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GRACE’S VERY HARD LESSONS
by Dark Avenger. Copyright 2006. Email comments to darkavenger at tokyo.com
CHAPTER 1 (MF, nc, humiliation, toy)
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Grace walked across the polished marble corridor of the office. Several men on the floor all stopped what they
were doing and looked her way, staring at the delectable ass and legs of the petite bombshell. She was already
one of the prettiest executives in the company - confident, capable, sexy and with an ambition to match. Throw in
pert young breasts pushing against her tight, thin white blouse restrained by the one button of her jacket, and a
very short skirt, this was a lethal combination.
In her early twenties, Grace was well on her way in climbing the corporate ladder, being trusted by both the head
of her department, as well as having made a favorable impression with the other department heads. Until she
made a fatal mistake. She thought she could skim off some money from the company and got caught by none
other than her rival and ex-suitor, Royston. Royston was her colleague from another department, and about five
years older than she was. He took the chance to teach her some hard lessons.
In days past when Grace wore what most professional young women would wear, she already got her fair share
of attention from men in the office and envy from the women, as she had a slim figure, short cropped hair and
exquisite make-up. As Grace walked across the corridor today, she tried to appear nonchalant, ignoring the
attention she was getting from all around. In reality, she felt uneasy walking around in the embarrassingly short
skirt, which tended to ride up her thighs. The extremely high heels made it even worse, making her sway from
side to side as she walked, and she was worried that if her skirt climbed higher, her panties would be exposed to
her colleagues on the floor.
The whole outfit made her out to be the office slut. A man-hungry, attention-craving, sex-tease. It screamed,
“Look at me! Look at what a sexy little tease I am!”. Which was the idea. But not Grace’s idea. It was part of
Royston’s plan to humiliate her in the office.
“Grace! Wait up..” a soft feminine voice came from behind.
Grace turned around and saw that it was Ming, from Mr Ko’s department. While Grace did not know her very
well, Ming had been a friend so far. Ming had a full head of raven black hair that reached the small of her back,
and she was also a very tall girl. Grace thought she was beautiful, as did all the men in the office as well. Then
again, Mr Ko had the reputation of hiring beautiful women. He changed his secretaries, typically quite young,
very often too.
“Hello Ming..” said Grace.
“Are you attending the sales meeting called by Royston?” Ming asked from a distance away.
“Yes I am. You going to?” Grace responded.
“I’ll walk with you,” said Ming, with a smile, tucking her long hair behind her ear as she approached the smaller
girl.
“Sure…” replied Grace.
“Are you taking the staircase up?” Ming asked, glancing at the staircase in the foyer which led to the second floor
where Grace sat in the office. Ming looked back at Grace.
“Um.. yes…” Grace said. Then she saw Ming glancing at her very short skirt. From the corner of her eye, Grace
also noticed a few men who were looking their way.
Ming said,“Why don’t we take the elevator. I’ll accompany you.” Ming grabbed Grace’s hand and pulled her
along.
Grace was reluctant to take the elevator only because Royston wanted her to take the staircase to get around in
the office in the day, except when she had to take the elevator from the building lobby to the office in the morning
or leave the office in the evening.
As the elevator door closed with the two ladies inside, Ming said, “You don’t mind if I say something Grace?”
“No… of course not..” Grace looked at the long haired girl.
“Well, I’ve always admired you Grace…you’re smart, and capable, and you can talk well, and the bosses all like
you and everything. Which is great…”
“Why, thanks…” Grace smiled quizzedly, knowing that there would be a “but” coming up.
“But… recently I noticed you’ve been dressing… well… very sexily.. you know… “
“Um… yes…” Grace nodded, finally seeing where the conversation was leading to.
“There’s a lot of gossip going around you know… “ continued Ming,” when you’re dressed like that. I’m not sure
if I should call it overdressed or underdressed. You didn’t wear such things before…”
Ming was obviously feeling a little distressed to be saying what she was, but Grace could tell that she was
genuinely trying to help her, and she felt grateful.
“Why are you dressed like that nowadays Grace? It’s not like you. Look, your skirt is riding up. Let me help you.”
Ming pulled down the material of Grace’s skirt that had ridden up her thighs. Grace knew that Ming was asking
her why she dressed like a slut, in a polite way.
Just then, the elevator door opened on their floor. Not finding an immediate reply to Ming’s question, Grace
walked out of the elevator with Ming, as the two of them made their way to the conference room where the sales
meeting would be held.
Walking alongside Grace, Ming said softly, “Did Royston ask you to dress so sexily?”
Grace felt a spike of alarm in her heart. No, it must be a wild guess. Ming wouldn’t know my secret, would she?
Grace found herself unable to answer that direct a question from Ming. If she answered yes, that would raise
more questions like why Royston wanted her to dress like a slut and why she needed to please him.
“No, no… “ Grace replied…”I am dressing like that because… I like to,” she completed the sentence, and a few
seconds after, the implications of what she just said sank into her. She was just forced to admit that she liked
dressing like a slut. The humiliation burned in her heart, as her mind drifted to thirteen days ago. This was the
day when Royston first made her wear the six-inch heels, probably the most symbolic of her becoming the office
slut…
** 13 days ago: THE HEELS.
Grace walked across the foyer in the office, holding a coffee cup and saucer in her small hands. Six pairs of male
eyes watched her as she made her way slowly up the staircase to the upper floor, carrying the coffee. Royston had
asked her to go to the pantry to fetch coffee for him. It was one of her daily tasks.
What made her the center of male attraction were two things. Firstly, the number one hot topic among the male
population in the office now was the length of Grace’s skirt over the last few weeks. It had been getting shorter
and shorter. Just when it seemed impossible for the hemline to get any higher, Grace broke her personal record.
The men congregating outside the pantry whispered to each other, discussing if the ultra-short skirt she was
wearing was indeed one inch shorter than the previous day’s, or if it was just the effect of the heels. The six inch
heels – that was the second thing that transformed the men in the office to a bunch of bumbling boys whenever
they saw Grace walk past – their jaws would drop, and they would be reduced to a primal state with eyes
bulging, hormones raging in their brains and loins, and scarcely anything else would matter.
While Grace had already worn four inch heels on the day of her presentation to the bosses, Royston had since
raised the stakes for Grace, literally. He sent to her hotel a pair of black pumps with six-inch stiletto heels. There
was also a pair of black stockings. Her new shoes forced her feet to arch dramatically, supporting her entire
weight on her toes. The front of the shoes was pointed and narrow. This squeezed her toes together, adding to the
already enormous strain on her feet.
Royston was well aware that for a woman walking around on the flats of her toes while her ankle is up at an
almost ninety-degree angle to her toes, her calves will become taut – and almost all men love shapely, well-
formed, defined calves. The form of the foot in the pump, arched and tense - from the muscles on the foot just
above where the toes slide into the shoe so snugly giving a peek of the toes’ cleavage, up the dramatic arch of the
foot, to the heel of her foot that brings the eye to the floor and back up the leg to the buttocks - focuses attention
on those sensual calves.
Royston watched from behind the blinds in his office, overlooking the main staircase in the center of the office –
where Grace was climbing with his cup of coffee. She was getting quite a bit of attention from the usual morning
crowd of people going to and fro the office pantry on the first floor. The heels were part of his plan for Grace’s
training.
While heightening the sensuality of a woman’s legs, walking in these extremely tall heels was an art, as the lady
would have to balance her entire body weight, between her toes and that tiny stiletto heel on the back of the shoe.
This has pleasing side effects from a male point of view. The obvious effect is to make the woman several inches
taller, and her legs appear longer especially if she is wearing a short skirt. Now Grace was not a very tall girl to
begin with, so an extra six inches was a very noticeable increase of height for her. Another side effect was that the
lady would walk slowly to avoid losing balance on such tall heels, and this made her movements more dainty
and feminine. Indeed, when Grace walked in those heels, the delicate balance caused her invariably to swish her
hips more prominently with each step, as if she's wiggling her ass intentionally.
As she climbed the staircase, Grace’s skirt started to ride up. Aware that this was happening, she stopped in the
middle of the staircase. With her hands full, she could not pull down her skirt, and she was afraid that she might
drop the cup if she tried to transfer it to one hand now.
Grace decided she was almost at the top already, so she continued climbing the staircase. Six pairs of eyes
followed her up, enjoying the view of that tight ass, the tops of her black stockings appeared, and for the lucky
ones standing at the right position, the pink underwear that peeked out.
Amazingly, Grace did not spill any coffee into the saucer at all, finally reaching Royston’s office.
“Well done Grace…” said Royston, looking at the young woman as she placed the cup on his desk.
“Today I need your help to retrieve some files from the archives, “said Royston, hardly looking at her when he
spoke. “Here’s the list I need…” Royston handed her a sheet of paper with a list of about a dozen file reference
numbers. “I want to see all of the files here on my table by noon.”
“Yes Sir,” Grace replied. As she tottered out on his room on her unsteady heels, Royston cocked his head and
smiled at his own brilliance and poor, unsuspecting Grace.
The six-inch high heels changed the center of gravity for Grace such that her hips are rotated forward, making her
thrust out her buttocks behind her, and in turn causing her chest to be pushed forward by the increased curvature
of her spine. When she walked, that change in center of gravity made her walk in such a way that highlighted her
boobs and bootie, without her really realizing it.
Royston has required Grace to strut around in these very tall heels at the workplace for this very reason, as he
wanted to transform her slowly, but surely, to the complete office slut. Besides how the tensing of the muscles on
the back of her legs now made her butt and calves look more shapely, her walking with her thrust-out ass had her
shaking her butt much more than she was used to, as she sashayed around the office. Combined with the super-
high hemlines, Grace looked like a killer babe that craved all the male attention to herself. She was the ultimate
object of male fantasy in the office.
Holding the sheet of paper, Grace took the staircase down to the foyer, one hand on the railing to steady herself,
and one hand to smooth down her skirt to make sure she wasn’t revealing more than she had to. Heaving a sigh
of relief that she did not tumble down the staircase while walking in the six inch heels, she made her way to the
file library where all the old files were kept. While Royston had a secretary, she knew that he was intentionally
asking her to do all this. Nevertheless, her new status in the office was such (at least to the few people who knew
her secret), and she accepted that.
**
“Grace!” Royston said in a louder voice.
Ming tapped Grace on her elbow. Grace broke out from her reverie, and looked up. She was in a meeting room
full of people, mostly reporting to Royston. It was a sales meeting that Royston had called.
“Grace, can you please take minutes for the meeting?” Royston requested in a slightly impatient tone. It sounded
more like a command then a request really. “Your memory is getting as short as your skirt nowadays,” remarked
Royston. There were some laughter in the room, and Grace quickly replied, “Yes, of course.” She turned red as
she quickly flipped open her notebook.
Royston was intentionally embarrassing her – firstly by making her take minutes like a secretary. She was
actually more senior than all of the junior executives there besides Royston, but Royston treated her like she was a
newbie to the office. Secondly he made fun of her by referencing to her very short skirts – when she really had no
choice but to wear them at his instruction. But nobody else in the room knew that, of course. One of the
conditions of her deal with Royston was that she would have to relinquish her ability to choose her wardrobe,
and had to wear whatever she was given. Over the last month, Royston had made the clothes Grace wore to the
office more and more daring – shorter skirts, tighter blouses, figure hugging cuts, and plunging necklines.
What the other people in the meeting room also didn’t know, was the fact that Grace had a remotely controlled
vibrator buried in her pussy. On good days, she would be allowed to wear a sanitary pad to absorb the juices that
she would inevitably secrete throughout a large part of the day she was in the office. This was part of her
“orgasm training” as Royston called it.
“Or would you much rather go up to the board and write it down so that we all know you got it right?” said
Royston half jokingly. Grace stared in horror at Royston, thinking about how short her skirt was, the small
vibrator in her pussy, and the remote control in Royston’s pants pocket.
“No Sir, I’ll prefer to write in my notebook. I will get it right,” she replied tactfully. There were some giggles in
the corner of the room over her calling Royston “Sir”, which Grace winced inwardly but maintained her cool
exterior.
“Alright,” said Royston. Grace breathed a silent breath of relief, and pulled her chair closer to the large conference
table where everyone was seated around. Royston started the meeting.
Grace took down notes faithfully, but a part of her mind dwelled on her orgasm training. A key part of the
training involved her learning to ask for permission to cum. She was told that being allowed to orgasm was a
reward, and that she had no right to feel pleasure from a pussy that belonged to her Owner, Mr Nakamori. This
was unless she obtained permission from him or other men that he delegated that authority to. Royston was one
of the men who had that authority. She wondered if her head of department, Mr Shih, was another one. Grace
was told that would be others that she would come to know of in time.
Grace still remembered the first time she had to wear the slim silver cigar-shaped vibrator in the office. Bringing
it past building security had alerted the security officers to the metallic object in her bag, much to her shock and
humiliation when she had to produce the offending object to them in a public place. With that same silvery
smooth cylinder lodged deep in her pussy under her panties, Grace had experienced her first involuntary orgasm
in the office – accidentally witnessed by George, a new hire from the accounting department.
The subsequent times weren’t any easier for her. To make her suffer constant humiliation throughout the day,
Royston would turn on the vibrator to high intensity a couple of times per hour. This would catch her by surprise
at the most unexpected moments, causing her to be in quite a mess. When the vibrator suddenly roared alive,
Grace would accidentally knock over things, or stumble if she was walking. As she was hitting the three minute
mark, the vibrator would turn off as suddenly as it turned on, and she would be left near the verge of cumming,
but not quite there.
Alternatively, Royston would keep the vibrator on at low intensity for half an hour. He especially liked to do this
when he knew Grace would be in a meeting, like right now. With the vibrator buzzing quietly for thirty minutes,
Grace would be doing her utmost best not to squirm in her seat as she sat there with other people in the same
room, a sanitary pad soaking up her juices secreting from her defenceless cunt.
Royston had told Grace that if she wanted to orgasm, all she needed to do was to ask him for permission. If he
granted her permission, she could cum, and she would not need to undergo the vibrator treatment for the rest of
the day. Grace resisted for days when he introduced that new rule, refusing to ask for permission. Until seven
days ago, when she finally gave in.
That fateful day, Royston had set the vibrator off in her pussy with medium intensity – a nice healthy buzz that
made her weak in her knees, even as she was made by Royston to fetch a number of files up and down the busiest
staircase in the office. Medium was not enough to get her off but enough to get her hot and bothered. To make
things worse, the bellboy in the hotel she stayed in had selected a gossamer mesh thong with lace trim, in nude
color, for her to wear that morning. The bellboy delivered her clothing and underwear from Royston every
morning, and to humiliate her further, she had to model different sets for the bellboy to choose.
Grace was fetching and delivering files for Royston from various people in the office, and the vibrator would turn
on for fifteen torturous minutes of medium intensity as she walked to someone’s cubicle and back. After eight
times of this treatment, with three minute breaks in-between, Grace’s mesh thong were soaked by her own juices,
making the material effectively transparent – making quite visible her dark pubic hair and shape of her lips if
someone had peeped under her skirt.
To spice it up further, Royston interspersed the last two times of medium intensity intervals with random bursts
of high intensity. This pushed Grace closer to involuntary release, where she teetered on the verge of cumming.
She did not want to cum in the open office while she was carrying files up and down the staircase. She certainly
did not want to cum in the file archive room where the spooky mailman lurked. If she orgasmed without
permission, Royston’s punishment for her was to give blowjobs every day to the office janitor for a week. And so,
after several hours of enduring the vibrator buzzing in her pussy, Grace finally picked up the phone in her
cubicle. Making sure nobody was nearby that would hear her, she called Royston’s office. She could not resist any
longer – she would go insane or end up accidentally flashing or humiliating herself in public. If she was going to
be humiliated, she would rather keep it to just Royston.
Royston made her ask for permission over Messenger on her computer, with her panties in her mouth, before he
finally granted permission for her to orgasm. Grace remembered the feeling of her dignity hitting rock-bottom
when she had her cunt-soaked panties in her mouth as she came. That was just a week ago. What new low would
she reach today, she asked herself.
Grace shut her eyes as she felt the wetness spreading between her legs. Royston had turned on the vibrator again
in the meeting room. Grace scribbled in her notebook, barely hearing the people droning on in the meeting. She
feared that the others would see the look on her face and know.
The sheen on her face, the slightly pursed and moist lips, the occasionally half-closed eyes.
Royston noticed, and smiled inwardly. He was impressed that Grace was able to hold herself together for so long
– some girls he know would have already orgasmed several times with the kind of vibrator treatment he was
putting her through.
Soon the meeting ended. Some of the other people chatted with each other for a short while in the room before
leaving. Grace mostly ignored them all, pretending to scribble in her notebook. Finally it was only her and
Royston left in the conference room. Royston closed the door, and smiled at her.
Grace opened her legs, as she had been trained. She had to sit with her legs open whenever in private with her
Master or with Royston. With her short skirt, Royston could easily see her panties and the wet patch that had
been created with his vibrator. Satisfied, he reached into his pocket and turned it off with the remote control.
“It would be something if you had creamed yourself while taking notes won’t it?” Royston remarked with a grin,
“Do you think there will be better attendance at these sales meetings then? “
He continued on his verbal humiliation, knowing it distressed her. “What do you think goes through our male
colleagues’ minds when they are watching you, up there writing on the board. Do you think they notice the
minute wriggling of your bum from time to time, the subtle rubbing of your thighs against each other… the
tensing of your pelvic muscles, the tiny moments when you purse your lips and close your eyes?”
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