A Sissy Saga Ch. 20 free porn video

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Mrs Boroclough lived alone, but her house was the biggest in Peasmarsh. It had tall windows with ornate guards, and a polished copper plate fixed on the wrought-iron gate engraved with her name – as if everyone for fifty miles around didn’t know who she was.

It was far too big for a widow-woman who’s children had grown-up and departed, but she insisted that someone of status – a person such as herself – needed to maintain a home that impressed. And anyway, Boroclough’s had lived there for so long it was now something of a family heirloom.

The inside of the house was like the outside, solid, perfectly ordered, polished. Bowls of potpourri gave the spacious rooms a smell of attar of roses, and everywhere was decked out with Chippendale furniture and decorated with antique Chinese porcelain and collections of period jade and ivory. It was the aesthetic home of a woman who’d married well, but who had always been financially independent in her own right.

Poppy was accommodated in a ground floor bedroom that was once reserved for Mrs Boroclough’s visiting grandchildren. It was gorgeous. Never before had he known such luxury.

When Mrs Boroclough had gone out that night she’d told him to rest since she may required the attendance of a servant later, so left alone he’d undressed and stretched out on his bed atop a cream-coloured cashmere blanket with his head on a large, soft feather pillow trimmed with ecru lace. A lovely combination of euphoria and drowsiness had rolled over him, and rapping his penis in his hand he’d settled down to daydream.

On being told Mrs Boroclough wished to borrow him for a few days he’d been alarmed. He didn’t know what to expect from a cranky old widow and he thought it ridiculous to be sent away. But that’s the way it had worked out, and off he’d gone.

The reality was better than he’d feared. When he’d arrived the woman had noticed his slender ankle-bracelet and told him to display it at all times to remind him of his place in things. It was a tiny chain, and he was canny enough to know that a chain was the symbol of a slave, but as it turned out his duties weren’t strenuous at all. What it really meant was he wasn’t allowed beyond the front door.

He’d cleaned the house room by room during his first day there, sometimes getting a spanked bottom for not doing it well enough, but that was to be expected. He suspected Mrs Boroclough could be mean and hurtful if she was in a foul mood because she kept showing him a wooden spoon which she said was very stingy on tender bare thighs, but she hadn’t used it yet, and she hadn’t smacked him hard enough to make him cry yet either – well, he hadn’t cried very much, anyway.

He had no skill in cookery, so she had made their meals, leaving him to scrub the pots and wash the crockery afterwards. He also had to eat at the kitchen table after serving her in the dining room. At least she kept him daintily frocked. During the daytime when he was being used as a domestic he wore a second-hand gingham dress and beige tabard that Mrs Boroclough had acquired from the church bazaar. It was a precaution to maintain his housemaid outfit, since in the evening she said she liked to entertain, and when she had guests she wanted him immaculate in black and white.

That night he was laid on his lovely bed daydreaming he was owned by a rich American cowboy who’d taken him to live as a fuck-puppet on a big ranch in the wild-west. Like the men who owned him in most of his daydreams the rancher was jealous, and usually objected to other men using him, but after the annual cattle drive he would reward his ranch-hands by letting them have him for a night in their bunkhouse.

Oh golly. His eyes became half-shut while his full pink lips quivered and formed a lazy half smile. A dozen big, brawny cowboys with jutting jaws in need of a shave would fuck him and fuck him. They’d pass him from bed to bed and screw him mercilessly all night long. Wicked men with huge cocks would cum in his mouth and in his bum, and later he’d have to lay down and stretch out naked while they wanked-off all over him.

‘Oh,’ he breathed, ‘Oh.’ His pulse rocketed and he scrabbled around like a beached fish, flailing at the bedcovers. Awful! Mmmm! He moaned, his hips snaking has he used both hands to make his cock twitch.

Better not do anything. Safer. Mrs Boroclough insisted her house was kept pristine clean and she had the eyes of a ships-rat. They saw everything, and he just knew she’d notice if he left the tiniest smear of a cum-stain on his pretty bed covers. It was dangerous to play with himself in her house, but what else could a sissy do if he had no company? He wasn’t in the habit of being alone. There’d always been plenty of others chasing after him at the school, and he’d always had company.

He remembered the clients his mother had organised for him. The retired factory managers who offered him cake and lemonade before they shafted him, the professor’s from universities who were much too clever to talk with, and the black men with big cocks who’s dearest wish was to plunge them between creamy-white buttocks. Some of them were good at what they did, but mostly it was only business.

He glanced at the window. Daylight had gone, but the moonlight made it almost as bright as day. It was too warm to sleep and he didn’t feel tired, he just felt slightly bored. He preferred the word ‘bored’ to ‘frustrated’. Frustrated smacked of what men thought a boy to be if he was bold enough to wear a little dress or raise a flirtatious eye. It meant ‘available’ and ‘all he needs is a good fucking’.

On impulse he threw aside the bedclothes and slipped on the pair of pink panties with scallop lace trim he’d been given as night wear, then he padded out from the bedroom.

In the sitting room he looked about for a magazine with which to wile away some time, but found only a copy of the Yorkshire Post at the side of an armchair. On a small console stood a photograph of Mrs Boroclough’s grandson Alistair, a dashing, handsome young man. Mrs Boroclough had said he was studying horticulture so he would be interested in flowers. Which was nice.

Poppy put his hands on his hips and did a little wiggle, then he stuck out his tongue at the photograph and slowly curled it back in a solicitous beckon. Alistair was a hunk, he thought, and it certainly wouldn’t be a trial to play games with him.

Suddenly he was shaken from his musing by a noise at the door, and he knew it wasn’t Mrs Boroclough because he would have heard her car drawing into the drive. He stood stock still, both hands pressed to his face, eyes peeping through open fingers. It was scary to be left in a strange house alone. Squeezing his eyes shut, he pretended the noise hadn’t happened and pretended there was no horrible brute lurking outside in the dark. After all, he was only a boy in pink panties, so what chance had he of deterring a burglar?

After a moment or two some courage returned and he apprehensively went up to the sitting room door, opened it a crack and half opened one eye to peer out into the front hall. Nothing was there. The strange old house was merely settling in its footings.

Suddenly the telephone on a table adjacent to the armchair buzzed with activity and he almost panicked. Pale with shock and with guilt rippling in his belly, he moved over to pick up the handset.

‘H-hello. This is Mrs Boroclough’s house.’

‘Poppy!’ Mrs Boroclough’s voice snapped into his ear from the other end of the line.

‘Yes, Mrs Boroclough.’

‘Were you sleeping?’

‘Um, no Mrs Boroclough. I – er – I was reading, Mrs Boroclough.’

‘If you’ve finished your chores you should sleep when I’m not there. I want you fresh and alert when I return home.’

‘Yes Mrs Boroclough. Sorry, Mrs Boroclough.’

‘I’m at Mrs Tichborne’s house now. I’ll be home in an hour, so there’s no point in you sleeping now.’

‘Yes, Mrs Boro – I mean, no Mrs Bo
roclough.’

‘I want a cup of malted milk before I retire tonight. I’m utterly exhausted, so make sure I don’t have to wait for it. I want it ready when I arrive.’

‘Yes, Mrs Boroclough.’

‘Do you remember how to prepare my malted-milk?’

‘Er, yes I think so. Erm – two spoons of er, er…’

‘I explained it to you earlier quite clearly. Three heaped teaspoons of Horlicks powder and two of sugar, thoroughly mixed with hot milk – not boiled milk. You really must get into the habit of remembering things Poppy. Life will be a lot less painful for you if you do.’

‘Yes Mrs Boroclough.’

‘I’ll see you about 11pm.’

’11pm. Yes Mrs Boroclough. Thank you Mrs Boroclough.’

A click on the other end of the line meant it was safe for him to hang the phone back on its cradle. Phew! Good job I’m quick with answers, he thought.

He glanced down and realised he’d unconsciously been playing with himself the whole time he’d been talking. His erection, enormous and dripping at the tip, made him feel silly, but he stood and admired it for its beauty. He was in love with it after all, in love with the pleasure it constantly gave him. Eleven o’ clock was an hour away. Plenty of time to get everything ready for Mrs Boroclough’s return.

***

He’d not intended to sleep, but nevertheless he dozed and floated away into a sissy wonderland where he was part of a consignment of sylph-like slave boys, locked in the hold of a sailing ship and bound for the harem of some immensely wealthy oriental potentate.

The headlights of Mrs Boroclough’s car blazed through the window curtains as it turned into the drive, and the sudden illumination, so like the sweep of a prison searchlight, awoke Poppy with a start. He’d not intended to sleep, but he’d dozed whilst awaiting

His eyes scanned the room. Nothing to feel guilty about. His mind jarred as another thought entered it. She’d be expecting her malted-milk to be ready and he hadn’t even started it.

He pushed himself up. Oh no! He’d got an erection – his stonker hadn’t diminished at all, and even when he hauled on his panties it remained rigid and made the front of the garment stand out like a bell-tent.

Racing into the kitchen he slopped half a pint of milk into a pan and put it on the stove to warm up before grabbing a tall china mug. Hurriedly he scooped three teaspoons of malted-milk powder into it, then dosed two teaspoons of sugar on top. His heart sank and his knees trembled when he again noticed the unabated thrust in his pants. What could he do with it? She’d be furious if he didn’t present himself right.

He heard a key turn in the front door lock. ‘Poppy, are you awake?’

‘Yes, Mrs Boroclough, I’m in the kitchen.’

‘Where’s my Horlicks?’

He dashed back to the stove and stuck his finger in the milk to test its temperature. It was still tepid. ‘Erm, I’m just pouring it, Mrs Boroclough.’

A lie like that wouldn’t hold her off for long. She was already in the sitting room taking off her coat and her earrings, and he wouldn’t get away with greeting her with a stiff cock. He was going to be spanked for sure, probably spanked very severely. She wouldn’t be beyond belting the backs of his legs with her wooden spoon if she was tired and feeling grumpy.

Oh dear, oh dear! How could he get out of this jam? The kitchen was spotlessly clean and Mrs Boroclough’s eyes scanned every inch of space when she entered a room. Gazing down at the front of his pants he simply knew he’d got a double load to get rid of, but he daren’t masturbate in there – dare he?

‘Naughty cock, you’re forever getting me into trouble.’ he murmured scathingly.

Mrs Boroclough soon lost patience waiting for him to appear in the sitting room and made a beeline for the kitchen.

‘This is NOT what I expect when I arrive home, you wretched servant,’ she snapped sharply when confronted by his near nudity, ‘A maid should be properly dressed to greet her mistress at the door, and how on earth can you deliver a curtsy whilst wearing only knickers? This is awful! Most unsatisfactory!’

Poppy’s head drooped. ‘Sorry, Mrs Boroclough.’

Quite unexpectedly, and very swiftly for her age the woman grasped hold of his ear and gave it a cruel twist. ‘How many times must I tell you that the lady of the house must always be addressed as ‘madam’? If you weren’t such a sweet looking little thing I’d pack you off back to the Grange this instant, but as it is I’ll persevere and attempt to train you to do things as they really should be done. Don’t bother putting on more clothes now. As soon as I’ve had my night-cap you’re in for a jolly good spanking over my knee. Now, where’s my malted-milk?’

She moved up to the stove with cool authority, hard annoyance lingering in her face. Poppy forced a smile and raised her cup of beverage up from the work-top where he had been stirring it, only to be treated to yet another tut of disapproval.

‘Drinks should always be served from a tray. Didn’t they teach you anything useful at that so-called school?’

As she sipped her drink her scowl at last began to recede. ‘You’re a scatterbrain Poppy, but never mind.’ She patted his pantied bottom and stroked it appreciatively. ‘At least you have a nice little bum and some of the ladies I invite to my home have a distinct bottom fetish. It would be a shame to deprive them of yours. Do you enjoy dancing?’

‘Yes, I’m very good at dancing, Mrs Boroclough.’

‘Good.’ The woman said no more, she took the drink in her hand and strutted away into the sitting-room, while Poppy’s fingers twisted together as the flutter in his stomach finally began to dissipate. He hadn’t escaped getting smacked completely, but at least she wouldn’t swat his legs with her zingy wooden spoon.

He was a little apprehensive about her hot-drink, but he’d given it a really good stir and she had no reason to suspect he’d tossed-off into it.

****

The following evening Jennifer met Emma Twist in the village. ‘It’s rather a nice bungalow.’ she remarked, padding barefoot between the rooms wearing only her underwear, a bra and pants. It was a warm summer evening and the lack of clothes didn’t seem inappropriate. ‘All mod cons. Only the sitting room is a mess.’

‘The place is unoccupied at the moment,’ replied Emma voice from the kitchen, ‘Like most of the property in the village it belongs to Mrs Boroclough, and she’s having it redecorated with a view to renting it. That’s how I got the key. Greg Totter is doing some work for her.’

‘I couldn’t believe it when I found out you were involved in an affair with that gormless turkey Greg. Mummy would have a blue-fit if she knew.’

‘It’s to avoid offending her that I meet him here.’ replied Emma amid a tinkle of glasses. ‘No offence to your mother, but she does tend to want to control everything around her and I can’t do with that. I’d be lying if I said she wasn’t the main reason I invited you here tonight. You’re less likely to let anything slip if you’re involved too.’

Jennifer smirked. ‘I’d be an ass if I hadn’t already guessed that.’

Eventually Emma came through from the kitchen with two glass tumblers and a half-bottle of gin. Like Jennifer she was clad only in her underwear, her case a half-cup black bra and matching bikini briefs. ‘I don’t know if I should ply you with alcohol. After all, you’re still only young.’

Jennifer smirked again, snatched the bottle from her hand and poured herself a measure. ‘Young in age, but mature enough in outlook.’

That was true, thought Emma. What a splendid creature she was. A dominant teenager defying all control and lacking an iota of female compassion. She passed herself off with such aplomb that everyone reckoned her unconquerable, and it was her qualities of coldness she herself had come to admire. Instead of being competitors they now conspired as partners.

‘When’s Greg supposed to arrive?’ Jennifer as
ked.

‘Any minute. He knows better than to be late.’

‘It’ll be interesting to see if he’s up to managing the two of us together.’

‘He’s not going to be allowed any choice.’ Emma told her dourly.

A few minutes passed as they sipped their drinks, then the scrapping of a key in the lock of the front door announced the arrival of their expected date. Greg Totter entered cagily like a thief in the night, but came to a sudden stop when confronted by the two semi-naked women.

‘Jenny! I didn’t expect to see you here.’

‘My name’s Jennifer, not Jenny, and you shouldn’t expect anything until you get it.’ the girl replied coldly.

Emma seated herself on the dust cover of a settee and began unravelling a ball of string. ‘Say sorry to Jennifer for being discourteous and stupid Greg.’ she told him crisply.

Greg seemed amazingly humble and showed none of the smart-alec bravado he was so notorious for. His face dipped and he gazed at the floor. ‘S-sorry, Jennifer.’

Only then did Emma take any real notice of him. ‘That’s better. Now, come here to me and get your cock out.’

Instantly Greg scuttled across the room , his knees shaking as he obediently lowered the zipper on his dungarees and fished out the fat, limp worm of flesh from its hiding place. At once it began to distend and rear up, but a sharp slap from Emma’s hand deflated it again.

‘It’s a nice dicky, but we’ve no use for it tonight. I’m going to put a tourniquet around the base of it to stop it being naughty.’

Greg was eighteen, but Emma spoke to him in a soft cooing voice more suitable for dealing with an eight-year-old, and incredibly, the youth accepted her condescension without protest. Jennifer observed his penis silently. The hash slap had curbed its instinct, but it was still an impressive size, even when drooping impotently from the front of his slacks.

She grinned. ‘Why Greg, you’ve no hair around your ‘bits’!’

‘Greg isn’t allowed to have body hair,’ intervened Emma, ‘He has to make himself smooth whenever he comes to see me. Only men have body hair, and we’re still deciding when he’ll be allowed to grow-up, aren’t we Greg?’

The youth hung his head and didn’t reply. Emma knotted the string about the base of his penis, then playfully swung the limp length of flesh from side to side with a fingertip.

‘That’s a good boy. That’s how a well-behaved cock should be. If you prove worthy it might – just might – have some hand relief later. But your going to have to earn a reward like that. You’ll need to put a lot of effort into co-operating, Greg. Lazy boys who don’t try hard don’t get treats.’ She pushed her fingers under his testicles. ‘Everything nice must be earned, don’t you agree?’

Greg gulped. ‘Yes, Emma.’

The lady tutor frowned and inserted a serious note to her voice. ‘I think tonight we should introduce an element of formality to things, Greg. Using my first name, as you do, sounds too familiar, like we are equals, when in actuality you’re very much an inferior. I want you to show proper respect, so from now on you’ll address me as, MISS Emma – and Jennifer will be MISS Jennifer – do you understand?’

‘Y-yes.’

Emma glared. ‘Yes, what?’

‘Oh – er, Yes, Miss Emma.’

‘Stupid ninny. Now don’t forget again. You’re such a numbskull, so before we enter into the main event I think you’d benefit from a little lesson in humility. Remove your trousers and stand on the other side of the room. When I say MOVE you’ll get onto your hands and knees and crawl quickly across the floor, then put yourself over my lap for a spanking. Clear?’

He blushed with shame and nodded quickly, and as he stepped out from his trousers he risked a sheepish glance at Jennifer. ‘Don’t look at Miss Jennifer with such a dippy hangdog expression.’ Emma fumed, ‘She’s here to take a full part in the proceedings, so just get used to the idea.’

Feeling suitably chastised Greg stumbled over to the far side of the room and stood in dismal submission with his back against the wall. There was a short pause, then – ‘MOVE!’ Emma’s voice snapped.

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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...

1 year 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...

2 years ago
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Sissy Rules Reads like a proper job description

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

1 year ago
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Sissy Rules

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

2 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...

1 year 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...

3 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...

3 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-...

2 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...

2 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...

1 year 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...

3 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...

1 year 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...

3 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...

3 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...

2 years ago
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Sissy Farm Chapter Nineteen

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

1 year ago
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Sissy in the making

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

3 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...

1 year ago
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Sissy whorehouse veronica

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

3 years ago
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SISSY DANI

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

3 years ago
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Sissy discovers Part 3

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

2 years ago
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Sissy Tammy

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

2 years ago
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Sissy Julian Chapter II Introductions

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

1 year 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...

3 years ago
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Sissy Factory 3 School

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

2 years ago
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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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