****** 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. Review_This_Story || Email Author: A_Davis ****** MORE_BDSM_STORIES_@_SEX_STORIES_POST ******