Andrew The Unsuspecting Sissy Part VII
- 2 years ago
- 34
- 0
Punishment For A Sissy VII free porn video
Punishment for a Sissy VII
By PJD
Joan Cartwright glared at the broken sobbing sissy standing
in front of her. As he cringed beneath her severe
contemptuous gaze she thought, 'You don't understand the
true reason why I intend to reduce you to a spineless
snivelling sissy do you? No, you believe its because Wanda
and I discovered you wearing her underwear If that were the
true reason sissy. Wanda and I would have simply have
paraded you in front of our friends, with a notice round
your neck saying I'm a sissy. No its money sissy, millions
and millions, and Wanda and I intend to have it.'
She smiled at the thought of this sissy owning acres of
land soon to be released for housing development and
completely unaware of the fact.
'And we really can't allow you Panties to discover the
fact, no you must be kept as you are totally unaware. If
you were free Panties to discover the millions that will
result from the land development, you may well employ
lawyers to contest and defeat Wanda's powers of attorney on
your assets. It quite simply cannot be allowed to happen,
no you are in my power and here Panties you will remain.'
'So perfect.' she thought. 'The discovery that he was a
sissy, and what a sissy you will be Panties. All traces of
your masculinity will be removed, and how delightful you
will look with the very large tits, and a and nice rounded
female figure that doctor Ann has planned for you.'
The thought of his future life filled her with such
amusement that she had to stifle her laughter. Instead of
living a life of luxury he would in the future be a sissy
living a life of complete servitude.
'Yes,' she thought. 'all manliness would be removed, I will
make sure of that.'
She looked to where her daughters were standing, noticing
the sadistic look of pleasure playing across their faces,
she had no illusions about their true natures. Sadistic,
dominant bitches, she smiled to herself. Yes, they had
inherited her sadistic persona; you will receive no mercy
from my daughters sissy.
As for the doctor, pity help you if you cross her.
Which leaves my servants, she looked across at them. They
were all staring contemptuously at the crying broken wretch
in front of them. Miss Jones had been a complete
revelation, the thrashing she had administered to the sissy
in the kitchen had revealed her latent dominant nature.
Yes, my dear Miss Jones, you had very wet panties when you
were caning the sissy. Looking at elderly housekeeper it
was obvious she was sexually excited by the sissy's misery,
you can barley wait to cane her again, can you delightful
old bitch.
She gazed at the cook, who was looking at the sissy without
any real interest, she just wants to get back to her
kitchen and cook dinner, she thought. But if I told her to
hang you by your balls in her kitchen, she would do it
without a thought, to her you are beneath contempt. No,
there is isn't any hope for you there sissy.
Turning her gaze on the two teenaged maids. As for those
two, they have creamed their knickers for days. They will
torment and humiliate you every way they can Panties. I
wonder what those two vixens, and my teenaged daughters
have planed for you sissy.
Turning her attention to the four middle aged servants, she
saw they were grinning at one another. They had all
previously been abused by men, and had been in her service
for years. They were all revelling in the sissy's misery,
and she hadn't failed to hear one of her middle-aged
servants Wendy orgasm, as the sissy was being caned.
Looking at her, she thought, another one who can't wait to
thrash you Panties.
As she looked at the servants, she saw Wendy had her hands
down the front of her knickers, no doubt stroking her
clitoris she thought with amusement. The middle aged
servants were obviously enjoying the spectacle the sissy
presented and that they intended to exact their revenge on
the male sex through this pathetic sissy, was obvious to
her and also it appeared, to the doctor, who was gesturing
to her, that she to had noticed the sexual predatory look
on the middle aged servants faces.
She looked at the snivelling naked wretch, standing before
her, she felt her panty gusset grow damp, as she
anticipated his sobbing cries for mercy as she explained to
this sissy in explicit detail the future life she had
planned for him. She dropped her skirt down not wishing
anyone to see her damp knickers, but at the same time
casually inspecting the other panties still on view. The
damp panties of the two maids were quite obvious, Wendy,
she noticed was fast approaching an orgasm. The cook had
never raised her skirt above her knees, but of them all, it
was the elderly housekeeper who caught her amused
attention. She had her black dress held high above her
waist, exposing black nylon stockings, and a pink suspender
belt, but what really caught Joan Cartwright attention were
her sheer nylon panties. They were white panties, through
which could clearly be seen her black bush, they are
soaking wet, you wicked old bitch and for the first time
she realised Miss Jones had a very good figure and I have
no doubt you intend to use it to increase Panties
frustration, thought an amused Mrs Cartwright.
Having satisfied herself that all the women would have no
reservations in her treatment of the sissy, in fact would
have plans of their own to increase his torment, she
decided the time had come to reveal to the sissy his
future.
"So you wear my daughters underwear and then masturbate."
she said glaring down at the cringing naked sissy. "Answer
me, you miserable sissy!" she demanded.
There was only one answer he could give, "Yes." he replied
softly.
"Speak up you worm, the ladies can't hear you," Turning to
the women she said, "isn't that correct ladies, you want to
hear?"
"Yes!" they chorused, "We want to hear Panties!"
He knew he had no choice but to obey his mother-in-law's
command, "Yes, I wear Wanda's underwear," he sobbed.
"And what did I catch you wearing Panties?" She shouted.
"Tell these ladies what I saw you wearing."
"I was wearing pink nylon panties, suspender belt and
stockings, and a pink bra." Replied a sobbing humiliated
sissy.
He was crying, and sobbing, admitting in front of all these
women that he was a complete sissy. Standing there naked
his tiny prick cruelly restrained under his arse, he could
see the twelve women laughing at him.
"Well you won't be doing any wanking in the future
Panties!" said a laughing Joan Cartwright pointing at his
restrained prick.
"Your wanking days are over Panties." the watching women
joined in her laughter.
"And what do think women feel about a sissy?" She asked.
"I don't know," replied Panties.
"You address me as madam!" she shouted and accompanied this
order by a hard stinging blow across his face. "Do you
understand?"
"Yes madam." he replied.
"You will of course address all these ladies..." indicating
her smiling daughters, and servants. "...as mistress! I'm
sure any failure by you to comply with my instructions,
Miss Jones will severely remedy."
A sexually excited housekeeper, trying desperately not to
cream in her knickers, at the prospect of thrashing the
sissy replied, "Yes madam, you can rely on me to enforce
your instructions."
Noticing the way her housekeepers hands were gripping the
hem of her black dress, the knuckles almost white, she
thought I'm sure I can.
"Ladies, may I suggest you now drop your skirts."
Once the ladies had complied with her suggestion, and their
skirts were pulled down, somewhat reluctantly by Wendy,
thought an amused Joan Cartwright, she addressed the sissy.
"I will tell you sissy what ladies feel about sissy's who
wear their wives underwear and wank in them, contempt. You
abused my poor innocent daughters trust, for that you are
going to be punished for the rest of your miserable life."
Turning to the doctor, she said, "Pass me the clothes Ann,
the ones we purchased for her in town today."
A smiling doctor passed a large parcel to her. Dropping the
parcel onto the floor in front of sissy, she said, "Open it
Panties."
He dropped to his knees, and with trembling fingers opened
the parcel. He immediately saw it contained panties, bras,
suspender belts, stockings and petticoats. Taking the
panties out of the parcel he saw they were fragile pink
nylon panties, the petticoats also pink nylon were a full
length with white lace on the bust and a six inch frill on
the hem. Also there were two 38D pink bras two pink
suspender belts and two pairs of black nylon stockings.
"One to wash and one to wear." said a smiling Millie
"Do you like your new underwear sissy"? Asked Joan.
"Yes madam." he replied, his sobbing voice giving lie to
his answer.
The watching women who had looked in amusement as the sissy
opened the parcel gave way to peals of laughter at the look
of complete misery on the sissy's face.
Mrs Cartwright said "Put your bra on Panties."
He took the pink bra out of the parcel, it was under wired,
with one inch straps, not like Wanda's dainty nylon bras.
He fumbled with the hooks of the bra, he couldn't
concentrate, he was too aware of the laughing women.
Joan Cartwright was well aware of the sissy's problem, the
firmness of the hooks on the bra, and the humiliating task
of putting on a bra in front of twelve women, but she had
every intention of increasing his humiliation.
"Hurry up girl get that bra on, we haven't got all day!"
her derisory words only increased the sissy's agitation, as
she knew it would,
As he continued to struggle with the bra, she turned to her
teenaged maid Millie, "Get this girl dressed young lady!"
She had deliberately chosen a young teenaged girl to dress
him in the knowledge this would increase his humiliation,
and turning to Natasha said, "Assist Millie in dressing
Panties."
The two teenaged girls were more than willing to dress the
sissy.
Millie taking the pink bra said, "Panties you silly girl,
can't you put a bra on at your age!" Holding the bra up she
said, "Put your arms through the straps, silly girl!"
A seventeen year old girl fitting him into a bra, in front
of eleven other laughing women, simply became too much for
the sissy. He lost complete control of his emotions and
began to cry. Tears poured down the sissy face.
"Stop crying you silly girl it's only a bra, all girls your
age wear one!" said Millie. "Now put your arms through."
"But I'm not a girl Mistress Millie!" Panties said.
"What's your name sissy?" she asked.
"Panties, Mistress Millie." he replied.
"Is that a man's name or a sissy's name?" asked Millie.
"A sissy's name, Mistress Millie."
"And what do sissy's wear?"
"Panties, and bras Mistress Millie."
"And what else do sissy's wear Panties?" she demanded.
"Suspender belts, stockings and petticoats, Mistress
Millie."
"And what are you Panties?" she asked.
"I'm a sissy Mistress Millie."
"Exactly," said Millie, "now put your bra on."
She quickly fitted him into the bra, and a smiling Natasha
passed the pink suspender belt and black nylon stockings,
to Millie.
"Now let's put your suspender belt and stockings on sissy
girl." she soon had him dressed in bra, suspender belt and
stockings. Picking up the pink panties, she said, "Now
let's have your nice new panties on, Panties." Holding the
elastic waistband of the panties open, she said "Put your
foot through Panties." The sobbing sissy did as she
instructed, "And now the other foot sissy."
He stood with the pink panties around his ankles in front
of the ladies, who by now had tears of laughter running
down their faces.
"Pull your panties up girl!" said the elderly housekeeper,
"Pull those panties up at once, standing there with your
panties down is disgusting, I won't have it. Madam, I
believe this girl needs discipline, standing in public with
her panties down, it's disgraceful."
"Oh I agree entirely, Miss Jones." replied Joan Cartwright,
"and I'm sure you will teach her to behave in a proper
manner in the future. As you quite rightly say we can't
have girls with their panties down, most embarrassing for
the young girls, to see such behaviour. You are quite are
right Miss Jones, disgraceful."
"I will be forced to use the cane on her again Madam, she
appears to be incapable of conducting herself in polite
company without correction."
Panties on hearing Miss Jones threat, terrified of a second
thrashing, reached down and pulling up his pink panties
said, "No please Madam! I'm pulling my panties up! Oh
please Madam, look at me pulling my pink panties up." As
soon the pink panties were pulled up around his waist, the
terrified sissy said, "look Madam and Mistresses I have
pulled my new pink panties right up!"
For the women, the pathetic sight the sissy presented, a
pink bra, suspender belt black nylon stockings, and now
pleading with them to witness he had pulled his panties
right up simply became to much. Their almost hysterical
laughter, filled the room.
"Put your hands up in the air and give us a twirl Panties."
said Natasha.
"And while you twirl around tell us how much you love your
new pink panties!" shouted Sandra.
Panties looked in appeal to Joan Cartwright, hoping she
would spare him this further humiliation. But she had no
intention of sparing the sissy the humiliating experience
of dancing in front of twelve laughing women in bra and
panties.
"Do it!" she said. "Twirl around and tell us how much you
love your new panties and tell us what a sissy you are!"
He knew there was no option but to obey, anything was
better than another thrashing from Miss Jones. To shouts of
derisory encouragement, he raised his arms in the air began
to pirouette like a ballerina.
"Look at my new pink panties. Oh I love my new pink
panties. Oh ladies look at me. I'm a silly sissy dancing in
my lovely new pink panties." As Panties pirouetted he could
see his wife crying with laughter.
"Enough!" said Joan Cartwright, as the sissy stood totally
dejected in front of her, she said, "I'm glad you love your
new panties, but you had to be instructed to pull them up
girl, such behaviour is quite unforgivable. Touch your
toes!"
"But Madam I pulled my pink panties up as quickly as I
could, please Madam."
"Silence, do as you have been told girl, I will not have
disobedience, you will learn to obey without question! Now
bend over!"
A sobbing sissy bent over his panty covered arse high in
the air.
"Miss Jones, please administer a stroke of the cane on the
sissy's panties, perhaps then she will learn to wear them
in the correct manner, around her waist not her ankles."
A delighted housekeeper said. "Of course Madam."
Raising the cane above her shoulder, she bought it
whistling down on the sissy's panties. Panties let out a
scream of pain and dropped to the floor sobbing. His hands
on his pink panties trying to relieve the terrible pain.
"Stand up you snivelling sissy!" Joan commanded. "Lying
there showing all your underwear to everyone."
"Millie get this girl into her petticoat, I have never
known a girl take so long to put her underwear on!"
"She will learn to dress quicker in the future, or she will
feel this!" said Miss Joan's brandishing the thin cane.
A smiling Millie said, "Come along Panties, it really is
time you had your petticoat on."
"One moment Millie." said doctor Ann. "We must fit these in
Panties bra."
She produced a pair of breast forms and fitted them into
Panties bra. The breasts forms were filled with water, and
immediately the sissy felt the bra straps cut into his
shoulders. She smiled at the sissy's look of surprise as
the felt the bra straps cut into his shoulders.
"Get use to the weight of tits Panties, because those
breasts forms are only temporary. You will be receiving
female hormone injections plus silicon implants, you will
very soon have your own 38 D breasts."
Panties burst out crying, he couldn't help it as he
realised the purpose of the injection he had received in
the kitchen. He dropped to knees in front of Joan
Cartwright.
"No please Madam, don't let Mistress Ann give me breasts!
Please madam." The only answer he received from his mother
in law was laughter,
Pulling him to his feet by his hair she said, "Do I have to
repeat myself Panties, put your petticoat on!"
Millie quickly dressed the sissy in the petticoat and said,
"Now you are wearing your pretty new petticoat Panties,
aren't you lucky girl! To have new pink panties and a new
pink petticoat, thank Madam nicely."
"Yes Mistress Millie." Panties whispered.
"Speak up girl, Madam can't hear you!, she said.
Panties turning to Joan Cartwright said, "Thank you for my
new pink panties and my new pink petticoat Madam."
Millie said, "And don't forget to keep them washed and
ironed Panties! Girls always wear clean underwear."
Joan burst out laughing, "She will be washing and ironing a
great many petticoats and panties in the future Millie!"
"Ann will you pass the second parcel to Millie?"
The doctor passed a second parcel to the young maid saying,
"Here is Panties maid's uniform."
With eager hands Millie untied the parcel and took out two
grey dresses. Two full white pinafores, two white maid's
caps and two pairs of four inch heeled black shoes. The
young maid quickly dressed Panties in his new grey dress,
which came up to the sissy neck, and fell down to just
below his knees.
"Step into your new shoes Panties." she said.
The white pinafore presented a problem for Millie, as she
had never seen one before, she asked Miss Jones for
assistance. Miss Jones said she remembered from her early
days in service that the straps went over the shoulders and
crossed at the back. The waist straps were tied with a
large bow.
The pinafore on, and the maids cap fitted, Miss Jones and
Millie, stood back to allow the other ladies a clear view
of Panties in his maids uniform. He stood there in a grey
dress, a white pinafore reaching down to the hem of his
dress, a white maid's cap and a pair of high heels. There
was a long palpable silence as the ladies looked at the
sight Panties presented.
Suddenly the long silence was broken by the sound of
Wanda's laughter. Within moments, the room filled with the
sound of laughing women.
An almost hysterical Wendy said, "And under that uniform
she's wearing a pair of frilly pink nylon panties!"
This reminder only served to increase the women's laughter.
Even Mrs Smith, the cook, joined in the laughter, and at
Wendy comment on Panties pink panties, she laughed till
tears ran down her face.
Holding her ample hips she said, "I shall have to sit down
ladies, my stomach hurts with so much laughing."
Joan Cartwright, listening to the laughter, looked at the
totally humiliated crying sissy. "Silence ladies! It's time
for me to inform the new maid of her duties." Addressing
the sissy she said, "You will in the future be a laundry
maid."
She continued, "You will wash and iron, every item in this
house, this will include all bed linen, curtains and towels
in every article in the house. You will of course wash and
iron all the ladies personal attire. You will wash all the
ladies underwear by hand, we can't have our frills in the
washing machine."
Panties listened to his mother in law in abject misery she
couldn't mean it, the rest of his life as a laundry maid.
She continued in the same matter of fact voice, "You will
perform your laundry maid duties for ten hours per day,
seven days a week."
"No, please no, Madam!" he pleaded.
She ignored Panties pleading, "You will be released from
your cell at eight o'clock in the morning, and you will
return to your cell at six o'clock in the evening, where
you will be dressed in your nightdress, the door shut and
lights out."
"Your chastity restraint will be removed once a month for
four minutes. You will be then taken to the bathroom where
you will be supervised as you wank into the lavatory pan."
She added, "The only place for a sissy's cum."
Addressing Miss Jones she said, "It is now nearly six
o'clock Miss Jones take Panties to her cell."
"Of course Madam." she replied. Turning to her staff she
said, "come along ladies let's get this girl into her
nightdress and locked up for the night."
As a crying sobbing Panties was led out of the room by a
group of laughing women, he pleaded despairingly. "No
ladies, please don't take me down to that dark cell!"
His pitiful cries for mercy could still be heard by Joan
Cartwright and her daughters as he was taken through the
passage to the kitchen, and were only silenced as the
basement door slammed shut. Ten minutes later the
housekeeper returned to report to Joan Cartwright.
"Is she in her cell Miss Jones?" she inquired.
"Yes Madam, though she did a great deal of crying and
pleading as we undressed her and put her into her
nightdress." Laughing she added, "I've no doubt she is
still crying."
Joan Cartwright joining in her laughter said "Yes and her
sissy punishment as just begun."
Two Years Later
It was a beautiful sunny day Joan Cartwright and Doctor Ann
were out riding when they noticed Panties in the distance.
Putting their horses into a canter they rode to where
Panties was pegging a large basket of ladies underwear onto
the clothesline. As they reined in their horses next to
Panties, he immediately dropped into a low curtsey. For
Joan Cartwright who had been on a world cruise for six
months this was her first meeting with Panties since her
return.
She burst out laughing at the change in Panties appearance,
he now had shoulder length hair, which had been dyed blond
and styled to frame his face, but far more startling was
his physical change. Panties breasts were huge, thrusting
out against his maids uniform.
"Oh Ann I must see those tits, how they have grown!"
Looking down on Panties, she said, "Girl, strip down to
your bra and panties."
Panties, instantly obeyed her, taking off his dress and
petticoat, stood in only his bra, panties, suspender belt
stockings and high heels. Panties tits were huge, they
filled his bra, they were so heavy the straps cut into his
shoulders. Nylon panties clinging to his rounded hips,
suspenders straining over full thighs to his black nylon
stockings encasing shapely legs.
Joan stared in astonishment. "Ann it's incredible, you have
completely transformed her!"
"Her?" The doctor anticipating Joan's question smiled and
said, "Knickers down girl!"
The sissy pulled his panties down to his knees, revealing
his tiny prick still remained in forced chastity.
Ann said, "I had to extend the chains of course, as her
arse grew bigger, couldn't have her walking bent over."
Laughing Joan asked, "What size are those tits?"
A smiling doctor said, "Remove your bra girl!"
Panties after removing his bra, burst in to tears as his
huge breasts were exposed.
"They are massive, oh my word they are massive!" cried a
delighted Joan, "Oh what size are they?"
Ann replied, "It was incredible how she responded to the
hormones, I simply had to continue the treatment."
"Yes Ann, but tell me what size?"
A laughing Ann answered, "They are darling a 42D."
Joan dismounted and feeling panties tits said, "Ann feel
the weight of these tits, fancy carrying these round every
day."
Laughing, Ann said "The servants report there isn't any
problem getting her into a bra now, she can't get it on
quick enough."
Looking at the sissy with his huge breasts on display, his
pink nylon panties pulled down to his knees Joan said,
"Well don't stand there all day Panties! Get dressed and
get on with your duties, you idle bitch!"
As they rode away Joan looked back to a now dressed Panties
hanging washing on the clothes line.
Smiling at Ann she said, "At least it's a nice day to dry
her washing."
Ann looking at Panties pegging out a long line of
underwear. "Yes not like the time she left the washing out
and it rained and Miss Jones taught her a lesson..."
But of course that's another story she said.
Grace
- 02.07.2022
- 24
- 0
A sissy called Jezebel Part VII
- 4 years ago
- 23
- 0
Punishment For a Sissy IV
- 4 years ago
- 26
- 0
