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July 26, 2018

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July 26, 2018

748 Views

The New Babysitter

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My name is Mark and I had been out, spending the Saturday night at my
friend Paul's house.

My parents had decreed that once I was in high school I would not need a
babysitter, so for the last month since school went back and I had started
high school I had felt very mature. I had also hoped that I would also be
put in charge of my 8th grade brother and 7th grade sister but alas it did
not happen, my parents informing me that my often errant and immature
behaviour did not warrant such responsibilities. Thus Heather Ryan a 14
years old like myself and also like me a ninth grade high school freshman
at our local high school had been employed this weekend to babysit Brett
and Rachael whilst mum and dad spent Saturday night away with friends.

I got home two hours later than I had been instructed by my mom, I didn't
want to be there when Heather was still there! I expected to be yelled at,
like was normal when I did even the smallest little thing wrong, but when I
got home my mom was otherwise engaged with my brother and sister and so my
lateness was overlooked.

My brother Brett and my sister Rachael were both complaining bitterly to my
mom about their new babysitter!

Very quickly I found myself wishing that I hadn't even stayed the night at
Paul's let alone come home late.

If I had been at home and not at Paul's house, Heather would not have been
babysitting me, as is have already explained my parents had explained that
fact that I was no longer babysat to Heather, Rachael and Brett when
finalising her appointment last week. It was however made very clear to
Heather and myself by my parents that whilst I was not being babysat by
Heather, I was to give her full cooperation and follow any requests she may
make of me to assist her around the house or in babysitting my siblings!

As it turned out I got the invite over to Paul's and feeling embarrassed
that Heather was in charge of the house, I decided to get out of there
whilst Heather babysat Brett and Rachael.

What Brett and Rachael were complaining about to my parents was the way
Heather had disciplined them.

Both asserted that it was not the fact that she had spanked them, after all
my parents still spanked the three of us if we misbehaved. In fact my
parents had clearly outlined to Heather and the three of us when finalising
her appointment that she had spanking rights as part of her babysitting
responsibility towards Brett and Rachael. It was the way she did it to
Brett and Rachael that had totally upset them!

My siblings like myself were not angels, often our parents had called us
immature bully's. We often took chances and occasionally all three of us
had been known to do stupid and even dangerous things; sometimes we were
even actively disobedient. The punishments our parents inflicted upon the
three of us varied depending on the severity of the crime and the wider
consequences of our misbehaving actions. Sometimes it only involved the
loss of a privilege but sometimes it did involve a spanking, even for my
sister. There was no discrimination due to sex by my parents! The spankings
administered by my parents always indicated to me and I am sure my siblings
that it was a necessary but unpleasant and reluctant task for them to
perform. Although I would never admit it to my parents, they were never
that severe that I or my siblings were reduced to tears!

Rachael and Brett were complaining that unlike our parents they sensed that
Heather relished punishing them.

Rachael complained that Heather had not cared a bit for the dignity or
self-respect of Brett or herself and had enthusiastically stripped both of
them naked in front of each other, causing them extreme humiliation and
embarrassment before spanking them 'bare' as Heather had apparently termed
it.

Brett supported Rachael's comments which was very rare as usually they
could not agree on anything! He said Heather lacked a sense of when to stop
like mom and dad did and had ruthlessly continued to spank both of them
till they had broken and cried. He complained bitterly that Heather had
enjoyed inflicting this added misery and humiliation.

My ears burned and my interest was ignited when both Rachael and Brett went
on to explain that when Heather stripped them of all their clothes before
dragging them over her lap and pounding their buttocks she had mocked both
of them for not being 'developed' seventh and eighth graders for their 12
and 13 years of age! She had also apparently taken that opportunity
according to Rachael to boast to them that she on the other hand had had
breasts and pubic hair by the age of 11!

I was greatly interested in Heathers comments about her own early
development as at school she was a real 'cocktease' but to the best of my
knowledge none of my fellow 'jock' colleagues had ever managed to even get
to first base with her!

My mind also began to wonder did her comments about my siblings mean that
they had not yet started puberty, or that they had started but were not as
developed as she had expected?

I had not seen my siblings naked for many years nor had they seen me, but I
had noticed for some months that Rachael had sprouted small breasts but
boys at Brett and my age are less obvious unless we are near naked or
totally naked. Not having seen Brett in briefs or naked for many years, I
had no idea about my brothers development either!

I found myself really regretting I had not stayed at home, being exempt
from having to be babysat would have given me the opportunity to see Brett
and Rachael stark naked and totally humiliated as they were spanked by my
classmate Heather! In fact as I listened, I realised that if I had chosen
to stay at home I might even have been able to assist Heather in
disciplining my siblings. After all, I had been made, by my parents, to
promise Heather full cooperation and obedience in following any requests
she may make of me!

Yeah I know they are my brother and sister and I shouldn't be gloating over
them being spanked and stark naked but all three of us as I have said are
anything but angels and the truth be told we are constantly fighting and
trying to embarrass each other and get each other in trouble, it adds a
certain excitement to our boring lives! I know both mom and dad are really
frustrated with our behaviour, attitude and lack of help around the house
but still I was taken aback by moms reaction to Brett and Rachael's
complaints!

Mom was not at all sympathetic to any of their complaints. She informed my
siblings in no uncertain terms that on their return home, Heather had
briefed my father and her about their behaviour and had openly told my
parents about the methods she had used to discipline them.

My mom then went on to inform Brett and Rachael that Heather believed very
strongly that physical discipline was essential and that it had a far
longer effect on the recipients if it was combined with humiliation and
embarrassment. Mom totally dismissed their emphatic complaints about the
fact that they had been stripped naked in front of each other, saying that
she agreed with Heather's sentiment that there was no place within the
wider family and close friends for such modesty and the fact that they were
so upset only confirmed to her that Heather's methods had had a more
lasting effect than the spankings or other punishments that dad or her had
been delivering over the last few years.

Then the real bombshell fell for Brett and Rachael!

I could see them both turn pale with fear as mom informed them that dad and
her were in fact so impressed by Heather taking control of their behaviour
that they had appointed her the designated family spanker until further
notice. Any future spankings would be delivered by Heather who lived nearby
and was a simple mobile phone call away!

I thought I had lost the opportunity to see my siblings stripped naked and
spanked but no!

In fact I was still gloating over that fact when fortune shone even more in
my favour.

Rachael and then Brett both made the mistake of not accepting the new
household order, with Rachael telling mom to her face that she refused to
have Heather as her spanker and Brett emboldened by Rachael supporting her
defiance and both of them telling mom very directly where she could go!

The fact I was standing there observing all the carry on seemed to matter
neither to mom or my siblings. Whilst I was still concocting in my head my
words of support for mom, in my desperation to see my siblings stripped and
punished, mom took her mobile out of her pocket and rang Heather. Brett
tried desperately to stop her but to no avail and soon mom had hung up and
Heather was on the way back over to administer the first of Brett and
Rachael's new punishment sessions.

Dad came in from the backyard at that time and he and mom ordered my
siblings into separate corners of the room as mom and dad sat down and
waited whilst I not wanting to miss a second of the action took a seat on
the long lounge and also waited full of excitement for the few minutes till
Heather knocked on the front door.

Dad made me get up and answer the door! I was just getting comfortable and
I was about to tell him to do it, but ..... hey whatever I decided .... the
sooner Heather was inside the sooner my fun would begin at the expense of
Rachael and Brett.

"Hey Mark, missed you last night" Heather said as I opened the door for
her.

I blushed and Heather noticed. I hate how my body betrays me sometimes, it
is not good for a cool 'jock' to show he blushes so easily at a girls
comment! Since the seventh grade I have been considered as part of the
'jocks'. The jocks are not a gang as such but still we hang out together
and although I have never been a leader of the jocks, just a follower, It
still gives me prestige and kudos with the girls and the other guys in my
grade.

Keeping up the appearances of being a jock has often been the cause of many
of my spankings. If you're a jock you always have to behave tough around
your peers, often mocking and bullying the geeks and smaller guys in your
grade and the grades below. Sometimes I have been caught and punished for
this bullying!

Being one of the young 'freshmen' at my new high school has temporarily
curtailed my influence and that of other ninth grade jocks as well,
especially since one of our jock leaders Jalal Williams found himself naked
and tied to one of the goal posts on the training field by a group of high
school juniors. Now 14 year old Jalal well and truly upheld the reputation
for African Americans being well hung but still, since his humiliation and
embarrassment Jalal's position as probably our grade jock leader has not
been as accepted by the other leading jocks. I guess you can't suffer such
a naked humiliation no matter how well hung you are and manage to keep all
of your power, prestige, influence and credibility intact!

I was mortified and had blushed profusely when my parents revealed to
Heather on her first visit as they were interviewing her for the position
of babysitter to Brett and Rachel that as well as spanking my two siblings
my parents still gave me over the knee spankings from time to time when
they believed by behaviour warranted it.

Heather had smiled knowingly at me and immediately told my parents that she
was glad to hear I was still spanked and how she believed that at our age
of fourteen nearly all girls were much more mature mentally and often
physically than boys.

I know I was ever so glad that I was now exempt from being babysat by her,
that smile told me then and there that she would have liked nothing better
than to dominate me just as she had gone on to do to my brother and
sister. My fellow jocks at school would probably have dropped me if it was
discovered a girl in my class was babysitting me and even the geeks would
have laughed me out of school if she had ever been allowed to spank me.
Still I lived in fear that she would tell her friends at school that I was
still spanked OTK by my parents! If word of that spread my days as a jock
were very limited!

Heather wasted little time in getting down to the business of punishing
Brett and Rachael. After a few brief pleasantries with my parents, who
remained seated in their lounge chairs, Heather walked over first to
Rachael, grabbed her by the ear and pulled her out of her corner and over
to Brett where she grabbed his ear as well with her other hand and then
forced both of them into the centre of the room.

Whilst Heather was doing this, I went back to where I had been sitting and
took up position to experience the unexpected opportunity of watching my
brother and sister publicly humiliated by being stripped naked and
spanked. My fear was that my parents or possibly even Heather might ask me
to leave the room but neither of my parents said anything though I did
notice Heather looking at me momentarily as I sat down to watch.

Heather's attention was soon back on Rachael and Brett as she sternly
reprimanded them for their disrespect and continuing misbehaviour. Whilst
still talking she lifted Rachael's tee shirt up and over her head despite
Rachael's pathetic pleas and promises to be a good girl in the future,
exposing her predominately white training bra to my sight for the first
time. It had white cups with dark pink edging and three hearts embroidered
on the left cup. Through her training bra her breasts were noticeable but
not very large. Soon Heather had Rachael's shoes and shorts off exposing a
matching pair of predominately white panties with the pink edging and
hearts.

I was glad I was sitting down and that my shorts were baggy as I felt an
uncontrollable swelling!

Heather then turned to Brett and proceeded to remove his tee shirt, making
him lift his arms into the air as he too,pleaded and whined for her not to
do this, giving me a great look at his hairless arm pits. I was relieved he
had no hair there, as I was a year older and had yet to get any pit hair
myself! I certainly didn't want my siblings let alone Heather finding that
out, it didn't go with the image of a jock!

Brett's shorts were soon dispatched down his still hairless legs revealing
his blue plaid boxers. I was still none the wiser how developed or
otherwise Brett was as his boxers covered any sign of a bulge and anything
else I was interested in seeing.

Heather was not waisting any time in stripping my brother and sister naked
yet still I wanted her go go even quicker, I urgently wanted to get the
opportunity of seeing Rachael and Brett naked and then spanked and the
throbbing erection between my legs was urging haste!

Both Rachael and Brett were still pathetically appealing to mom and dad to
stop Heather from stripping them but to my great relief there was no
sympathy there, dad told then to stop complaining and take the punishment
they deserved.

When Heather walked behind Rachael and began to unclip her training bra, I
took the opportunity to adjust my swelling tackle whilst I thought no one
was looking but Rachael took a new tack and pleaded to mom not to let her
be naked in front of me, shifting all eyes momentarily to me just as I was
playing with myself!

Heather smiled evilly and my parents looked disgusted!

Rachael said it was unfair that I should be allowed to just sit there
playing with myself and gloating at her and Brett when I too had been
naughty. The bitch! She even reminded my parents that I had come home two
hours late! My loving brother who never agrees with his sister of course
agreed wholeheartedly with her on this.

Before my parents could respond, fearing that I would be sent out of the
room, just as all was about to be revealed, I boldly stated, quoting my
parents, "that both of them knew that Heather, mom and dad all strongly
believed that a spanking was far more effective if it was combined with the
humiliation and embarrassment of being naked in front of each other, the
wider family and even close friends and so there was no place for modesty
on their part whilst being punished today. The bigger the audience the
better" I boldly stated.

I looked over at my mom and dad to get their response when to my surprise I
felt a sharp pain in my left ear and looking up, there was Heather pulling
on it, forcing me out of my seat.

"Two hour late, Mark?"

Heather was going to evict me from the room, I just knew it, opportunity
lost again!

"Time got away at Paul's, but it's no big deal"

"Yes it is" my sister blurted out, "Heather made us tidy our rooms like mom
and dad ordered and that was why you were supposed to be back earlier so
you could do your room"

Great I though, I will be sent to tidy my room which will take hours and I
will miss all the action here in the living room.

But that was not to happen!

Heather dragged me by the ear to the centre of the room, not out of the
room. "You disobeyed your parents Mark, just like Brett and Rachael, so you
can join them instead of sitting there playing with yourself and gloating
over their punishment!"

"You're not my babysitter" I blushingly reminded Heather.

"No I am not, but I am the newly appointed official family disciplinarian
and correct me if I am wrong Mark, but you are part of this family, correct
...... "

I blushed even more profusely, how I hate that!

In my head long desire to see my siblings stripped and punished I had not
taken into account the implications on me, of Heather's new position as
family disciplinarian!

When I did not respond Heather asked " Well ...."

"Ummmm yeah I am part of this family, but I'm in high school like you and
more mature so like with babysitting its different" I pleaded.

"Cut the crap Mark, you're part of the family, boys our age are not as
mature all round as girls and you need to be punished for not obeying your
parents just like Brett and Rachael. I am sure you're parents agree?"

With that Heather turned towards mom and dad who both enthusiastically
agreed,sealing my doom!

Despite their own predicament Brett and Rachael both had smirks on their
faces due to my new found situation.

That situation soon got worse as Heather began to take off my tee shirt. To
my utter humiliation and very unjock like, I begged and pleaded just like
my siblings had done for Heather not to do this.  My pathetic pleading had
no more effect than their pleading had had!

Heather made me lift my arms exposing to everyone my hairless pits, the
very thing I had not wanted her or my siblings to see, now she was seeing
them close up, leaving her in absolutely no doubt that there was not even
the first signs of any hairs there. She noticed too, I saw where her eyes
were looking and the smirk flash across her face.

Like Brett I soon lost my joggers and socks and then Heather knelt down in
front of me and despite my humiliating begging and pleading, lowered my
shorts down over my legs which were still as hairless as Brett's exposing
my black CK boxer briefs. Thankfully the shame and humiliation of the
situation I now found myself in had gotten rid of my erection. Like my
siblings had earlier complained I could see Heather was enjoying
humiliating me, my parents, well they said nothing but obviously by the
contented looks on their faces, they approved of Heather's approach to
discipline.

My situation then got even worse!

Heather made me step out of my shorts and then immediately reached up for
the branded waist band of my boxer briefs. I let out a pathetic "Ohhhhh
nooooo pleeeeze!" and tried to grab hold and prevent them from being
lowered.

"Get your hands away now Mark, or your spanking time will double" Heather
threatened.

I didn't let go so Heather began counting, " By the count of three Mark or
it doubles, one ..... two ... th ...  "

I let go and instantly my black boxer briefs were down my hairless legs
pooled at my ankles.

Heather was still kneeling right in front of me, inches from my now naked
groin, eyes fixated on my newly exposed fourteen year old genitals. This
was the most humiliating embarrassing moment of my life. I heard my sister
giggle, my brother laugh out loud and my dad say to my mom "No wonder me
behaves so immaturely" to which mom just nodded.

My days as a jock were over!

Around my penis and balls not a hair was to seen, my balls didn't hang down
like any self respecting fourteen year old, instead they were tucked up
tight in a not overly large ball sack and my penis which was yet go show
much signs of thickening and lengthening had shrunk back to a very
unimpressive flaccid and thin three inches.

I was left to stand there totally naked as Heather moved back to Rachael
and removed her training bra and then her panties, exposing what I had so
desired go see, but never whilst I too was naked.

Rachael had small budding cone shaped breasts with two prominent freckles
just below her right breast. Her nipple and areole were still girl like and
not developed, between her legs she was as hairless as myself though I
detected perhaps the first darkening and tinting of some rudimentary body
hairs just above her vaginal lips.

Brett was next and as his blue plaid boxers were lowered, my self esteem
sank even lower as a small growth of sparse dark pubes came into view above
his penis. There was not all that many of them and it was possible to still
make out individual pubic hairs but there was probably already too many to
count. They didn't spread very far, just semi circling the area above his
penis and from top to bottom the area of his little growth would not have
covered more than half an inch in depth.

Still my little brother Brett had pubes and I did not and to add to my
insult his penis was thicker than mine though by no means man like, his
balls though not huge were those of a genuine teenager hanging down loose
below his slightly erected four inch penis! Brett like myself was
circumcised.

Heather moved one of the dining chairs into the middle of the living room
and extracted a hair brush from her bag. Rachael was the first to go over
Heather's knee.

Soon Rachael was kicking and screaming and begging Heather go stop, but she
didn't stop, not until Rachael was totally broken.

Brett was next and suffered a similar terrifying spanking to that which
Rachael had just suffered.

Finally my turn came and I felt anything but a tough jock as I was spanked
totally naked over Heather's knee. Brett and Rachael held out longer than
me before the tears and pleading began, maybe it was the fact they had
already experienced Heather's discipline but I very quickly was reduced a
crying babyish little boy, a world away from my persona as a tough ninth
grade jock.

To my shame and humiliation Heather now knew that I liked to give it out
but couldn't take it. She smiled at me when she saw how I behaved quite
babyish when spanked as well as also now knowing that I was still to hit
puberty.

When Heather finally finished spanking me I did a very immature spanking
dance as I tried to ease the pain in my behind, totally ignoring my the
fact that my thin little cock was flapping around for all to see. As I
started to settle down I began to wonder where I stood publicly with
Heather and my siblings. Would they still allow me to come over as a tough
and cool jock, whilst privately knowing that both physically and behaviour
wise I was very immature!

If they did keep my secret how long would this balance hold? I decided at
that very moment that I would do almost anything to be allowed keep my
popularity at school? My life had taken an unexpected turn for the worst
but surly it could get no worse than this afternoon!

The End

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