BDSM Library - Diary of a Debtor

Diary of a Debtor

Provided By: BDSM Library
www.bdsmlibrary.com



Synopsis: This is a femdom story set in the future where male rights have eroded. Males falling into debts are sent to debtors prisons which are little more than brothels for the women to enjoy

       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.







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