Debbie's Trials - Cover

Debbie's Trials

by Seeker 111

Copyright© 2024 by Seeker 111

Erotica Sex Story: An orphaned girl is sent to a school for training as a slave

Caution: This Erotica Sex Story contains strong sexual content, including Fa/Fa   Fa/ft   NonConsensual   Slavery   Lesbian   Fiction   Incest   BDSM   DomSub   Humiliation   Torture   Group Sex   Exhibitionism   Fisting   Sex Toys   .

It was a month after graduating from eleventh grade that my world turned upside down. I had just turned eighteen and was enjoying the summer with my friends. We would hang out, talk about boys, turn catty about some of the other girls from our class, but most of all I enjoyed going to the lake. The lake was where we went to swim and get tan. Over the last few months my body really changed. I went from an almost flat chest to having a bosom. It seemed that every month my mother would have to take me shopping for blouses and bras to keep my boobies from exploding out into the open. The last time we went shopping, I was wearing a 34DD bra and my hips had rounded tapering into firm young thighs. Add that to light blonde hair that’s thick and luxurious, grey eyes, button nose and perfect teeth. By the end of the year, I had more than my fair share of boys wanting to take me to the dance that marked the end of elementary school and the beginning of high school. The fun though was at the lake.

Having the type of body that I do, it left very few choices for my mother to select bathing suits from. I convinced her to let me buy a bikini. For a girl in her mid twenties, it was modest. On me, it roared sex kitten. No sooner had we gotten home, I took the bathing suit to my girlfriend Kathy’s house to show her. We ran up to her room and I took it out of the bag. He eyes went wide as she held up the bottoms. Isn’t it a little small Debbie? That doesn’t look like it will cover anything between your legs. I told her that I will try it on and then she could decide. As we have done many times in the past, it was no big deal to be naked in front of each other. We’ve been friends since kindergarten and lived two houses apart. She gasped when I removed my blouse and bra. When did your boobies get that big? Jesus Christ, look at them! They don’t sag at all. As she talked about my chest, my nipples were getting hard from both the air conditioning blowing across them and her staring at them. I felt a tingle between my legs that Wait a minute Debbie, I want to see something. OK? What do you want to see Kathy I asked? Your coochie if you don’t mind. With that she pushed my shoulder and I fell back onto the bed. There was a glazed look in her eyes and she was licking her lips as if she hadn’t had anything to drink in a week. Her breathing became ragged as she placed her hands under my knees and lifted my legs. She spread them wide and asked me to hold them like that. As if I were in a spell, I dropped the bikini bottoms onto the bed and held my legs in the open position. Kathy stared at my coochie marveling in my sex. Although the hair on my head is thick, the hair on my sex was thin and all of the parts were visible. When I had tried on the bikini in the store and showed it to my mother, she commented that she would show me how to trim the hair that peeked out from the sides. Now as Kathy looked at me, she drew closer. I could now feel the hot breath that she panted graze my tender parts. The tingling got stronger and I could feel something wet seep out of me. I put my legs down. Did you see what you wanted to I asked breaking Kathy’s concentration. She blushed, backed up and stood as I put on the suit. The top covered almost the entire front of my boobies. The sides of them were not able to be contained by the top. The bottoms had a wide patch in the front and back. The two halves were held together by very thin strings that tied on the sides. I wouldn’t need to trim that much hair by my thighs. From the way Kathy was staring at me I couldn’t wait to wear it at the lake and tease all the boys.

Kathy and I went to the lake the next day. I wore my new bikini and when I took off my shorts and top, all the boys around us stopped what they were doing and looked at me. I giggled to myself and ran to jump in the water. What I didn’t know at the time was when the suit got wet, it became almost transparent. When I dove into the lake and came to the surface, Kathy grabbed me. I can see your nipples and boobies. I looked down and could see that it was almost as if I had nothing on to cover my top. I asked Kathy to meet me at the water’s edge with my towel. I had to repeat my request to her. She had that glazed eye look again. She shook her head and acknowledged me. I swam to the edge and waited for her to return. Thankfully the lake is murky and being under the water no one could see my body exposed. Kathy returned with the towel and I quickly exited and she wrapped the towel around me. I didn’t go back into the water that day, but we did stay at the lake. It was fun to watch the boys and some of the girls react to the suit. Some of the boy’s trunks were standing out in front as they stared.

It was two weeks later when I got the news about my parents. It was raining really hard that day. I was over at Kathy’s house two doors down the street. We were playing Nintendo when there was a knock on the door. At the door were two police officers asking if I was in the house. They said they wanted to speak with me. I got up from in front of the TV set and walked to the door. It was Officer Jacobs the D.A.R.E. Officer for my school and his partner Officer Williams. We know each other from school and going into town. Kathy’s parents came into the room when they heard it was the police. The officers asked me to sit down. They both had frowns on their faces and sadness in their eyes. Debbie, there has been an accident. A driver lost control of his car in the rain and spun into a bunch of other cars. I didn’t understand. What does that have to do with me? Officer Jacobs took a deep breath and let it out slowly. Debbie, the first car that was hit had you parents in it. They were killed instantly by the crash. I heard a loud gasp from behind me as the information registered in my brain. I let out a long and loud NO it can’t be, you got the wrong car. Other people have the same car as we do. Same color and everything. It can’t be them. Kathy’s mom came over and took me in her arms. The news registered and I began to cry. She just held me for what seemed like hours stroking my hair. Kathy’s mom and dad offered to take care of the arrangements for me. The funeral was four days later. That’s when I first met him, my Uncle Ritchie.

Uncle Ritchie was mom’s half brother. He came up to me and stood in front of me. You must be Debbie. Do you know who I am? I am you Uncle Ritchie. I stared at him. He kind of had some of my mother’s features in his face. I am going to be the one that will be taking care of you. You will come and live at my house. The thought hadn’t entered my mind about where I would live. I had been staying at Kathy’s house. Her father had divorced his wife and married a girl twenty years younger than him. She got pregnant and he died four years later. Mom never associated with her step-mother or half brother. I didn’t even know he existed until that day. At least he explained that to me. He was my only living relative. My father was an only child as well. After the funeral and repast we went back to my house for me to pack. We would be leaving in the morning. Uncle Ritchie lived in a city that was four states away. It was a long drive to his home. He kept on looking at me. His eyes went from my hair to my feet stopping at my boobies and coochie for long periods of time. The way he was looking made me feel uncomfortable and also scared. The first night on the road he booked only one room with twin beds. I took the one closest to the door and went into the bathroom to change. As I climbed into bed he kept asking me about boyfriends and whether or not I’ve had sex yet. He wanted to know if I ever fooled around with any of my girlfriends. He was quite graphic with his questions. The last question I paid attention to was if I played with my, as he called it, pussy and tits. Even though all of my answers were no, he persisted in asking his gross questions. I finally told him that I was tired and turned on my side faking sleep. Sleep was the last thing on my mind. First I was worried he might climb into my bed, plus I kept on thinking about my parents. How could that guy do this to me? Turn me into an orphan in one fell swoop. I never even got to say good bye or that I loved them.

We got up early for breakfast and went to a diner to eat. Let me describe my Uncle. He’s about 5’ 8 with a pot belly and little holes in his face. He ordered this huge breakfast of eggs, ham, bacon and pancakes. I had yogurt and fruit with a glass of milk. As he stuffed the food into his ugly face, he told me that we would be at his place in about six hours. I had no idea what type of place he would have. Given his physical condition, I thought that the place will be a dump. I decided right then and there that I would be nothing but trouble for him. I figured that if I presented enough of a problem he would send me back to Kathy and her parents. They offered to take care of me. Hell, I was almost their second daughter.

We finally got to his place and boy was I wrong. It was in a nice area of the city and had a second bedroom that was stacked with boxes and unused exercise equipment. As soon as we got into the apartment he changed his demeanor towards me. He threw my luggage into the room. That’s yours. There are no locks on the door. It’s up to you to figure out how to place your mattress for sleeping. I looked at the room and started to cry. I had never been in this type of situation. Mom had always made sure that I kept my room clean, but this was a complete mess. What was I supposed to do with all this stuff? He walked up to me and took me by the shoulders and turned me towards him. Faster that I could react; his hand flew and smacked me hard across the face. Do as you’re told. All of the things in there are mine and I want them kept. Work around my things and find a place to sleep. My face burned where his hand connected with my cheek. I ran into the room and slammed the door shut. I decided to put my plan into action immediately. I refused to do anything he told me to do. It resulted in being spanked, sent in my room, and slapped across the face. In school, he was constantly getting calls from my teacher about my behavior. It took about two months and he finally had enough. I thought that he would send me back to Kathy and her parents. What he did do was to send me to a private all girl academy.

I had pissed him off so much that he sent me by myself with directions and a train ticket. A vehicle that had the name of the school was at the station waiting for me. I thought it odd that the driver was a woman for some reason. The driver was dressed in an outfit that came straight out of the 1890s standing next to the car. Her hair was tied in a severe bun on top of her head. Her heavy black skirt was all the way down to the ground. The blouse she had on had puffy sleeves, ruffled collar and buttoned all the way up her neck. The contrast of our clothing was eerie. I had on a pair running shorts that just covered my ass cheeks, a thong, light bra and a tank top shirt. When I stepped onto the platform from the train, I was hit full force in the face by the heat that greeted me. It must have been close to 100 degrees. I was hot and sweaty from just walking from the train to the outer terminal to find the car. How could she not be affected by the heat? She looked at me with her head cocked. Are you Debbie? I nodded feeling a bit uneasy as I gave her the once over. Put you bag in the back and come with me. There was no lilt in her voice. It wasn’t a command, just a statement delivered in monotone. I threw my things into the back and sat next to her in the front. As I was getting seated, she said Oh no child. Students never get to sit in the front. You must sit in the back with your things. I moved to the rear seat and waited for her to start the car.

The trip to the school was silent. The only thing that was said during the entire ride came at the beginning. The Headmistress will want to speak with you upon your arrival. I don’t know if the silence or her monotone voice was worse. After a three hour trip we got to the school. It looked like a plantation mansion from the Deep South. It was dark by the time we arrived and light shone from some of the windows. I thought to myself, At least there’s electricity. The driver stood next to me at the stairs leading into the building. Up the stairs, second door on the right, knock before entering. With a deep breath, I traversed the stairs and entered. I found the door and knocked.

A soft voice from inside said for me to enter. I opened the door and went into the room. I couldn’t believe what I saw there. I had been transported back in time. The woman behind the desk was dressed exactly the same as the driver. She was writing in a ledger using a quill and inkwell. The room was lit by the candles in a holder on the corner of the desk. When she finished writing in the ledger, she completed the task by using a blotter to dry the ink. As I thought about my entry into the house, I realized that the light didn’t come from bulbs. The light had been produced by candles. The woman cleared her throat and brought my attention back to her. I am the Headmistress of this school. That is how you will address me. Your teachers will be addressed as either Miss or Ma’am. The clothing you’ve brought with you will be burned, and your school clothing will be provided for you to wear. Take off your clothes so that you may be fitted properly. I stood there stunned and in a daze with my mouth open. The Headmistress got up from her desk and came to my side. She put her arm around me and held me close to her. The other girls in this school were sent here for the same reason you were. All of them had been trouble for their families that they could not control. I and the other teachers do not tolerate disobedience or bad behavior. Disobedience and bad behavior are treated with discipline. Sometimes harsh, sometimes violently harsh, it depends on the offense and the repetition of the offenses. Now, for the second and last time, remove your clothing to be fitted for your school clothes. I quickly undressed and stood naked in front of her. She took out a measuring tape and took readings. She went to the closet and removed several items and handed them to me. She told me to get dressed. I looked at the items and almost cried. In the pile of items were bloomers, petticoats, a plain shift, a grey skirt, and blouse that went all the way up my neck. When I was dressed, she led up the stairs to be introduced to the girls I would share a room with. It was very eerie to walk up stairs holding a candle and trying not to let the breeze extinguish the flame.

We got to the door to the room and she tapped ever so slightly on the door. As we entered the room, the three girls in the room were standing next to their beds looking straight ahead. Girls, this is Debbie. Debbie, this is Patty, Denise and Carol. Denise, Carol and Patty all curtsied to the Headmistress in acknowledgement. I want the three of you to explain the rules to Debbie completely. Make certain that she knows the time schedules for meals and classes. With that she turned on her heel and left the room. Patty was the first to speak. Jesus Christ! Another fucking newbie for us to be responsible for. I can still remember the whipping I got from the last one fucking up. My reaction was priceless. The other two began to laugh at me. How old are you cunt Carol asked me. I’m fourteen. What the fuck did you do at fourteen to be sent to this hell hole Denise asked? I told them about my parents and Uncle Ritchie and wanting to go back to my friend Kathy and her family. All three said at almost the same time You’re fucked. It’ll be at least four years before you see the light of day beyond this place.

Patty walked around me and surveyed my body. Not too bad but still too young to play. These are the simple rules you have to follow. First is in the room, when you hear a knock on the door you are to immediately stand next to your bed at attention with your arms behind your back. Your hands are holding your elbows like this. Patty demonstrated the position for me and had me follow her instructions. Second room rule is once your bed is made in the morning you are not permitted to sit or lie on the bed except if you have a medical note. Third is no sex of any kind. You can’t even masturbate when the others are asleep. The gauzy frock you were given is to be worn at all times to cover your body, even when you take a shower. We will show you how to properly put up your hair in a bun and keep it that way. Breakfast is at 6:15, lunch is at 12:00 and supper is at 5:30. You are given a three minute grace period. If you are later than three minutes you will not be permitted to eat and will get demerits for every minute you are late. When you get ten demerits accumulated you will receive a severe punishment. If you get twenty demerits in one calendar month, well let just say that you won’t be willing to get any more demerits. Wake up is at 6:00. We have fifteen minutes to get dressed, make our bed, wash our faces and be at breakfast. We are three minutes from the dining hall at a fast pace. There is no running permitted at all. Breakfast is over at 6:45. We then are sent to our first class of the day. Oh, and one more thing newbie, when you fuck up we get the demerits with you. All of us do, so don’t fuck up. Any questions newbie? My head was spinning and I couldn’t remember most of what she said about the room rules or how to even make the bed properly. All I kept thinking about was what she said about a severe punishment. What did you mean severe punishment Patty? She gave a long stare and sighed. The punishment for ten demerits is a caning on you bare ass. You are tied bent over a wooden saw horse. You skirts are lifted and your bloomers are pulled down. Then the head mistress takes a thin bamboo cane that has been soaked in salt water and beats your ass 20 times full force. If you cry, they gag you. If you pass out, they throw cold salt water on your ass and thighs to wake you up. That is considered the light touch for punishment around here. I gasped and almost peed on myself at the information. How could I have been brought to a place like this? What have I done to deserve this type of treatment? Denise whispered that it was almost time for lights out. The three girls began to disrobe and neatly laid out their clothing on different sections of the one chair in the room. Carol turned and told me that this is my section and pointed to an empty location. Dressed only in their shifts, they waited by their beds with hands in position like I was shown earlier. There was a soft knock on the door and an elderly woman entered. She went straight to the chair and inspected the placement of the clothing. She stood in front of each of the girls one at a time. As she examined each of them, she reached out and took their nipples in her fingers and squeezed and twisted them harshly. You could see the look of anguish and pain in their faces but none of them made a sound. She finally approached my location. Standing in front of me she examined me to ensure that I was properly dressed for sleep. You must be the new student. I check to make certain that you are not wearing any unauthorized garments to bed. If you try to pull away or make a sound it carries three demerits each. She took my boobies in her hands to feel their weight and firmness. She rubbed her nails over the nipples and they got hard pushing the material out in the front. She took them into her fingers and provided the same treatment as she did to the others. I saw stars as she squeezed and twisted my virgin nubs. My knees almost buckled. I clenched my teeth to avoid screaming and not back away. She finally released them and said it was time for bed. With my nipples throbbing, I slid under the covers. She blew out the candles and closed the door. The only thing I could think of to do was cry. I cried until sleep took me into a dream world that eased my pain.

6:00 AM came earlier than I thought. The other girls in the room were running around excitedly getting dressed and making their beds. The noise of them shuffling through the room is what woke me. Patty was already dressed and was standing next to my bed. The next thing I was aware of was the hard slap across the face by her. Get up you lazy cunt! If you’re late we get punished too. She pulled me from my bed and threw me onto the floor. My head was reeling from the slap as I tried to get up onto my knees. A swift kick landed squarely on my ass and knocked me back down to lie flat on the floor. I screamed from the impact and scrambled to my feet. Get dressed and make your bed now. I ran to the chair and pulled on my bloomers, skirt and blouse. I had just finished buttoning all of the buttons on my blouse when there was a call from the hall 6:10, breakfast in five minutes. I still had to get my shoes on, secure them and make my bed. Denise came over with a smile on her face. She reached out and took my nipples in her fingers and squeezed them tightly. I can help you this morning but it will cost you later. The smile on her face and the look in her eyes was pure evil. I wasn’t sure what to do and nodded my head. Denise let my nipples go and went over to my bed and in about thirty seconds had the bed made and ready for inspection. She grabbed me by the arm and with the other girls in tow exited the room for our meal. We entered the dining hall just as the clock reached 6:18 and the door closed.

I followed the other girls and got in line and picked up a tray. As we moved along the line, food was placed neatly on the tray in individual compartments. We were given a ladle of something white at the first location. The second location placed what I thought to be scrambled eggs. Next were two strips of bacon, then toast and finally a glass of milk. Each girl had to stop at the end of the line to have the tray examined. When I got there the woman took out a note pad and asked my name. I told her it was Debbie and forgot to add Ma’am at the end. Well Debbie, you get two demerits for insubordination, two demerits for improper presentation of your tray for inspection, one demerit for the top button not being closed on your collar. Who are your roommates? I looked down not certain what I had done wrong. I responded with Patty, Denise and Carol Ma’am. She called the three names and the girls jumped from the table and came as quickly as possible without running. They stopped in front of her standing erect, legs slightly parted and hands behind the back holding their elbows. Is this your charge she asked. Yes Ma’am all three replied. Her button is undone, she was insubordinate to me and she is holding her tray improperly. Weren’t you told to instruct her about the rules? All three hung their heads down, their chins touching their chest indicating that they had failed at the assigned task. All of you will receive the five demerits for her failure. Now show her the proper way to present her tray for inspection. Carol came next to me and showed me how to present the tray. I needed to have my arms bent, palms up under the tray with my elbows resting on my hips. The woman looked and said Now you may go to your table and eat.

I sat down at the table and could see that the other girls were infuriated with me. Some of the others were giggling softly about their plight. Patty leaned over and whispered You’ll pay for that cunt. Denise snickered and said Cool she already owes me. This should be fun. I was saddened by the turn of events and stuck my fork into the white mass on my tray. I put it into my mouth and almost threw up. I don’t know what it was supposed to be, but it was horrible. Carol laughed and said I know, it sucks, but your tray has to be empty or you’ll get more demerits. I tried mixing the compartments together to lessen the taste of the white stuff. I managed to clear the tray of all the food and hoped that it wouldn’t reverse on me later in the day. A soft bell sounded and all of the girls as well as the teachers rose to deposit the empty trays and head to the first class of the day.

My name was called out by a woman standing at the doorway. I placed my tray in bin and walked quickly to stand in front of her the way I had seen. Yes Ma’am, you called my name. She handed me a slip of paper with numbers on it and times. This was my schedule and class rooms. My first class was in six minutes. I hurried to find the room and not be late. I just made on time. As I got to the room the teacher was closing the door and locking it tight. The classroom was filled with the old style desks that came right out of the late 1800’s. On each desk there was a board and a piece of chalk to write with. I was flabbergasted. Here we are in the 21st Century, the age of personal computers and smart phones, but what do we use? Chalk and a small writing board 9X9 inches. I looked at the front of the room and my mouth gaped open in shock. Written on the board were exacting instructions of how to give your husband a blow job. Underlined three times were the words Defeat you reflex to gag. As I read through the lesson on the board, it became clear that the recipient mentioned wasn’t just a husband but our Master.

The teacher stood in front of the room holding an object that resembled a penis. She diagramed the locations on the penis that would bring the most pleasure for the male. She then indicated that sometimes our Master would not be ready and it was our responsibility to get him erect. She held the penis up to her mouth and began by licking the underside just below the head. As she was doing that, her hand was massaging the shaft with a twisting motion. She would occasionally stop to provide some type of instruction like grasping his testicles and rolling them in our other hand. Our teacher set the fake penis on her desk and faced the class. You must be fully proficient in your oral ministrations. If you fail to have your Master fully erect in one minute or less, it will result in your punishment, regardless of the situation. You will now proceed one at a time to demonstrate what you have just seen. The teacher pointed to the first girl and she jumped from her desk and stood next to the instructor. The girl must have done this before she was taken to this place. She took the fake penis and began to lick all over the head. Then without hesitation, inserted the thing all the way into mouth until just the base was left touching her lips. I sat there in complete amazement that the girl didn’t gag or choke. It remained in her throat until the instructor told her to remove it. The teacher took the fake penis and placed it on the desk. She then struck the poor girls severely across the face with her hand. What were you instructed to do? All of you will follow my lesson plans and not proceed further than what you have been taught. Now, go and sit back down at your desk. Being the new girl, I was the last one to be called. As I walked up to the front of the room, an announcement was made to end class. I was spared the indignity, at least for today.

My classes all seemed to revolve around sexual servitude and being a slave. They were all introductory showing the basics of serving a Master. My next class was obedience training. There weren’t any desks in this classroom. We stood in two line and had to follow the instructions without thought. It was just like Simon Says except that the positions were extremely humiliating. We were told that there were ten basic positions we had to learn. The first one was the standing position. That one we all knew. It’s the one where you stand erect, legs slightly spread and your hands are behind your back holding the elbows. The second position is kneeling, legs spread, back straight with your hands resting on your thighs palms up. The third position was down on your hands and knees, back arched. The last position for the day was number four and called the super stick out your ass. This one had us on our knees with our elbows, face and boobs pressed into the floor. We had to go from position to position as the number was called out. The teacher would walk around and correct our posture or move our legs to get into the correct position.

My next class was what they called home care. It was designed to teach us to maintain the home we will live in. We had to clean, dust, wash laundry, polish silverware and clean the rugs. Since there was no electricity in the school it had to be done the old fashion way. We rolled the rugs up and carried them out to the back area. In the back, there were two posts with a cloth line between them. We placed the rug over the line and took old rug beaters and beat the rug until no dust emerged. This was the first time I had seen the surroundings in day light and stopped to look. There was nothing that I could see that even remotely resembled civilization. I felt like I had been whisked away in a time machine back to the days on the prairie. The only thing that was missing was a log cabin and the hooting of the Indians. We took the rugs back inside and I was relieved that it was lunch time.

After another wonderful meal like breakfast, I was told that I had to take a special class. I was given a room number and told to precede at best haste. I got to the room and the door was closed. I knock softly and waited. A gentle voice from inside said Come in Debbie. I entered the room and stood in what I was now to call position one. The woman in the room had her back towards me when I entered. She turned around and I almost fainted. It was none other than Kathy’s Aunt. I had met her a few times when she would come to visit Kathy’s mother. She looked very different from those times. At Kathy’s house, she was dressed in short skirts, tight blouses, very high heels and kept her hair loose. She would always ask Kathy and me if we had let boys touch us or if we touched them. If we or they had, how the touching was done and where the touching occurred. She would always touch our arms and stroke our hair as we talked. She saw the disbelief in my face and began to laugh. I am the head Mistress and owner of this school. I convinced your Uncle Ritchie to send you here instead of giving you back to my sister to live. My eyes welled up with tears at the learning of this. Why! Why would you want me to be here in this miserable place? I could have been very happy back home. Gone back to school and gone to college. Why? The Head Mistress stopped laughing long enough to tell me. It’s simple really. I want you to belong to me and eventually become an instructor here. Also, in due time, become my replacement. I was totally confused. What are you talking about? What do you mean? I will explain all of it in due time. For now you must keep this a secret. I do not want the teachers to think that you are privileged and above your education. You must take your classes and exams and as the necessity requires punishment. Do you understand what I am telling you? I nodded my head and whispered Yes Mistress. She wrote me a pass and sent me to my class.

 
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