Master John's Sissy Secretary free porn video

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Master John's Sissy Secretary by Melissa FCD The intercom buzzes and my boss's voice booms out loud and clear. "Melissa I want you in here in ten minutes to take dictation. And bring me some coffee." "Yes sir Mr. Thomas, I'll be in there in ten minutes with your coffee sir" I reply. I get up to make a fresh pot of coffee. As I walk to the coffee maker my suntan colored nylons rub against each other at my thighs making a soft whispering sound. My four inch navy pumps and tight short skirt force me to take small mincing steps, causing my full hips and ass to wiggle. While filling the coffee pot I admire my long oval nails painted Raven Red. After putting the coffee on I check myself in the mirror. My long blonde hair is pulled back into a French twist. Large gold hoops hang from my pierced ears. My brows are thin and arched. My makeup is flawless, if a bit over done for the office. My lashes are heavy with mascara making them long and luxurious. My eyes are dark with liner, making them look big and excited. My cheeks are dusted with rose colored powder giving me a constant blush. And my lips are painted Raven Red, shaped into a sweet Cupids bow giving them a full and pouty look. I see my deep cleavage reflected in the mirror. Inside the confines of my low cut ivory blouse my 42D breasts are cradled in a demi cup push up bra, forcing them together and up, presenting them for all to see. I return to my desk and resume typing wondering what Mr. Thomas will require of me today. Will I need to type letters? File contracts? Take dictation? Or perhaps his needs will be more personal. Will he need me to suck his wonderful cock? Or maybe take it up my tight asshole? I purr softly to myself hoping I may serve him so intimately. I feel my dickie harden as these thoughts go through my head. It strains against the chastity belt it's locked in. Yes, under the snug fitting skirt, past the silky nylons and lace garter belt, beneath the tight fitting nylon panties is my penis. The last vestige of my former male self. I think back to when I met Master John (I only call him Mr. Thomas at the office) through an ad in the local swingers paper. I was a crossdresser looking to fulfill my fantasy of serving a dominant male. We met and clicked immediately. And soon I was under Master Johns spell. He suggested I take female hormones. I said yes and before I knew it my body was changing. I had always been small and thin, but the estrogen caused shifts in body fat. My hips and tush filled out and became downright womanly. Simultaneously I was blossoming up top. My tits grew, my nipples enlarged becoming sensitive and pink buds. My skin softened, my body hair grew lighter and my voice went up an octave to a girlish soprano. Then came the piercings. My ears for big, dangling earrings. And my nipples for large chrome hoops. My hair had been growing and when it reached shoulder length, I had it dyed blonde, cause Master John prefers blondes. Collagen treatments pumped up my lips to what Master John refers to as "cocksucker lips". I continued to love my new found femininity and submissiveness and would rarely object to anything Master John suggested. But when he mentioned breasts implants I panicked and said no. Master John countered that I already looked like a girl, the hair, the figure, the clothes and that I dressed all the time. Plus he would give me a job in his small company as a secretary. After thinking about it, I said yes, so wrapped up was I in my trip down the road to total femininity. Two weeks later we went to the hospital and my breasts were "augmented" as the doctor said. They pumped enough silicone into me that I now possess a bra busting 42D bosom. Thanks to the hormones, implants and exercise I now have an hourglass figure with measurements of 42D-24-38. But the implants weren't all that happened at the hospital. While I was under Master John had me castrated. That's right my little nuts were cut off. He said my panties would fit better without them and besides I really didn't need them since I was his girl now. He also had my clit (he insist I call my dick my clit) fitted for a chastity belt. It's a stainless steel tube that goes from the base to right below the head of my clit. There's a "D" ring at the top of it for attaching a leash. It's locked on and only Master John has the key. It's meant to keep me pure and chaste Master John said. He also pointed out that the tubes curved shape could be pushed back and between my legs giving my crotch a smooth girlish appearance. Another benefit is I'd need to sit down to pee, just like any other girl. All this news had me reeling. But Master John explained at this point I needed him more then he needed me. I resolved to accept my fate in life and serve Master John as his sissy secretary. What else could I do? I was more girl then man and anyway I loved being his girl. After recovering from the surgery I went to work for Master John. No one at the office knows of my past or of my more intimate relationship with Master John. I learned to dress to his liking. And I learned Master John liked me to dress as the epitome of femininity. Everyday he selects my outfit from underwear to accessories, even my nail polish color! Sometimes the outfits cause me to squirm with embarrassment. Like the time he made wear a black lace bra under a sheer white blouse. Oh the looks I got that day! Or when he made me wear that black satin dress with the tight bodice and full skirt, with petticoats no less! You could hear them rustling as I walked the halls. And then there was the time he had me dress like a hooker. After slipping into a pair of lycra panties (being careful to tuck my clit back between my legs) and matching bra, I pulled cinnamon colored pantyhose up my smooth legs. Next came a pair of lycra hot pink Capri pants. Thanks to my chastity belt and neutered state I sported a very feminine "V" shaped crotch. No bulge here! My top was a cropped black blouse tied at the waist with a big bow. And so low cut my mountainous mammaries were practically spilling out. I slipped my feet, with their toenails painted dark purple, into a pair of bright yellow mules with four inch heels. I applied lipstick to match my nail polish, teased my hair out a mile, and added big, chunky jewelry. God the abuse I took that day! I was called everything from trollop to harlot to slut. And I spent a lot of time on my knees in Master Johns office satisfying his insatiable wanton male urges. That whole episode reinforced my image as the office bimbo. Today's outfit is somewhat conservative compared to those I've wore in the past. But it doesn't matter, I'm always dressed and made up to send the same signal: I'm the ultimate girl thing. Mr. Thomas's ultimate girl thing. I'm brought back to the present as my clitty stirs uselessly, between my ass cheeks, trapped in its prison of stainless steel and nylon. I sigh knowing my only chance of pleasure is through serving Master Johns thick tool. I must hurry or I'll be late! I get my purse, steno pad and Master Johns coffee. I knock before entering Master Johns office. "Come in" he says. I sashay in put everything on his desk and drop to my knees. I bend forward and place a small kiss on the tip of both of his big, wing tip dress shoes. I remain in that position till he tells me to "Rise". I straighten up but remain kneeling. Contrary to the stereotype of bosses chasing secretaries around their desks, I don't play hard to get. Matter of fact I'm totally obedient and willing to do my bosses bidding. "Melissa. I need you to take some "dicktation" before lunch. Assume the position". I reach into my mouth and remove my dentures. I think back to the day I accidentally grazed Master Johns cock with my teeth. He slapped me about the face and said he had a fitting solution for the problem. Next day I found myself at the dentist. Master John was at my side as the doctor put me under. I awoke with a numbed face. Master John handed me a mirror and nodded for me to look into my mouth. I was shocked! All my teeth were gone! Every last one of them. Master John spoke. "After you bit me I needed to teach you a lesson. I'm sure you've learned it now". He laughed. "Besides I'll have you outfitted with a dazzling set of pure white false teeth. You'll have a million dollar smile. Which will add to your beauty. And when I want you'll have a cunt for a mouth" he chuckled. So now I have a set of perfect, sparkling teeth. And when Master John desires I remove them and he fucks my mouth like a pussy. I snap back to the present and place my dentures in their case and reach for my lipstick. I apply a fresh coat, Master John demands I must have a fresh coat of lipstick before taking "dicktation". I crawl around to the front of Master Johns desk and wedge myself between it and the floor. Due to the tight space I find myself with my head resting squarely on Master Johns chair seat my head between his legs. I wait for the signal. "Begin" he says. I slowly unzip his trousers and gently pull out his hardening manhood. I stare in awe at its piss slit and give it a delicate kiss, leaving a lipstick print right on the mushroom shaped head. I slip it pass my tender lips and into my moist, toothless mouth, sucking ever so carefully. Master Johns prick responds to my oral adoration by springing to its fully erect size, a mouth filling ten inches long and two inches thick! I'm lost in the moment as I lick, suck, kiss and love Master Johns dong. I swirl my tongue over his purple head. I dart my tongue at his cum filled balls. After I've moistened it with my salvia I get down to the business of some serious cocksucking. Tightening my lips around Master Johns thick rod I piston up and down the length of it, feeling every ridge and vein. My very being is focused on giving this man as much pleasure as I can. In short I make love to Master Johns pecker. Master John warns me "When I cum, don't swallow!" I continue my in and out motions doing everything to coax a big, sticky load of man cream from Master Johns cock. In a few minutes I'm rewarded, as Master John spews a huge creamy load of hot jizz into my mouth. I gobble it up as spurt after spurt fills me. Obeying Master John I allow it to collect in my mouth, not swallowing a drop of his manly discharge. When he's done I lick him clean, wipe off his tool and put him back together. I don't move till Master John says "Out from under the desk Melissa". I crawl back to his side. "Open your mouth". I do. "My, my I really shot a big load there didn't I?". I nod my head yes, careful not to spell any of Master Johns fresh seed. He grabs a mirror from his desk drawer and holds it up for me to see. My mouth is full of milky white cum, so much so that my gums are barely visible. "Swallow it bitch. Slowly". I slowly let Master Johns semen slide down my throat, feeling the thick stringy cream as it coats the inside of my throat. When I'm finished I lick my lips and thank Master John for allowing me to suck his dick and swallow his sperm. "Now I'm going to a luncheon meeting and I want you to stay here. But first I need to make sure you won't roam". "Get up". I stand up next to Master John who is so tall that even in my four inch pumps I'm still five inches shorter then him! "Get out of your skirt" I unbutton my skirt and allow it drop to the floor. "Unbutton your blouse". I undo all the buttons of my blouse. Master John clears his desk and flips the top to reveal a secret compartment containing various bondage devices. He pulls out a spreader bar and attaches it to my ankles forcing my legs three feet apart, turning me so that I'm parallel with his desk and then attaches the spreader bar to the desk. Next he pulls my arms behind my back and handcuffs them together. Then he unhooks my front closing bra and exposes my big knockers with their pierced nipples and chrome rings. He picks up a Y shaped chain and hooks two ends to my nipple rings, then he pushes me forward till I'm bent over at the waist and locks the remaining end of the chain to an eyehook in the desk. My range of motion is limited and if I try to exceed it my pert nipples are stretched. "One more thing". Master John goes behind me and opens a drawer. Then he pulls my panties down to my luscious thighs. I feel a cool slippery goo being spread all over my asshole. Then Master Johns middle finger slips into my pussyass and massages my anal passage. Mmmm, it feels so good! Master John takes his biggest buttplug and jams it up my greased love tunnel. God it fills me right up. Master John pulls up my panties saying "These will help keep things in place". Master John comes around to my front. "Clean this up baby". He says as he sticks his finger into my mouth. The combination of KY jelly and my own ass taste is unpleasant, but I dutifully suck my Masters finger clean. A penis shaped gag is forced between my lips and locked behind my head. "There, you're all set. Now don't go anywhere" Master John laughs. He leaves locking the door on his way out. I contemplate my situation I'm locked, strapped and gagged in my bosses office. And I love it! I'm enjoying the bondage of the cuffs, the tightness of the spreader bar the restriction of the chain and nipple rings, the gagging of the gag, the fullness of the butt plug. The time passes slowly as I wait for my beloved's return. After two agonizing hours I hear the key in the lock and the door opens and Master John enters looking refreshed. And a bit devilish. "Melissa have you been good while I was gone?" I nod yes. "That's my girl. And since you've been so good I've brought you a treat. It's here in my pants" Master John chuckles. He goes around the desk and stands directly behind me. "Yes such a good girl" Master John says as he strokes my ass cheeks. I can't help but wiggle them as I respond to his stimulation of my bottom. His stroking stops and is followed by the sound of a zipper being opened and the flop of a pair of pants hitting the carpet. I'm still wiggling my butt when I feel the heat of a hard cock through the thinness of my nylon panties. Master John rubs his cock all over my smooth panty clad ass. He's so hard! And anxious. Grabbing a pair of scissors he slices my panties right off me. Then it's the butt plug as he yanks it out of my tight poop chute. It's a relief to have that monster removed, but my comfort is short lived. Master John grabs my hips and in one fast penetrating stroke, impales me on his steel hard man meat. I let out a muffled cry through the gag as his prick splits my ass cheeks, burrowing itself deep into my most private spot. He pulls out and rams me again, his thrusts so powerful it lifts me right off the ground. Master John savagely rapes my backside, plunging his manly tool in and out of my tender sissycunt. My initial pain fades to a deep, dark pleasure, centered around my puckered opening as it's assaulted over and over, by this symbol of male dominance. Master John long dick tickles my prostrate and sends shivers up and down my spine, pushing me closer to orgasm. But I remember that I'm here for his pleasure, not my mine. I squeeze my sphincter muscles as much as possible to make this the tightest ass fuck for my man, my Master. Master John is stabbing at my love nest with wild abandon, grunting and groaning as he holds onto my hips with an iron clad grip. The way he's humping me I know that he's on the verge of cumming. Growling Master John says "Are you ready bitch? Ready for me to cum in you? To blast my cum deep into your ass?" I answer yes by nodding my head. He laughs "I thought you were". And picks up his pace. He's fucking me like a mad man, sawing in and out of my bottom with such recklessness. It won't be long before he cums. And it isn't. He plunges his dick in me and holds it there as his scalding semen fills my bowels. It's like a garden hose being turned on inside my behind. Master John cums with such force and quantity, he literally fills my rectum with his sticky man cream marking me as his girl, his territory, his property. I purr, like the pussy I am, with satisfaction for having drained my Masters balls of his precious dick juice. After resting a bit Master John pulls out of me with a loud "pop", cleans himself up and puts himself back together. He unlocks my handcuffs and goes around and places the keys on the desk. "I've got a meeting, then I'm going out for drinks. I want you to fix yourself up and finish your work here. Have dinner ready at 7:30 and be dressed in your black satin French Maid uniform and looking your prettiest. I nod to acknowledge his orders. Master John starts walking out but stops at the door, turns to me and says "By the way, plug your ass with a maxi tampon. I want my cum staying with you all day. And Melissa don't wear any panties tonight. I want to see that tampon string hanging between your cheeks when you bend over. See you later sweets!". The End

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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...

1 year 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...

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

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

2 years ago
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Good Sissy Girl

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

3 years ago
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Sissy School Part 3

SISSY SCHOOL - PART 3 By Missy Crystal After Sissy Heather had swished and drooled a couple of more times, she began to give me gentle nibbles and licks to clean the cummy residue on my lips and chin. After the kitty bath, she stood up. Since her crotch was now at my eye level and since her short skirt exposed her frilly panties, it was obvious that I wasn't the only one that got turned on by her sucking my dick. She must have been aware of it too, because she pulled her panties down...

1 year 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...

3 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...

3 years ago
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Welcome Your Now a Sissy

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

3 years ago
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Femocracy A Sissy Maids Tale

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

1 year ago
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A sissy called Jezebel Part II

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

3 years ago
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407am Sissy

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

1 year ago
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Milking Sissy

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

2 years ago
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Unexpected Sissy Transformation

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

1 year ago
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Sissy and Paul

The double ended dildo had appealed to her sense of humour and made her wet thinking about using it on me. Sissy and Paul Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married several months...

Mature
3 years ago
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Sissy School Part 6

SISSY SCHOOL - PART 6 By Missy Crystal The sissies flounced out of the kitchen in a train of swirling petticoats and went into the living room, which was also the classroom. I was the caboose, following Sissy Heather. As soon as we were all in the room, Mistress Mary appeared. Either she had ESP or she really was constantly monitoring us. Either way, I was glad I decided not to try anything for the time being. "Today we will have a deportment class," she announced. "Yeth, Mithtwith...

3 years ago
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Sissy Farm Chapter Sixteen

Sissy Farm - Chapter 16 By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy School Part 4

SISSY SCHOOL - PART 4 By Missy Crystal Mistress Mary came over and stood next to us. To my surprise, her voice was calm. "The purpose of discipline is correction, not cruelty. There is nothing to be gained by punishing a sissy for behavior that cannot be improved and no profit in breaking her spirit by making her fearful of mistakes over which she has no control. I do not require perfection. Only that each sissy tries her best to be perfect. You have always done so, Sissy Heather."...

2 years ago
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My Daily Sissy Schedule Part 1

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

4 years ago
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Forever Her Sissy Chapter 5

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

1 year ago
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My Sissy Calling

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

1 year ago
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Sissy Farm Chapter Eleven

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

1 year ago
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Sissy Emma is turned

Sissy Emma is turnedI had been a crossdresser all my life but completely in the closet and hidden from all my friends and family. To ease my tensions, I often chatted with people on line, at first with females and other crossdressers but as I got braver with men as well. I loved to chat with them and their strong demeanour made me feel even more feminine.I had been chatting with John for a couple of weeks, about my fantasies. And let me get this straight, that's all they were fantasies. I mean...

3 years ago
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My Sissy Schedule

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

1 year ago
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Forever Her Sissy Chapter 4 of 6

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

2 years ago
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The Sissy Contest

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

1 year ago
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Crowd Sourced Sissy 3

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

3 years ago
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Sissy Farm Chapter Eighteen

Sissy Farm - Chapter 18 - By: Beverly Taff List of Characters. Me: Michelle - A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Dr Shirley: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine: AKA. Uncle Penny. My transvestite uncle, (Aunty Bev's...

2 years ago
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Sissy Hypnosis Fun

Sissy Hypnosis Bet I have always been something of a night owl, which means that I take a while to get up and going in the morning. My alarm generally goes off at 7am, I hit snooze two or three times, then I finally get up and hop in the shower while my coffee pot starts to percolate. I grab my coffee and try to head out the door by 7:45, which is just barely enough time to get me into the office by my 8am start time. Needless to say, I frequently arrive with my hair still wet and...

1 year 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...

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