Another Sissy Husband free porn video

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Just Another Sissy Husband "No! I won't do it!" I responded to my stepdaughter. "Mom," she whined turning to my wife. "It's the only way I can get this finished." "Justin." my wife turned to me. "The request is perfectly reasonable. Do it!" "But I'm a man. I can't put on a dress." "It's only so she can hem it. You do want Rosa to look nice for her school dance, don't you?" "Yes, but..." "And the two of you are the same size and she obviously can't hem it while she is wearing it." "But she is taller than I am. If she uses me as a model the dress will be too short." It was quite embarrassing actually. Rosa was about an inch taller than me and Amanda, my wife was 3 inches taller. "I can compensate for that," replied Rosa. "No. I'm not going to wear a dress. And that is final!" I folded my arms and made it clear there was to be no further discussion. I knew I had to take a stand and did it. Amanda turned to me. "Tell me Justin, what happened the last time you disobeyed me?" I swallowed hard remembering the humiliating incident. "Answer me!" she shouted. I jumped back, suddenly frightened. "You...you spanked me." "And what did you do?" "I...I cried." The memory was close to bringing tears to my eyes and I could hear Rosa giggling. "Would you like another spanking?" "No," I whispered. "Then remove your clothes!" "Here? In front of Rosa?" "Yes, you have wasted enough time with your arguing. Besides, you don't have much to hide." I felt myself blush as I slowly stripped down to my boxers. Rosa quickly slipped the dress over my head and zipped it up the back. It was a red strapless a-line mini dress. "This won't due," said Rosa. "He has no boobs to fill out the top and his boxers are showing. I can't hem it like that." "Rosa, get your step father a pair of panties and a strapless bra. In fact, while you are at it, get him pantyhose and the heels you will wear. That way you can accurately gage the length of the skirt." "And you, Justin, remove the dress and your boxers." I waited for her to unzip the dress and pulled it over my head. I then reached for my own clothes. I had had enough. "What do you think you are doing Justin?" asked my wife. "There is no way I am going to wear all that girlie stuff. Real men don't do that. I am going to put on my clothes and go out. Rosa can find another model." "I am tired of your complaining. You will do as I say." Amanda put the dress down on the table. Before I could react, she grabbed my arm and while sitting down, easily pulled me across her lap. She pulled down my boxers and began to spank me. She alternated between both cheeks and the backs of my thighs. I lost count quickly of how many times she hit me but it did not take long before I was crying, kicking and screaming like a baby and begging her to stop. I promised I would do anything she wanted. When she finally stopped, she pushed me off her lap and onto the floor. By this time, Rosa had returned with the other feminine garments I was to wear. She looked at my naked groin and began to laugh. "Wow! He is really tiny, isn't he mom?" "Well, he won't win any contests for size," my wife replied. "Seriously, he is no bigger than some of the boys I baby sit and they aren't even 10 years old. How does he satisfy you, Mom?" "He has a talented tongue, Rosa. Now get back to your sewing project." Rosa threw a pair of panties at me and told me to put them on. I took the panties and slipped them on. It was a red thong, the same color as the dress. She ordered me to stand and wrapped a red strapless bra around my chest. She padded it with tissue to give the illusion of breasts. Then she showed me how to put on the pantyhose and had me step into a pair of red pumps with three inch heels. She helped me stand and once I had my balance she slipped the dress over my head and zipped it up. It was at that point that I realized the curtains were open and anyone walking by the house could see me. "P..please Amanda, can we close the drapes. I don't want anyone to see me like this." "No, I need the light to read and Rosa needs it to do her hemming. You will just have to deal with it." "I have an idea mom. Justin is kind of effeminate looking, if we comb his hair a little differently and put some makeup on him, anyone walking by will think he is a girl, and not just a sissy." "I'm not a sissy!" "Oh really. How many real men would allow their wife to spank them the way mom just did to you." Before I could respond, Amanda gave me a choice. "Girl or sissy, Justin. Decide now!" Realizing I was in a no win situation I opted to look like a girl. Rosa took me into her room and sat me at the vanity. There she combed my longish hair into a more feminine style and applied makeup to my face. I was not terribly surprised at how feminine I looked. I wasn't going to be walking down any runway, but anyone seeing me would have little doubt that my gender was female. She grab bed my hand and led me back to the front room. The she helped me onto the stool she was using and went about marking the hem of the dress. When she was done marking, she had me step down from the step stool and unzipped the dress. She carefully lifted it over my head and went off to sew it. I tried to remove the bra before Amanda stopped me. "You need to stay dressed so Rosa can check the hem when she is finished sewing it." "But I am cold like this," I replied looking for an excuse to put on my own clothes." "Wait here! And don't touch your clothes. I will be right back." Amanda was gone about 5 minutes and threw some piece of clothing at me. It was a dress. A short black dress with long sleeves and a straight skirt. "Here! You can wear this!" It was not a suggestion. I slipped the dress over my head and started walking out of the room so I could get away from the front window. "Wait!" she commanded. I stopped. "You walk very well in those heels. When have you worn them before? "N..never. R..really," I lied, hoping she would drop the subject. She stood up and walked toward me. "No one walks as well as you do in 3 inch heels without practice. Now I want to hear all about it or I will have no hesitation at introducing you to Mr. Hairbrush. Do you understand, Justine?" I nodded, unable to speak. The memories came flooding back, too close to the surface and I feared I would start to cry. ********************************************************** I was eight years old. My twin sister and I were to be flower girl and ring bearer at my cousin Britney's wedding. Jane, my sister, hated the dress she was to wear. In fact, she hated wearing dresses at all. She was a tomboy. Though it pains me to admit it, she was more boy than I was. She was a better athlete, stronger, and could easily beat me up. Twins are supposed to be very close, but we weren't. We were more rivals than friends. On the day of the wedding, mom dressed us before she dressed and told us not to get dirty. Jane was wearing a frilly white dress that came halfway between her knees and ankles. She wore white tights and a white petticoat underneath. On her feet she wore white MaryJane shoes. I was wearing a white suit with short pants, white knee socks and white saddle shoes. I didn't like my clothes any more than Jane liked hers. I thought I looked like a sissy, but neither of us had a choice. Uncle Ted, mom's brother and Britney's father, offered to take us to the church early so mom could help Britney and her mom. When we got to the church Uncle Ted told us to stay clean and out of trouble. Jane grabbed my hand and led us to a house in the back of the church where the minister lived. She rang the bell and noone answered. The door was unlocked and she pulled me inside. "Take off your clothes," she ordered me and began to take off her dress. "Why?" "We're going to change clothes. You will be the flower girl and I will be the ring bearer," she said with a big grin. "No way!" I said and turned to walk out of the house. She tackled me from behind and sat on my back, forcing my face to the floor. By this time she had removed her dress and petticoat. "Are you going to do what I tell you?" I didn't respond but tried to throw her off me. I had no leverage and she laughed at my ineffectual struggle. "Well are you?" "No, get off me." She twisted my ear and I yelled, "I won't stop until you agree to change clothes with me." Then she grabbed the other ear and started twisting both at the same time. The pain was too much and crying, I agreed to do as she said. She climbed off me, but warned me if I tried to run she would really beat me up. Knowing she wasn't kidding, I slowly took off my clothes and put on hers. She even made me wear her panties. The final indignation was when she added the barrettes she was wearing to my hair. We stayed in the house until we heard Uncle Ted calling for us. Then she grabbed my hand and pulled me back to the church. By the time we got there it was time for the wedding to start and mom had no time to make us switch back. I was so embarrassed walking down the aisle strewing flowers while Jane walked next to me holding the rings with a big smile on her face. This was the first, but not the last time she made me wear girl's clothing. I was helpless to stop her. Complaints to my mom were met with the response that we had to work out our relationship on our own. Then there was the Halloween when we were going to a party as Raggedy Ann and Andy. She had her girlfriends delay my coming home from school and when I got there she was in the Andy costume, leaving Raggedy Ann for me to wear. Again, my protests to mom fell on deaf ears and I went to the party wearing the Raggedy Ann dress and wig. By the time we were 15, Jane was embracing her femininity. She was hardly what you would call a girly-girl, but did not mind wearing skirts and dresses and looking more feminine. Unfortunately for me, this did not stop her from bullying me and often forcing me to wear her clothes. I think she got off on the power trip. I had stopped complaining to mom since all she would say was that I had to stand up for myself. I just couldn't seem to do it with Jane, or to be honest, with anyone else. When we were 16, for the first time, mom left us alone when she went on a 2 week-long vacation, and told us not to get into any trouble. I dreaded it. Mom left me in charge because I was 8 minutes older than Jane, but I knew being alone with her did not bode well for me. The first couple of days were ok. I stayed away from her, only seeing her at meals. Of course, I had to wash and dry the dishes, but that was minor compared to what she could have made me do, and as I was to find out. She came home from the beach all excited. I was in my room playing video games when she burst in, not bothering to knock. "Are you still playing those stupid games?" "What's it to you. I'm not hurting you." "Whatever. Get in the shower. We're going out tonight." I had a sinking feeling in the pit of my stomach. "Wh..what do you mean?" "I met this cute guy at the beach and we're going on a date with him and his brother. They are also twins. Isn't that great?" "No. I'm not going out with a boy. You know I'm not gay." "That's ok, neither is his brother." She laughed. "You mean I have to be a girl?" I asked, knowing her answer. "Won't it be fun? she asked. "You haven't worn a dress in awhile. You will love what I want you to wear!" "I'm not gonna do it. No way!" "Really? Do you want to play it that way?" "Please Jane. Don't make me do this. Please!" I was not above begging. "Last chance. You know I can make you do it." She did not give me a chance to answer, but slapped my face hard. When I put my hand to rub it, she grabbed it and pulled me off my chair. I landed face down on the floor. She sat down hard on my back, knocking the wind from me. While I tried to catch my breath, she grabbed the waist band of my shorts and with my tighty whiteys she pulled them down leaving my ass exposed. Then she began to spank me. I tried to throw her off, but had no leverage and was soon begging her to stop. I fought back the tears as long as I could, but not long enough. She stopped hitting me long enough to ask if I would do as I was told. Through my tears I agreed. She stood up and ordered me to strip. She stood there waiting for me to comply. When she refused to leave, I was humiliated further undressing in front of her. She grabbed my hand and led me into her bathroom. She put on a pair of latex gloves and spread some cream on her hands. She proceeded to apply it all over my body below my neck. Then she ordered me to stand there for 15 minutes. After awhile my skin began to burn and I turned to get into the shower. She grabbed me and ordered me to wait. Finally she told me to rub the cream off with a wash cloth and to my horror, the little hair I had on my body was gone. She had me wash my hair and body with some flowery shampoo and soap before allowing me to leave the shower. She used a powder puff to apply some feminine smelling powder and then wrapped a towel around my chest and another around my head. Then she led me into her bedroom. She went into her drawers and produced a pair of yellow panties and matching bra. and ordered me to put them on. With my ass still stinging from the spanking I had no thought of refusing her and following her order, I dressed in her underwear. Then she left me sitting on her bed to shower herself. "Don't you dare move!" she ordered. Jane liked long showers and it was about 1/2 hour before she returned to the bedroom, also with a towel around her chest and around her head. She pulled some underwear out of her drawer and nonchalantly dropped the towel from her chest. I had not seen my sister naked in several years and marveled at how beautiful she really was. She slipped on a pair of blue bikinis and a matching bra. She handed me a yellow sundress with purple flowers and ordered me to put it on. She zipped me up in the back, effectively locking me in it. Then Jane sat me at her vanity and applied all kinds of makeup. When she was done she styled my hair and put it into a high ponytail, using a purple ribbon with a large bow to tie it up. A pair of yellow sandals with a 2 inch heel completed my outfit. It was not the first time I wore heels so the modest height presented no problem for me. As always, when I was forced to dress as a a girl, I felt totally humiliated and fearfully looked ahead to my "date." Jane put on a light blue sundress with white lace around the neck, the hem, and on the straps. She wore matching blue sandals, also with a modest heel. After she applied her makeup she stood next to me in front of the mirror. We looked like the twins we were, except for my apparent gender. She took a couple of selfies with her phone and pronounced us ready for our big date. It was only a few minutes till the doorbell rang and Jane answered it. Her date was Andrew and mine was Brian. They were identical twins and I could tell them apart only by the clothes they wore. They took us to a local restaurant for dinner. I feared that someone would recognize me, since we often ate there with mom, but while they knew Jane, no one seemed to know me for which I was grateful. Afterwards we went to a party. There was beer and pot, and both boys indulged. Jane and I grabbed cups of a deliciously flavored fruit punch. It had a bit of a bite to it, but I loved it and drank copiously throughout the night. At the time, I did not realized it was spiked and would come close to getting me into deep trouble. I had never had alcohol before. The room was dark with flashing colored lights, and smoky from all the pot. Brian grabbed my hand and pulled me to the dance floor. By that time I was a bit unsteady on my feet from the alcohol and when he wrapped his arms around my waist, I wrapped my arms around his neck and we swayed in time to the music. Though I did not realize it at the time, the alcohol in the punch was causing me to lose any reluctance I had to being with a boy and when Brian leaned his head over to kiss me, I kissed him back. I had never kissed any boy, or for that matter any girl before, but kiss was very nice. His lips gently touched mine and when his tongue invaded my mouth I eagerly sucked on it. We kept at it for a couple of more dances. "Let's see if we can find some place a bit more private," he said. Brian removed my hands from around his neck and holding one of them, led me off the dance floor. I grabbed my punch and swigged it down, adding to my alcoholic high and further reducing my inhibitions. We found a two person swing on the back porch. I shivered a bit in my thin sundress, so Brian put his arm around me and pulled me close. I smile up at him, which was all he needed to resume kissing me. Though I could feel his hand on my thigh, I was not terribly concerned and concentrated instead on returning his sweet kisses. He took my hand and placed it squarely on his groin. Alarm bells were going off in my head, but in my inebriated state I ignored them. He was so hard. "Take it out," he whispered. I was about to unzip his pants when I heard, "JUSTINE!" I looked up and saw Jane coming towards us. "What the hell do you think you're doing?" "We were just having a bit of fun," Brian said, somewhat defensively. "Your fun is over," replied Jane. "We are going home." She grabbed my hand and pulled me off the swing. She had to catch me to keep me from toppling over. "Where is your purse?" "Inside, somewhere." Holding my hand, she led me back into the house to look for my purse. I had no idea where it was, but Brian appeared with my purse and handed it to me. "I'm sorry," he said to me. "I didn't mean to force you into anything. I thought it was what you wanted." "Excuse me if I don't believe you," Jane responded. "We're out of here." "At least let us drive you home." "No thank you. I have already called for a taxi." She pulled me out the front door and the cab was waiting. She literally pushed me into the taxi. I woke the next morning I awoke with a terrible headache. I was still wearing Jane's panties and bra. I removed them and put on a robe. I went to the kitchen to get aspirin and Jane was already there. "Here Justine, have some coffee. Do you want breakfast?" I took a couple of aspirin and gratefully accepted the coffee, but turned down her offer of food. "Well, it looks like I interrupted something last night." "Please, don't remind me." "What were you doing to do? Give him a hand job? blow job? or were you going to let him take your ass?" No. I am not gay." "Well, you sure could have fooled me last night." "It was the alcohol. I didn't realize the punch was spiked." "I guess not." I finished my coffee and went to take a shower. When I came back to my room Jane was sitting there. On my bed were a clean pair of panties, a bra, a short pleated skirt and tank top. "I'm going to enjoy having a sister for the next two weeks," she said with a smile. It was going to be a long two weeks. Over the next two years, I found myself in skirts more often than I cared to think about and when high school was over, I split, leaving Jane and my mom behind. I would have been happy not to see them again. ********************************************************** I omitted the stories about being a flower girl and Raggedy Ann, and told Amanda about my date with Brian, leaving out the "romantic episode". I hoped all she wanted to hear was about my proficiency with walking in heels. Amanda smiled but said nothing. She ordered me to start preparing dinner, but be ready to change back into the red dress when Rosa was finished with her sewing. I nodded and hurried to the kitchen, getting away from the front window. After I tried on the red dress one more time, Rosa pronounced it finished and helped me remove it. Amanda ordered me to put the black dress back on. "I think you should stay in that mode for the rest of the day. Don't you?" It was not a question to which I could say no, so I nodded and slipped the black dress on. I got dinner in the oven and went to tell Amanda when it would be ready. I turned to leave, wanting to get away from the window when she ordered me to sit with her. "I've been thinking. I like you like this," she told me. "I think I will keep you in skirts. Tomorrow we will go shopping for a new wardrobe for you, Justine!"

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What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

3 years ago
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Cocky Weewee Peepee Sissy Slut Training The Bladder Test

This is one of the sets of stories I am currently writing. The set is called Cocky, Weewee and Peepee Sissy Slut Training. These sissies are in the hands of Mistress Katrina, Mistress Heather and Mistress Satin. Sometimes Master John and Master Rick are involved in their training. Many situations await them. MANY! If these stories succeed I will add some prequels and sequels. Hope you enjoy it! English is not my native language! I will do my best! Sissy Joan Cocky Weewee and...

2 years ago
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Good Sissy Girl

Good Sissy Girl. I kept pressing myself backwards. Not much further to go now, I could feel the flare really stretching my lips now and that meant I was almost there. As the plug's biggest width popped past my sphincter and went all the way in I shuddered all over. It felt so full. It felt so good. "That's a good girl. Allll the way in..." my Mistress purred at me. I loved seeing her this excited. I loved turning her on. I loved that transforming myself for her turned her...

3 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...

4 years ago
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She Found a Sissy

She Found a Sissy ? by: Donna Sash She had been working at Bardwell's for the last 10 years. Five years ago she Had moved to the scarf counter and had been there ever since. Sales had gone up because she really likes it here. From the time she was a little girl she always loved wearing a scarf with her outfits. Now every day she wore a different one on the job and it helped sales. Women reacted well to someone who believed in their product. Some women just wore a scarf...

4 years ago
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100 Sissy Points

Author's note. This is a work of erotic fiction, so if this offends you, please stop reading. Also, most of what's described in this story wouldn't be ethical or legal, but again, I remind you that it's fiction! I hope it's good-and-kinky fiction, and while I wish something like this had happened to me, once again, it's only fiction. Some readers think that my stories are autobiographical. I wish! Also, a fan of my work suggested this story concept. Feel free to message me if you have...

4 years ago
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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
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Femocracy A Sissy Maids Tale

The year is 2050 and women rule the world. I should really follow this statement with a sinister laugh but there was nothing sinister in the current situation. There was no bloody coup by women to overthrow man, there was no war waged by man to wipe himself out, no it was mother nature who took a hand in helping women find there rightful place. Things started changing from the year 2012. Gradually women began to realise that they could read minds. They could easily read the mind of a man...

2 years ago
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A sissy called Jezebel Part II

Part II - Jezebel goes to school, the Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We meet some of hir friends, hir Instructresses, and hir bullies. I exit the gate and head to the main road. We live in a giant gated community, with families that are only 'in the know.' Families that have sissies or otherwise dominate men. A sissy waiting for the school bus, is just something you see. No biggie. One of my neighbors, Dorcas,...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

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...

2 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."...

2 years ago
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My Daily Sissy Schedule Part 1

My Daily Sissy Schedule I met Daddy online a little more than a year ago. He lives about five hours away from me, but promised that despite the distance, he could help me become the perfect sissy slut if only I would agree to follow his schedule for me. I readily agreed, and started down the path to becoming his perfect sissy whore. Here's a peak at my sissy schedule, just in case there are any other sissies out there looking to add a regimen to their life. I wake up every morning...

4 years ago
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Forever Her Sissy Chapter 5

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 5 The ride home was wonderfully uneventful. So many things had happened today, It had been confusing and...

1 year ago
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My Sissy Calling

My Sissy Calling Like many recent college graduates, I found it hard to get a job after I received my super-impressive English degree. Sure, the job market was tough and my degree wasn't going to open any doors, but part of the problem was that I still didn't have any idea about what I wanted to do with the rest of my life. I was looking for a calling--something to give my life meaning. I thought that I would find it in college, but it never came. Well, that's not exactly true. I...

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...

3 years ago
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My Sissy Schedule

Author's Note: Another reader request, this one from a fellow sissy who enjoys when I write about a daily routine that helps keep me in a sissy headspace all day long. She requested that it be detailed enough to seem plausible, should somebody want to start following the schedule. And of course, it should spiral out of control so that her sissy stick throbs in her panties. I'm always happy to oblige. I'm left wondering if I could actually follow such a sissy schedule. It would sure be...

1 year ago
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Forever Her Sissy Chapter 4 of 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. Forever Her Sissy - Chapter 4 More shopping? I thought to myself. How much more of this could I take. "Mrs. Karen?" I spoke...

2 years ago
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The Sissy Contest

Author's Note: This is a quick one off story written from a reader request. I was especially motivated to write this as a genuine sissy training fantasy, with the hopes that somebody would read it and use it as a blueprint IRL. That certainly got my clittly interested! Enjoy! And as always, please feel free to comment here or contact me directly at [email protected] xoxox Emshoninque The Sissy Contest My phone rang just after 3am-caller unknown. I normally don't answer...

2 years ago
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Crowd Sourced Sissy 3

PREVIOUSLY ON CROWD SOURCED SISSY: In part 1, a man met a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. In part 2, the man decides to become a sissy as well. He travels to New York with visions of sissy in his head, but the anonymous Master who is controlling his fate has other plans for our poor sissy. Crowd Sourced...

3 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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Sandys Sissy Maid

Sandy's Sissy Maid By maidboy275 Mistress Sandy had given me a simple order, "When you get up Monday morning get dressed into your pink domestic maid uniform." I knew I needed to do it, I even planed on doing it. Sunday night I had added a new coat of polish to my always polished toenails and then used the deep pink nail polish on my fingernails. I had let it dry in order to be ready first thing Monday morning. I had gone over my body with a razor in the shower and made sure I...

2 years ago
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Online Sissy Training

Online Sissy Training I must admit that I was surprised, but also thrilled to get the email. "Hello Sissy Michelle;" it read. "Please excuse my impertinence in reaching out to you, but I have seen several of your posts on Craigslist, Fetlife and Adult Friend Finder. You always say that you are a sissy seeking dominant men who will train you to become a sissy cum slut. I am guessing that you have not found that man as of yet, because I keep seeing variations on the same ad week...

1 year ago
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A sissy called Jezebel

Part I - Jezebel starts her big day, serving as a sissy maid for the dominant females of hir family. We seen in depth hir morning routine, as sie gets her sisters and hirself ready for school. My alarm goes off at 5:30 in the morning. It is an old fashioned wind up alarm clock with the clapper bell ringer which would wake up the dead, or at least this sissy who had been dreaming sweet dreams of dancing in a full ball gown with hir Prince Charming. I turn on the light on my side...

2 years ago
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Curiosity Spanked the Sissy Finale

You watch Mistress Michele sway towards you provocatively her red lacy worn panties dangling from her finger. Your cock throbs painfully knowing exactly where they are going. Reaching you she takes hold of the dildo and you plead with your eyes for her to remove it. Instead she turns it until the rubber balls are resting against your chin, a wicked smile on her lips. "I never knew what a cock sucker you were..." she smirks and you blush. "I mean ten inches!.You're a pro!..perhaps I...

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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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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My Sissy Secret

My Sissy Secret I got the text on Friday afternoon, just as I was heading home for the weekend. I glanced at my phone as I left the building and stopped dead in my tracks. I didn't recognize the number, but the text sure got my attention. "Hello Sean," it read, "or should I say "Sissy Sean." I was standing in the parking lot trying to decide whether to block this guy or just ignore the text when his next message arrived. "I don't know if you remember me," he wrote, "but I...

4 years ago
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Crowd Sourced Sissy 2

PREVIOUSLY ON CROWD SOURCED SISSY: A man meets a sissy exhibitionist while on a trip to New York. She has a website (something like OnlyFans) where her admirers request that she perform kinky acts and tip her for posting videos of her completing these tasks. The guy decides that he wants to/needs to join her as a willing-to-do- anything sissy, so he starts his own website. He will become a perfect sissy by doing whatever his online fans demand. Crowd Sourced Sissy 2 My trip...

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...

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