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PART 1
I have started this diary to try to keep my sanity. The world has
changed so quickly in the past couple of years. I do not know who if
anyone will ever read this, so I must explain a little. Until
recently the world was a patriarchial society. The early 21st Century
saw a shift to a Matriarchial society. Women bagan holding more and
more powerful offices. The U.S. where I lived was by far not the
first nation to elect a female as its top leader. It was however the
first to elect females to a majority of its leadership positions.
Canada soon followed suit. The powerful alliance soon persuaded major
reforms in womens rights in Mexico. This of course led to the
election of women to Mexican leadership positions. In 2020 the North
American Consoldation Act was ratified making America in to the
largest super power.
Europe, who had begun electing women in the 20th century, began
consolidating and trying to catch up. By 2021 almost every European
country was led by Women or was about to be. In 2022 Europe was
consolidated into Europa. The world was changing at light speed.
Women were taking over not just governments but almost all
industries. Crime began to drop and soon the economic realities began
to set in in other parts of the world. African countries that were
beset by aids, basicly became European colonies after a women in what
was belgium found a cure. China, which was being left behind by the
new super powers, basicly merged with Japan whose Empress promised to
end the severe starvation. South America was the last continent to
basicly catch up to the times. After an American women mastered cold
fusion and eliminated the need for fossil fuels, their oil could not
buy them their power. America was truly united in 2024.
You may notice Austrailia was left out of my world hitory. Austrailia
was by far the most progressive in the new Matriarchial society.
Women their outnumbered men and voted for a new type of country. The
laws began to reverse. You could no longer have a topless bar, you
could have a bottemless male bars. Or Bare boys as they were quickly
labeled. Beaches became classified in one of three ways; women only,
clothing optional, and bare boy beaches. The long standing belief
that women are not visiually arroused was challenged. Women in a
clear position of power did seem to enjoy the pleasures of the bare
boys and the bare beaches. Tourism shot up to unprecidented heights.
In 2023 a new set of laws was passed making male nudity decent. The
first TV show to dare it was a medical drama. They did not test the
waters as many thought with a bare butt. Instead their was a scene
that lasted five minutes and 18 seconds of a man being examined by
the doctor for a possible hernia. The full on frontal nude scene was
revolutionary. Soon ads everywhere began showing men in the naked as
the day they were born.
In 2024 Austrailia passed the Bare Bot Reform Act. Far from the
reform you may think it basicly legalized male prostitution. Tourism
sored to even greiter heights. Austrailia now had the three busiest
airports in the world. In 2025 it finally went all the way and voted
to become "The First Country of Bare Boys". They litterally stripped
the rights of all males to wear clothing other than for clear safety
reasons. This included visitors who would be forced to strip and
turnover their clothes to a flight attendant before entering
Austrailian airspace. This led to breif but violent uprising. Over
7000 people were killed in 6 days of fighting.
The United Nation called for an emergency session. On October 12,
2025, The United Nations approved the male management act. This act
was supposed to be lifted after order was restored but instead was
only added too. All men were striped of all human rights and given
the sam status as domesticated pets. They were now considered owned
property. This forced Austrailia to repeal their universal bare boys
law. However as an act of solidarity the women of austrailia very
rarely allow their boys to wear clothes and all but one airline still
require male passengers to strip in flight.
Obviously bare boys bars spread quickly. Most other contries stayed
more prudish over clothing though. Here in America male nudity on tv
was limited after 10 pm and before 6 am. In movies it was limited to
pg 16 movies. It was also decided that prostitution would be
legalized but strongly regulated. All males who were in debt were
ordered to pay their debt in full or they would be sentenced to these
houses of prostitution to work off their debt.
This is obviously a very brief history of the Cultural revolution. It
does serve the purpose of allowing you to see why I reacted the way I
have. Being over $6000 in debt and having no family to step in on my
behalf I was among the first to be sentenced. I was a young man of 22
and had only had sex three times in very ordinary ways. I was naive
and very conservitive. Before I leave you I will say that I am not a
writer. These are my recollections and they may not be told very well
or very accurate.
PART2
My first day was a very strange and confusing day. I was delivered to
the back door of the Toy Chest. Their logo was a toy chest that seemed
to be full of naked male dolls, all face down with their butts up in
the air. I was immediately told to strip. The Three women that ran the
place watched intently as I disrobed. They began asking me questions
and recording my answers. Name, height, medical history.. Nothing to
personal. I felt very odd standing their naked answering rather
benign questions. My face was getting very red as I had never really
been treated like this.
After some time I was directed up onto an examination table.
electrodes were placed on my body and I was told they were for a lie
detector. I was also instructed that if lies were detected I would be
fined and it would be added to my debt. They began asking me very
detailed and embarrassing questions about my sex life. Not that there
had been much of it. They also made me tell them in detail how and
when I liked to masturbate. They seemed to dwell on the subjects that
made me the most uncomfortable. I also became acutely aware of my
erection.
At this point I felt hands grab my wrists and pull them back behind my
head and snap some kind of restraining cuffs on them. Then my legs
were put up in stirrups. My legs were spread wide and and one of the
women brought out a camera and began taking pictures of me. Another
Women began explaining that at the Toy Chest all of their toys were
kept clean shaved below the waist. It would be my responsibility to
stay completely bare. Again fines would be accrued for failing any
random inspection. They then raised my back up , and with my legs
still spread wise in the stirrups, they handed me a razor and shaving
cream. They now began videotaping me removing all pubic hair. They
seemed to enjoy watching this as they laughed and chatted, and on more
than one occasion commented on my body or my technique.
Once clean shaved they began inspecting me. I was becoming more
aroused and starting to enjoy myself. They were measuring my penis
and making many notes describing it. They then moved to my balls.
The next thing I felt was a jolt of pain that seemed to shoot from my
balls up to my stomach. I let out a little yelp and squirmed as much
as the stirrups would allow. One of the women had gently squeezed one
of my balls between her thumb and index finger. She then thumped it
with the other hand. I felt hands push down on my torso to prevent me
from more squirming. I realized they now were re-measuring me. They
began to giggle as I am one of those guys that is very small when not
erect. It was easy to see they enjoyed their job.
As they finished the measuring I began to relax again. One of the
women came and undid my hands. She then went to the stirrups, just
when I thought she was going to finish releasing me, she pushed the
stirrups up and back forcing my legs into a position where my knees
were almost pushed to my chest with my legs still spread. I quickly
realized that they were again taking pictures of me. I tried to shut
my eyes and pretend I was somewhere else. Then one of the women came
and lifted the back of head. I looked forward and realized that this
would allow them to pictures of me that show my face as well as my
butt. Again I thought it had gotten as bad as it could get. Then I was
instructed to "reach back and spread your cheeks." I think at the
point I was blushing bright red all the way down to my toes. The women
again giggled and prodded me to spread them wider, and to change where
I had my hands. Flashes again started going off.
One of the women came up to me and smiled saying she needed to take my
temperature. She stuck the thermometer in my mouth and as soon as i
closed my mouth she began sliding it out. I was confused as she looked
at the thermometer and said "one more time" and put it back in my
mouth. After she slid it out this time she seemed satisfied. I was
still trying to figure this out when she walked back and began
sliding it up my butt. She laughed as they snapped more pictures,
"Don't you just love the look that comes across their face." I heard
another of the women comment "this sure confirms it, if that hole were
any tighter the glass would break" Then just laughter for what seemed
like an hour. finally they all seemed satisfied and I was released
from the table and handed some pink briefs and told to get dressed.
The briefs seemed to be two sizes too small. Nothing was left to the
imagination. They were tight enough that without a lot of staring
someone could tell that I was circumcised. Across the front was the
Treasure Chest logo obscenely stretched across my crotch. On the back
was a yellow moon across my cheeks. Printed in hot pink type across
the moon was "Treasure Chest, where you can see a full moon every
night of the year." I would soon see that there were dozens of these
little marketing phrases. I was then led away....
PART 3
I was starting to regain my composure as I was led into a hallway
lined with numbered doors. It amazed me how those tight little pink
briefs with the embarrassing little catch phrase on them, now gave me
a feeling of modesty. Compared to the positions I had just been in
this was a huge improvement.
We came to a door numbered 17. As I was led into the room they told me
that this was my new living quarters. I looked around and saw a small
twin bed, a bedside table, an alarm clock, and lamp. The room itself
was smaller than some walk in closets I have seen. They told me that I
was expected to keep the room clean at all times. The bed was to be
made unless I was in it. One of the women pulled open the drawer in
the bedside table, "This is for your clothes." It hit me like a brick
as I saw the empty drawer and realized it was too small for anything
other than maybe some more briefs. "You will be expected to keep your
clothes neat and orderly too. There is a dirty clothes hamper in the
bathroom. Every Monday you will be given 8 clean pair. That is one
pair a day and one extra pair. With one extra pair there is never an
excuse for wearing dirty clothes... and you will go without before we
will tolerate dirty clothes."
As I was taking this in my crotch started to itch from the fresh
shave. My squirming was quickly noticed. I was offered some lotion for
the itching if I wanted it. I of course accepted and within minutes of
a phone call a new lady arrived with some lotion. I thanked her and
held out my hands expecting the bottle but instead received a generous
amount of the lotion. I was still in culture shock and just assumed I
would be allowed to put it on late in private. Another problem soon
hit me, how was I going to lower my briefs and not get them dirty.
They too could see my predicament, "Would you like some help?" Now
again my face turned red as I accepted her offer. The women who
brought me the lotion and slowly lowered the back of my briefs by
running her finger down my butt crack. She then pulled the front down
using the waist band to hook my erection and pull it down. When my
briefs were low enough it released my erection which back to my
stomach and bounced around. This caused laughter all around. I started
to move my hands towards my crotch and was told to step out of my
briefs first. Again being very modest this was deeply humiliating.
Again I started for my crotch and was stopped. "Spread you legs so you
can get it all over. Again I displayed myself for these women whose
names I had never been told. They gave me detailed instructions on
where and how to massage the lotion in. I was also made to assume
several different positions so that they could inspect my work.
After I had pulled my briefs back up they continued with my
orientation. "We will help you build a client base during the first
month, but then you are on your own. When you have a client
appointment you will go to the assigned client room at least ten
minutes early. You will wear the outfit in the room that the client
has chosen. Unless specifically instructed you will always have your
pink briefs on also. You will not under any circumstances where
anything other than your briefs outside of the client rooms. We will
handle all the financial arrangements for each date. We have cameras
in the rooms and if you request we will monitor the date to make sure
you receive full payment. You will receive credit for all money
received minus room fees, cleaning fees, and monitoring fees. You will
also be charger for room rent, utilities, and any food you eat."
"We generate your first clients but then it is up to you to get repeat
business and word of mouth business. You need to do anything and
everything that you are told to do. We will give you a little
background on what each client expects, but you need to take it from
there. We have a reputation for having unexperienced boys. For the
first few months you will be in demand of our clients that enjoy being
the first to do certain things." I wondered how many things their
could be. Looking back I was very naive. The most adventurous I had
ever gotten was oral sex. They continued, "this is a chance you will
need to take full advantage of as we charge more for virgin acts.
Looking at your file you owe a lot. The estimate is if you work hard
you can pay it off in 9 years. Now lets continue on with the tour."
We left my new room and headed to another hallway with more numbered
rooms. These were the client rooms. They were the equivalent of a
large expensive hotel suite. Some were themed but the majority looked
like a Las Vegas hotel suite. All of them had a bedroom, sitting room
with kitchen area, and a large bathroom with extra large tub and
separate large shower. Cameras were located throughout the rooms and
there were a lot of mirrors. At the end of the hallway I was led into
a room that was a huge walk in closet. I saw some of the many outfits
that they offered. There were nice suits, fire fighters outfits,
school boy outfits, and many many more. They had plenty of different
sizes of each.
Next we walked into a locker room style room except their were no
lockers. Again there were cameras to cover every angle. I saw that
there were no urinals just toilets and bidets. "This is the bathroom.
Go ahead and remove your briefs and put them in that laundry chute."
Once again I was going to be naked, and once again I started to blush
and become erect. "You will very promptly remove your briefs
completely when you enter the bathroom. If you are just using the
toilet you can hang them on the hooks next to the door. If you are
showering you will need to bring a change and you will put the dirty
briefs in the laundry chute." We walked towards the toilet and I was
told to have a seat. "You will sit when you use the toilet. If you
need to go now feel free." When I did not do anything they just
stared. Eventually I managed to pee a little hoping that would end the
staring. I had never been watched peeing like this. "O.K. now you
need to have a seat on the bidet, and make sure your cheeks are spread
good." I sat down and they pushed a button on the wall beside me. A
jet of water sprayed and ran up and down the crack of my ass several
times. "Now turn around and straddle the seat so it can get the front
side. This time the water sprayed my penis. This was really degrading.
They led me now what looked like a hair dryer fixed to the wall. As
they turned it on I realized this was how I was going to get dry. "go
ahead and stand in front of the dryer and dry of your little pee-pee."
The warm air felt really good. "Now spin around and bend over, then
grab those cheeks and spread'em. Make sure you follow these procedures
every time. We expect you to maintain proper hygiene and you will be
fined for failing to do so"
I waited for someone to hand me a new pair of briefs but was instead
led to a new room. I almost jumped back when I walked into this shower
room. One of the walls was a floor to ceiling window overlooking a
bar. There were only few people in the bar and one guy taking a
shower. I saw right a way they the shower heads were placed very close
to the window which forced you to press your body up against the glass
in order to get under the water. I could see that some of the women at
the bar were pointing and laughing at me and my red face. "You will be
expected to shower every morning when you get up, every night before
you go to bed, and after every date. Your shower should take 30
minutes. You are expected to thoroughly wash your entire body each
time. If you do not comply you will be fined and you will receive
lessons on proper bathing."
I could barely walk from the shame of these women laughing at me. I
was led through the shower room and into another room with a bigger
version of the blower. we quickly walked through and back into the
main hall. I was still naked and wondering for how long. As if she was
reading my mind one of the women told me were going to the commissary
where I get my briefs each week. As we went through the door and down
the steps I started to feel a little better until we stepped out into
the middle of the bar. The women in the bar really let me hear it.
Soon a chant of "fresh meat", went up. I could not help but to look up
and see the guy in the shower who was pressed up against the glass.
His penis lewdly on display. They must have noticed my gaze, "that's a
great way to generate dates. Make sure the women know what they are
getting." We kept walking to the other end of the bar where I received
my new briefs. A pulled on a new pair and I was now displaying a
picture of the liberty bell on my butt with the slogan; Forget the
Liberty Bell, come check out my crack.
PART 4
I had been lying on my bed trying to convince myself that I
could make it through this. When the door flew open yet another young
women just walked into my room. I remember wondering just how many
woman worked here and just how big was this place. I would soon find
out that the Treasure Chest housed 136 debtors at a time and they were
supervised by 475-500 women. They constantly rotated from one area to
the next and one duty to another. This kept the debtors and the
supervisors from ever becoming acquainted.
"O.K. Andy, I a m here to get you ready for your first date."
She looked at me with a weird look, "stand up and lower your underwear
down to your calves." I again turned red as I exposed myself yet again
to a woman I had never met before. This seemed to amuse her as she
continued to speak, "O.K. now turn around and bend over" I was afraid
of what may be coming next. "Now reach back and spread those cheeks
for me. ...Wider....WIDER....WIDER!!!!." I thought I was going to
start tearing skin before she was satisfied. "Now, do you know why I
am having you do this Andy?"
"No Ma'am", I responded and then seemed surprised by the ma'am
part.
"Because I can", she giggled. "Now stand up and lets get to
work." I suddenly felt violated. She handed me a file folder with a
sheet of paper in it. "I'm walking through this one, but from now on a
supervisor will just drop this folder off for you. You will see that
the clients name is at the top."
I indeed did see that my date was with a Veronica Long. I
skipped down and read the next line. It instructed me that Ms Long was
a credit customer and was rated at diamond level. I was soon explained
that diamond level meant that she had unlimited credit and could
pretty much decide when and what we did. "When they have a lesser
credit rating there will be a listing of what they are paying for. If
they do not have a diamond rating they need to call to add things.
Don't worry, most have diamond level so all you need to do is what you
are told to do." she laughed.
The next line was for the room she requested. In this case the
jacuzzi suite. This was followed by a line asking what specialty
items she required. I had know idea what the ruler was for but a
pretty good idea what the collar and leash were for.
"This brings us to your attire." Written in the next blank was
fully clothed casual. " you will need to make sure you leave early
enough to go to the commissary and pick up clothes and her requested
items. Just remember, you are not allowed to put the clothes on until
you get inside the room. The final line is the time and according to
my watch you only have 20 minutes" I stood there unsure what to do for
a minute. A more than a little playful slap on the butt got me going....
PART 5
I made my way down to the commissary as quick as I could. I walked
into the bar area where there were several women talking and waiting
for their dates to begin. Of Course there was not supposed to be any
touching of the boys without paying but no one seemed to mind if the
Ladies grabbed or pinched an ass. I was sore by the time I made it
across and got to the little desk. The woman at the desk barely looked
up as she asked for my room number. "17 Ma'am" It hit me how quickly I
had grown accustomed to referring to any and every woman as Ma'am.
"Oh the newbie." She disappeared into a back room and two slaps
and a pinch to my butt later she returned with an arm full of folded
clothes with a leash and a ruler on top. "Here you go newbie, just
like Ms Long likes." Just as I got the clothes I heard some cheering
in the behind me. I turned and saw the ladies looking up at the shower
room. Another of the Treasure Chest's boys had come in to take a post
date shower. I saw immediately why they were cheering, he was
delicately soaping up his cherry red butt. I took this as my
opportunity to make a dash through the room. The ruler now became a
little more ominous.
I had to jog to the jucuzzi suite in order to make it with enough
time to put on the clothes. I slipped off my Treasure chest pink
underwear and slid on the white underwear that I had been provided. It
almost felt strange wearing underwear that fit. Between the baggy
feeling and the lack of pubic hair it felt very foreign. I quickly
pulled the khaki slacks on and then pulled the polo shirt on. I picked
up the leash and the ruler and before I could figure out what to do
with them when the door opened.
This was my first glimpse of Veronica Long. She was older then me,
probably late thirties to early forties. She was dressed in a smart
business suit. She looked to be a high powered professional of some
type. Not slender but by no means fat. Pretty much a plain average
looking woman. She was talking on her cell phone when she came in.
"O.K. sweetie I am at my date now. I should be home early today so
plan on having dinner ready by five sharp. Remember you need to pick
up my dry cleaning and the pictures I took of you last weekend. Also
Belle needs a bath so pick up some dog shampoo and have it done when I
get home. I expect you to have your chores all done before I get
home." She hung up her phone and looked at me, "put those on the table
over there." She gestured toward a table next to a plush couch.
I placed the leash and the ruler on the table and nervously stood
there. She approached me looking me over. "Let's see what we have
here." After circling me she sat on the couch. "Let's go ahead and get
rid of that shirt, boy." I pulled the shirt off and dropped it to the
floor. I knew instantly I had done something wrong. Her expression
changed to one of shock. "No wonder they do not let you boys ware
clothes around here. Pick that up and fold it nicely and then put it
on the table. You should know better then to just throw clothes around
like that."
"Sorry Ma'am", was all I could manage to utter as I picked up the
shirt, folded it and walked over to the table. As I walked back to my
place in front of the couch, I could feel my face getting warm as it
turned red with shame.
"That's better. Now turn slowly for me." I felt like I had never
felt before. Less than human. "Now the pants." I quickly removed my
pants and this time very carefully folded them and placed them with
the shirt. I felt so rediculious stanging there in socks and
underwear. I retook my place and awaited my next command as she was in
no way suggesting or asking me to do things. This time she didn't say
a word just motioned with her hand for me to again turn. "Stop!" My
back was now to her. She got up and grabbed the ruler. She slid the
edge of the ruler up my inner thigh and then along my butt crack. Out
of no where she used it to slap the inside of my thigh, "spread your
legs a little" The shock of the sting did not prevent me from
immediatly complying. "O.K. continue turning."
I was now face to face with her as she grinned. She took a step
back and smiled a condesending smile, "O.k. boy lets see the goods.
Off with the Tighty Whiteys, and do it slowly." As I slowly pulled the
underwear down I felt my face getting even more crimson as I became
more exposed. "Well I guess I have seen smaller, but I know I've seen
bigger." She laughed. I took the underwear and placed it with the rest
of my clothes. She now used the ruler to lift and move around my
testicals inspecting them. Next she used it to pull my erect penis
down letting it go ang snickering as it bounced back. She did this
several times like it amused her. "O.K. turn around and face away from
me." She now used the ruler to pull first one and then the other butt
cheek to the side.
"Bend over and grab your ankles." I Complied and now felt really
stupid still having socks on. I know this is your first time and you
are learning, but I do believe in disipline. It is neccesarry to
motivate change in behavior." The whole time she was saying this she
was tracing circles on my butt with the corner of the ruler. She
paused for a few seconds when she finished and then without a word she
smaked my butt with ruler. I yelped and she layed another on me. She
probably gave me twenty or thirty swats with a second or two in
between. I could feel the heat on both butt cheeks.
When she was done she told me to stand. She just looked at me
for a second, "Well!?!" I had no idea what I was supposed to say. "I
expect a thank you and a promise not to be so messy with you clothes."
"Sorry Ma'am, and thank you Ma'am. I promise not to be so messy
with my clothes." I said.
"That's better, but you still need to learn your lesson. Now
bend back over and grab your ankles." I knew I was in for a long day.
She again traced circles on my butt which was now far more sensative
to the sensation. "I can tell you are new. Look how pink that ass is."
Again she paused but this time when the first swat came it was
immediatly follwed by another and another. This was much worst. She
very quicly gave me another twenty or so swats. "O.K. you can stand now."
I had learned my lesson, "Thank you Ma'am. I promise from now on
to thank you when you disipline me and to promise not to do what I did
wrong again."
"Much better. Now, go over to the table and fold the underwear
like you are supposed to do." She said this as if her patience were
wearing thin. I walked over and folded the underwear and expected the
worse. As soon as I had returned she smiled and said, "this time
instead of grabbing your ankles I want you to reach back and pull your
ass cheeks apart" My hands grabbing my red and sore butt was
punishment in and of itself. "Do you boys realize how silly you look
in this position." Again she paused for a minute and I had know idea
what she was going to do. Then she turned the ruler verticle and began
swating the only skin on my butt that was not already red. She was
spanking me on the inside of my butt crack. I had had no idea how
tender this was. Tears welled up in my eyes and I thought she would
never stop. The first swat hurt worse then everything previous. When
you finnaly did stop I was told to stand again and she began laughing
at my teared up eyes.
"Thank you Ma'am, I promise from now on to fold my underwear" I
managed to get out.
She just stood there and smiled for a minute. "O.K., there is no
point in you keeping on those sooks." I removed them and very
carefully folded them placing them with the rest of the clothes. When
I returned to my spot she just shook her head with a smile. "You don't
fold socks you silly boy you lay them straight." My heart lept into my
through as I was not sure I could endure any more. I walked back and
straightened the socks. "This time lets go over to the bed." I
followed her over to a bed in a corner of the room. "I want you to lie
on your back with your ass at the edge of the bed and then pull your
knees to your chest. Like a baby getting a diaper." I quickly got
myself into the desired position hoping to please her and there by
minimize my punishment. "Good, now spread your legs so that your knees
are beside your chest with your toes pointing toward the bed." As I
spread my legs I noticed for the first time that their was a mirror on
the ceiling. I could not halp but see the obscene way I was now
displyed. "Now look up at your butt.", she cooed, "arn't you silly
looking" With that she turned and walked away. I had no idea where she
was going. She came back with her purse and quickly retrieved from it
a pencil. I was utterly confused. She Took the pencil in one hand and
then used the other to pull back on the end. This caused the pencil to
bend a little. She moved closer to my butt and then as she released
it, it snapped back landing verticly right across my butthole. This
was the only part of my butt she had not assaulted and was by far the
most tender. I could not help myself as my legs kicked out and I
really yelped a load "OW" sound.
She looked down at me sternly, "I WAS only going to give you one
lick, but since you did not hold your position now we have to start
over and I am going to double it. Now back into position." I managed
to grit my teeth and assume the position. I clinched my whole body and
closed my eyes as she again snapped the pencil down. This time I held
the position. "I thought I told you to look up at your ass boy. Now we
are going to have to start over again and this time double it to four
shots." I gasped in disbelief. Not only was I getting this painful
punishment but she wanted me to watch as she did it. It made me feel
so dirty to look up and stare not just at my naked crotch and butt but
at my vulnerable little butthole. I watched as she again got the
pencil into position. She snapped it down and I again yelped out. Then
a second came down. She paused and I thought for a moment she was
going to have mercy on me as she looked concerned at my butt. Just as
I relaxed my body she snapped the pencil down for the third time. This
made the sting even worse and tears now freely rolled down from my
eyes. I again cliched as she got ready with the pencil. "Unless you
want to start over with eight you will relax" She said in a commanding
voice. It took everything I had to exhale and relax my muscles. This
time the end of the pencil came down dead center on my little hole. I
screamed in pain and my whole body clinched. As the pencil layed there
in her hand she tried to calm me down, "there there, we're all done."
As I began to relax I felt a strange feeling in my butt and instantly
looked up at the mirror. She had slid the pencil up my butt. She
backed up and laughed at me laying there staring up at my reflection.
A red butt with a pencil slid up inside me. "You can stand up now" As
I reached for the pencil I was met with a strong retort. "I told you
to stand up not mess with my pencil." Defeated, I rolled over on my
stomach and managed to get to my feet without impaling myself any
further. I was just thankful it was a new pencil that had never been
sharpened.
As I got to my feet she laughed some more. I felt so stupid
standing there like that knowing I was about to thank her for doing
this to me. "Thank you Ma'am. I promise from now on to lie my socks
straight." She seemed pleased as she circled behind me. She grabbed
the pencil and slid it deeper so that her hand was pressed up against
my butt. She then put the other hand on my shoulder and pressed down.
"Squat down boy." As I squated she made sure the pencil stayed inside
me. "O.K., on the count of three jump up off the pencil boy.
One...Two... THREE." I sprang up like a frog and was free of the
pencil. Again she was very amused. "Now that thats over with maybe we
can get down to what I came here for."............................
PART 6
I wondered what she could possibly have in store for me next. "Now
that you have played frog lets play little puppy." I had no idea what
little puppy meant but at this point anything had to be better then
playing frog. She walked over to the table and got the collar and
then a leash from her bag. As she walked up to me she just glared and
and the swatted me on my little pink butt. "Puppies don't stand on
two feet, idiot"
I dropped down on to my hands and knees and felt the collar slide
around my neck. as she stood up i felt the collar tighten and
realized I was to walk around like this. This seemed harmless enough
and was sure alot better then hopping off of a pencil. After a few
trips around the room she walked over to the couch and sat down. As I
sat sat there on all fours I knew there would be more to this
game. "Sit boy" She ordered. I lowered my but and sat like a
dog. "Good boy, now roll over"
I got back on all fours and then rolled over. Not as easy as you think
"now play dead." I rolled over on my back and she began rubbing my
chest with her bare foot. This continued for a while and then she she
slid down to my stomach. As i lay there she slid her foot down to my
crotch and roughly rubbed me there. Every once in a while it would be
pleasurable and then it would hurt.
She slowly stood up and smiled, "Well puppy I am going to give you
a little treat now". She slowly reached under her skirt and and slir
her panties off. Next she turned her back to me and bent over resting
her head on the couch. "I know what little puppies like to do when
they meet someone new, and I can't blame you for being a little puppy
now can I." My heart began to pound. She wanted me to do her doggy
style. Finnaly I was at least going to get laid. Then she
continued, "Go ahead little puppy, it's allright if you want to sniff
my butt" My heart went from pounding to skipping a beat and then
jumping into my throat. She actually wanted me to sniff her butt. I
knew better then to protest so I walked up on my hands and knees and
began sniffing her butt. "Now boy if you don't want to play puppy we
can play frog some more. Now get your nose in there and let's feel
some sniffing" I surely did not want to play frog again so I moved
closer and got my nose right up to her butt cheeks and began making
exagerated sniffs.
Without warning she shifted her butt and pushed back centering my
nose in her crack. "That's where puppies sniff boy. Now this is your
last chance I want to feel your nose trying to get inside of me. I
wand to feel you sniffing my asshole." Again there was no way out so
I slid my nose down and pressed it against her asshole and felt her
pucker and push back. As I began sucking iar through my nose I could
tell she was sliding her hand down to her crotch. I began hearing her
moan and felt her sway. This went on for a few minutes as she seemed
to keep pushing back on my nose. When she finnaly climaxed I could
feel her asshole clinch and force my nose away. She pushed my away
and sat for a minute recouperating.
I sat there and I wondere if my nose were brown at the tip. It
made me feel so worthless. I did not get long to pity myself as she
stood and again began walking me around the room. This time she
walked me over to the open shower area, "Does puppy need to go pee-
pee?" As soon as she said it I knew I had no choice. I started to
hike my leg when she stopped me with a lash from the leash. "Stupid
boy. Only adult male dogs hike there legs. Everyone can see you are a
LITTLE puppy. Little puppies spread their back legs and lower
themselves to the ground." I could not believe this. I spread my
knees apart until she was satisfied. This left my stomach about three
inches off the ground. "Now squat down so that your little puppy
balls are on the ground" I had to push forward to accomplish this and
was now almost lying on the shower floor. "Now you can go pee-pee." I
realized I actually had to go and realesed myself. My position caused
me to pee all over myself. This brought a round of hearty laughter
from my tormentor.
PART 7
The file folder arrived and a sense of dread washed over me. The
cute girl looked at me and laughed a knowing laugh. i quickly opened
the folder and scanned the page. Under name it just said Ms. Anna. She
had a diamond rating, had requested the slut room, that i be dressed
in a proper catholic school uniform, and she requested her usual bag.
The time was about an 2 hours from now but i decided to go ahead and
get my things from the commissary.
i went through the usual gauntlet of pinches and slaps on my butt
to pick up the things i needed. i handed my paperwork to a woman who
looked like she was having a lot of fun today. i stood at the counter
in a dumbfounded state when i was handed a "proper catholic school
outfit", it was a proper catholic school GIRLS outfit. Before i could
think of anything to say a heavy bag was placed on top. "No Peeking",
was the only comment from the busy women. i slowly almost in shock
turned and started walking out. The first woman i passed slapped my
ass in a manner that slid my tight shorts into the crack of my ass
exposing one cheek. This snapped me out of it. i began trying to make
my way out. After alot of slaps on my exposed cheek i was alomost to
the door but was stopped by a scowling woman wearing a shirt that said
staff.
"What do you think you are doing." She almost screamed it and the
whole lounge just went silent and everyone turned and looked at me.
"If you are not going to wear your uniform properly then give it to
me", with that she held out her hand. i stammered trying to think of a
way to explain but quickly realized it would not matter. i bent over
to put down my "outfit" and the bag when she interrupted, "Don't put
that on the ground. You will get them dirty. Go back to the Commissary
and put them down on the bar. Then bring me your uniform and then you
can go back and get your things." Everyone was staring and laughing as
i walked back and pulled down the only shreds of modesty i had. As i
walked back there were lots of rude comments about my body. i just
wanted to get out of there. i handed over my shorts and thought i was
through. "Now, are you going to have a problem with your uniform
again. If so we can save a few bucks and just let you walk around like
this. Maybe tattoo a slogan on your little butt." The belittling
lecture went on for what seemed like an hour. The women in the lounge
often encouraging her. When she finally let me go she turned and
walked out. Now i had to walk across the room to get my outfit and
back through a maze of women who's attention i had fully. i was groped
and slapped both from the front and back the whole way. One Lady even
tried to put something up my ass.
i was so relieved to make it out. As i walked back to the date
rooms i passed several of the staff. i quickly learned that when you
are out of uniform you must explain why. And of course there is never
a good reason so you must then bend over and receive a couple of good
spanks. i know my ass was cherry red by the time i got to the slut
room. i also knew i had to quickly get dressed. It was strange putting
on these lace pink panties with little hearts all over them but it was
nice to once again have some modesty. The bra on the other hand was
much more difficult on me. It took me forever to get it hooked behind
my back and i felt like a complete ass as i did it. The tartan skirt
was easy although how could it not be it barely came down far enough
to cover the panties. The thin blouse and black tie were the most
normal for me. When i had gotten dressed i just stood there and looked
at the bag wondering what was in it. It almost hypnotized me because i
knew better then to peek in it.
When Ms. Anna walked in i was shocked by her beauty. She was
stunning. She slowly walked over to me looking me over from head to
toe. She circled around me. i felt like a used car being looked over
by a potential buyer. You know not looking to be impressed but looking
for all the obvious and the hidden flaws. Finally she stood facing me
only about 3 feet away. "Well is that a proper outfit for a Catholic
school girl?"
i knew there was no right answer so I just went with yes, "Yes Ma'am"
"I don't think so!" she snapped, "Since you do, lets give it the
test. Shall we." She walked to the bag opened it and rummaged around
until she had what she wanted. She walked back over with a hairbrush,
"o.k., turn around a bend over and touch your toes." i did as i was
told and braced for the hairbrush i knew was coming. "A proper uniform
would cover you at all times. Look at how this rides up." She traced
the bottom of the skirt that was now half way up my cheek with her
finger. "Now if you are going to be a proper school girl you need
discipline or if you are not trying to be a proper school girl then I
can put away my brush. Well, witch is it."
i figured either way i was going to end up doing what she wanted
so if i could avoid a paddling why not. "i am not going to be a
proper school girl Ma'am."
"I see. That explains the short skirt. You must want to be a
complete little slut girl. Well, we will have to treat you like a
little slut girl." With that she reached between my legs and cupped
my balls. "Why don't you go over to that stripper pole and give me a
show."
i walked over to the stripper pole and began to wonder if i should
have taken the paddling instead. i began dancing and awkwardly
removing the tie and then the blouse. The bra was once again a very
tricky item. i was doing my best to look like a slut as i pulled the
skirt off. Before i could remove the panties she stopped me.
"O.k. now for the panties put your hands on your head and use my
finger to remove them." She stuck out her index finger at just below
waist height. i moved over to her and placed my hands on my head. i
pushed up to her finger and stood on my tip toes forcing the panties
down in front and allowing her finger to play with my now hardening
dick. "Now turn around." Now i pressed my ass back to her finger. She
moved it slightly to make sure it was centered on my crack. As i
raised up she pressed in forcing me to slide her finger down my crack
right to my little hole. She gave me a playful little poke, not enough
to penetrate but enough to let me know she was there. She withdrew her
finger and looked me over. "Now how are you going to get them the
rest of the way down." they were tight enough that they clung to my
legs and just low enough to expose me. "I know, lay on your back and
stick your legs up in the air." When i did this she lowered her
fingers but not quite low enough to grab the panties. i had to
repeatedly thrust up to get them caught on her finger. This meant me
flopping around, and my dick flopping around. When i finally got the
panties caught she kind of pushed my legs back bringing my butt up a
little. "Now just slowly spread your knees and it will force them up
your legs" As i did this i could feel my butt opening and knew i was
obscenly displaying it. She made sure i had to spread my knees as far
as possible and kept moving them back towards my chest. "Look how the
little slut likes to spread himself out."
The panties eventually popped off. Now i had gone from wearing
frilly little heart panties to lying on my back with my legs spread
and pulled back. "You really do want to be a little slut don't you."
she kind of said it like you would talk to a dog. "Why don't you go
ahead and show me how a little slut girl slides her finger in and out
of herself." i think i would have passed out from the humiliation if i
was not already lying on the ground. i hesitated as i really didn't
know what to do. "Come on just slide that little middle finger in
there and show me how you love it." Slowly i saw my hand reach down
between my legs almost as if it was an outer body experience. i was in
total disbelief of what i was doing to myself. i felt the tip of my
finger touch the tender flesh. i jumped a little. Slowly i pushed the
tip of my finger past the sphincter muscle. It felt like i was putting
my finger in a tight thimble. Like it was going to cut off the
circulation to the tip of my finger and at the same time like it could
not go any deeper. "Come on slide it all the way in, you know you want
to." she chided. i pushed and got it in to the second knuckle but it
felt like it was tearing me from the inside with the friction my dry
finger. After a deep breath i tried to push it the rest of the way in,
but i just ended up letting out a yelp.
"Please Ms. Anna, it just hurts to much to slide it all the way
in." i pleaded for mercy
"Oh well I guess you should use something to lube your finger.
Would you like to get your finger a little more slick?" She mocked.
"Yes Ma'am" i said with relief.
"O.k. go ahead and slide it out." she said with a sigh of
frustrated disappointment. Pulling my finger out was almost as brutal.
i decided the band aid approach was the best way so i jerked it out
all at once. The noise it made reminded of a champaign cork being
pulled out of a bottle. The burn reminded me of a skinned knee only
inside me. She laughed as i lie there with a dumb look on my face my
finger still only an inch or two from my asshole. i had no idea what
to do other then wait for the lube. She walked over to the bag and
after a minute came back with some hand lotion. That hand lotion
looked better than a steak dinner at that point. She walked over and
squirted some on her hand and began to massage in into her hands and
arms. Then she casually walked back and put it up.
She looked down with an unpleased expression, "Go ahead and lube
that finger if you want some lube." i clearly was lost now and my
expression showed it. "Take that little finger and lick it until it is
good and wet boy." I was horrified. She wanted me to lick this finger
that i had just put in my ass. Again i saw my hand come to my face as
if someone else was controlling it. When my tongue began licking it,
it was all i could do not to gag. She sat there and made sure i licked
it all the way around and until it was covered in my saliva. When i
had licked it to her satisfaction she had me suck on it. telling me
to slide it in and out of my mouth just the way i would my asshole.
Then once again i slowly slid my middle finger into my asshole. This
time the pain was not nearly as bad and i was able to slide it all
the way in.
"Well go ahead and work it in and out like a good slut. Make your
self moan like a sexy little slut." She beamed as she said this. i
started sliding it in and out trying to be as gentle as i could.
"Faster slut. I wanna see you really working it. Unless you need some
more lube that is." With that i started ramming my finger in and out
as fast as i could stand. i started moaning like it felt good.
"O.K. thats enough slut." She walked up closer and bent down
removing her high heeled shoes. as she took the second one off she
grabbed it by the heel wiping the excess lotion all over it. "You know
what else sluts like to do? They like to put strange things inside
themselves while others watch." She handed me the high heel shoe and
offered no further instruction. It was obvious what she wanted and
there was no choice in the matter. i took the shoe and slowly pushed
the heel into my ass. It was more rigid then my finger put had less
friction. As i worked it in and out she began to laugh "I guess those
are your fuck me pumps." after minute she walked over lifted her foot.
I panicked and pulled the heel out to put it on her foot. "I did not
tell you to stop you little slut. You will fuck yourself until I give
you permission to stop!" She yelled. I quickly put the heel back in my
butt. Actually i tried and missed the first time and then was a little
more careful to get the tip in the right spot before i shoved it in. I
continued to work it in and out and once again she lifted her foot.
This time i did not stop until she slid her foot into the shoe and
told me to let go. She slid it in and out pushing it even deeper then
i was. She was almost standing on me a couple of times trying to drive
it deep.
When she decided to pull her shoe out of me i almost thanked her.
It was a very intimidating feeling looking up, from that position, at
a beautiful woman sho had just but sliding the heel of her shoe in and
out of your butt. "Get up and show me how you dance on a pole slut."
At first this really scared me and then i remembered the stripper
pole. i was actually relieved that she meant for me to do a pole dance.
i stood up and walked over to the pole. i started trying to look
sluty and began twirling around the pole my penis now hard again
bounced ludely around. She laughed, "you really stink at this slut.
Turn your back to the pole and bend over. then slide your ass up and
down the pole for me." i did as i was instructed. "Come on and slut it
up. Reach back pull your cheeks apart. get the pole deep in there.
bend over further." She kept barking commands until she was satisfied.
In the meantime i was sliding my but up and down this pole making
squeaking noises as the skin of my butt clung to the pole.
"O.K. now turn around and hump that pole for me." I turned and
began to slide my dick up and down the pole. As i did this she walked
back to her bag and retrieved something. She strolled up behind me and
told me to put my hands behind my back. i knew instantly what she had
gotten when the metal it my wrist. I was now humping a pole with my
hands cuffed behind my back. "Now I want to watch you make yourself
cum using nothing but this pole." She said this with almost a purr. i
had no idea if i could do that or not, but i started pressed my penis
between the pole and my stomach and began sliding up and down. It did
not take long for me to realize that, yes i could make myself cum
this way. i tried moving my feet closer to the pole, and pulling up
back away pressing myself harder into the pole. Then I tried closing
my legs and then spreading them wide. I figured out what be the best
feeling stance and really went at it. After a couple of minutes i came
pulling away from the pole just enough so that my spasming penis was
still on the pole but not the rest of my body. It was a glorious
relief and i was surprised just how much i came.
"good little slut. Now get down on your knees and clean up your
mess." She said this as she put a hand on my shoulder forcing me down.
I was still a little clueless on how i was supposed to clean up my
mess with my hands cuffed behind my back. As she took me by the back
of the head it became real clear, "stick out your tongue." In this
position there was no way to stop her and as i opened my mouth to
protest she pushed my lips right into my own cum. She let back and
looked at the cum on and around my lips and told me to lick my lips
like a hungry little slut. This was the first time i had ever tasted
cum and was unprepared for the salty tasty and slimy composition.
After my lips i was told to finish licking the pole clean. It took me
twenty minutes to force myself to lick every spot of cum off the pole.
She did not rush me or even say a word. She seemed to really enjoy
watching me struggle to force myself to do as she had told me.
After I finished she brought me over to the bag. She pulled out
a blindfold and tied it securely around my head so i could not see.
She led me over to where the bed was. Once again i was pushed down to
my knees. "Now that you have had your fun it is time time for me to
have mine" i actually got a little excited. Things had been kind of
rough at first but she had let me cum and now i was going to get to
perform oral sex on a stunning woman. Even if i was blindfolded. i
could hear her slide out of her clothes. She ordered me to stick out
my tongue and then she positioned my head at the position and angle
she wanted it. "Now I expect a lot of licking first, then I want you
to get your tongue as deep inside me as you can and really work it
around." I was actually hard again as she said it. The next thing i
know i feel her hands grabbing the back of my head and pulling my down
between her legs. I began licking and knew something was not right. It
took me a minute as the whole thing was disorienting. She had me
licking her butt. i knew better then to struggle and just went with it
again doing something for the first time. It was not bad. After a
minute I actually began to try to lick in ways that would generate a
moan or a reaction. Then she started pulling me closer, "come on slut,
it's time to quit teasing me and start putting that tongue deep in
there." I had almost forgot and cringed as i started to push the tip
of my tongue into her. Right as I began to enter her she pulled my
face into her butt my nose in her pussy. After a few minutes of her
ordering me deeper i had my tongue stretched as deep into her ass as i
could get it. i worked my tongue around as she moaned until my tongue
started cramping.
Just as quickly as she had pulled me in she pushed my head back.
"Would you like something to drink now slut. Something to get that
taste out of your mouth?"
"Yes Ma'am please." I begged.
again she positioned my head telling me to lean my head back and
stick out my tongue. A moment lated a warm acrid liquid hit my tongue
and i knew instantly she was peeing into my mouth. I turned my head
letting the warm liquid hit my cheek and form a puddle on the ground.
"How dare you!" she shouted as she stopped. She slapped me hard
across the face and then grabbed the side of my head. "You are going
to clean that up, but first you are going to open your mouth and
swallow what I give you. Now tongue out." With no where for my head to
go i was forced to open my mouth and begin to taste and swallow her
urine. It was a very hard to keep it down but i managed to keep
swallowing until she stopped. "Now you little slut. Since you spit out
the first part I want you to open your mouth and not swallow. I am
going to fill your mouth and you are going to hold it there." She
filled my mouth completely and even overflowed my mouth with some
leaking out and running down my face. She then instructed me to close
my mouth and swash it around. Then she had me gargle it.
My mouth was still full when she made me get down on all fours.
she pushed my head down into the puddle like a puppy who had messed in
the house. Then she pushed my knees in toward my chest and spread them
, basically forcing my butt up in the air. After a pause she came back
and i felt something on my asshole. Slowly she started forcing it into
me. It was really big and i wanted to open my mouth and scream but it
was still full. "We are going to have to give you a little discipline
for spilling on the floor" and with that she pushed in hard and this
big thing popped past my sphincter and into my ass. I realized it was
a large butt plug a moment later it started to vibrate. "Now you can
swallow slut then lick up every drop. I am going to continue
disciplining you until you are done." I swallowed and began licking
her urine from the floor. Then I felt a sting on my ass and in my ass.
She was spanking me with the hairbrush with the vibrating butt pug
still in me. I began licking even quicker as the hairbrush kept coming
down. When I finally finished tears were rolling down the cheeks on my
face and the ones on my ass were bright red.
"Thats a good start but you have not got it all." She forced me
into a position where i was sitting on the butt plug. This made the
vibrating more intense. Then she propped my feet up so that all my
weight was on the plug, again making it more intense. She took a
moment to make sure my sore cheeks were spread wide and then placed
some sand paper underneath them. "This way you won't be tempted to
squirm around. Now time ti finish cleaning up slut." She came around
and grabbed my head forcing me into her pussy. i began licking and
could still taste the urine. After a minute the taste went away and i
kept waiting for her to release me and take out this plug that was
stretching me out so painfully. It was at least 30 minutes and 4 very
wet orgasms later that she finally said i was done. i was so excited
to get the plug out but she did not seem to be in a hurry. I could
hear her dress first.
"O.K. discipline is over. The keys to the handcuffs are on the
table next to you. Go ahead and take care of that for yourself."
Easier said then done. It took me ten minutes just to stand up after
flopping around on the ground. then to get the keys and unlock the
cuffs was another twenty minutes. When I finally got my freedom i
reached back and pulled the plug out and again had the champagne cork
sound. That brought a chorus of laughs and for the first time i
realized other people had come into the room. i pulled off the
blindfold and the in addition to Miss Anna there were three staff
members who i had never seen before.
One of the staffers who was still laughing told me to bend over
and grab my cheeks. She wanted to see if my punished asshole was still
gaping open, which of course it was. She then had me spread me get up
on the table and pull my legs back behind my head. One by one they
posed next to me while another took a picture. then in groups. The
last picture Ms. Anna grabbed some flowers from a table and used my
asshole as a vase.
They all left me like that as they talked loudly on their way
out. Ms. Anna was telling them how i had pulled my finger out of my
own ass and then licked until it was good and wet.