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I had been going to the same small newsagents for years to pick up my favorite femdom magazine "Madame in a World of Fantasy.," I suppose in this day and age I should have simply taken out a subscription and got it sent to my home. I picked it up personally however for two reasons, one I did not want my wife to find out about my perverted fantasies and two because I reveled in the humiliation when the wife of the older couple who ran the shop was serving. She gave me such a look of disgust when she handed over my brown paper bag wrapped magazine that I blushed bright red and got rock hard at the same time. I had fantasized more than a few times about her making me her slave. So imagine my surprise when it was neither of them serving when I next called in for my magazine. It was in fact a young lady just into her twenties I would have guessed but still keeping some of her puppy fat. I was shocked at first but then realized it must have been their daughter, I could see the resemblance. She certainly had her mother's well rounded figure which of course got me hot under the collar! Nervously I asked for my magazine and she handed it over with such a sneer on her lips I almost fell to my knees and begged her to make me her slave. Blushing I accepted the magazine and hurried from the shop. That night I had a completely new fantasy and it did not take long to take me over the edge! As the time approached for picking my next magazine I started to get excited, I longed to revel in her dominant sneer. So it was as I was planning my next visit that the phone rang. "Hello Mr Daniels, this is Samantha from the newsagents....your magazine has arrived and is ready for collection." I was a little surprised because they had never rung to tell me before, still hearing her voice got me instantly horny. "Ermmm thank you," I murmured. "....That's thank you Mistress Samantha," she stated....almost arrogantly. I was stunned and at first did not believe what she had just said. "WELL!" she commanded. "T-Thank you Mistress Samantha," I stammered. "That's better," she answered and I could hear the smirk in her voice before the line went dead. I put the phone down in shock and realized I had to go and pick up my magazine the next day! I hurried around to the shop after work in a total state of excitement. When Mistress Samantha saw me eagerly enter the shop a wicked grin lit her lips. "In here!" she ordered lifting the counter flap and beckoning me behind the counter with her. I got a good look at her and was mesmerized by what I saw. Knee high shiny black leather boots, leather trousers that hugged her ample curves and a white blouse that barely contained her ample tits was tucked into the trousers. "like want you see...." she asked at my avid stare. "Go in there and strip naked," she ordered pointing to what looked like a store cupboard. I should have said no, should have claimed my magazine but I so much wanted to be dominated by this sexy young creature. In fact I simply longed to be dominated, I had broached the subject with my wife but she had called me a pervert so the topic never came up again. Now here I was with the chance to do just that and I was going to grab it with both hands and to hell with the consequences! I obediently shuffled to the cupboard and made to shut the door. "No leave it open...and when you're finished crawl to me," she demanded. I hurriedly undressed and got to my knees, I was about to crawl to her when the door bell chimed meaning a customer had entered the shop, I froze. "Don't stop there...heel!" she commanded pointing to her heel. "Oh not you sir....just my disobedient bitch," she chuckled, as did the male customer. Blushing bright red I crawled to her heel luckily out of sight of the customer. After she had served the customer and he had left the shop she turned to me. "Kneel there," she pointed just in front of her. "Now take hold of your hard cock...it is hard isn't it?....." she queried. "Yes Mistress," I murmured blushing even redder at the intimation. "Only I can hardly see it!" she snickered turning the screw. She reached onto the shelf and threw down a jar of lubricant commanding me to start wanking it, which I did eagerly. "Now slave tell me all your perverted little secrets," she commanded. So I told her how I loved to be dominated, she asked if that was by both men and women to which I tentatively said yes. I told her I liked to crossdress and she asked me what I like to wear to which I confessed my love of maids dresses. I told her I loved rubber and which toys I loved to play with, she seemed quite interested when I mentioned the various anal toys I had. I even told her about locking myself in chastity which really seemed to peek her interest. As I was doing this I was getting closer and closer to climaxing and she seemed to know this. She squeezed every last perversion out of me and watched me struggle not to cum for some time before saying. "Would you like to cum slave." "Ohhh yes please Mistress," I pleaded. "Come here slave...." she pointed to her heel a wicked grin on her lips as I shuffled forward. As I did she turned side on to me. "Hump my boots like a perverted old fag," she laughed. I was lost to my climax and so deep in sub space that I eagerly moved to her leg placing mine either side of hers and allowing my rock hard cock to slide against the cool leather of her boot...it was bliss...and then the door chimed and I once again froze. "Did I tell you to stop!" she stated coldly. I was in two minds, I so much wanted to cum....but not like this, not with a stranger so close. Then the submissiveness in me took over and I continued blissfully. "How can I help you Madame," I heard her say to the customer......and to me she simple said, "Not until the lady leaves." I stuttered almost to a halt and felt her nudge me with her leg. I could have screamed, I was so close to climax.....I now desperately need to cum! So as she passed the time of day with the female customer I slowly humped her leg trying not to howl my pleasure to the roof. The sound of the door chime as she left was almost blissful ,even better was... "You may cum now." I howled as I shot rope after rope onto her shiny boot, she stared down at me disdainfully all the while making the climax even more blissful. "Now clean that up," she ordered. Obediently I got to work, even after just climaxing I was incredibly excited. I lapped my spunk and the lubricant from her boot until it was gleaming, but I was not finished because she pointed to the floor where there were a few more drops. Licking these up was a little less exciting and left me with a mouth full of grit. "Now get dressed," she ordered. I must admit I was somewhat confused, I wanted to give her the same pleasure as I had received. As I dressed I had to wonder what she had actually got from this exchange? Dressed she beckoned me to come to her but as I made to kneel she stopped me. "You can go now.....but I will be seeing you soon." With that she pointed above her head. I looked up and then gasped as I realized what had happened. Above her was the camera for the CCTV. Everything I had said and done had been recorded on the shops CCTV system. She sniggered as I edged past her and headed for the door realizing she had all the blackmail evidence she needed. "Aren't you forgetting something." I looked at her confused until she brandished my brown paper wrapped magazine. I quickly took it from her blushing, but my cock was harder than it had ever been before. I realized the fantasies in the magazines were nothing to the life I was about to embark on!. It was around a month of nervous waiting before I got the call to serve my new Mistress again. The phone call was short and curt. "Be at my place by nine on Saturday!.....oh and make sure that tiny thing you called a dick is locked in its cage!" followed by the line going dead. Fortunately my work takes me away from home some weekends so it was easy to tell my wife I had to work and made my way excitedly to my new life of domination and servitude!. Mistress Samantha opened the door then commanded me to follow her turning on her heels and sashaying away giving me time to admire her ample body. She was wearing the boots I had degraded myself on when last we met and I blushed at the memory. Her legs were bare and creamy white. She was wearing a black rubber pleated skirt that barely covered her large bottom. As her hips swayed I was treated to the sight of her dark crease, I longed to bury my nose there and inhale her heavenly scent which caused my cock to grow painfully hard in its cage. Again she was wearing a white blouse but from the scent I could tell it was rubber. That hit of the rubber scent drove me wild with passion and I wonder if she knew that. Then I realized of course she did I had told her all my dark perverted secrets! We walked down a short hall and into a very untidy bedroom. There were clothes all over the floor and surrounding an overflowing wash basket. The bed was a mess the sheets half hanging on the floor. There was an overflowing waste bin, and her dressing table was stacked with so many cosmetics you could hardly see your face in the mirror. She pointed to a corner and ordered me to dress, as she flounced down on the bed eagerly watching me. Once naked Mistress Samantha stood to examine the pink chastity cage I had on. "My god it's tiny!" She laughed making blush and get painfully hard in equal measures. "Give me the keys!" she demanded. Obediently I handed he the keys and to my surprise she took off the padlock. Then she produced one of her own and with a grin snapped it into place. "Didn't think I was going to trust you did you pervert! She sniggered. "N-No Mistress...." I stammered realizing she truly had control, because I had in fact kept a key....just for emergencies of course. "But what is my wife....needs..to," and queried meekly. "Are you kidding, I'm pretty sure she is getting it from a man who has a cock!" she laughed. Blushing I had to agree she would be better off with a real man, my cock throbbed painfully at the thought. Breaking me out of my reverie Mistress had me lay out my uniform and lingerie on the bed. Then she ordered me to dress before her, the first item being my satin black corset edged with pink lace. I wrapped it around my body shivering at its cool embrace my imprisoned cock twitching at the pleasure. "Seems like the little fellow is enjoying herself," she snickered. Blushing I clipped the metal hooks together at the front and then taking hold of the laces started to tighten it. When I had got to the point when I could tighten it no more I started to tie a bow but Mistress stopped me. "I think I can get that tighter." She stood taking the laces from me. She then proceeded to tighten it to a bone crushing embrace that had my cock dripping and me panting for breath. I had always dressed alone so was never able to get it so tight. I reveled in the strict bondage like feeling it gave me. Mistress dropped the medium sized breast forms into the cups a wicked grin on her lips before returning to the bed and bid me carry on. So I attached the black fishnet stockings to the garter straps struggling with the rear ones as I always do and eliciting a snigger from Mistress at my struggles. Panting and out of breath from the corset I finally got them fastened. The black satin panties came next, Mistress laughingly marveled at the row on row of frills as I pulled them up luxuriating in their soft touch against my sissy cherries and locked up clit. I took the black PVC maids uniform and carefully stepped into it. Pulling it down so that it fitted over my fake tits and newly shaped waist. The hem was short so that it barely covered my panty covered bottom. I slipped into my shiny black Mary Jane four inch heeled shoes and last but not lest slipped on the pink curly wig and maids cap. Since I was now completely enfemme I minced to the dressing table eliciting a chuckle from Mistress and made up my face. The makeup was light and simple save for the glossy candy pink lipstick which I love! Finished I presented myself to Mistress with a curtsy. In answer to my efforts she simply lifted the hem of her rubber skirt and opened her legs. I was presented with her hairless pussy, the lips small and exquisitely tight. She pointed between her legs and I eagerly got to my knees before her staring up into her eyes eager for her to give the order to worship her. What I saw surprised me, the look in her eyes was one of surprise and I wondered if anyone had ever licked her pussy before? To break the ice I spoke. "Please may I worship your beautiful pussy Mistress," I begged. This did the trick turning the look to one of pure lust....and a little arrogance. "Yes you may Slave," she commanded but I noticed a little tremor there. Carefully I moved forward and planted a soft kiss on her delicate pussy lips, a sigh escaped her at the tender touch and I admired the candy pink lipstick print I had left behind. I also realized I was going to have to re-touch up my makeup after this. Eager to taste her I stuck my tongue between the tight folds and tasted the syrupy juices that were there. She gasped with pleasure and murmured her consent to lick her harder. I reveled in the delicious taste of her, it was so much different to my wife's pussy who's pussy I dearly loved licking. My wife had a strong womanly taste whereas Mistress Samantha was..... fresh...delicate....delicious. So my tongue eagerly started to lap up the juices eliciting a squeal of pleasure. Her pussy lips were tight so tight in fact that I had to work hard to get to her syrupy juices, once again I had to compare her to my wife's thick luscious pussy lips. I could not say which I preferred because I simply loved licking pussy, young or old it would seem. I found my way to the hard little nub of her clit hidden in the tight folds and raked my tongue across it eliciting a yelp of pure pleasure from her. Her eyes popped open and she looked down at me in shock. "What the.........ohhhh yes......yes....yes," she squealed. This told me two things, one she had never been pleasured this way before and two she was going to climax very quickly. I snaked my hands under her thighs and took hold of her hips to hold her down. I knew she was going to struggle but I had the upper hand of knowing what was coming. I then went to work on her clit lapping at it eagerly immediately causing her to buck. Had I not had hold of her she would have wriggled away but she was MY captive at the moment. "OHHHH GOD......I'M CUMMMMMMING!" she screamed writhing under my tongue. I continued to lash her clit as the orgasm washed over her making her squeal and buck with equal abandon. Gradually I stopped lapping at her clit and reaped the benefits of my ministration, hot syrupy pussy juice........delicious! She allowed me to lick her pussy lips for a while but was soon directing me back to her hard clit. Once again she had the upper hand but I was more than happy to comply. My cock was painfully hard but I was completely in sub space, enjoying giving pleasure far more than I would have had receiving it.....still my caged cock wept profusely! I pleasured her for hours until my tongue was aching and I was running out of steam. I think she would have gone on longer but realized I was flagging. Somewhat reluctantly she pushed me from between her legs and hiding a look of gratitude at the pleasure I had given her said haughtily. "I think it's about time you got some work done sissy........" "Oh and do your makeup....you look like a slut," she smirked. So I was left to tidy the bedroom after first redoing my makeup whilst she watched daytime TV. I had to interrupt her every now and then to ask where to find things but on the whole I worked on my own with the thoughts of my humiliating dilemma going round and round in my head. When I had finished the bedroom she came to inspect it and having found it to her standard allowed me to bring her to three more climaxes with my tongue. From there I was made to tidy the kitchen which turned out to be just as much a mess as the bedroom. Once again my efforts were rewarded.....with more of her delicious pussy. Finally I had to clean the living room whilst she watched and made ribald remarks. "Was I a faggot?......did I suck cocks.....did I wear panties all the time.....did I like getting my arse fucked......do cocks turn me on......." All these remarks were humiliating and making me very, very horny at her debasement. It did however mean I was falling deeper and deeper into sub space. It was then I heard the front door slam and realized her boyfriend had come home. I had to admit I was very nervous at meeting him. I wondered if he was simply going to beat me up for being a faggot. It did not help that Mistress Samantha also tensed at his arrival. Nervously she ordered me to kneel in the centre of the room. I had only just got into position when he swaggered into the room. Submissively I bowed my head so I did not get a real look at him. "Hey babe..." he sneered at me. "So this is the old fag you told me about," he growled. "Yeah.....she is my slave now," giggled Mistress Samantha. "She.....yeah right.....more like an old perv dressed like a fag.....does SHE suck cock!" he demanded. "Yes....she licked my pussy for two hours...so I guess she will do exactly what I order her to do." "Exactly as I said...no real man licks his bitches cunt....." he growled. I saw Mistress Samantha's face drop at the rebuke and realized that was why she loved me licking her pussy so much.....she had never had her pussy licked! She caught my eye and a twinkle returned so I knew I would be getting plenty of time between her legs much to my pleasure, my cock twitched at the thought. "And the fag will be following my orders when I'm here," he commanded. He moved to the couch and flopped down onto it. Mistress Samantha kissed his cheek which he promptly wiped away. "Now get to work fag," he commanded pointing between his legs. I looked to Mistress Samantha and she nodded imperceptibly. "Just fucking do it!" he demanded. I shuffled forward and reached for his belt whilst he sneered down at me. I loosened his belt and then opened his flies, he was not wearing any underwear so his cock sprang loose. It was rock hard at around seven inches long with a purple plumb sized head. "I bet you're mouths watering fag," he quipped. To be honest it was, this was one of my many perverted fantasies. To be ordered to suck the cock of a dominant man. He was also young and arrogant which added to the humiliation making my cock dribbling longingly. I leant forward and took the head in my mouth relishing the salty musky taste. He gasped at my ministrations and the arrogant grin was replaced by slack jawed lust. I slowly started taking him into my mouth and had nearly taken all of him in when the gag reflex kicked in. I made to move back but he quickly grabbed my head. "Not so fast bitch," he growled. He then pushed down forcing me to take his cock down my throat. My eyes watered and I gagged barely managing not to choke as he mashed my face into his crotch holding me there. I struggled to breath but gradually the gag reflex subsided and I could breathe a little easier. As I did I was overwhelmed by the musky, sweaty scent if his balls. To my shame my cock twitched at the humiliating circumstance I was in. I felt his hold slacken so I eased my face from his crotch allowing his cock to almost slip from my mouth. I then took him in again and to my surprise he slipped past my gag reflex straight down my throat. "Now that's what I call a blow job!" he laughed. He then began to thrust up into my mouth taking over the rhythm and fucking my face like a pussy. All I could do was take him to the root and try not to rub his cock with my teeth. As his climax built he began to fuck me harder and faster grunting with pleasure. I then felt him stiffen before ramming his cock firmly home and shooting his spunk straight down my throat. He shot three loads before pulling out leaving a trail of spunk on my tongue. "Shit the fag sucks cock better than a whore," he gasped. I allowed his cock to pop from my mouth and then began to lick and suck his balls. He looked amazed at my obedient service and his cock stiffened again. "I need a fuck," he demanded pulling Mistress Samantha from the couch. Not sure what to do I remained kneeling as he pushed past me but Mistress Samantha command. "Follow on your knees." "That old fag isn't getting off watching us fuck!" he growled. "He can wait outside and listen to what he's missing," she giggled. So I crawled after them and had the door slammed in my face. I then had to listen to the two of them fucking for the next half hour until finally her screams and his grunts subsided....finally. "Get us some beers from the fridge fag," she shouted. I crawled to the kitchen where I found a fridge full of cans of larger. I grabbed two and headed back to the bedroom, and knocked on the door. "Get in here fag!" he growled. I crawled into the bedroom to find them both laid on the bed sweat slick from their fucking. My eyes gravitated to Mistresses sex swollen pussy. Her pussy was a mess of her pussy juices and his spunk. Subconsciously I licked my lips and my mouth watered. He took the cans from me and guzzled the first down in one go, burping loudly afterwards, crushed the can and threw it on the floor. He opened the second and took a swig eyeing me as he did. "Do you want to lick her cunt now?" he smirked. "Yes please Sir," I almost begged. This seemed to shock him but he quickly recovered and a knowing look came to his eyes. "What do you think babe, clean up time," he chuckled. A look of pure lust crossed her face and she opened her legs. I crawled onto the bed my cock hard and throbbing at the humiliating task I was about to enjoy to my shame. That was right I relished the thought of tasting Mistresses pussy again even if it was covered in Masters spunk. I noticed him watching me a bemused look on his face. I breathed in the musk of their mixed juices and to my shame I groaned causing them both to chuckle. My tongue snaked out and I lapped at her sex slick pussy. The taste was divine, her sweet juices and his salty spunk. My cock throbbed painfully and I lapped eagerly deep into her pussy causing her to squeal with pleasure. Even though she was soon clean I continued licking and she let me. In fact she ground her pussy into my face groaning her pleasure. Soon she was screaming her climax as I lapped at her hard clit. As she started to calm down Master growled. "My turn fag....." There was however a strange look on his face...... lust rather than disgust. I crossed to him and lapped as his balls causing him to sigh with pleasure. I looked up at him as I sucked his balls into my mouth and watched him blush. As I licked and kissed up his cock it began to get hard at my ministrations. Soon he was a rock hard seven inches and gasping with pleasure. Not breaking eye contact I sucked the purple head of his cock into my mouth. "Jeeeeeeeeezus," he growled. "This fag sure knows how to suck cock babe," he gasped. "See I told you he will do anything we tell him to do," she giggled. "Yeah, well I think we can make some money from the old fag," he snickered. I sucked most of his cock down my throat as I listened to them talking about me, a thrill went down my spine as I listened. "Really...how?" she queried. "I know a local dogging spot...." "How do you know that!" she interrupted. "I just do, now shut up and listen bitch!....." he growled. She looked angry but was obviously intimidated by him. I was quite curious as to where he was going, but I had some idea and my cock twitched at the thought. "Yeah, I can take him there and get him to give free blow jobs. Then if they like him they can pay next time," he grunted at my ministrations. "Make sure you swallow," he commanded. He then grunted holding onto my head as he filled my mouth with his spunk. For my part I eagerly guzzled it down, my cock twitched and dribbled as I sucked the last few drops from his wilting cock. With them both satisfied I was told to leave, they told me they would send me a text when they wanted to use me again. To my shame I was looking forward to it.

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3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

2 years ago
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Becoming a Sissy

Previously published, but in separate parts, this one is the whole story start to finish.This is the story about how I went from being an inadequate husband to being a porn addicted goon and finally in the past year fulfilling my sissy ambition to worship a big cock and balls. They belong to my best friend Tom who I have known for 20 years. It was a journey that took a few years but if I had been brave enough when I was younger would have taken no time at all and spared me lots of humiliation...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

1 year ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

2 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

2 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. 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 Three - Birth of a...

3 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

ANDREW'S INTRODUCTION Audrey was alone in her study. Up on the 60 inch, big screen was a security camera that flashed from locations all across the manor. Audrey locked in location six and location eleven. She then pressed a button and stood up and removed her blood red silk blouse and unclasped her long black tweed skirt and lowered the zipper and watched as the skirt puddled at her feet. Carelessly she stepped away and adjusted her hose and garter belt. She was braless and wore no...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

3 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

3 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

3 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual

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