Andrew The Unsuspecting Sissy Part III
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Andrew The Unsuspecting Sissy free porn video
ANDREW'S INTRODUCTION
Audrey was alone in her study. Up on the 60 inch, big screen was a
security camera that flashed from locations all across the manor. Audrey
locked in location six and location eleven. She then pressed a button and
stood up and removed her blood red silk blouse and unclasped her long
black tweed skirt and lowered the zipper and watched as the skirt puddled
at her feet. Carelessly she stepped away and adjusted her hose and garter
belt. She was braless and wore no panties. She gently caressed herself and
thought that she was in her peak at age 37. Not an ounce of fat, a workout
regimen of a professional athlete and the best pampering money can buy.
Yes her lifestyle cost a great deal, but she was wealthy, she could afford
it. Plus, she made dreams come true for her wealthy clients and why
shouldn't she reap the benefits, she thought. Just then, her train of
thought was disturbed by a knock at the door.
"Enter," she intoned.
The door opened and a beautiful teenage domestic opened the door and came
into the study with a negligee on her arm. She immediately helped her
mistress into the diaphanous long black garment that now accentuated her
stunning nudity. She was adjusting the tie string when her mistress
smacked her hand away. "Gretchen pick up my things and be off with you."
"I can't stand to have you sissies constantly pawing me."
"Oh, my daughter will be in here twenty minutes, just show her in."
"Yes ma'am," replied the now curtseying sissy."
"Gretchen, tell me how long have you been at the Manor?"
"Well, six years I think, the sissy stammered," now fiddling with the hem
of her short black uniform skirt. "And you're 22 now?"
"Yes Ma'am."
"And tell me do you like it here?"
"Well, I'm not sure what you mean?"
"I mean, yes, I think...I like my room and the pretty things I think, is
that want you wanted me to say?"
"Oh!" enough you twit, said an exasperated Audrey, "your mother was right
to send you to me, you couldn't possibly run her family's publishing house
after your father died."
"Why, I think it's an achievement for you to get your panties on over your
heels without falling."
"I can't imagine you ordering people around, could you?"
"No ma'am."
"Well, you're safe here, and we'll continue your training."
"After all, as a man you would have been a failure, but as a sissy you
show great promise." Upon hearing this, the sissy smiled shyly, picked up
Audrey's clothing, curtsied once again and left the room.
Audrey sat down on the couch in front of the tv and threw her legs across
the soft leather. The screen scanned the Manor for supervision and
security and on this evening entertainment. Two feeds were locked on the
split screen, feed six and feed 11. As Audrey relaxed and kicked her feet
onto the length of the couch her negligee opened and her magnificent
stocking clad long legs were on full display. Her garter belt framed her
full-lipped hairless sex. Even now she found her nether lips were
moistening with anticipation and she let her hand fall to their folds and
gently teased herself there.
In the corner standing quietly was Cassandra. The study was the sissy's on
duty room this evening and she stood ready for orders. Her ears were
plugged and she was instructed not to view the television. She was to
respond only to hand signals.
Just then the feed from camera six showed movement. A young girl entered
the bathroom in some side zip plaid shorts and a rather tight fitting crop
top. Her midriff was bare and he tummy was flat as a board Her brunette
hair was piled high on her head. She turned on the tub and then turned to
the mirror to look at herself. Her doe like eyes and smooth skin were
mesmerizing. Thoughtlessly, Audrey was moving her finger more deliberately
as she watched the waif begin to disrobe. She was tiny! Maybe 5 foot 2 and
perhaps 105 lbs. Her waist couldn't be more than 23 inches now.
She turned to face the camera, unbeknownst to her, and removed her top.
Her bra was snow white and cupped her immature breasts beautifully. She
was blossoming into womanhood nicely thought Audrey. Expertly the girl
reached her hands behind her back and unclasped her bra, all the while
keeping close attention to herself in the mirror. She shrugged off her
feminine undergarment and ran her hands over her tummy and then up to her
nipples, which she playfully chaffed.
Audrey was feeling the heat within her rise and she was now becoming
bolder with herself as her fingers were both penetrating her moist labia
and rubbing her clitoris. She couldn't help herself. This porcelain doll
was her creation. It was her best work she thought and the fun was just
beginning!
The now braless young girl moved her pink tipped nails to her side zipper
and unzipped her shorts and shook them down. It was a bit of a fight
because the shorts were so tight. Her peach silk pantied bottom was now
fully on display and looked absolutely edible. Audrey thought back to the
numerous hours of training, milking and breast feeding and realized it had
all paid off.
Audrey saw the young girl on the TV step back towards the tub and became
even more aroused when she saw the girl's tiny stem poking upwards from
her panties. Fully erect it couldn't have been more than 3 inches. It was
positively ladylike!
And that was it. Audrey was now rubbing herself more intently and closed
her eyes for just a moment as she was overcome by the vision of her
precious Andrew sliding off her panties and entering the tub.
She opened her eyes and saw her daughter standing over her, "Mother!" said
Sarah., "You are awful!"
"These sissies have such an affect on you!"
"Darling, you scared me," said the now recovering Audrey. "And, you're
dripping wet!"
"I'm sorry its pouring outside Mother and I was late so showed myself in."
As Sarah looked at the feed from six her mother clicked it off and had
feed eleven fill the screen, an empty room. Her daughter leaned down for a
kiss and her mother bade her to remove her wet things and sit done. "I'd
say change, but you are late and we don't have much time to talk."
"But, I think you're going to be deliciously surprised she teased."
She waived her hand to the sissy maid in the corner. The maid came forward
with a towel for her daughter and then scurried to a drawer and returned
with another towel, bent down on her knees and carefully washed her
mistress's sex. After which, she returned to her corner to await further
instructions.
"Well, its almost summer and you know what that means Sarah."
"Yes mother, its time to get another one of our "girls" ready to be
married!"
"Not just any sissy Sarah, this one is special and this sissy has a most
important job."
"Tell me more mother," said the captivated Sarah, "and don't be such a
tease."
"I will darling, but first make yourself at home and get out of your nasty
wet things."
Sarah disrobed and revealed an athletic tanned body in mature lingerie. A
Lejaby jacquard burgundy bra and panty set. She stepped away from her wet
clothes and the sissy in the corner quickly came forward and retrieved
them. Both women looked at the sissy and laughed at the same time.
Chapter two: Andrew's boyfriend
Audrey sat up and started the conversation, "Sarah do you know Jim
Breckman?"
"No," said her daughter who was now being served tea. "Well, Jim is about
to become a billionaire."
"He's the most eligible bachelor out there, and he can have any woman he
wants."
"So, mother what woman has he chosen?"
"Well," continued her mother, "it seems our Mr. Breckman has reviewed
several photos and videos and has chosen one of our sissies."
"It seems he's just overcome with affection for our special panty boys."
"He just can't get enough!"
"He should be here soon, would you like to see him."
"Yes, Mother I'm more than curious."
"Okay then," and she clicked on feed eleven and sure enough Gretchen was
seating Jim in the room on screen. "He's sooooo handsome," said, Sarah. "I
know," said her mother "he's delish!"
"But, you'll have to control yourself because he's taken."
"Mother, with whom?"
"Not just yet Sarah, sit and watch." The two women settled back and
watched the reverie. No sooner had Gretchen served her guest a drink and
was walking away when he reached down under her skirts and playfully
pinched her bottom. Gretchen was surprised and turned to Jim, but Jim was
smiling and Gretchen was blushing. She had been trained to please her
guests.
Jim sat down and pulled Gretchen onto his lap. The minx playfully
struggled on his lap. Audrey knew she was rubbing her pantied bottom on
his lap trying to excite him. "Now, said Audrey watch this!" She pressed a
bottom and a screen came down on the wall by Jim and Gretchen. Audrey
pressed another button and feed six was piped into the room. It was the
sissy bathing and playing in the tub. Sarah said, "Do I know her Mother?"
"Shush darling, let's watch!"
Jim was enraptured, and was now staring at the screen. Gretchen stood up
and began to remove her uniform. In no time she was in her black bra and
black panties. She was long waisted and very thin. She was adorable, but
Jim was still staring at the screen and watching the sissy in the tub who
was by now soaping herself and splashing about in the warm water of the
very large tub.
Audrey turned on the sound from feed eleven. "Here sir, Gretchen said,
please let me remove your pants and make you more comfortable."
"Is that okay with you sir?" said the coquettish sissy. Jim nodded his
approval, and with a quick zip, the slight sissy pulled off both Jim's
pants and underwear. "Oh my word," said Sarah, Jim is so large."
"How will that tiny sissy handle him Mother?"
"He might rip her in two."
Just then Gretchen dropped down to her knees and placed herself well
between Jim's legs. She was just a few inches from his member and looked
right at Jim and said, "Mr. Breckman, may I?' Once again Jim nodded his
approval and on her knees, Gretchen reached forward and took Jim's manhood
into her small hands. Then she started kneading the phallus and rolling it
in her hands. "Oh, look at the dear," said Audrey, "she doesn't know what
to do first!" Gretchen's small hand could barley grasp the large member
but she didn't get frustrated, she started pumping it and then leaned
forward, opened her lipsticked lips and boldly licked Jim's still growing
member. This went on for a few minutes and all the while, Jim was
transfixed on the screen and the girl in the tub.
Gretchen now found her rhythm and Jim was fully erect. "Now that's
impressive." said Sarah. "Yes darling he's a stud who only has eyes for
sissies and one sissy in particular." Just then, Gretchen guided Jim's
penis into her mouth and began sucking on it in earnest while running her
small hand up and down his shaft. Every few strokes or so, Gretchen would
push her head forward straining to take more and more of Jim's largesse
into her mouth until her gag reflex temporarily stopped her. But Gretchen
was determined and tried to take even more and her shoulders would shrug
and she would fight her gag reflex to get the foreign object deeper into
her throat. Gretchen was well trained and an accomplished fellatrix.
"Gretchen is a people pleaser, "said Audrey tongue in cheek. Sarah
laughed. "Mother you are bad, but you're right, that sissy is a natural,
certainly better than me!"
"Darling, you know sissies were made to service men in that way, it comes
naturally...it's what they were born to do!
Jim was still watching the sissy in the tub. "Mother, can't you see that
is the look of love."
"Oh yes darling, that's Jim's fianc? in the tub."
"Although, they've never met!"
"Darling don't looked shocked!"
"Marriages get arranged all of the time and this will be no different,
well maybe a little different!"
It had been several minutes and now Gretchen was pumping her head up and
down rapidly. Her mouth was puckered and it was obvious Gretchen was
sucking Jim's penis with very intention of completely draining him, or at
least those were Audrey's instructions. Jim now had one hand on her back
and was unconsciously playing with her bra straps as she went up and down
and the other was on her satin, pantied bottom. He was now thrusting
himself into Gretchen's mouth and Gretchen was struggling to keep her
teeth out of the way and to relax and open her throat even more. Jim was
still staring at the screen and was in a state of intense agitation.
Seconds later, Jim pushed Gretchen's head down on his penis and was quite
literally choking her and just then her throat convulsions caused him to
loose control. Jim was cumming now and started emptying his manly seed
into her mouth. And, there was so much ejaculate. Now Gretchen's eyes were
tearing and she was swallowing but some of the sticky, thick fluid was
already dribbling out of the sides of her mouth. After a minute or so, Jim
still held Gretchen's had between his legs ands when he had sufficiently
recovered he told her she could get up. She did as instructed. And as she
moved her head up, the sound of Jim's head popping out of Gretchen's mouth
resounded throughout the room.
Both women were laughing. "What a total man" said, Sarah. "Yes indeed,"
replied Audrey. They looked at the TV and saw Audrey licking Jim's groin
clean.
She took extra time to like his shaft and balls with her tongue and lips.
She then arose, got a towel and washed him off. As she walked away with
her uniform and slips in hand, Jim turned her around. Her chest was fully
flushed from her ministrations. Jim looked at Gretchen in her eyes as he
ran his hand between her legs and he felt her panties. They were
completely soaked, but with the dark fabric only an inquiring hand would
have discovered as much. Mother, said "Sarah, why isn't that sissy
properly gaffed?"
"That sissy is getting away with murder."
" Now, now, the sissy's little orgasm was for Jim not for her."
"He adores sissies and we have to encourage him."
Audrey turned off the feed from room eleven. The two scantily clad women
huddled on the couch. "So, mother let me understand you, that sissy up in
the tub is marrying Jim in six months and they've never met."
"Yes, darling that's correct."
"Has Jim so much as even spoken to our fair maiden?" giggled Sarah. "Not
as yet." replied Audrey. "Okay Mother, what's my role in the play?"
"Well," said Audrey, taking hold of her daughter's hands, "you're going
introduce our young miss to courtship."
"You are going to awaken our sissy's unknown desire to be adored by a
man."
"But Mother who is that sissy in the bath tub? They both looked at the
screen which now showed feed six and the sissy stepping from the tub. Her
previously small member had shriveled even further, as she grabbed a towel
and began patting herself dry. They both watched as the sissy walked
across the spacious bathroom to the makeup mirror and bench and sat her
nude bottom down to begin her routine. The angle of the camera caught her
tiny erection peeking from between her smooth, thin thighs.
"Mother is that...could that be..."
"Yes said Audrey it is."
"Sarah's face flushed red and her chest began heaving so much so that both
of her nipples were on display and erect a fact which was not lost on her
mother. "When did he get back from school?"
"Two weeks ago."
"Oh my god he's perfect!"
"My stepbrother is the most perfect sissy on the planet!"
"I haven't seen Andrew in years."
"I'm 22, so now he's 17 going on 18 right?"
"Yes Sarah, I know you have questions and all I'll say is this:"
"I need your special kind of help."
"I want you to share a room with Andrew and teach him how to be a loving
wife to Jim."
"I want you to make sure that this marriage happens and that its
everything that Jim wants."
"For us it means position and riches enough to fulfill our most wild
dreams."
"Will you take your stepbrother in hand and complete his transition to
sissy wife?" Sarah hesitated for a moment and then admitted, "Mother the
thought of it is making me wet, of course I will."
"I thought so," said Audrey. "We start at breakfast, so get a good night's
sleep!" With that mother kissed daughter and they both left the room.
Sarah walked away thinking that her stepbrother will put Gretchen to
shame. By the time she was finished with him, he'd have Jim under his
spell and would enjoy every minute of it. Yes, she didn't know why, but
these sissies made her pussy wet and her stepbrother, even more so! Sarah
couldn't wait for tomorrow and as she looked down; she saw a small wet
spot in her panties. She touched her finger to the spot and pressed and
her eyes rolled and shut for a moment and her shoulders shook. Yes she
thought, tomorrow can't come fast enough!
THAT FATEFUL MORNING
The pretty room was filled with the buzz of the alarm. Andrew's baby doll
nightie was up around his armpits, his pink sleeping bra with all of it
delicate lace was in full view. Andrew rubbed his eyes and felt his head.
Thank goodness he thought all the curlers were still in place. He'd become
an expert at sleeping with the pesky things, but it was always worth it
when Audrey always gave curls lot's of attention.....yum!
Andrew snapped himself out of his daze and threw his soft, smooth legs
over the side of the bed and into his favorite fluffy mules. He stopped to
look at himself in one of the many mirrors in the room and felt he looked
a mess. I've got to hurry he thought. Only an 1 ? until breakfast and so
much to do to get prepared.
Andrew scurried into the bathroom and slipped his panties off and sat down
on the toilet.
Downstairs, Audrey was in the dining room. She was all business as usual.
She had just come from her kitchen inspection and at least two sissies had
red bottoms and were left crying. She was reading her paper and sipping
her coffee.
"Good morning mother," said Sarah. "Did you sleep dear?"
"Don't be mean mother, you know I didn't."
"I just couldn't stop thinking about Andrew, or should we now call our
sweet betrothed sissy Drew?"
"Drew is perfect!"
"See darling I knew this would be more than the usual assignment for you."
"And, you know, your dress today speaks volumes to what I just said.
"Really," said Sarah, "Do you like my choices?"
"Hmmm, let me think for a moment."
"The answer is quite definitely yes."
"I think our little sissy, will be truly inspired."
"You're going to wear him out and dampen several pairs of his delicate
panties."
"Take your time, the poor dear is already whisper thin and can only stand
so much," laughed Audrey. "Mother, I saw Jim and we both know how big he
is and what he's going to be expecting of Drew!"
"Yes, yes, but look at you!" Sarah was dressed to thrill this morning. She
always dressed "smart," but today she was dressed to get attention and to
keep attention. She wore Armani. A sexy, blue open-knit trim a-line halter
dress with semi-sheer layers of fabric that draped her body beautifully.
The dress fell just above her knees and when the sun caught it just right,
a delicious treat of her blue satin embroidered bikini panties were on
full display. And the shoes were to die for! Retro blue laquered pumps,
gloss finished with suede straps and a flower on the toe.
Sarah primped her hair and her mother commented on how beautiful it looked
this morning. "Well mother, last night I was a wet noodle."
"This morning I was reunited with Constance." Both women smiled "It seems
like I finished that sissy's training years ago!"
" Darling, she's just 21 and I pantied her when she was 15."
"Remember how she struggled and fought?"
"It was delicious to see her lose her will and model her first bra!"
"Her mother felt the same way, she agreed that he was meant to live out
his life as a sissy...as he was naturally inclined!"
"Well, who does hair and makeup better than Constance, she is truly
gifted."
"Sit and eat," said Sarah's mother. "your newest project should be down
shortly."
"He's been primping himself for the past 1?."
Just as Sarah sat down the most adorable sissy minced out of the kitchen
to offer coffee and juice. She was the perfect sissy domestic in her gray
morning uniform and as she leaned over, Sarah saw her frilly pantied
bottom and very red thighs. "Somebody's been a naughty sissy," said Sarah
sarcastically. She lifted the back of the dress and ran her hand across
the sissy's pantied bottom and thighs.
"Mother her thighs and bottom are still warm!" Audrey laughed. "I guess I
can't contain myself, but you know I like things just so and nothing
less."
Sarah was taking liberties with her hand and reached between the sissy's
smooth thin thighs and rubbed her strong hand on the sissy's pantied vee.
The sissy gasped at the very intimate intrusion but maintained her poise
and composure and when Sarah was satisfied that she was properly gaffed,
she removed her hand and said, "I'm ready to order."
Upstairs Andrew was just finishing his preparations. The sissy teenager
was applying his lip-gloss and touching up his hair and make up. Sitting
on his padded make up bench he thought to himself that he was really quite
pretty. He rubbed some scented moisturizer between his hands and then
applied it to his naked thighs. He loved this part and his little stem
grew between his thighs. Thank goodness he had learned not to put his
panties on prior to moisturizing. Audrey had warned him against "spotting"
his panties.
"You're a big girl now and you need to learn control," she told him time
and again."
But lately the sissy noticed she was losing her patience, so today he was
trying to be extra pretty. Her warning stuck in his mind: "Do it yourself,
or you won't like the way I teach you!" He knew he had to keep his sissy
emotions in check until after breakfast and his milking session when he
would be secured in his gaff, pantied and could then "relax".
Andrew looked at the clock and flew into a panic. He was late! He took off
his makeup bib to reveal a t-shirt that in script said, "I'm a ten!" The
t-shirt left his midriff bare and accentuated his tiny waist. He ran to
his closet and found a tiny terry cloth print skirt, which would look
adorable when matched with her cotton print pink panties with kiss me
spelled out in 20 different languages and kissing lips all over them. He
put on some sandals and was almost out the door, but had to have just one
more look. His long curls framed his feminine face and fell just to his
soft, small shoulders. His pink bra shaped his tender now almost b cup
breasts and could easily be seen thru his tight top.
Audrey is going to love this on me thought the eager sissy and clip-
clopped out of his room on his way to the dining room and a surprise that
would take the sissy's breath away! A surprise that would culminate on his
wedding night!
Breakfast anyone?
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