It was a typical morning; Ann was rushing around getting ready for work while
prodding her daughter Lee to get ready for school. The High School senior was a typical
teen, slow to get going on school days. Her auburn hair and lightly freckled face had
become womanly, rather than child-like, in the last year. Bright green eyes, five-foot
six-inches tall with a thirty-four c-cup bosom, at a svelte 110 pounds, the girl was a
knockout. It had been her eighteenth birthday only yesterday.
At this point people mistook them for sisters, more often than as mother and
daughter. Ann was Lee’s age when she got pregnant, but time was kind to her and she still
looked nearly as young as her daughter. They had become like girlfriends as Lee matured,
but Ann still worried that Lee was not responsible enough. It was their major bone of
contention, other than that Ann was proud of her girl.
In their typical mad dash they gathered their things and rushed out the door. They
kissed each other on the cheek, then parted, each bolting to catch their respective buses.
Ann jogged as quickly as her high heels allowed and made it to her bus a little late.
Dave the driver, who had the hots for her for years, was waiting. When she was
late, which was almost daily, he would flip through his manifests for a few minutes to
wait for her. She stumbled up the steps a minute after he had reached her stop.
“Morning Ann,” he said, as she climbed up the steps panting from her jog.
“Hey Dave! Thought I was going to miss you today.”
“No problem girl, I couldn’t have my best customer get to work late,” he replied.
“Thanks Dave,” she said, as she dropped her token in his fare box and then took a
seat.
She opened her briefcase and reviewed her boss Dan’s agenda for the day. He was
scheduled to be in at nine and she was scheduled to meet with him at 9:30 for dictation.
After that he would be gone for the day. She thought it unusual that she didn’t know what
he had planned. He was more like a husband than a boss to her; she always knew every
aspect of his schedule. Though he had been acting strange of late, ever since he parted
company with Pam, his latest paramour. Single, rich, and handsome, she thought, why
couldn’t he ever commit?
She closed her case and pulled her compact from her purse. She checked her makeup
and made sure her business suit was neat. She wore a blue pinstriped jacket and skirt that
reached to just above her knees. Her navy pantyhose and matching pumps made her look
impeccable. She wore a white blouse with a matching blue tie in the collar. Looking in the
mirror she suddenly realized how much Lee had begun to look like her.
When she arrived at the office at 8:30, she grabbed her morning coffee and set to
work. She was a diligent and efficient employee and she took pride in her work. As nine
o’clock approached, she got Dan his coffee and had a hot cup waiting on his desk when he
arrived. After he was settled in, she returned to her tasks.
Dan had dropped several receipts on her desk blotter when he arrived, for her to
add to his expense reports. Seeing them there caused her guilt to flare, as it always did.
She had worked for him for four years and he was a good boss. She earned a good salary for
her position. So, when two years ago, she began to slip small receipts into his expenses
for her personal purchases, she fell into a trap. It was so easy and she justified her
actions thinking she was doing it to help Lee.
Since Lee’s father left her in her early twenties, too overwhelmed and young to
raise a child, she struggled financially. When she got the job with Dan, along with the
generous salary, things eased up a bit. But two years later she was sinking into debt
again. That was when she stumbled across this small deception.
One month she accidentally got one of her own receipts mixed up with his and it was
processed with his expenses. She waited two months for him to notice, but he never did,
and so began the embezzling. She kept it small and random, never adding more than a few
hundred a month, and she pocketed the difference.
As she entered his receipts in the register she wondered, as she regularly did,
what repercussions would occur if she were caught. The thoughts she had scared her, prison
would be likely. What would happen to Lee? But the damage was done, which is why she added
another of her receipts to the pile as she worked on them.
She finished just in time to meet with Dan, grabbed her steno book and entered his
office. He was on the phone and motioned for her to sit. Wrapping up his conversation he
hung up the phone.
“How are you today Ann?” he asked.
“Fine Sir, and you?” was her reply.
“Quite well, thank you. First off, we need to send a letter to my lawyer.”
She noted that in her book and was ready when he began.
“It has come to my attention that one of my employees has been embezzling from the
firm for the last two years.”
Her heart sank, did he know?
“The amounts,” he continued, as she struggled to write amidst the fear building in
her. “Have been small, but accumulated add up into the thousands.” Her mouth became dry.
“Termination is obvious, but what form of prosecution do you suggest? I want to make an
example of this type of disloyalty. Regards, etc., etc.”
She couldn’t look up from her pad, as tears formed in her eyes. At this moment she
didn’t care who it was he was referring to, she needed to clear her conscience.
Without looking up, she said, “Sir, may I say something?”
He sat there, looking at his assistant, who was clearly in turmoil. He smiled
benignly and said, “Yes Ann? What do you want to say?”
“Sir…” her voice faltering, “I have a confession to make.”
“Better late than never, eh Ann?” he replied, a steely tone in his voice.
He knew! She was crushed and speechless, as she stared down at her pad.
“Well, why don’t you come clean and explain why I shouldn’t have you arrested right
now?”
She looked up as the tears spilled from the corners of her eyes, leaving black
trails of mascara on her cheeks. He just stared at her with a look she never saw before,
it made her shiver.
“Yes Sir, I have been adding on to your expenses and pocketing it. I have no
defense, but I did it just to make ends meet and support my daughter.”
“Why didn’t you come to me and ask for more money, the HONEST way?”
Ann did not miss the emphasis on the word honest, she felt disgust with herself for
allowing this to happen. She was terrified and did not know what to say or do.
“I am sorry Sir and am willing to repay everything I took. I will resign and find a
way to pay back everything, but please don’t have me arrested. This would ruin my
daughter’s life and I would do anything to prevent that.”
“Anything?” he asked, his tone almost evil.
She swallowed, her throat dry, and she replied, “Yes Sir, anything.”
“When was the last time you were intimate with a man?”
This question caused her to sit upright in her chair, a new fear born in her mind.
Was he really suggesting she prostitute herself with him to repay the debt? The fact that
she was always attracted to him did not matter, the idea reviled her.
She stammered, “A long time Sir, but I’m not that kind of girl.”
“What kind is that Ann? A whore or a criminal?”
His remark shocked her, but she countered, “I am a criminal, I know that, but I am
certainly not a whore!”
“Fair enough. So the question is, would you be willing to become a whore to protect
your daughter?”
This was too much, her mind was reeling and she didn’t recognize the man sitting
across from her. She thought she knew him, but she had never expected he could be so crude
and callous.
She answered the only way she could, “I don’t understand what you are asking me.”
“Then let me make it clear. You have two choices and neither will be appealing.
First, I can pick up the phone and call the police, I am sure you can imagine the results.
Or, you will sign a confession here and now, then accept that you become my property for
two years. You will do as you are told, when you are told, no matter what I ask. There are
many things that will be required of you that will sorely test your morality. Basically, I
will use you and humiliate you for as long as you spent ripping me off. To make it more a
palatable choice, I will promise not to tell your daughter and will move both of you into
my house. For the term you are indentured, I will continue your employment, clear up your
debts, and help you get fiscally responsible.”
He sat back, apparently finished, she was dumbfounded. Was she supposed to be his
slave? Did she really have a choice? He was offering a hellish existence, but wouldn’t
prison and the shame for Lee be worse if she were arrested? She stared blankly at him, the
shock of this moment too much for her to think clearly. He opened a drawer in his desk and
removed some papers, laying them on top of it. She still just stared at him.
“Don’t know what to say? Read these and think about it.” He pushed the papers
towards her.
She reached out and took the pile from the desk; she felt like a zombie, trapped
between the living and the dead. She knew her life, as she knew it, was over, just what
horror should she choose? Deep down her maternal instincts told her to suffer his
indignities privately, rather than subject her daughter to the public shame she would
bring down upon her if she were put in prison.
She read the first document, a simple confession and agreement to work off the debt
based under a separate contract. The second document was that contract, stating her
salary, the living arrangements he laid out, a repayment schedule, and the requirement
that he manage her money.
The third was an altogether different story, and her eyes went wide as she read
through the pages of this agreement. It laid out her complete forfeiture of rights, even
to the point of needing permission to go to the bathroom. He would control her entirely
with no chance of release until the contract expired. She was completely at his mercy and
he appeared to have very little. After finishing she looked back up at him, still unable
to speak.
“The first two are the legal ones, which my lawyer will hold, only to be used
should you balk on your agreement. The last one has no legal value, obviously, but I
wanted you to know without a doubt what this means for you.”
“But how can I keep this arrangement hidden from my daughter?” she blurted, finally
finding her voice.
“As I stipulate in our private contract, I will not tell Lee about our agreement.
It will require certain explanations from you regarding changes she will notice in you,
but I am sure you can find ways to keep her insulated. I will be the picture of decorum in
her presence and I am sure you will manage. The choice is yours, but you have no time. I
want your answer now.”
It was a no-win situation, she knew, but her maternal instincts took control. “Give
me a pen, I accept.” She whispered it, still unsure of her decision, but protecting Lee
was foremost in her mind.
He handed her a pen and pointed to where she needed to sign. In a few minutes it
was over, she signed her freedom away to avoid jail. Though she knew she now lived in
nothing more than a private prison, held captive by a man she no longer recognized. She
braced herself and waited for his next move.
“Your lease expires next month, I will pay it off and arrange to move you into my
house this weekend. Since Lee graduates in two months, I will arrange to keep her in her
school, my driver will see to her transportation.”
The extent he knew her private affairs surprised her, then she realized that this
must have been well planned out. He must have had her investigated, how else would he know
about her private life?
“The rest of today will be an indoctrination into your new life. When you go home
this evening you will tell Lee that you have accepted a promotion. You will be my 24/7
personal assistant, which is why you are moving in with me. Tell her how she can stay in
her school and have a nicer life to boot and I am sure she can be persuaded to accept this
situation. Are you following this, girl?” he asked, as her eyes had drifted back to her
lap.
“Yes Sir,” she said, feeling lower than dirt.
“First rule, in public you will always address me as Sir. In private you will call
me Master.”
“Yes Master.”
“Very good, now come over her and stand next to me.”
She obeyed, feeling as if her body was no longer hers.
“Take your clothes off. I want to see what I just purchased.”
This command startled her, but her hands went to the buttons of her jacket anyway
and in a moment she laid it across the chair next to his desk. Her blouse and skirt soon
followed. She was blushing deeply as she removed her shoes, hose, panties, and bra. She
instinctively used her hands and arms to hide her privates.
“No need for that, in fact if you ever try and shield your charms in my presence
again you will be punished. Now lock your hands behind your neck and spread those legs,”
he said, and she hesitantly obeyed.
He inspected her milky white body. He always suspected she was stacked, but her
conservative clothing always hid her body above the knees. She had hefty breasts, with
barely any sagging, with bright pink nipples and areolas pointing upward. Her flat belly,
after bearing a child, was testament to her overall fitness. Her bush was fiery red, just
like her hair, but translucent enough to view her pussy.
He stood and stepped behind her. He cupped her firm buttocks in his palms and she
gasped from his touch. He slid his strong hands up her back, then to her sides and around
front to grasp her breasts. He began kneading the ample flesh, toying with her nipples
using his fingers. They swelled with the attention, becoming engorged and hard.
He was good to his word, she felt degraded and humiliated. She doubted she could
ever get used to this, but when his hands began to explore her flesh, her body began
betraying her. His manipulation of her nipples caused her pussy to respond with the juice
of arousal beginning to flow. It had been so long since a man, or anyone, had touched her
this way. She had been denied too long, her body craved sexual release.
He moved his hands down her belly and across her bush, dipping a finger in her
freshly moistened tunnel. He withdrew the damp digit and used it to rub her swelling
clitoris. Another gasp escaped Ann’s mouth as the erotic sparks danced inside her pleasure
valley.
“Maybe you are a slut at heart, your wet and your heart is racing,” he whispered in
her ear.
“Yes Master,” she panted, aroused enough to want him to take her, right here on his
desk. She could feel his hard on pressing into her ass cheeks through his slacks; it felt
large and hot against her. She just agreed to be his whore, why not try and get some
pleasure from it, she thought.
“Tell me what you are,” he whispered.
“I am a slut Master,” she replied.
He reached up and twisted one of her nipples, she tried to turn away, but he held
her tight.
“Ouch!” she whined.
“This is nothing slut,” he said, as he continued to increase the pressure on her
captured tit bud. “This is a minor reprimand for a small infraction. Now you just aren’t
any old slut, so tell me again, what are you?”
The pain in her chest made it hard to think straight, but she guessed what he
wanted. She said, “I am your slut Master.”
He released her nipple. “That’s better.”
He reached back down and slid two fingers deep into her cunt, her body tensed at
the rough intrusion. He began to slowly knead her, inside and out, stimulating her clit
and g-spot simultaneously. She moaned from the pleasure her starved pussy felt, then he
lifted her up off her feet holding her by her crotch with his hand. The increased pressure
from her weight and his clenching hand triggered an orgasm that made her whole body
tremble.
He smiled as he held the convulsing girl, knowing for sure now, that he had made a
good choice. This one had been wrapped a little too tight and needed some unraveling.
Though she would surely fight it at first, he was confident that she would eventually
become addicted to the life he planned for her.
He carried her over and sat her on the edge of his desk. He removed his hand from
her pussy and lifted it for her to see. It was slick with her juices and glistened in the
light.
Looking into her glazed eyes, he said, “You will lick my hand clean and taste your
own arousal. Best you become accustomed to the taste of pussy, you will learn to pleasure
women as well as men.”
It was like he had cast a spell on her, she looked into his eyes as she sucked his
fingers into her mouth. The orgasm had barely subsided and she wanted his cock inside her,
it had been far too long since she had been fucked. Her pussy yearned for the feeling of a
long hard cock inside it; she licked and sucked his hand slurping up her own juices.
Anything to please him, hoping it would lead to that much-desired outcome.
“You want my cock, don’t you slut?”
“Yes Master,” she said as she continued licking his fingers, wondering if he was
reading her mind.
“That’s good, you are taking to your new role quite well. Now we have some errands
to run, you may use my bathroom to fix your face and get dressed.” He picked up her
clothes and handed them to her.
It was like a slap in the face, this abrupt change he invoked. She was holding the
bundle of clothes before she realized she wasn’t getting fucked, at least not yet. She
scurried off to the bathroom, in dire need of composing herself. When she looked in the
mirror she was a mortified, dark black streaks trailed from her eyes and down her cheeks.
The door opened behind her.
“Here is your purse, fix that makeup, you are a mess. You have ten minutes, don’t
be late,” Dan said, and then he closed the door.
She worked as fast as she could, but she was quite a mess. She kept checking her
watch, starting to panic. With less than two minutes left she abandoned her makeup and
turned to her clothes. She was confused at first, then realized what he had done. All that
he gave her were her skirt, jacket, and shoes. She put them on, not feeling properly
dressed at all.
She entered the office and stopped to wait for him, as he was on the phone. He hung
up, put on his jacket and walked over to her. He smiled at her revised outfit. Her low cut
jacket, though fully buttoned, still revealed her full cleavage and the swell of her ample
breasts.
“This will do for today, but you will need a new wardrobe. You will no longer hide
your femininity from the world. Now you will leave first, you will go down to the corner
near the front of the building and wait. I will be around with the limo shortly.”
“I can’t walk through the office and onto the street like this, what would people
think?” she pleaded.
“That you are a slut.”
The message sunk in. He was going to humiliate her in every way possible. She
turned and walked to the door, breaking into a cold sweat as she did. She took a deep
breath and embarked on her journey, not at all confident of her ability to endure this
tormented existence.
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