My Sissy Life free porn video

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If you like my story then let me know. If you don't like my story let me know also. But if you don't like it, then why do you keep reading it? For all you morons that say I'm sick or compare me to Hitler (where that came from I have no idea, some fool did compare me to him.) .....Just remember THIS IS NOT REAL. It may be twisted but it's not real. ------------------------------------------------------------------------ My Sissy Life Part One... It was the middle of August and I was school clothes shopping with my mother. We live in a small town, where everyone knows everyone. There weren't any malls or places to go shopping for clothes in our town so we went to the city to go shopping. "Oh Bobbie, look at this skirt. It would go perfect with your white short sleeve poplin blouse," my mother said. The skirt was pleated, green and black plaid and went to about 2 inches above my knee. "Mother, why do I have to get new school clothes? If I must get new clothes could I just get jeans?" I said, hoping that maybe ths year things might change. "I mean, this skirt with my blouse would look like a school uniform. I goto a public school, they don't have uniforms." "Bobbie," she said, "you know you can't wear jeans. Your father would never approve it. You know what things you are allowed to wear." "Yes mother," I said, knowing my father would never let me wear jeans in the house, let alone to school. "Besides," she said, "you'll look very cute going to school on the first day dressed in your blouse and this skirt. We can get you some new white knee socks and with your patent leather shoes you'll be the most pretty girl there. You are going into the 7th grade, you should want to make a good impression on your first day." She was right, I was going into the 7th grade. Only I'm not 12 years old, I'm 16 and I didn't want to give a first impression like that. The reason I am so far behind in school is because I failed 3rd, 4th, 5th, and 6th grades. I failed 3rd and 4th grades because I couldn't understand some things. The school offered me help but my father told them no. He said I was just lazy and I didn't care. I failed 5th and 6th grades because I hardly did any of my homework because of my chores at home. So I couldn't keep up with the rest of the class. I kept up with my Mother as she was looking at the racks of different skirts, dresses and tops. She picked out a few and asked me if I liked them and I told her what she wanted to hear. 'Yes mother, that is very pretty', 'I like that one' or 'This one is nice'. She kept saying how cute I was going to look this year. "Normally you are very cute in your new school clothes Bobbie. This year you are going to look so much better because of..." "Mother!" I kind of shouted with my teeth clenched as I looked around to see if anyone was looking. "I don't want new clothes, I don't want to look cute or pretty. The other kids make fun of how I'm dressed already, new clothes won't help things any." My Mother said, "Bobbie, why would the kids make fun of you? You are always dressed in nice skirts and dresses. Your accessories always match and your makeup and hair is always nicely done." "Why mother?" I said "You know why," I lowered my voice and said, "I'm not really a girl and everyone, the whole town, knows it." No one knew me at the mall, at least I hoped I wouldn't run into anyone that knew me. "Oh, I see," she said. "Well, okay. I'll say sissy instead of girl. It's just that I thought you would want to be called girl while we are in the store at least. I mean, it's been four years since you started dressing as a sissy and it's been three years now that you have been going to school in your sissy clothes. The whole family calls you 'she' and 'her', being called a girl shouldn't bother you that much." My parents have worked it out so that I can wear my skirts and dresses at school also. I think my father paid them off but I'm not sure. I started going to school dressed in girls clothes when I was 13. That is another reason why I didn't do so well in school. "No Mother, that isn't what is bothering me," I said sort of quietly. "You, know what is bothering me." My mother said, "Oh, you are self-conscious about your body. Aren't you? Well, let me assure you that I will make things fine for a girl, I mean sissy...What is it girl or sissy?" I slightly hung my head down and said, "Girl." Even though I am a sissy, I'd rather be called a girl, al least while we are at the mall. As I said before, no one knows me here, so people think I'm just a teenage girl shopping with her mother. "Okay," she said, "I can assure you that I will make things fine for a girl like you. Like I was saying, normally you are very cute in your new school clothes. Only this year you are going to look so much better because of your cute little breasts. Finally the hormone shots your father has been giving you are really working. It's about eight months and we are starting to see results." I knew what she meant, I looked down and saw my overall style denim jumper skirt, my white ankle socks, my pink and white sneakers and two bumps in my white tee shirt, they have gotten bigger over the summer. I also knew what was under my clothes besides my panties and my camisole. I had very distinct bikini tan lines. All summer we were at our beach house and there wasn't a day that I didn't lay out on the beach, by order of my father. Speaking of my father, I'll say a little about my father and the rest of my family. My father, Jerry, is a very dominant man, a real man's man. He owns some kind of construction company. I'm not sure exactly what he does, but I know he makes a lot of money. I live with my father, mother, brother and sister. My mother, Sherry, is very motherly, she is kind but firm. She knows that what my father says is the law in our house, she adheres and enforces all the rules, along with my father. My sister, Kim, is very pretty, a real blonde knock out. The boys are always calling her or coming over and asking her out. She has me help her get ready for dates, brush her hair, paint her nails and anything else she can think of. She is 17 and going into 12th grade. My brother, Jim, is just like my father, a real man. He really takes advantage of his power over me. He has me do just about everything for him. In return he makes fun of me and puts me in humiliating situations. He is also on the football and baseball teams, he is 6' and very well built. He is 15 and going into the 10th grade. He is one of the main reasons that I am a sissy. I'll explain how later. According to my father I've always been a sissy but I've only been dressing and living as one since I was 12. I am 5'2", have blue eyes, natural blonde hair, on the skinny side. I am shaved completely smooth except for my eye brows, eye lashes and my long blonde hair and I have braces. At home I'm a maid for my family. I do what I'm told at all times. I wear a short, maids uniform. I am in my uniform and in service for my family almost the whole time I'm at home. I do have some time to myself but it is limited. When not in uniform I must still do what I'm told but I dress as a ?normal' girl. I say ?normal' because I wear clothes that other girls wear, but I am only allowed to wear skirts or dresses and they are never to be below the knee and most are mid thigh, some are higher. I don?t wear male clothes at all ever. We have a very large house on a very large piece of land with woods all around. An in ground pool, a huge RV, three jet skis, 2 ATVs and few other expensive things that my father, brother and sister have fun on. We also have a beach house. Anyway, getting back to the matter at hand. ?You shouldn?t be selfconcious Bobbie,? my mother said. ?You have a nice body, your father didn?t want you to look like a boy in a dress. He has shaped and molded you into a very nice looking sissy. If someone just met you there is no way they would ever know you weren?t a normal girl.? ?Yes Mam,? I said. ?I know father spent a lot of time and money making me the perfect sissy.? ?Also,? my mother said with a smile ?you sure didn?t seem to mind your short skirts and bikinis this summer with that boy Seth. You two were together almost all the time. Holding hands and don?t think I didn?t see you stealing a kiss here and there.? My sister set me up with Seth, he was a nice guy I guess. He was very muscular, almost a body builder. He was 18, he had dark brown hair, 6'2", very tan and he hardly ever wore a shirt. He knew I wasn?t really a girl, my sister met him through a mutual friend. He didn?t consider himself gay, he just really liked that I was very submissive and that he could control me. The fact that I looked and acted like a normal teenage girl definitely helped. We were together a lot and we did ?steal a kiss here and there? but only in front of my family. When we were alone he would kiss me a lot more. I guess it wasn?t just one sided, we would make out quite a bit. I wanted to have a relationship like I saw the kids in school having, only I didn?t want a boyfriend. I guess I took what I could get after a while. He took what he could get also, after a few weeks of just making out and him feeling me up, he introduced me to his penis. From then on I was giving him blow jobs just about everyday, some times more than once a day. He said that I was a natural. I was just doing what I was told, like I?ve been trained to do for years. He couldn?t believe that I swallowed, he said that he liked that I was a dirty girl. I wasn?t trying to be kinky, I just didn?t want his stuff on my clothes. If my brother or any of my family for that matter, saw a stain on my clothes they would never let me forget it. We said goodbye about a week ago. I admit I was kind of sad, he was nice, he never hurt me or humiliated me. ?Okay Bobbie,? my mother said, bringing me out of my daydream about the summer, ?I think we have enough clothes. Now we need to goto the lingerie store.? I was confused, we never went there. We always got my camisoles and panties at Wal-mart or some other store like that. ?Mother,? I said, ?why are we going to the lingerie store?? She stopped, turned, smiled at me and said ?Because my little girl is growing up, you can?t wear a camisole forever. You are starting to develop Bobbie, you need to get a few bras.? My heart stopped. Oh my god, I?m going to be wearing a bra. ?Mother, umm, we, I mean, I... I don?t need to get a bra,? I stuttered. I couldn?t imagine going to school wearing a bra. I know it sounds stupid, I already go to school dressed as a girl. As it is now the kids are mean to me, but they aren?t as mean as the school year goes on. They don?t tease me at the end of the year as they do in the beginning. If I start wearing a bra everyday it will be like a sign on me that says ?Look at the sissy! She has to wear a bra because her breasts are getting bigger! Tease her even more!? ?Oh, yes you do young lady,? she said. ?Your father and I both agree that you need to start wearing one. You don?t want sagging boobs by the time you are 19 do you? Based on the size of mine and your sisters, you are going to have a nice pair.? Do I want sagging boobs by the time I?m 19? I wanted to tell her that I didn?t want boobs at all. But that wasn?t even an option anymore, I guess it never really was. Based on the size of her and my sisters breasts which were 34 D for both of them, I only knew because I do all the laundry, I wasn?t liking the future of mine. ?Whatever you think is best mother,? I said. Knowing that I was going be walking out of that store with a few bras no matter what I said. I knew from past experience that if I tried to protest my mother would make it known that I was a sissy who was shopping for her first bra. ?Come on honey, this will be fun,? she said. ?Just look at all the colors and styles there are to choose from.? The sales girl took my measurements, 32 A, I wasn?t quite an A cup but I was bigger than a AA. The sales girl said ?You won't fill out the cups right away but you?ll be a full A in no time. And don?t worry, I know girls your age hate waiting for their breasts to get bigger but I?m sure you?ll be back here getting new bras by Christmas.? Just what I wanted to hear. I just smiled at her politely. While I was getting fitted, my mother was on the other side of the store looking at the different types of bras and panties. When the sales girl was done with me I went over to my mother. ?Oh, Bobbie, done so soon? Well, I guess there wasn?t much to measure,? she laughed. I just smiled at her joke and walked with her as she looked around. We ended up getting five bra and panty sets in different colors and styles. My mother said ?Five sets should be good for now, this way you?ll be able to wash them and not run out. I want you to know that you are never to go without a bra from now on. I will be adding that rule to your Sissy Pledge.? ?Yes Mam,? I said. ?Good girl, now let?s get going home,? she said. ?Mother, I need to goto the bathroom before we go,? I told her. ?Okay honey, the ladies room is down the hall on the left,? she said. I looked at her a little confused and she took my left hand and said ?The ladies room is down that hall on this side. No wonder you failed so many grades.? ?Thank you mother,? I said. I almost did a curtsey as I thanked her but I remembered that I wasn?t in uniform. ?Okay, now go, I?ll wait here,? she said as she waived me toward the hallway. Four years of dressing as a girl, right from the first day I was going out in public and using the girls bathroom, it still seems weird. I remember going to the mens room with my brother, before I was ?outed? as a sissy. I would walk up to the urinal and he would say ?Don?t you think you should sit on the toilet to piss? You might miss and piss on yourself.? I would just ignore him, wash my hands when I was done and go find my mother. One day, when I was 11 years old, about a month before my 12th birthday I was at a restaurant with my family. My mother told my brother and I to go wash our hands before our food came out. We were in the bathroom and I went to the urnial as always my brother said ?Don't you think you should sit on the toilet to piss? You might miss and piss on yourself.? I was getting tired of him saying that so I said, ?Why don?t you just shut up. I?m not going to pee on myself. I never have and I never will.? He looked shocked that I stood up to him. He was a year younger than me but he was taller than me and way stronger. So I never really confronted him. He said, ?Okay, calm down. I was just joking.? I said, ?Well, I?m getting sick of you saying that all the time.? ?Okay, okay,? he said and started to wash his hands. He was finished before I was done peeing. I thought I heard him walking to the door. I was wrong. As I was peeing he came up behind me and pushed me. I couldn?t stop peeing in time and I peed all over my leg, my hand and somehow got some pee on my shirt. He laughed and said, ?Look at that, you missed.? ?You pushed me!? I yelled. ?Yeah, I did. But that isn?t what I?m gunna tell Dad. If you know what is good for you, you won?t argue with me,? he said as he left. He went back to the table while I tried to clean myself up. I spent fifteen minuets rubbing my jeans with paper towels and you could still see where I peed. So I went out to where my family was. My brother and sister were smiling at me as I walked up to the table. My father looked at my leg and saw the spot where I peed. I could see that he was very mad. I opened my mouth to say that Jim pushed me but my father stopped me and said, ?I know what you are going to say, it was an accident.? ?But Dad, I...? I tried to say. ?No,? he said ?I don?t want to hear it. Your brother told me how you have done this a bunch of times before and he has helped you get cleaned up. He said that he is tired of covering for you and I don?t blame him. Go sit at the next table, I don?t want to smell piss while I eat. We will talk about this at home.? ?Dad, Jim pushed me,? I said. ?Yeah, okay Bob. Just stop the lies. Go over there and eat, now,?he said. When we got home my father had me sit on a kitchen chair with a towel on it. My father stood in front of me. My mother, brother and sister were on either side of him. ?I don?t know what your problem is Bob but it stops now. Is this some sick thing you are into? Do you like pissing on yourself?? my father said. ?No, Dad. I?ve never done it before,? I said. ?I told you, Jim pushed me.? ?I?ve had enough of your crap!? he yelled. ?No more lies!? I was scared and I stopped arguing. I said, ?Yes Dad, it won?t happen again.? He said, ?I know it won?t. Because from now on you are to only sit when you goto the bathroom.? I said ?I have to use the toilet every time we go out?? ?No,? he said ?not just when we are out but all the time, even at home.? I looked at my brother, he looked like he was going to burst at the seems from holding in his laughter. ?To make sure you are sitting, you are not to close the bathroom door at home. If we are out, you are to only use the bathroom if me or your brother go with you. Is that clear?? he said. ?Yes Dad,? I said. ?Good,? he said ?now goto your room and change your clothes.? I was in my room watching TV when my brother walked in. ?Sup man?? he said. ?You know what?s up,? I said. ?I know,? he said smiling, ?it?s awesome.? ?No it isn?t,? I said. ?It sucks, now I gotta sit down to pee. Just like a girl!? ?Yeah,? he laughed. ?I know, that?s what makes it awesome.? ?I?m not a girl!? I yelled. ?I?m a boy!? ?Yeah, sure you are,? he said as he laughed. The ladies room door opened and shut and kind of brought me back to reality. I heard two girls come in. They were talking about some ?cute boy? that was out there. They were fixing their makeup in the mirror when I was coming out of the stall. I saw they were about 14 or 15 years old. I washed my hands and fixed my makeup a little also. Then I went to find my mother. When I found her I saw that she was talking to someone. As I got closer I saw it was one of my brothers friends, Mike. My mother said ?Oh there you are Bobbie. I was just telling Mike that I thought you fell in. I was showing him some of the things we bought you for school. Not that he really cares about girls clothes, he is a real man.? she looked at him and said, ?Right Mike?? ?Yes Mam,? he said as he turned to look at me, ?I am.? Just then the two girls from the bathroom walked by and looked up at Mike. At the same time they both said ?Hi? and giggled as they kept walking. Mike smiled. My mother said, ?You are quite the ladies man aren?t you.? ?Yeah, I guess so,? he said. Mike was on the football team with my brother and was the same age as Jim. He was one of the few people that wasn?t mean to me. He wasn?t nice, don?t get me wrong, he just ignored me. ?Where are your manners young lady?? my mother said. ?Say hello to Mike.? ?Hello Sir,? I said. ?Hey sissy,? he said in his deep voice, with a smirk on his face. ?Well, Mike we need get going,? she said as we walked away. ?Bobbie, while you were in the ladies room I was thinking that we may as well get you some new earrings, new makeup, a few cute colors of nail polish, a new book bag and a new purse while we are here.? After about three more hours we got all the things that my mother wanted to get and we went to the car.

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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-...

2 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...

2 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...

3 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...

3 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...

2 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....

1 year 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...

4 years ago
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Sissy Factory 3 School

Note: The following journal entries are sanctioned by the overseers of the Sissy Training Academy. STA staff believes that this history might prove useful for the future training of young sissies. With that goal in mind, Sissy 16452 has been authorozed to recount her experiences as part of the graduation and release process. As always, STA welcomes any and all comments regarding this sissy's account. Your thoughts are helpful in deciding future training courses for our young...

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...

1 year 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, ...

1 year 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....

3 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....

3 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...

2 years ago
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  • 12
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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...

1 year ago
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Sissy Gets A Black Master

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

1 year ago
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Sissy Outed Brandon to Brandy

This is a story about seduction and transformation that’s written about a real-life sissy named Brandon Hippel, Brandon’s a cute little limp-wristed sissy-faggot from Abington Pennsylvania that loves to be humiliated and exposed online. She loves feminization, crossdressing, being exposed online, humiliation, anal play, degradation, being captioned, taking pictures, and talking to new people, so feel free to contact her through these various social media; Her kik is; HumiliationSlut2Her email...

3 years ago
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Sissy Stepson Part 6 Carolines Sissification

Part 6 - Caroline's Sissification Mrs. Monet was now going to really put the spurs to her sissy stepson and force him to live a life of sissified faggot. With Carl still lying on the floor with sissy cream stains all over his pantyhose and panties she began taking pictures of sissy stepson. "What are you doing, I want to change," said Carl. "Oh, no just because you popped your cookies doesn't mean its over, you pathetic faggot. I now have evidence what a pervert you are and I...

2 years ago
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Sissy Therapy

Sissy Therapy by Kate "Great practice, guys! If we keep working hard, we have a real shot at the conference title," Coach Jones addressed the thirty or so high school boys gathered around him. The boys were sweaty and tired, but the coach's praise momentarily raised their spirits. "Smith nice passing out there. Keep up the good work." Fifteen year old Billy Smith grinned cockily. "Sure, Coach. After all, I am the greatest!" The other boys moaned at Billy's arrogance. Coach...

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