My Uncle Wally's Sissy Boy Wife free porn video

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Penned by: Miss Deborah (Debi) Leigh Johnson



One



I did not know what I could expect, as the Greyhound pulled into the
bus station. I did not know a whole lot in fact, as I was a rebellious
know it all, fifteen year old brat.

My parents were pretty good as far as parents went. I had not locked a
roof over my head, or enough food on the table, but I had always
resented the fact that my parents were not rich enough to give me
everything that I wanted. I knew in the back of my mind that this was
a pretty immature attitude, but what the hell, it was the way I
felt. I also did not hesitate to let my parents know how I felt, after
all, it was their fault, right? I did not ask to be born into such a
poor home. If they had really wanted k**s, they should have waited
till they had a lot more money for them, before they had any k**s.

At fifteen, I had reached my last straw, though I was too thick headed
to know it. Last week, the school I had been attending finally gave up
on me. I was not a really bad k**, it was just that I was always
getting caught at some stupid prank or another. They had expelled me,
and told my parents that I was not welcome back.

That was it.

My mom cried all night. My dad threatened to beat the shit out of
me. I decided that I did not have to put up with it, so I just left
the house. I was gone for two days. When I got hungry enough, I went
home.

I went home to a very solemn home indeed.

Mom and dad just looked sadly at me. They told me that they had come
to the conclusion, that because of the way that I treated them, that I
must really hate them. I told them that it was stupid to say that, but
they just sadly looked at me, and told me that this is what they
believed.

They apologised for being the kind of parents that had produced a k**
like me. They told me that in a last ditch effort to try and make
something good of my life, they had asked my mom's brother in
California if he would be willing to take me in. Uncle Wally had said
yes, on the proviso that they would not criticise him for anything
that he may do to try and redeem me.

It was up to me. If I did not want to go, I could leave the house
right then, and it would be over. I would be welcomed back, if and
when I could show that I was endeavouring to make something positive
with my life.

The idea of being able to live in California was intoxicating. I did
not need to think about it. I knew already that if I was kicked out of
the house, that I could not make it on my own. I had nearly starved in
the last two days. I figured that no matter what this uncle that I had
never met might want to try, it would be easier to live on the streets
in California than it was to try it where I was.

I agreed to go.

The next morning, my mom packed my bags for me, gave me $40.00 for
spending money on the way, and she said good bye to me, wishing me the
very best. She did not try to make me promise anything stupid, like to
obey my uncle or something like that. I figured I was finally getting
out of prison, a prison not of my own making.

The trip took two days and two nights. When we finally pulled into the
bus station, I was so exhausted from trying to sleep on the bus, that
I had difficulty in keeping my eyes open.

My first impression of my uncle was that he was stocky, maybe around
5'8" or 5'9" tall. He looked like he could take care of himself. He
was in his late forties. He towered over my 5' 3 3/4" 148
lbs. frame. I figured that until I could figure the angles, that I had
best try to get along with him, and his rules.

I did not even notice that he did not pick up my luggage, as he
greeted me, and led me out to his convertible. It was not a muscle
car, but it was a nice looking blue convertible, with white plush
seats. It looked kind of new, but maybe he just took good care of it.

On the way home, he told me that my mom was really worried about
me. He told me that they had a number of telephonic conversations, and
that between my mom and dad, and him, that they had concluded that
what I needed in my life was a paradyne shift.

The unfamiliar term perked me up, as far as it could, considering how
tired I was. I asked him what he meant.

He smiled at me.

"Well, you see that big store over there? Well, suppose that you was
born in that building. Suppose that as you grew up, that you gradually
explored that whole store, learning every department that is in
it. That store is your whole life to that point in time. Everything
you know is based on your experience in that store. Everything you
understand is based on the things that you have learned in that store.

Then one day, you accidentally find the front door. Suddenly, as you
go through that door, you realise that your entire understanding of
the world, which was all focused around the inside of that store, has
to be re-evaluated, because you have discovered a world that is beyond
anything that you had ever encountered before. You will have to
relearn everything. You would have to learn to appreciate and
understand things now from an entirely new perspective.

Does that make any sense to you?"

"Yeah... I guess? What does that have to do with me.?"

"Well, the paradyne that you have lived in up till today is what has
moulded and contributed to your character and personality. We all know
that it is not the best of results. That is sort of like growing up in
that store that we were talking about. What you need is a paradyne
shift. In other words, you need to go through a door, and enter a
different world, in order to grow up and get on with your life. There
is far more to life that you think that there is."

"I think I understand?"

"Good. As of today, consider yourself as standing out in the parking
lot. You now have a new life to live, one that will be completely
different than anything that you have been used to before. Okay?"

"Sure, I am game for anything, I guess."

"Good. Here we are. This is my house."

He pulled into a three car wide driveway. There was no garage. The
house looked kind of like a stucco bungalow, the kind that you might
expect to see in a western movie or something. It did have a very
large picture window that I liked, and I could see lots of house
plants on the inside.

It still did not dawn on me, that when we left the car, my four bags
of luggage were not there.

I was excited. This was not the house of a wealthy man, but it was a
really nice little house. I would like living here, I was pretty
sure. For the first time, I was glad that my uncle was not willing to
completely give up on me, the way that every one else in my life had.

He led me into the large living room. There was a large mantle and
fire place along the far wall. It looked far bigger on the inside,
than it had looked from the out side. I smiled. This was more my
style.

I was drained, and was only half conscious of him taking my hand, as
though I was a little girl, and leading me into the kitchen. I sat on
a bar stool at the island counter, and he poured me an orange
juice. It was the freshest orange juice that I had ever tasted.

Then uncle Wally took my hand and led me into my new room. The fact
that the room was obviously that of a teen aged girl registered on my
mind, but I was too tired to ask if he had another room that I could
use. I was amazed that I seemed to have suddenly lost all of my
strength.

I sagged onto the bed. He smiled down at me, and he started to take
all of my clothes off. He spent a bit of time looking down at me. He
smiled, and he told me that I was going to make a very pretty young
lady. Then he sat me up, and pulled the top half of a very soft pink
night gown down over my head. I watched helplessly as he then raised
up each one of my legs, and started to pull a pair of pink panties up
my legs. I was astounded at how wonderfully soft they were.

I was also astounded to find that they made me feel like a
girl. Worse, as my uncle pulled out the pink satin sheets, and worked
my lifeless body in under them, I started to get a raging hard on. I
was so ashamed, especially when he noted it, and reached down to
lightly caress me through the silk panties.

He was making me feel like a sissy... And I liked the feeling. He
leaned over and kissed me lightly on the lips, and told me that I was
having a paradyne shift, and that like at that store we had talked
about, I had just walked through the door and walked into the parking
lot. Then he pulled the blankets up, tucking me into my new girl's
bed, kissed me again, and wished me nice dreams.

He left me to myself then. Needless to say, I was one very confused
little boy. I had a night of very confused dreams as well. In most of
the dreams, I was wearing pretty dresses, like a pretty girl. I even
looked pretty.

Worse, in one of the dreams, near the end of the long night, I saw
myself being kissed by a boy, and I liked being kissed by the boy. I
could not see his face, but I suspected that he looked a lot like a
younger version of my uncle.



Two


The first thing that I became aware of was the loud songs from
birds. I opened my eyes into a very brightly lit room. I glanced over
to where the light came in from. It looked like the whole wall was
made of glass, with sliding doors. The doors were open, and lacy
curtains were flapping gracefully in the breeze that came in through
the screened door.

I could smell the wonderfully aromatic fragrance of back yard flowers
as they wafted into the room. I remembered all of the strange dreams,
and mostly, the lingering feelings of how nice it had felt like to be
a pretty girl, pursued by hot blooded young American boys.

I tried to shake off the feelings. They were not right. I was a guy.

I looked around the room. It was a girl's room, of that there could be
no doubt. The walls were a pale pink, with huge posters of girls with
horses, girls in ballerina poses, and one very large one of a naked
chested Fabio. The furniture was all a light off white colour, in a
Spanish design. There was a long dresser with three sets of three
tiers of drawers in it. Over it was a very large mirror that threw
back the feminine brightness of the room against the other three
walls.

I became aware that I had stiff white lave tickling my chin. I looked
down. The sheets that I was lying in were pink satin. I had to admit
that it had certainly been the nicest feeling sleep that I had ever
experienced before. I moved my legs, and nearly swooned with the
delightful sensations on my skin.

I looked around the room a bit more. Against the far wall, I could see
two slightly ajar doors. One looked like it led into a bath room,
while the other one looked like it led into a closet of some sort. In
one corner was a large full lengthed mirror, on an ornate white
frame. It looked like it also had side mirrors that could be folded
out, so that the observer would be able to see herself from three
perspectives all at the same time.

I stirred, forcing myself to leave the wonderfully inviting bed. When
I stood up, I felt the night gown fall in a soft whisper, down to
about mid thigh. It was then that I remembered seeing my uncle dress
me in it. At the same time that I remembered that I was also wearing
girl's panties, I began to feel the soft material as it caressed a
growing erection. This could not be right? I was not supposed to get
excited by wearing girl's clothes. I was a guy.

But I could not deny how wonderful the soft silk felt on my
erection. I was not able to resist lowering my hand, and lightly
caressing the front of the skirt of my night gown. It made such a soft
feminine whisper as I touched it. The sound made me pull my hand back,
as though I had been burned by the silky material of my night dress.

"My night dress..." Where on earth did that idea come from. I looked
around for some slippers. All I found were a pair of delicate things
that looked like they would break apart if anyone tried to wear them,
with big fluffy puffs of pink stuff on the toes. I stepped into
them. They had a one and a half inch high heel, which I found did not
cause me a problem. I felt too exposed in the night gown. Looking
around for something to cover it with, I found a floor length peignoir
made of pink silk, laying across the foot of my bed.

Knowing that beggars could not be choosers, I picked it up, and slid
the soft sensuous sleeves up over my arms. It secured in the front
with three pink satin ribbons, one under my chin, one at my breasts,
or where breasts would have been if I had really been a girl, and one
high on the waist. I tied little bows in the ribbons, so that I would
be able to untie them quickly, when the time came.

I moved away from the bed. The silky material caressed my legs as it
swished lovingly around me, as I walked.

I did not want to. Gawd alone knew how much I did not want to, but I
loved the way that it felt. The silky material on my legs, the panties
around my hips, and the enforced mincy step of the delicate shoes I
wore, all combined to make me feel girlish, and feminine. I was a boy,
and I tried to put it out of my mind, but it seemed that the more I
struggled with the delightful feelings of femininity, then more I
liked the way it felt.

I figured that I must look a mess, so I walked over to the vanity,
because I had noted that there was a brush on it. I sat on the soft
satin covered seat, before I looked in the mirror. I picked up the
brush. I had to look in the mirror, though I was scared of what I
would see there. I did not want to see myself, dressed in such
feminine finery.

I was startled at what I did see. I looked the same as I did every
morning, including the mess of thick shoulder length hair that had to
be brushed out, except that I had never seen myself dressed in pink
before. I looked almost the same, but suddenly, I realised for the
very first time in my life, that I looked like a girl.

My hand shook as I started to run the brush through my hair. I tried
not to look at the girlish face, framed by the soft pink silk of my
sleep wear, but it was a girl's face now. It had never occurred to me
before that I looked more like a girl than a guy. I knew that I was
considered to be cute, because every girl that I knew had told me that
I was really a cute guy. But no one had ever told me that I looked
like a girl.

My hair was thick and shiny, and fell in large thick folds to my
shoulders. I could not deny the truth of it. Seeing myself reflected
in the mirror, while I was in girl's clothes, made me realise that I
did not look like the rebellious street youth that I had always
thought of myself as. No... I looked like a girl. Maybe I had
subconsciously always known it, and that was why I had tried to act
like such a macho ass hole? I had always fought, very hard when anyone
had ever called my masculinity into question.

Now, no matter what I felt about boyhood, I could not deny that I was
looking at a girl.

Strangely, I became acutely aware of the softness of my clothing, and
aware that only girls wore clothes like this. My cock started to stir
in my panties again, not because I was turned on by being close to a
pretty girl, but because I was starting to feel like a pretty girl. I
wanted to cry.

I managed, by an enormous act of self strength, to pull myself
together. my stomach rumbled, reminding me that I had not used my
mother's $40.00 for food as she had intended, but I had wasted it away
in pin ball machines. I was very hungry.

Not knowing what I should do, the odor of frying bacon permeated the
room, and I nearly feinted from hunger.

I stood, gathering the peignoir about my trim little waist, I headed
for the door. I hoped that my uncle would not hate me when he saw what
I was wearing, but it was all his fault. I had nothing else to wear. I
kind of hoped, though I hated myself for the thought, that he would
think that I was pretty.

I made myself, hands trembling in nervous fear of being laughed at and
rejected by my uncle, and turned the door knob. I stepped out into the
hall way, and I heard the delicate click of my heels on the bare hard
wood floor of the hall way. I blushed. I sounded so much like a
girl. I heard the swish of my clothing, as I started to click in my
mincing steps, down the hall way, not sure of where I was going, but
following the enticing aroma of the bacon, now enhanced with the odor
of fresh brewed coffee.

I walked along, feeling like a fish out of water. I had no knowledge
of what my uncle was like. I had no idea of what was in this house
that was my new home. I had no idea of how I should act, dressed up in
girl's clothes, as I was. Should I act like an ass hole, like I
normally did when I was afraid and uncertain, and try to bluff my way
out of it? Or, and this thought sobered me, should I act like a sissy,
like a girl?

My hunger pangs would not let me withdraw back to the safety of the
boudoir that I had just left. I was famished, and I felt very feint. I
had not choice. I had to confront this man who had tried turning me
into a girl, for who only knew what reasons that he might have.

I found myself leaving the hall way, and stepping into a wide foyer
like room. On the right was the living room, and on the left was a
wide arch way that led into the kitchen. I had never been scared of
any thing or any one, but I felt like a weak little sissy, standing
there in my sissy clothes, about to enter into the presence of the man
who had so completely effeminated me.

My stomach fluttered in nervous fear. Would he hate me? How should I
act. Would he expect for me to act like a girl? How could he want me
to act like a boy, when he had made me dress up like this? What to
hell was all that paradyne shit?

I steeled myself and walked into the brightly lit room. I recalled
what the room looked like, as soon as I saw it.

He was standing, bent over the stove. I could hear the sizzling
bacon. I could smell the coffee, and the toast. I noted that a wisp of
smoke was starting to come from the toaster. Almost before I could
even think about what I was doing, I minced over to the toaster, and
popped the button up, making a loud click as the toaster yielded up
its treasure.

I saw the butter and a butter knife. I wondered what he was thinking
of me, as I could feel his eyes on me, as I picked up the knife and
buttered the toast. I saw that there was another two slices of bread
on the counter, so I put them into the slots of the toaster, then
turned to face my mentor.

What I saw surprised me. I did not know what to expect, but what I saw
was definitely not what I was expecting to see. Uncle Wally stood
there in a relaxed pose, with a wide almost wolfish grin on his face
as his eyes moved from the top of my head, very slowly down to pink
puffy toes of my slippers which peeked out from under the hem of my
peignoir, and moved back up.

I felt like I was being examined by a wolf, waiting to devour me. I
suddenly realised that I was being looked at in exactly the same way
that I had often looked at pretty girls. I had wanted to intimidate
them, and make them just a wee bit afraid of me, in the mistaken
belief that this would endear me to them.

Now I knew what it felt like to feel that I was being undressed by a
predator. I blushed, and I reached down to pull the peignoir tighter
around me, as thought the flimsy silk was able to protect me. I knew
that it was a foolish thing to do, not to mention totally useless, but
I did it. I also knew that I was acting just like a girl.

"Well, good morning honey. My, you look even prettier in the sun shine
than you did last night when you first got here. I hope that you had a
good sleep? My oh my, you are a very fine looking young lady... You
really are you know?"

His words were like a two by four slamming into my forehead. So, I was
not dreaming. Someone else thought that I looked like a pretty girl
to. What was happening here? I was too famished though, to deal with
any idea that was not directly related to getting food into my
stomach. My tummy growled. "My tummy?" I did not have a tummy. Girls
and little k**s had tummies. What was happening to me?"

In seconds, we were seated across from each other, at the island bar,
and I was soaking my toast into the bright yellow of the soft poached
egg that my uncle had prepared for me. I wanted to have some of the
home fries that he was piling on his plate, but he told me that girls
did not eat like that, and that I would have to get used to the new
rules that I would have to live by.

I said nothing, as I sated my hunger. I figured that I could bide my
time, and I would be able to figure out some way of getting what I
wanted. I always had before, after all.

When we were done, Wally told me to go to my shower, and he would lay
out some clothes for me while I refreshed myself. I did not even
wonder what he was going to lay out for me, but I went to the
shower. The water was so nice as the hot drops splattered against my
tense shoulder muscles.

In a few minutes, I had emerged from the shower, I had not washed my
hair, as I did not want to deal with the long stuff at that point in
time. I wanted to confront my uncle, and find out what the hell was
going on.

I walked back into the bed room, and nearly feinted when I saw what he
had laid out for me on the bed. I looked around the room, and I soon
realised that the only clothes that I had that I could wear, were
girl's clothes. I knew only too well that I had to wear what was on
the bed, or something that was just as feminine from the drawers or
the closet. This room had nothing but feminine, and I mean feminine,
girl's clothes. Lots of girl's clothes are not feminine. Not so with
the collection of clothing that was in this room.

Resignedly, knowing that I would have to be vigilant to find a way out
of this pink silk trap that I now found myself it, I sat on the
bed. First to put on was a pair of nylons. The tops of the nylons were
of a lacy design that covered strong elastic. I vaguely recalled that
these were called stay up thigh highs. I pulled them on. I did not
want to, but I could not help but to like the sensuous feeling of the
soft feminine material as it clung to my still hairless legs.

The under wear was a pair of silky pink briefs. My fingers trembled as
I picked up the delicate intimate girl garment, and held it up in
front of me. For a moment, I did not know which was the front or the
back, but I could see that the back was a bit fuller than the
front. There was fancy writing across the front, so I turned them to
see what it said. It said, "Debi's Saturday Panties." I blushed. This
was Saturday.

I pulled the panties on. The stiff white lace at the panty waist and
the leg holes was a bit rough on my skin. There was also a bra, with
small gelatine filled inserts for the cups. I sighed, knowing that if
I had to wear girl's clothes, that I had better do everything I could
to look like a real girl, or I would certainly get the shit beat out
of me, by guys who were just like me in attitude.

I put the bra on, and I slid the small flesh coloured pads into the
lacy cups. I felt the weight they made, as I suddenly felt the
unfamiliar pull of bra straps across my shoulders. Next came a soft
pink tee shirt. I knew that girls did not call them tee shirts, but I
did not know what it was called. I lowered it over my head, and I felt
the soft cool silk caress my back. I felt like I was feeling girlhood
come down over me, as the wispy garment fell to my shoulders. I looked
down, and noted that the lace trim of the bodice moulded itself around
my pseudo breasts, making me look just like a real girl. I blushed.

I stood up, and found that there was a half slip that matched all of
the other under wear. I stepped into it and raised it up over my
nyloned legs, and I nearly fell in love with they way they made me
feel. They were so wonderfully soft. It was not wonder that girls
loved wearing this stuff, it felt so nice on the skin.

I caught myself. I was not going to allow myself to think like that. I
was not going to let myself envy the real girls for being allowed, not
only allowed, but expected to wear things like this. I was a boy, no
matter what I looked like in the mirror. I was a boy, no matter what
my uncle had said this morning. I was a boy.

Fixing that thought firmly in my mind, I stepped into the white high
heels. Again, heels were only about two inches high, so I was not
going to have a lot of trouble balancing on them. I knew only too well
though, that if a guy ever tried to come on to me, that I would never
be able to either fight or to run away from him, not wearing these
shoes.

Next on the pile of clothes was a white silk blouse. I found that the
buttons caused me a wee bit of problems, till I would get used to
them, and again I chided myself for that thought. I was not ever going
to get used to buttoning a girl's blouse onto me. Not ever. With that
idea also fixed in my mind, I went over to the mirror, to help with
buttoning up the froth of lace flounce that attached to the blouse
under the lace trimmed collar. The sleeves were full, and secured by a
long cuff that had three small pearl buttons on it. When they were
done up, I had to admit that I loved the way the big blowsy sleeves
felt when they caressed my arms with even the slightest movement of my
hands. It was a very feminine garment. I could see a very faint trace
of the pink lingerie through the thin delicate material of the
blouse. I blushed, realising what an utterly feminine picture I must
make.

I went back to the bed. I picked up the skirt, and it took me a few
minutes to figure out how to put it on. It too was white. It had a
wide waist band that buttoned and zippered up the back. There was also
wide shoulder straps that buttoned at the front, with decorative brass
buttons. I stepped into it, vowing to get even with my uncle for
making me wear such pretty things. The large wide pleats flapped about
my thighs, as I slid the straps over my shoulders and buttoned up the
waist. I went back to see what I looked like in the virgin like white
clothes.

I was astounded. I could not believe it. No matter how little makeup I
was wearing, and I was wearing none at all, I looked like a shapely
pretty girl. The pleats flared out from my hips, and the straps
emphasised the breasts that they covered. The flounce of lace that
poured out from under my chin looked so cute, and so feminine. The hem
of the skirt fell to about two inches above my knees. The nylons and
the heels I wore, made my legs looked like the kind of legs I dreamed
of having wrapped around me.

My penis throbbed in excitement in my panties, and I was thankful that
the skirt flared out so that the bulge could not be seen. I hated
myself for being so turned on, because I looked so foxy. The idea that
I was really a boy under the prettiness was strangely intoxicating to
me. I nearly sunk to my knees, in tears, as I wondered how on earth I
could so easily accept being a fag. I was dressed like a sissy girl. I
looked like a sissy girl. My cock was telling me that I was really
turned on by being a sissy girl.

Did my parents know what I was doing at this minute? I'd die of
embarrassment if anyone ever found out about it.

It was time to set the tables right with that damn man out there,
who'd turned me into such a fag. How could he have done it to me? How
come I did not fight and scream about it? It seemed to me, that I was
just accepting every lacy silky stitch that he was making me wear, and
worst of all, I had dressed myself up like this.

I got angry at myself for so easily accepting this situation. I was
not a fag. But, I felt myself moving in the panties, as I went over to
sit at the vanity, and I could not deny that I had never ever been so
turned on in my life. It was as though every nerve ending in my body
was responding with excitement, as the girl clothes touched them.

I brushed my hair. I put the brush down, and I looked at the girl that
I was seeing. I knew that with a touch of makeup that I would look
really smashing. Or, even if I put on earrings..?

I wanted to cry. My hands folded in my beskirted lap, and I throbbed
into the panties, against the weight of my hands. I did not want to
like being a girl... But I did. I could not deny it. I could not deny
that Uncle Wally had not threatened to beat the shit out of me, if I
did not put on girl's clothes. All he did was tell me that he would
lay out some clothes for me, and I had willingly put them on myself.

I was a sissy.

Tears nearly blinded my eyes, and I realised that this was the way I
had always been. I had been such an ass hole to my parents and to my
friends, because I had wanted to keep it a secret, that I was a weak
little scared sissy deep on the inside of me. I wondered how my uncle
had been able to see so deeply into me, when he had not even seen me
before.

I reached for a pink tissue, and dried my eyes. I felt a sense, a very
deep sense of submission to the girl me that I now was. As I gave up
the macho pseudo personality that I had fought so hard to build for
myself, I felt a tremendous sense of relief. I no longer would have to
fight all the time. I would no longer have to strain and struggle to
keep myself so completely under control, all so that no one would be
able to detect the sissy that was really under that hard shell of an
exterior.

I accepted the fact that I wanted to be a weak little sissy girl, out
of control of her emotions, subject to the strong whims of any boy
that came along, too weak and afraid to live alone. I sobbed into the
tissue, as this sense of freedom washed over me in great waves. I
shuddered, as for the first time in my life, I let myself cry like a
sissy girl. I was nothing but a weak little sissy girl now.

I could not even draw of the false strength of the false boy
personality that I had built. I knew only too well that that
personality was completely false now. I remembered how often I had
looked at boys, and remarked to myself that I had to act that way, or
to move my hands in that fashion, because that was how boys acted. My
entire boyhood had been a big play act.

I was a sissy. How on earth was I ever going to learn how to live with
that truth, unless... Unless I could somehow not live like a sissy,
but hide it by living like a girl? Is that what my uncle was doing to
me? Was he really going to give me this second chance? At least, I
realised, if I lived like a girl, wearing pretty things, acting like a
little miss prissy young lady, that I would be acting a lot more like
the real me than that empty shell that I had thought was the real me.



Three


I dried my tears. I felt as though I had some how become cleansed on
the inside. It was the first time in my life that I had ever felt
guiltless and innocent, and clean. I liked the way it felt. I was only
too aware that I felt like this, because I was dressed like a pretty
girl.

I knew that I had to go out and face my uncle, and find out what his
plans were, and what his house rules were. I knew only too well that I
no longer had what it would take, to live the life of a rebellious
street urchin. I did not want to. I was too weak to do that any
more. I wanted to be protected. I wanted to be taken care of. I wanted
someone to love me enough, to take care of me and my needs. I hoped
that Uncle Wally would not laugh when he found out what a sissy I
really was, after all. I hoped he would not hate me for turning out to
be such a fag.

The realisation that I was such a weakling, such a real dyed in the
wool sissy, who loved wearing such pretty and feminine girl's clothes,
made me also realise that it would take a great deal more courage to
be who I really was, than it ever took to be such a fake. I wondered
if I had what it would take.

I sat up suddenly and stared at my reflection, with a look of horror
on my face. If I let my uncle know that I was really such a sissy fag,
would he think that I was completely a sissy fag? Would he think that
I only liked going out with boys, like the real girls liked doing?

Worse, perish the thought, would he think that I was a sissy cock
sucker who wanted boys to fuck her, like the real girls were like?
Worse even than that, was the idea, that it might all be true. What if
I did want to go out with boys, and act like a real girl acts? What if
I liked being kissed by boys. What if I found out that I liked sucking
a boy's cock? How could I live with myself if I was really like that?
How on earth could I make the adjustment from being a fucker, to being
the fuckee in a relationship?

I have no idea of how long it took for all these fantastic changes to
course their way through my psyche, but only too soon, I realised that
I had to make my appearance to my uncle, as the girl I had become in
the last few minutes of my life. All that I could hope for was that he
would not hate me for turning out to be such an effeminated sissy.

I found, to my amazement, that I assumed feminine mannerisms and
gestures, as thought I had been born as a girl, and had been schooled
in how to comport myself. I also realised that for all of my short
little life, I had always paid an u*********s attention to the way
girls had acted, and I had absorbed all these observations. They had,
by their own nature, suddenly incorporated themselves into my new girl
personality. I was more of a girl than I had feared that I was.

I forced myself to stand up, once again admitting to myself how I
loved the sound that my linger made, a very feminine sound that
belonged to girls. I checked to make sure that the painful bugle in
the front of my skirt was not too obvious, smoothed my skirt out
around my hips and bum, and steeled myself for the worst of
rejections. Then I strode, such as I could in high heels, over to the
door.

Before I could have a second thought about it, I turned the knob and
stepped out into the hall way. I refused to let myself think about my
revelations, as I made my way through the house, searching for the
uncle that had effeminated me. I had to have the courage to be the
real me, for once in my life.

I finally found him, down stairs in the television room. He was
sprawled out on the couch, half asleep. When he heard my heels
clicking on the stairs, he sat up and turned to face me. Once again, I
was blessed with that wolfish appreciation of my appearance that
appeared on my face.

I moved gracefully across the room, and seated myself in an easy chair
that faced him. I was only too aware that I was acting like a girl,
even to the point of smoothing my skirt out as I sat, even keeping my
back straight and my hands folded together in my lap, so very prissy
like. I wanted to hate myself for letting him see me as such a fairy,
but I could not.

The revelations about the real me that I had seen only moments before,
had been to profound for me to ever try to change them. I was a guy,
who wanted to be a girl in every way that I could be a girl. That was
who I really was. the girl's clothes that I wore, freed the girl's
personality that had lain dormant and suppressed for all of these
years deep inside of me. She was too elated at finally being allowed
out of her prison, to ever go back without a serious fight.

"So, I see the real you is finally making herself known to the world?"
he was almost malicious in the glee that I heard in his voice. He had
won completely, and he knew it. I had no choice, but to submit to the
reality this man had forced upon me.

"So it would seem. I... I never dreamed... You know what I mean?" I
heard a whiny girlishness in my voice that had never been there
before.

"I know exactly what you mean, honey buns. You are so pretty, and so
naturally girlish... You do not belong in pants ever again, unless of
course, they are silk lounging pyjamas, like the elegant ladies wear,
or perhaps some very tight fitting Chic jeans, or perhaps 501's for
girls, you know the ones with the pretty embroidery on the back
pockets and those cute little zippers at the ankles?"

I could hear the victorious revelling in his voice. But, he was
right... I knew that. I also knew that with this man, I would always
have to assume the submissive feminine role from now on. That is who I
was now. I shrugged, as I realised that I may as well get used to it,
and start now. I knew that girls had always been willing to swallow
their pride to make the guys in their lives feel superior. I guess
that I would just have to do the same from now on.

"I... I guess that you are right? Uhhh... How did you know Uncle
Wally? I mean, I did not even have any idea about this, you know what
I mean?"

"Ahhh... for the astute student of human nature, it was not
difficult. You were more blinded by your pseudo masculinity than any
one else was. Your parents knew. Let's face it, honey. You should have
been a girl. You look like a girl, and you act like a girl, and I am
sure that you now realise that you mostly feel like a girl to, and all
it took was a few hours in girl's clothes to reveal who you really
are. That masculine veneer that you had, certainly was not very strong
after all, if all it took was a few hours in a girl's pretty little
panties, to turn you into such a pretty girl, so completely."

"I... I don't like being a sissy..."

"Sissy? Boys who act like girls are sissies. You are a girl who was
acting like a boy, in spite of what you have in your pretty little
panties. All you are doing is acting real now. I want to help you in
any way that I can. If you want to really become a girl, I will help
you with that to. In the mean time, you will find a large bottle of
purple coloured pills in your medicine chest. Those are girl's hormone
pills. I want you to take two at a time, three times a day. Will you
be a good girl, and do that?"

I felt a flush of embarrassment and dead machismo flow across my
face. "Yes Uncle Wally." Even though I was being a submissive prissy
by acting like this, I felt kind of free in a strange way.

"Uhhh... What happens now?"

"Well, I'll give you a couple of weeks to get used to living here, and
wearing pretty clothes all the time. I will teach you how to keep
house, and how to cook passable well. By that time, you should be
confident enough of your girl self to start venturing out into the
real world. I gotta warn you though honey, you make a very sexy young
lady, and you really turn my crank for me, so do not be too surprised
if I walk up behind you some day, and start kissing you, okay?"

"Kiss... Kissing me? Uhhh... What should I do if you do that, Uncle
Wally?"

"What does any girl do when a man kisses her, honey?"

"Uhhh... " I blushed furiously. "Kiss him back?"

"You got it Babe. You have to do absolutely nothing except to act like
yourself. In other words, if you act just like any other girl, then
you will be doing the right thing. In other words Sweet Stuff, just do
what you feel is right, because from where I sit, you is all girl
honey. You got it?"

"Yes Sir..."

The next few days flew by far faster than time had ever passed for me
before. I got used to the idea of spending an hour or so every
morning, dressing, doing my hair and experimenting with makeup. I got
used to wearing delicate little heels on my shoes, and conducting
myself in an acceptable manner, while wearing above the knee hems. I
lost some weight. I learned that I loved doing house work, even the
doing of Uncle Wally's laundry. It made me feel some how as though I
was acting like a kind of wife, when I would fold his dried under
wear, and take them into his bed room, to put away for him. I ironed
his clothes. I picked up after him, and I even had to start making his
bed for him in the mornings.

I settled into the life of a teen aged girl, far too easily that I
should have been able to do. But, by the end of the first two weeks, I
knew that I never wanted to go back to being a boy. One thing that
really turned my crank though, was the way that I could make my uncle
react, when I flirted with him. I knew that if I did that with one of
the young bucks in the neighbourhood, that I would be in serious
trouble, but I loved the way he would start to sweat, or even slightly
tremble when I would do something that was particularly feminine, like
accidentally on purpose forget about how short my skirt was when I
bent over in front of him.

I felt a strange power over my uncle, in my new found girl hood, and
it was really intoxicating. After the initial couple of times, when he
made me go to the malls with him, and made me buy myself some sexy
lingerie, or made me try on some dresses in the girl's clothing
stores, I was forced to admit to myself that I would have to do
something really stupid, to make anyone suspect that I was a guy. I
was just too much of a girl.

One night near the end of that first two weeks, we were seated on the
couch, watching television. He asked me how I liked being a girl. I
admitted to him that I adored being a girl. I admitted that I loved
being pretty. I admitted that I loved acting in a "missy prissy" way.

He smiled and told me that he was pretty sure that I would have liked
it. He also told me that he was completely convinced that I was a real
sissy, and that the next step in my development, was to learn how to
act with boys. I was shocked. I had thought of it, of course, but I
had also tried to put the thoughts out of my mind.

He saw the look on my face. He smiled.

"That settles it honey, I am certain now that you will never be happy
in a relationship, unless it is with a boy, or more specifically, a
man who knows how to treat you."

"Wha... What do you mean, Uncle Wally?"




Four


"I'll not only tell you what I mean, I will show you what I
mean. Stand up, right there, in front of the television. That's a good
girl."

I did what he told me to. I was strangely shaking in excitement. An
erection started to grow in my panties to. I was trembling in my
submissive uncertainty.

I stood there, and I became very sensitive to what I was wearing. I
had on a pale mauve coloured slip, with a set of matching panties,
garter belt and a soft satin long line bra, also part of the same
lingerie set. I was wearing nylons, as I had done for every day since
I had started my odyssey into girl hood.

For outer wear, I was wearing a pair of pink high heeled shoes, with
sling backs on them, a little bow at the back of my ankles, and with
three inch spike heels. I was wearing a three piece suit that day, of
which I only had two pieces on. It was a soft pink skirt, jacket and
vest. I had removed the jacket to do the dishes, and had left it
hanging from the back of a kitchen chair. The skirt was a short sassy
pleated affair that fell two about two inches above m knees. It had a
high waist the pulled in a most delightful fashion at my tummy. The
vest was sleeveless, and had five brass buttons up the front. My
blouse was sort of like a man's shirt, excepting for the lace trimming
at the points of the collar, the silk that had a floral design woven
into to it, and the lace ascot, which flowed out from under my chin
and covered some of the vest.

My uncle came over and stood in front of me, about one foot away. I
became aware that I had never stood so close to a male before,
especially one that was as big as my uncle. Even on my high heels, I
had to look up to see into his clear eyes. He just stood there for a
very long minute, making me feel very shy and submissive. After a few
long moments, he spoke to me.

"Well Debi, do you feel like a real girl now?"

"Yes sir."

"Do you like feeling like a girl?"

"Yes sir."

"Do you know that this means that you are a sissy?"

"Yes sir."

Sissies are not real men, are they, Debi?"

"No sir."

"Because they are not real men, they should act like girls when they
are around real men, shouldn't they, Debi?"

"Yes sir."

Then he took a step closer to me. My eyes focused on the stubble on
his chin. I could feel the heat of his body. My cockette strained
against the front of my panties. His maleness excited me. I had never
felt like this before.

He reached out and gently took my elbows into his hands. Slowly he
raised my elbows. He raised them till he could bring my hands
together. When he did that, my forearms were resting on his
shoulders. I had nothing but my girl clothes to protect the front of
me from anything that he might want to do to me. It made me feel so
vulnerable and weak, and girlish. My cockette strained painfully
against the silken prison it was in.

Then I felt his hands go down and settle on my waist. He gently pulled
me towards him. I had not choice. To keep my balance, I took a half
step forward. I felt his belly on mine. I felt his cock press against
my belly. He was rigidly hard. I felt the pants legs material brush
against my delicate nylons. It was the closest I had come to wearing
pants in the last two weeks, and it made me feel terribly unworthy of
being considered as a male. I was a girl now. He held me like that for
a long time. I was scared, and I shook. I hated that he could turn me
on like this, just by acting like a regular guy.

After a few more minutes, his hands moved from my hips, to the small
of my back, then ever so slowly, they moved down over my bum
cheeks. He made me feel so small, and weak, vulnerable and feminine. I
looked up into his eyes.

His eyes looked down at me, and they were full of his understanding of
my effeminated nature.

"You are my sissy boy girl, aren't you, Miss Debi?"

I wanted to scream out that I was a boy, and run away. Instead, I
blushed. "Yes sir."

"Sissy boy girls like you are really sexy to me, Debi. Do you get
turned on by being so close to a real man, honey?"

"Ye... Yes sir..." I was nearly whimpering. I could feel my knees
start to buckle, and I locked my fingers behind the back of his neck
for support. I was weak enough, without having to look up at him from
the floor. That would be just too embarrassing.

"Do you want me to treat you the way that I treat other women, honey?"

"Yes..." What was I saying? How come I could not say no? How come I
did want to be treated like a woman?

"I let girls suck my cock, and then I put my cock in their pussies. Do
you still want me to treat you like any other woman, honey?"

I wanted to scream. I wanted to run away. He pulled me tight against
him, and all I could feel was his hard on. My head was light. I felt
so weak.

"Do you honey?"

"Yes sir..."

"So, if I told you to kneel down in front of me right at this very
minute, and to suck my cock, you would be girl enough to do that for
me?"

Guilt about being a by ripped through me, as I loved the silky
sensations of my girl clothes, and I luxuriated in the sense of
feminine submission that was washing through my emotions. I looked up
at him again, knowing that my cheeks were far redder than any blush
could make them.

"Yes."

I felt his strong big fingers tighten on my bum cheeks. I felt him
press his cock against my tummy.

"Prove it."

What could I do. I knew that he wanted me to suck his cock, like any
other girl would. He knew the degree of feminine humiliation that he
was putting me through. I hated being a boy. I hated myself for
wanting to suck his cock. I wished that life was simpler, and I did
not have these sex problems.

But I let my fingers unravel, and I felt his clothes brush against me,
as I weakly began to lower myself to my knees. When I felt the carpet
on my nylons, I opened my eyes. His bulging crotch was right in front
of me. This had to be the ultimate humiliation. I loved the sense of
feminine submission that I felt as I watched my pink tipped fingers
reach up and take his zipper, to pull it down. I watched as they
reached into his pants, and they gently extracted his erection from
his pants.

He did not have a big cock, for which I was very thankful. It was big
enough to be pulsing in my hand though. I felt the iron like hardness
under the satiny smooth skin. I could smell his man smell, so very
unlike any smell that came from my body lately.

I looked up, and I could see the superiority in his eyes, as he looked
down at his little sissy. He was a man, and he knew it. I was not, and
he wanted me to know that to. "Suck my cock like a good sissy slut,
Debi. Suck it really hard to let me know how much you like sucking my
cock honey."

I bent down and placed my lips on the cock head. I wanted to just
brush my lips over it, but I found myself kissing it. I was kissing it
out of my love for this man, who was making a woman out of me. I
wanted to submit to his enforced effemination of me. If that meant
that I was a sissy, and a cock sucker, then so be it.

I opened my mouth and I felt the head of his cock slide slowly over my
sensitive lips, as I received a cock, as a girl, for the very first
time. I knew that I could experience no greater humiliation. I was a
totally effeminated cock sucker, a fag. I did not want to be a fag. I
knew that, and yet I locked my lips around his shaft, and I began to
lick his cock. I knew that I was trying to make it cum inside of my
body, and receive a man's cum the way that women were designed to
receive a man's cum.

Girlishness washed over me. I felt utterly effeminated.

Uncle Wally let me suck his cock like that for about fifteen
minutes. I moved my head back and forth slowly, as I loving licked at
the shaft. I knew that I was trying to make it cum into me. This was
how a girl did it, and I was being allowed to be his girl. As I sucked
his cock, I knew that I was making love to this man who knew my sissy
soul so completely. I wanted to show him my love and my gratitude, and
so I sucked his cock with love.

"Okay honey. I want you to stop sucking my cock now. You are a lovely
cock sucker, and some other time you can suck the cum out of it, but
not today. Today, you are becoming a real girl, my sissy slut
girl. You are my boy toy in your girl's panties and skirt. Today, I
want you to suck my cock, and make it ready for fucking your virgin
pussy."

I pulled my head back, amazed that I was doing so reluctantly. Yes, I
was definitely a confirmed sissy cock sucker now, I knew. I loved
everything about being allowed to by my uncle's girl.

I planted a dainty little kiss on the head of his cock, as I allowed
it to be pulled out from between my lips. I felt empty with out it in
me. Then, I stood up.

I knew that he could see how much that I had liked sucking him. I knew
that it was written all over my face. Every time he looked at me from
now on, I knew, he would think of me as his sissy girlified cock
sucker. I had no more masculinity left to me, I knew.

This man had taken way my penis when he gave me skirts and panties to
wear. I stood up and looked up at him as he smiled his superiority
down at me. I placed my hands on his shoulders, and I stood up on my
tippy toes, and I lightly kissed his lips. He knew that I was thanking
him for making me realise that I was an effeminated boy slut who
belonged in pretty knee length hems, and silkened panties, like a real
girl does.

He grasped my hips, and turned me so that my bum was gently rubbing
against his erection. I felt utterly girlish. I knew that like any
other girl in a similar situation, my uncle was going to fuck me. I
was a pretty girl, and a sissy cock sucker. I deserved to be on the
receiving end of a rutting male's sex drive. I was not a boy any more.

I knew what he wanted. I pressed my upper back against him, as I
turned my head to receive his kisses. I felt his lips all over my
cheek, my lips and my neck. His hands were tightly grasping my belly,
and my breasts. I reached down and I pulled the back of my skirt and
my slip up. Then I could feel the small but powerful hot rod driving
into the crack of my panties.

"Man of man... You are turning into one hot little vixen bitch, aren't
you?"

For an answer, I opened my lips, and I grasped his tongue, and sucked
it deeply into my mouth. I felt his one hand go down, and lower the
back of my panties. I felt his erection between my bum cheeks. I was
glad that he was small, and I knew that he was going to use it like a
man uses it with a woman.

I melted inside. I was that woman that his cock was going to fuck
tonight. I wriggled a bit, so as to help embed his cock in the crack,
where it should be. I felt his one hand squeezing my breasts and his
other hand went down between us, and moved his cock so that it was
pointed right at my hole.

I was utterly aware of the female clothing that I was wearing. I was
the femme of this couple. He wore the pants, and it was I who wore the
panties. He was the man, and I was his complimenting woman.

"You sissy slut. You are a vixen. You have been teasing me with your
sexy bare thighs and your pretty little pantied bum for the last few
days, and now you are going to pay the price that all sissy sluts
pay. I hope that you like being a girl Debi, because girls get fucked,
and so are you."

With that, he rammed me. I felt a sharp pain as his cock head passed
my sphincter, and then a tight feeling, as I suddenly realised that
like any other girl, I had a man inside of my body. I marvelled. It
was not just the cock that had entered me. I felt as though Uncle
Wally had entered into my feminine personality, and that he was
staking his claim as the owner of my feminine soul. He was not just
fucking my body, he was taking over me, all of me.

I moaned as the feeling of utter and complete submission to this
loving manly person. I felt his cock as it slowly inched it's way, all
the way into me. His tongue was in my mouth. His hand grasped my
breasts. His other hand descended to grasp and grind the intimate girl
material of my panties into my cockette. I was impaled on his cock.

I was utterly helpless to him. He could do what he wanted to me, and I
had to accept it. I moaned out my realisation of my utter
effemination, and I could not deny that this was the most completing
feeling that I had ever had. I was the girl object of a man's love,
and it was who I wanted to be.

I sucked on his tongue with the same loving that I had sucked on his
cock. His hand ground the panty material into me. His cock withdrew
and slammed back into me. If he had not been holding me so tightly, I
would have fallen on the floor. I was becoming his possession, and I
felt so completely loved.

He slowly helped me sink to my knees, and then I heard him tell me to
kneel doggy style, so that he could fuck me better. Oh, I wanted him
to fuck me better. I wanted him to fuck me all that he wanted to fuck
me. I wanted this man to cum in me, like he cums in girls. I wanted to
be his girl.

I felt his hand slap my bum cheeks.

"Oh, daddy... Oh uncle... Ohhh... Yesss... Fuck me and make a woman
out of me. I want to be your fuckee. I want you to fuck me whenever
you want to get laid, Ohhh..."

"You fucking slut, you are just like every other sissy slut who gets
her man to take possession of her, you can't stop. You will be my
sissy slut boy girl sex slave forever now, won't you, Debi?"

"Yes daddy... Anything you say, just don't make me ever be a boy
again. This... I love this... Make love to me. Make me be your
woman... Cum in me daddy..."

"I am going to fuck this tight little pussy of yours Debi, and I am
going to give you my baby juice, just like any girl gets it from the
man who fucks her. You are my woman, my sexy vixen woman..."

"Yes... I... I want to be your sexy woman. Give me your baby
juice. Give me your cum daddy... Make me be your girl slut..."

He then drove himself deep into me. I felt his cock grow and he began
to let loose his cum deep into my girlified self, and I felt like I
was a woman loved by a man. I shrieked as his orgasm made me cum into
his hand, through my panties. I shuddered, writhing, out of
control... I was his effeminated woman.

He fucked me till he started to grow soft. Then he let go of the front
of my panties. I felt utterly complete and fulfilled as I felt his
cock pull slowly out of me. I stay there, weak, unable to move, on my
hands and knees. I felt him pull the back of my panties up to cover my
bum cheeks, and I felt him lower my skirt and slip to cover up my
panties.

I was to emotionally drained to move. I was sore, and yet I felt ever
so loved. I felt like a sexy love object. I felt like I'd been a woman
receptacle for a man. I felt completely feminine.

I sank to my belly on the floor, and ever so slowly, I rolled over
onto my back. Uncle Wally was standing there, looking down at me.

"Damn, you are the sexiest girl I have ever fucked. I put you on
notice Debi. Consider yourself to my by sissy slut from now on. I will
fuck you whenever the mood takes me, and you will suck my cock
whenever I tell you to. What do you think about that?"

"Okay..." I could not stop the beatific smile that I knew was on my
face. If that was they way he wanted me to be, that was fine with
me. If he could make me feel like this by fucking me, and letting me
suck his cock, the I wanted to suck his cock and get fucked ten times
a day. I felt like a loved woman, and I knew there was no other
feeling to compare to that.

I thought that there was no other feeling like that. I was wrong.

Two weeks late, Uncle Wally came home one day with a wedding dress for
me. He told me that I was going to marry him the following
Saturday. He told me that I could expect to spend half the honeymoon
with my pussy filled with his cock.

I smiled. "Okay."

My uncle had saved my soul, by making me become his boy wife. I love
him, and I felt wonderful as I heard the words pass my lips, "I will
love you, and honor you, and obey you, till death do us part."

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The White Sissy Slave Society: Sold into Sissyhood By Meeah Soo They were standing in a small group, drinking beer, smoking, and laughing. I could hear the rap music thumping aggressively from their boom-box. I could see them watching our car. It was late, well after midnight, and this particular park was no place for a white sissy to be at this hour. I've never been a physically or mentally strong person. I'm very easily intimidated. And there I was in a tiny plaid mini and white...

3 years ago
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51 Avis makes joe a sissy boy reissue

51 Avis makes joe a sissy boy [reissue]Joe had promised that we would reverse role playing and I decided to take him up on his offer. "We're gonna play reverse roles today" I announced one day and after a bit, Joe agreed. "What would you like to do?' he asked me. Looking straight into his eyes, "You're going to be my sissy while I make love to my old boyfriend" I replied. I knew he would have to agree after promising, so he looked at me, "I did promise" he answered back and so the stage was...

2 years ago
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Sissy Boy chapter 1

I'm often asked where I get my ideas from. You might observe that my sister appears in some of my stories and it is she that created my submissiveness and the cross dressing 'illness' within me. Most of my stories come about from experiences, 'adventures' that occurred through my life by the foolish cross dressing need she instilled within me. Many of my stories are therefore based on those happenings. There is a cross over between fantasy and reality of course, whilst the framework is...

2 years ago
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Sissy boy cuckold

Sitting upstairs in the bedroom, I grabbed my laptop and sent my husband an email. It read simply "go upstairs, clothes on the bed". I knew he wanted me to take control in the bedroom and although I wasnt entirely confident I could do this as well as he would like I had decided to give it a try. Tony was still at work and wasnt due to arrive home for another thirty minutes or so leaving me time to get my last minute preparations ready.Arriving home to a dark and quiet house Tony went straight...

4 years ago
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Sissy Boy BBC Contract

I, Keri Pinkpanty agrees to the following rules, and will adhere to them faithfully:I will submit my mind, body and soul fully to Big Black Cocks (BBC) as often as possible from now on and for the rest of my life in all of the following ways, as well as those not listed.1. I am no longer dressing for myself. I am no longer dressing for my gender. I am no longer dressing to pass as a woman as most sissy boys are prone to do. I am dressing for other men, Black men. I am dressing to attract and...

4 years ago
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Little Sissy Boy written by request for a reader

This story is for one of my readers who made the request via my website www.6ixty9ine.orgIt was only a matter of time before my wife discovered what I am, and I discovered her need to dominate and control me.We worked different hours and I was often in the house alone which only encouraged my kinky tendencies. When she was away or had meetings she would get up and go to work early and I would stay home until it was time to go out. It began innocently enough I suppose with looking at things on...

3 years ago
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The Sissy boy test

I fail their test miserably....or i pass it as they told meI didnt know what they were saying before i had a hand in my speedo spreading my ass until his finger starter marking circle on my cherry looking around if people could see but evryone were doing there stuff ''please stop it please''''dont get hard , its a test , Mike here think you are a sissy''under the water my lil cock lost the fight i was having , focussing not to get hard''he wont last 5min i think yo are right mike''jeff holding...

2 years ago
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Normal boy to sissy boy part 2

After coming in to terms with my sissy insecurities I continued to fall deeper in to the rabbit hole. After the night before where I anally ejaculated I couldn’t get black cock out of my mind. Following my usual morning routine for school I got in the shower washed my jet black shoulder length hair while afterwards I shaved whatever little body hair I had. I finished washing up and leaving the shower heading to my room where I dryed my pale thin body while staring at the closet door mirror. I...

2 years ago
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Normal boy to sissy boy pt1

Hi I’m Joey this is my first story I would love some feedback and let me know if you want a part 2True story and feelingsFrom having a normal sexual appetite for girls it evolved in to BBC problem. Starting when I was a freshman year I was very white almost even pale my short dark brown hair my 5'8 height never grew much taller I was one slim looking guy. It was weird my whole upper body was very slim especially my arms to the point where I was very self conscious that I always wore long...

1 year ago
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The Making of a Sissy Boy Slut Part 5

I hope you enjoy it and welcome your constructive comments. Thanks for reading - it's why I write! P.S. Apologies for speech marks turning out as "?" - it looks fine before I publish. --------------------------------------------------------------------------------------------------------- The next morning, having gone through my normal ritual of showering and using the douche on my boy cunt as I had been instructed by my mistress, I pulled on my silk crotchless panties and admired...

4 years ago
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Sissy Wife

A Sissy Wife Penned by: Miss Deborah (Debi) Leigh Johnson aka Karenanne Brown One I had just set up an internet account with a local server, and I was exploring. I tried all manner of searches just to learn how it all worked, and I was pleased to suddenly find that there were very many adult oriented web pages, that led to other adult oriented web pages. Over the following four or five weeks, I continued to explore and I found some that I really liked. It was at this point,...

4 years ago
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A sissy nappy boys dream comes true

Pure fantasy with only the first and fifth paragraphs being true….My wife is away for a month, overseas with her sisters and friends. Being a crossdressing sissy nappy boy, I’ve been running amok. I’ve been wearing nappies almost 24/7 and 99% of my time is spent dressed only in women’s underwear and usually with a wet nappy underneath. I have a fetish for the old lady style of granny panties, full slips, DD bras, girdles, shapewear (full body suits and high waisted control panties) full slips...

2 years ago
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Sissy Femboy Chrissy in Drag 2 At Johns Pla

This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on AdultFriendFinder, "John Smith," is in his 60s, with wrinkles, gray hair, and is very masculine, which is what i am attracted to. "John" likes shemales, drag queens, crossdressers, and the like, and...

4 years ago
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You been hacked sissy boy

We all know about our data being contently gathered and analysed for advertising purpose mostlyWhat I didnt realised after so many times watching sissy porn and buying a toy , then another , panties and more cute little lingerie is how a little prey i was for the wrong data ''algorythm'' Apparently , this is a regular thing among the group who advertise ''secret sissy boy '' all for the taking , the dark web store relying on my own uploaded datafrom my first picture i sent of me in panty to...

3 years ago
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The Making of a Sissy Boy Slut Part 4

--------------------------------------------------------------------------------------------------------------------------------------------- I spent the next hour on my own, cleaning myself up and tidying away the training equipment in the kitchen, until my attention was drawn to preparing my cum meal for the following evening. Miss Marsh had left me with a small Tupperware container, complete with lid so as it could be transported easily during my journey the following night, though I had...

2 years ago
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Sissy slaveboy gets trapped blackmailed Pt 1

I had been a submissive with ever more disgusting fantasises for several years now and had acted out a fair few of them over that time.I was a manly, muscular lad who everyone looked up to and would think was the textbook "normal man".I held a professional job, steady girlfriend and a good standard of living, to the outside world, the perfect existence.Behind closed doors i had harboured a strong, submissive streak which i could simply never satisfy and a desire to be controlled and humiliated...

2 years ago
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My White Boy Sissy

That kid is picked on more than most people in this school. Mostly because he’s small, meek, and looks more like a girl than most of the girls in this school. I wouldn’t say he’s skinny because he’s got the widest hips I’ve ever seen, but his upper body is the stereotypical nerd torso. His ass though… Damn, he’s got an ass most girls would be jealous of. Most of the time I can’t stop thinking of what it would feel like to have my big black dick 9 inches deep in that ass. Or his pink luscious...

4 years ago
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The Making of a Sissy Boy Slut Part 2

If you have not already done so, it may be best to read part 1 first. Your comments and ratings are always welcome. I hope you enjoy the series. M ------------------------------------------------------------------------------------------------------ The next morning, as I gradually awoke from a restful sleep, I became aware of atightness in my groin. With a start, the previous evening’s events flooded back to me as I reached down to find the thick elastic band still stretched around my...

2 years ago
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The Making of a Sissy Boy Slut Part 1

Watching from the back of the large hall, I thought that the headmaster sounded a little slurred and was concerned whether he would still be able to give me a lift back home once the ceremony had finished, particularly as my father was away working and the night buses were infrequent at best. However, my worries were unfounded as, once all the guests had departed, the headmaster came and found me to tell me that it was time to leave. During the journey, which took about 30 minutes, the...

3 years ago
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Sissy slaveboy get trapped blackmailed Pt 3

It was a tough morning....I got up and walked around in a bit of a daze wondering what i had done and what would happen next.I hoped the whole scenario was a lesson for me concocted by Empress and Saskian to mind fuck me and make me realise how stupid i had been.I made tea, popped in some toast and sat uncomfortablly to watch something i can't recall on TV.About 11.15am my mobile shook violently on the table next to the sofa and beeped loudly jolting me to my senses and scaring me so my...

2 years ago
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Sissy slaveboy gets trapped blackmailed Pt 2

When Empress had finished taking pics and videos and collecting enough evidence to ruin an army, let alone one guy she sat at her laptop and downloaded all the images onto her hotmail account and sent a copy to Mistress Saskia who was sat with her."There sissy, now they are safe in our hands and there is NO WAY you can get to them or more importantly, get rid of them. You are one fucked little whore boi"Her words echoed in my head... she was right... i was screwed over...Empress rose to her...

4 years ago
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Black mans sissy boy

Black man's sissy boyI started jerking off to ejaculation when I was around 18. Once I started doing it, it was all I thought about, 24/7 it seemed like. I collected fuck mags and porno tapes wherever I could find them, to use as visual aids. Just looking at those sexy nude women being loved up by their hot men made my dick so fuckin' HARD! Because of that I was able to convince myself that I was normal, of course, in retrospect it is obvious that I was identifying with the women.One day when...

3 years ago
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The Making of a Sissy Boy Slut Part 3

------------------------------------------------------------------------------------------------------- Waking early in the morning, I carried out my ritual of ablutions and showered, paying particular attention to the cleansing of my sore bottom and balls, which were still weighed down by the steel ring that circled my scrotum. Going to the kitchen, where I still could not believe the intensely arousing things that had happened there the day before, I remembered Miss Bolton’s (my form...

2 years ago
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White Boy Becomes a BBC Sissy Chapter Two

Chapter Two - Dominick's Plan I lay there on all fours, butt still gaped open, staring at its picture on his phone. I was getting used to this feeling of shame, embarrassment, and arousal at his objectification and domination of me with each humiliating thing he subjected me to. I didn't know it, but my soft, bare dick was beginning to leak pre-cum. "Here's what's going to happen today, sissy boy. I know you have more girly clothing and shit like that at home. You don't just show up at...

4 years ago
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Sissy Boy Slave and His NEW Playmate Sadie

sharleesisterboyYes, Sadie, I am a 'Lil Slave Bitch' for My Big 'brother's Cock use, when He and His friends get in the Mood for Young Sissy Boy meat to strip and abuse on the livingroom floor, inside the 'Big House'! I'm f******n and have been His Secret Sissy, Piss-Whore Slave since He traded for me five years ago when I was Nine! He KEEPS Me Locked Up in a rusty, smelly old trailer, parked inside a dark, Old Red Barn. I'm Locked up inside and I sleep on an old, Urine Smelling, Stained...

3 years ago
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Sissy boy 2

Chapter 2 My head was muzzy the next morning, the feeling you get when you've slept for too long, yet I didn't want to get out of bed, I just wanted to stay there in the comfort and security. Mum called to me, speaking at my bedroom door. "Richie, it's time to get up." I opened my eyes in time to see the door handle moving and suddenly realised that the quilt was only half covering the girl's nightie that I was still wearing, I shouted, hurrying to cover myself up at the...

3 years ago
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Sissy Boy

Sissy boy By Princess Panty boy Characters: Sandy: 8-year old son/brother Lauryn: twin/she calls herself my big sister Beth: 5-years old little sister Mom 31-years old, single Aunt Meg: 21-years old (not a relative she is just good friends with mom Hi everyone, it is me Sandy. I am kind of bored so I thought I would write this down and ask your opinion after you hear what has been going on in my life. Let me start out...

3 years ago
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Faggot boy sissy maker

I knew I needed some choke back dicking hot saliva on my shaft and the thick spit from the back of the throat on the head of my hard cock.I found a panty boy online. We started texting dirty and depraved, she wanted to be treated like a mommy and breeded in her ass pussy. She had a tight rectal passage that boys liked to cum in but no ovaries, just the tight asshole and her dick and balls that she put in panties to try to seduce straight men and porno curious boys. I met her in her backyard...

3 years ago
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Sissy boy and a shave

It’s a Saturday night. I’ve been talking with this guy online for a while now trying to determine if he and I are the right fit…. and also work up the balls to meet up (…so my balls and much more can be worked over). We’d spoken about a whole bunch of things whilst chatting, his fetishes, mine, and what both of us would like to do to the other / have done to us. From this it all seemed pretty enticing so we teed up a night we were both free to dedicate to debauchery. Thankfully for me my...

3 years ago
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Shemale on Male A boy cant outrun his fate of becoming a sissy

It had been about a week now since Nim had arrived at the Lunarfall Garrison in Shadowmoon Valley. It was the biggest choice he had made so far in his life to travel to the alternate Draenor, but it had been a relatively easy choice considering the life he was leaving behind. Nim had been gifted with quite the feminine body, so much so it had begun to get extremely tiring of constantly being mistaken for or picked on for being so lady-like. It was mostly from behind that his gender was...

1 year ago
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Hotel Sissy Boy Bell Boy Fucked by Dominant Guest

I have a job as a bellboy in a small very exclusive hotel. I see many interesting people, especially attractive men. Almost always they are accompanied by attractive women or other attractive men. One weekend, a very attractive man checked in, alone. He is 6'3", around 225 pounds, with fierce blue eyes and jet-black hair. His trim waist and broad shoulders turned the head of almost everyone in the lobby. I almost knocked over the other bellboy to have the chance to carry his bags. As I escorted...

3 years ago
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Ladyboys Moving to Thailand and my first Ladyboy

After living in the Netherlands for 33 years I was ready for a big change. I had been toying withthe idea of moving to another country to get away from the stress of it all for a while.I had girlfriends in the Netherlands. Wives.I had one nighters and 2 nighters. I wasn't doing bad for myself.But, there was something missing on the girl side. I love variety. I think I've been withevery kind of girl I COULD be with in the Netherlands. I started thinking about other countries.Other girls. Other...

2 years ago
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Uncle ben has taken my wife

By;Sameer This story was told by Davud and i am writing in his words only. So enjoy this This is a true story about my wife Fran, her uncle and their cuckolding of me. When it first started we had been married only two years. Fran was 23 and I was 29. Shortly after our wedding Fran seemed to change. She ate a lot more and inevitably put on weight. She was always a little on the heavy side anyway. It seemed that she just sat around doing nothing but eating and watching daytime telly. Worse...

Incest
2 years ago
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The Making of a Sissy Boy Slut The Prequel

So this last time I was over there at about 7pm and they said they would definitely be back by 11pm and to help myself to whatever I fancied. Taking them at their word, within 5 minutes of their leaving, I was upstairs in their bedroom having a good rummage through Susan's underwear drawer. I always liked to pick out a pair of silky pink, black or red panties, depending on my mood, and rub those panties all over my hard little cock whilst imagining I was forcing it between those luscious...

3 years ago
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Sissy Femboy Chrissy in Drag at the Club

"Can you wear a dress tonight?""I can't crossdress in public, I'm not 'out' and don't want to be seen that way.""That's okay. We're going to a gay-only club that has a drag queen show tonight, so you'd fit right in.""Cool, but I'll have to change when we get there.""Awesome! See you tonight!"And that was my conversation with a new lover I just met on AdultFriendFinder. The guy is in his upper 60s, gray hair, wrinkles, very masculine, exactly what I am attracted to. He likes the fact that I am a...

2 years ago
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mommy sissy boy p2

ziiiiip taking his large cock out , not full hard but ye so bigger than my lil cockmy knees hot the floor, looking at him remove my tshirt, leaving me in the white panty, his fat cock in my hand my mouth opening , he took my back head and help me get it in''thats it , suck the cock sexy little sissy, ohhh yes make me hard with that mouth''i was sliding it in and out, just the head , feeling him get fully hard made me proud and i sucked on the nice black cock''your mom was so right about you,...

2 years ago
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SISSY BOY

Lori had James who had been her sissy boy for a long time. She loved to dress him like a girl and get him a date or a hook up with another gay guy. Tonight she stripped him naked and bent him over and used her thick strap on in his ass. Even though he was a sissy he had a great body. He had a nine inch thick cock and a great ass that he loved fucked. Lori fucked his ass hard as she jerked his cock and waited for him to cum in her hand so she could feed it to him. Then she pulled the cock from...

3 years ago
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Uncle and my wife

Hi! My name is Sameer. I am from Pune. I would like to narrate to you a story which you would think is my imagination. But no it’s a true story. I am 30 years old and married to a very beautiful girl for the last 6 years. Her name is Kalyani. She is 28 years old. She is 5’6″, very fair, and has a sexy model like figure. We have a 4 year old daughter also. Our sex life was very nice until about 6 months back when it was becoming a bit boring and dull. I thought we needed some change to spice up...

2 years ago
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Sissy Boybreeder Whore

Sissy Boybreeder WhoreMistress likes Her sissy boys. The sweeter, the more submissive, the more obedient, …. the better. She thinks boys have been bad and need to atone. Atone by being girls, Women, Her women. And the first thing Her women must learn is submission. You have no choice. You must obey. Many women subdue their men through conflict. Not all relationship abuse, physical or otherwise, favors the men. The problem with just beating men down it that it takes time. It doesn’t scale if you...

3 years ago
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My night as my wifes sissy boy

The last few weeks had been extremely busy and my wife and I had very little time to spend with one another.  We needed some alone time so we made arrangements for the kids to spend the night at their grandparents house.  My wife asked if I would mind dropping them off by myself as she had a few things she like to get ready while I was gone. As I pulled into the driveway I noticed that most all of the lights were of in the house, it appeared that there was the flickering of candle...

Crossdressing
1 year ago
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Bruce gets used like a true sissy boy

This time I have decided to go ahead and domme one of you !!! Bruce is the lucky sissy boy today . He wants to know that he is only good to clean up my used cunt after being fucked by my real lovers. So, I arrange to be gang banged and have Bruce there to fluff then clean me. First off is Cameron .. he knows how to fuck me well and he wants to show you how to fuck a woman right. Cameron starts out with many hot kisses and his hands go everywhere touching and feeling me. He pulls my top and bra...

3 years ago
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Woman Turns Boyfriend Into A Sissy Slave

I actually began this with my boyfriend during our junior year in college. I became interested in feminization, and later sissification because my older sister’s husband is a doctor who has done some work with transsexuals. I began reading books and gathering information on websites and got started by crushing up Feminique and Triple Strength Mammary and putting them in Mark’s food and drinks without his knowing. Mark had a body I knew would convert with relative ease, average weight and...

3 years ago
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Uncle asked me to donate sperm to his wife

Uncle asked me to donate sperm to his wifeOne Friday, my uncle Anil called me and asked me to come to his home. Anil uncle is my father’s younger brother and he was married to Nalini about 7 years back and still they were yet to have a c***d. I went to their place around 6pm and Anil uncle was very quiet and looked disturbed, which was not his usual way. Nalini aunty was also looking gloomy and she was wearing a white saree and matching blouse and was looking very sexy like bollywood actress...

4 years ago
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2088 Its a Sissy World

2088: It's a Sissy World Charles Pauline - Data Processor Cindy Pauline - Charles' wife Ms. Miriam Jensdotter - Charles' Boss James Marie - Charles' work friend Ms. Marysdau - James' boss Creampuff - A Sissy Store Worker Babykins - A Sissy Store Worker Suzi - The Sissy Store Owner Butterscotch - Creampuff's Roommate Supervisor Gabriellez - Creampuff's Apartment Supervisor Janice and Roger - Passengers on the Looper Ms. Hardcastle - Milking Salon Director Nurse Hamilton - Milking...

3 years ago
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The Making of a Sissy Part 5 Boys Will Be Girls

Struggling to keep my eyes open, I stirred my spoon around in my cereal slowly as if I were hesitating to get on with the day. In a way I was procrastinating. My mom had just woken me up to remind me that it was Friday, and this was the weekend I was supposed to go stay with my dad. Since their divorce, I only saw him for one weekend out of every month, which for me was more than enough. Don't get me wrong, it wasn't that I didn't like my father, I just struggled to keep myself entertained...

3 years ago
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Meinen Mann zur Sissy erzogen

Achtung diese Geschichte ist noch voller Rechtschreib- und Gramatikfehler. Jeder der m?chte kann diese Geschichte als Vorlage nehmen und sie verbessern. Jetzt reicht es mir. Ich hatte die Internet Seiten meines Freundes gefunden. Er surft also st?ndig auf Adult Baby Sissy Seiten. Ich hatte mich schon l?nger gefragt warum er im Bett nichts zu Stande bringt. Das kann er haben, ich werde ihn einfach in ein kleines Babym?dchen behandeln bzw im Grunde verwandeln. Er war eine Woche zu einem al...

1 year ago
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Chrissie The Saga of a Lovestruck Sissy Maid

Chrissie by c.w. cobblestone BOOK ONE "Mrs. Martin" Part I My right leg had a mind of its own. Rebecca frowned. "Why you keep bouncing like that? What's wrong with you?" "Um, I ... I ... nothing." "Bullshit, nothing. Something's up; you been acting weird ever since we got back from Paris. What the hell's going on, Chris?" I balled my fists. Clenched my jaw. Closed my eyes. Drew a breath. Took the plunge. "Okay. Okay. It's just ... well, now that we're...

2 years ago
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Sissy spit roast sleep over

Pt 1: Long black limoSissy Saraya was very excited because her new mistress had told her they were going to continue with her corset training tonight, she had been wearing her waist trainer and inflatable plug all day along with her favourite pink maids outfit and cute sissy 6" white heels and stockings with pretty pink bows, She had been watching BBC porn all day and was dreaming of cock while she finished her chores, Mistress text to say her driver would be arriving at 6pm sharp, Mistress...

2 years ago
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The SissyMaster

THE SISSY-MASTER CHAPTER 1 I have read many tales and stories on this site over the years; some of them 'autobiographical' and some of them complete fantasy. It strikes me that most of the stories have been written by the, either real or wannabe sissy girl and therefore is 'her' fantasy from a sissy's perspective. So I have written my stories of my experiences, beliefs and methods from the perspective of the male. This is for the REAL MEN that read this site, a guide to the...

3 years ago
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The Sissy App

The Sissy App 1. Setup "This is the longest user agreement I've ever read!" thought Rick as he scrolled and scrolled through the hundreds of pages of legalese on his recently-downloaded smartphone app. The "Sissy App" User License Agreement was indeed voluminous, containing numerous sections detailing the GRA Software Corporation's exemption from penalties, payments or legal requirements, granted by authorities or statutes, for any harm that may come to a user when using the Sissy...

3 years ago
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Black Cock Dominance of a Sissy White Boy

I was painting a garage in a large single family home, when the man who owned the house walked out to inspect my work. As a straight white male, I am not one to find men attractive and generally couldn’t tell if another man was good looking or not. There are exceptions of course, and he was one of them. This tall handsome black man was muscular. It didn’t seem like he worked out, he just seemed naturally fit. He looked dominating but not in a thuggish way. I think he could tell that I felt...

4 years ago
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A Sissy called Jezebel Part VIII

A Sissy called Jezebel Part VIII - Jezebel has returned to hir classes at Templeton Academy: where young womyn become dominatrixes and sissies are crushed into submission. We are all getting an education on the Matriarchy in hir sissy life skills class. (Authors note: We are definitely at that world building point, where I really let my imagination fly off the hook. I am throwing out a lot of ideas, but hopefully in...

2 years ago
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Adult Sissy Little Girl World

Journey Into A Special World My name is Hannah Stone. I've been a reporter for a newspaper for years. A couple of days ago I ran into an old sorority sister and good friend Linda Hart. It's been a few years since we last saw each other and we decided to do lunch together. At the beginning of lunch we had the usual light chat. Then we sort of got on the serious side of chat, when I asked Linda how her marriage to Bob was going. "Oh, Hannah I divorced that bastard years ago. He was...

4 years ago
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Forever Her Sissy Chapter 6

This is a work of fiction for your enjoyment and all the characters are fictional. Please practice safe sex, respect others limits and know that bondage and discipline can be dangerous if done to extremes. None of the scenes in this literature are meant to be reproduced in real life. Be respectful to all women and to local ordinances and laws. I Absolutely love reading the reviews that you wonderful readers have been leaving, please, please, please continue to write and post...

2 years ago
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Training Sissy Michelle

I first became aware of "Sissy Michelle" back in the old Craigslist days. She would pop up in the T4M section, advertising herself as an older but very horny sissy looking to serve a group of kinky guys. She said she was interested in all sorts of kinky stuff, everything from group sex to watersports to hypnosis and lots and lots of bondage. She practically begged to be photographed and blackmailed into doing all of this. Here's an example of one of her ads that piqued my...

4 years ago
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Tweak Chapter Four Whats A Sissy To Do

What makes a sissy happy? What makes a sissy's Mistresses happy? It's complicated. 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 Four - What's A Sissy To Do "You have made your Mistress very happy, sissy Simonne. Let's see if we can't make you just as happy." She led him to the bedroom...

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