knew was under the maid girl's dresses who had served me
only minutes before. As I snapped the garter belt's snaps behind me, I
wished I could hide my telltale engorged cock! I rolled the heavy, black
nylon stockings up one leg, then the other, finally snapping the clever little
garter devices into place. These stockings were thankfully heavier than the
sheer ones the maid girls had worn, effectively making my hairy legs look
smooth. I had the feeling that Maggie would have shaved my legs,
otherwise.
I put my arms through the black satin bra, but by now my hands were
shaking. I was actually grateful when Maggie pulled it taught behind me and
hooked it. She then placed some breast forms into the bra, they must have
been at least 38 D's, and I could no longer see my feet.
She took over pretty much then, and floated a soft, black, camisole over my
head. The cool, satin material made me shiver as it floated gently down my
torso and settled over my now bra'd bust. "You want this, don't you,
sissy?" she smirked. "What's that? I can't hear you," Maggie was now
yelling in my ear. I was so tormented, I forgave myself as I answered
meekly, "Yes, Ma'am!"
"Good girl!" Maggie bubbled with glee. "We have just enough time." She
picked up the voluminous white crinoline petticoat and started stroking my
raging hard cock with it through the panties. "Why don't you put on your
heels, dear? If you agree to be a good girl, I might even give you a special
surprise." I was so hot I would do about anything for my imagined surprise-
so I put on the high heels and even took the petticoats from her inviting hand
and slid the feminizing garment up to my "girl" waist. Oooohh, how I loved
the feel of it on. Things began to take on an aura of the unreal.
"Good girl!" Maggie was now openly laughing at me, and several other girls
from the plant had come in, their shift seemingly ended. I didn't care! I was
so hot, I would have done about anything for my "special surprise"!
"Tell all these girls how you like our products, then! Tell them, what you are
and what you like!" Maggie demanded.
"I'm, uh, a sissy," I was saying. I couldn't believe it was me as I continued,
"I like to wear pretty, girlie panties. Thank you ever so much for the
samples." With that, most of the girls giggled, some just nodded. I thought
I saw some high fiving one another.
"Are you ready for your surprise, Mr. Smith," I heard Maggie say? My
torture, I hoped, was over. "Yes, since you have been such a good little girl,
you may wear your new uniform all the way home. Won't Ms. Williams be
pleased when she sees how willingly you accept your new status in life!
Who knows? Maybe she'll even send you back to us."
As the girls looked on, tittering, Maggie held out the dress! I pulled my
wobbly arms though the puff of satin sleeves and the all too short dress
floated down my body and settled delightfully over the frilly petticoat.
Maggie said while zipping the back, "Time for you to go home, pet! But
first..." she turned took something from one of the tittering girls.
"Now for your surprise," Maggie delighted, pulling a cute short wig onto my
head. She fussed with it for way too long and to my horror, I realized she
was tying dozens of tiny pink ribbons into bows in my new feminine hair.
I was astounded and panicky. I would have to go home like this?! How
would I explain? What if someone saw me? I was ever more embarrassed to
remember that I had to walk back to Toni's car. I nearly fell on my ass
walking in high heels for the first time, and I had no idea of what to do with
my hands. Each time I put my hands naturally at my sides, they fell on the
soft, cool pile of the satin dress encircling my waist, the dress being held out
by the scads of crinoline petticoat. Each time, my male sensibilities made me
draw my hands back involuntarily. There was nowhere for them to go!
Maggie explained that I must take very short steps and hold my arms out a
little from the elbows for balance; that it would certainly be impossible for me
to walk with my normal male gait in high heels. I must have been quite a
sight when I came mincing out, heels echoing on the pavement, arms bent
delicately and fingers held out to avoid touching the offensive satin swirling
about my hips. With each tiny step, the petticoat tickled my stockinged
thighs and seemed to tease me into a never ending, escalating state of arousal.
For the first time, I could feel the coolness of a gentle breeze blowing
unencumbered up my dress. I had never felt more exposed!
When we got to the car Maggie spun me around and planted her lips to mine
and gave me a soul-searching mouth kiss, her tongue forced my lips to part
and delved into the depths of my mouth. All the time her hand was under my
short skirt stroking my engorged, trapped cock. She released me from the
kiss and told me, "We are going to have so much fun when Ms. Williams
sends you back to visit us!" I got into the car rather ungracefully, petticoats
all a-fly, and undeniably exposing my pantied derri?re one last time. Maggie
tossed the samples I had gathered through the door behind me with a hearty,
"Don't forget your daywear!" and shut the door.
Toni had a very satisfied smile indeed, as the pretty French maid, that was
just minutes before, Mr. Smith, climbed into the back of her car. Toni drove
and remained silent, but all the time she had this grin on her face. I was just
beginning to think I would be spared more torment when she crooked the rear
view mirror, and asked with a mock innocent air, "What's the matter, Mr.
Macho? You don't want to jump over the seat to put your hands on me now,
no?" With that, she abruptly stopped the car along the road. I had no idea
where we were. Now it was she climbing over the seat, and the next thing I
knew she had her tongue down my throat and her hand running up and down
my stockinged legs.
"So aloof now, are you?" she hissed in my ear just before she put her tongue
in it while roughly pulling my hard cock through a leg opening of my sexy
panties. She had one hand squeezing my cock, and the other was deftly
pinching one nipple through my bra. I did try to push her away, but
somehow I became weaker and weaker in her stronger and stronger embrace.
I wanted to get out of the car and run away when she started asking me
embarrassing questions while she toyed and played with my rock hard
erection. It was as though she was seeing what effect her questions would
have on my cock. "You are a sissy bitch, yes?" she suggested. "You want
to learn what it's like to be tamed?" I wished she would stop licking my ear
and please make her stop kissing my neck like that! Toni knew what she
wanted, and she knew how much time she had left to be at the airport on
time. She just pulled her pants down and shoved her musky pussy in my
face. "Lick me, mademoiselle sissy bitch!" she commanded. I gave several
tentative slurps to her pussy.
Toni pulled her pants off the rest of the way, and pushed me down further
into the seat of the limo. She kept reminding me as I licked her pussy with
growing fervor- "You are the one now, who's wearing a dress, nylons, and
high heels. You are such a sexy little thing. How do you like it? The shoe,
er, pump is on the other foot now, isn't it, you pussy-licking slut!" Toni was
making me give her pleasure without my getting any pleasure of my own.
Was this what girls go through? Wait! I am not a girl! But she was not
about to allow me to even pleasure myself. When she saw me trying to rub
my cock with all those rows of ruffles, she pulled my hands over my head
and pressed down hard on my lap with her all of her weight. I couldn't even
pump my cock in the air, and she laughed when I tried. A company
chauffeur was humiliating me, and there wasn't a thing I could do about it.
Toni looked much happier when she dropped me at the airport than she did
when she'd picked me up. Her parting words were, "I hear you have a
dinner date tonight with Ms. Williams. Have you picked out a gown yet,
sissy boy? Huh?"
I was really glad I wouldn't have to go through any airline passenger check-
in line, and I wished desperately to change out of this degrading costume. I
would have to ride the Concorde dressed this way, and how would I explain
it to Rebecca were she to hear about this? Oh no! I still had to face the other
chauffeur, Janie. I thought it was fun to look up her skirt and said as much.
Now I guessed I'd be finding out what it's like.
The trip back on the Concorde was rather uneventful, unless you consider the
fact that here I was a male dressed in a frilly maid's uniform, my hair coifed
with a short blonde wig and my penis held captive in satin panties. I might
just as well have been wrapped in chains and locks, I WAS TRAPPED. On
the plane the only unexpected thing that happened was that a beautiful woman
sitting beside me remarked she thought it was so humorous that I would go to
such lengths to please my husband/boyfriend who would undoubtedly be
waiting for me with the airplane landed. She actually thought I was a
GIRL!!! Which is more embarrassing, I wondered, to be made as a man in
women's clothes or to pass as a girl? I breathed a sigh of relief when the
plane landed and I could run off to catch the connecting flight back home on
Women's World's private jet.
Once the company jet had left LaGuardia I was finally able to relax a little and
try to figure out what exactly had happened to me and how to get out of it.
And I hated to admit, even to myself, but entertained thoughts known to only
me: how I really enjoyed the silk and satin prison I was trapped in. My cock
had never been so hard! I leaned my head back and closed my eyes, trying to
vanquish such thoughts and sleep on it.
Suddenly, I was brought back to reality when a woman's voice next to me
said, "Something to drink ma'am?" I opened my eyes to see Janie!! There
this vision of beauty stood before me. She giggled hilariously as she spoke,
"Well, I see our Mr. Macho is really a pretty little sissy at heart," as her hand
snaked underneath my skirts and rubbed my imprisoned cock, again bringing
it to full mast.
She calmed herself a little and explained that Ms. Williams had sent her to
New York to meet me. She said she was advised that she would either have
a 3 hour "sucking and screwing" session with a real man, should I turn out to
be one, or else 3 hours to get me properly prepared for my dinner date.
Should it turn out to be the latter, she was expected to "explain" to me how
my life would be from now on. She giggled again, noting how glad she was
that it was the latter of the two that she found. "Come now, Heather, we
only have a short time to get you ready."
Chapter Four
Complete Makeover
Janie stood in front of me for a minute with her hands on her hips and a look
of triumph on her face. She seemed to be studying me. When I looked up at
her, all I could remember was how soft and hot her thigh had felt under my
hand just hours ago. Her face broke into a broad, pretty smile as she spoke,
"What? You don't want to run your hand up my leg and under my skirt now
Mr. Macho? Or should that be Miss Sissy now? Yes, I think it is now Miss
Sissy." She said it with so much sarcasm in her voice it stung all the way to
my toes.
She explained that Ms. Williams had bet that I would take the course that I
had taken. And that now that I had made the choice to follow the path to
being a beautiful sissy, it was her job as Ms. Williams' "personal trainer" to
ensure that I went down the road with the proper attitude, demeanor and
look. Just like she had done with all the others.
That last statement sent a chill down my spine. I looked at her in shock as
she went on to explain that yes, Ms. Williams had done this same thing to
other males, but that was not to be my concern now. She was no longer at
liberty to discuss company business with me. I was to be concerned only
with the present and to simply listen closely to what she said. I was to follow
her every instruction closely, from now on, as if I had any choice. "Oh,
yes," she pledged, lowering her voice, "not all go willingly. I'm glad to see
you're not one of those."
Janie just looked down at me from her superior position and ordered me to
rise and turn around. I did as she had instructed, wondering why I didn't
just revolt and tear these silly clothes off! I should be showing her I was a
man, not some obedient little wimp. Yet, I seemed to just blindly follow her
instructions, not even raising any objections. She pulled me closer and
unzipped the dress in the back, pulling it off of my shoulders and letting it fall
to the cabin floor. Next came the frilly crinoline. Suddenly I was standing
there in just my stockings, panties, garter belt, bra with huge breasts jutting
forward, and a pretty camisole. Seeing her in her short, tight, leather mini
had also left me with a hardon that was unmistakably poking the front of my
panties out. "My, don't you look so pretty?" she teased with now familiar
sarcasm.
Then before my widening eyes, she began to unbutton her satin blouse,
exposing her gorgeous breasts caressed, as they were, in their lacey shelf
bra. I thought they would spill out at any moment. Reaching behind her she
unzipped her little mini and let it fall to the floor, leaving the unmistakable
smell of leather in the air. She kicked it onto the pile with my dress and
crinoline petticoat. She was wearing only the briefest of black satin panties,
which she slid off of her waist and over her thighs. Looking at me she put
her hands on my shoulders and pushed me to my knees. "You have made me
so excited, 'Heather', I must have some of you before we continue." She
pushed her pussy in front of my face tersely, and I could smell the musky
pleasure that lay between her thighs. I leaned forward and tentatively licked
her pussy. Janie moaned a little, and grabbed my head, draping one leg over
my shoulder so that I nearly swallowed her hot, wet pussy whole. "Be a
good little sissy bitch and lick my hot pussy, girl!" she cried. I had no choice,
other than suffocation, so I obliged her demands. It occurred to me that I had
no desire for another choice. I licked her till she had four orgasms, yet she
was still ready for more. But she knew time was limited, and Ms. Williams
was very unforgiving of tardiness.
Satisfied, she pulled away from my juice soaked mouth. My makeup, what
little I was wearing, was totally messed, and my cock was throbbing and had
left a huge wet spot on the front of my panties. She leaned down and gave
me a deep French kiss, her tongue forcing it's way into my mouth and
seeming to penetrate me there. Her kiss was more than a mere kiss, it was
like a little fuck. I felt so helpless to avoid her demanding tongue, it seemed
to compel my very soul to open, widely, willingly. To submit.
I was dazed when she pulled me to my feet, and then sat in one of the
comfortable chairs in the cabin, studying me again. She pulled my panties
down and my maleness sprang forward, nearly hitting her in the face.
Pulling them off completely she draped them over my hard cock. "My, look
at your pretty little clitty. It's is so hard and excited, did I do that to you,
Heather?" I was a bit taken back by her referring to my manhood as a clitty,
and my name was not "Heather". As alarmed as I was, my urgent need was
screaming from my loins and overtook any anger I may have had. Anger,
you see, being mixed into the stew of emotions and physiological takings
place as my poor body had endured this day was not an option.
Taking the silky panties and draping them over my hard cock, she looked in
my eyes and smiled. "Does my pretty little sissy want to cum for me"?
"Yes," I mumbled. "Are you a pretty little sissy boy, who likes, no, needs to
dress in pretty lingerie and dresses?" Try as I might to not admit to such a
foolish thing, what she was doing to my "clitty", I mean cock, was driving
me wild. I needed to cum so badly that I just said, "Yes, I am a little sissy
boy who needs to dress in silky, frilly lingerie and dresses. I want, no, need
to be a girl for you. Please let me cum?!"
"Will you do what ever I may ask of you, and I mean anything, without
question? And will you wear exactly what I tell you to wear? And will you
always obey the women in your life, like a good little sissy girl?"
"Yes!" I screamed, "Whatever you say! Please just let me cum, PLEASE?"
"Very well then, Heather," she smiled as she draped the silky panties over
my jutting pole. She left the sexy garment hanging there over my cock like
some obscene flag. "You may put these back on and cum like a girl. Use
only your fingertips, like this." I looked up at her mesmerized, as Jeanie
pulled her own sexy panties on and began to rub her crotch. "Fingertips
only, like this."
I pulled the panties back on and knelt before her, watching her example.
Touching my hard "clitty" with just the ends of my fingers like she was.
"Oooh, Heather, doesn't that feel good? Gently stroke your clit through the
sexy fabric. MMmmm."
It didn't take long, especially since you consider that I had been horny and
excited all day long, for me to begin to orgasm. I felt it start from somewhere
deep within me, the mounting pain that longs for release, the itch that cannot
be scratched. It all overtook me in a rush, and washed over me in wave after
wave of sheer ecstasy. Soon, the panties were discoloring as hard spurts of
cum tried with classic male arrogance to shoot through them. Janie came too,
smirking at the growing wet spot at my crotch. And then I collapsed onto the
floor, breathless.
When I finally regained some composure she was standing over me, having
replaced her panties and bra, and she was smiling down at me. She reached a
hand to me to help me to my feet and once there, she ordered me to strip
completely. "We have a lot of work to do on you and not much time to get it
done. Ms. Williams, your new owner expects us shortly." I should have
been alarmed, I should have been aghast at her use of the word "owner". But
I was too weak to make such objections. I felt owned.
After I had stripped completely I felt so completely helpless in front of her.
She began by spreading some kind of pink lotion all over my body, which
did not smell too good and soon began to burn slightly. When I questioned
this Janie told me it was one of Women's World's latest products, intended to
take all my hair off, permanently. "Have you ever seen a hairy sissy girl?
We've developed our products, let's say, with a certain audience in mind."
I was to find out that this jet had all of the amenities, there was even a
shower, albeit a little cold. And though I hadn't chosen to, I was standing in
the shower watching the cold water wash all the manly hair from my body,
forever, according to Janie.
Stepping from the shower she stood there with a towel and patted me dry.
Standing back, Janie smiled her approval at my now hairless body. I
shivered in the cool air of the cabin and felt goose bumps begin to rise.
Seeing her I also began to get excited again, she was so sexy again in that
black leather mini-skirt. She handed me what appeared to be a heavy satin
thong panty. It was a Lycra "cache panty" as she called it. She ordered me
to put it on, and I once again just blindly obeyed. As I pulled it up my now
hairless legs and over my hips she reached down and pulled my "clitty"
between my legs and pulled the panty up tight. "We wouldn't want a silly
bulge to ruin the lines of your pretty dress, would we?" I could only shake
my head no. Then Janie started in earnest. First, she handed me a pink satin
garter belt, which she attached around my waist. "Pink is for girls," she
mused while hitching it behind me. Then she handed me a pair of tan silk
stockings and watched as I pulled them up my new smooth legs. She
watched me struggle briefly with the garter straps then came to my assistance,
"I will not help you do this always, I am only helping in the name of saving
time. You will learn to do all of what I will do to you by yourself and I
expect you to become proficient at it!" I could only stand and watch, I
wanted to break down and cry, yet I could feel myself beginning to get
excited underneath the restricting cache panty.
My erection pushed harmlessly at the entrapping sheath. Janie seemed to
expect this reaction and patted my crotch lightly, seeming to brag, "See?
You're all nice and flat down there. Just like all the other girls!"
Next she gave me a pair of frilly pink satin panties that hugged my bottom
and waist and looked so flattering. She ran her hand up the front and smiled,
"See? No nasty bulge to have to deal with, only nice and feminine." Next
she produced some breast forms and told me to lay on the couch, which I did
all too willingly. I watched as she rubbed some sort of lotion into my breasts
and then on the inserts themselves. I nearly passed out when she came to me
and placed the inserts over my own nipples and pushed them securely in
place. "Don't move for 10 minutes while these set up, yes it is nearly
permanent glue. Only Ms. Williams and I have the dissolving solution."
Then to add to my distress she smirked, and told me "These will give you
that feminine shape until your real ones grow, if that is what Ms. Williams
decides for you." After the glue had set she helped me to my feet, I felt so
off balance with the new weight suspended from my chest, and I could feel
them vibrate or wiggle with every move I took. I got a kind of thrill from
feeling it, like nothing I had ever felt before. I found myself wondering what
she meant by, "until your real ones grow." Surely, they couldn't do that.
She had me slip my arms through a matching bustier. The bustier helped hug
my waist a little and held my new breasts close, suspended straight out in
front of me. Next came a matching satin slip. I was relieved to be putting
this on since it offered me some sort of modesty, even though it barely
cleared my pantied bottom. But when I felt the silky material floating over
my thighs and ass, my cock was again straining against its luscious prison.
Next, she produced a pair of 4" heeled stiletto shoes. The shoes were a pink
patent leather with an ankle strap securing my foot to the shoe. "I can't wear
these!" I pouted. "You not only can, you will and you will always wear a
high heel similar to these. How do you expect to become a perfect sissy girl
for Ms. Williams if you don't wear these pretty high heels? And besides you
will learn to love them. Now sit at my vanity so that we can get your makeup
done, time is running short." I meekly stood, nearly falling in the new heels,
and stepped to her vanity. Janie draped a towel over my shoulders, to keep
my pretty lingerie clean, she said. "You will pay close attention to what I am
doing, you will be expected to make yourself pretty by yourself after this."
I could not believe what was happening to me! Here I was, sitting at a very
sexy woman's vanity wearing all this silky lingerie, my cock was trapped in
the cache panty and I was basically sitting on it. And this gorgeous woman,
who only hours ago had my hand on her shapely thigh, was putting makeup
on my face telling me I would have to do this myself in the future. This
could not be happening! Secretly, and deep down inside, I loved it. Did it
mean I truly was a sissy? I would get out of this somehow, and rise up to be
a Wall Street Wiz yet.
Unfortunately, such thoughts running through my head caused me to
misappropriate my attention to what Janie was doing to me. She surprised
me by suddenly she spinning me around to look in the mirror. I could not
believe what I saw! There was a beautiful woman looking back at me! This
could not be me, I thought, and then looking at Janie and seeing her smile of
approval, I knew it not only could be, it was! I would have come on to this
girl in the mirror, and she was me. In fact, I was blushing furiously to think
that she was turning me on!
Grabbing my hands Janie quickly glued girlish fake fingernails to my own,
about 3/4" long, and painted them the same shade of pink that coated my lips.
While the nail polish dried I was able to watch her get dressed again, sorry to
see her cover any of her body. Regret, I was tasting it in so many ways this
day.
Then she went to the closet and brought out the prettiest white satin dress, I
think I have ever seen. I could tell though that it was short and tight.
Standing in front of me with the dress in her hands she smiled and said, "I do
think you will be the loveliest sissy girl in this dress, don't you, sweet
Heather?" I could feel the blush rise in my cheeks and much to my chagrin I
could also feel my trapped cock begin to stir again in its satin prison.
Standing me up she slid the dress over my head and past my pseudo breasts
to let it float down my body. I registered a nine in the Richter scale. Once it
was in place she zipped up the zipper in the back and I could feel the dress
wrap itself around me, it was very tight. I thrilled at the new feminine
feelings, and began to fall in love with them. Taking my hand Janie led me to
the full-length mirror and I could not believe what I saw, I was a beautiful
woman! I could also see that if I bent over just the slightest my garters and
panties would surely be seen by anyone who may be looking. I looked at my
Janie with pleading eyes, "Please don't make me wear this to Ms. Williams
dinner, I don't think she would approve." Janie laughed and hugged me
tightly and said, "Of course she will approve of you silly, sissy girl. She
bought the dress especially for you."
Just as the Lear Jet landed, Janie handed me a matching little purse. She said
the purse contained all the necessary items a sissy like me would need, such
as lipstick, blush, other makeup and of course a sanitary napkin, just in case,
and headed toward the door with me in tow. When we got to the limo, she
once again held the door, only this time the front door on the passenger's
side. I eased into the front seat as gracefully as I could even though I was
sure I was giving Janie a beautiful shot of my panties while I did it. "You'll
learn," she chuckled.
She got into the driver's seat and patted the seat beside her and said, "Come
sit beside me, pretty sissy girl!" I moved over next to her and she
immediately had her hand on my stocking covered thigh and was moving it
under my dress. She teased me this way all the way to Ms. Williams' estate,
knowing full well that she was putting my trapped cock through pure hell!
Thankfully we arrived at the mansion before I had an accident. I never would
have thought that I would be grateful to see the place where my life as I had
previously known it, would end.
Chapter Five
Indoctrination - New Rules
When the car stopped in front of the mansion, Janie once again opened the
door of the limo for me and took my hand to help me from the car. She again
smiled when she caught a glimpse of my pink panties peeking from under my
dress. She smiled, saying "You are such a sweet sissy, tease you are," and
gave me a little peck on the cheek. She held my arm as we walked to the
door, I think she could tell that I was extremely nervous and she tried to
reassure me. Walking through the front door and into the foyer I was startled
to hear two pairs of high heels clicking on the marble floor, Janie's and
MINE! She left me standing in the foyer to summon Ms. Williams.
While standing there I though of my options. I could turn and run out the
door and escape. But reality took over, where could I co dressed like I was?
Police? No, I think not. I would probably get arrested or worse. I could not
do much, I didn't even have my clothes or my wallet, and even if I did, I was
broke anyhow.
I was wrenched from my thoughts by the sound of a hearty woman's voice.
It was Rebecca! How could I face her?
"My, my, my, how the mighty have fallen! Don't you look like the sexiest
sissy girl in the world? Janie has done wonders with you, even better than I
had expected. How do you feel now, 'Mr. Smith'?"
Ms. Williams had seen me, it was all out now. The way she looked at me
made me feel like a mouse about to be devoured by a cat. I wanted to melt
into liquid and run through some imagined crack in the floors of the opulent
apartment.
Rebecca just strode gracefully toward me, and held my shoulders to kiss me
firmly on the lips, her tongue sliding into my mouth like she had always
greeted me this way. I parted my lips and took her tongue into my mouth as
though it was the most natural thing in the world. My knees became rubber,
and before I knew it I was leaning full against her strong, statuesque body,
my hands sliding up her back. Her breasts were pushing into my breasts and
she reached behind me, she grabbed my ass and pulled me into her crotch. I
was sure that I would rip the cache panty with my excitement, or worse yet,
fill my panties with my cream. Finally, released from our passionate kiss, I
got a chance to see her.
I knew she was beautiful, yet I had never seen her dressed like she was now:
pure feminine power. She wore a royal blue see-through, long gown and
underneath, the prettiest lingerie I had ever seen. She had a royal blue, satin
shelf bra, which held her hard nipples up invitingly. The matching panties
and garter belt were barely visible, and her dark hose ran down her long legs
like a river to pools which were perfectly matched 3" high heels. Gazing at
her panties I could see the outline of her pussy, and it appeared to me that
there was a damp spot at the "v" of her legs. She was absolutely gorgeous
and I wanted her. Then I remembered the way that I was dressed and how
my cock was