A Weekend with Peg
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Down A Peg free porn video
Down a Peg
By Shawna Stimple
It was a Saturday morning in 1965, when Jimmy finally pushed his mother
to her wits end. Meredith Baker had taken her 4 children to her mother's
house for a weekend vacation. Things had been stressful since she had
lost her husband in an accident at work one year prior. She felt that
getting away would give the kids a chance to clear their heads and maybe
bond again, since all they seemed capable of doing was bickering and
fighting.
Catherine was the oldest at 20, having recently enrolled in beauty
school. Sarah was 17, and an excellent student. She had plans of
university and was very forward thinking for her time. Susie, the
youngest at 14 was very much a tomboy, in that she liked to play sports
and enjoyed the outdoors, but still had a feminine beauty that had the
boys at school in a mad scramble for her attention. All of the sisters
felt saddened by the loss of their father, but were coming to terms with
life as it was. Then there was Jimmy.
Jimmy had just turned 16 years old, and was in a hurry to prove he was a
man and could do what he wanted. He took the loss of his father harder
than anyone, now being the only boy in a world full of women. He was a
slight boy, and fancied himself a rebel. It did not help that with his
high cheek bones, plump lips, and small nose his face could best be
described as cute, rather than handsome. In an attempt at rebellion he
refused to get a haircut since his father had died and his brunette hair
now fell down to his shoulders, but he kept it in an unkempt mess tied by
a rubber band. His mother constantly got on him about his disheveled
appearance saying, "I'm too ashamed to even take you in public
sometimes."
Having arrived the night before the family decided that they would turn
in early, so they could get up and help their grandmother with the chores
so they could take her out to a nice brunch, as a way of saying thank you
for allowing them into her home. However, around 8 o'clock, Jimmy refused
to get out of bed until his mother came upstairs and started threatening
to not help with the car he so dreamed of having.
"Jimmy," his mother said, "if you don't get moving and help not only will
you not be getting that car, you will also have to figure out a way to
feed yourself this morning. Now we're going to the club. Get up and get
your suit on now."
"If you insist on ruining my life, at least have the decency to do it at
a decent hour," said Jimmy.
"Get your suit on now!" she bellowed. "The only thing left to do is take
out the trash anyway. Your sisters were really on the ball this morning
so they'd have time to get ready. They are really looking forward to
dressing up for brunch. I wouldn't want to get on their bad side if I
were you, now move!"
"Alright fine!" he yelled back.
So he began his morning by putting on his dress pants and shirt, as well
as his blazer to keep off the April morning chill. He had to wait for his
mother to help with the tie. He went downstairs and began taking the
garbage out, but said no greetings to his mother or grandmother sitting
at the breakfast table.
"Sorry he's being so rude," said Meredith.
"It's okay. Boys will be boys. Give him a little bit of time and he'll
grow out of it," said Grandma.
Well Jimmy heard the end of their conversation as he was taking out the
last bin, and did not take to kindly to being talked about like he was a
child. So he did the least childish thing he could think of. He jumped in
a mud puddle.
"Why on earth did you do that?!" Meredith shrieked.
Jimmy's response was probably as honest as he could muster. "I don't
know!"
Grabbing him by the ear Meredith led him to the mud room in back of the
house and ordered him to strip. "Everything young man; I mean it."
Afterwards she handed him a pink terrycloth robe that her mother had
loaned her. He took it and stared at it like it was going to give him
some kind of disease.
He yelled, "I can't wear this sissy thing!"
At that point she reached the end of her rope, bent him over, and slapped
him right across the butt. She just kept spanking and spanking until she
had nothing left and he had no resistance.
She ordered, "Now you will go upstairs and ask Catherine to help get you
cleaned up and ready while I find something for you to wear. Have them
make you look presentable for once."
With no fight left and a little fear he marched upstairs and knocked on
the girl's bedroom door. Given the signal that everyone was decent, he
walked in to find, Susie, sitting under a portable dryer with her hair up
in curlers, wearing her dressing gown, while Sarah sat already dressed in
her white blouse, and pink knee length pencil skirt wearing an apron
while Catherine put the finishing touches on her make up. Her hair was
short, black and side parted much like Audrey Hepburn. Catherine, who was
the first to awake and get her chores done, was completely ready in her
yellow floral print shift, perched atop 3 inch white pumps. With her make
up immaculate, and her hair teased into a short beehive with a yellow
ribbon tied around and into a bow above the bangs, she was a vision of
femininity.
"What happened to you?" asked Sarah finally noticing Jimmy.
"I jumped in the mud. Mom's furious. She sent me up here to have you guys
clean me up and in her words, 'Make me look presentable for once'."
"Well take a shower first," Catherine said. "Don't forget to wash your
hair and use the conditioner."
After grumbling some illegible response Jimmy proceeded to the bathroom
adjacent to their room and ran hot water. He than did every thing as they
asked him to do out of fear of their mother's retribution.
Meanwhile in the bedroom, Catherine was removing the bonnet drier from
Susie's head. "I don't know what his problem is," Sarah said. "He thinks
he's better than us and just because he's a boy he doesn't need to take
care of himself."
Susie chimed in, "Yeah, he used to be nicer to me but now he just
complains about how I can't play ball with him anymore because I'm a girl
so now I'm good for nothing."
Catherine noted, "Also his hair and general appearance are such a mess.
If I could get a hold of it I'd at least like to clean it up and show him
that more doors would be open if he just presented a better image."
After removing all the curlers from Susie's hair she brushed and teased
them into place placing a black head band over her curls. Not being old
enough for make up Susie ran off to finish getting dressed in her room.
Just as she was leaving Meredith had come up stairs, having managed to
find a white button down shirt and a pair of old shorts, in some the old
things left around her mother's house. Walking into the bathroom she left
the clothes on the toilet seat and told him that his sister would fix his
hair when he was dressed. "I'll just pull it back. It should be fine," he
said.
"Not today mister. Today we're going to look as nice as possible for
grandma. You hear that girls. I want him to look nice. Don't let him
leave this room otherwise."
Jimmy came out of the bathroom, wearing the outfit his mother left. It
was slightly too small and just immature enough, that he looked quite
childish. "I can't believe she's going to make me go in this," he whined.
"It's so embarrassing. I'd rather look like some kind of sissy girl than
a sissy little kid."
This struck a chord with both Catherine and Sarah. He didn't know it yet
but he was going to regret saying those words. Catherine took the lead by
telling him to sit on the stool while she got her cape. "Sorry honey, but
the only one I can left that's clean is this one." It was bright pink
with white polka dots.
While behind his back she looked at Sarah and gestured to the mirror. As
the unspoken plan finally began to sink in, She quickly covered the
mirror with a near by towel. She had been thinking earlier how pretty he
could look when she saw his legs in the pink bathrobe earlier. He had no
hair to speak of below his eye brows. Apparently her sister had been
having similar thoughts.
"Now Mom told me to make you presentable, so you better not fuss or fight
with anything I do. You wouldn't want to get on her bad side again would
you?", she said as she set to trimming his hair. It seemed like she was
cutting a lot but when asked about it she said, "I'm just evening the
ends." She evened the ends all the up so that his hair was just barely
touching his shoulders. She hoped he wouldn't notice as she paid extra
care to the area right around his eyebrows. Next she grabbed her bobby
pins and two plastic roller's and brought them over and sat them down
next to Jimmy.
"What do you think you're doing?" he nearly screamed, not wanting his mom
to come up stairs.
"I have to put it up to dry it," Catherine stated.
"Yeah, have you ever seen a girl under a drier with out her hair up in
something?" Sarah chimed in.
"I guess you're right," Jimmy said. He had to acknowledge that he was no
expert in hair care.
So Catherine coated his hair in setting lotion and set to pin curling it
all around the crown, back, and sides, She then took the 2 rollers and
used them to wind up his new bangs that she had swiftly cut, and then
fitted a hair net over his head before he could touch it. Meanwhile Sarah
went downstairs to find the nail kit she had used the night before on
Susie. She arrived back upstairs just in time to find Jimmy being led to
the arm chair and having the drier fitted onto his head. Catherine told
him, "You're eyebrows could use a little work, but I'm sure it'd make Mom
happy." Not really knowing what she was talking about he agreed.
Sarah then added, "I went downstairs. Mom said to make sure your nails
were clean and mud free as well." So she set to work on his nails while
behind his back Catherine set up the wax kit. He had to admit that it was
relaxing being pampered, and fell asleep again, after getting such an
"early" start on the day.
It was 9:45 when he awoke. Rather than gently being brought awake, he was
ripped into consciousness much the same way as the hair was being ripped
from his brow.
The sisters had ripped off a wax strip each, just as his hair was done
drying. He was still so groggy that what they had just done did not
register as anything other than a rude awakening. He was then led back to
the chair half asleep as both his sisters began removing all the bobby
pins from his hair. Catherine said, "I just need to comb your hair a bit
so that it doesn't look like a tangled mess."
"Whatever," came the reply.
Armed with a can of hairspray and starting at the crown, she proceeded to
back comb his hair into huge mass that looked like an outward explosion
of tangled curls. She then proceeded to smooth the top back over a
created a giant bouffant bubble of hair at the crown at least three
inches high. After that she parted his hair on the left side and teased
the front lightly to that it too stood at least an inch off the scalp.
Next she smoothed all the curl at the bottom together creating and
outward flip, that circled all the way around his head. Finally she
removed the two rollers in the front, and then swept the lightly curled
bangs to the side. She knew that there was just one more thing left to
finish off the chic look she had created, so she grabbed a barrette with
a yellow bow, and clipped it into his hair on the right side next to the
bangs. It was this clicking noise that finally got his attention that
something wasn't right.
Running to the mirror and pulling off the towel was when Jimmy screamed.
He was now looking at a bouffant that would make any girl proud. His
brown locks teased high on his head now looking the neatest they've
looked in months. His eyes were then drawn down to his sudden and very
conspicuous lack of eyebrows. All that was left was a nice high arch
which left him looking more surprised than he already was. When he
reached up to feel the remainder, that's when he noticed that his nails
were somehow a quarter inch longer with squared tips and painted pearl
pink.
At the sound of the scream everyone else in the house came running. First
to arrive were Grandma and Susie. At first look at the scene in the room
the two of them could not help but laugh hysterically. Last in was his
mother who at first looked shocked, and then mildly angry. She said,
"Girls, you can't seriously expect him to walk out of the house in that
outfit with that hair can you?" Amazed that his mother was on his side he
smirked for half a second, only to then see her smile, and hear her say,
"Go find him a dress."
Sarah grabbed Susie by the hand and in a mad dash, filled with glee at
the approval of their scheme, and raided the closet for the most lady
like outfit they could find. The young boy stood in an almost paralyzed
state of shock while his oldest sister stripped him down to his
underwear, handed him a pair of pink panties with a bow at the waistband
and said, "Go put these on."
He looked to his mother, who had obviously been pushed as far as she
could, and resigned himself to his fate. After returning to the room now
clad in nothing but the dainty panties, his sister handed him a bullet
bra. "I don't know how to work this thing", he sobs.
His mother steps in and lovingly attaches the garment then set about
finding something to fill it. Catherine returns again with a corselet.
Asking him to raise his arms above his head she proceeds to secure the
awkward device around his waist, and tightens it about as tight as it
will go. Meredith then fills the cups of the bra with the stockings found
in the near by dresser, as well as a garter belt. "Two of these go on
your legs," she says with a laugh.
Just as they finish up his foundation, Susie and Sarah come back from the
closet with their arms filled to capacity. Dresses, skirts and blouse
combinations, ladies suits, and the like, are laid out across the bed.
He's subjected to a whirlwind of different outfits. Then suddenly, as
though struck by inspiration, Sarah says, "I think with hair that
girlishly precious, her first dress should be equally as divine.
Something that just screams femininity. We're definitely going to need a
petticoat."
That's when they settled on a sleeveless pink number, with a scooped
neckline, tight bodice, and a loose flowing knee length skirt. They
decide white stockings are the best, so after those are attached, it's
into the petticoat, and a white full slip.
"Now sit at the chair honey so Catherine can do your make up," said his
mother.
He felt a rush of masculine pride again, and firmly stated, "I am not
wearing any makeup."
"Sweetie, we are leaving this house one way or another, so you can either
do it looking like a boy in a dress, or you can go out into the world as
an average young woman who will attract no unwanted attention."
Looking around the room for any help out of this mess, he sighs and says,
"Alright, fine. If you think I'll look okay."
"Don't worry little sister," Catherine says reassuringly, "you will look
far better than okay."
So Catherine begins to work her magic. First she first adds a little
concealer, to hide the small blemishes, then tops it with a pale powder
just slightly lighter than his own fair skin. Next she focus on the eyes,
starting with different shades of pink and white eyeliner to really open
his eyes and make them look bigger. To add a more dramatic flair, she
uses dark eyeliner on the lower and upper lids. Then she took out what he
assumed was a torture device, but was actually an eyelash curler.
Surprised that he lived through the use of that thing, he was told to
blink steadily as he hoped he wouldn't be poked in the eye by the mascara
wand. After she was done with the eyes she moved onto the cheeks. Jimmy
may be skinny, but his cheekbones are not. All Catherine had to due was
apply pink blush with highlight them and give them a natural glow.
Finally she worked her way down to the lips. She began outlining the with
a pink lip pencil all the way around, drawing what she called a cupids
bow. To top it all off his lips were filled in with a pink lipstick, not
too subtle, but not bright either. His mother then gave him a tissue and
showed him how to blot his lips.
"Still think you're just okay?" Catherine asked.
"Oh my god!" was the only thing he could think of to say. His eye now
fell upon one of the prettiest girls he'd ever seen. Soft skin, luscious
lips, and big brown eyes. He looked very similar to pictures of his
mother when she was his age. He was looking at a girl whose number he'd
kill for, and she was looking back at him through a mirror.
"Well, we better hurry and finish getting dressed. We would want to miss
brunch now would we?" Sarah said, as she held the dress open for him to
step into.
As he felt the zipper slide tightly up the back, he began to not only
understand why the corselet was so tight, but also that his fate was
sealed. He could only hope to see this through and that maybe they'd come
to their senses before the day was over. With sash tied in a bow in the
back, he realized he would probably need help using the bathroom.
Susie the places a pair of pink pumps, with a three inch heel, and little
pink bows at the toes, on his stockinged feet. She then takes his hand
and teaches him how to walk. The heels push his rear out and force him to
walk with a girlish wiggle. After he is shown how to properly hold his
arms to his side and bend his elbow, the awkward movements are replaced
with confident steps of a feminine young woman. "And you thought I was
only good for baseball," she giggled.
After appraising the end of their work Catherine walks up and removes the
yellow barrette. "The color doesn't go with the overall theme, and I
don't think we'll really need it because everything else about you
screams girl," she said with an obvious sense of pride.
"I was going to save these for a special occasion, and I can think of
none better, than a picture of my new granddaughter," grandma says,
returning to the room, holding a jewelry box.
Jimmy didn't even realized she left, but now she was back fastening a
single strand pearl necklace, around his neck, and clip-on pearl studs to
his ears.
"Thanks grandma," he muttered, still unsure of how he found himself in
this situation.
"I wore these when I was your age. It's funny how the classics never go
out of style. Now let's head down to the living room so I can get a
picture of my daughter, and my four beautiful granddaughters in front of
the fire place."
So he stood there for picture after picture in various poses with
different family members. His grandmother said her favorite was the one
of the four granddaughters laying on the stomachs, with their faces in
their hands, smiling at the camera.
It almost seemed surreal but the dream like state came crashing to an end
when his mother said, "Come on ladies. We won't want to be late for
brunch."
He was given a pink double breasted pea coat with a large collar, and a
pair of wrist length white gloves. "Remember dear, a lady never ventures
out without her gloves."
The icing on the cake was a pink pillbox hat with a big white bow on the
front placed on his head, and set across the bend of his elbow, a pink
handbag filled with what he needed to freshen up his makeup.
"Mom please, you can't make me do this," he pleaded.
"I'm sorry honey but you really need to be taken down a peg." Just then
she had the best idea of the day. "Peg. Peggy. Come on Peggy, it's time
to get in the car," she said with a smile.
Jimmy, now Peggy, took her first step outside and hoped that this would
be a most uneventful day. We all know however, that it most certainly
will not.
To be continued...
Cathalina
- 10.02.2021
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