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GRACE’S VERY HARD LESSONS
by Dark Avenger. Copyright 2006. Email comments to darkavenger at tokyo.com
CHAPTER 13 (MF,humiliation,oral)
=================================
I'll take you to the candy shop
I'll let you lick the lollypop
Go 'head girl, don't you stop
Keep going 'til you hit the spot
--
Grace was in a cab, wearing a black vinyl outfit, looking at a photograph which she had pulled out from her handbag.
As part of her oral training, Nakamori had made her take him fully in her mouth, and had a photograph taken
from the side to show how much of his cock she managed to swallow. The intention was that over time she
would be expected to be able to take more and more cock orally without gagging. Now the first time she did it,
she wasn’t able to take in even half his cock before she was on the verge of choking. This was far beyond what
was acceptable to Nakamori. Although Grace was a small girl, it was Nakamori’s expectation that with some
training, she would be able to swallow the entire length of his cockshaft without any choking, as he had done
with other girls of Grace’s size.
Grace felt her neck hot with humiliation as she looked at the photo – how her face was recognizable in the photo,
with her cheeks distended and mouth full of cockmeat. Nakamori had instructed Grace that until she was able to
take his shaft fully into her mouth and throat, Grace had to carry that photo with her at all times as a reminder,
until she could take all of his cock. Only when she can do so would she be allowed to destroy that photograph or
do whatever she wanted with it.
For self-training, Grace was given a dildo to suck on, which she had to keep either in her drawer at the office or in
her hotel room. As if to humiliate her further, the dildo was not just a smooth cylindrical object (which might
masquerade as a battery operated massager), but a lifelike cock replica in skin tone, complete with lines, ridges
and a realistic bulbous cockhead. Her name “GRACE” was even engraved on the side of the dildo right above
where she would hold it in her hand, so she could see her name up-close as she sucked on the dildo.
Grace’s wrists were bound behind her back on a previous occasion where a measurement of her progress was
taken. She was put in a kneeling position, and her feet bound, before Nakamori slowly fed his cock into her
mouth an inch at a time, to see how well she performed compared with herself in the Polaroid photo. She had
been told that the subsequent time Nakamori would test her progress, she would be lying on her back on a bed,
with her head hanging over the edge and her neck hyper-extended, before Nakamori would again insert his shaft
into her mouth to see how far it would go. Depending on how far her Owner’s cock would disappear into Grace’s
mouth compared to the photo, she would then be rewarded or punished. Naturally if she had not been practicing
with the dildo, there would not be any progress, and naturally the punishment would be for her to suck more real
cocks to get the practice she needed.
On her way to her second bondage photography shoot, she remembered how she was also looking at the Polaroid
photo just the week before prior to the first bondage shoot. Unfortunately she did not progress much farther
between the two shoots. Sitting on the cab, Grace felt an irrational sense of anxiety for not having practiced more
with the training dildo. Would Royston or Nakamori test her on it? In spite of herself, she felt her body getting
moist in a certain place in anticipation of the evening, and loathed herself for it.
Was it the pure exploitation and complete degradation of her body that she would be subjected to in the shoot
later that subconsciously excited her? The knowledge that she would be gagged, her body bound tightly with
ropes and totally helpless while they took pictures? Or did she secretly desire being an oral slut - something
which she did a few days ago, and which she was going to do again.
** 4 DAYS AGO: GIRL FOR USE
“You’re a hooker aren’t you?” said the bellboy.
“What??” said Grace incredulously. “I am NOT,” she asserted.
“I know so,” said Steve, “.. I know what about your anklet.”
“What – what do you know?” said Grace, a sick feeling developing in the pit of her stomach.
“You have five blue beads on your anklet. That means you’ve been used five times.”
Grace felt like her breath had just been knocked out of her.
“So am I right? No sorry, I made a mistake – you’ve been used by five different men. Not used five times. That
really means you’ve been used more than five times.”
“Was it mostly blowjobs?” Steve asked relentlessly, “Or did you have intercourse? Or both?”
Grace was speechless. The color drained from her face. This was despite the fact that she was wearing full make-
up, in readiness to go to the office that morning. When she recovered, she was livid with rage.
“Don’t speak to me like that… you.. you … stupid bellhop!” she spluttered, stopping herself from screaming her
lungs out. All the pent-up frustration of being played and humiliated by Royston and his cronies seemed to have
been unleashed by the inquisitive questioning from this bellboy.
“You know you’ve never tipped me for bringing all these clothes to you every morning, ” Steve continued,
unfazed by the fiery temper of this hotel guest.
“Tip you??” Grace clenched her fists in anger. This bellboy was in Royston’s conspiracy too. He would bring her
the humiliating clothes that she had to wear to work. He would bring her the lingerie, the stockings, and the
shoes. If there was a choice of different clothes, the choice was not hers, but the bellboy’s to make.
He had masturbated in her panties once secretly, and she only found out because there was one small damp spot
where his pre-cum was. More recently he had ejaculated in her panties, and she had to wear them to work. The
humiliation of taking public transport, feeling the squishy sticky stuff in her crotch, knowing that the boy-jizz of
some teenage bellhop was stuck to her private place and running down her inner thighs was excruciating. Yet she
had to bear the shame and wear the cum-laced panties because Royston instructed her to wear whatever was
brought to her by the bellboy.
Steve had brought two tops, two sets of garter-belts and sheer black stockings this morning, which Grace had to
model for him. First he made Grace walk around the bedroom with one of the garter belts and the stockings, then
the other, so that he could make a comparison. In his mind, he had quickly made his choice. While the eight-strap
leather garter belt was alluring in its simplicity but yet visually stunning with twice the number of straps as the
usual garter belts, he could just envisage Grace wearing the lace-up leather garter belt in her office, with the end
of the laces visible between her legs under the short skirt. It fueled his boyish fantasy of being able to reach below
her skirt, grasp the end of the strings and pull - thereby unlacing the garter belt that held up her stockings.
While he had quickly made up his mind about which garter-belt Grace would wear to work that day, he
pretended to be still considering. Since Grace was only allowed to wear a babydoll nightie to bed, with no panties,
modeling the garter belts for him meant that she had to take off her babydoll first – which would result in Grace
having to stand naked in front of him. Watching her parade in front of him wearing only a garter-belt and sheer
stockings gave him a hard-on. His eyes alternated between her naked pussy, and her small pert tits, wondering if
her nipples were erect because she was excited to show her slutty little body to him.
“Turn around,” said Steve, sitting on the bed. Grace did as she was told, facing away from the bellboy. Steve liked
the view from her back too, since he could take his time to take in the whole view - her fair skin, the curve of her
back, and he could stare at her cute naked ass with impunity, while she couldn’t see him.
“You have some bruises on your back and butt..” Steve remarked with genuine concern, as he leaned forward,
peering at the little marks of bluish red on her fair skin.
Grace spun around to face him. “It’s none of your business,” she snapped. It was from her whipping two days
ago - her punishment from Nakamori, meted out by the beautiful Natasha.
Steve was taken aback by the rude response he got for showing concern to her, but he decided not to be fazed.
Instead, he held up the two tops that he brought for Grace. One was a white camisole, while the other was a
bright vermillion tubetop. No bra was provided, so she was meant to go without one.
Grace swallowed her pride, and slipped on the white camisole, knowing she must let Steve choose or she will get
into trouble with Royston.
Steve stared in awe at the lovely vision of Grace standing in front of him, below her waist sheer black stockings
held up by a lace-up leather garter belt, with no panties so her bush was on display, while on top she wore a
white figure-hugging camisole so thin he could see her areola through the material. He felt his cock push against
his briefs.
Grace turned her body around to show him at all angles, what she would be wearing below her business jacket
and skirt. He could still see the bruise marks on her back through the thin material of the camisole.
“If you wore this, your bruises would be visible if you took your jacket off. So I think you can wear the tubetop
today,” he said with a smile.
“I was given this salve,” he added, producing a jar. “It’s supposed to be good for healing bruises. Why don’t you
lie down on the bed, and I’ll help you to apply it on your back?”
“Don’t you DARE touch me!” she hissed.
Annoyed with her attitude, that was when Steve started to ask her if she was a hooker, and telling her that he
knew about the beads on her anklet.
“You know you’ve never tipped me for bringing all these clothes to you every morning,” Steve said in a calm
voice.
“Tip you??” Grace replied angrily.
“Yes, that’s why this morning, I have decided that, if you want this pair of panties…” Steve held up a g-string,
watching Grace’s face intently.
“..then you DEFINITELY have to give me a blowjob. No more compromises.”
Steve was feeling smug watching the message sink into Grace, and the expression on her face. She knew she
couldn’t bargain him down today to a handjob again, like the other day.
“How can you do this!!” said Grace, her face turning crimson. “I – I’ll tell Royston!”
The words blurted out, and instantaneously she realized how foolish it sounded – she knew that if she went to
Royston, what he would do. Royston would surely side with the bellboy. There was nothing more he loved than
to have her feel humiliated. Grace having to give a blowjob so that she could wear panties to work would be a
lovely slice of humiliation that he would relish!
“I may not have a lot of money or the smarts Miss, but I know the rules of the game!” he said triumphantly.
“You can choose not to give me a blowjob, but I can choose not to give you the panties!”
Grace sat down on her bed. She took off the see-through camisole, and looked at Steve, topless. Then she stood up
again.
She pulled on the skirt, thinking about the panties in Steve’s hand that was being kept hostage. Did she dare to go
to work not wearing panties?
Impossible. Her skirt was so short - if she wasn’t careful when she walked up the staircase, sat down on a chair in
the meeting room, or if the wind blew while she was hailing a cab, her pussy would be exposed!
Grace bit her lip, feeling her resistance fading away. She picked up the vermillion tubetop and pulled it over her
head, then down below her arms, as Steve watched on expectantly, waiting for her answer.
He broke the silence. “You jacking off my cock the other day was nice, but it isn’t good enough. C’mon don’t be
stubborn now. You’re used to sucking cocks aren’t you, since you’re a hooker, after all.”
“I told you – I’m not a hooker!” replied Grace petulantly. She grabbed the low-cut business jacket from the bed,
walked out of the room and slammed the door shut, leaving Steve inside the hotel room.
Wobbling on her heels, she took a few steps, and stopped. She felt defeated. She couldn’t afford to go to work
today without panties. Royston had been getting her to retrieve files regularly from the file library, and for some
reason, the files were always on the top shelf, which required her to use the step ladder. Tony, who worked there
and in the mailroom, was not keen to help her look for the files, citing that he was busy with sorting mail. Yet
while she was up on the ladder in her ultra-short skirt, he seemed to be in the same room most of the time. Indeed,
Grace caught him stealing glances at her several times. She did not like the way he was looking at her.
The door opened. Grace came back in and closed the door. Steve’s face lit up, as she sank down to her knees, and
unzipped his pants. “Alright. A deal it is – you give me the panties. No more nonsense like cumming into the
panties or cumming on my clothes!”
“Yes yes of course!” said Steve excitedly, as he guided Grace’s hands to pull his underwear down, freeing his
cock, which was already three quarters erect.
Grace had taken a firm hold of the base of Steve’s cock and wanked him into her mouth while her tongue ran
across his glans. Her lips formed a tight seal on his shaft as she sucked.
“I want you to moan as you suck me, Grace!” said Steve. “Make sure you convince me that you love it, otherwise
you won’t get your panties!”
“Mmmm…” she made appreciative noises as she sucked like a slut. That turned Steve on greatly, and he knew he
couldn't hold out for very long under such delicious coaxing. Turning his head he could see in the wall mirror the
reflection of the little whore at his feet, working away at his stiff pecker.
The bellboy groaned out loud as the waves of pleasure built, and began to buck his hips, pushing his cock deep
into her mouth. It was not hard for Steve to visualise Grace wearing those sexy clothes, giving blowjobs the whole
day around the office blocks, spreading her whore legs oh so wide as they fucked her. Much as she tried to deny
being a hooker, he wouldn’t believe it – looking in the mirror, he was convinced of how she gave blowjobs and
seduced men with her sluttish body.
Steve reached for Grace’s other hand and guided it to his balls. She massaged them gently, as she started to bob
her head up and down, still wanking and sucking. Watching her small hands working his stiff member and his
ball sack gave him great satisfaction. “One more thing – make sure you take all my baby-juice in your mouth later
when I cum,” Steve added.
Steve was determined to hold out for as long as he could, as his eyes took in every detail of the fascinating scene
of sexy Grace’s mouth sucking his prick. He watched the little whore’s face from the top view, and also from the
side view in the mirror. But within a few minutes he felt his climax building, and he knew he couldn’t last any
longer.
His first spurt caught her by surprise, hitting the back of her throat and causing her to start coughing. She pulled
her head away only to have the next spurt spray across her pretty face. Her eyes opened wide with shock. Instead
of pulling away she put her mouth back over his cock as he fired more jism at her. Steve was lost in the pure
ecstasy of her warm lips wrapped around his shaft as the final twitches subsided and his prick began to soften.
She continued to suck gently, as if she was making sure she got every available drop of his milky nectar.
When Steve’s cock was spent completely and shrank, he pulled his cock out of her. Then he made her spit out his
cum into her hand, and look at it.
“Would you like to swallow it?” he asked her. Grace stared at him. “Be honest,” he said. Grace shook her head.
Steve showed a look of disappointment on his face. He handed to Grace the g-string that she worked so hard for.
Wearing it, her ass cheeks would still be entirely naked, and her pussy lips would be visible around the flimsy
string. Still, it must give her the sense of security that she was not pantiless, he thought. He had hoped the sexy
office executive, who was older than him, would have said yes, she liked to swallow his cum, but unfortunately
he was disappointed today. He looked forward to the day that Royston said when Grace would be wearing
Steve’s cum on her face in public.
As Grace took off her high heels and pulled on the teensy piece of undergarment under her skirt, she realized that
the g-string was not the only thing she earned with the blowjob. She also earned her sixth blue bead.
**
Grace got off the cab at her destination. The sun had almost set. She had to make haste.
On one end of the street was a row of pubs and sports bars, popular with the office crowd in this side of the city.
The other end of the street was seedier, had a few massage parlors, strip-joints and was a haunt for streetwalkers
and those looking for them.
Grace was on the seedier end of the street. Crossing the street, she could already see a few heads turning in her
direction. The men watched the young woman wobble on her four inch high platform shoes, mesmerized by the
striking black vinyl outfit with the daringly cut split-panel skirt that revealed plenty of thigh when she walked.
The platform shoes. It reminded her of a lunch conversation she had with Ming from the office. They were talking
about that Hollywood movie Memoirs of a Geisha. Ming had told her that apparently the twelve inch high
platform shoes that actress Zhang Zi Yi wore in the movie in her coming out ceremony were not historically
accurate. The sky high platforms were worn by tayu in their coming out ceremony, and not by geishas. Unlike
geishas who were primarily entertainers, tayu were licensed prostitutes.
With her feet balancing on the platforms, wearing the slutty outfit she had on her body, Grace felt a sense of
shame pervade her heart, wondering how Ming might react if she saw her now.
After walking past a couple of pubs, she picked her target. A guy wearing jeans and a blue shirt was standing
outside a pub, having a smoke. As Grace approached him, she faltered. Too late, he had noticed her. She walked
up to him.
“Sir, would you like a blowjob?” she asked, as if she was just asking for street directions.
The man took the cigarette out of his mouth and exhaled slowly, while looking at her. Grace shifted uneasily in
her stance.
“How much?” he said.
Grace was caught by surprise. Not by the question, but the fact that she was totally unprepared to give an answer.
She had no clue what the going rate was.
“Umm…. It’s up to you Sir,” she said hesitantly.
“Really?” he said, his eyebrows knitting together.
“Yes, but you’ll have to wear a condom,” she added, trying to sound more assertive now.
The man flicked away his cigarette butt and said, “Alright, let’s go.”
Grace led the man to a side street, where it was not so conspicuous. She got right down to business, unbuckling
the stranger’s belt, and getting down on her knees. Grace felt a strange sense of detachment, yet starkly aware of
the noise of the passing traffic on the main street, the smell of the tar on the road where she was kneeling on, and
the pain of her knee caps pressing against the hard gravel.
She unzipped him, and moved closer, ignoring his body’s unwashed odor. The man lowered his boxers to reveal
his half erect penis, uncircumcised. Using her hand, Grace massaged it into full erection, and put on the condom
for her client. She took it into her mouth, and started sucking it. Her head bobbed in and out, while her small fist
was wrapped around the base of the cock, guiding it into her mouth.
Before long, the man gave a groan. The cock in her mouth started to shoot. Grace kept his cock in her mouth, and
continued pumping with her closed fist, till the man had given up all his semen to her. She looked up, and saw
the satisfaction in his eyes, and slowly allowed the softening cock to slide out of her mouth.
The man watched in amazement as Grace extracted the sperm-filled condom, tied up the open end and put it in
her handbag.
“Your technique is so-so,” he told her, as he pulled out his wallet. “But you’re a great looking whore. Here’s a
twenty,” he said, giving her the bill, which she quickly took and kept.
As Grace wiped her mouth, adjusted her shoes and walked away, she heard him calling out, “Hey will I see you
around here again?”
The second one was easier. It was easier to approach another man now that she had already done it once. The
time was 7.20pm. She hoped she could finish in ten minutes.
The next man was standing on the stairs outside a pub, with a bottle of beer in his hand. With black pants, and a
long-sleeved shirt, this guy looked more presentable than the first. He looked like he might have worked in the
office district near her workplace.
When she asked him if he liked a blowjob, he laughed. “What’s your name?” he said.
“Jennifer,” she said.
The man’s eyes roved up and down her body, considering her offer. It was like he was already mentally stripping
her. “And how much would that set me back by?” he said, taking a swig from his bottle.
“Thirty dollars,” Grace replied coolly, “And you have to wear a condom.”
“How about I give you a hundred to fuck your pussy and ass?” he replied.
Grace did not blink, but she was sure that he saw her face flinch. “I’m sorry, I don’t do that. Only blowjobs.”
“My my… choosy whore, aren’t you? Fine, just suck my cock.”
Again, Grace led the man around the corner of the building, to a more deserted spot.
“Hang on girl, where are you taking me to?” he said suddenly, stopping in his tracks.
“To the side street,” she said, “Please.”
“Forget it. I don’t want to go into some dark alley sweetie. Who knows, you might have a boyfriend waiting for
me there. Suck me off right here.”
Grace looked around. They weren’t too far from the main street, where there were people who walked past
occasionally. But as they were in a shaded part of the sidewalk, it didn’t seem too likely that someone would
really notice them either. If she refused, he could walk, and she really hadn’t had too much time left. She couldn’t
afford to be late for her photography shoot.
“Okay. Here then,” Grace agreed.
The man undid his pants but let Grace pull down his briefs to get to his cock, from her kneeling position. “Alright
Jennifer, get me hard.”
Using her small hand, Grace massaged his cockshaft till it stood up. Unlike the first guy, he was circumcised.
When she produced a condom though, he tried to bargain again. He said, “No rubber. I’ll give you double - sixty
dollars if you suck me without a rubber and swallow my cum.”
“I’m sorry Sir, that’s not what we agreed to,” she protested. “You must wear a condom.”
The man did not know that Grace was just after his sperm. Royston had instructed her to bring three cum-filled
condoms to the photography shoot.
“Fuck… alright, cunt. But now I also want to see your tits.”
Grace knew she had no choice then. If she refused to cooperate, he would probably leave and she had invested
too much with him to have him go without giving her his cum.
Grace unlaced her shiny black bustier, and bared her tits. As she was busy putting on the condom on the
stranger’s cock, he took the opportunity to cup a feel. She let him grope her, for she was short on time.
”You have really tiny tits for a whore,” he said with a leer, “You should really get a boob job. So you can make
money selling tit fucks too. I know someone who can make you go up a few cup sizes. Let me know if you want
me to fix you up with him.”
Grace felt the humiliation as she sucked on his cock. She was a whore.
“YES, suck on my big dick, Jennifer…” he said, enjoying Grace fellating him. “Are you sure you don’t want it in
your hot slot?”
Grace ignored the man, and kept on sucking him earnestly. She had to coax his cock to spurt as quickly as
possible so that she could move to her next target.
“You’re a NASTY little whore, Jenni. I saw you walking around in your getup. So I really wonder how many
cocks have you sucked this week?” he said, his hands holding her head, fucking her mouth with greater urgency
as a minute passed.
Very soon, she felt his grip on the back of her head tighten. With a loud groan, the man held her head firmly in
place with both his hands, and shoved his cock fully into her throat, pressing her nose against his hairy abdomen.
Grace felt her gag reflex kick in, and the tears rushing to her eyes. The next thing she knew, he had let go of her
head, and felt immense relief that she was able to breathe again with the cock stuffing her mouth gone.
“FUCK YOU, Jennifer…” he said, whipping off the condom. Using one hand to hold her chin, the man started to
ejaculate streams of hot jism over Grace’s perfectly made-up face.
“You afraid I have some disease, you dirty whore? Making me wear the rubber? I like to do it MY way,” he said
with a laugh. He wiped his cock on her lips, smearing it with his sticky white semen.
“Like the cum lipstick? Think you’re all high and mighty, being choosy?! You’re just nothing but a disgusting
prostitute. Hundred bucks not good enough for you to sell your pussy and ass? Haha… look at you now!” he
guffawed, letting go of her.
Grace wiped her face with her arm, as the man hurled more insults while he pulled his pants back up.
“Why you looking so pissed for? You said I had to wear a rubber while you sucked my cock, but you didn’t say I
couldn’t cum on your whorish face, did you? Hahaha….”
The man threw her a five dollar bill and walked away, leaving Grace to pick herself up and clean up the mess on
the front of her bustier. The white sperm certainly stood out on the shiny black vinyl.
It was 7.37pm. With only a little more than twenty minutes left, Grace was sure she was going to be late now that
still had to find two more men to donate their semen to her, and make her way to the photography studio.
---
Author’s note: Pictures of Grace's outfits available upon request.
Tell Grace what you think of her at grace_slut at yahoo.
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