Chronicles of a Neighbourhood Babysitter Chapter 7
by Steam Train

copyright 2006 by Steam Train, all rights reserved 
steam_t2000@yahoo.com

* * * * *
This work is intended for ADULTS ONLY.  It contains 
depictions of sexual activity involving minors. If you are
not of a legal age in your locality to view such material or
if such  material does not appeal to you, do not read
further, and do not save this story.
* * * * *


Chapter: 7 JENNIFER DAILEY AGED 13


The previous year when Jennifer was twelve years old she had
received a bare naked spanking from her mother in front of
four of her sister Caitlin's friends, Chelsea Horden, Helen
Foy, Michaela Grace and Terri Walker

Terri Walker even though she was only ten years old at the
time had somehow already learnt a lot about influence and
using people. She offered to keep her silence about
Jennifers humiliating spanking at a price. She would not
tell any of the boys Jennifer dominated and punished whilst
babysitting about how Jennifer was herself punished as long
as Jennifer agreed to a set of conditions.

The conditions that Terri Walker forced on Jennifer were
that Jennifer would have to tell Terri all the details of
all her babysitting conquests. She wanted Jennifer to try
and get all her babysitting charges naked. Then tell her all
about them, maybe even invite Terri over to witness the
event some times if that was possible. If Terri wished,
Jennifer would also have to submit to Terri in private and
be punished by Terri just like she punished her babysitting
charges.

So it came to pass from a very early stage in Jennifers
babysitting career that she was a cocktease to all the boys
and a tormentor of her charges but the table was completely
turned when it came to Terri Walker. What the boyfriends
were unable to get Terri had open access too if she wished!

Thankfully for Jennifer in the first year after witnessing
her spanking Terri was satisfied in just hearing the tales
of conquest from Jennifer and on four or five occasions
accompanied Jennifer to her babysitting duties and
witnessing first hand Jennifers babysitting techniques.

This changed dramatically after the episope with the Shaw-
Davis family. Terri who was now 11 years of age seemed to
find the whole account of Mat then Rebecca's stripping and
punishment totally erotic and arousing. So much so that when
Jennifer had finished her detailed description of the naked
Shaw-Davis children Terri instructed Jennifer that this time
she wanted Jennifer to join her in a meeting of a special
secret girls group that Terri ran called 'Le Femme Chics'.

As part of her initiation into 'Le Femme Chics' Jennifer
would be required to strip naked before Terri and the other
members and submit to being punished just like Jennifer had
herself punished Mat and Rebecca.

Jennifer was totally taken aback by this request from Terri.
For the past year she had been the dominant one, the one in
total control. Now with that single sentence Jennifer's
whole world was reeling.

Suddenly she was experiencing domination from the other
side. She had the feelings of fear and apprehension that all
her charges experienced when she took control of them.

Jennifer's resolve however did not prove hard for Terri to
break. Jennifer put up far less resistance than Rebecca had
done to Jennifer's demands only days ago. Just like most of
her charges she was soon begging for mercy and a
reconsideration of Terri's demands.

Just like Jennifer's attitude with all her charges, Terri
Walker proved unmovable, insisting Jennifer strip totally
naked immediately and undergo her initiation or Terri would
be forced to tell everyone, especially Jennifer's baby
sitting charges about the Daily household discipline regime.

Faced with the inevitable consequences of not agreeing to
Terri's request and only too aware that she had often told
Terri all about how she dealt with her victims if they did
not cooperate, Jennifer humiliatingly capitulated and agreed
to be initiated into 'Le Femme Chics'

Terri ordered Jennifer to follow her down stairs to the
lounge room. "Do exactly as you are ordered, or you will be
over my lap for a spanking session. Understand?' Terri said.

"Yes" Jennifer replied meekly.

"Oh that reminds me girl. When you in a meeting of the 'Le
Femme Chics' or are naked before me or being punished you
refer to me as Mistress on all occasions. Other times, Terri
is ok" Terri informed the again blushing girl.

"Yes ….. Mistress" the now totally humiliated and submissive
Jennifer replied.

Jennifer followed the smirking Terri down stairs from
Terri's bedroom and into the lounge room of the Walker
house.

"Girls, welcome our latest initiate Jennifer Dailey"
Jennifer heard Terri announce to some one in the lounge room
as she walked in. Soon Jennifer followed Terri into the
lounge room, mustering all her will power to stop herself
from running away.

Jennifer gasped as she saw a group of girls sitting in a
circle on the lounge room floor. There were smiles and
smirks on the faces of most of these girls when they saw
Jennifer walk in.

There sitting on the floor were her sisters 11 year old
friends from 6th grade, Chelsea Horden, Helen Foy and
Michaela Grace along with a 12 year old girl from the 7th
grade Amanda Hermann who was the younger sister of her ex
boyfriend Nicholas Hermann and a 13 year old girl from her
own grade, Sarah Roberts. If this was not a big enough shock
to Jennifer it was the identity of the sixth person sitting
in the circle that caused Jennifer to drop her jaw and stare
in amazement.

Her sister Caitlin was sitting there with a huge grin across
her face obviously enjoying her sister's embarrassment.

"Right Jennifer, go stand in the middle of the circle facing
me and remove all your clothing" Terri callously ordered.

This bought a giggle from some of the girls and a huge blush
from Jennifer.

As instructed Jennifer reluctantly moved into the centre of
the circle and began to undress. First she kicked off her
sneakers. Jennifer was blushing and embarrassed to even
remove these simple items, items which other people
regularly saw her not wearing. 

Jennifer looked over at Terri; she had a huge grin on her
face. Oh how she wanted to smash that smirk off her
conceited face, but for the first time in her recent life
she was powerless to do so!

Jennifer knew she could expect no mercy from Terri, that
grin told it all. She hadn't displayed any mercy during her
domination and humiliation of the boys and girls she babysat
and now Terri was going to ensure she experienced the same
treatment 

Jennifer trembled with nervous apprehension as she bent over
and lifted one foot then the other removing her light blue
socks. 

Jennifer had slender ankles and pretty feet. 

"Hurry up you're stalling. Get moving or you'll get the
worst bare naked spanking of your life" Terri warned.

Jennifer unbuttoned her soft pink shirt and slid it off her
body. Her face was red with shame as she stood in her jeans
and pink AA bra. Though her breasts were basically still non
existent her erect nipples were silhouetted against the thin
silk bra. 

"Take your jeans off next" Terri ordered.

"No Terri, please don't make me do this" Jennifer in her
humiliation and embarrassment pleaded again.

When she received no reply to her plea except an impatient
stare and body stance from Terri, the now gently sobbing
Jennifer unbuckled her jeans, unable to postpone her fate
any longer.

Jennifer pulled her jeans down around her ankles and stepped
out of them. Her pink flowered panties barely hid her
secrets.

As Jennifer straightened up, her lips were trembling and she
couldn't meet the gaze of the still smiling Terri Walker or
any of the other girls in the club. 

Though what she was wearing was as much as she wore at the
beach on this occasion Jennifer felt almost naked.

"Good, now remove your tiny pink bra and let's get a good
look at those little tits of yours," Terri ordered.

Jennifer was by now openly sobbing. Her shoulders shook as
she reached back and unhooked her bra. She initially went to
place her hands over the tiny cups then realizing that
covering up would earn her the wrath of her tormentor and
possibly further punishment she let her pretty pink AA size
bra fall to the floor and forced her hands down by her
sides.

Terri and the other girl's eyes focused on Jennifer's still
small, almost flat breasts which were dominated by her erect
pink nipples 

"Put your hands on your head," Terri ordered, "from the
stories you have told me you should be familiar with that
position."

Trembling and with tears pouring from her eyes Jennifer
obeyed and Terri moved in front of Jennifer and felt
Jennifer's flat breasts with her smooth silky hands. Terri
might only have been 11 years old but somehow she knew
exactly what to do. Jennifer wondered if all the other girls
in the circle had suffered similar humiliation at the hands
of Terri Walker!

Terri slowly circled Jennifer's erect nipples with her
thumbs as Jennifer blushed an even reddened shade of shame.

"I'm going to finish undressing you" Terri informed the
mortified Jennifer.

Terri then grasped the waistband of Jennifer's pink flowered
panties and as Jennifer shut her eyes and let out a moan of
humiliation, Terri yanked them down to Jennifer's knees,
revealing a sparse growth of golden brown hair that barely
fringed her slit. Jennifer's pink puffy lips clearly showed
through the thin strands of hair. 

Terri knelt in front of Jennifer and lifted first one of her
bare feet, then the other as she removed Jennifer's panties. 

Terri's eyes were now barely inches away from Jennifer's
slit. Unable to resist any longer Terri reached out and
easily pushing through the sparse pubic hairs parted
Jennifer's pussy lips and poked her forefinger into her
virgin slit. 

Jennifer gasped at this forced intrusion into her most
private and intimate of parts.

Then just as quick Terri removed her finger and stood back
up.

"There will be plenty of time to explore in there later. For
now turn around and let me see your ass" Terri ordered the
red-faced 13 year old teenager.

Slowly Jennifer turned, revealing her perfectly shaped
buttocks.

"Nice and white, but by the time I have finished with you
today it is going to be very red, very, very red and sore"
Terri informed the now petrified Jennifer.

"Right stand straight and keep your hands on your head'
Terri ordered,"I want to inspect your body."

Terri moved immediately to Jennifer's pussy and Jennifer was
soon moaning and wiggling around in front of the assembled
girls as Terri with some practised skill again pushed her
fingers in and out of Jennifer's pussy.

Terri soon located Jennifer's virgin clitoris and was soon
pulling, poking and stroking Jennifer, quickly stimulating
her clitoris and greatly arousing Jennifer's whole body.

The naked teen was soon bouncing up and down, as Terri
placed one finger in Jennifer's cunt and one in her ass. She
continued to push them in and out, doing her best to make
Jennifer cum. Jennifer responded to her building arousal by
moaning and gasping as Terri's fingers touched first one
erogenous area, then another. Finally with her head thrown
back, her heart pounding and gasping for air Jennifer was
expertly masturbated to her first public climax by Terri.

This first climax was not however anywhere near enough for
the now very aroused Terri Waker. From a shoe box she
produced a thick adult sized dildo. Again Jennifer was
amazed how an 11 year old knew so much about sex and sex
equipment. The dildo was made of clear Perspex and had two
balls as a handle grip. In a few moments she would push the
dildo into Jennifer's ass.

"Lie down on the floor where the towel is laid out" Terri
ordered.

Slowly and reluctantly Jennifer followed orders.

"Now lie on you tummy and push your but up into the air"

Terri opened a tube of lube from the shoe box and rubbed
some on the dildo then she lubricated Jennifer's asshole.

Jennifer was screaming out for Terri to stop but Terri
ignored the protests and guided the dildo into Jennifer's
ass crack. Jennifer screamed a different tune as the adult
sized dildo cock pushed against her well lubed sphincter
before it broke through and thrust up inside her virgin ass.

Jennifer was sweating; the dildo cock was hurting her. She
was soon screaming at the top of her voice and bawling out
loud as Terri pushed ever deeper into Jennifer with the
dildo.

Soon Jennifer was crying profusely as Terri moved faster and
faster in and out with the dildo. Jennifer was soon a mess
covered in a lather of sweat from fear and exertion.

Every orifice in Jennifer's body had been penetrated either
by fingers or a dildo, though technically she remained a
virgin as none of Terri's fingers had penetrated Jennifer's
vagina that deeply that her hymen had been breached.

Finally after Jennifer had had her second climax in a matter
of minutes Terri withdrew the dildo but if Jennifer had any
thoughts that her ordeal was over she soon discovered
otherwise. 

Terri presented the brown faeces stained dildo to Jennifer's
mouth and ordered her to lick it clean. Jennifer gagged as
she smelt the filth on the dildo. Only with a supreme effort
and enormous willpower did Jennifer begin to lick the rim of
the dildo slowly clean, dry reaching between licks.

When Terri had last seen Jennifer naked the then 12 year old
had only gentle swellings that hinted of the breasts to
come. At that time her nipples were perky and pink, her
areolas, slightly lighter, looked puffy and swollen and
Jennifer had not even the hint of hair to mark her
developing sexual maturity between her legs.

The twelve months since then had not improved Jennifer's
breast development much; just a slight swelling of breast
had grown in that time. Her nipples however showed clear
evidence of maturing and in their current aroused state were
very prominent. 

Between her legs however things had happened. From having no
sign of any pubic hair, Jennifer now had a sparse fringe of
golden brown hair. It was certainly not the thick bush some
12 and 13 year old girls already had by that age and it
didn't even cover her slit and pink puffy lips yet Jennifer
was very proud of this growth. With her lack of breasts she
could easily be mistaken for a little girl but the sparse
pubic hairs were proof positive that she was a young lady
not a little girl.

As well in the last six months she had started her periods.
A sure sign she was a woman not a girl.

Shaving off the pubic hair of any of her victims who were
old enough to have any was a favourite pleasure of Jennifer
now to her horror Terri turned the tables on her!

Removing a pair of scissors from the box, Terri commanded,
"Take these scissors and trim your pubes while we watch"
then added, "You can then shave off what you can't get with
the scissors."

Jennifer took the scissors in her hand and for the briefest
of moments thought about threatening to stab Terri with them
unless she allowed her to go.

The thought was impossible. Terri would tell all her secrets
to everyone and now she knew a lot more detail to add to her
original stock of knowledge.

She was defeated and she knew it. Terri knew it too!

Jennifer started clipping her sparse pubic hair with the
scissors in front of the giggling and smiling group of
girls. As she did so she was again sobbing as she carefully
cut her precious pubic hairs back to stubble.

When all the hair had been trimmed as short as possible with
the scissors Terri took the scissors and placed them back in
the box and then gave Jennifer a hand towel, disposable
razor and a can of shaving cream. 

"You have to shave it all off, every last hair. I want you
as bald as a little girl" Terri informed the blushing
Jennifer.

Jennifer in abject misery did a thorough job with the razor.

When she was finished Terri surveyed Jennifer's handy work
and thought to herself how Jennifer with her flat chest and
bald pubic region really looked like a little girl.

Jennifer just lay there on the floor crying like a baby in
front of everyone as she lamented the loss of her pubic
hair, her most prized outward sign of maturity.

The rest on the floor was only very short for the naked
thirteen year old as Terri soon ordered Jennifer to get into
a position with her legs spread wide apart on the floor. 

Terri then made Jennifer reached down and pull her pink
pussy lips wide open for Terri to undertake a detailed
inspection of Jennifer's most private parts. 

The assembled girls focused their attention on the scene
splayed open in front of them. Jennifer's delicate pink
labia led into a still immature but well developed pussy
with an average size clit.

Terri smiled as she again poked her finger inside Jennifer's
vagina and poked around. Jennifer moaned as Terri very
expertly for an 11 year old fondled her pussy, Jennifer's
aroused clit which grew rigid under Terri's finger
ministrations. 

As Terri was carrying out this additional inspection
Jennifer laid on the floor with her eyes closed, crying in
front of her tormentor. 

Jennifer opened her eyes when she felt Terri stop fingering
her and gasped as she saw her tormentor pick up the dildo
and lube it again.

"Please no," Jennifer begged as Terri moved the dildo cock
into place between Jennifer's widely spread legs whilst
Jennifer was made to continue pulling her pussy wide open
with her fingers to allow the dildo to thrust up inside her
exposed vagina.

"No" Jennifer screamed out as the rigid adult sized dildo
penis pushed against her unbroken hymen. Then Jennifer
screamed as the thin membrane tore. A trickle of blood ran
out of her as Terri plunged the dildo up and down inside
Jennifer's vagina.

To Jennifer's surprise the movement of the dildo in Terri's
hands was starting to feel good. Soon she was unable to stop
herself and began to move up and down with the rhythm of the
dildo

Terri Walker watched Jennifer's erotic movement's with great
satisfaction knowing that she had deflowered yet another
girl, taking her total now to seven!

At this stage Jennifer only suspected, but since the 5th
grade Terri Walker had slowly built up her own private
cohort of girls who she had total sexual domination over and
called them 'Le Femme Chics'. After her own deflowering
Jennifer was about to join the other girls in total sexual
subservience to their young mistress.

There was one final indignation in Jennifer's transformation
from the dominant to the dominated. Her spanking!

Terri bought a dining chair into the circle and ordered
Jennifer over her lap. Slowly Jennifer positioned herself
face down, bottom up on Terri's lap giving Terri a perfect
view of Jennifer's tight perfectly proportioned lily white
round ass. 

Terri admired the tan line that separated the exposed and
covered skin from when Jennifer had worn her bathing suit in
the privacy of her back yard pool. Jennifer's legs, torso
and arms were nicely tanned, in contrast to the white skin
below the bikini tan line marks that ran across her ass
making Jennifer look even sexier.

Terri examined Jennifer's perfect ass that lay before her
eyes with its cute little dimples and wondered how long it
would take once she started spanking to turn those pretty
butt cheeks crimson?

Jennifer's tormentor softly rubbed her fingers along
Jennifer's butt crack. It felt nice and cool to Terri's
touch but she knew her bottom wouldn't feel that cool for
much longer.

Draped over Terri's lap, Jennifer's feet were not touching
the ground. Terri held Jennifer's back with her left hand
and reached over with her right hand to Sarah Roberts who
handed Terri a professional slave punishment paddle. It was
made of U.V. stabilised polymers and had small perforation
holes through its surface ensuring minimal wind resistance
and that the maximum impact velocity could be achieved.

Terri raised the paddle in her right hand and started
spanking Jennifer. 

To Jennifer's total humiliation and the amusement of Terri
and the girls, Jennifer started shrieking after the very
first smack. She was proving to be a real woos compared to
all the children she herself had disciplined, nearly all of
whom could hold their emotions in for longer than the first
smack.

Terri loved how the early strokes with the paddle made solid
red marks across Jennifer's pale butt cheeks which gradually
merged into a nice red glow all over. As Terri continued to
reign down stroke after stroke Jennifer continued to yell
and plead just like her own charges had done and also just
like Jennifer had done to them in the past, Terri Walker now
just smiled and enjoyed Jennifer's suffering. 

Soon Jennifer was crying and as the spanking continued
unabated she was soon bawling like a baby whilst kicking her
feet and bucking her bottom around giving the assembled
girls an intimate view between her legs. Terri however had
her firmly pinned down with her left hand and kept up the
relentless stream of strokes to Jennifer's now very cherry
red bottom. 

When Terri finally let Jennifer up she started hopping up
and down rubbing her burning, very sore, crimson red bottom.
Jennifer put on quite a show, much more so than most of her
own young charges who she had relentlessly smacked herself.
Any thought of modesty or dignity was completely forgotten
by Jennifer as she franticly danced around in front of her
amused tormentors.


End Chapter 7