My Daily Sissy Schedule: Part 1 free porn video

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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 at 4:30am. It's not an easy thing for me to do as I am certainly not a morning person, but I get up because that's what my Daddy demands. As a good sissy slut, I always do whatever my Daddy wants. My Lil Rooster alarm clock starts to buzz in my panties every morning at 4:30. I usually let it vibrate for a moment or two, enjoying the sensation of my sissy clitty trying to get hard in its chastity cage. It's a frustrating and fruitless sensation, but a great way to ease into the very long day ahead. After a few minutes I get out of bed and stumble to my bathroom. It's time to get cleaned out because nobody wants to use a dirty sissy. Heaven know that some of the hard cocks that I will be servicing during the day will travel from my ass to my mouth, so it's in my best interest to make sure that my sissy pussy is always squeaky clean. I'm generally not quite awake while I fill up my enema bottle with hot, soapy water. Standing in the tub, I pop out my butt plug and insert the enema nozzle. I proceed to chant my morning sissy mantra ten times while the water flows into me. My morning mantra is taped to my bathroom mirror, but I've memorized it by now, so I stand there in the dark while I fill my bowels and chant. "I am a sissy slut," I say. "I am daddy's obedient little sissy whore. I live to please daddy. I live to please daddy's friends and anybody who wants to feed me his big hard cock and yummy cum. I am a sissy cum dump. I am always ready to suck any hard cocks. I am always ready to be fucked by any hard cocks. I am always ready to swallow lots and lots of yummy cummy. I am a sissy cum dump. That is what sissy cum dumps do." "I will keep myself clean and ready to serve Daddy and his friends at all times. I will keep myself caged and plugged and ready to serve any hard cock at a moment's notice. I will keep myself physically and mentally prepared to prove that I am the best sissy slut I can be." "This is my choice. This is my fantasy. This is my deepest desire, and I will thank Daddy every day for making be the best sissy slut that I can be." I chant this ten times--occasionally more if I lose count. Like I said, I'm still half asleep at this time of the day. Then I move to the toilet and proceed to expel everything. I'm not required to keep chanting, but I'm on auto pilot and usually keep repeating my mantra. When I'm finally cleaned out, I go and retrieve my cell phone. Daddy always sends me a text during the night--it's meant to be my daily sissy motivation--giving me a hint about what's about to happen to me during the day. Not that I need to know. As a good sissy slut, I will always obey Daddy's orders without question. Still, Daddy likes to get me excited for the day, and so he usually gives me a tease. Something along the lines of "Keep your electric butt plug handy today in case I want to send you a remote shock during your meeting today." He always tells me what color panties I am to wear, and finally, he sends me a word of the day. It's usually something like "Sissy" or "Whore." But occasionally it's something mundane like "Zucchini." I write the word of the day along with today's date on a pink post it note. I then put on the panties that daddy has selected for me, as well as a matching bra. I stick the post it note onto my body and take a quick selfie. Finally, I text the picture to Daddy along with a quick message of thanks for his help in turning me into the perfect sissy slut. While I am there, I step on the bathroom scale and take a picture that shows my painted toenails along with my weight. Daddy is forcing me to lose weight to get into "sissy fighting shape," as he calls it. I've already lost more than 50lbs! I started at 207 and am hovering around 150 now. Daddy has set my goal at 120lbs and I'm doing everything I can do to drop these final 30lbs. After I text off my two morning pictures I stumble to my kitchen and unlock my back door. Then I trudge into the living room. I keep a leather hood there, which I quickly lock into place. The hood has tiny speakers in the sides. I push play on my morning playlist, which plays soft, soothing music while I hear myself chanting my sissy mantra quietly over the recording. I handcuff my hands behind my back and kneel down with my head resting on the couch. It only takes a few minutes before I fall back asleep. I will stay here until 7:15am when my alarm goes off and I get up to go get ready for work. For what it's worth, my morning alarm is an audio recording of me moaning loudly while I am being spit roasted by two men. After a minute or so of my moans, I start to scream out that "I am a sissy cum dump! I am daddy's little sissy whore!" I repeat this several times on the audio file. It always wakes me right up and gives me the perfect start to the day. Of course, I may have skipped a step here. The reason that I am kneeling in my living room and handcuffed is because Daddy has some friends who like to stop by to use a sissy on their way to work. For whatever reason, they never say anything. They simply walk in and shove their cocks into my waiting mouth or ass. I moan quietly as they use me--I think the idea is that I'm supposed to be asleep and dreaming of cock. This is certainly better than any dream I might have. I never know how many men will be stopping by. There are usually a couple of men who stop by to feed me my morning sausage and cream breakfast. There are some sad days when nobody disturbs my sleep. Then again, there was one day when six guys showed up all around 6:30 and I had to scramble to please them all so that I could get to work on time. No matter who stops by, I am expected to serve them all like the sissy cum dump that I am. Nothing wakes me up faster than a mouth full of cock--although I do have one man who seems to get off on the idea of slipping his cock into my sissy pussy without waking me. I think that he wants to fuck me so gently that I think it's all part of my dream. Most of the men aren't that nice. They fuck me hard, making me certain that I am nothing but a sissy whore that they will use for their pleasure. The one thing that they all have in common is Daddy's insistence that he get's photographic proof that I am being a good sissy slut. These men all know the pass code to my cell phone, and they always put the post it note on my body and take a picture of my mouth or ass stuffed full of their cocks or splattered with their cum. These pictures will be sent off to Daddy, who will post them to my sissy Tumblr page. I've never seen my Tumblr. Daddy manages the page, and it's filled with thousands of pictures of me being a good sissy slut for Daddy and his friends. Hi Ho, Hi Ho, it's off to work I go. At 7:15, I break out the nail polish remover and head off to take a shower and do a quick shave. It's always cold water because Daddy says that sissies don't deserve hot water unless they are in the shower pleasing a man. I quickly clean myself up and get dressed. I roll up some silky stockings, which I attach to my garter belt. The panties go back on and I put in one of my butt plugs. I wear a silky camisole under my clothes during the summer. In winter months, Daddy makes me wear a bra under my jacket or sweater. Actually, with the hormones that I'm taking, it probably won't be too long before I have to start wearing a bra at all times. I'm just a B cup now, but my mom and my sisters are all D cups, so Daddy thinks that I will get somewhere close to their size. If not, he promises to take me in for breast implants, but that's something to think about in the future. I grab my breakfast as I head out the door. A slice of toast with a little jelly, a cup of coffee and my morning sissy pills. 625mg of Premarin, 2mg of Estrofem, plus Ovestin and Spironolactone. That, plus a baby aspirin and a multi-vitamin for good measure. Then I rush off to work in order to get there by 8am. I get into my office, log in and immediately take off my shoes and socks. It's time for another picture. I keep a pair of strappy sandals in my desk drawer and Daddy wants to see my pretty painted toenails peaking out through my stockings in my feminine sandals. I wear this all morning, hidden behind my desk while I do my work. The only time I'm allowed to put my boring boy shoes back on is when Daddy or one of his friends sends me a text demanding proof that I am being a good sissy. At this point I will rush to the restroom and step into one of the stalls. I keep a suction cup mounted dildo at work, and so I stick it to the wall and send a picture or two of me bouncing back and forth on the dildo. Or course the post it note has to be clearly visible in all the shots, or else it doesn't count. I suppose that I should explain. Daddy has given me certain sissy goals that I must meet. We go over my progress on the first Sunday of every month. Did I lose 5lbs this past month and keep it off? Did I write in my sissy dairy each and every day? Did I do my sissy hypnosis training? Most importantly, did I serve Daddy and his friends like the perfect sissy cum dump? At first I was tasked with serving 50 cocks each month. That's 50 pictures of me stuffed full of cock and acting like the perfect sissy whore. At first I didn't know how I would ever fulfill this sissy goal, especially as any man who was unsatisfied with my performance could just decide to not take a picture of me. That meant that his cock wouldn't count toward my monthly sissy goals. In addition to this, any time I failed to comply with any request, I will get demerits. Cocks are deleted from my total. That means that the first few months while I was in training, I actually needed to serve closer to 80 men in order to meet my sissy goal. I drive to see Daddy on the first Sunday of every month. Whenever I missed my goal, daddy put me across his lap and spanked me 50 times, all while I cried and promised to be a better sissy slut next month. He always laughed at the end and said that he believes me. Then he shoves his cock into my burning ass pussy and gives me "fuck number one" of the new month. It took five months for me to finally hit my sissy goal. Daddy congratulated me and unlocked me from my chastity. Despite the hormones, my sissy clitty sprang to life. Daddy put me on my knees and roughly jerked me off while he plowed into me from behind. I came after only a minute or so. Daddy caught it in his had and had me lick him clean while he continued to breed me like his perfect sissy cum slut. While I was panting in recovery, daddy pulled out a new chastity device. I'd been locked in a Mature Metal Jailbird. This new cage was much smaller and came with a urethral insert. What's more, Daddy had splurged on the pointed metal spike insert ring. He put me on my back and had me lick his ass and balls while he locked me in my new cage. Then he put me over his lap and proceeded to spank me, explaining that he loved giving my ass a good spanking. I was being punished for having fulfilled my sissy goals and thus denying him this pleasure. As further punishment, my sissy goals were increased. Demerits were doubled, and twenty-five cocks were added to my monthly tally. I would now need to service 75 cocks each month! I knew that I would be punished if I failed, but I also knew that success meant that the monthly count would then increase to 100 cocks. For what it's worth, I now struggle to serve 150 cocks each and every month. It's been almost eight months since my last sissygasm. Daddy just laughs at my frustration, and has started offering to castrate me in order to relieve my suffering. I'm thinking about begging him to cut my balls off. Isn't that what a good sissy cum dump would do? Back to work. Sometime around 11:45 I get a text telling me how I will be spending my lunch hour. If it's sunny, I will probably put on my bikini and go work on my tan in my back yard. I have some stick on letters that I put between my tits, so while I'm turning a sexy golden brown, there are bright white patches that spell out "cock slut" for all to see. I may also spend my time indoors, performing in front of my webcam. I keep a suction cup dildo mounted on my wall. I also have a fucking machine. I get down on all fours and start bobbing back and forth on the dildo while the fucking machine plows me from behind. This is all captured on my webcam, and I always get a special thrill when I hear the beep of somebody who is now viewing my feed. I have no idea who any of these men are. Recently, Daddy has been sending me sissy hypnosis web links. Some days I will spend my lunch hour bouncing up and down on a dildo while I watch these sissy hypno files. I'm always amazed at how quickly I go into a trance state while watching these videos. I'm frequently so zoned out that I'm startled when men walk into the room and start feeding me my lunch cum. No matter if I'm out working on my tan or inside bouncing on a dildo, I can count on at least one man stopping by to fill me up with the real thing. They frequently show up wearing masks, as they know that my web cam is broadcasting everything. The masks allow them to express some of their kinkier desires. Yes, they always fuck me or force to suck them off, but I can't tell you how many times my lunch session has ended with me being showered with multiple streams of piss. Some of my kinkiest electro sex and breath play experiences have happened during these quick lunch breaks. I frequently head back to work with legs that are shaky and my breath reeking of cum. I also head back with a bigger butt plug. Daddy tells me that he is determined to have me open and gaping every single day so that I get to the point where I have to be plugged or diapered from here on out. So far that hasn't happened, but I keep receiving larger and larger plugs in the mail. I can't believe that they fit into my sissy pussy, but they always do. Back to work. I take a frozen lunch back to work with me (320 calories, max) and eat it at my desk. I struggle to concentrate on work. I rub my stocking clad legs together in ecstasy. Add that to the plug that's stretching my pussy and the hard steel cage that keeps my clitty from expanding, and it's little wonder that I spend most afternoons in sexual frustration. If that's not enough, I repeat another sissy mantra while I struggle to do the numbers on my computer. This mantra changes each week, but it always begins with an induction that puts me into a bit of a trance state and makes me open to accept the words that I repeat in a low voice in my office. "I am a sissy slut," I read. "I am an obedient sissy slut. I am at my best when horny men are using me as their sissy cum dump. I only exist to be a set of hot holes that will coax men into filling me full of their cocks and cum. IF am not fulfilled unless I am filled by several cocks each and every day. " "I am willing to do anything that any man desires in order to earn the gift of his cock. Daddy will keep me safe, so I have no worries about complying with every request from the men that I serve." "Nothing is too kinky. Nothing is too humiliating. "Nothing is out of bounds for a sissy cum dump. My only purpose in life is to give men pleasure and make them cum. I know I have succeeded when my tummy and pussy are filled with cum. I know that I have failed if I ever go more than a few hours without kneeling in front of a hard cock." "I vow to never fail. I vow to be Daddy's perfect sissy cum slut." I repeat this over and over again, under my breath of course. It makes me so horny, thinking that this mantra has become the guiding force in my life. 5pm can't come soon enough. Once again, I'm never quite sure who I will be spending my evenings with. I know that Daddy will text me and tell me what to do. Whatever it is, I will willingly submit, because that's what sissy cum dumps do. And I am "Daddy's perfect sissy cum dump." Horny and throbbing in my cage, I shut everything down and head home from work at 5pm. Most days I just get in my car, shimmy out of my pants and drive home wearing nothing but my panties, stocking and heels. Naturally I send Daddy a picture of this during the commute home. I struggle to concentrate on the road ahead of me. Once I get home, I change out of my work clothes and head to the bathroom for a shave and a shower. Facial stubble always means demerits, so I always shave my face twice each day. Three times a week I draw a bubble bath and do a complete body shave. When I'm through with my shower (cold, once again) I get dressed up in my sexiest outfits. Daddy will frequently tell me how he wants to see me dressed. He knows about all of the clothes in my closet, and frequently sends over outfit suggestions that he wants me to model for him. I get dressed in my sexiest outfits, do my makeup, paint my nails and douse myself in perfume. I make myself a small salad. I put on my corset and cinch it up as tightly as I can (my evening callers will help me tighten it later when they show up). I used to watch the nightly news at this time, but Daddy says that I don't need to worry my pretty head about such things, so now I go to my computer and work on my sissy hypnosis. Several months ago, Daddy hired a man to hypnotize me. Apparently he has very kinky video that he will send to my work, friends and family if I should ever waiver in my commitment to becoming Daddy's perfect sissy cum dump. I;m not worried. There's no chance of that ever happening. The hypnotist recorded an induction, so it's no problem to put myself into a trance every day as I start watching my sissy hypnos. Daddy and his friends have emailed me suggested files to watch. I never quite know what to expect. They videos usually reinforce my desire to be the perfect sissy cock slut, but occasionally I'll find myself watching something that is pushing me toward darker activities. Thanks to the induction file, I am always open to these suggestions. I don't know if I've always wanted to be a castrated sissy whore, working the streets in order to earn enough money for breast implants and sissy facial surgeries, but after watching these sissy hypno files for a few hours each and every night, that is certainly what I am dreaming about right now. Lately I have been watching videos where a sissy slut is mounted and knotted by large dogs. That had never occurred to me before. Now, it's all that I dream about, and I dearly hope that Daddy has something special in mind for me in the very near future. I know that this is the hypno speaking, but I am desperate to become a bitch for somebody very soon. I usually watch these hypnos until around 7pm when the first of my evening callers stop by. There's no discernable pattern to these sissy play dates. No matter--I have never failed to service at least three men each evening, and this is when I most often find myself spit roasted or down on my knees servicing a line of hard and horny cocks. This is also when I am most frequently treated to some extreme bondage scenarios. I have one man who just loves to show up with a roll of duct tape. He mummifies me tightly, leaving gaps only for my ass, titties and mouth. He fucks me, fills me full of his delicious cum, takes a picture and leaves me there, writhing helplessly on the floor. Somebody always stops by to free me, although I'm sure that there will come a day when I will be stuck like this all night long. It doesn't matter to me. I am nothing but a sissy cum dump, after all. If a man needs me to be tied up tight in order for him to get horny enough to use me, then it is my pleasure to do so in order to receive the gift of his cock and cum. There are usually 3-4 guys who stop by, and I spend my evenings servicing them all. Each one has his own particular brand of kink, and I am always happy to comply with his demands. I am always willing to do whatever they desire, because it's the right thing for a sissy slut to do, but also because it will earn me pictures that will prove to Daddy that I am being his perfect sissy slut. I used to try and keep track of all the men that I served on a daily basis, but it was proving too hard for a silly little sissy like me. I think I was at 30 men when I stopped counting. Daddy tells me that I shouldn't try and think about complicated things like that. He got a smile on his face when he said that maybe I needed to start watching some bimbofication videos that would dumb me down until I couldn't think of anything but being a pretty sissy and serving lots and lots and lots of hard cocks every day. I don't think that I wanted this to happen at the time he mentioned it, but I certainly do now. I guess that means that I have been watching the bimbo hypno files, I don't remember doing so. That's all right. Bimbo sissy sluts don't need to remember these things, just as long as they always look sexy for their Masters and their friends. And their friend's dogs. Gawd, that one is really starting to take hold. I usually end my day by going to bed at 11pm. I have a system where I can tie myself up, spread eagle in bed for the night. I can only get the ropes so tight, but I know that there will be somebody who will stop by and tie me up tighter so that I can drift off to sissy slumber land while I am tightly bound up in bed. I am always gagged, blindfolded and tied up tightly when I fall asleep. I keep my sissy hypnosis porn files playing in my ears so that I get to enjoy some very sexy sissy dreams. The sissy hypno training also makes me a better sissy slut, which means that I will be able to earn more cocks and cum. That is the point of all of this, after all. As I said, there are generally a few men who will stop by, use my mouth or sissy pussy, then tie me back up for the night. I drift off to sleep stretched out and filled full of cum. I smile as I recount how many men I serviced during the day, and tell myself that I'll have to work even harder tomorrow in order to make Daddy happy. After all, "I am a sissy slut," I murmur as I drift off to sleep. "I am an obedient sissy slut. I am at my best when horny men are using me as their sissy cum dump. I only exist to be a set of hot holes that will coax men into filling me full of their cocks and cum. IF am not fulfilled unless I am filled by several cocks each and every day. " "I am willing to do anything that any man desires in order to earn the gift of his cock. Daddy will keep me safe, so I have no worries about complying with every request from the men that I serve." "Nothing is too kinky. Nothing is too humiliating. "Nothing is out of bounds for a sissy cum dump. My only purpose in life is to give men pleasure and make them cum. I know I have succeeded when my tummy and pussy are filled with cum. I know that I have failed if I ever go more than a few hours without kneeling in front of a hard cock." "I vow to never fail. I vow to be Daddy's perfect sissy cum slut."

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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."...

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...

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...

2 years ago
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Sissy Farm Chapter Fourteen

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

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