Sissy School free porn video

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Me I was a young rough. Fourteen - and a hell of a guy - in my own opinion. Strange really. I was not built like a football player. On the contrary I was rather slim and not very tall. I always got into trouble, though. My dad had left mom several years ago. Good riddance. I never missed him. My mom had only me - and I seemed to disappoint her all the time. So after some time she looked for help. She was referred to a boarding school. It meant sacrifices for her. But she seemed to want that instead of having the police approach her every week. The school We drove out there together. "What the hell is this place? In the middle of nowhere, even." "It's a boarding school. I don't want you around any more." "I'm too tough for you, eh?" She did not answer me. We arrived. "It looks like a prison." My mom laughed. "Not a prison. It has a perimeter to scare away the coyotes. If you want to escape, the perimeter will not stop you. The desert will." "You are determined?" "Look. A year ago you promised me to change." I did not answer. The headmaster A woman came to meet us. "Mrs Donovan? I'm Claire. And you must be Bill? Welcome." We went into her office. We sat down. "Now. You have been suggested to enroll your boy in our school. Do you realise the nature of the school?" "Yes." "And you are willing to sign the entry form?" "Yes." "Good. Here's the form. Please sign it. When you called we had it filled in advance." She signed - and immediately afterwards someone came up to me from behind and put a collar around my neck. I was surprised. I had not heard the door open. I flared up. "What the hell? What are you doing to me?" I sat down at once and shut up. I was sure that the collar made me do that. I wanted to shout. Wanted to attack that bitch. My mother as well. I could not move. What was all this? "All right, Mrs Donovan. You need to choose a name for her." "I think that Maria would be a nice name for her." I wanted to shout again. The collar still made me shut up. Maria? Her? "Very well." The headmaster took out a card and filled it. I could see that she wrote 'Maria'. "I need you to sign this card as well." My mother signed it. "That is all?" "Yes, Mrs Donovan. Maria is now enrolled in this school of ours. When Maria has finished the first grade - probably four months from now, we'll have yet another conversation if you want her to enter the second grade. To clear up any misunderstandings - the first grade includes preliminary courses of cooking, cleaning, taking care of infants, dressing and behaving like a young lady. We'll read romance novels and watch romantic movies and discuss them.The decisive subject, however, is makeup. To pass the exam all the girls will have to turn up every morning and every evening for a week for inspection. If their makeup is not perfect, they'll fail. On graduation day we expect their mothers to appear and converse with their daughters. That is also part of the exam. If you should be dissatisfied with Maria - or we detect anything wrong, she'll fail as well." I was devastated. My mother was leaving me in the hands of these lunatics? I could not say anything, though. "That's just what you told me on the phone. I accept everything." She got up and the two lunatics shook hands. Enrolled When my mother had left, Claire got up and said: "Follow me." I did not get up. I would oppose everything they might throw at me. At once I felt a jolt that really hurt. "You had better toe the line. Come on, Maria." I tried to free myself from the collar. At once I got a really severe jolt. That hurt even more. "A word of advice, Maria. Never - ever - try to open the collar. This was just a warning." I got up and followed her. I had little choise. My roommates We came to a room with beds for four. The beds were in four different colors - all very feminine. And the outfitting was also feminine. A bookcase was full. Four small wardrobes had colors that showed that they belonged to the occupants of the beds. A door slightly ajar showed the bathroom. Three girls got up at once and curtsied to the headmaster. Were they girls? They also had collars around their necks. That indicated that it might be difficult to get rid of those. I'd have to try, though. "This is Maria. She has just been enrolled. Please show her the ropes." Claire left at once. "What on Earth is this asylum?" I asked. "Don't talk like that, Maria. You'll get punished. My name is Dorothy." The others chimed in: "Emily, Patricia." "I don't care. My name is Bill." Before I had thought about the answer, I was writhing on the floor. "Don't call yourself anything but Maria. I am responsible for this room. If you cut up rough any more, we'll all get punished. And we don't want that." "Are you girls?" "Yes. We used to be boys." That seemed to be an acceptable answer in this place. "Take off your clothes." "What?" "Look. If anybody here gives you an order - and she has the authority - obey at once." "I don't want to do that." At once we heard a voice: "Dormitory fifteen will be punished. You will all line up for maid duty tomorrow." Emily's face showed disgust. Just afterwards I felt that I could not move. The others - I'd better call them girls - came over and undressed me. They carried me to one of the beds and cuffed me - face down. The responsible girl picked up my clothes and said to the others. "I'll deliver her old clothes to the supervisor. In the meantime you may whip her. Don't make her suffer more than necessary." After a few minutes I was crying. When Dorothy returned, she whipped me a bit more. Apparently just for show. I appreciated that. Then she released me. "I got a nightie for you, Maria. Put it on. We are supposed to be in bed." "Why? It's only eight." "We are allowed to read in bed. And we are allowed to talk - especially about today's movie." "What's its name?" "I don't know. Anyway. Let's get to bed. I want to read. What do you say girls?" The others accepted her suggestion, so I had little choise but to follow their example. In my nightie I went to the bookcase to look for something worth reading. "What is this rubbish? This is for girls of twelve - not for us." "Maria, shut up. Do you want to get us all into more trouble?" I shut up. I chose a book that I hoped to be the least offensive. It turned out to be about girls of our own age. Their most important duties seemed to keep their clothes clean - playing with dolls - doing their makeup - and talking about their big sisters. They were envious about their fancy clothes. I soon fell asleep. Morning In the morning Dorothy showed me how to make up the bed. "Why?" "Maria. I show you only once. If you don't do these things right every time, you'll be punished. And the punishment might spill over. We wouldn't want that. Would we, Maria?" I grumbled. "Maria! My authority is not very great. But it's still there. When somebody in authority says something to you, you respond clearly. And you curtsy and respond - yes, Miss Dorothy. Have you got that?" I grumbled some more. The next second I was writhing on the floor. When I could get up again, Dorothy asked: "Learned your lesson, Maria?" I held out the sides of the nightie, curtsied, looking down I said: "Yes, Miss Dorothy." These collars could sure hurt. "Good girl. Now. Head for the shower and hurry up. There are two kinds of soap. One is for the body. The other is for your hair. Don't use anything else for your hair. You might lose your pretty hair." The soap was scented like hell. It made my skin smell like a girl. I used as little as possible. My hair needed washing as well. The shampoo was also smelly. The girls showered as well. Then they put on maid dresses. "We don't have any for you, Maria. Come with me, and we'll have one issued." "Like this?" "You are welcome to wear anything from your closet." I looked inside. "Nothing." So we went - she in her uniform and I in my nightie. It was degrading. Dorothy knocked on some door. "Come in." We entered. Dorothy curtsied. "Good morning, Miss Jones. We are assigned to maid duty, but our new girlfriend does not have a uniform." The woman got up. "Doesn't she know how to greet me?" "I'm sorry, Miss Jones. Maria arrived yesterday, and she has not really settled down." "Bend over, Maria." I just looked at her. Then I was writhing. They picked me up and dressed me over the writing desk. The pain stopped - just to be replaced by a severe cane lash over my bottom. I cried out. "Get up, Maria." I had learned this lesson as well. I curtsied to her. "I am so sorry, Miss Jones. It will never happen again." "I hope not." She fetched a tape measure and did what was necessary. She fetched a maid uniform and gave it to me. Dorothy kicked me. I curtsied at once. "Thank you, Miss Jones. You have been very kind. I'll wear this uniform with pride." She looked at me with a frown. "Kind of slow, aren't you?" Dorothy said: "Put it on, Maria. Hurry up. We'll get demerits if we are late." Miss Jones said: "Wait a minute. Maria doesn't wear a training corset. Why's that?" Dorothy curtsied. "I don't know, Miss Jones. Maria came to us - just like this." She seemed nervous. "Just a minute." Miss Jones went to her phone and called someone. We heard only her part of the conversation. "I have Maria here. She's supposed to be a maid today. She has no training corset. Do you know why?" A short silence. "Yes, Miss Claire. Will do." She put down the phone. "All right, Maria. Get dressed. I'll call the maid detail and tell her that you've been delayed. Dorothy, make sure that you deliver Maria to fitting at noon." Heading for the door Dorothy whispered to me: "When we leave the room we are supposed to curtsy again." Morning duty All four of us went to the maid squad leader. Again we curtsied. Dorothy said: "Good morning, Miss Damian." "All right. Let's get cracking." "What's for breakfast?" I blurted out. She looked at me. "Why is your collar's name tag empty, girl?" Dorothy curtsied. "Her name is Maria, Miss Damian. She is new. She's supposed to be fitted at noon." She looked at me. "I hope that you learn quickly, Maria. Otherwise you'll find the stay with us rather stressfull." I agreed silently with her - meaning something completely different. I intended to teach them a lesson. "Anyway, Maria. Full day's maids do not get any breakfast. So you made your three friends lose theirs as well. I hope that they appreciate it." We went to work. It was boring. Her own chores seemed to be a supervisor only. She took that seriously enough. She faulted my work almost all the time. At some time she said: "Maria! You're not absorbed by your work. One demerit." Dorothy whispered to me soon after: "Ten demerits will put you on maid duty again. Management decides if it spills over. Try to do your work properly. Please, Maria." I didn't. Before noon I got two more demerits. After the third demerit Miss Damian called somebody. "Maria is not properly motivated with maid duty." Soon after I got a jolt from the collar. It was followed by an annoying feeling close to pain. It kept up. It forced me to try to do the work better. A couple of times Miss Damian remarked: "Good work, Maria." At those times the pain was replaced with some sort of happiness - for a short time. At a time I tried to say the same phrase. The pain was doubled. One more lesson learned. The collar - or their control system seemed to be keyed to the supervisor. Damn. The increased pain kept up. It was quite upsetting. I started tripping and making mistakes. I approached the coach. "Excuse me, Miss Damian. This pain is making me lethargic - and that causes me to make mistakes. Will you please take it away?" "We can't have that." She called someone again. "Let go of the punishment for Maria." Then she turned to me. "But you did not promise to be a good girl. You did not say that it was your wish to be a proper maid for today. All in all your apology was very sloppy. One more demerit." My fourth in so few hours? I cursed under my breath. "What was that?" She yelled. "Nothing, Miss Damian." "Collar. Repeat what Maria said." I did not know that it could do that. It did. "One more demerit for foul language - and two for lying. Seven demerits! I wondered what the record was. When Miss Damian was out of earshot, Dorothy said: "You'd better pull yourself together, Maria. If you keep this up, you'll be on permanent maid duty. Do you want that?" "That depends on what other options I have." Noon I was getting quite hungry. When Miss Damian was out of earshot I asked Dorothy. "You'll not get any food before six. At twelve I'll deliver you to be fitted. Then I'll head for the cafeteria." She looked at her watch. "Twenty minutes from now." "Could you get something for me, please? I'm famished." "If I did that - and it was discovered - I would get twenty demerits. I'd probably get demoted as well. As I told you - my authority is small. But I don't want to lose it." "What is this fitting?" "First of all they'll measure you and print your name on your collar tag. Then you'll get a training corset. You'll find it very constricting. In time I think you'll find it fine. Then you'll get one more maid costume - and two school uniforms. Plus lingerie of course. Then they put makeup on you and you collect what you need for doing that yourself. After they have finished you are supposed to hurry back to our room and put everything in place. And please do it properly. They are almost always inspecting the rooms of new girls." At noon Emily and Patricia headed for the cafeteria at once. Dorothy and I approached the coach. We both curtsied. Dorothy said: "Thank you, Miss Damian. I'll now bring Maria to the fitting room. We shall all be happy to be back here at halv twelve." "Good. And Maria - you are getting better. Congratulations." I felt a deep sense of pleasure. Probably the damned collar. But it was real. For the first time that day I felt satisfied. We left. We hurried to the fitting room. Dorothy left me. I knocked on the door. "Come in." I went in - saw two ladies - and said: "My name is - Maria." Damn that was close. I was just about to use my forbidden name. "I am supposed to be fitted." "One demerit for not curtsying. Take off your dress, girl." The corset was indeed constricting. "I can't breathe." "Of course you can, silly girl. This stays on day and night. Do you understand, Maria?" I curtsied and replied: "Yes, ladies." "Come over here to the makeup mirror." I sat down. "Hm. You have a good complexion. Fine for a good mixture of colors. Do you have any favourites, Maria?" "No? I have never used makeup." "Never? Well, well. That is a pity. We'll soon remedy that." They did. I picked up all of 'my' stuff and headed for the door. In time I remembered the code of this place. I turned and curtsied to them. "Thank you for these precious gifts, ladies. I promise to look after everything." Afternoon chores I was just in time getting back to the maid squad. Dorothy said: "Good, Maria. Did you arrange your outfits?" "Sure." "Your makeup as well?" "Well. I just put them in my drawer." "Silly girl. Probably one more demerit. When we get back, look into our drawers and learn the proper order." At two Dorothy approached the coach and curtsied. "Miss Damian. We must leave now. We have classes in a quarter." "Yes. You are dismissed. Maria? You have been a good girl - in spite of your inexperience." I felt a deep compassion for this woman. She was so nice to me. Deep down I was horrified. This bitch had punished me many times. Nice to me? What a joke. The collar made me feel that I wanted to do anything to please her. I knew - intellectually - what was going on. Still I curtsied. "Thank you, Miss Damian. I should very much like to learn to be a maid." What was I doing? Probably that damn collar. I would have to look out. They were not going to break me. We hurried back and changed to our 'normal' school dresses. Then we hurried to class. Classes Dorothy pointed to a desk. "That is yours, Maria. This class is physics. Pull out your name card, fill it out and place it in the front of the desk." "Thanks." I did that like everyone else. The teacher entered. We all stood up. One of the girls went to the front, curtsied and greeted the teacher. "Welcome, Miss Uptown. Class is ready." "Sit down, girls. Pull out your physics books. Go to page 28. Read from there to page 35." I was a bit surprised. Reading the stuff in class? Oh, well. I started reading. I finished after a quarter or so. After twenty minutes one of the girls put up her hand. "Have you all finished, girls? Madeleine? Suzanne?" The girls in question got up, curtsied and replied: "Yes, Miss Uptown." "What about you, Maria?" I got up and curtsied as well. "Yes, Miss Uptown." "Good girl. Are you a fast reader?" "Fair, Miss Uptown." I curtsied again. Better play it safe. "Your behaviour is very good for a new girl." I felt a jolt of pleasure and a deep compassion for this kind teacher. At the same time I was worried about that damned collar. It was messing with my head. "All right girls. What's new?" Dorothy got up. "Miss Uptown. Next week I'll start my exam." "Very good. Girls! I want you all to go over to Dorothy and check her makeup." I was really surprised. This was class. Physics. What had Dorothy's exam to do with class? I knew that makeup was an important part of her exam - but why should it interfere with class? I queued up to inspect Dorothy. Then we went back to our seats. "Any comments?" They chatted away for endless minutes - without getting up or curtsying. In the end Miss Uptown asked me: "What's your opinion, Maria?" I was not sure if I should get up or not. I decided to do that. I curtsied as well. "Well, Miss Uptown - as I see it Miss Dorothy's makeup is perfect - but her complexion and her hair seem to call for lighter shades." "Interesting. I am not an expert, but let's try it out. How much time have we got?" "Not more than five minutes." "That's too short a time." She considered. "Look, girls. If you all read from page 36 to 42 for next week, we'll use the whole hour to try it out. I suggest that you use those five minutes and the break to read. All right, girls. I'll leave you now." Everybody grabbed her book and started reading. Almost everyone had finished when we started the next class. The same girl went to the front and curtsied. "Welcome, Miss Shingleton. Class is ready." "All right, girls. Get out your math book and read from page 127 to 130." The same thing happened as the previous class. We read. And she asked Madelaine and Suzanne - and me - if we had finished. This time, however the girls ended up discussing dresses. "You are a silent girl, Maria?" I got up and curtsied. "Pardon, Miss Shingleton. But my experience with dresses is very limited. This one is only the second I've worn." "Oh, yes. You are new, aren't you? What do you say, girls? Should we use the rest of the class to dress Maria up in various dresses? Then we could discuss at the same time." That idea seemed to catch on. So we went there and used up endless minutes to dress - and undress - me. At the end Miss Shingleton remarked: "I'm surprised that you haven't detached your garters, Maria. Who's your room responsible girl?" Dorothy stepped forward. "I am, Miss Shingleton. I'm sorry. I didn't inform her that they were detachable. Maria must have assumed that we were supposed to wear stockings." Miss Shingleton laughed. "All right, girls. That was a slip-up. Not requiring a demerit." Dorothy curtsied and said: "Thank you very much, Miss Shingleton." The teacher turned to me and frowned. "Your manners are not quite up to speed, Maria. And you are a bit too quiet in class. Collar, Maria - ten percent more talkative in class, fifteen minutes of pain, level two." That collar was a scientific marvel - but used for strange purposes. At once I could feel it. Dorothy and my other two room-mates helped me change my dress. I was too disoriented to do it myself. The pain ended just before next class. This was English. The pattern was precisely the same. Except that I contributed very much to the (important!) discussion about the length of dresses. Afternoon activities Our room had maid duty after the three school classes. We had to change dress two times. I was getting tired of these costume swaps. After that we had dinner - at last. I was famished at that time. Time for today's movie. I was not looking forward to it. It was probably some crap. The first hour - almost - was about a woman - or one like us? getting dressed. From the beginning she was wearing a corset and panties. What followed was evidently intended to program us. When she put on stockings I - and probably all of the 'girls' could feel the immense pleasure of the nylons sliding up our own legs. The slip was simply wonderful. And just going through her - large - number of dresses in her closet gave us a deep pleasure. I did not count the number of dresses she tried. But she changed her stockings two times. Three! times we had to go through the pleasure of putting on the nylons. This was pure brain- washing. Crap. The woman went on a date. We could feel her excitement as she walked down the street. We could hear her high heels clicking. We could feel her dress swinging - as if we were wearing it. She danced with some guy. We could feel her relaxing in his arms and her pleasure with the music and the dance. Between every dance he kissed her (us), and we were overwhelmed with pleasure. I tried to shut it out after the first kiss. After the movie we went to our room and to bed. Dorothy wanted a discussion about the movie. "How did you like the movie, girls?" Madelaine said: "I liked it. It seemed realistic, and I liked the boy very much. I wouldn't mind kissing him." I was surprised. How could she call this crap realistic? I said: "Most of an hour used for deciding what to wear? Is that realistic?" Dorothy replied: "I am sure that if you had that many dresses, you'd use just as much time for picking the best dress. How did you like the boy?" "I hardly saw him." "What? That good-looking fellow? Something is wrong here. Control!" A discreet speaker said: "Control here. Anything wrong?" "It seems that Maria pays too little attention to the movies." "Noted." The following four months After that they seemed to supervise me more. I seemed to pay better attention to the movies. Except for small differences those were all made in the same way. We were to meant to want to wear stockings. That kissing business also seemed to penetrate my defences. The days were all the same, except for one period in spring. We had the exam like everybody else in the country. I was devastated. The written exams in my facourite topics - mathematics and physics - were a complete disaster. That damned collar shut me down when I had finished about half. Did they not want me to get good grades? That also happened in most of my other exams - to a lesser degree. When we got the grades - almost only Ds. Except for our 'girly' subjects. In children's care I got a B-. Cooking a B. Skin care a B+. Cleaning a A-. When I saw the cleaning grade the collar made me feel that that should be my vocation. Deep inside I was horrified. Were they making me into a maid? To hell with them. I decided to stay focused on leaving this hellhole as soon as possible. End of first grade Finally - they were letting me finish my fist grade. I made an effort - and passed. My mother came for the completion and talked to Miss Claire in a meeting room. I was called shortly afterwards. Good! Now was the time to leave. I entered the room. I curtsied. "Good morning, Miss Claire, Mrs Donovan." Miss Claire said gently: "Sit down, Maria. You have just passed the exam for the first grade. We'll just talk for ten minutes or so. Then I leave you two to discuss your future. Have you had a good time here, Maria?" I played it safe. I wanted out and I did not want to rock the boat. I started to get up. Miss Claire interrupted. "This is not class, Maria. You don't have to get up. We are just talking." She continued to tell mom about the next grade. "We still have normal school curriculum - according to their age. But in second grade we appreciate that the girls learn to sew. To pass the exam they must sew their own gown - and wear it in front of the jury. In the first grade the girls stay four to a room. Second grade - two to a room. I think that all of our girls would like that, right Maria?" "Oh, yes, Miss Claire." The collar made me say that. I would have preferred not to answer. Miss Claire left. "You have changed quite a bit, Bill." "Mrs. Donovan! Please call me Maria. That is my name here." "Why do you call me Mrs. Donovan? Call me mom - like you used to." "Thank you, Mrs Donovan. I supposed that I had to have your permission to do that." "As I said. You have changed quite a bit - eh - Maria." "Thank you, mom." "Have you thought about the future?" "Definitely." I was about to tell her that I wanted to leave. But that damned collar took over completely. "It's a complex decision. If I leave now, you don't have to pay school fees any more. I would have to get a job. My grades were not exactly impressive. So I suppose that school is out. It might take a long time for me to get a job. On the other hand - if I stay here, the school promises me to teach me something useful. They have connections - and they try to fix jobs for us after the second grade. There is no guarantee. Two out of three girls leave after second grade for a job secured by the school." "That sounds like good thinking. But tell me, Maria. What would you like to do?" I wanted to tell her that I would get a minimum dose of hormones in second grade and maximum in third. So I was trying hard to ask her to let me leave. I could not. "Mom. It's not my decision. It's your money. Can you afford to keep me here? The school fees are a bit higher for second grade - and you'll have some more expenses." "Why?" "The fees cover cloth. We'll have to sew all our dresses. But we'll need to buy shoes and stockings." "Stockings? Don't you use pantyhose?" "No. Stockings only. Except that we are not allowed to wear them in the first grade." "Allowed? You haven't tried?" "No. I would like to try. How does it feel?" She laughed. "I wouldn't know. I've never tried. But you didn't answer me, Maria. Let me rephrase, then. If you would prefer to stay, it wouldn't matter much to me. Would you like to stay here for the second grade?" The collar made me light up. "Oh, yes please. I would like that very much." I was furious. I wanted to get out. But that damned collar had cheated me. "All right, Maria. If that's what you want, let's head for the office." Mom said: "Miss Claire. Maria has stated that she would love to stay for the second grade. Do I sign yet another card?" "Yes." She slid a card across the table, at the same time looking me in the eye. I knew what she was thinking - that bitch. She was forcing me to stay for at least four months more. Damn her. "If you have the time, we'd suggest that you take Maria into the nearest town for stockings and whatever you think she might need." "Shoes?" "If you want. Normally we say that the heels must be maximum two and a half inches. But we are not monsters. If Maria really wants some higher heels, we'll overlook ONE pair. Here are the addresses of various stores - including the one that sells nylons. You would want to buy her several pairs. Black for her maid outfits. Sheer for daily use. Maybe a few other kinds - depending on Maria's wishes." "All right. Dresses?" "Whatever she wants. Girls in second grade have bigger closets." Into town I knew that I was enrolled in second grade. I had no way to evade that. Especially because of that damned collar. But what about third grade? I had heard ominous rumors. If those were to be trusted, the 'girls' had a ball every Friday. Boys were imported to let them dance with a male partner. If one boy (or several) wanted to stay the weekend with their partner - and the girl 'allowed' it, he would. It made my skin crawl. Those damned movies had not (yet) changed my feelings. So I tried to find a way to have her promise not to accept the third grade. She interrupted my thoughts. "I think that you have changed for the better - eh - Maria. But do you want to stay a girl - I mean forever?" Again the collar took over. Apparently it functioned independently - without the support of the school system. I would have liked to say that that school had probably crippled me permanently already. "Oh mom. They are using the clothes to keep us in place. And they really know how to make you behave." The collar made it seem like a trivial matter. "All right. Let's face the positive news. What would you like to buy?" "Stockings are essential. Otherwise - not very much. We must think about your money." "Don't worry about that. I'm working full time now. And I've got a substantial raise. So don't worry your pretty head about that." I turned. My mom talking about me being pretty? Treating me like a girl? "All right, mom. I'll try to live up to your expectations." I tried again to think about the third grade. I wanted to know if she had read the contract carefully. Did she know about the hormones? Probably not. Was it in the contract? Probably. They wouldn't want lawsuits. "Now mom. About the third grade." "Yes?" "Do you think I should continue in third?" "What do you think?" "I think that I should find a job after the second." "But you said that the school gave no guarantees." "Yes." I tried to find some way to express this so I would not offend the collar. "Well, maybe I would have to wait a bit for something to appear." "But would you get a paper that said you were fully qualified?" I was about to lie, but: "No." "Would it not be best to have that paper?" I tried to find a way. "Not really. After second grade I will get papers that will state that I am qualified to enter a trainee position." I had to think hard to get that past the collar. "And four months later you would get the paper that said that you would not be a trainee any more?" "Yes." "It seems to me that those four months would be well spent." I was horrified. I might already be a sissy. But I was sure that those four extra months would break me. I had to postpone the decision. I had to THINK. Shopping I did not have the time to think while we were shopping. Much to my surprise - and to mom's - I seemed to be in Heaven. Ten pairs of black nylons. Ten pairs of sheers. I begged her for various colored stockings. "You know. Let's say that I sew a pink dress - then I'd really like to have stockings in the same shade." Leaving that particular shop I said: "Might I have a pair of stockings, please? I would like to try it on." "Sure." She handed me a pair of sheer. I went to the bathroom - almost trembling in anticipation. The pleasure was so great that I prolonged the process. Deep down I was worried. Then I joined mom again. "Thank you, mom." She noticed his beaming fase. "Not a very big purchase. All in all thirty pairs! Ten panties and matching bras and slips. Bras? Do you use that?" "Only to make the outfits match. In second grade I would get demerits if I wasn't wearing a bra." I was sure that after two months I would need to. The collar would not allow me to tell her. "Don't they make exceptions?" "Only for medical reasons. No big deal. I wouldn't want to wear something without the matching parts." "You like wearing a bra?" My mother had trapped the collar. I would like to chuckle. Instead I giggled. "Look mom. Bras are sexy. I don't feel sexy, but I think about girls wearing the same thing." It seemed that she was not completely satisfied with my (the collar's) remark. But she let it slide. It was annoying that I could not speek freely. "I would like to stop after second grade." I had to work hard to say that. Mom looked at me. "In three to five months I'll have to move to another flat. Wouldn't that collide with your exams?" The collar kept me quiet. This had not happened before during the conversation. I could hear some whispering - what? I could not really hear it. The collar made me say: "I'm thinking. Please be patient, mom." Then I heard it. That damned collar had apparently contacted the school. I heard Miss Claire clearly - like telepathy. I was sure that mom could not hear anything. "Maria. That's not nice. I'm disappointed in you. I have heard part of your conversation. You are the first girl who expresses a wish to leave us." I bet. Noone would be allowed to by that infernal machine. "I'll discuss your case with all of our teachers. I am sure that we'll turn you into a proper girl." The collar made me say: "All right, mom. You have made several points. Good ones." I paused - apparently to reflect. "Yes. You are completely right. I think it would be best if you made arrangements so that I go straight from second to third grade." She turned her head to see if I was serious. I must have looked sincere. "All right Maria. I'll do that."

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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

4 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

2 years ago
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Sissy tasks

Your First Sissy AssignmentThis is your first step on your journey into femininity. A journey that will change your life. You will be humiliated and embarrassed. Most of all, you will be feminised. If you don’t intend to follow all of these assignments to the letter, then turn away now.Your first assignment is to buy yourself a pair of panties. Be sure to measure your hips before you set off. You will go to a smart department store or, better still, a specialist lingerie shop. How exciting – a...

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

3 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

1 year ago
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Sissy Farm Chapter Eleven

Sissy Farm - Chapter Eleven By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA. Auntie...

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

4 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

20 Sissy farm List of Characters. Me. Michelle A Natural transvestite sissy. Janice My Younger sister Aunty Bev Janice and My mother's Sister. Mistress Janet Headmistress of the young lady's academy Doctor Shirley Williams. My endocrinologist. Miranda. A very effeminate Sissy sales assistant. Miss Stern Miranda's mistress who owns the shop. Peregrine AKA Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James AKA Auntie Jamie Peregrine's...

1 year ago
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Sissy Farm Chapter Fourteen

Sissy Farm - Chapter Fourteen By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty...

4 years ago
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Sissy Velina

I walk into the living room of my master. I am completely sissified and wear a very frilly sissy maid outfit. My 6" white leather peep too high heels have thick leather straps around my ankles and are closed with medium sized padlocks. I wish I knew where my master holds the keys. On my lightly sun tanned and smoothly shaved legs I wear white sheer seamed stockings and with a nice lace band at the top. At the back the pink seams end with large pink girly satin bows. Just above my...

3 years ago
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Sissy Rules Reads like a proper job description

(Found this on the internet... #65 seems especially made for me) Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows...

1 year ago
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Sissy Rules

Rule#1: A sissy does not have a cock. A sissy has a clittyRule#2: A sissy wears a bra and pantiesRule#3: A sissy loves cockRule#4: A sissy loves cumRule#5: A sissy takes it in the assRule#6: A sissy loves pinkRule#7: A sissy loves her toysRule#8: A sissy dresses like a slutRule#9: A sissy sharesRule#10: Sissies love facialsRule#11: A sissy must have a tight assRule#12: A sissy must have perfect bimbo makeupRule#13: A sissy grows big fake titsRule#14: A sissy is a pro cock suckerRule#15: One is...

2 years ago
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Sissy Julian Chapter I Beginnings

Here we go again. Some boys simply are sissies. This is the story of one of them. It is not a story of discovery, although there is much of that, but rather a tale of a lovely boy's trip to self-realization, albeit a tad 'forced.' If lots of frilly sissy boy and girl outfits, super swishy behavior and a little sex, not to mention dominant women, are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fictional fantasy work. No references...

1 year ago
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Sissy Crissi Chapter 3 Leroys Turn

Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers...

4 years ago
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Sissy discovers Part 5

Part 5 of the story about Sissy and her sexual awakening ****************Brad did not hesitate when invited to go over to Lisa’s. Sissy was not surprised. What young male would not want to hangout with a girl who flaunted her nude body in front of him only hours before. They decided to take the pontoon boat over as it is ten minutes by boat and almost 40 minutes by car. Evening cruses was a family specialty and Brad was good at handling the boat. As they pulled up to Lisa’s family dock Sissy...

4 years ago
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Sissy gracie Life begins anew

Sissy gracie, Life begins anew Chapter 2 As i stood to dress.. the first guy asked me.."So cunt.. you are wearing sissy clothes underneath and all lockedup. Do you have other clothes .. other sissy clothes?" 'ohh Yes Sir' i replied... "Good .. tomorrow.. bring the key.. and wear more.. i want to see you all sissified...... no pants.. just sissy clothes.. prissy dress.. stocking.. high heels.. make up... make your tits look big...... do it up...... and I will hold your key...

4 years ago
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Sissy thoughts 2 Questions From Sissies

1. I am about to have my first experience as a sissy with a Man! How can I make it more special for us both?A: How wonderful! You are at the very start of your new sissy life. It will of course be special and memorable, but to deepen the reprogramming of your still-forming sissy mind, try dressing as a sissy schoolgurl. Not only will it drive your Man wild with lust, but the symbolism of your costume, and the reality of the loss of your virginity will combine to kickstart stronger, more...

2 years ago
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Sissy Farm Chapter Twelve

Sissy Farm - Chapter Twelve By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's brother.) James: AKA....

4 years ago
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Sissy Sally

CAUTION: This is a forced fem story. If this is not your thing, please move on. All rights reserved. Sissy Sally Sam Smith fretted anxiously at the kitchen table while he waited for his mother to return from the district attorney's office. How could he have been so stupid? Breaking into the new neighbor's house had been a disastrous idea from the start. Ms. Johnson was an attractive, impeccably dressed older widow who had moved into the house-...

3 years ago
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Sissy discovers Part 4

the continuing original story of a young girl finding herself****************************Breakfast was filled with the usual mumbles of ‘good morning” and banging of pots, sizzling bacon and gurgle of juice being poured into tumblers. Sissy and Brad avoided looks at each other at first, and then Sissy sat down across from him at the table and patted him on the head saying, “what’s the matter grumpy?” in an exaggerated baby voice. “Nothin’ - hand me that fruit will ya?” He replied and gave...

3 years ago
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Sissy School Part 2

SISSY SCHOOL - PART 2 By Missy Crystal I followed Mistress Mary back to her office. She left me standing in the middle of the room and sat down behind her desk. After ignoring me for a few minutes, she looked up and said, "I told you that you would be severely punished for disobedience." Crap, I thought to myself. I already have six strokes of her leather paddle coming. What did I do wrong? My face dropped. She smiled, "but I can also reward, when I am pleased with your behavior. You...

1 year ago
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Sissy Cruise 3

"We are going on a Caribbean cruise, in two weeks time......." stated my wife Penny. "Oh......Okay," I queried. "With Samantha and Tim," she finished. "Oh really." Samantha is a new friend in my wife's life. They have known each other for a couple of months, but they are already quite close and always scheming together. My relationship is mixed. It seems that the only time she talks to me is to point out my faults which is somewhat annoying. However she is very domineering...

4 years ago
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Sissy New Year

Sissy New Year I remember heading out to a New Years Eve party with a group of my friends from work. I remember stopping by a bar for a few, pre-party shots--well, several pre-part shots. I even recall the super-hot transvestite hooker that winked at me as we left the bar. I don't remember anything else after that. Which explains why I was so confused when I work up a few days later, blindfolded, tied up in a strange bed, with something hard lodged firmly up my ass and a big...

1 year ago
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sissy rules

A sissy must wear panties. He does not own any male underwear.A sissy may wear a bra and pink or brightly colored tights or leggings.A sissy must sleep in lingerie. If he does not have any, he must sleep naked.When alone, a sissy must dress as a girl. Good sissies wear lipstick while alone.A sissy always keeps himself free of facial hair, and is otherwise well groomed. He must always be presentable, ready to please. Good sissies shave their legsEvery morning after he wakes up, a sissy strips...

4 years ago
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Sissy Arm Wrestler

Sissy Arm Wrestler By Margaret Jeanette Margie Ware came home from working out at the health club she belonged to. She was wearing the blue dress she had worn to work. She always felt renewed after a visit to the health club. She tried to visit it at least two times a week. It wasn't easy as she worked overtime at least two nights a week. She always tried to make it on Tuesdays and Thursdays. She looked at her husband of six years sitting in the recliner dozing while the...

4 years ago
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Sissy New Year

Author's note: My stories generally featured a lot of forced femme, bondage and kinky sex--you know, the stuff that I keep hoping will someday happen to me. That is still true for this story, but this time around, the author in me decided to spend a bit more time developing the characters before commencing the full-on sissy sex orgy. I also wanted to write a story where the characters are well intentioned instead of simply being a rogue's gallery of perverted bastards. With that in...

3 years ago
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Sissy Farm Chapter TwentyOne

Sissy Farm - Chapter Twenty One - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty...

3 years ago
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Sissy Tammy

Sissy Tammy It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a child I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games. My...

2 years ago
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Sissy Julian Chapter VI Growing Pains

Sissy Julian - Chapter VI, Growing Pains by: sissystevie Yes, 'tis I, back again. If I can remember how to post this thing on FM. I came across a partially completed additional chapter to this saga, which I abandoned for personal reasons eight years ago, and thought why not? Thus, spurred on by some of your wonderful comments, I completed the chapter and may well complete the saga. There are just too many wonderful kinky - and romantic - moment to come. If you want me to...

3 years ago
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Sissy 101 Intro to Sissy Sluts

Sissy 101: Intro to Sissy Sluts One week before my freshman year at college, I received a letter saying that my class schedule changes had been approved. That struck me as odd because I hadn't requested any changes. Without explanation, I had been un-enrolled from two of my general studies classes. I was now signed up for SISGEN101 and SISHYP161--whatever that meant. I went online to the university's website. These classes weren't even listed in the general course description...

3 years ago
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Sissy Farm Chapter Nineteen

Sissy Farm - Chapter 19 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

1 year ago
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Sissy in the making

Chapter 1 Jim arrived at the North Carolina motel Saturday afternoon as he wanted to make sure everything was in order for Mistress Cleo's arrival on Sunday, as per her instructions. He had gotten the suite to insure there was enough room and comfortable for his new found Mistress. A Mistress he had never met, but already under her control. He began to lay out the items he was instructed to bring, maids outfit, bras, panties, stockings, and every female garment he thought might...

3 years ago
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Sissy Caught at Work

Who ever goes to work thinking "today my life is going to completely change forever". I certainly didn't think that when I got up this morning. I thought I was heading for another typical day at work, full of boring meetings and sipping coffee. Little did I know... My day started like any other, 5 mile run at 6AM, shower, get dressed and headed to work. The only twist is what I'm wearing under my clothes. I love to wear girl's panties. I wear them all the time to work, and today is no...

2 years ago
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Sissy whorehouse veronica

Chapter 1 - The CaptureBefore I became a girl I was a lonely boy with no friends. I couldn't seemto make friends with anyone. I hated myself and I hated my life. One day Idecided to take a walk and try to get away form my troubles. It was earlyin the morning, the sky was a pretty pink, and no one else was out. Butthen, out of the corner of my eye I spotted a black van with heavily tintedwindows coming down the street. It slowed down beside me and as it did Igot a little scared. I was alone on a...

3 years ago
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SISSY DANI

I was not aware that my girlfriend had begun studying hypnosis,nor that she harbored ambitions of petticoating me. But I soondiscovered that the combination of the two was dangerous to mymasculinity. One afternoon I was sitting in my living room,listening to the stereo through a pair of headphones. It was awarm, sultry day, and after a while I drifted off to sleep. (Muchof what follows my girlfriend--now my mistress-- explained to melater.Seeing that I had dozed off, Jennifer saw her chance....

3 years ago
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Sissy discovers Part 3

part 3 of an original story********************After the drive to the lake it is a family tradition to pick up a pizza from the local joint at the village. The pizza is delicious after a day of driving. The whole family, mom dad and the k**s have just about demolished the large pepperoni and roasted red pepper pie. They sit around the counter and woof down the last slices. As they talk about the tomorrow and plans Vicky gets up to clean the counter, and Tom snuggles up behind. The k**s...

2 years ago
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Sissy Tammy

It all started back in the 60's, 1967 to be exact, when I was 13 years old. As a c***d I was a bit small and frail, taking longer to develop than most boys my age, and as a result I ended up playing more with the little girls on my block than the boys. This was also a problem of geography, not having any boy friends living near us, and that was probably just as well because all they did was tease me and beat me up, never letting me play any of their games.My only real play friend was a pretty...

2 years ago
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Sissy Julian Chapter II Introductions

Julian's story continues with his first day at Lake Orenda, and quite an interesting day it proves to be! If lots of frilly sissy outfits, super swishy behavior and a little sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking anyway. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, places or events whether past or present. This chapter is rated R as it contains sissy sex....

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

Chapter 2 - Facing Erika But my bliss would be short lived. I was abruptly wakened from my dreamlike state by a jarring shove into my shoulders that snapped my neck back and sent me reeling forward to the floor. I tried to reach out my arms and break my fall, but one hand was pinned between my pantied crotch and thighs. I reached out with the other and managed to get it in front of me, but it only tended to cause me to roll to the side, throwing my shoulder into the floor and toppling...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

2 years ago
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Sissy Husband

Sissy Husband By Margaret Jeanette Betty Burns was headed for her mother's place. Her mother lived eighty miles away. She was talking to her on her cell phone, actually arguing some more with her. Just like that her mother hung up on her. She dialed her back and when her mother answered she said she didn't want to talk to her and hung up again. Betty turned her car around and headed back home. So much for a week-end with mother. She knew her mother had a temper and it...

4 years ago
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Sissy Farm Chapter Eight

Sissy Farm - By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie Jamie, ...

2 years ago
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Sissy Teaches Me Part Two

“Are you watching?” Sissy asked me as she lied there, legs spread nice and wide. The inner part of her pussy starting to gape a little, trying to open up larger than it was already.“Yes,” I answered.I was watching with everything I had.Sissy ran her hand down between her smooth legs and I watched her take her finger and trace her tender sexual entrance slowly. As she did, I saw her puffy lips come to life. Her inner ones swelled and slightly parted even more to reveal the hot pinkness hidden...

Incest
1 year ago
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Sissy School Part 5

SISSY SCHOOL - PART 5 By Missy Crystal I woke up thinking that I was in my bed at home and had a bad dream. I was on my back looking up, but the ceiling of my bedroom wasn't pink. Then the weight of my bedmate's arm and leg draped over me, the warmth of her body against mine and her soft breath on my neck as she slept quickly reminded me of what had happened the day before. My mother sent me to a school for sissies and here I was in bed with one. Well, that really wasn't the bad part....

4 years ago
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Sissy Julian Chapter V A Day at the Village

Julian spends a most interesting and eventful first day in Lake Orenda Village. So, if lots of frilly sissy outfits, super swishy behavior and a little kinky sex - not to mention dominant women - are your thing, please read on. If not, thanks for looking. It is also a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. This chapter is rated X just because of the sheer kink of it....

4 years ago
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sissy Britney serving Mistress Jeri James

About a month ago sissy was honored to meet and serve her Mistress.Mistress has been training me for a couple months to be her Britney sissy slave.Training included watching lots of sissy hypno vids along with BBC hypno vids.Learning to dress as Mistress likes, sucking dildoes to become a better cocksucker.Locked in Chasity, my chastity is a nub because my clitty is so small.Wearing butt plugs and once I got use to a size, I had to go purchase a bigger one to getMy pussy ready for large BBC.I...

3 years ago
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Sissy Fantasy

I waited for what seemed like hours and was probably minutes when I heard Masters voice. "Silly me I forgot to open it, better hurry sissy I don't think Jenny would be too pleased if the neighbors saw you dressed that way," he smirked. The car lights flashed and the boot unlocked. I grabbed the cases and hurried inside. As I was passing Master he handed me a package. "A present from Jenny....put it on when you change... and put my case somewhere safe but don't open it," he...

2 years ago
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Sissy Farm Chapter Nine

Sissy Farm - Chapter Nine By: Beverly Taff List Of Characters. Me: Michelle - A Natural transvestite sissy. Janice: My Younger sister Aunty Bev: Janice and My mother's Sister. Mistress Janet: Headmistress of the young lady's academy Dr Shirley: My endocrinologist. Miranda: A very effeminate Sissy sales assistant. Miss Stern: Miranda's mistress who owns the shop. Peregrine: AKA. Uncle Penny. My transvestite uncle. (Aunty Bev's brother.) James: AKA. Auntie...

2 years ago
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Sissy Gets A Black Master

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