Summer Sissies at Sweetwell Park part 1 of 5
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Summer Sissies At Sweetwell Park - Part 3 Of 5 free porn video
Summer Sissies at Sweetwell Park - Part 3 of 5
The story so far: Teenager Roger Pressington disappoints his mother,
Thelma, 35, in objecting to the pretty clothing she wants him to wear to
make him a 'nice boy'. Elegant Grandmother Valerie has a more direct
approach and puts him into some of her garments when his awkwardness
needs to be overcome by femininity. Thelma is lucky in having an old
school friend, Sonia Forbes-Withers, who has brought up her son, Jodie,
to be a very nice boy indeed. Sonia invites Thelma and her mother to
bring Roger to stay at Sweetwell Park, where he will fall under the
lovely influence of Jodie, under her guidance and the control of her
mother, Grandma Agatha.
Chapter Three: The Boys Are Put Into Their First Dresses
"Now, Roger my boy, what am I going to dress you in today?" said Grandma
Valerie as she led her grandson from the bathroom into her bedroom. She
opened her wardrobe to display his clothes hanging alongside her own. He
felt a glow of sweetness on seeing all his own clothes in his
grandmother's closet, alongside her own. In some ways it was lovely,
staying at Sweetwell Park. She sat on her stool in front of the rows of
apparel and drew her grandson onto her knee, still in his hip length
peignoir of quilted cream satin.
"I was very pleased with you last evening when you told Grandma Agatha
and myself that you would very much like to become more effeminate in
your movements." She hugged him from behind and planted a lingering kiss
on his cheek. "You also said, did you not, that you wanted to be dressed
more sweetly?"
His grandmother's words reminded Roger of how deeply he had been
embarrassed by both the grandmothers the previous day. What a shocking
experience he went through, being dressed in Grandmother Agatha's
lingerie, with her blouse and skirt, and even being buttoned up and
belted into her deep satinised mackintosh. His penis lengthened as he
recalled how he had lain awake late into the night, with rushes of
femininity washing over him, feeling that strong desire to be dressed
more and more prettily.
Now that it was morning, however, and the time that these dreaded things
might happen to him, those desires evaporated. How humiliated he might
feel in front of his mother, and in front of Jodie who was his own age.
He plucked up his courage to try and turn his grandmother's mind away
from such a plan.
"I would much rather wear just shorts and a plain blouse, Grandma
Valerie," he said. "I don't want mama to think I'm girlish. And what if
Jodie saw me wearing something frilly, which girls might wear? He would
think I was a sissy."
"Oh my goodness," he heard behind him; "is that boy changing his mind,
and returning to nasty boyish thoughts?"
It was Grandma Agatha, Jodie's grandma. She had come into the bedroom and
Jodie's mother, Sonia, was with her. Grandma Valerie turned on her stool,
so that her grandson faced them as they approached. How he blushed, to
have them hear what he had just said. Grandma Agatha had been so strict
with him last night, smacking his bottom for being boyish and dressing
him in items of her own feminine clothing.
He felt even more sheepish because of how smartly she was dressed, since
she and Grandma Valerie were going into town this morning to do some
clothes shopping. Her dress shone in the sunlight from the window: lilac
taffeta, shaped elegantly to her beautiful figure, with long kid gloves
that disappeared inside her three-quarter sleeves, and high heeled boots
that disappeared beneath the narrow skirt of her dress. He felt bashful
in front of Sonia too. She was wearing a crisp blouse in pale pink silk
printed with flowers, with cuffs buttoning below her elbows and a high
frill that cupped her chin and earrings in a crisp ruffle that continued
behind her hair. Her silver grey skirt was narrow and sizzled as she
walked, the same as her mother's dress, and as yesterday, she was wearing
shiny, white, very high heeled shoes. The two women stood over Roger and
looked down at him severely.
"I... I'm sorry, Grandma Agatha," he ventured, feeling the reddening of
his cheeks. "It... It's just that I'm so worried about what Jodie will
think of me." His eyes fell on her shiny boots and the shiny buttons up
the front of her skirt, and some of the desires he had felt while she was
dressing him the day before began to stir in his penis. His hands
gathered his silk peignoir more closely about him.
"I think it would be a good idea for you to pop to my bedroom, Sonia
darling," grandma Agatha said to her daughter, "and pick out some pretty
things of Jodie's for Roger to wear this morning. You can dress him in
them once Valerie and I have gone, and when the boys see each other
looking pretty, I think our little child here will accept his sweetness
as something that nice boys share together. When we return home, the two
of them should be ready to form a sweet couple for us to see. What do you
think, Valerie?"
Grandma Valerie slid her blouse sleeves more closely together around her
grandson's middle and hugged him with a kiss on his neck. "I agree with
you completely, my dear. May I suggest putting him into a padded bra,
then into a little silk bodice, with panties edged round with an inch of
delicate lace. Be sure to choose one of Jodie's sweetest blouses and
shorts, Sonia dear. Your darling boy has such wonderful clothes that I
know for sure they will work wonders on Roger's unfortunate attitude."
Sonia withdrew to pursue their plan, and Grandma Agatha sat on the end of
the bed opposite Roger and his grandmother.
"We must do all we can for the poor boy," she said, her greying hairstyle
tilted sympathetically to one side. "He needs to be kept constantly in
apparel that undermines his male stubbornness, and I know two or three
fine retail outlets in town which stock just the sort of thing I have in
mind for him. You will be able to see what I mean and add your own
desires, my dear."
"Thank you a thousand times, Agatha. I only hope that seeing Jodie
looking so sweet and behaving in such an effeminate manner will snuff out
Roger's unfortunate boyishness and attract him towards grace and
prettiness. Your grandson's influence will certainly improve the manner
and the desires of mine."
Roger's hands tightened his peignoir around his middle in case the
opening at the front might separate and reveal to Grandma Agatha how her
talk was making him stiffen between his legs. Not a moment too soon, the
two grandmothers got to their feet, set Roger on the bed, and after they
had both given him a long, succulent kiss on his lips, they sat in front
of the dressing table and put on their hats, arranged their veils and
prettied themselves with immaculate perfection. As Sonia returned, they
gathered their purses and fur stoles.
"I see you have chosen well, darling," said Agatha. "Don't accept any
signs of that naughtiness we saw yesterday. I think our little friend
here will respond well to being overwhelmed with femininity. Cuddles and
kisses might be a good start."
"I like that, mother," returned Sonia. "I'm sure Thelma would love me to
coax her son into sweet emotions to go with his pretty clothes. We'll see
you after lunch when you return."
***
"Your little satin vest and matching panties make you so lovely, Roger,"
said Sonia, her voice warm with admiration. "I can see that you like
them, because your little popsie is standing up inside the dove grey
satin, pushing the gusset out sweetly in front of you. I like the darling
lace detail around your vest, sweetheart," she continued, holding the
embroidered lower half of his bodice in her fingers. The hem was slightly
scalloped in a cutaway style, with glittering needlework in floral swirls
of gold and silver thread.
Roger had never imagined how divine it would feel to be dressed by
Jodie's mother. he knew that his own mother was showing Jodie some of her
dresses and blouses in their bedroom, which was in the other wing. How he
would hate it if the others came into Grandma Valerie's bedroom and
brought a stop to the bliss he was enjoying as he was put into some of
Jodie's pretty things. As Sonia fussed the scalloped edges to his
panties, he couldn't help himself from putting his emotions into words.
"S-Sonia, I love you t-touching my lingerie... w-with your hands." His
face coloured in a single sweep, from his neck to his scalp, turning a
darker pink when Sonia smiled at him with her beautiful teeth and lips.
If she had put her arms round him at that moment...
Instead she leaned closer to him and planted her glossy lips on his,
resting them there for a long moment. She withdrew them only far enough
to speak, her breath fanning him with her words. "I like you to tell me
what makes you feel lovely, sweetheart." and looking down, with her long
curled eyelashes almost touching his, she felt the delicate edging of his
panties again, her crimson varnished nails moving exquisitely in and out
of his lace. "And I like you to ask me to make you feel pretty."
Her fingers frolled his panties over and over, adding even more stiffness
to Roger's penis, trapped in the shiny gusset. His eyes closed and he
would have swooned to one side, maybe falling off the bed, if Sonia
hadn't caught him round the neck. She slipped her other arm round his
waist and breathed into his face: "You are such a good little boysie,
Roger. I want to make you my little, candy pink sweetie," and she kissed
him more directly, her moist lips parting and puckering over his so that
he felt deeply loved and overwhelmed.
When her lips lifted from his, it was to ask him: "Sweetheart, would you
like Sonia to make your hands as pretty as mine?"
"Oh yes please... I would... Thank you."
Sonia slipped to her feet in her slithering taffeta skirt and led Roger
by the hand across the room and out onto the landing. Sweetwell Park was
as quiet as at night time, cool beneath its high carved ceilings and
fragrant with the scents of all the women who lived here. They passed
into Sonia and Jodie's bedroom and came to one of her tall wardrobes in
dark wood inlaid with walnut in floral bouquets. When she opened the
door, a column of glass fronted partitions faced them. Sonia opened the
one marked 'Gloves'.
She knew which ones were right for her darling teenager and brought them
across to the bed. Roger melted in her hands, prepared to do anything she
wished, and she laid her pair of gloves out across his bare legs, an inch
or so from the lace edging of his panties.
They were elbow length gloves, in white lacework in a design of
interlocking little leaves with a hint of pink. The hands were complete,
but from the wrist they opened into long buttoning arms, with loops for
buttonholes and the most beautiful pearled white buttons that Roger had
ever seen. She took one of his hands and fitted a glove over it, feeding
it over each finger until he was right inside. "What do you think of your
buttons, pet?" she asked, slotting them through one by one.
Roger was barely able to speak as his arm was gradually closed up inside
Sonia's glove, but she made out what he managed to say: "I-I love pretty
glove buttons, Sonia."
"So do I precious. Don't they look lovely as they slot through their
button loops and clasp you more securely inside my gloves?"
He gasped with disbelief. He was being allowed to wear Sonia's own
gloves... and there were ten buttons on each, from the inside of the
wrist to where the gloves ended in a little trim of pink lace, two inches
short of his elbow. When he was dressed in both gloves, Sonia lay her
hands palm upwards on the lap of her taffeta skirt, and Roger opened his
fingers and lay his gloved hands delicately down to have his hands held
by Jodie's mother.
"Well now, my nice feminine boy, I have felt the prettiness of your
lingerie. Is there any part of my clothing that you would like to fondle
with your pretty gloves?"
Roger had no hesitation. "Yes, Sonia. I love your blouse... especially
its lovely frill at your neck." Then he did hesitate, before bravely
continuing. "May I feel your neck frill, please. It's so pretty!"
It was Sonia's turn to blush. She smiled and sat closer to him on the
edge of the bed. "Darling, I would like nothing more than for you to feel
my blouse frills. You may kiss them if you like."
The boy's breast was pounding as he inched his lips closer to Sonia's
blouse. He had a yearning to kiss that pink silk spread with bluish
flowers. He could kiss her in the middle of her bust, maybe? But his lips
pressed softly against the silk frill outside her ear. The silk gave way
to his kiss, robbing him of the pleasure he expected, so his fingers
reached for the ruffles, holding them ever so delicately in his lace
glove, and he was able to press a fervent kiss of passion onto the neck
of her blouse.
"And here, my darling," she encouraged, her varnished finger nail showing
him part of her frill close to her chin. She had moved more directly in
front of him, so that his nose touched her chin as he kissed her blouse.
"Oh Roger, that is so lovely, I want to kiss you," and the startled boy,
like a rabbit in headlights, sat stock still for Sonia's beautiful lips
to find his and cup them softly... twice... three times, before her hand
slipped round his neck to hold him as she pressed her kiss more
purposefully onto his mouth.
Roger's pleasure thickened and lengthened his penis deliciously in his
satin panty gusset. When she withdrew her lips, she held the back of his
neck between the fingers of both her hands. "Maybe you are ready for me
to dress you in my blouse, darling?" she said.
Roger's lips went out of control. "Y-Your b-b-blouse, I... I w-wouldn't
know how to w-wear it, ma'am. I..." His blushes returned as vividly as
before, bringing a smile to Sonia's lips, and she couldn't resist
planting another kiss on those lips as they trembled. It was as she was
kissing her favourite pretty boy of the moment that they heard Jodie
calling, and a moment later, as her lips separated reluctantly from
Roger's, her son swept in through the doorway, led by the hands on either
side by Roger's mother, Thelma, and Maid Hilda.
They had gone one step further than Sonia and Roger had managed together,
because, Roger saw at once that Jodie was wearing his mother's pink and
white striped blouse, its billowing sleeves spreading crisply around him
in their pinkish fullness and her large pointed collar reaching forward
from his chest.
"Look at me, Roger. I'm in your mama's delicious candy striped blouse.
Isn't it a dream?" and he pirouetted on his own around the room, coming
to a halt in front of his mother's long mirror to pose sweetly in his new
treasure, his hands turned out sweetly from his thighs, and one of his
bare legs crooked girlishly at the knee in front of the other.
Roger didn't know what to think. He was jealous, maybe, that his dear
mama had spent so much time with Jodie, and had even dressed him in one
of her blouses. He suddenly wanted to wear that blouse himself, and
became doubly jealous. It could have been that Sonia saw these emotions
battling across his face, for she stepped in and pointed the direction
she wanted the boys to move in.
"Why Jodie darling, you look simply beautiful in Thelma's blouse. I never
would have thought you would suit a grown up blouse so well. But I have a
splendid idea that will make both you boys feel absolutely wonderful
together." She paused, until satisfied that both the teenagers were
hanging on her next words. She exchanged a smile with Thelma, then told
them of her idea.
***
"Step in here, darling," said Sonia, holding the burgundy satin of the
dress in a circle on the floor, the layers of petticoat frills almost
hidden underneath.
Jodie had misgivings. He had never worn a dress before. It was a shock to
him to discover that in his Grandmother's bedroom there was a wardrobe
stocked with amazingly pretty and lavish dresses, all waiting for the day
when their little angel might want to wear them.
And here he was, having made his selection... and having chosen one for
Roger to wear. His Mary Jane shoe slotted inside the wide, richly shining
white collar of the dress, found itself on the carpet, and he followed it
with his other shoe, held by the waist by Maid Hilda to prevent him from
falling. His mama lifted the glossy burgundy bodice of the dress... heavy
in its satin and with layers and layers of petticoat frills, but more
especially because of the pink panty inside it, which drew its elastics
up his legs as the dress rose higher, pulling past his knees, and higher.
"Slip your arm in here, my pet," said his mama, and Aunt Thelma helped
him, so that the puffed satin sleeve slid up his arm and over his
shoulder. The other sleeve slid up his other arm, and the beautiful white
collar, which is what had attracted him to this dress, spread deliciously
around his shoulders on all sides: a sailor collar, beginning at the
front of his waist with a stiffened white bow of satin, then dividing in
white to cover both his shoulders, before forming two big squares of
white satin over his shoulder blades.
But even more astonishing was the feeling for his popsie. It was held and
caressed in the front of the dress, inside his dress panty of pink satin,
with petticoat frills cascading down either side of it. Thelma drew the
dress together at the back for him, and fastened the three little
burgundy buttons beneath the white squares of his collar. He was now
fastened into a girls' dress.
Jodie went very quiet. He was so lovely, and he recognised it at once as
a girlish feeling. He held the sides of his dress out wide, turned to the
others, and set off walking round the room, his dress bobbing on the
layers of silk petticoats and his popsie slipping deliciously from side
to side and up and down in the gusset satin of his dress's panty. His
voice gave out little cries as he bleated his emotions. His face was a
picture of blissful astonishment.
For Roger, this was a warning. He had a strong feeling that Jodie had
been rendered girlish in some way. His friend was even acting like a
girl, catching strands of his hair at the sides of his face in his
fingers, holding the hem of his dress, stepping across his other leg as
he walked. He wondered about the dress that had been chosen for him. It
was even more girlish than Jodie's and he wanted to back out before it
was too late. Alas, he would not be able to, because it was Sonia who
came to him, breathing prettiness and enthusiasm and holding her arms out
for him.
"Come along with me, Roger my little sweetness. Let me help you into the
lovely dress that you are going to wear with Jodie."
She brought him to his mother at the bedside, where Maid Hilda stood with
a pair of ruffled bloomerettes to go with his dress. He recognised the
same pale blue ribbon that ran through the lace, the same as in the wide
lace collar of the party dress he was going to wear. Maid Hilda stooped
down and presented the waist elastic to his feet.
Should he put his shoes in through this dreadfully effeminate
undergarment? His mind was made up for him by his mother, who sensed his
hesitation and lifted his leg from the back of the knee to plant his foot
into the opened silk leg.
The bloomerettes were so cold and so slippery. So soft and girlish. His
mother lifted his other leg, and Maid Hilda had him in the big pair of
panties. They were sliding up his legs.
"There now, aren't they gorgeous!" said Sonia, tucking the waist elastic
behind him and spreading the dreadfully pretty bloomers outside his legs.
They reached halfway from his aching penis to his knees.
"Roger darling, you will feel as wonderful as Jodie when we have put you
into your lovely dress."
The sizzle of the blue silk taffeta made his heart jump as his mama
lifted the dress from the bed. Maid Hilda helped her, and between them,
they approached him and lowered the circle of the dress to the floor,
opening it at the neck and waist for him to step into the white silk
panty inside.
It was terrifying. He would be encased in two terribly pretty panties at
the same time. So much prettiness. All this girlishness. He clasped his
cheeks in his lace gloves and screamed for all he was worth. "NO! I'M NOT
A GIRL!... I WON'T WEAR A DRESS, D'YOU HEAR! ... I WON'T! I WON'T! I
WON'T!"
He turned to run, anywhere, out of the room... even out of Sweetwell
Park! But he didn't get that far. He didn't get any further than Sonia's
arms, for she held him instantly and between Maid Hilda and herself, they
wrestled their wriggling bundle onto the middle of the bed.
"I don't want a dress... I don't want these sissy bloomers... I...
don't... want... these... gloves!" He pulled at the gloves but found they
were immovable because of the buttoning as he lay on his back between
three women who looked down at him in his temper: Sonia and Maid Hilda on
either side of him, and his mother who had slid herself into the middle
of the bed and was sitting with his head between her blouse and her
knees.
"Oh dear. What have we here? A return to your worst behaviour, Roger? It
looks like your punishment yesterday did not do the trick, even though it
looked as though you were indeed becoming a properly nice and sensitive
boy.
"True," said Sonia, grasping Roger by his gloved hands and lifting him so
that he sat up with his back against the pink blouse that he had found so
lovely only a few minutes earlier. "It looks as though we had better
feminise your little darling even more thoroughly than last time. How
else are we going to make him see how sweet it is to be girlish and to be
dressed nicely?"
"It will be the best thing for you, Roger," he heard from behind Sonia,
and into his view came Jodie, looking ever so girlish and so, so pretty
in his burgundy dress with its wide whie collar. "I want you to be pretty
like me, Roger... so please be good and let mama feminise you by dressing
you in some ladies' things.
The world seemed to have come to an end for Roger Pressington. The
thought of being put back into Grandma Agatha's skirt and blouse, and
even her mackintosh, was too much for him, and his tears flowed down his
face as he shook with sobs in the arms of Sonia. They were going to
feminise him!
***
In Chapter 4, Roger has to be feminized and deeply dressed by both
grandmothers.
This story is serialized in the Wendyhouse at
www.primspetticoatwendyhouse.com
Julianne
- 25.12.2021
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Summer Sissies at Sweetwell Park part 2 of 5
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