River Sissy (Part 1) free porn video

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River Sissy (Part I) By: Susan Flurette This story is intended for mature audiences only. It contains graphic sexual sequences and should be viewed by legal adults only. If you are not of age or sensitive to sexual material, please look elsewhere to find more appropriate reading material ************** My name is Cameron, and I am a sissy. My inability to earn a marketable college degree in the five years I attended the local university, along with the fact that I had no real-world job skills were the factors which directly led to my current circumstances. You see I have always been interested in subjects such as art, writing, and music, and always excelled in those classes at school. Topics like business, math, and science, however, leave me with a dizzy head. My uncle, being the only father figure in my life, would often tell my mother that I needed more experience in 'manly' pastimes like sports, and mudball fights. My mother on the other hand, being a feminist, felt perfectly comfortable allowing me to choose my own way. Therefore, when I left college with a Bachelor's degree in Fine Arts and a Special Certificate in Creative Writing, she was satisfied. Unfortunately, there are few jobs available in the fine arts field in a river town like Cincinnati, especially to someone with nothing more than a four-year degree. I spent the next five years writing small freelance pieces for magazines and working as an office temp for a local agency. I loved writing but also liked temping, because the surroundings were always changing and I was able to work with mostly professional people, especially women. I enjoyed working with women because I had so much more in common with them, and men could be so crude. Throughout most of my life, the majority of my friends have been women. As a child I was often teased and called a sissy due to my small size and the fact that I liked to associate with girls. My mother had no problem with this, due to her feelings regarding men. It was while working as a temp that I first met my wife, Alison. She was an Executive at one of the downtown Advertising firms. She was a very tough boss who had no problem mixing it up with her male counterparts. I was immediately attracted to her, although she was the one who pursued me. I was not used to this, being the kind of guy to which most women would prefer to tell their secrets rather than share a bed. The first time we made love, I was extremely nervous, especially when it came time for me to take off my clothes. I have a rather small penis (about four inches) and testicles to match, and even for my thin, 5' 8" frame they look small. Alison however, didn't seem to care, even when I was unable to bring her to a climax, and just had me finish her orally. She raved at my oral skills and said it would become part of out permanent routine. As beautiful as she was, I also had trouble getting erections from time to time, and she had to get me off with her hand, often choosing to use her lotion. I loved this feeling, having spent most of my sexually active years before her masturbating as my main sexual outlet, and often using lotion as a stimulant. We fell into this pattern until she asked me to marry her. I was elated, never having dreamed I would marry such a beautiful and successful woman. We had a small wedding and I was so happy to see that my wife and mother got along so well. (They planned the entire wedding.) About one year after we married, the temp agency went out of business and I was stuck looking for a job. After two unsuccessful months, Alison began to realize that my lack of motivation was a problem and told me I would not be allowed to sit around all day watching television while she worked. She started circling jobs in the paper every Sunday and had me call to set up interviews throughout the week. After another month, she circled an ad for a job-training center, telling me I was never going to find work in the 'fine arts' business. I showed up at the school on Monday morning, only to find that the only classes, which had not been filled, were Masonry and River Marine Science. I knew lifting rocks all day was definitely not for me, so I signed up for the River Marine Science classes just to tell Alison I had done something. It wasn't until the following morning, that I found out that working on river barges was a very tough job, and still worse, it required you be away from home for a month at a time. I went home that night expecting Alison to tell me to quit, but she said quitting would be worse, and that if after a month on the job I didn't like it I could resign. So when I graduated, (barely) the next month, I was automatically placed with a Barge company out of Cincinnati. The night before I was set to leave for a month, I begged Alison to let me quit, but she refused, saying it would be good for me. She held my hand and told me not to worry, that she would be there when I returned. I told her I was afraid and cried some more. She soothed me, told me to go to sleep, and she would pack my things for the trip. The next day, she drove me down to the barge docks, kissed me goodbye, and watched me walk up the ramp to my new temporary home. I felt like a child on his first day of school. The towboat was not nearly as bad as I had thought. It was clean, and comfortable although very small for the five men who would be living on it for the next month. The Captain's name was Jake. He also happened to be the owner of the Company but still liked to get out on the river, especially when evaluating new employees. His cabin must have been nice because it took up one side of the tow while the other side contained two rooms and one bathroom for the four other crewmembers. I was roomed with Marcus, a big black guy, while the other room housed Buddy and Adam. As I met the crew, I could see by their looks that they were surprised to see a wimp like me on the barge. I tried to act macho, but it soon became apparent that they would be taking up the slack for me, and that did not make them happy. All but Jake were uneducated, and had been working on the river for years. All of them were at least 6' 3" tall and looked strong. My troubles started the first day, when as I opened my suitcase, I found sitting on top of my clothes a dainty little pair of my wife's pink panties with a note that read: "To Remember Me By" Because I was not expecting this, I did not notice that Marcus was watching me as I picked it up and looked at it, but immediately put it under some other clothes when I realized he was staring my way. I had no way of knowing if he actually saw the panties, but wasn't too concerned To make matters worse, she had also perfumed the panties and the feminine scent had planted itself on my own underwear. At least none of those guys would be able to smell that. That night we all sat down to dinner before going underway, and got to know each other. The other men were all experienced in river life and kidded me about being a virgin. Marcus was particularly hard on me, telling me I looked awful small and letting me know I would not be putting off any of my duties on him. Everyone took showers at night because it would be an early morning, and being all guys, no one was shy about walking to and from the bathroom naked. I on the other hand, waited until they had finished, because of my size, so I could have privacy. I wore a towel to the bathroom, and when I got in shut the door. As I opened my bag of personal items, I was in shock as I noticed that my wife had packed her bag by mistake. Her soap, razor, feminine shampoo, and shower gel were all in plain view. This was not good, and I wondered what I should do. I knew we would get a day's leave Pittsburgh in three days, and could buy some men's toiletries then, but was stuck until that time. My options were to use my wife's products or nothing at all. I decided to go without. It would only be a few days. I slept well that night, and in the morning was awakened by Marcus who told me to get up. He said I needed to get dressed and get on deck right away. Jake gave us our orders for the morning after we ate, and I was paired with Marcus. He rode me the whole time because I wasn't strong enough to do half of the tasks assigned, and made no secret of it to Jake. Marcus started calling me a wimp, and the other guys just laughed. Jake had me make lunch that day saying we all had to take turns. They all said it was the first thing I had done right, and for once I felt happy with my work. That night, as I took a shower I realized that I absolutely needed some soap and shampoo, as well as deodorant. I hesitantly used my wife's Finesse shampoo and Dove soap, shaved with her pink 'lady something' and put on her deodorant. Just then Marcus walked in on me. As he looked at me, tiny wet and naked, using my wife's shower gel, he laughed. I saw him look down at my little penis and chuckle. He said, "You been shorted, bitch." I knew what he meant as I saw the huge bulge in his briefs. I had never seen a penis fill up underwear like that. He pushed me out of the way to get to the toilet. Even though I was standing behind him, I could see his manhood hanging down several inches, and the stream sounded like a waterfall as it hit the bowl. The following day, Jake called me into his office. He told me the others had been complaining because I wasn't doing my share of the work. I told him I was trying hard, but I was having a hard time with such heavy work. He asked me why I took the classes, and I told him my wife made me. He laughed at that and proceeded to ask me about my wife. We talked for a half an hour and I really came to like him. He told me he would keep me on, but that I would have to take on some extra duties to make up for the heavy work. He said everyone liked my cooking and the other guys were terrible at it, so I would become the permanent cook. I would also take on the duties of cleaning the boat, including making the beds, and keeping the bathrooms clean. He had me start with his room. It was a very spacious cabin with two beds, and compared to the crew's bathroom, his was huge. It even had a tub. For the next few days we fell into a routine. I would get up early, cook breakfast, and then clean. The guys would do the heavy work until I cooked lunch. In the afternoon I would help on the barges when I could and then cook supper. At night, I would clean the bathroom after they had finished. This gave me a chance to shower in privacy. One night, as I was getting ready to sleep, Marcus went to the bathroom and came back nude. He asked me what I did with the extra towels. As we talked, I couldn't help looking at his penis. It looked like a snake hanging down between his legs, and for a moment I forgot what we were talking about. He noticed and laughed, asking me if I was a fag, or just jealous. The next morning Jake told me there was a problem. He asked me to get my things and see him in his cabin. I did as I was told. He said that Marcus was complaining that he didn't want to sleep with a 'sissy faggot.' He asked me about the night before. I told him it was just a joke on Marcus' part. Jake wasn't laughing, and said Marcus also told him about the ladies toiletries and pink panties. I tried to deny it but only stuttered. Jake took my suitcase from me and opened it. Out fell the ladies items. Then he saw the panties peeking out of the shoe in which I had stuffed them. I told him it was my wife's. He said he was having a hard time believing me and told me to put them on. I couldn't believe what was happening. I wanted to tell him no but I was afraid. I pleaded with him but he grabbed my wrist with his big hand and told me to do it. As I stepped into the panties, I could see the smirk on his face. They fit perfectly. Size seven. How was I supposed to know I wore the same size as my wife? He said with a laugh that it was a good thing I didn't have man sized equipment between my legs or I would look silly. I wanted to hide but felt powerless to move. I was also feeling the satin panties rubbing up against me, and was becoming aroused. I always had a thing for lingerie, but never on myself. Jake asked me one more time if I was a fag. I told him I wasn't, but he noticed me getting hard. He said the only way to tell was to gauge my reaction to seeing a man, and took off his pants. There in his underwear was a huge bulge, and he asked me if I wanted to see it. I told him no, but the combination of the satin panties, and the helplessness I felt in front of this man got me more aroused. I had never looked at a man this way before. But there in his cabin, standing in a pair of pink panties, smelling like a girl, I couldn't help but want to see what was under those pants. He knew that, and told me to pull his underwear down. I trembled as I took a step closer and hooked my fingers under the waistband. As I pulled his pants down, he pushed me to my knees and I came face to face with his semi-erect cock. It was already eight inches long and so thick. He smiled as I stammered that 'I had never done this before,' admitting to him and myself that I was about to do as he pleased. He said "Sure, Sweetie," as his hands grabbed my head, pushing my mouth towards his growing manhood. I cried as I took him into my mouth, and the last remnant of my dignity was lost. As I sucked him, I noticed his musky smell and realized I enjoyed the feeling of this man violating my mouth. He was rough, but somehow knew how to urge me to keep him on the edge. We stayed in that position for twenty minutes, until he flooded my mouth with his seed, letting me drop to the floor in exhaustion, trying to swallow. As I lay there in my panties, he went to take a shower, and told me to stay put. When finished, he came out naked and ordered me to dry him off. I again did as I was told seeing his muscled strong body differently, wanting to touch it in a way only a woman would. As he dressed he told me to unpack. I would be staying in his room from now on. He also said it was against company policy to have fags on the boat, but he would take care of that. We were in Pittsburgh and he was going into town. Jake said I would be staying in the cabin until he returned. I asked him if I could go buy the personal items I needed, but he said no. He told me he would take care of the problem when he returned. I waited in Jake's room for five hours, with the taste of his cum on my lips, thinking about what I had done, wondering what Alison would think, or my mother. But also thinking about him, and that big, hard piece of meat I had suckled like a college coed. I couldn't help but go over the experience again and again, and what struck me was how feminine I had felt. I didn't feel gay with Jake. I felt like a woman. The way he urged me on, gently but forcefully. It felt good. It felt so very good. I found myself straightening his room while I waited. Cleaning the wonderfully large cabin and bathroom. I folded the clothes he had left on the floor and hung them in the closet. I washed my face but for some reason decided not to wash his taste out of my mouth. As I stared at myself in the mirror, I noticed I had not removed the panties. They felt so soft and cradled my little excuse for a penis wonderfully. I touched myself like I thought a girl would touch herself, and ended up masturbating in Jake's bathroom, still wearing the panties, and then fell asleep on the couch. When I awoke, Jake was standing over me. He laughed that I was still wearing the panties and told me to take them off. I noticed several bags and thought he had bought me some men's items and my ordeal was over. He pulled a container from one of the bags and opened it. It was a pink razor. He told me to take it into his bathroom and shave my entire body, and handed me some shaving lotion. I was puzzled and began to ask him why, when he stood up, and told me never to question him again. It took me almost twenty-five minutes to shave, but I got off all of the hair. Luckily I don't have much to shave. When I came out, Jake had laid all of the items in the bags and boxes on the bed. There were skirts, dresses, bras, panties, stockings and many other feminine items of apparel. I stood with my mouth hanging open. Jake told me it was my new wardrobe. I nervously laughed, but realized he was serious. He said the only way I was going to stay on the boat was to become a woman, since there was a no 'fag' policy, and he knew that "only women and fags sucked cock." I began to cry, which only fueled the fire. He told me I was to dress my prettiest for supper. He had told the other crewmembers they were in for a surprise and didn't want me to disappoint them. I begged him to reconsider, but he said he knew immediately by the way I had taken him in my mouth that I was born to be a girl. He had known a sissy like me in college and 'girls' like us lived for cock. As I dressed, I noticed the nightstand next to the bed was covered with bottles of make-up, lotions and perfumes. He said he tried his best to pick out some nice things for me and that he knew I would be beautiful. I began to dress reluctantly, not wanting to know what would happen to me if I didn't. I knew something about make-up from watching mom all those years, and tried to do a convincing job. Jake left me to my work and told me to start supper as soon as I had finished. When I completed my face, I couldn't believe what I saw in the mirror. I really looked like a girl. Yes, I truly was a sissy. My hair, which was longer than most men's and very full, was the only drawback. I tried to brush it in a feminine style. How had Jake seen in me what I refused to see all those years? For a finishing touch I painted my nails with a cute pink polish he bought me (mother had always taught me to keep my nails well trimmed), and put on a couple dabs of perfume. I felt sexy for the first time in my life. The tow was strangely empty as I walked to the kitchen to start dinner. As I cooked, the sensations of the flouncy dress brushing my thighs, and the bra around my chest kept me excited. I had no idea what to expect at dinner but I was trembling at the thought. These men would see me dressed as a girl, serving them dinner, and there was nothing I could do to stop it. Ten minutes before the chicken was finished, Jake came into the kitchen and looked me over like I was an ice cream sundae. He smiled and laughed, "Sweetie, this is going to be one happy crew!" He told me to put on my best sissy face and grabbed my ass. I must have blushed because he took me by the chin and told me I was born to be a woman. As he walked out Jake asked me if I had made desert. I told him I hadn't and he said that was fine 'because I would be too full to eat it.' As I served the dinner, the men sat with looks of disbelief, which turned to recognition, and then uncontrollable laughter. Jake said Cameron would no longer be working on the boat but Camille was taking his place. I endured the taunts and name calling from all of the men as I humbly served them dinner. Jake said that as the owner of the company it was his duty to keep up morale. He said he had made a mistake by hiring a wuss like Cameron, but that Camille would spend the rest of the trip making up for that. "She," Jake said "will do all of the cooking, cleaning and laundry, as well as other special duties." The men all laughed. I took the last of the dirty dishes into the kitchen and began to eat my supper, but heard them talking. Jake was telling the men that they would be one man short and would have to work harder, but would be rewarded with Camille anytime they pleased. He also told them that they would begin right away by breaking me in. I could hear the laughing as Jake called me in. Slowly I entered the dining area. The men had unbuttoned their pants and were sitting and staring at me. Jake ordered me to take off my dress. I reluctantly unzipped and let the dress fall. There was a silence as the men gazed at my freshly shaved body. Adam remarked, "Are you sure this ain't really a woman?" Jake answered him by pointing to my panties and motioning them down. I did so to a loud roar of laughter. Marcus said, "See, I told you this bitch got the smallest one ever." Jake made me pull them up again and told me, "Hon, got to our room and get the jelly off your vanity. Hurry up. Don't keep us waiting!" As I turned to run, I heard remarks about my tight little ass. I grabbed the tube of lubricant off of the mirrored table not realizing the meaning of it, and hurried back. When I returned Jake's pants were to his ankles. He called me to him and told me to kiss his cock out of respect and then squeeze some of the lubricant into my hands. I did so and he told me to rub it around because it was rude to put cold jelly on my lover's cock. I was beginning to tremble. Jake asked Buddy to take a couple of memento shots, looked at me and told me to begin. I hadn't noticed that Buddy was holding a camera, but he began clicking off pictures as soon as my dainty hands were wrapped around Jake's rapidly hardening dick. They all laughed as Buddy told me to smile. I wasn't sure why Jake need the lube since he was so hard already, until he stood up and turned me around to face the table. I pleaded with him not to do it and told him I would suck him real good, but he said I "wasn't a real woman until I had a real man in me," and "you'll thank me in a minute." With Buddy taking pictures and Marcus and Adam watching up close, Jake pushed his hard penis inside me and I yelped. My body shuddered as he forced it in more. The guys continued laughing. Tears were rolling down my face and Adam said, "Don't cry Camille, you'll ruin your make-up." Jake began to pull out a little and then push in a little more, and slowly he inched his way up into my rear. I felt like I was being driven onto a stake. Eventually he was up to his balls and I could feel his pubic hairs on my ass. He bent over and asked me how I felt. The only answer I could manage was a whimper, so he answered, "Good." As he slowly moved in long strokes, the burning sensation was replaced with a kind of numb fullness and I relaxed a little. I bent over further and closed my eyes. Jake went on, getting harder with every pump. The feeling edged over into a kind of pleasure and I let out an uncontrollable, deep guttural moan like I'd heard my wife give when she used her big dildo. Marcus yelled, "Lookie here, she's already enjoying it." I didn't care what they said anymore, it felt good and I wanted more. Jake was getting rough with his long strokes, and I begged him to fuck me. Just then, my eyes filled with colors and lights and the strongest feeling of pleasure I had ever felt washed over me and settled in my loins. I experienced my first orgasm as a woman, and it was beautiful. I was crying as Jake continued to pump me with his thick penis. He finally tensed and a warm sensation flooded my insides. I collapsed on the table as Jake gently gave me a dozen or so finishing strokes and then pulled out. The feeling was like losing your favorite toy. All I could think was to get a man back inside me. I didn't have long to wait. Jake announced, "I'm going my cabin. She's yours. Just send her to me when you're finished." The men gave a group cheer and pulled me on to a nearby couch while Jake left. As they removed their pants and began pawing at me, I remember pleading, "Please don't hurt me." The men only laughed and began what would be three hours of gang banging and picture taking. Most of it was a blur, but I do remember that Marcus made it a point to violate and degrade me every chance he got. He used his ten inch black nightstick with a vengeance. When they finished, I was a rumpled pile of cum and sweat. The men went to bed and told me to clean up. After I had gained a little energy and straightened the dining area, I went back to Jake's cabin and took a long hot shower. I used my wife's sweet smelling shampoo and soap. I patted myself dry after getting out and then rubbed some of the lilac lotion Jake had bought me all over my body. I went to the dresser and picked out a cute little peach babydoll, slipped it on and slid into bed. I felt and smelled wonderful. My newfound femininity opened me up to feeling I had kept hidden all my life. As soon as I hit the pillow I heard Jake say, "Never get into this bed without pleasuring me." As I moved to take him in my mouth once again, he told me I would call him Sir in the future. I murmured, "Yes Sir" as my lips slid around the fat head of his cock. When he came he told me I should never leave a wet spot, so I swallowed every drop and fell peacefully asleep with my head in his lap. END Part I The author encourages comments and can be reached at [email protected]

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The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

4 years ago
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A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
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Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
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Forever Her Sissy Chapter 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. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

2 years ago
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Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
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Tweak Chapter Four Whats A Sissy To Do

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...

3 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...

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...

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...

4 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,...

4 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 Slumber Party

Sissy Slumber Party I was on my way to the slumber party and I was so excited that my panties were getting wet. As I felt the moisture between my legs I blushed and giggled. My high heels clicked on the sidewalk as I went and my full skirts and petticoats swooshed around my baby smooth nyloned legs. I wiggled down the street and my long curly hair and bangle earrings swung from side to side as I walked. Some men in a passing car whistled at me and I just smiled. But my panties...

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."...

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...

2 years 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...

2 years 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...

2 years 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...

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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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...

3 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...

2 years 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...

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...

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