The White Sissy Slave Society A Walk into Sissyhood
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First Steps To Sissyhood free porn video
First Steps to Sissyhood ? by: Jennifer Richardson. [email protected]
This began as something to play with in between other longer projects,
just a bit of fun for myself, exploring ideas that I hadn't pursued or
considered before. As a writer, (doesn't that sound pompous!) I'm
always looking for different ways to approach subjects, characters and
scenarios and experimenting with styles plays a major part in this.
I read every review added to my stories on Fictionmania and would like
to thank all of yu who have taken time to do so, regardless what you
have said! If I haven't replied to you yet I do apologise! I'd also
like to thank the growing number of readers who fe-mail me direct, your
support and kind words are greatly appreciated.
Thanks once again, and, as ever, kindest regards, Jennifer.
"First Steps to Sissyhood."
She'd ring through to his office regularly enough and they'd flirted.
Nothing serious, nothing intimate, plenty of suggestion and laughter
about it.
"You wearing boxer shorts under those trousers?" she'd asked.
"No, frilly satin French knickers covered in white frills," he laughed
in response.
"Really? Wow! I'd love to see that!" she'd giggled.
Whenever she arrived at the office in the course of her work she'd
spend an extra few minutes at the security desk, just chatting with
him.
"How come you get away with having long hair? Isn't it supposed to be
short?"
"I suppose I'm a good advert for their shampoo!" he replied.
And so it went on, the question about underwear and his response that
he was wearing some form of lingerie.
He arrived for work one morning to find a padded envelope addressed to
him lying on his desk. On opening it he'd found a pair of white satin
French knickers, frilled in layers all round and trimmed in white lace.
There was a brief note attached.
"I want you to put these on for me. Put your own knickers in the
envelope and seal it up. I'll pick them up this morning."
He had laughed at the idea, then, and just for a giggle you understand,
he'd slipped into the toilet and exchanged his briefs for the panties.
He tried not to feel the way they slid smoothly up his legs to cup and
caress him so softly. Every time he stood up or sat down he tried to
shut the thought of how they felt out of his head.
He had no idea if she was actually going to show up or not, didn't know
if she was going to ring. Each time the phone rang he'd glance
anxiously at the number display. She rang regularly enough that he
could recognise the number.
She turned up at a quarter to ten, waiting for the office to empty
before she spoke.
"I hope you're wearing your knickers?" she smiled.
She was as tall as he was, always dressed immaculately in power suits,
always perfectly made up and her auburn hair styled beautifully.
"Er, yeah," he'd mumbled.
"Like them?"
He went bright red, which was enough to confirm that he did.
"I'll take this then shall I?" she indicated the envelope that
contained his underpants and took it before he could stop her.
"That way I'll know you're wearing your knickers next time we speak."
Instead of going in to the main office she left.
The phone call came at half past four, the number flashed up on the
screen.
"Hi sexy! A little dickie bird tells me that one of the security men
wears panties."
He couldn't find a voice.
"Wouldn't it be terrible if the rest of the office found out?" she
asked with a laugh.
"Yes," he muttered.
"So you'll wear them tomorrow as well won't you?"
"No!" he snorted, startled at the suggestion.
"Sure? Okay, I'll just make a phone call or two, the Operations
Director to start with I think," she said archly.
"You wouldn't!" he objected.
"Wouldn't I?"
"Alright!"
"Alright what?"
"I'll wear your panties tomorrow!" he hissed.
"Not my panties, your panties."
There were people passing through the office now.
"I'll wear my panties tomorrow!" he whispered.
"And use that new digital camera you were bragging about to take a
photo of you in them. You can give me it when I see you next to prove
you're telling the truth."
The line went dead.
When he got home from work that evening he said 'Hi' to his girlfriend
and made the excuse that he was bursting for the toilet and hurried
upstairs. Grabbing the camera he dropped his trousers and held up his
shirt tails and took the picture she'd demanded.
Shrugging out of the shirt and out of the trousers he was standing in
only his socks and the frilly panties when he heard his girlfriend
coming up the stairs. He snatched a pair of jeans from the back of the
chair and only just managed to pull them on when she walked into the
room.
"Are you okay?" she asked.
"Fine! Just a little tired!" he snapped.
"Okay! Don't bite my head off!" she stormed out of the room. He was
left contemplating an evening in frilly knickers. He down loaded the
picture, praying he didn't get caught. After printing it off he put it
in his wallet.
She didn't arrive the next day but she did ring.
"I hope you're being a good boy?"
"Yes."
"Glad to hear it, now, one of my colleagues will be coming to collect
an envelope from you. You do have something to put in it haven't you?"
"What if they open it!" he spluttered.
"Lovely thought isn't it? Someone else knowing that you wear ladies
knickers."
"But...."
"No but's, unless it's your pantied butt. I'll expect to have it this
afternoon, if not, well, it's your macho reputation that goes to the
wall."
The envelope was collected by a pretty blonde girl.
"Cindy sends her compliments and says thanks for all the help. Says
she'll see you tomorrow." And the envelope was gone.
"Look, I can't cope with this, what if my girlfriend catches me?" he
demanded when she appeared the following morning.
"You'll just have to make sure that you don't get caught then won't
you?" she'd smiled.
"Oh come on!"
"Wearing them today?"
"Well, yes, I..."
"You must like them then, I didn't tell you that you had to wear them
today did I?"
"But I thought..."
"Nice and soft and sexy aren't they? They look lovely on you too, I
might even show you off to the office."
"You can't!"
"Of course I can silly! But if you're a good boy and do what you're
told I won't have to will I?"
"No," he whispered.
"So you won't mind painting your toe nails with this then will you?"
She put a small glass jar on the desk top.
"It's a very pretty pink and will look lovely and glossy."
"No!"
"Yes!"
"I can't!"
"You will."
"But why!" he whined.
"Because you want to."
"I do not!"
"You'd better come round to another way of thinking then. There's a
colour photocopier in my office and I've got lots of envelopes to put
things in."
"Please!"
"You'll do it for me won't you?"
"Yes!" He gave in.
"And why are you doing it?"
"Because you'll post the picture to people," he mumbled.
"No, you're doing it because you want to please me and you want to be a
good boy. Right?"
"Okay," he was shivering with fright.
"And I expect you to keep them pretty and pink. Oh and you can hand
wash your panties tonight too.
He'd glossed his nails in the bathroom, the tip of his tongue poking
through his lips in concentration. He'd washed the knickers in the
bathroom sink, feeling the material even more slippery in the warm
soapy water. They slipped onto the radiator behind the headboard to
dry, his toes, once they were dry were hidden beneath his socks.
Every moment at work was a nightmare, would she ring? Would she just
turn up and if she did what would she say or do?
What she did was wait until they were alone in the office and then tell
him to take his shoes and socks off. He'd just about passed out when
she'd produced a digital camera of her own and taken a picture of his
feet and of him sitting on the chair with his knees drawn up to his
chin. She showed him the image and he could see there was no way he
could deny it being him.
"I think they'd look so much nicer behind some sheer light tan tights,
don't you?" she said, patting his cheek.
"But I'll have to get dressed in the bathroom very morning!"
"Good, consider it time well spent, you'll be preparing yourself for me
and you do so want to please me don't you?"
He didn't reply.
"Well, you can look at it that way if you like, we both know what will
happen when the pictures start arriving on certain desks don't we?"
His cheeks were burning.
"I'll see you tomorrow."
"I'm not working tomorrow." He said quietly.
"Really? Lovely, if you call in to a shop on the way home tonight you
can buy your tights. Then you will be able to wear them all day for me
won't you? I'll expect you to give me the receipt for them, don't want
you borrowing anybody else's do we. You should have some of your own."
He stifled a splutter of horror.
"So if you'll be so good as to right down your phone number, I'll ring
you tomorrow."
He did as he was told, then watched with wide eyes when she wrote Sissy
above the numbers.
"There you are, your new name, you're Sissy and you can call me
Mistress."
His heart suddenly leapt into his mouth and he was finding it hard to
breathe.
"What's your name?"
"Sissy."
"And I am?"
"Mistress."
"Good little Sissy." She said, patting his cheek again.
Buying the tights had been a nightmare, such a simple thing to do but
he'd been furious red in the shop and he could barely get his words
out. The young girl behind the counter must have thought he was weird.
The ringing of his mobile phone rudely woke him in the morning. Ten
past nine, an inner sense told him who it was.
"Morning Sissy."
"Morning," he muttered.
"I beg your pardon?"
"Morning Mistress."
"Better Sissy, don't forget again."
"No Mistress."
He lay back in the bed and closed his eyes. If he didn't look perhaps
the nightmare might go away.
"Are you dressed yet Sissy?"
"No Mistress." He replied, he wished he had lied.
"Good, then you can dress now and tell me exactly what you're doing."
She made him describe every movement, how it all felt, how he felt.
"Now that you're dressed you can paint your finger nails to match your
toes." She said simply.
"I can't!"
"I think you must Sissy, then I won't have to press the send button and
post the e-mail I've composed."
It took a while, the phone crooked in between his chin and shoulder.
"Now, write this down," she gave him an e-mail address.
"Got it Sissy?"
"Yes Mistress."
"Now I want you to take three pictures of yourself and then send them
to me in an e-mail."
"Yes Mistress." Not realising until he'd sent them that once she
received it she would have his own e-mail address.
The first picture had been of him standing at the end of the bed. The
second lying back stretched out and the third, as she'd insisted, of
his painted left hand on his left nipple while he sucked the thumb of
his right hand.
The 'you have post' alarm sounded from the PC.
He found that there was a document file attached and on down loading it
he found that it amounted to being a contract of ownership. Her
ownership of him.
Inserted into it were the picture of him sitting in the chair at the
office, the second of him thumb sucking. The message itself was bad
enough.
"Sissy, you are to print the document and take it in to work with you
tomorrow. You will also bring the receipt for the tights and for a
gloss lipstick that matches your nail varnish." It was signed simply,
"Your Mistress."
The mobile rang again, his heart sank when he saw the number.
"Hello again Sissy!" She said brightly.
"Hello Mistress," his voice deadened.
"Where's that sweet little voice of yours Sissy?"
"I don't know what you mean," he hastily added, "Mistress."
"Of course you do Sissy, the soft lilting lisping voice you're going to
use from now on."
"Please don't do this Mistress."
"That's quite nice, soften it a little more and try a little lisp for
me," her voice was low, almost breathless herself.
"Pleathe Mithreth, pleathe don't make me do thith Mithtreth."
"That's a good little girl Sissy. What's your name?"
"Thithy Mithtreth."
"Good Sissy, Mistress will see you tomorrow, stay nice and pretty for
me Sissy, send me a picture every hour until I tell you that you can
take the polish from your nails. Then you can go and buy your lipstick.
Miss a picture and the mail gets sent."
Every hour on the hour he sent a picture, in return he got instructions
as to what the next pose should be. Pouting his lips, holding his hands
over his chest, on all fours in front of the computer. By the time the
final message had come he only had fifteen minutes to get the polish
from his fingers. He fled the house with the bottle of removal liquid
and had to finish the job in a supermarket car park. The same
supermarket where he bought the deep coral pink lip gloss.
He was a nervous wreck on the Thursday, every phone that rang made him
flinch. Every time someone came through the office he had to control
his voice until finally the dreaded number flashed on the screen.
"Hello Sissy."
"Hello Mithtreth."
"I shall be with you in fifteen minutes Sissy. I expect to see your
lips all nice and glossy. Understand?"
"Yeth Mithtreth." In a daze he heard the line go dead, it was just too
much! He couldn't, he wouldn't do it! But the pictures, all the
pictures, he'd be a laughing stock, humiliated even worse than he was
in any case. He went into the bathroom and looked into the mirror over
the wash basin. Picking the lipstick out of his pocket, he twisted the
base and saw the deep pink point. With a deep breath he began to gloss
his lips, trying to keep it even, wishing he had paid more attention to
his girlfriend when she did her make up.
By the time he'd finished, it seemed an age but was mere minutes, his
lips were pink and pouting, slick with gloss. He didn't even get to
blot them as he heard her voice in the office.
"Sissy?"
He peeked round the door.
"Ah there you are you naughty girl! I thought you'd run away!"
He hung his head.
"Let Mistress see Sissy."
He reluctantly looked up.
"Now that's better isn't it Sissy, now you look more like the girl you
want to be don't you?"
He didn't want to here any more, no more of her taunting and teasing,
but there wasn't any way out was there?
"Yeth Mithtreth."
"You did remember the contract didn't you Sissy?"
"Yeth Mithreth, in my bag."
"Not a very nice bag for a girl is it? Looks more like a sports bag to
me. We'll have to do something about that won't we? How about a nice
pink shoulder bag and hand bag to match your lips?"
"Pleath, no Mithtreth!"
He handed her the unsigned contract.
"Have you read it Sissy?"
"No Mithreth."
"But you will sign it won't you."
He was almost twisting on the spot. A shiver ran through him.
"It is a little chilly isn't it? Perhaps you should wear a jumper." She
said, smoothing out the contract on the desk top.
"So Sissy, sign your name just here where it says, "my name is Sissy
and I agree to all of the above."
A huge sob shook his body, his hand reached out for the pen and he
scrawled his name. As he wrote he caught phrases and words in the text,
his eyes drawn to the pictures.
"Sissy belonging to Mistress."
"Break the rules and expect to be punished."
"To serve and satisfy in my Sissy capacity."
He dropped the pen and then stared in horror when she held the paper up
in front of him.
"Now a nice kiss at the bottom."
She held his head and pushed the paper against his lips.
"There we are Sissy, all done, and when Sissy is a good girl she gets
rewarded."
She placed a large plastic bag on the desk and told him he could open
it.
It looked at first glance like froth of lace. The pile resolved itself
into a white lace bra, a deep cut six strap suspender belt, a pair of
white lace pattern stockings and a sheer satin teddy with lace trim. In
the very bottom of the bag was a large pink feather hair tie and a
small box.
"You might want to wear a sweater tomorrow Sissy, otherwise someone
will see your bra and teddy straps. You wouldn't want that would you?"
"No!" He let out an agonised breath.
"Then you'll wear your clothes, I'll be here to check first thing in
the morning."
She was as good as her word, arriving in the swirl of a very long
raincoat, a flash of coral pink tailored suit beneath. She took things
a stage further. The small box contained a pair of pendant earrings.
"Clip on ones until you get them pierced Sissy," she'd said when
clipping them in place.
"And the feathers are much more in keeping with your new self aren't
they? See, tie them into your hair high on the back of your head, much
more feminine than that one you used to wear."
She made him paint his lips again then took care to stroke his thighs
down the lengths of the taut suspenders. Sliding a hand beneath his
sweater she squeezed him through the teddy and the bra cups.
That was when the tears started, the sobs and the shakes.
"You're not very well are you Sissy?"
"No!"
"Would you like Mistress to take you home with her?"
"Yeth, pleath."
"Go into the bathroom, take your trousers off, and your sweater and
shirt. Put this on instead," she handed him the coat.
He couldn't focus, couldn't think straight, the soft sound of her voice
carrying into the small cubicle, close but distant.
"Not very well at all, I think it's a breakdown."
"I'll take him straight home, if he see's people watching him go it
will only set him off again."
"Okay, we'll go now, you'll need to send someone up to the security
office though."
He slipped his arms into the sleeves of the coat, then got his wallet
from his trousers. The pile of clothes on the floor were left behind
when she opened the door and told him to hurry unless he wanted to be
seen.
She hustled him out across the car park to her car. His own car
forgotten as the cool air seemed to caress his stocking clad legs. He
was all cried out by the time the car pulled up outside her house.
"Come along Sissy, let's get you safe, no one will hurt you here."
That sounded so warm and welcoming, refuge and relief from those who
might be sniggering behind his back.
The bath had been lovely and warm, slightly scented with a soft floral
oil. Now he was laid on a big wide comfortable bed while her skilled
fingers massaged the tension out of him, rubbing oils into his skin
that seemed to tingle as it soaked in. Even when she rolled him onto is
back and got close to his arousal he didn't flinch, submitting to the
warmth that her fingers created in him.
"Doesn't that look and feel so much better?"
She took her hands in his and gently stroked his fingers across his
hairless chest, down his legs and then round the sweet little heart of
bleached blonde hairs above his penis.
"Much prettier Sissy, shall we finish you off then?"
Long false nails of coral pink were super glued to his fingers, "until
your own are long enough to manicure."
A foundation cream blended into his hairless face. Soft shades of blues
dusted his eyelids, his brows arched with tweezers, "don't be a silly
sissy, it doesn't hurt that much and any way, you'll get used to it."
Heavy black mascara and eyeliner to define and exaggerate the shape of
his eyes. Once they had been hazel, Sissy was quite sure of that. Now
with the aid of soft contact lenses they were a soft cornflower blue.
Lips were lined with crimson, filled in with coral pink and glossed. A
slight rose blush to the cheeks and Sissy saw herself for the first
time. Naked as the day she was born, and surely this was her birthday?
She watched while Mistress coated the flat side of the silicon breast
forms with the same super strength glue as had stuck her nails. These
were positioned carefully then held there by Sissy's own hands until
the were set in place, natural to the eye and to the touch, warming to
the temperature of Sissy's responsive body.
"Time to get dressed Sissy," Mistress said, then watched as Sissy began
to adorn her body with the delicate lace frilled lingerie. Sheer white
satin, soft and feminine. The stockings of white lace looked perfect on
the long shapely legs. Suspender straps, expertly clipped taut. The
frilly white French knickers, so many layers of frills that anything
within them was disguised.
Strapless white lace bra, see through so Sissy's silicon nipples could
plainly be seen. Sissy was told she need not wear the teddy though she
picked it up and caressed herself with it. Instead she was handed her
dress.
Black satin, off the shoulder with a low cut bodice, the flared skirt
laying out on top of the layers of frilled underskirts of soft organza
and net. The satin apron and bib fitted perfectly, trimmed in lavish
white lace as was the little cap that set off her now blonde lightened
hair. With finger-less white lace gloves reaching to her elbows she
looked every inch the pretty French maid, but for her feet.
Mistress produced them from a box, a pair of high heeled open toed
shoes with two straps round the ankle. Sissy bent to slip them on and
fastened the buckles. She accepted the small padlocks with a smile an
locked herself into them.
"Give it a little time Sissy and you won't be able to walk without
wearing your spike heels."
When Sissy stood up straight she felt the erotic stretch of her leg
muscles. Finding she had to keep her back straight, tummy in and bust
out, in order to manage the heels. They also gave her tight little bum
a lovely little wiggle when she walked.
Mistress gave Sissy an hour to settle in, during which time she watched
the video recording of Sissy's transformation. Shaping her pubic
triangle and dying it to match Sissy's hair had been a lovely touch.
Mistress picked up the long thin latex cylinder, looked at the ribs and
the realistic bumps and veins.
Twisting the base it gently throbbed in her hand. With the small white
box beside her on the chair she turned the dial and felt the vibrations
increase, the whole thing pulsing in her palm, seeming to stretch an
inch in length and grow in girth.
Sissy squealed when she felt it sliding into her. She didn't think she
could take it but bent over touching her toes with her naked ass in the
air she didn't have much option but to try. Her legs slightly parted as
they were it was hard enough to balance on the towering spike heels.
Mistress had made her suck and lick the thing in front of the large
bedroom mirror. It had looked so erotic, even depraved but she'd done
so anyway, she found she wanted to do it.
Now, lubricate with her own saliva, it was slowly slipping deeper into
her. As her muscles adjusted to the invader so it became easier to
take, Sissy heard the lock snap in place then Mistress easing her
knickers back up. Long fingers caressed her momentarily then she was
told to stand up.
Sissy squealed again, feeling the latex cock shift within her. When
Mistress reached for the small white control box and Sissy felt the
vibrating pulsing length she whimpered softly, as Mistress moved the
controller she made Sissy squeal, sob and whimper in equal measure
until their was a soft low moan and Sissy's cornflower blue eyes
glistened with ecstatic tears.
Mistress smiled, in time Sissy would become so attuned to the vibrator
that she would respond to the slightest movement. She'd be begging for
permission to slide it in to herself in the morning and sigh when it
was removed at late at night. She'd learn to serve well, rewarded with
a pleasant buzz, misbehave and she'd be punished with denial.
Every moment recorded on video, on digital and still camera. The
video's of Sissy's performance sold well, her website received thousand
of hits.
The flirting hadn't been enough for Mistress. She needed more. She knew
that he, before she became Sissy, had a stable loving relationship with
his girlfriend and that there could never be the same for her. When
he'd laughingly said that he was wearing panties he'd sealed his own
fate. If Mistress couldn't have him, then nobody would, even if she
freed Sissy from captivity no real girl would want her. In bed she
responded like a girl, a soft sexy lustful girl. She looked more
feminine than many beautiful girls, she behaved like a perfectly
brought up debutante, though her finishing school had been anything but
academic.
She had a permanently pouting smile on her lips, carried herself like a
model and picked up dressmaking, cookery skills and beauty care very
quickly. Sissy had the mind of a Princess and the body and morals of an
alley cat.
Mistress had a long list of Sissy admirers, both male and female. The
females being deadlier than the male in that Mistress had Sissy making
Uniforms for them, or for the person they were going to put in it.
Mistress had never been happier. Sissy had no recollection of anything
other than silks, satins and service. The Police were baffled, a lonely
girlfriend eventually found solace with another and the company merely
replaced the security officer with another. They were ten a penny after
all. Mistress had seen the replacement on her visits, tall slim and
blonde, he'd been very responsive so far, a sister for Sissy? Why not?
She already had the new name chosen, Missy.
Wouldn't Sissy be delighted to have a pretty sister to play with?
Mistress was really looking forward to seeing that.
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