Becoming Sissy free porn video

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Looking at me now, one will have an extremely difficult time
believing this story. But let me assure you that every word is
true. It started late one spring afternoon. The weather was typical
spring weather, windy, wet and cold. I was walking home from high
school, hoping for a ride. I had just turned 18 a couple of days
before and was within two months of graduating. My options after
school were causing me much concern. I was very small, looked 16
and feminine. If you're thinking that's normal cause I am a girl,
let me tell you up to that point I was definitely all male.
Just around the block from school a shiny black Lincoln stops
beside me. I couldn't see the driver until he opened the dark
tinted windows. The driver was a very expensively dressed older
gentleman. His dark blue pin stripe suit, tailored shirt
and silk tie suggested to me a doctor or lawyer. Through his horn
rimmed glasses, I could see a gleam in his eyes. A well cultured
voice stayed my dotes when he offered me a ride. My opening the
door and sitting beside him signaled my acceptance of the offer. As
the car started rolling, he handed me an open bottle of soda with
the offer.
"You look like you could use this."
Mumbling my thanks, I quickly gulped down the soda. By this time
the car is traveling just above the speed limit. And soon we are
approaching my street. Stifling a yawn I point this out to the
driver. His response is to speed up. As I try to escape this
situation, I find that I can't release the seat belt, or open
either the door or window. As I start to cry and scream, he slaps
me, then shoves his hand into my pants and starts to fondle my cock
and balls. Despite all the stress, trauma and fear the d**g he put
into my drink takes effect putting me to sleep. But before I lose
all consciousness I hear him say.
"You'll do very nicely."
The first thing I noticed waking up was that my mouth felt as
if it was full of cotton. Next was that I was on my hands and
knees. Trying to stand I quickly hit the top of the large dog
kennel I was in. The kennel was like the kind you see at airports.
On the door was a large brass padlock and an a****l bottle. On the
end of the bottle was a nipple that resembled a tiny penis. As I
tried to force the cage door open with my hands I feel a tug at my
neck. Around my wrists are black thick leather cuffs, chained
together and fastened by another chain to the leather collar around
my neck, my ankles are also chained together.
Over my loins were pink rubber panties. Under them I felt the
cloth diapers. They were wet. Over the next several days I was
changed about every other day, so I was almost always wet. I sensed
a presence. Looking up I saw my 'ride'. He was now wearing black
latex pants, a red latex shirt and a black leather vest.
"Finally awake, I see."
"Where am I? Why am I here?"
"You're here and her for my use. No more questions."
With that He whips out His cock and relieves Himself over my body.
He produces a baby bottle filled with a pale yellow fluid. I suck
on the nipple to sate my thirst. The bitter taste stops me from
finishing the bottle. Pulling me from the cage, he throws me over
His knee and proceeds to paddle me, with a studded paddle.
"I am your Master, I own you body, mind and soul. You
will do what I tell you to do, when I tell you to do
it and how I tell you to do it. Until I tell you to
stop. You will be used by me, or anyone else I care to
let use you, for my pleasure, needs or desires. Any
resistance to that will be severely punished."
After twenty swats, He sits me in His lap. I cringe as I sit on my
red bottom.
"Is my little girl hungry?"
As I try to say yes, Master slaps my face.
"Baby girls can't talk. They can only nod,
cry and make baby noises. Now are you hungry?"
I nod my head. And Master opens a baby food jar of Brussels
sprouts. He shoves His middle finger into the jar. Removing His
finger from the jar, He sticks it into my mouth, where I sucked it
clean. I finished the jar this way. The next day it is a jar of
spinach. And instead of His finger, Master dips His manhood into
the jar. Pulling His slimy green covered cock from the jar, He held
it before my mouth. I refused to open my mouth and He grasped my
jaw and applied pressure to force it open. He then thrust His meat
into my open mouth, but I refused to give any oral action. After a
couple of attempts He pored the rest of the jar's contains into my
diapers and then He beat my thighs with a cane. This scene was
repeated for the next three nights. With the same results. On the
fifth night, I was led into the living room, where He threw me face
down over the coffee table. Master tied me down and ripped the
diapers off of me. Just as He was finishing the door bell rang.
Soon I found out who was at the door. It was four friends of
Master. All of them dominant men dressed in black leather. They
were all here for one reason, my ****. With a motion my owner said.

"She's all yours. Have at her."

The first man stood in front of my face. He was at least six feet
tall with brown hair and deep blue eyes. He was wearing black
leather jeans, a leather vest and a white t-shirt. He was very
hairy and he had a beard that was neatly trimmed. With his left
hand, He grasped the rear of my jaw and squeezed, forcing my mouth
open. Then He inserted a dentist's vise to keep my mouth open. With
that He walked away. With my mouth open like that, I couldn't
control my saliva so soon I was drooling heavily. At that point
another man walked up to my face. He was not quite six foot, but
weighted maybe 250 pounds. Also very hairy, but clean shaven. With
medium length red hair, He was dressed like the first man.
"You want what I've got for you."
With that He unzipped His pants and pulled them down. He wasn't
wearing any underwear. Lowering Himself to His knees before my
face, He grabbed a handful of my hair, pulling my head up and
rammed His man meat into my slobbering cave. As He continued to
pound into my mouth I felt the first of many cane strokes on my
ass. He pulled out almost immediately after I felt His gop slide
past my tonsils. The third man quickly replaced Him.
He was five feet five inches tall, short blond hair and maybe
160 pounds. Dressed in jeans and a flannel shirt, He exhibited an
image of total macho. As His jeans slid down His legs, the tree
trunk He called a cock appeared. It was approximately six inches in
circumference and at least 12 inched long. It's circumcised head
was a dark purple in color. Just the head entering was enough to
stretch my jaw beyond all normal limits. He held on to my head and
drove His dick into my head until the head reached into my throat.
He started to work it in and out. I started to gag when the head
reached into my throat. That excited Him greatly. I don't know if
it was because of the discomfort He was causing me or because of
the sensation my gagging on His dick. It didn't take long for Him
to pump His salty load into my mouth. There was so much of it that
it seeped around my lips and down my face.
Then number four came up. He was a black man and I mean black.
He was six and a half feet tall, maybe 200 pounds, black hair and
eyes. Stripped of His clothing, all I could see was His rod. It was
18 inches long and almost as thick as number 3's. Four rammed
Himself into my mouth with,
"Lube it up good, slut."
He pumped in and out of my mouth till just before He came. Pulling
out He walks behind me and just before the first man enters my
mouth, Four slams into my ass. The pain from the ripping of my body
causes me to scream. But before much sound comes out, the first man
gags me with His cock. It now becomes a free for all with both my
holes as the center attraction.
The rest of the evening for me was a kaleidoscope of pain,
whipping and cum in my mouth and ass. I lost all track of time.
When They were finished, They relieved themselves on my body and
then wiped themselves clean with my hair. Shortly after they left,
Master knelt before me and pulled my face up, so I was looking into
His cold eyes, by my hair.
"Slut, you can look forward to this every night
until you submit to me fully."
He removed the dental clamp from my mouth and held His erect member
in my face. As I took it into my mouth and submissively serviced
Him, Master softly stroked my head.
"That's a good bitch."
After I swallowed His man juice, He released me from the table and
led me down the hallway to a room. On entering the room, I could
see it was originally a bedroom, but it was now bare except for the
ring in the ceiling. Hanging from this ring was a length of chain
that extended to the floor plus about two feet. Fastening the chain
to my collar, Master turned out the light, closed and locked the
door with a simple.
"Enjoy, pussy."
Thank goodness the floor was carpeted. I laid down and tried to
sleep.


The next morning, I was awaked by Master pulling me upright by the
chain. He pulled me into another room. This room was the bathroom.
It was obvious that Master had just finished cleaning Himself up.
The basin was messy, wet towels lay on the floor and the bath tub
was full of dirty water. I was bent over the toilet and an enema
nozzle was thrust into me. It was not removed until two
quarts of warm soapy water had sat in my bowels for at least
ten minutes. After I discharged, it was repeated again, except it
was a cool soapy water. After expelling the filthy water, a different
nozzle was used. It was pumped up so it wouldn't come out. I
was now given a three quart enema. My belly bulged. I had cramps.
It hurt. With His hand on top of my head, Master pushed me to my
knees in front of Him. He rubbed the front of His slacks. Anything
to stop the pain. I reached up and undid His pants. As they slowly
slid down His legs, I reached for His penis. Pulling toward my
mouth I slowly licked it, speeding up as I went. Almost immediately
I popped it into my mouth and sucked it with abandonment. I forgot
all about the pain and cramps. I concentrated on getting His slim
into my tummy. He gently stroked my head until He gripped it with
both hands, held it tight against His crotch and unloaded into my
throat. When He was done, He tucked Himself back in, released the
nozzle and let me shit. When that was done, I was put into the bath
and allowed to clean up.
When I had finished, I was led to another room. This was made
up like a little girl's room. Pink walls and lacy curtains, etc.
Along the far wall was a large baby crib. Next to the closet was a
tall straight back wooden chair. The closet doors were open and
the closet was full of little girl's dresses. Lots of frills,
lace, trim and ribbons. And all pink. On the other side of the
closet door was a chest of drawers. I was put into the crib
and Master pulled diapers and rubber panties from the dresser.
As soon as these were on me, He dropped a short dress over my head.
It was a pale pink with white lace trim and the hem was just above
my crotch. The next several days were spent chained in the crib.
Metal shutters over the windows prevented my seeing out and day
light coming in. The room lights were my only indication of day and
night. Master changed my clothing and diapers several times a day,
fed me baby food and gave me baby bottles of fluid (milk, water, juice?).
One morning Master pulls a chair up to the crib. Removing the
diapers, He fondles my cock through my dress. My cock gets hard for
the first time since I've been k**napped and my breath gets
shallower as I near orgasm. My ass was pounding onto the mattress
in rhyme to Master's hand. An instant before I spurt my cream, He
stopped jacking me off, grasped my ballsack in His hand and
squeezed. My screams lifted my ass from the mattress. My hardness
subsided and my eyes slammed shut and watered. After my eyes
opened, cleared and I caught my breath, He told me about my new
life and what was expected of me.
"Girl, you're my slave. I own you fully and completely.
You will do everything I demand of you, completely,
instantly and without hesitation. You will be strictly
controlled and severely punished for any deviation. You
are my slave, my maid, cook, companion, my little girl
and my fuck bitch. You will wear feminine clothing at all
times, because as far as I am concerned you are a female.
Although I am gay, I prefer my sexual partners to look
like girls. And so you will. You will wear what I tell
you, when I tell you and how I tell you. The same for
eating, sleeping, working, etc. In fact everything. In the
kitchen is a bulletin board with your daily schedule,
uniform schedule, etc. You will also serve and service
anyone else I tell you as if they were me. And this is
your life till I get rid of you."
With that I started a new phase of my life.
My duties were posted as promised on the bulletin board in the
kitchen. Every morning an alarm clock awoke me at 5:30AM. I crawled
from my crib and spent the next 30 minutes cleaning up, putting
makeup on and dressing. Invariably I wore one of my little girl
dresses. From there I'd go to the kitchen and prepare Master's
breakfast. His breakfast during the week consisted of a bagel with
cream cheese, orange juice and a bowl of shredded wheat in milk. On
weekends I would have to be more creative. There was a cookbook
available. Upon entering Master's bedroom, I placed the breakfast
tray on the night stand. Then I crawl under the covers from the
foot of the bed. I kiss His feet and then slowly lick and kiss my
way up His legs until I reach His cock. Once there I lick His balls
and then His cock. I keep doing this until He is awake. You see I
am not allowed to suck His cock without His permission. Most
mornings He throws me from His bed. Once in awhile He grabs me by
the ears, using them as fuck handles, as He piledrivers His rod
into my face to completion. I pick myself from the floor and
prepare His bath, while He eats. He cleans Himself up, except I
scrub His back, while I lay out His clothing for the day. When He
steps back into the bedroom, I assist Him in dressing, then follow
Him to the door. There I kneel, kiss His feet and await His
command. Usually it is just a short.
"Get to work"
Sometimes it is more complex. Additional assignments, guests for
supper, etc. Then He leaves, locking the door behind Him. At this
point you may ask, 'Why don't you just leave or call for help?'.
It's not that simple. First of all the doors require two keys (a
deadbolt) to not only get in, but also to get out. Next all the
windows have steel security shutters over them, which Master closes
when He leaves. Also all the telephones are locked up so I can not
use them, even if I could find them. And finally we were, I was
told, several miles from the nearest neighbor. Now this is during
the week. On weekends, while He is cleaning up, I crawl into
Master's bed and await His return. When He returns, He slides back
into bed next to me and I spend most of the morning servicing Him
and cuddling next to Him.
After Master leaves, I return to my room and change. During
the day, until after supper (unless told otherwise) I wear a maid's
uniform. It is a short black dress with white lace trim. With it I
wear my ever present corset, 5 inch heels, heavy duty nylons and a
lace cap. Then I start my duties for the day by returning to
Master's bedroom. There I clean the bathroom, make the bed and put
all the dirty linen and clothing in the laundry hamper. I then
return the breakfast tray to the kitchen. At that point I wash the
breakfast dishes, put away the dishes from last night and clean up
the kitchen. I also, if necessary, prepare for supper. Put out
frozen meat, prepare dishes that take a long time, etc. Then I do
my daily assignments. On Mondays I change the bed linen and clean
the windows. Tuesdays were spent dusting the entire house. The
bathrooms were Wednesdays projects. Laundry was done on Thursdays,
including all the ironing, folding and putting away. It was a heavy
day. Friday, I spent doing the floors including all the scrubbing,
waxing and vacuuming. About 3PM every day, I started supper, then
cleaned up my room and washed my underthings. When I finished, I
knelt in front of the door and waited for Master's arrival. Upon
His arrival home, I would kiss His feet and if He was wearing a
coat, I would remove it and hang it up. I would then serve His
before dinner drink and massage His shoulders. When dinner was
ready, I would announce it and then serve the dinner. While He was
eating, I would kneel to Master's left and await His command.
Sometimes He would ignore me. Other times He would stroke my head
or face. And on other occasions He would pull my face into His
crotch to service Him. Once in awhile He would hand feed me from
His plate. When He was finished eating He would put some food on
His plate, place the plate on the floor and with the command 'Eat'
walk off. After I was finished eating, I would go to Master, kiss
His hand and thank Him for the food. Early in my training I didn't
do this. And He dragged me into the bathroom off the hallway, stuck
a finger down my throat and made me regurgitate the meal. He then
put a cane to my tush 25 times. And as a reminder, I was only
allowed water for the next two days.
He usually takes a drink after dinner and after I fix and
deliver His drink, I clear the table and do the dishes. Upon
finishing the dishes, I return to Master's feet. Most evenings I
was told to go change. And I immediately proceed to do so. Once in
awhile, I am only told to strip. Then until bedtime I am played
with and fondled while Master watches TV. Most of the time I sit on
His lap while He rubs my dear over His manhood. Then there are time
when He impaled me on His stiff rod. Bedtime changes the type of
play. First, I kneel before Him and open my mouth wide. He then
drains Himself into my mouth. I am then sent to bed.
On the weekends, the story changes. I am literally fucked all
weekend. When Master was out of town, I was loaned to one of a
handful of Master's friends. Either was sent there or they stay at
Master's house. During these times I was well used. Master
sometimes had dinner guests, both male and female (mostly male). By
this time I was very feminine looking and could pass as a female
quite easily. Between the hormones and the corset my body had very
little choice in the matter. One weekend when Master was out of
town, I was loaned to a local Madame. I spent most of the weekend
(Friday afternoon to Monday morning) cleaning her 'house' and
cleaning up after her 'girls'. What little sleep I got, I got while
between Madame's legs. Madame's lust was taken care of during the
early morning hours (after She closed) by my tongue. Saturday night
Madame was short handed, so She put me in the whipping stocks and
several clients used my ass for whipping and caning practice. Early
Monday morning, Master took me home where I resumed my normal
duties. He did take some pity on me that night and allowed me to
sleep at His feet after dinner. Another time, I was loaned to one
of Master's male friends, who on Saturday night took me to a gay
men's S&M club where He performed a whipping demo. After He had
finished my ass and the back of my thighs were scarlet in color. He
then invited members of the audience to try the technique out, ON
ME! Long before they all finished my body was long pass scarlet. It
was black and blue, bruised purple and I was thirsty and in pain.
Taken from the stage, I was kept at His side, kneeling on the
floor. I was only allowed to get nourishment and fluid from His
cock. When I was first brought into the club, I was clothed as
always in my little girl's dress. The only attention the members
paid me was disdain. Once I was stripped and exposed as a male, I
captivated their attention. The rest of the night their hands were
all over me, but most of their attention centered on my cock and
tits. I was kept on edge the remainder of the night.
One night, Master had two gentlemen over for dinner. Before
they arrived, He briefed me that they were straight homophiles. And
I best be on my super best behavior. All through dinner, both
guests had their hands up my skirt, foundling my ass. Finally
during desert, I crawled under the table and sucked first one then
the other off. As I climbed out from under the table, I sensually
licked the cum from my lips to the smiles from the guests. The ice
in Master's eyes told me I was going to pay for my little spurt of
independence. When the evening was over and the guests had left,
Master dragged me to the cellar punishment room. There I was gagged
with a leather plug gag. This gag is the most hateful gag of all.
It not only muffles your cries, but it also dries out your mouth.
I was then tied face up on a sawhorse. Finishing, Master took a
short cat of nine tails made of rubber and for the next hour and a
half whipped my cock and balls. The whip handle was then shoved up
my ass and Master walked out. The next day was Saturday and I spent
a large portion of it tied to that sawhorse. I was alone, except
when Master came in and beat me some more with that whip. In the
late afternoon, Master took me back to my room, diapered me and put
me into my crib. And to make sure I stayed I was placed in short
chains.
Shortly after this, Master brought home a new boy. In some
ways, this boy reminded me of myself when I came here. Within the
week, the four bikers showed up to break in the boy. And I assisted
them. In a few days, I am showing her the ropes and her duties. And
then one night I am put into Master's car and driven off. After a
couple of hours of driving, Master drives into this large estate.
We are far from the neighbors as I haven't seen a light for the
last ten minutes. At the end of the long driveway is a large white
house. Master knocks on the door and it is opened by a young, tall,
well built girl with tush length blond hair. She then leads us to
the library and leaves us. Momentarily we are joined by a tall
older lady. She was very well dressed in expensive and in style
clothing. She stood almost six feet tall in Her heels and cut an
extremely attractive figure. Her dress and manner spoke of wealth
and power. The amber hair on Her head didn't have a speck of grey
(although she was in Her mid to late forties) and cascaded over Her
shoulders.
Master removed the leather collar I had worn since my
'induction' into His service so many months ago. Reaching up under
my hair, He grasped the collar of my dress and in a single jerk
ripped my dress off my body. This procedure was repeated with my
panties. I could only stand there in my 5 inch heels, nylons and
corset. Mistress then inspected me. She first walked around me
slowly while She contemplated my body. Then She started a more
detailed inspection of my body. Starting at the top of my head, She
first inspected my hair and scalp. Followed by my ears, eyes and
nose. Grasping my jaw in Her hand, She squeezed my jaw open and
inspected my throat, tongue, teeth and lips. She also had me stick
out my tongue as far as I could, which She measured. At my small
hormone induced tits, She massaged, squeezed and pinched them. She
continued the inspection with the comment.
"Not bad, but they need work."
Removing the corset, She inspected down my body to the crotch. My
cock reacted quickly to Her fondling and as She hefted my scum
laden balls Her only remark was.
"These will get very little use here."
My ass was inspected next. Marks from my last whipping at the S&M
club were still visible. She asked about them and then She struck
my ass several times my ass several times with quick hard slaps.
Finishing Her inspection with my feet, She straighten up and
started haggling with Master. I felt like I had just been inspected
like a domestic a****l up for sale, which I was. They moved away
from me so I could not make out what they were saying. Finally they
shook hands and She left the room. Master walked back to me and
gave me the news.
"Cunt, I've just sold you. We both knew this was coming.
I have grown tired of you and I like young, fresh toys.
You are jaded and no longer young or fresh enough. Your
replacement is ready enough to take your place. I couldn't
set you free and I am not a murderer, so this is the best
solution."
As He finished Mistress walked in, followed by Her slave girl.
Mistress hands
Master an envelope which He stuffs inside His coat and leaves.

Mistress hands Master an envelope which He stuffs inside
His coat and leaves. Standing in front of Mistress, She then
places a heavy steel collar around my neck, locking it.
Introducing Herself, Mistress tells me about my new life.
"Your name is now sissy. "
I'm Mistress Catherine. And this is my personal slave susan. I
have just purchased you from you former Master. You will accept the
fact that I now own you totally. First you will be trained to my
specifications. I will then make you over into my vision of what
you are. And what you will be is a French Maid and eventually a
Lady's Maid. Discipline I assure you, will be both swift and
strict. However it is not all work and no play. While I will not
set you free, if you earn them I will grant small liberties. Susan
will be your Training Mistress and later your immediate supervisor.
I suggest that you listen and obey her completely."
With that Mistress Catherine turned and walked from the room.
Susan attached a leash to my collar and led me from the room. I
followed her down the long dark hallway. She was about 5'4" tall
with a classic hour glass figure. Her chest size was no less than
38C and her waist no more than 22 inches. The 36 inch hips
completed the very tight package. I could see a corset in the
figure, but how much and how tight, I didn't know until after my
training was well under way. Blond hair topped her head and it was
a pure golden blond, soft and shimmering, spilling down her back
and covering her ass. The front was cut in long bangs that covered
most of her forehead. I followed her as she opened a door and
descended down a flight of stairs into the cellar. Like most
cellars this one was cold, dark and damp, but it also was chilling.
On the far wall were four heavy wooden doors. Each had a little
barred window in it. Just in front of the doors sat several
devices. Some of them I recognized from Master's. He either had
them or photos of them. Others I did not recognize. However, there
was no doubt about their use. They were instruments of torture In
the overhead beams were many large steel rings and handing from
some were lengths of chain.
Susan stopped next to a standing stocks. My remaining clothing
was removed and She placed me in the stocks. After She finished
securing me Susan pulled back on my hair forcing my face up.
Feeding Her breast one at a time into my mouth, She told me more
about Herself, Mistress Catherine and their lives together. She
also told me about my training and what was expected of me.
"Before I came here I was a runaway or more accurately
a throw away. I was 16 when my parents threw me out. I
was very attractive and looked 19 and would fuck anything
in pants and I mean anything. Well it got back to my
parents and that night dad laid down the law. 'If I wanted
to fuck so much, get out of his house. No whore was going
to live under his roof. I could go to the big bad city and
support myself as a cheap street walking hooker.' So I
packed a bag and left on the night bus. When I got here,
I got picked up by a big black guy. He feed me and
promised to take care of me. When he got me to his place
he ****d me, not that I wouldn't have but he didn't give
me any choice. Soon as he pulled out, he took a wire coat
hanger and beat my ass. The next day he put me to work
hooking for him. My first night Mistress pulls up to me in
Her limo and hires my services. As we drive off, She asks
about me and my life. When I tell Her about that fucking
bastard, She told me to pull up my skirt. She examines my
bruises and when She moved, I went to sit down. With a
slap on my ass, She sharply told me to stand still.
Pulling a tube of salve from the bar unit She applied it
to my ass. She then told me I wouldn't go back to that
slimeball, that I would stay with Her and be Her girl. That
night we did not make love, we just cuddled together in
Her bed. Since then I have been trained to serve men and
women as a total slave. I have worked my way up to being
Mistress Catherine's lady's maid. And now I am a Mistress
in Training. I will be running the house and later some of
the businesses. You are slated to be my replacement. You
will go through all the steps I went through plus one
more. You will be my lady's maid before you serve Mistress
in that capacity. During your initial training you will
sleep down here. Later when you have shown the proper
amount of progress you'll be in the maid's room in my
suite. And later still in my bedroom. At all times you
will call me Mistress or Mistress Susan. In
Mistress Catherine's presence you will call me Training
Mistress, Training Mistress Susan or Miss Susan. Of course
you will address Mistress with all the respect due Her.
Your tired, so that is enough for now, Nighty night."
And with that She pulled away and went upstairs, leaving me in
the stocks. At least She turned the lights out. It was late the
next morning when Miss Susan released me from the stocks. I was so
stiff and weak that I fell to the floor. And Miss Susan's only
remark was.
"Good you're in position to kiss my feet. Get busy."
Shaking because I had to go so bad. I crawled to Her size 7 feet
and spent many agonizing minutes kissing them. This was followed by
10 to 15 minutes kissing Her beautiful ass. Miss Susan then turned
around and shoved Her twat into my mouth. Soon She was undulating
to the rhyme of my mouth and tongue. Somewhere around thirty
minutes later I couldn't hold it any more so as Miss Susan started
to peak I pissed all over the floor. With a scream She jumped away.
So for acting without permission and ruining Her pleasure, Miss
Susan puts me over a whipping horse. After She hoses the floor and
me down, She gives me 20 strokes with a cane. Fitting me in a
diaper, she places me in a small wire cage. The next several days
were spent there with only a bowl of water. Many times during the
day Miss Susan would stick Her hand down the front of my diapers.
If they were dry She would pat my head with a
"Good girl."
But if they were wet, She took a crop to my ass for 10 to 20
strokes. Then She would finish changing me. More than once She
stuck Her hand in as I was pissing. The price for that insult was
15 to 20 strokes of the crop on the soles of my feet. Every time I
begged to go to the toilet She would give me the back of Her hand.
Then one day every time Miss Susan put Her hand in I was dry. By
early evening I was beating the sides of the cage with my body
from the need to piss. The tears were rolling down my face when
Miss Susan finally showed up for a final check. This time when I
begged to go potty She didn't cuff me, She gagged me instead. And
when She stuck Her hand in She grasped my penis and started
pumping. Upon my reaching a hard on, Miss Susan pulled me from the
cage and stripping the diapers from me, threw me to the floor.
"Piss."
With relief I released myself and my piss shot all over my chest
and face. Upon finishing, She pulled me to one of the doors. Upon
opening, I could see what resembled a medieval dungeon. Stone walls
and floor with rings every place, dark and menacing. I was directed
to a spot and Miss Susan laid me down on my back with Her left
heel. She placed me in close chains and then locked a device around
my cock and balls. A chain from the device was then padlocked to a
floor ring that was under my balls. Before She left, Miss Susan
jacked me off again, stopping just before I came. She closed the
door and turned off the lights when going upstairs. The device
wouldn't let my hardon go down and every time I moved the chain
would pull on my cock and balls. And the stone floor was real hard
and cold, so my body ached and hurt. And I had to move. It wasn't
a real restful night. I started to focus again when the lights came
on. The door opened and Miss Susan strolled in, wearing a red body
suit. Releasing my chains (but leaving the device on, however) She
commanded me to kneel. As I knelt before Her, She slowly and almost
erotically reached between Her legs and unsnapped the crotch of Her
bodysuit, pulling it up to expose Her hairless snatch. Miss Susan
moved forward till She had bent me back and Her cunt rested on my
mouth. When I obeyed Her command to 'Open wide' She drained Her
waste water into my mouth. Fortunately, I was able to hold it all.
Miss Susan only comment was.
"Now I a going to teach you how to make love to a
woman properly. Eat."
I proceeded to eat Her womanhood, following Her every
direction. Two and a half long tiring hours later Her orgasms
started to come in continuous waves. Shortly after, Miss Susan
collapsed on top of me, pushing my body to the floor. As soon as
the steadiness returned to Her legs, Miss Susan left for lunch.
Upon Her return after lunch, She proceeded with the morning's
lesson. With the sam e results. I was put to bed early. And it was
the same as the night before. My training had begun. The next day
Miss Susan decided to fed me. So She put two hard boiled eggs into
Herself and had me eat them out. Then continued to eat Her till She
was satisfied. The afternoon session was the same. The next four
days were a repeat of the second day. On the morning of the seventh
day, Miss Susan led me to the cell two doors down. Inside I could
see it was not a cell, but a washroom. I showered, shaved (a little
peach fuzz) and made myself presentable. Soon after finishing, I
was led up the stairs to the kitchen. Miss Susan poured the
contents of a ca on the floor before me and had me lick it up.
During the rest of my training, I was fed this way. Over the next
month, I slept on the kitchen floor chained to the stove. Each
morning the cook released me to help in the kitchen. After I
finished washing the dishes, Miss Susan took me to Her room for
training. In the mornings I was taught the female arts, sewing,
hygiene, clothing, mannerisms, walking, etc. At lunch time I was
returned to the kitchen where I spent the next 45 minutes cleaning
up and washing the dishes. Upon finishing I was sent back to Miss
Susan's room where I learned the art of servitude, French, Greek,
golden showers, body servitude and worship, massage, manicures and
pedicures, etc. Dinner time saw me back in the kitchen assisting
the cook and later washing the dishes. When the last dish was put
away, I was chained to the stove and the lights turned out. I went
to sleep and soon the process started over. Until the night Miss
Susan gave me a glass of water before She chained me up for the
night.
When I awoke I was laying on a hospital bed. I could tell.
Except for the green tile on the floor, everything was white. I
hurt all over and couldn't move. There was a tent over my body from
my neck downward and IV's were plugged into my arms. With
regularity, the nurses checked up on me. They ignored my questions
and requests. My body felt strange. Finally Miss Susan showed up
with a doctor. They examined my face and then my body. When the
doctor left, She sat on the bed and gently explained the new order.
"Mistress decided that you were not progressing
fast enough physically. She had alterations made.
Starting at your head. Your eyes were enlarged.
They were also given a slight slant. The ears were
surgically pinned back and plastic was implanted
into your ear lobes to help support heavy earrings.
You see Mistress loves you. All your rear molars were
removed to give your cheeks that hollowed out look.
Your nose was altered to give it that small bobbed
look. Bone was removed from the jaw to make it less
pronounced. Your lips were given that full kissable
look by an incision inside each lip and injecting
permanent silicon into them."
Pulling the blanket from the tent, Miss Susan continued Her
discourse.
"Implants were put into your breasts giving you a
38C+ chest. Mistress wanted you to know your
breasts are there. She made sure your bras will be
tight and not totally comfortable. Implants were
also placed in your nipples. They will always be
hard and stand out. To facilitate your figure, the
two bottom ribs have been removed from your chest.
While we're in the figure department, permanent
silicon has been added to your butt. We used
silicon instead of the European fat process, so
you wouldn't have a fat problem later. We didn't
add to your hips because you would have looked out
of balance and your small waist will make it look
wide enough. As for your legs, hormones have
filled out your calves very well. However we added
some silicon to your knees to eliminate the
knobbiness. Now it's time to finish up."
With a motion of Her hand, Miss Susan signaled to a medical person
standing behind me. And a black rubber mask was placed over my
mouth and nose. As I started to pass out, I heard Her finish Her
talk.
"Sissy, we're going to eliminate your Adams apple
and fix your vocal cords so you'll sound totally
female. And more."
As the fog cleared from my head, I saw Miss Susan standing beside
my bed. Her hand was on my crotch. With Her was a doctor.
"Very nice, Doctor."
As the doctor left, She started to rub Her hand slowly up and down
my cock. As it started to respond, She wrapped Her hand around it
and increased the speed and pressure of Her hand. As it got harder,
my penis started to cause me intense pain. It felt like the skin of
my cock was being ripped apart. I was very light headed. If it were
not for the gag in my mouth, I would have screamed the roof down.
When I climaxed, I could feel my cum flowing up my cock and shoot
spurt after spurt over my chest. Miss Susan removed the sheet and
used it to clean me up while She explained the new changes.
" The doctors removed the Adams apple and reattached
your vocal cords further up in your throat. They
have a lot of experience with that so your voice
should be about perfect. If not in a month or so,
they'll do it again. Also Mistress had them do a
new procedure to your cock. They enlarged the veins
in your cock to put more blood in it. That makes it
much larger. Last time your penis was measured it was
seven inches long and 4 1/2 inches in circumference.
I just measured it again and it's now 10 inches and
7 inches respectively. A marked improvement. Also the
hormones and increased blood flow around the balls
increases the amount of cum produced. The doctors told
me that you would feel light headed at first but after
a few days the body would make enough extra blood to
prevent that. Now get out of bed and put these clothes
on."
I climbed out of the hospital bed and put on the clothing that was
in the bag given me by Miss Susan. The corset, stockings and heels
went on quickly and I waited for my dress. But Miss Susan
handcuffed me, threw a long coat over my shoulders and buttoned it
up to just below my crotch. And without a word, I followed Her out
of the hospital and into the waiting limo. During the drive Miss
Susan had me sit next to Her. The limo turned down an alley and
stopped.
Opening the door, Miss Susan led me from the limo to the
doorway and into the building. The inside of the beauty salon was
quiet as it was still early in the morning. Greeting Miss Susan,
the owner walked up to me and removed my coat. She examined me
carefully and then went off with Miss Susan leaving me standing
there virtually nude. Shortly, a young man sashayed into the
room and led me to a chair where he washed my hair. Before he
finished other people started working on me. Over the next three
hours they worked all over my body. Upon finishing, they led me to
a large mirror. I was looking at a totally different person. My
hair was cascading pass my shoulders, was thick and full, curved
inward, the bangs stopped just above the thin arched eyebrows and
was a very light brown/amber. The finger nails were almost an inch
long and painted the same color as my toenails and lips, a dark
red. The area around my crotch was the big surprise. The hair there
was bleached and dyed a fiery red. The staff lined up and Miss
Susan had me kiss their asses. Throwing the coat over my shoulders
again, She led me back to the limo. Three minutes later it stopped
in another alley and I followed Miss Susan into the shop.
In the tattoo parlor, Miss Susan was welcomed by a short bald
man. Master Bob was no more than five foot 6 inches tall and
weighed maybe 190 pounds. He was wearing Levis, a dirty t-shirt,
a leather vest and biker boots. I was again examined as my coat was
removed.
"Does it know parlor going on?"
"No just do it. It has no say."
With that I was led into another room.
In the center of the small room was a hanging stock. It was
setup so as to keep me standing straight up. Then a leather hood
was placed over my head, shutting me off from sight and sound. My
sense of smell was overpowered by the smell of the leather hood. A
man's hand grasped my left breast kneading it until the hand just
encircled the nipple. Vibrations invaded my sense of feel followed
by rapid multiple pin pricks all over my nipple. My right breast
felt a repeat of the feeling. Before the feeling subsided in my
nipples, I felt the vibrations and pin pricks start up and make
their moves over my left ass cheek. The removal of the hood found
me looking eye to eye with Miss Susan.
"Mistress Catherine and I thought that you needed some
color."
Following Her hand with my eyes I saw that my nipples were tattooed
a light red. And a look at the mirror in Her hand reveled the
design on my ass. It was a bright red heart with a golden banner
with the lettering 'Sissy Slut' in bright pink.
Miss Susan walked behind me and placing Her hand on my head,
pushed me down till I was kneeling before Master Bob. As His right
hand slowly unzipped His faded jeans, I could see the outline of
His joystick. Popping out when Master Bob reached bottom, it hit me
in the face. Master Bob doesn't use jockey shorts. It was uncut, a
solid 9 inches long and 2 1/2 inches in diameter. The look in Miss
Susan's face left no doubt in my mind what was expected of me. The
musky odor assaulted my nose and it had a strong salty taste. It's
quivering warns me moments before the cock pumped it's joyjuice
into my tummy.
Soon Miss Susan and I were back in the limo and on our way.
A couple minutes later I was standing sans coat in another shop,
before another man. Finishing his examination, Master James laid me
on a table and after strapping me down, he rubbed cream in my nose,
on my tits, ears, cock and behind my balls. Moments after the
treated areas started to tingle, Master James pierce me several
times in rapid secession. When I was released from the table and
placed, kneeling, on the floor, each piercing was filled with a
heavy stainless steel ring. Three in each ear! Master James' lady
glided into the room and sat in the chair before me. Her attire was
a short denim skirt, red tube top and red dorsi pumps. When she
pulled up her skirt, I could not only see that she wasn't wearing
any panties, but also she was totally shaved. With her legs
splayed, she rubbed the middle finger of her right hand up and down
her slit as she motioned me forward with her left hand. I crawled
to her and moved my face toward her cunt. Her left hand wrapped
behind my head and pulled my face toward the wet crevice between
her legs. As my tongue went to work on her, I could feel the ring
in my nose catch on her pussy lips and pull at my nose. And the
pressure from her legs pulled at the rings in my ears. The pain
caused tears did nothing more than roll down my face, mix with her
juices and increase the saltiness of the taste.
The feeling of a hot poker ramming up my ass, let me know,
Master James had joined the party. Over the next several minutes my
body hurt at both ends. After they were satisfied, they allowed me
to stand and follow Miss Susan out. Back in the limo, we were on
our way. I was allowed to sit beside Miss Susan. Several minutes
later, I follow Miss Susan from the limo, into the house and up the
stairs to Her room.
Miss Susan's room was a large square room, painted a pale
blue. Off to the left were two doors. One led to the private bath
and the other into a large walk-in closet. The bath was painted a
pale pink. It had a large marble sunken tub with whirlpool. The
vanity had twin sinks and a lighted mirror that covered the entire
wall. Before one sink was a small wooden bench. The doorway on the
right was led into what once was the walk-in closet. It now was the
maid's room. It was a small narrow room with a single bare overhead
light. The right wall had built-in drawers and racks full of
clothing. On the back wall were shoe racks. Some of the left wall
contained more built-in drawers. The remainder of the left wall was
taken up my the bed. And it was far from a normal bed. First it was
built-in. Next thing you notice was that the mattress was not only
six and one half feet long and three feet wide, but also a very
firm 3" thick. All around the bed were rings and eyebolts. Built-in
below the bed were drawers. On the wall at the head of the bed was
an intercom with several lights.
Miss Susan's room was simply yet tastefully furnished.
Against the outside wall between the two windows was the king-size
waterbed. Above it was a mirrored canopy. Between the two doors on
the left wall was a large dresser. Against the right wall stood a
makeup table and seat. The love seat sat next to the inside wall.
Kneeling before Miss Susan as She sat in the love seat, I
listened as she talked of my new duties and loving quarters.
"Sissy, until Mistress Catherine decides otherwise,
these will be your quarters. Unless I tell you
otherwise, you will sleep in the maid's room. As you
saw from the little tour, the bed is equipped to tie
one down. But that will only be used for discipline.
All the clothing in the room is for your use and should
fit. If it doesn't then you will get to practice your
sewing lessons. As for your duties. For now you will
serve as the down-stairs maid. Later you will become the
upstairs maid. When you're ready, you'll be assigned as
my lady's maid. Sometime after that you may be taken as
Mistress's lady's maid. Now for uniforms. In the
mornings, you'll wear light gray cotton dress. Before
dinner you'll change into the black satin uniform.
Unless there's a party or guest, you'll change after
dinner into whatever clothing I layout. I am going to
start you out in little girls clothes and slowly
increase the age of the clothes. When they get old
enough, you'll look very slutty. You'll then spend the
evening rendering personal services to Mistress and me.
Now go to your room."
I crawled to my room and climbed onto the bed when Miss Susan
pointed to it. She made good use of the rings around the bed and
soon had me tied down in a kneeling position. stripping down to
just Her corset and hose, She rubbed my nose in Her bush. Turning
Her back to me, She stepped into a black latex panty. After slowly
wiggling Her way into it, She turned around. I found myself looking
at the biggest cock I had ever seen. About 14" long, the dildo's
diameter was at least four inches and it was as black as midnight.
As She held it at my lips, I opened my mouth and accepted the
invasion of this monster. Moving slowly, She worked it deeper and
deeper into the cavity. When I started gagging, She pulled out.
Later I could take the whole thing. Climbing onto the bed, Miss
Susan, moved behind me and with one rapid motion drove into me. It
felt like a telephone pole had invaded my ass. A few minutes later,
She shuddered from orgasm and pulled the invading plastic from
me. I was then retied to the bed, face down, so I could spend the
night feeling my new breasts and come to accept them.
The next morning came very slowly. Releasing me, Miss Susan
pulled me into Her feminine jungle. Without command I worked my
tongue into the wet folds. Once satisfied, She pushed me to the
floor with a,
"Get dressed, slut."
Then proceeded to show me how She wanted me dressed.
The next few months quickly became a repetition of the first
day. The mornings consisted of serving breakfast, washing dishes
and cleaning. Afternoons were filled with serving lunch, washing
dishes and more cleaning. Mid to late afternoons, I changed into my
black satin uniform. Dressed like that, I set the dinner table,
served dinner and washed more dishes. Then went to my room to
change. At first I dressed in little girl's clothes, right down to
the diapers. Then they gradually got older till I reached teenager.
Miss Susan kept me there for a long time. Suddenly one night, She
starts dressing me as a slut. Her favorite dress was a black micro
mini dress. With no sleeves, the front was low enough to show a lot
of cleavage. The scooped back stopped just above my ass. It was
clingingly tight from my shoulder straps down to the hem, which
ended just below my crotch. Till bedtime I spent the evening
fetching drinks and serving Mistress Catherine's and Miss Susan's
pleasure.
At least one night a week, Mistress entertained. Usually it
was a formal dinner, followed by an evening of drinking, talk and
standing around. I would spend the evening dressed in my black
uniform serving drinks and taking care of the door. When Mistress
had dominant guests over things got going right at the table. One
lady asked Mistress the way to the lady's room. Mistress's answer
was.
"Don't worry about it. SLUT, get down there
and get busy."
I crawled under the table, removed the lady's panties and put my
face into Her fountain. As She drained, I drank her water. This set
off the rest of the table. Except for Mistress, the rest of the
table drained themselves into my gullet. Then they started to use
my mouth for their pleasure. One woman had me eat her out. Another
put a celery stick in her snatch and had me really eat her out. One
of the men poured chezze-whez on his cock and fed me what he called
'headcheese'.
When they had finished dinner (and with me), they went down
stairs to the cellar. Shortly after I had finished cleaning up, I
was summoned to the cellar. The rest of the night was spent as a
play toy. As Mistress's guests, they enjoyed full and total use of
me and the rest of the staff. And did they enjoy. Most of
Mistress's kinky guests were women. At one party, a large black man
took a special interest in me. He was almost seven feet tall and
weighted in at 250 to 275 pounds. And hung with an exact duplicate
of Miss Susan's dildo. After placing me in the stocks, He uses both
ends of me for his pleasure. Once satisfied, he then takes a
studded strap to my ass. When my ass was a proper shade of red, he
switched to a crop and turns the back of my legs from light tan to
fiery red. By this time he is regaining his stamina and again fills
both my holes. This time all the men and many of the women join in
r****g me. When the party finally broke up, I was so worn out that
I was placed in one of the cells for the night. Waking up the next
morning, I almost panicked until I saw the cell door was open.
Instantly I went to the shower, cleaned up and then went to Miss
Susan's room. Her only comment about the previous night was asking
me how I slept.
Normally Mistress had guests on Friday and Saturday. So
guests during the middle of the week were highly unusual and very
important. One such guest was Mistress Ivana. Mistress Ivana is
5'9" tall and weights around 125 pounds. Her figure is well
developed and She is very attractive. The speech and mannerisms
tell the world She is European. Her clothing states She is
extremely wealthy and most definitely upper class. The length of
time She spends eyeing me, sends shivers down my spine.
After dinner Mistress Catherine takes Mistress Ivana and Miss
Susan into the library, while I clean up. Just as I am finishing
the dishes, Mistress Catherine buzzes me on the intercom and
directs me to the library. Once there I kneel before Her. At Her
command, I stand and remove my apron and uniform. Mistress Ivana
walks a circle around me as She eyes me very carefully. Her hands
feel my hair and explore my scalp. She carefully looks into my
eyes, nose and ears. Holding my mouth open, She examines my teeth,
gums, tongue, throat and inside my lips. Foundling my breasts, She
watched my reactions as She tweaked my nipples. She pumped my cock
till I squirted a large load of scum into a wine glass. Dipping Her
little finger of Her left hand into the glass, Mistress Ivana first
feels, then smells and finally tastes the sample. Handing me the
glass, She motions me to drink the rest. As I comply, She continues
Her inspection. Moving behind me, Her hands caress my ass. Slowly
they work themselves into the crack till suddenly She thrusts two
fingers up my boy-pussy. As She works them in and out my excitement
increases, my cock stiffens, my breathing becomes shallow and
labored and I become flush and sweaty. Then without warning She
pulls the invaders out and pushes them into my mouth. And as I suck
them clean, She runs Her hand up and down my legs. When Mistress
Ivana pulls Her fingers from my mouth, Mistress Catherine dismisses
us.
"Susan, take sissy to the other room and wait."
For more than an hour, I knelt at Miss Susan's side. When They
finished, Miss Susan and I found ourselves kneeling in front of
Mistress Catherine as She told us of their talk.
"Susan, you know that my goal was to train you as
a Mistress. However Ivana has pointed out that
since you started out here as a slave, in my mind,
you will always be a slave. She has offered to take
you under Her wing as a novice Mistress and train you.
When you are ready, you will join Her staff. Without
betraying any confidences, I will tell you She has big
plans for you. With all this in mind, I have given you
to Mistress Ivana. When dismissed, you will pack your
things. I will miss you very much, but this is for your
benefit. Good luck.
Now for you sissy. You are ready to become my lady's
maid. With Susan's departure you would assume that
position and I was looking forward to using you. But it
is not to be. Mistress Ivana has made me an offer I can
not refuse. So I have sold you. I will tell you that
Ivana is a slave trader, but She wants you for Her
household staff. You will be worked hard, but treated
fairly. If you screw up not even heaven will help you.
Now go to your room until you are called for."
At this point I wrap myself around Mistress Catherine's left leg,
crying and begging Her to keep me. Her right foot kicks me away and
a stone cold voice orders me away. My tear blurred vision would
only allow me to crawl to my room. There I knelt by my bed and
cried. A little later Miss Susan sits on my bed and comforts me.
When I am cried out, She stands me up and prepares me for the trip.
I am laced into a pink corset until my waist feels like it's being
cut in two. Then black seamed stockings are drawn up my legs, first
the left then the right. What remains of my maleness is then
stuffed into a leather sheath, laced, buckled and locked tightly.
Lacy pink panties are pulled up my legs and over my crotch. Five
inch black pumps take my feet. Miss Susan then takes me from the
room and down the stairs. At the front door I kneel before the
Mistresses and kiss their feet. Mistress Catherine pats my cheek
and wishes me well. As my eyes get misty with tears, Mistress Ivana
grabs me by the hair and moves my head so I am looking directly
into Her stone hard eyes. Her other hand puts a leather collar to
my lips.
"Kiss your new collar, slut. Show it the love and
respect it deserves."
As I start to cover it with kisses, She pulls it away and places it
around my neck, buckling and locking it. She then buckles my wrists
into fleece lined black leather cuffs and locks them together
behind me. Brought to my feet, I am led to the front door where a
pink cloth coat is thrown over my shoulders and buttoned. Following
Mistress Ivana, Miss Susan led me from the house, down the long
flowing steps and into the waiting limo that Mistress Ivana had
hired. Sitting on the left side of the seat, Mistress angles and
adjusts Herself. Miss Susan and I kneel before Her. Pointing Her
finger, Mistress soon has Miss Susan between Her legs worshipping
Mistress's royal womanhood.


Mistress then reaches down, flips up Miss Susan's skirt,
jerks down Her panties. Grabbing my hair, She pushes my face into
Miss Susan's ass. Soon Miss Susan and I were working in unison. It
wasn't long before Mistress grew flush, sweaty and Her breathing
became labored. She then wrapped Her legs around Miss Susan's head
and squeezed it tighter into Her pleasure hole. Her throwing Her
head back, Her shaking and Her cry signaled that Mistress had
peaked. As She returned from the nether world, Mistress patted
the seat beside Her, signalling Miss Susan to sit beside Her.
Miss Susan rolled over and pulled Herself into the seat, as
She wrapped Her legs around my head and pulled me along with
Her. I continued to service Her till after She had reached the
pentacle, stopping only when the limo stopped. Stepping from the
limo behind Mistress and Miss Susan, I saw we were at an airport
and parked next to a large private jet. It was more like a private
airliner. Climbing the steep, narrow stairs at the rear of the
airplane was very difficult for me in my heels. Finally at the top
of the stairs we entered the cabin. The first compartment was a
walk-in closet where my coat was taken from me. Walking down the
hall we passed two closed doors, which Mistress identified as
bedrooms, an open door into a large and lavish bedroom identified
as Mistress's. The next door was labeled 'toilet'. We walked into
the last room which was furnished as a sitting room. At the rear of
the room was a wet bar. On the front wall was a large TV screen and
a cabinet containing a VCR and several tapes. From the front there
were two couches along each side. Behind the couches and in front
of the wet bar were two large seats, one on each side. Each of
these large seats were specially made. Seats would be a misnomer.
Thrones would be more accurate. Raised above the floor, they had
high backs, wide padded armrests and a barber chair footrests.
Contained in the front of each arm rest was a cup holder. Various
places on the seats contained straps and rings.
Motioning Miss Susan into the other seat, Mistress Ivana sat

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Welcome Your Now a Sissy

Are you ready?Are you ready, princess?It's finally time. It's finally time, princess. It's time to begin. Are you ready? I think you are, princess. I think you're ready. I think you've been ready for so long.You've been ready for your whole life princess.It's time to drop the mask and be who you are. Who you really are. What you really are. No more lies, princess. No more games. It's finally time to reveal everything.It's time to reveal the sissy.That's right, princess. You are a sissy. Say it...

3 years ago
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407am Sissy

My phone buzzed at 4:07am. I roused myself from sleep to look at the text message because somebody only sends you a message that early in the morning when it's important. I was right. That text message would be the start of a life-changing series of events. It simply read "Good morning, sissy slut." It was followed up by a picture of me, on my knees, wearing a bra, panties and stockings while sucking on a very hard cock. A second picture followed showing my open mouth, filled...

1 year ago
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Milking Sissy

The bondage wasn't necessary. The straps are there really as more of a ritual and now something I took comfort in due to its familiarity. My make up wasn't necessary either. Well, not really. But I no longer face the day without having at least some lipstick on. Thanks to what my Master had tattooed, I usually don't need much more than that. When it's time for my milking however, I like to make sure I'm as pretty as I can be. Especially if my Master decides to make use of me while...

3 years ago
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I Now Own You Sissy

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. "Then a week before the next visit you'll not be allowed to cum, if you do, you'll be punished very firmly. I'll be measuring you cum output and will know if you...

2 years ago
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Classroom Sissy

Classroom Sissy By Cassandra Morgan I did it! I got in! Me! Geeky Brad Hollins. I'm one of the 10! I'm finally accepted! I'm finally one of the chosen few! I never thought I had a chance. After all, more than 200 students apply for the 10 every year, and 190 of them go away disappointed. Only the finest minds at Calvin Coolidge Community College (CCCC) get a Golden Ticket. And I'm Willie Wonka! Whee! You've heard of the 10, haven't you? It's a secret honor society at CCCC,...

3 years ago
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A Submissive Sissy

A Submissive SissyMy sissy slave husband, Princess, was in the process of paying his usual obeisance to my feet on a recent morning. It's always good to see Princess applying his tongue to my high heels and on this particular morning he was working extra hard to please me since he was about to beg me to not take him to the beauty parlor. He knew that it was unlikely that I would relent, nevertheless, the outings I arrange are so excruciatingly humiliating for the poor dear that he is ever...

2 years ago
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Saturday Morning Sissy

Saturday Morning SissyI woke late on Saturday morning and immediately knew that something waswrong. Sure, I'd been out drinking Friday night, so the hangover wasn'tunexpected. But I was surprised to wake and find that there was aleather band snapped tightly around my balls and that this was tetheredsecurely to the foot of my bed with a short chain.Further exploration revealed that my entire body had been shaved and mynipples had been marked with some type of semi-permanent red dye. Ifthat...

3 years ago
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Saturday Morning Sissy

Saturday Morning Sissy I woke late on Saturday morning and immediately knew that something was wrong. Sure, I'd been out drinking Friday night, so the hangover wasn't unexpected. But I was surprised to wake and find that there was a leather band snapped tightly around my balls and that this was tethered securely to the foot of my bed with a short chain. Further exploration revealed that my entire body had been shaved and my nipples had been marked with some type of semi-permanent red...

2 years ago
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Revenge of The Sissy

Revenge of The SissyA big fat dirty pig dad abuses his sissy too much. I come home from work in my uniform from the garbage company, work shoes, and Hat. I head towards my recliner. I say you fucking sissy get over here. Get me a beer. Where's my remote? Where's my god damn dinner?I take my belt off and set it beside my recliner. I take my pants and uniform top off. I take my cigars out of my shirt pocket and set them beside me. I hang my pants and shirt over the back of my recliner. I set my...

3 years ago
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I Sissy

I, Sissy By Cassandra Morgan The late-night glow of the computer screen was the only sign of life in the house. Molly had long since gone to bed, alone. It was 3 a.m. Casey Matthews knew he should get to sleep. But he wanted to read one more fiction, get to one more situation, feel the stirrings from one more author. This was story time for Casey. His hand dropped and rubbed himself, just for a minute. He wasn't going to masturbate, not with Molly in the next room. But shifting...

3 years ago
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The Farm School Sissy

INTRO (Skip this bit and get on with the story if you want) Like most of my writing projects this is unfinished. I seem to always get obsessed with small details to the detriment of ever finishing the work. Feel free to take over this story yourself and make it what you will. This particular story is set in a world perhaps just slightly off centre to our own. The location is a boy's only orphan farm school run mostly by strong and independent women. The world has changed in so much...

3 years ago
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What is a Sissy

I am often asked what makes a sissy. In my experience you cannot make a sissy. A sissy is born that way, it is like saying how do you make a homosexual or a lesbian, I truly believe that sissy is a form of sexuality. Over the past 20 years I have met many "sissys", they have run the full gauntlet from those who think wearing pink frilly panties makes them a sissy to those whose whole existence is consumed by thoughts and actions of sissyfiaction. In the latter group many are middle aged men...

1 year ago
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I would be the Young Sissy

My 21st birthday...my first day as a man, as a true lord of the Manor...myfirst day as a Master. I was so nervous I threw up my lunch. Not verymanly, I know, but just the thought of having my very own sissy to playwith had me teetering between the giddy excitement of a k** right about toopen the biggest present under the tree, and the stark terror of officiallybeing a man in my step-father's eyes...how could I measure up to him? Ifelt destined to disappoint him...and I didn't even know why I...

3 years ago
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I Want To Be A Sissy

He Wanted To Be A Sissy The Lincoln town car drove slowly up the long driveway and halted at the entrance to the two-story building. It was late morning on a warm sunny day. The chauffeur jumped out and opened the rear passenger door. A lady dressed elegantly in a mauve skirt, white blouse and matching jacket swung her feet out and stood up. She looked at the other person in the car. "Well we're here now. Seems like a beautiful place. So step out carefully." The other person...

2 years ago
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My sisters their friends and me their sissy

Part One My oldest sister Vickie, was 18 when my mom died. My middle sister Michelle, was 14 and my youngest sister Joy, was 11. I, Mark was the baby of the family at 7 and had been the only male in the house since father had passed away when I was 2. He left us well off and with his money well invested we lived very nicely indeed. We had a private tutor/governess, Ms Wells, a young lady of some thirty or so I suppose. A live-in housekeeper Ms Dee Dee, a French exchange student...

4 years ago
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Young Sissy

Young Sissybysmittysimon©Author's Note: This is a follow up to The Young Master series. You can start here if you aren't interested in Belle's misadventures as spoiled young man turned out by his own sissy slave and eventually enslaved by his step-father, but it does introduce a lot of characters you'll read about in this series.I don't know how long I was under days, weeks who knows, maybe even months. Reality blurred with nightmares as I felt my flesh being cut into by cold scalpels and stuck...

4 years ago
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Rules for sissy

General Behavior Sissy is expected to always obey these rules. * Sissy will never masturbate or in anyway contribute to her having an orgasm without Mistress' permission. * Sissy will report immediately any orgasm that occurs without permission. * Sissy will accept whatever punishment Mistress decides appropriate. (Punishment for orgasms out of chastity will be more severe than for those within the cage). * Sissy will not put any part of her Mistress' sissy in jeopardy of ...

2 years ago
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Raised a Sissy

Raised a Sissy Alessandra Durante I've been a sissy my whole life. I didn't know that when I was child, but that what I was raised and reared to be. I never had a choice in the matter. I was born into a wealthy family, but I never knew the privileges of wealth. My mother was a strong willed woman who ran our countryside home like a queen. My sissy father was her faithful and humble servant. My father doted on her and obeyed her every command as if he had no choice. My...

2 years ago
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Curiosity Spanked the Sissy

You had driven all night to get to where you were and as you look at the house you wonder why? You just cannot understand why you are outside the house of Mistress Penny. Is it curiosity you wonder, certainly she is a completely different Mistress from your own goddess, Mistress Michele. She is the Mistress to your good friend on Fetlife, Sissy Davina but the only thing you know about her is how she has been described by Davina. You know she is curvy Mistress unlike Mistress Michele, is...

2 years ago
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Tweak Chapter Three Birth of a Sissy

Melissa's mentoring of Simonne continues at an ever-increasing pace. He quickly learns that submitting to Melissa's demands may be the only way of convincing his girlfriend to submit to his. Operation Linda begins in earnest. Author's note: Although I'm posting this in serial form, I assure you, dear reader, this humble offering consisting of eight chapters, is complete. "Tweak" By: Simonne Danielle © 2008 - 2010 All Rights Reserved Chapter Three - Birth of a...

3 years ago
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Beth and Sissy

Beth and Sissy Copyright CassandraToday 2016 Beth stood up and walked from the bed to the far side of the room, over to the ... what is it? thought Sissy; it looks like a St Andrew's Cross lying on its back, with supports underneath to hold it at tabletop height. Beth turned, smiled at Sissy, and crooked her finger in an unmistakeable "come here" gesture. So enthusiastic at first, Sissy was now hesitant, as it sank in that this would be reality, not fantasy. She rose and started...

2 years ago
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The Making of a Sissy

She had known from a very early age that she was not like the other boys; her mother had passed her on to her strict aunt Jane at a very early age, and she had never known her father.  Jane’s strict regime of making the boy dress in girls clothes at all times when at home only furthered the yearning to be a girl which was already firmly within the soon to be a sissy’s mind.  Jane’s girls took special delight in dressing their sissy brother and loved to take him out to the mall and such places,...

2 years ago
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Andrew the Unsuspecting Sissy

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...

4 years ago
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Sunday Night Football Sissy

Sunday Night Football Sissy It's no surprise that we love football here in Texas. We all head out to watch high school ball on Friday nights, and of course we love to cheer on our college boys on Saturdays. And the grown men dominate our Sundays. Especially if you're a sissy slut like me. I am a sissy cock slut who happily serves a small group of men here in town, and things took an interesting turn a few years back when I learned that Master David was an avid Cowboys fan, while...

2 years ago
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Teaching the Sissy Maid Workshop at the MVP Chapter Three Daisy Begins Her New Life as a Sissy

Teaching the Sissy Maid Workshop at the MVP, Chapter Three Daisy Begins Her New Life as a Sissy Maid She took and held three enema bags before I allowed her to get out of the tub and she was emotionally, sexually, mentally, and physically broken. Not permanently, that takes years to accomplish, but she had given up and began the process of accepting that she was powerless and too weak to resist me. To keep her in the right frame of mind, I grabbed her by her hair and walked her...

2 years ago
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A Happy Sissy

A Happy Sissy Kathleen didn't iron. Janelle wouldn't work past noon. Hannah wanted too much money. Damn, good help was hard to find. Monica, my wife, sat on the bed with the newspaper ads spread around her. She was looking for a maid. The way she tells it, Sharon had been a domestic with her family for a thousand years. As Monica grew up, Sharon was always there to advise her, to steer her toward decency, to make sure she knew that hard work was the key to good results....

2 years ago
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The Blushing Sissy

The Blushing Sissy by StateRowdy [email protected] ? She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties down...

2 years ago
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Degraded Sissy

fondamaid asked: Hi. Sorry it's been a while. I haven't dressed and I felt a little odd sending you a note while in men's clothing. Today I'm dresses, corseted, and locked up. I'm just not sure how long I'll keep myself locked up. I did finally get baby oil to use though and the cage is more comfortable because of it. I thought lube would work fine, but I was wrong. Now I'm all sissied up and wondering what I should do. Part of me thinks I should practice pleasing real men.I hope that, when you...

2 years ago
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How to Build a Better Sissy

How to Build a Better Sissy Or My Evolution by: Missy Satinpanties I was a small, skinny child, with a rather normal family. My father worked for the electric company as an auditor, and my mother ran a yoga studio in the converted garage of our home. When I was young, this was where I played, watching women contort themselves into the various yoga poses. I was about 6 when I asked my mother...

4 years ago
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Checkerboard Sissy

Checkerboard Sissy By Cassandra Morgan A guy never wants to meet his girlfriend's parents for the first time. There are always years to negotiate, and beliefs, and backgrounds. As nice as the parents may be, there are always judgments to make, and old boyfriends and girlfriends to reference, and finances to be probed. It is natural to be suspicious of someone who loves your child. For Keisha and I, this was more challenging than for most couples. As an interracial couple, Keisha...

4 years ago
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Trucker Daddy Gets A Sissy

It could easily be the lowest point in Denny life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. He had no idea what to do next. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truckstop. He almost jumped out of his skin when someone knocked on the window. Denny cautiously rolled the...

2 years ago
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Saturday Night Sissy

SATURDAY NIGHT SISSY by Throne I spend all week, every week, dreading Saturday. My wife Alana met Dutch several months ago. I knew my bride had a past as a party girl, and that she still flirted with men. Male eyes always went to her, a tall girl with a stunning figure -- big bust, tapering waist, flaring hips, full thighs and, most of all, a plus-size bottom that sticks way out and moves like it's on springs. Dutch was the kind of guy she used to date -- big, rough, uncouth. The...

3 years ago
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The Blushing Sissy

Story writing contest 10 [email protected] She'd been teasing me all week, much, much more than usual. And, now I could hear her talking to me from her bathroom tub, which by the way, used to be our bathroom. Me, I was busy ironing her long and elegant pinstriped wool gabardine black skirt with the flounced hem and her very sheer ruffled black silk halter. Ironing is perhaps one of the hardest chores I have to do. Everything had to be just so, or it was over her knee, panties...

3 years ago
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Home Alone Sissy

What is it they say, "It all began like any normal day." Well since I was wearing a sissy maids uniform it was not going to be a normal day! I had on black patent leather Mary Jane shoes, with four inch heels. I love higher because it forces me to walk more daintily but I had a full list of chores and would be on my feet all day, so practical is better. My legs are encased in shear black stockings, of course they have to be stockings, tights just do not do it for me. They have a...

4 years ago
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Be a Sissy

forced to be a Sissy IThe young man stood facing a very large woman sitting in an upholsteredarmchair. There was no other way to describe her. She was fat, perhaps,pushing 300 pounds he thought. The way she was staring at his punyframe suggested that maybe he was going to be her next meal. She wasn'tsaying anything as she visually appraised him for the first time...Jacob had been brought to this woman by his step-grandmother earlierthat morning. He had been given over to his step-grandmother by...

3 years ago
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Sissy On Sissy

SISSY ON SISSY by Throne Bob stood there feeling beyond foolish. His body had been denuded of hair and his skin, after weeks of using an imported emollient, was satiny. All he had on was a pair of bikini-cut panties and a training bra. He was wearing the latter because his wife, Tessa, had taken him to a specialist two weeks before and gotten him a lovely set of breasts. They were small implants and his nipples rode high on their feminine curvature. It didn't provide any modesty...

2 years ago
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Mrs Grant and her new Sissy

New Little Sissy"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was...

3 years ago
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New Little Sissy

"I'm done planting the flowers Mrs. Grant," I said."Justin honey, I swear I have no idea why you keep coming over to dochores around here.""I am rich you know just like your Mother, I do have a gardener.""There's no need for you to do these things.""Not that I mind paying you, but you certainly can't need the moneyeither.""I just like coming over here Mrs. Grant."She appraised him slowly now, was this a little slip, or was she justimagining things? Was he actually saying he was attracted to...

2 years ago
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Its Hard For This Sissy

IT'S HARD FOR THIS SISSY by Throne Pete had just gotten home from work and he immediately noticed a look of mischief in his wife Andi's pale blue eyes. He seen that all too often in the past. She must have spotted the concern on his face because she wanted to know, "Is something the matter, Petey?" She was calling him by the diminutive of his name. The switch from Pete to Petey was another bad sign. "It's just..." he extemporized, "that you seem... distracted." "Well,...

4 years ago
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stepson becomes moms sissy

Mark Peters let out a low moan that couldn’t be heard above the organ as it played "Here Comes the Bride." Although every other head in the church turned to glimpse the tall, dark-haired beauty imperiously making her way down the aisle, Mark kept his eyes fixed on his feet. Had anyone been paying attention, they would have seen a small tear escape Mark’s eye.It seemed like only yesterday that Mark’s mother and father had split up. Mark’s dad, Mark Senior, was a partner in one of the city’s...

1 year ago
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My Sisters Sissy

My Sister's Sissy By: Missy Satinpanties Note: This isn't one of my usual stories of sexual degradation, but what I think of as "my autobiography that should-have-been." The make- up of my family is the same as it was, my sister's names are the same, but that's about it. This is how I wish things would have gone when my little secret got "out of the bag." I guess I've always been a sissy. I remember playing dress-up with my sister when I was very young, and can vividly remember...

3 years ago
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A Nasty Daddy gets a Naughty Sissy

I came out of the bedroom dressed in my too-short pantyshowing Pink Shorty dress, pretty anklets, black MJ's, pink panties, red lipsticked lips and with my cute cuff and collar set on, awaiting Daddy's padlock, which would begin the playtime for real. This Daddy I had run across on a website was one who loved forcing sissies to literally mess their panties while they were in bondage so he could then go on to the diapering and teasing them for being such bad baby girlie sissies. Me,...

4 years ago
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Sissy Stepson 10 Stepmothers Sissy

Part 10 - Stepmother's Sissy Mrs. Monet put another knee high on the exhausted sissy and got an open toed spike heel with a very small opening in the toe of the shoe. Mrs. Monet forced the shoe on the sissy's limp dick, which started to harden within the shoe. "Come on sissy, just three more milkings, I know your balls ache and your sissy stick is red and sore, but you promised to hump my shoes!" his stepmother cooed. Finally, Caroline's sissy stick got hard enough for the just the tip...

4 years ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

1 year ago
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What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy. Sissies are...

2 years ago
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  • 0

What does it mean to be a sissy

Sissies are a distinct breed of transvestites. A sissy is a transvestite who’s primary sexual interest lies not just in wearing feminine clothing, but in becoming an exaggerated version of femininity. Femininity as seen through the lens of traditional hetero male sexual desire. Sissies are not seeking to become women in a normal sense, but are instead seeking to become the object of their desires. Their ultimate fantasy woman if they were normal, rather than being a sissy.Sissies are...

2 years ago
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Ken Sissy

Ken sat there, staring blankly at the movie screen, showing a big black cockplowing into a white beauty. His wife was far from a beauty, as she was now inher early fifties and had put on a few too many pounds for his taste.... butevidently it didn't seem to have bothered the two black men.Ken looked over his shoulder at the entrance to the adult theater, hoping thathis wife would be walking back in, but he knew better. It had all happened sofast, that he tried to remember how he ended up...

3 years ago
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Mistress Sabines Sissy

My phone vibrated softly signaling a text. I almost didn't look at it. I was at a meeting of the board of the corporation I work for, trying to steel my nerves for a presentation I was scheduled to make. This was my first time and instead of running through my presentation in my head I was focused on what I was wearing under my suit.I glanced at the phone."Someone in the room knows exactly what you're wearing..."It was from Mistress Sabine, a woman I'd only met a few weeks ago. She was also the...

1 year ago
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Miss Lindas sissy

My finger was shaking bad as I went to push the doorbell. Miss Linda had told me how my slave training was going to change. She told me she was going to turn me into her sissy slave. Oh My God! What was I doing here? Why did I even come back here? I was afraid of what my heart said in response. The truth was, I really wanted to be a sissy. Even the thought of the intense humiliations that were to follow excited me. I rang the doorbell and felt my doom consume me. Ms. Linda answered the door...

2 years ago
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The Misadventures of the Worlds Worst Sissy

The Misadventures of the World's Worst Sissy By Cassandra Morgan This stuff isn't easy, okay? The world that looks down upon us think that it is. They think that any wimp can be a sissy, that even the frailest of us can scrape and bow and curtsy. They think that anyone can cook or clean are do the so-called mindless tasks that the rest of us are assigned. They think this is a soft life for soft people. They think we are so concerned with being pretty and smelling pretty that...

2 years ago
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First time Sissy

I was born a "boy" but it was mother nature mistake as I am very petite, 5'2" 110LBS. with a sexy round ass and dick sucking lips. For this site purpose I will start at 18 my journey as a sissy cum loving size queen SLUT. In my senior year with a couple of months to go before graduation I turned "legal age" but was no virgin by any stretch of the imagination but cannot talk about it because of "rules". I had become a "male cheerleader" but was finer than some of the bitches there and had the...

Transsexual
3 years ago
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Im Not A Sissy

I'M NOT A SISSY by Throne My name is Joe and not Jodie. I'm an adult and not a kid. And I'm a man and not a simpering sissy. I keep telling myself that. But my wife Arianna thinks differently. I mean, ever since we got married two years ago she had been running my life more and more. Talking down to me. Turning me into her sex slave in the bedroom, demanding oral attentions and giving almost nothing in return. She mocked my small penis and made me masturbate while she watched....

2 years ago
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Richard the Sissy

Richard the Sissy by Joney Cunningham Hi, my name is Richard, or should I say Regina now. I am a sissy. It all started when I was 15 and my parents had taken my 13-year-old sister out of town for the weekend. I had a part-time job, so I couldn't go. My parents told me that the paid Gina, the high school senior across the street to decorate my mom's sewing room. Gina was into interior decorating and had gained a reputation of doing great work. They told me she would have a...

3 years ago
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The Lingerie Salesman Sissy

I had a career change a few years ago. Admittedly a door to door salesman did not sound good but the money was OK as long as I made plenty of commission but the fringe benefits were amazing. For me it was not household cleaners or insurance but sexy lingerie. Not only did the ladies on my round like to try on the lingerie but as soon as they felt super sexy I would get my “extra” commission. Yes I had all shapes, sizes and ages, even a mother and her daughter were regular customers and I had...

4 years ago
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son turned into moms sissy

My name is Barbie. Everyone calls me Barbie because I am small and I have long blond hair. I am the smallest in my class. My real name is Ashley. Before you ask, I do not like Barbie's. I never played with them. I suppose when you have hair down to your shoulders, then people think you look like a girl and call you Barbie. I am eleven years old.I got this diary today. So I might as well write in it. It is a purple one with a bear and heart on the cover. It has a lock on it. I might as well use...

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