A Sissy Saga Ch. 11 free porn video

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‘Your financial accounting is abysmal, Miss Hancock.’ said the man from the Department of Inland Revenue. ‘Some of the necessary records are incomplete and others are totally missing. How can you hope to complete a Tax Return for your business without appropriate qualifying evidence?’

Miriam Hancock eyed him with some malevolence as he poked the documents in front of him with a bony finger. Horace Weevil was a tall, thin man, who despite the long spell of fine weather was wearing an expensive looking coat with a heavy fur collar, over which peeped dark shifty eyes and a small, thin moustache. She thought he looked like a minor gangster.

Since they were alone in her parlour-office she didn’t hold back from seeming a little helpless. ‘My business is just getting on its feet. Both I and my secretary have practically no experience with business-tax, and obviously the accountants I employ have proved quite useless at correcting our innocent errors.’

‘Innocent?’ The man’s smile was almost a sneer. After qualifying as a chartered accountant he’d spent fifteen years with the Inland Revenue, most of it on Special Investigation teams looking into tax-abuse scams. This particular case was a doddle. The woman had tried cheating her returns in a blatant, amateur way. ‘You’ve made dodgy declarations all over the place, Miss Hancock, and that looks more like a deliberate attempt to defraud the Inland Revenue of it’s legitimate tithe than an act of innocence.’

‘The errors were never intentional, and I’m prepared to do whatever it takes to correct them, Mr Weevil.’

The visitor grimaced and tugged at a badly knotted tie that had the colour of gravy. Long fingers complimented his lean features which were not improved by greasy brown hair parted on the left and scooped behind his ears.

After a further glance at the papers in front of him he placed his elbows on the desk, pressed his fingertips together and inclined his head. ‘My job is not to make personal visits to assist people – but on this occasion we could perhaps come to an arrangement, Miss Hancock.’

‘An arrangement, what do you mean?’

He leaned forward slightly, drawing her in towards him as if about to let her into a great secret. ‘You run a unique institution – lots of beguiling young men wearing skirts. Well – um – I could repair the damage you have committed to paper and vouch for everything as acceptable, but such a favour would require a favour in return.’

Miriam was in no way obtuse about his requirements, nor was she inexperienced in making such deals. She said she would need a few minutes to deploy some people and if he wished to smoke while he waited would he do that outside her office.

Horace went into the main hall, took a cigar from his pocket, pondered about it, then put it away again. There was no one in the hall at that moment to look at, but he’d heard about this place from that perv’ Arkwright who lived in the village. Arkwright had said the place was teeming with effeminate homosexual talent, and he’d recently had a fine old romp with one of the residents.

They were probably all the same here, Horace thought. All gagging for it. Gagging for a tall, lean, horny guy like himself to give them a good sordid memory. He’d never been with a man before, much less with one who wore a frock, but why disqualify himself from trying it? Horace Weevil and his sensibilities could be accused of many things but lack of direction wasn’t one of them. When opportunity offered, he took it, especially if it was connected with something he’d always been curious about.

After a moment he took a leisurely stroll down a passage that led to the kitchen, bidding his time and in no great hurry now. Trying out his randy dick in an effeminate lady-lad was one of his fantasies, and there was plenty of scope for any amount of that kind of sexual deviance here.

He looked through an open door. The kitchen was fitted with an ancient black gas stove and was furnished with heavy, dark wood pieces. But it wasn’t gloomy, it glowed bright with multi-coloured fabrics. Red and blue crocheted covers lay over the chairs and summery yellow and green check curtains framed the window and screened the doorless recess that was used as a pantry.

The stove was spotless with its brass rail and knobs shining like burnished gold, and standing in front of it on a piece of seagrass matting was Poppy. He was alone, a delicate and lithe five foot six youthful male dressed up girly. Over the top of his skimpy dress he was wearing a long, plastic blue bib-apron emblazoned with a huge white teddy bear and the words I’M CUDDLY, while his hands were swathed in a pair of oversized pink rubber gloves.

Horace hung back a bit. He’d never propositioned a man before, but this one was a real good-looker. Sweet, nice legs, long and sexy. After taking a peep behind to make sure no one was following his hand rubbed the front of his trousers, stroking his penis for luck. ‘Hullo, who are you.’ he enquired.

‘I’m Poppy.’ replied the effeminate, ‘I’m doing kitchen duty and helping the cook to make dinner. It’s just porridge with toast and jam in the mornings and bread and cheese for lunch. Dinner is the only cooked meal we have here.’ His eyes dipped. ‘I do washing pots and cleaning mostly, but sometimes I’m allowed to peel potatoes.’

‘I see. Is that part of the training you do here?’

‘I’ve finished my training and I’m doing this while I wait for a placement. Miss Hancock says I might go to live with a sultan.’

Horace smirked. ‘And what’s on the menu today?’

‘We have minced beef in the larder, so we can do meat and potatoes, or meat with spaghetti, or we can have pie or burgers.’ As he spoke a single bloated rubber-clad finger flicked from side to side in front of him in the graceful, precise movements of a windscreen-wiper on an automobile. ‘Minced beef is very versatile. We can do lots of things with it.’

Horace moved across the kitchen towards him. ‘You’re obviously very talented.’

Poppy’s mouth curved into a poor-little-me smile while his sparkling eyes teased from beneath fluttering lashes. ‘Most people think I’m stupid. But I’m not.’

‘Course you ain’t. Bet you’ve got all sorts of talents. I expect you’ve got a good talent for pleasing men. Have you been with many men?’

The she-boy looked at him suspiciously. ‘A few.’

‘A few? I think you’re being modest. I reckon you to be a little honey when you’re in the mood. Are you in the mood now?’

Poppy had no misconceptions about himself. He was a fully fledged pansy-faggot and a push-over for a kindly, soft-spoken gentleman who wooed and courted him with nice words. He’d let a nice man shove a cock up his bum in a jiffy, but he didn’t like to be taken by storm. He didn’t like the stranger’s creepy-crawly looks or his creepy-crawly attitude. He smelt strongly of violets, which was sort of nice, but he sensed he wasn’t intent on being nice. He took a pace back and raised on an air of condescension. ‘No, I’m not in the mood at the moment.’

Horace grabbed his arm and pulled him close. Putting a hand under the apron he squeezed a small breast through the thin fabric of the dress beneath. ‘Come on, loosen up mi’ little filly. I ain’t exactly repulsive, am I?’

Poppy winced and his heels went click-clack as he stepped from the matting onto the flagstoned floor. ‘No, you’re not very repulsive. You’re just… you know… unpleasant. Just sort of a little bit repulsive.’

The man glared. ‘Ha! You’re a cheeky minx, you are. I’ll forgive you, but you’ll do what I want or else I’ll have you an’ Miss Hancock both out on the street. She owes me a favour, y’see, and you’re it.’

Poppy repressed a shudder as the man leaned forward and belched stale cigar-breath into his face. He could tell by the gleam in his eyes he was going to take whatever he wanted.

‘No need to be coy wi’me.’ Horace leered as his other hand yanked up
Poppy’s skirt, ‘A chap as needs. You don’t mind, do you? You’re a breathtaking piece of meat that’s probably had more pricks than a pincushion already. We need to get better acquainted. No need to tell anyone. Mum’s the word, eh?’ he pulled at the hem of the dress. ‘We’ll have this rag off for a start.’

Spindly-legged spiders seemed to suddenly crawl over Poppy’s skin and his face went porcelain-pale. ‘Oh — um — er — I’m not free. Y-you have to pay me first.’

Horace paused. ‘Pay you? Are you on the game?’ His voice registered confusion and disappointment. The bitch-boy wore frocks and was as queer as a lead shilling, but he hadn’t countered on him being a professional dick-pleaser.

Poppy looked him in the eye. ‘I may be a tranny but I still like to spend money.’ He held out his hand. ‘Ten pounds, please.’

The man’s jaw dropped. ‘Ten quid?’

‘Yes. The men down at the clinic pay me that. They give me fifteen if I let them shaft me bareback.’

‘Clinic? What clinic?’

‘The VD clinic in Peasmarsh. It’s the only clinic I know around here.’

The reply caused a rather stranded expression to appear on Horace Weevil’s face, as if he didn’t know quite how to take it. His complexion became the colour of chewing gum and he opened his mouth, then closed it again, cancelling anything he could have said.

Hurriedly he retreated into the passage outside the kitchen to vent a string of colourful oaths. VD clinic? The pervert was lying, wasn’t he? Yes, of course he was lying — wasn’t he? It didn’t matter if he was lying or not, the faggots reluctance and his reference to clap-clinics and knob-rot had killed all the amour he had for that particular Missy. He felt slightly cheated and reached in his pocket for the cigar that may offer some consolation.

‘There you are, Mr Weevil. I wish you wouldn’t wander around, I’ve had to search for you.’

The woman who confronted him was slightly boss-eyed and built like a large onion. ‘Oh, and you are…?’

‘I’s Gloria, Miss Hancock’s housekeeper. Miss Hancock as put someone in the staff common-room for you. Come wi’ me and I’ll show you where it is.’

***

Disconsolate, Wendy seated himself on a lumpy horsehair sofa in the staff common-room. It had been ages since he’d been punished like this, being a prefect had secured him from such things, but now punishment had returned, and it was his passion for Judd that had been his undoing. He’d always dreaded his clandestine meeting with the village youth in the east wing would come to his aunts notice, because she had an uncanny knack of learning about everything that happened at Fairyfield Grange.

He had dark suspicions about Abigail. He was sure Abigail hadn’t been asleep when he’d paused to put on some lipstick before leaving the dormitory that night. Perhaps the lipstick he’d put on, or perhaps the look of eagerness on his face had alerted Abigail to what he was doing, and he couldn’t get the idea out of his head that his previous great love had betrayed him.

He had entertained an Outsider, so that morning his status as a prefect had been revoked and he’d been soundly strapped. His aunt had spared him the ignominy of being stripped and bound and thrust into the dungeon only if he agreed to entertain a visiting guest in the common-room – a guest who would want to play a ‘game’ with him. A sex game. A bottle of baby-oil standing on a side table explained just about everything.

He glanced towards the door as the sound of shuffling shoes approached beyond it, and he felt nervous. It was hard to say want kind of nervous, but it was mostly to do with meeting a strange man for the first time and being required to have sex with him immediately. It would have been prostitution if he’d been paid to do it, but he was expected to perform free and gratis.

The figure that entered the room was no gorgeous Prince Charming, it was that of a scrawny man with a pencil-line moustache, and he had prominent cheekbones that made his face look hollow and cadaverous. His jaw was pointy too, and his eyes were narrow squints. It wasn’t a man, it was a rat, thought Wendy.

Face twitching, the visitor closed the door and stood directly in front of it, legs astride, hands clasped behind his back whilst studying the pseudo-schoolgirl with a morose expression. ‘So, you’re Wendy.’

Wendy felt a flush on his cheeks as he rose to greet him. ‘Yes sir.’

The rat-faced man’s eyes continued to look at him a while longer. There was a kind of reined-in excitement about him, and even though he noted Wendy’s indecently short schoolgirl skirt he didn’t mention it, he just ran the tip of his tongue across his lips and stood there for what seemed ages. The common-room was a kind of ancient parlour, all Victorian folderol’s and a preponderance of overstuffed furniture, and perhaps he was checking that no one else was hiding in the corners.

Wendy hoped he wasn’t blushing even though he knew he was. Then he suddenly got the idea that the visitor was blushing too. The man looked awkward and embarrassed, and he was probably hesitating because he’d never had sex with a man before. Eventually the stranger took a large red spotted kerchief from his pocket and wiped his face. ‘You’re a pretty – er – girl.’ he murmured at last.

Wendy did what seemed appropriate and squirmed sweetly at the flattery. ‘Thank you, sir.’

‘Yes, very pretty, but also very naughty.’ the man said.

Blue eyes stared back at him in all innocence. ‘I don’t know what you mean, sir.’

The visitor had decided it would be rather appropriate and good fun to put on the air of a schoolmaster with someone wearing a gymslip. He moved closer. ‘I’ve received disconcerting reports about you,’ he declared, trying to inject some solemnity into his voice – trying to invoke a stern tone of authority but not quite succeeding. ‘I’ve been told you’re a naughty boy Wendy, one that dresses up as a pouting schoolgirl to tease men. That’s clearly true isn’t it? And wicked girly-boys who do that kind of disgusting thing have to be punished. Oh, yes, they have to have their naughty bottoms smacked, and it as to be done on their bare. They have to take their knickers off.’

Wendy wiggled his bottom nervously, imagining his pants felt somewhat tighter as he anticipated what was about to happen. Spankings hurt, but like many sissies he found them curiously erotic. Still, the way the man looked at him made him feel a twinge of unease. It occurred to him the visitor was even more nervous than he was himself and was likely to give him a real good tanning to fortify his excitement. He didn’t like nervous men, they were unpredictable and sort of creepy.

Nevertheless he would be expected to put on a good show, so he huddled his bum-cheeks in his hands. ‘Oh sir, I-I don’t think – I mean – oh please sir…’

‘Please! Please what?’

‘Please don’t make me take my pants off, sir.’

‘And why not pray? Dirty little madams like you deserve whatever they get. Now get them down, d’you hear?’

‘But sir…’

‘This instant Wendy – I shan’t tell you again.’

Wendy knew he’d pushed his luck as far as was wise. Rat-face was warming up to the school teacher play-role and any more arguments could get him more than a spanking from the man’s hand – he could get the strap, or even the cane, he just knew it.

Fumbling beneath his skirt he nudged his pants from his hips and pushed them down his thighs. The stranger held his gymslip up at the back and flicked his hand up under the plumpness of his bum as his smooth round cheeks spilled out over the elastic, then as he hopped on one foot to step out from his underwear the garment became snagged in the buckle of his shoe – ‘Oh, ouch!’ – and he teetered unsteadily on his toes as the man took the opportunity to fondle him.

Now the man had his hands on his bare backside he seemed reluctant to relinquish it. ‘I reckon I’ll sit down and have you over my knee – th
at’s the best way to smack a naughty girl, ain’t it? Knickers off and over the knee.’

With no more ado he settled on the sofa, his strong fingers grabbing at the she-boys tightened bottom as he pulled him down across his lap. Wendy could feel his belly rubbing against the man’s thigh, rubbing against something else too. But if his body lay docile his mind was racing, and he was unable to stop thinking about what was to come. His skirt had been scooped up his back and offered no protection, and his penis, which dangled between the man’s knees, had started to thicken as a large exploratory hand caressed the smooth contours of his backside.

‘Now then my naughty panty-boy, just let me have your hand -‘ His right hand was hauled behind his back – ‘and now let me rearrange you -‘ Instead of holding in place with a firm hand on his back like most people, the man reached underneath and took a full handed grip on his penis, blatantly wrinkling back the foreskin as he did so.

(Rub, rub) ‘Sir!’

‘Yes, I know my dear, I know,’ replied the rat-faced man’s sympathetic voice, ‘It’s not quite what you expected and must be rather a shock…’ A broad hand patted his bum-cheeks ‘…but never mind, you’ll soon get used to the idea.’

(Rub, rub) The hand jinked his flesh again, while the other became raised in the air before being swung down with relish. Splatt! On a helpless bottom.

‘Ooow, sir!’ The first solid spank took Wendy unawares. His bottom quivered with its impact and a hot smarting sensation spread fiercely over his punished flesh. He reared up and tried to kick his legs, but found himself firmly anchored in place by the hand gripping his penis.

Smack! On the left buttock, making the flesh judder anew. ‘Ugh!’

(Rub, rub) ‘Keep still, naughty girl!’ the man scolded, stroking the smarting buttocks, feeling the heat, feeling the lovely crease that separated them.

Whack, splatt! ‘Oooh, Christ! Oww, sir…’

Rat-face spanked him soundly, alternating the strikes between each lovely reddened cheek and making them both shake, making Wendy’s whole body bounce frantically on his lap. As he got into his stride the sound of the hand impacting on bare skin rolled around the room like the slow applause of invisible admirers congratulating him on his efforts.

Wendy could do no more than squeal softly, pain and shock mixing with heady excitement as each blow now came accompanied by a jerk on his penis Each time the contact clapped an octave higher, and so did the resulting cry of confusion. He felt like he almost wants the next slap because it would bring another squeeze on his cock.

Whack! On his right bottom-cheek to intensify its smarting. ‘Aaaah!’ His small buttocks clenched and bobbed from side to side as he tried to make them even smaller and less of a target, but their wholesome rosy glow appeared to be a magnet to the man’s hand.

(Rub, rub) His swollen penis was beginning to throb and the man’s soft, sweaty hand was rubbing up and down the shaft. Up and down, slow strokes alternating with rapid jiggling. ‘Does my smacking hurt? It’s no more than you deserve if it does.’

He tried to wriggle sideways, but whenever he did that the man’s hand paused in the shunting of his foreskin and tightened around his penis to haul him back into place. Incredibly, despite the discomfort of such rough handling he felt aroused.

Splatt! ‘Disgraceful girl!’ Crack! ‘Dirty teasing panty-boy – got a hard-on now eh!’

‘Ooooow, eeeeh!’

Wallop! ‘…I’ll make you sorry -‘ Smack, smack! – ‘Disgusting fairy princess!’ – smackerty-smack!

Then, suddenly he’s not hitting anymore, but a hand is still rubbing his penis. Rat-face had made it so stiff and sensitive it was all that he could do to keep from pushing down into his hand. His bum-cheeks were clenching and unclenching all by themselves, and he was pushing his hips up and down – he just couldn’t help it – there was such erotic pressure down there, in his cock and behind his balls. Suddenly the unseen hand was jerking him furiously, milking him like a cow.

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

2 years ago
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Sissy Hypnosis Fun

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

2 years ago
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Sissy gets a black master

Sissy Gets A Black MasterI got up wearily from my long and exhausting night being fucked andpunished by my new Black Master. As I awoke, I could scarcely believe thatall those depraved things had happened to me. One minute I had been merelyexchanging emails with a man, who could have been anywhere and the nextminute, that very man was at my door, in my home, and then inside mybody. Black Master, a man whose name I didn't even know, a man who lookedto be about ten years my junior, had taken me...

3 years ago
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Sissy Training at Last

Sissy Training at Last The email came at 3pm on the Saturday before my birthday. All things considered, I have to admit that His timing was perfect. I'd just returned home, and as I had the rest of the weekend free, I'd decided to have a little fun. For me, "a little fun" meant that I'd indulge in some sissy fantasy play. You see, I've been a closet sissy for years, and even though it's my main sexual kink, I hadn't really found anybody who wanted to make my weekend fantasy into my...

3 years ago
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Sissy Farm 20

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

2 years ago
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Sissy Farm Chapter Fourteen

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

4 years ago
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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...

2 years 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...

2 years 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...

3 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...

3 years ago
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Sissys SheCock Training

Sissy was in the corner on his knee's patiently waiting for Mistress's command. mind racing at the thought of days adventure, a nervous tremor passed through him wondering what it may be. Mistress had said she had a little surprise in store. Mistress standing there in black leather corset, her ample breasts on display fully fashioned stockings, 5" studded 5" heels crop in hand.Smiled and turned to the dresser grabbing, shiri, and sissy's collar, turning back to sissy in the corner, said over...

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