Maiden Maid
It had gone from bad to worse
since she started the job. It
began with his leering glares,
seemingly undressing her. It than
went to the accidental touching
of her body as she worked. Than
there was the spanking for
breaking the glass, her rounded
butt raised up over his lap, her
skirts pulled up exposing her
corset, his hard cock pressing
into her. Each day he became
more bold and insistent. Bedtime
became the worse time. He
would bring her into his study.
He wore his dressing gown and
she soon found out he was
naked beneath. She would be
forced to stand before him as he
began to take liberties with her
body. Soon he forced her to
service him, on her knees before
him, her clothes in disarray, his
cock in her mouth until he filled
her with his hot cum. Tonight
she was stripped naked and bent
over the chair. He had told her
that he would fuck her tonight.
She felt him behind her, his hard
cock rubbing over her naked and
spread pussy. She cried out as
his cock entered her, breaking
her hymen, taking her virginity
forever. His hard cock began to
stroke hard into her, her blood
lubricating it, allowing him the
liberty to take deep strokes into
her virgin body, forcing gasps of
pain from her lips.
Sarah was five feet five inches
tall. Her features were not
striking except for her hair. It
was red and over the years had
grown long and full. It now hung
down past her waist and
covered her butt. It was the only
possession that Sarah had in her
life. Her body was slim, mostly
caused by the little food that the
orphanage had provided her
with. Her breasts were small, but
firm, her nipples a light brown,
about the size of a quarter. Her
waist was small, her butt
rounded and firm. A bright red
bush of hair framed her pussy.
Sarah's life had started bad and
over her short eighteen years
had not got much better. At the
young age of three, both of her
parents were killed in a fire.
Relatives had not claimed her so
she became a ward of the state.
She lived in a series of
orphanages for females and
there were times when she was
brought before families
interested in adopting her, but as
she became older, the visits
became less frequent. Most
families wanted a baby, not a
teenager. Life in the orphanages
became more difficult as the
depression began. Food, while
never plentiful, became even
more scarce. The dormitory style
rooms became more crowded as
families could no longer care for
their children. Where there were
once twenty beds in the room,
they now held thirty. Younger
children were forced to sleep in
the same bed with older children.
At the age of eighteen, the state
was no longer required to
provide care for an orphan and
they were released into the cruel
world. The depression had hit
severely, with unemployment at
25%. With little skills, those
released became prostitutes to
support themselves or lived in
one of the Hoovervilles, tented
communities of people with little
hope or future.
Sarah thought her life had finally
turned for the better. It
happened on a Monday, over a
month ago. Her birthday was
tomorrow. While most people
looked forward to their
eighteenth birthday, Sarah feared
it. She would be released from
the sheltered life she had lived.
While it was sparse, it did not
require her to do much. A little
cleaning and cooking, but she
did have a roof over her head
and a meager meal to eat. She
had read in the paper that there
were large numbers of people
that did not have either, and it
was getting worse. The
orphanage did educate her, but
did little to provide her with the
necessary skills to survive in the
world she knew little of.
Sarah was summoned to the
head of the orphanage. Mr. Smith
had been the head of the
orphanage for over five years
now. He was the only male in the
whole building, even the
maintenance personnel were
females. He was mid forties,
slightly balding with a small
paunch. Food was not scarce for
him. He thrived while the
orphanage did not. He took a cut
out of all the funds provided to
the orphanage for its upkeep in
addition to his meager salary. He
also made money by getting
some of the girl's jobs with the
many wealthy, single older men
he knew. These individuals were
extremely wealthy, in spite of the
depression. They lived alone and
required housemaids to care for
the impressive mansions. But
they required more. They knew
the depression had brought
many individuals to extreme
measures to survive. They also
wanted their housemaids to
service their friends and
themselves sexually. Their tastes
were quite jaded and required
very docile females. Mr. Smith's
orphanage had proven to
provide the right type of
individual for their tastes. The
girls led very sheltered life, very
few males allowed in. Their
sexual experience consisted of
lonely masturbation taught by
the older girls with most of the
girls that had spent long periods
of time in orphanages being
virgins.
Mr. Smith, over the course of
years, had become an excellent
gauge of the type that would
provide what the men desired.
He had an eye on Sarah for the
last year. Her bright red, long hair
was a novelty that would be
sought out by his benefactors. He
often fantasized of Sarah, naked,
her long red hair hiding her
naked ass, her bright red pussy
hair outlining her virgin pussy.
He would have loved to be the
first one to fuck her, but the
others would pay him
handsomely to be the first. He
had other girls in the orphanage
that pleasured him sexually. He
usually had at least one of the
older girls as a sexual plaything
for himself. She would come to
his office once a week and
behind a locked door he would
partake of her. It began as
punishments for offenses,
spankings and than canings as
he found more serious
infractions to accuse her of.
Eventually she would be forced to
strip naked, bent over his desk as
he took a cane to her upraised
ass. The cane was extremely
cruel and painful. The recipient's
ass would be sore for over a
week. It was only a short time
later, she would consent to
letting him fuck her in her
mouth, cunt and even her
asshole. Anything to escape the
cruel lash of the cane.
There was a knock on his door
and Sarah entered the room.
Michael was seated in a chair on
the other side of the room. Mr.
Smith was seated behind his
desk. He had already discussed
Sarah with Michael and had
agreed that he would pay $
500.00 if he approved of Sarah.
This was almost six months
salary to him and he was eager
to make the deal. In order to
clinch the deal, he had provided
Sarah with a new dress, one that
highlighted her charms for the
meeting. It had cost him $2.00
but she was worth the
investment.
Sarah was surprised that
someone else was in the room.
Mr. Smith had summoned her,
but she did not know the reason.
She thought it was odd that she
was given a new dress to wear,
but she figured it was given to
her because she was going to
leaving the next day. She looked
extremely beautiful. It was a
simple print dress with a tapered
waistband and ended at mid-calf.
The fashions had changed
drastically since the 1920's, with
hemlines falling, but the
tightness of it clung to her figure,
especially her ass. It was black
and her bright red hair
silhouetted the dress. She saw
Michael leering at her and she
should have realized it at the
time, but she was too nervous.
You wanted me, Mr. Smith?
Yes, Sarah. I have some good
news for you. Since tomorrow is
your eighteenth birthday, you
have to leave the orphanage. The
depression has really hit the
country bad and jobs are almost
non-existent. But I think I have a
solution for your problem. Michael here is a good friend of
mine. He is looking for a new
housemaid and I have told him
about you.
Oh, thank you Mr. Smith. I did not
know what would happen after
today. I have heard from some of
the other girls that have left the
orphanage and most have not
done well. There is many living in
poverty in the streets and I know
of one that turned to prostitution
to live.
Michael, this is Sarah.
Hello, Sarah. I am looking for a
housemaid. I am very wealthy
and I have a large mansion on
the other side of town. It has 15
rooms and 6 bedrooms. I live
alone, but I do frequently
entertain guests. This job would
provide room and board as well
as a very modest salary. Clothing
would also be furnished, as you
would be required to dress as I
desire. You would have to be
available to me seven days a
week at whatever time I desire.
Your job would require you to
call me Master Michael and would
require obedience to my wishes.
I can be a very demanding boss,
but you would have a very lovely
room and bath to yourself and
you would have the same food
available to you that I eat. With
the salary provided, you would
be extremely well off compared
to the society as a whole now. Do
you think you can fulfill my
wishes, Sarah?
Sarah looked nervously at
Michael. He was about the same
age as Mr. Smith, forty-five being
extremely old to someone only
eighteen. He was in much better
physical condition than Mr. Smith.
He was about five feet, ten-
inches tall, a slim waist and had a
bronze glow to his skin. His long
sandy brown hair highlighted his
youthful appearance. She had
some apprehension about living
in a house with a man alone, but
the house was huge. She had
few options. It was either this or
the street tomorrow. She would
have to do whatever was
required of her to make sure she
got and kept the job. She knew
that it might be difficult at times,
but her life had never been easy.
Maybe this was the break she
deserved. Yes, Master Michael, I
will do as you desire. I appreciate
this opportunity and will do
everything to fulfill your desires
as my employer. Mr. Smith, I
appreciate your confidence in my
abilities and will not let you
down.
Mr. Smith smiled at Michael. You
may have your Chauffeur pick up
Sarah tomorrow morning at
10:00. She will be packed and
ready to begin work. I am sure
that she will please you in every
manner. I don't think she wants
to end up on the streets. The
winter is coming and the
weather is turning bad. Sarah,
you may go back to your room
and say goodbye to your friends.
Your new life starts tomorrow
and good luck.
Thank you Mr. Smith and thank
you Master Michael. I will not
disappoint either one of you.
Sarah turned and left the room,
all eyes on her ass as she walked
out.
Michael turned to Mr. Smith after
Sarah left the room. I think she
will do nicely. It will not be long
before I have her trained. If you
would like, in appreciation, you
may come over in about two
months and I will let you fuck
her. I saw the way you lusted
after her. She should be quite
docile by than and I am sure she
will be everything you fantasized
about. And here is the $500.00 as
agreed upon. She is a remarkable
girl, especially that red hair. My
friends are going to literally love
her. Michael handed the money
to Mr. Smith. He got up and left
the room.
Mr. Smith counted the money
after he left. He had done
extremely well and the added
bonus of fucking Sarah made his
cock hard. Mrs. Dorsett, will you
please have Claudia come to my
office and than you may leave
early today? You have been
working very hard lately and you
deserve the time off. Mr. Smith
smirked, he wanted to fuck
Claudia, his latest orphan
plaything. His cock was so hard,
thinking of Michael stripping
Sarah naked and fucking her, the
red hair flowing on the bed as he
was between her legs, his cock
pushing deep inside of her.
Yes, Mr. Smith and thank you for
the time off. My children will be
surprised to see me early. Is
Claudia going to be punished
again, I heard that she
misbehaved in Mrs. Johnson's
class yesterday? Mrs. Dorsett
knew that Mr. Smith was sexually
abusing Claudia, but it was none
of her business. She had a job
and she did not want to lose it
for a stupid orphan.
Yes, that girl will be the ruin of
this orphanage, it seems like
every week I have to punish her
for some transgression. But she
must learn to live by the rules of
society before we release her to
the world. It is crueler out there
than it is in here. And good
news, Michael is hiring Sarah as
his housemaid. He will arrange to
pick her up at 10:00 tomorrow,
so make sure she is ready.
I am glad to hear that. Sarah is a
good girl, a little naïve, but she
will do well in the position. Mrs.
Dorsett also knew of what
happened to some of the girls
that left and went to work for
some of Mr. Smith's rich friends.
They might have to do some
things that they do not want to,
but life is tough, especially for
orphans. You have to make
compromises in life. Good night,
Mr. Smith, and Claudia will be
down in fifteen minutes. Mrs.
Dorsett closed the door, picked
up her personal items and went
to tell Claudia of Mr. Smith's
request.
Mrs. Dorsett went into the
dormitory where Claudia lived.
She would not be lucky as Sarah.
Mr. Smith had used her too much,
he would not try to sell her to his
rich friends. They only liked naïve,
virgins. They enjoyed forcing
them to humiliate themselves in
front of others and than taking
their virginity. They did not want
experienced girls, they could
easily buy prostitutes on the
street. Claudia, Mr. Smith wants
you in his office immediately. I
think it has to do with the
disturbance you caused in Mrs.
Johnson's class yesterday. You
must learn to obey or you will
continue to get punished. Mrs.
Dorsett looked at her, feeling
sorry for her, but it was not her
problem.
Claudia got up from the bed
hesitantly. She knew that Mr.
Smith was going to take her
sexually again. He had already
forced her to suck his cock until
he came in her mouth. Last week
he fucked her in her pussy,
taking her virginity as she lay,
naked, bent over the desk, her
legs spread, her ass in the air. He
said that he would take her
asshole next. She could not
believe that anyone would want
to even touch someone's
asshole, let alone put a cock in it.
Her asshole was so tiny, Mr.
Smith's cock so large, she did not
understand how it would fit. She
smoothed her dress down her
legs and walked silently to Mr.
Smith's office and knocked on
the door.
Enter, Claudia, please come in, I
have been expecting you. Mr.
Smith rubbed his cock through
his pants as Claudia came into
the room. Shut the door and lock
in, he ordered her. Claudia was
about the same height as Sarah,
but the resemblance ended
there. Claudia had dirty blonde
hair, very large breasts and
flowing hips. She seemed to be
made for fucking and Mr. Smith
took advantage of that. Mrs.
Johnson told me you were
disruptive in her class yesterday.
I do not want to hear any
excuses. You know the
punishment, a spanking. Mr.
Smith pulled his chair out from
behind the desk, leaving a lot of
room for Claudia to lay her body
over his lap. He patted his lap,
motioning Claudia to assume the
position.
Claudia cringed when she heard
Mr. Smith's command. He hit her
ass hard, making it painful to sit
for a few days, but at least he did
not say he was going to use the
cane. Yes, Sir, as she moved
towards him. She reached the
chair and bent over his lap very
carefully, her head moving down
toward the floor as her ass was
upraised on his lap. She could
feel his hard cock push into her
stomach. She felt his hand move
down on her back and begin to
rub sensuously over her back
and move down towards her ass
as he steadied her body. She felt
his hands gather up her skirt and
begin to pull it up her legs. She
had not expected this and she
cringed at the thought of baring
her body to him again. The skirt
rode up higher until it reached
the top of her corset. His hand
now reached her naked flesh,
moving over her naked legs.
Mr. Smith felt the smooth skin of
Claudia as he slowly uncovered
her body. He pulled the skirt up
higher until he reached her
waist, her lower body only
covered by the one-piece corset
that went from her breasts down
to her pussy. I am afraid this is
not going to work very well. I
want to spank your naked ass, so
please stand up and remove all of
your clothing, Claudia.
Claudia paused, the request
bringing a new fear to her. She
would be naked. She stood up
and did as she was requested,
the dress falling to the floor. She
stood there temporarily and than
began to remove her corset. It
slowly pushed down her body,
her breasts breaking free from
the tight confinement first and
than moving down her stomach
until it pulled down off of her
pussy. She let it fall to the floor,
one hand moving over her naked
breasts, the other over her pussy.
She looked at the floor, not
wanting to look into Mr. Smith's
eyes.
Stand up straight and put your
hands to your sides. You have an
extremely lovely body and I want
to see it. Claudia's hands moved
to the side, revealing her breasts,
standing up with little sag even
with their large size. Her nipples
were large and becoming erect
from the cool air in the room.
Spread your legs open, he
ordered and Claudia's legs began
to part, her pussy lips slowly
opening. He could see the
embarrassment in Claudia's face
and his cock hardened, knowing
that he was humiliating her. You
must not be ashamed of your
body, it is very beautiful and I
love it when it is spread open
before me. Now, let's continue,
back into position.
Claudia bent over Mr. Smith's lap
again, this time her naked
breasts rubbing against his legs,
her hard cock now pushing into
her naked stomach. She felt the
hands return again, this time
caressing her naked flesh. His
hands urgently rubbed over her
naked ass, grabbing the flesh
tightly with his fingers, the skin
turning red. She felt a finger
trace down the crack of her ass
and she tightened her asscheeks,
preventing any further
exploration.
SSSMMMMAAAACCCCKKK, the
sound rang out in the room, the
pain flashing into Claudia's brain
as Mr. Smith spanked her right
ass cheek hard with the flat part
of his hand. He watched as she
tightened her asscheeks again.
His hand returned again, this
time hitting her left cheek, the
noise ringing out into the room.
He heard her gasp in pain as her
ass began to turn red already.
Please, Mr. Smith, that hurts too
bad, I will be good, no more
please, she begged. But she
knew it would do no good. She
could feel his cock jerk against
her stomach after each slap. He
was enjoying this. The blows
hailed down on her ass,
alternating between the right
side and the left, each time
harder. She squirmed on his lap,
the pain intensifying, his cock
jerking hard against her.
Mr. Smith felt her stomach
rubbing against his hard cock as
he continued to spank the
young, naked flesh before him.
The resilient flesh bounced back
each time but continued to
redden as the relentless
spanking lasted long minutes.
Finally he stopped spanking.
Claudia felt relief as the hand
stopped hitting her ass. Tears
were running down her cheeks,
her ass feeling like it was on fire.
She moaned in pain as the hand
rubbed her hot flesh. She felt Mr.
Smith reach over to the table and
pick up a bottle of oil. She
watched out of the corner of her
eye as he opened the bottle and
began to pour it over her naked
cheeks. His hand moved over her
flesh, rubbing the oil into her
skin, soothing the painful flesh.
Relax your cheeks, or the
spanking will continue, he
ordered her. He watched as
Claudia let her ass cheeks go
loose. His fingers moved back
between the cheeks, searching
out the crack in her ass, the baby
oil spreading with his fingertips.
He felt her tense up again as his
fingers neared her naked anus.
This is your last warning, relax
your cheeks and let me have my
way. Claudia relented and the
fingers moved lower and pulled
her cheeks apart.
Claudia began to blush as she felt
the fingers spreading her cheeks
open. She knew that her anus
was now exposed, the cool air
blowing on her exposed flesh.
She felt more oil being poured on
her anus and than cringed as a
finger searched out her most
intimate part. The finger pushed
against her anus and than
suddenly pushed in, spearing her
anus with his finger.
Mr. Smith felt her sphincter grab
onto his finger, squeezing it
tightly. It felt like a vise on it. He
could only imagine what it was
going to feel like when his cock
pushed into her asshole. He
would soon find out, he intended
to fuck her in the ass tonight. He
felt her squirm around on his lap
as his finger pushed deeper into
her anus, entering her rectum.
She tightened again, trapping the
finger deep inside her. Relax, I
am going to loosen up your
asshole with my fingers, than
you are going to take my cock up
your ass. It will hurt a lot worse
unless you cooperate, either way
my cock will be up your asshole
soon.
It felt terrible as his finger
wormed itself into her anus,
pushing her tender flesh aside as
it ruthlessly plunged into her anal
tract. She squirmed on his lap.
She realized that she was
probably giving him great
pleasure, her stomach rubbing
his hard cock as she squirmed,
but she could not lay still as he
fingered her anus. She felt
uncomfortable and full as the
finger pushed in and out of her
anus. She gasped as one finger
became two and her anus had to
stretch wide to receive the cruel
digits. Please, that hurts too
much, she begged as the fingers
now pushed deeper into her
flesh. She felt them stretch her
open, the fingers feeling like tiny
animals crawling inside her,
moving in and out, expanding as
they entered deep inside her,
pulling and stretching her anal
tract as they pulled out. A little
more oil was poured on her anus
and the fingers now pushed in
deeper and began to stroke her
faster, gliding over the oil.
Mr. Smith removed his fingers
from her anus, not before giving
her a rather cruel thrust deep
inside her rectum, his fingers
tearing at her flesh, driving a
scream of pain from her lips.
Stand up, with your back to me.
Claudia stood up and moved in
front of Mr. Smith, her back to
him. Mr. Smith put his hand
hands on her hips and began to
draw her back toward him.
Claudia felt her body being pulled
toward him. His legs pushed
between her, forcing her to
spread them open wider, until
they were open at least three
feet. She moved backward until
she felt his cock push against the
inside of her thighs. It was hard
and erect. She felt the head of his
cock rub against her, his hot
precum rubbing on her thighs.
Mr. Smith pulled Claudia down
toward his lap, her legs spread
wide, her ass cheeks open and
exposed. Now relax your asshole,
Claudia, it will go much easier. He
poured some oil on his cock,
lubricating it for entry into her
tight asshole. He felt her anus
slowly engulf the fat head of his
cock. He felt her body tighten as
her anus slowly began to expand
to accept his cock.
Claudia felt her anus began to
spread open as she was slowly
forced onto the rigid member.
She was slowly being lowered
onto his cock, her own weight
driving her asshole down on his
cock. Please, not in my ass, fuck
my pussy, anything but that, she
cried, hoping that her words
would excite him, anything to
escape the hard cock forcing her
anus open. She felt the urgent
hands lower her further down
on the cock. She cried out in pain
as her anus stretched wide and
engulfed the head of his cock.
She felt her sphincter grip it
tightly and she held her body still,
anything to stop the pain. Don't
move, it hurts too much, she
cried out, tears running down
her face as she was forced to
fuck her asshole down on his
cock.
Mr. Smith allowed Claudia to
pause, it felt good, her asshole
gripping his cock. She was half
sitting, half standing, her tiny
anus spread wide over his cock.
Only the head was in her ass, he
still had six inches of cock to
push deep into her colon. He
stroked her flesh, his hands
running over her hips as he
began to push her back down on
his cock. He wanted to feel the
heat of her asshole as it sucked
in his cock. Now deeper, I want
your asshole to take my cock all
the way in. Don't stop until you
are sitting on my cock, buried
deep inside your asshole.
Claudia cried as she felt her body
being maneuvered. Hands
pushed her down on the cock as
her asshole felt like a spear was
being forced into her tender,
young flesh. She could feel every
ridge and bump on his cock as
he pulled her down, than back
up and than down again, this
time deeper. It felt like her skin
was tearing as she was forced to
spread open. She felt the
wetness, not sure if it was the oil
or was her blood. Claudia
screamed as the cock pushed
deep inside her, each time she
was pushed down further onto
his cock until finally she was
sitting on his lap, his cock deeply
embedded in her colon. Please,
be still, it hurts so bad, don't
move. It felt better when he did
not move. She did not like the
cock in her asshole, but it was
less painful than if he took it out.
Mr. Smith felt Claudia's asshole
massaging his cock as it was
sucked into her hot flesh. Her
sphincter kept trying to push the
cock out, giving him pleasure as
it tightened on his cock. He felt
her body trembling as his hand
reached around her and grabbed
at her breasts. His fingers sought
out her nipples, pulling and
twisting them, forcing them to
get harder. She began to twist on
his lap, trying to escape the cruel
fingers biting into her tender
nipples. His hips pushed up,
forcing his cock further into her
asshole, the pain alternating
between her nipples and her
asshole. Time to fuck me with
your asshole, Claudia. Do a good
job or it will be the cane.
Claudia cringed at his command.
He wanted her to fuck his cock
with her asshole. This would hurt
immensely. If she did not, she
would be caned, and even than
she would probably be fucked up
the ass in the end. Claudia
grimaced and began to pull up
her hips, his cock slowly slipping
from her asshole. It felt strange
as the cock was pulled from her
asshole, it feeling empty as it
pulled out. She moved up until
only her sphincter grabbed the
head. She felt Mr. Smith's hands
on her hips and she knew he
wanted to force her down on his
cock again. She wanted to move
down slowly, he wanted hard.
Mr. Smith pulled Claudia down,
his cock again gripped tightly as
it was pulled inside her anal tract.
He pushed down on her hips
hard, forcing his cock in hard
and fast. A scream burst from
Claudia's mouth, but that only
made his cock harder as he
ripped into her virgin anal tract.
He forced her down until he was
fully embedded inside of her, his
cock jerking in pleasure. Up
again, pull your asshole from my
cock, he ordered, his hands
urging her hips back up again.
Claudia felt the hands pull her up
than force her back down hard
onto his cock, spearing into her
flesh. Her asshole was continually
buffeted by the cruel cock,
spreading her open, her body
fighting to keep the cock out. His
cock moved faster and faster into
her flesh, his hands pulling and
pushing her up and down on his
cock. She could feel the hands
becoming more urgent as he
began to raise his hips up on
each stroke, driving his cock
deeper and deeper into her
body. He moved faster and faster
until she felt his cock begin to
get bigger, a fresh batch of pain
bursting into her body as he
stretched her colon. He pulled her
down suddenly onto his cock,
forcing all of her weight down
until he was as deep inside of
her as possible. She felt his cock
jerk and than felt the hot cum
shoot deep inside of her colon.
She began to cry, the humiliation
overtaking her as she was used
as a receptacle for his cum. She
could not believe that her body
could be used in such a perverse
way, her asshole forced to
masturbate his cock, just like her
pussy did. Another shot of hot
cum filled her colon, his cock
pulsing in her anal tract as his
cum filled her.
Mr. Smith's cock shot inside of
her, filling her with his hot cum.
He felt her asshole gripping his
cock as he climaxed inside this
young beauty, her ass sitting on
his cock, seeing her anus spread
tightly around his flesh as he
emptied his balls inside her. He
allowed Claudia to slump down
on, her asshole still gripping his
cock as it began to shrink. Pull off
of my cock, he ordered her, his
hands pulling her hips up. He
watched as she slowly rose from
his lap, his cock slowly pulling
from her anus, now red and
swollen from the fucking it
received. He heard a pop as his
head slowly pulled out, cum
leaking from her anus, still open
and swollen as he pushed her
forward. He pushed her off of
him. Get dressed and go to your
room, and next time behave in
class. He got up and left Claudia
in the room, still naked, his cum
running from her asshole, down
her thighs. Her tear stained face
looked at him as he left the room.
