Sissy Training At Last free porn video

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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 real life reality. That was all about to change. I heard my phone beep, saying that I had a new email message, but I was already in the bubble bath, shaving my legs and getting ready to doll myself up as my alter ego, sissy slut Michelle. I heard the second beep a few minutes later while I was painting my nails, but decided not to risk messing them up until they had fully dried. They say that the third time is the charm, and so after another beep I carefully checked my phone to find three messages from MasterSissyTrainer. I had no idea who this was, but I was certainly intrigued. I had also enjoyed a few glasses of wine while I was in the bubble bath, so my inhibitions were down when I finally opened my phone. "Hello, Emshoninque," the message read. "I had the good fortune to run across some of your stories on Fictionmania.tv. I must say that I thoroughly enjoyed your latest work, so much so that I went back and read several of your previous efforts. I found your email address in one of your stories, and thought that I would send you a quick note of appreciation." "Damn, gurl, you have quite a kinky imagination," he continued. "I've trained a few sissies in my day, but I totally intend to use some of your ideas the next time I decide to make a sissy fuck slave." "I may even name hur Michelle, in your honor. I guess that's your sissy name, given that it's the protagonist's name in most of your stories. Anyway, just wanted to say keep up the good work." I smiled. I have written several stories, and have always enjoyed when somebody wrote something nice in the comment section. This was the first time anybody had ever emailed me directly, and my mind raced at the thought that this might actually be a Master who would force me to live out my darkest sissy fantasies. I'd always hoped that this would happen one day, which is why I'd included my actual email address in one of my stories. Sadly, nothing had ever happened before now. It was enough to make my sissy clitty stand up in anticipation. I was tempted to jerk off right then and there, but I prefer to delay my gratification until the end of the weekend, keeping myself horny and on edge for hours and hours at a time. My eventual Sunday night explosion makes all my sissy work over the weekend worth the effort. Which is why I quickly went to get my chastity device. After a few minutes icing my clitty down to get it to shrink, I locked myself up tight. Feeling adventurous, I put the key in a self-addressed envelope and walked out to the corner where there's a mail drop box. I kept my painted fingernails in my pockets on the walk there, but I had to pull them out to put the letter holding my only key into the mailbox. My clitty throbbed in its cage as I sent the letter off in the post. Now I wouldn't be able to get free until the postman returned my key, usually on Tuesday afternoon. I was going to be horny and frustrated until then. I loved it. Returning home I poured myself another glass of wine and went back to my phone. "Michelle," message two read. "I just read another one of your stories, and I satisfied myself once again. This is the third time I've jerked off this afternoon, so I wanted to thank you for making this Master very happy. I'm looking forward to reading even more of your sissy fiction later on tonight. I've called a sissy I trained a few years back to come over. I plan on fucking her face while I read the next story in your list." "I wish that we lived in the same city, as I would be heading to your house right now to claim you as my own sissy slut," he continued. "I'm guessing that you live in Texas, as your stories all take place there. I'm in New Jersey, but really wish that I was in the Lone Star state right now. It would be you with your mouth full of cock tonight instead of my sissy here in NJ!" "Any way, I hope that you have somebody there in Texas to help be become the sissy slut you obviously are in your heart. I'd love to chat with you sometime, and maybe even suggest a story scenario of two. Please send me a message, if you're interested in talking to an impressed fan." Was I interested? I was practically creaming my panties right then and there. I started to reply, but decided to stop and do this correctly. I went to my bedroom and pulled on a new pair of stockings. I then attached the garter belt, cinched my corset on as tightly as I could, glued on my breast forms and finished dressing. A low cut top and a mini skirt made me look like a whore, and the 5" locking stiletto heels made sure that there wasn't any doubt. Yes, I used my cute little heart-shaped padlocks on the heels and I wished that I had put them in the post along with the key to my chastity device. Maybe next weekend. I did my makeup, and even used the semi-permanent lip paint and eyeliner. I love waking up in the morning and seeing sissy Michelle already staring back at me in the mirror. There's nothing quite as kinky as shaving your face in the morning with red lips and fingernails peeking past the shaving cream. After putting on my wig and jewelry, I took a quick selfie with the intention of sending it off to my New Jersey admirer. I shoved home my biggest vibrating butt plug and I grabbed one last glass of wine as I sat down to read the last message. "Michelle," it read. I'm sitting here with sissy Candy sucking my cock. I found her a few years ago and had a lot of fun turning her into one of the biggest sissy whores in town. She now lives her life 24/7 as a woman--having married a Master I know here in town." "She's devoted to his pleasure, but she's such a horny slut that's she's always available to service any of her husband's friends on a moment's notice. I called her over and intend to breed this bitch all night long." "It got me to thinking, I don't know why the distance between us should matter, he continued. "If you are seriously looking for a Master, I can make all of your sissy fantasies come true. If you don't believe me, just ask Candy. Or Ashley or Barbie." I was practically buzzing as I read this. "I have trained four sissies in my days. All four are excellent submissives and some of the best cocksuckers around. I sold my last two sluts to some men in Europe, so I am always looking for new projects to train. I think that you might just be my next sissy. If you agree with my assessment, then text me at back at this number. Say, 'Hello Master, this is your new sissy slut"' and we'll begin your training immediately." I absolutely hope to hear back from you tonight. I will be breeding sissy Candy in anticipation of your message." Holy shit! This was everything I had ever dreamed about. I was a little scared to send the message, but there was never any real doubt that I would reply. My heart was pounding as I typed out "Hello Master. This is your new sissy slut." For good measure, I added, "Sissy slut Michelle in Beaumont, Texas, and yes, I would dearly love to be your next sissy project." I sent the message and attached the selfie. Then I sat back and waited. I didn't have to wait long. The phone rang almost immediately. I answered with a shaky voice. "Hello, sissy," a deep voice said. "This is your new Master." I must have moaned in pleasure, because my new Master chuckled into the phone. He took charge immediately. He demanded access to my webcam and I complied immediately. I turned on my cam and was greeted by a shot of a hot woman (sissy Candy) expertly slurping down a massive cock. Master told me to stare at his cock and dream about the day when I would be down on my knees stuffed full of his cock as well. He had me stand to show him my body in full detail. I did as I was told and I saw my web cam flicker occasionally, which I later learned was an indication that he was grabbing screenshots from our conversation. He had me lift my skirt and show him my chastity device. He laughed when he saw how small it was. He said that I would soon be living in it 24/7 for months and months at a time. I would only be allowed out if I'd been a very good sissy, and he intended to make sure that it was very difficult for me to ever meet my sissy training goals. "You might not ever come again," he said. "I look forward to the day you beg me to chop off your balls to relieve the pressure." He laughed again and I shuddered at the thought. He told me to grab a dildo, the biggest one I had, and to return and bounce up and down on it as we continued our conversation. Once again, he had perfect timing, as I had just ordered a new dildo. I struggled to get it in, by thanks to my horniness (and a lot of lube) I managed to work it into my sissy pussy and started to ride it as he peppered me with questions. I was so horny that I answered everything without hesitation. I freely gave him my full name, all of my email addressed (including work!), my home address, my place of work and even my Facebook and Instagram info. It never occurred to me that I shouldn't answer any of this. It's a good thing that he didn't ask me for my credit card, as I was so horny that I might have given him the number. He started asking me questions about my sexual experience, and seemed surprised that I wasn't as experienced as the characters in my stories. "No worries," he said. "We'll get you up to speed in no time." We asked me how many men I was currently serving. I told him that I had a few friends, but no regular fuck buddies. That was about to change in a big way. He sent me a web link and instructed me to watch it on repeat for the next half an hour. It was nothing but pictures of sissy mouths filled with hard cocks with an audio overlay, and some strange music that I later found out had hypnotic effects. I was to stay on camera, bouncing up and down on my new dildo as I memorized my new sissy mantra. He expected me to memorize it by the end of the night. I pushed play on the video and listened as a stereotypical sissy voice read out the mantra that would soon rule my world. "I am a submissive sissy slut," it said. "I live to serve my Master." "I live to serve any man who wants to fill my sissy holes with his cum." "I live to be filled full of Master's cum." "I need to be the best sissy slut in town." "As a good sissy cum slut, I need to be bred and fed on a daily basis." "I need to suck and swallow and be fucked multiple times each and every day." "I dedicate myself to being the best sissy slut I can be." "I will train myself to be a sexy sissy cum slut." "I will train myself to be the best cocksucker in town." "I will train myself to submit to anything that Master demands, and I will beg him to push me to be the best sissy cum dump that I can become." "I will beg him to train me as hard as he can." "I will beg him to blackmail me. " "I will beg him to whore me out because I am a sissy slut..." It repeated over and over from there. By the third time though I was starting to memorize the mantra. By the fifth time I was repeating it as the video played. Eventually I found myself on an auto loop, repeating the words over and over while staring at those online cocks. My brain must have turned off, as I kept this up for more than an hour. I might have gone on for longer, but Master came back online and told me that I was a good slut. I smiled, immediately thinking that yes, "I am a submissive sissy slut..." Master told me that it was time to prove myself. I told me to log on to Craigslist and look up the local T4M category. I did so and practically came in my cage when I read the headline for the top ad. "Kinky Master Needs Help Training my New Sissy Slut." "I have a new sissy slut in Beaumont that I am training," the ad read. "But I need a few kinky men to help me turn her into a total sissy freak show that she longs to become. I am looking for a small group of men who will stop by hur house on a daily basis and use her like a good sissy slut. I can't guarantee her sissy skills right now, but I intend to send so many men her way that she'll quickly become the best sissy slut in town." "If you want to be one of her trainers," the ad continued, " please let me know what your schedule is like on a general basis. Please let me know that you are okay with using her when other men are around. This sissy needs to be spit-roasted and gangbanged on a daily basis." "And most importantly," the ad finished with an ominous note, "please be prepared to take pictures documenting this sluts sissy training. I expect to receive many pictures of this slut stuffed full of cock and covered in cum on a daily basis." "And tell me what your most depraved kinks are. A good sissy will do whatever you demand. That's what a sissy does." The ad was accompanied by a picture of me bouncing up and down on my dildo from earlier in the evening. Just then my front doorbell rang. Master told me to go answer the door. For the first time this evening, I paused, but Master told me to answer the door or else he would "ruin my life to the point that I would beg him to turn me into a sissy whore just so I could survive." I got up and went to my front door. My heart was pounding as I opened it and found a large man standing there. "So you're the new sissy," he said. "I croaked out a feeble "yes" and he pushed his way into my house. I was dragged back in front of my web cam and Master watched as I was forced to my knees. The man pulled out a Sharpie and wrote the date in black ink on my ass. He then shoved his cock in me and proceeded to fuck me without mercy. He pulled out just in time to cum across the date that he'd written on my ass. After he'd calmed down, he pulled out his phone and took a picture. The doorbell rang almost immediately and he laughed as he left the room. "See you tomorrow, slut." He said as he left to let the next guy in. It turned out to be two guys. I heard them talking a bit before they came into the back room where I was still down on my knees. Before I knew what had hit me, I found myself stuffed full of cock on both ends. They pounded into me from both ends, laughing as they timed their thrusts. I was lost in a sissy haze, so I didn't even hear the next two guys walk into my house. There were seven men who came by my house that night, It was overwhelming, although eventually it would come to be considered a slow day. They fucked me over and over while Master watched everything unfold on my webcam. He took lots of pictures, as did every man who fucked me that night. At one point that night one of them men wrote my sissy stats on my forehead. He wrote "Sean McBride," my real name, along with the date, my phone number and home address as well as six tach marks after the line "cocks served tonight." He splattered his cum across my face and took a picture and sent it off to Master. This last man pulled out a roll of duct tape and proceeded to wrap me up tight. He dragged me to my bathroom and pushed me into the tub. He told me to open my mouth and proceeded to fill it full of his piss. I was acutely aware that he was videotaping the whole thing and that my personal stats were clearly visible as I desperately struggled to gulp down his piss. He turned off the lights and left me bound up tight in the tub, unable to move when he was finished covering me with his piss. "Sweet dreams, sissy," he said as he left. "See you tomorrow." I slept in the tub that night. It was cold and I reeked of piss. It was one of the worst nights of my life. Despite it all, I couldn't stop thinking, "I am a sissy slut..." I fell asleep repeating my sissy mantra. I had the most amazing sissy slut dreams all night long. Sometime around 4am I woke to find somebody standing in my bathroom. He woke me by turning on the shower on it's coldest setting. He pulled me up and proceeded to fuck my mouth. I didn't even question it as he filled me full of his cum. But he wasn't done. He had a pair of bolt cutters with him, and he proceeded to cut the padlock to my chastity. He quickly replaced it with his own lock. He laughed as he whispered, "I'm supposed to tell you that you'll get out of this cage after you've sucked 100 cocks." He ripped off my duct tape bonds and left me with his parting thought: "Good luck with that, you stupid slut." Lay in the tub for a few minutes, at the point of tears. Eventually I turned on the shower and laid there as the hot water cascaded over me. There was a moment when I regretted what I had set myself up for, but it quickly subsided when I remembered that "I am a sissy slut." I swear to God that I smiled when I thought that my sissy slut dreams were finally coming true. "I am a sissy slut," after all... And so it began. Master sent me a message that morning at 5am. H e told me that I had been a good slut, but things were going to get much harder. He instructed me to douche myself out so that I was ready for the men he would send my way. He told me that I would need to step up my sissy game if I wanted to become the best cum dump in Beaumont, TX. As if to drive his point home, he then sent pictures of all of the men I had servicesd to my work email address. He also sent a link to my new Tunblr account. Pinned to the top was my real name, home address and phone number. There were eight pictures of my ass or face stuffed full of cock or covered with cum. There was little doubt that I would be adding a dozen photos or so to this account every single day from here on out. I should have been scared shitless. Instead, I was horny as hell and ready to prove myself as the perfect sissy slut in town. After all: "I am a submissive sissy slut." "I live to serve my Master." "I live to serve any man who wants to fill my sissy holes with his cum." "I live to be filled full of Master's cum." "I need to be the best sissy slut in town." "As a good sissy cum slut, I need to be bred and fed on a daily basis." "I need to suck and swallow and be fucked multiple times each and every day." "I dedicate myself to being the best sissy slut I can be." "I will train myself to be a sexy sissy cum slut." "I will train myself to be the best cocksucker in town." "I will train myself to submit to anything that Master demands, and I will beg him to push me to be the best sissy cum dump that I can become." "I will beg him to train me as hard as he can." "I will beg him to blackmail me. " "I will beg him to whore me out because I am a sissy slut..."

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Sissy Velina

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

3 years ago
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Sissy Rules Reads like a proper job description

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

1 year ago
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Sissy Rules

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

3 years ago
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Sissy Julian Chapter I Beginnings

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

2 years ago
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Sissy Crissi Chapter 3 Leroys Turn

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

4 years ago
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Sissy discovers Part 5

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

4 years ago
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Sissy gracie Life begins anew

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

4 years ago
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Sissy thoughts 2 Questions From Sissies

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

2 years ago
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Sissy Farm Chapter Twelve

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

4 years ago
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Sissy Sally

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

3 years ago
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Sissy discovers Part 4

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

3 years ago
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Sissy School Part 2

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

2 years ago
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Sissy Cruise 3

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

4 years ago
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Sissy New Year

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

2 years ago
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sissy rules

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

4 years ago
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Sissy Arm Wrestler

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

4 years ago
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Sissy New Year

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

4 years ago
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Sissy Farm Chapter TwentyOne

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

3 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter VI Growing Pains

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

3 years ago
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Sissy 101 Intro to Sissy Sluts

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

3 years ago
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Sissy Farm Chapter Nineteen

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

1 year ago
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Sissy in the making

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

4 years ago
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Sissy Caught at Work

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

2 years ago
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Sissy whorehouse veronica

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

3 years ago
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SISSY DANI

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

3 years ago
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Sissy discovers Part 3

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

2 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter II Introductions

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

2 years ago
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Sissy Crissi Chapter 2 Facing Erika

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

4 years ago
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Sissy Factory 3 School

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

2 years ago
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Sissy Husband

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

4 years ago
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Sissy Farm Chapter Eight

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

2 years ago
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Sissy Teaches Me Part Two

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

Incest
2 years ago
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Sissy School Part 5

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

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