Permanent stay in Mastersville by 2NN
This is strictly adult material. If you are a minor or don't like
sexually explicit stories dealing with such matters as severe BDSM and
transgendered sex, go somewhere else now.
Chapter 1
I had just turned eighteen, finished high school and was ready
to take on the world. My parents were long dead and I hated my foster
family and they hated me, so when I turned eighteen and finished high
school our ways parted. I left the small town I had grown up in never to
return. I had no real friends in town and certainly no family, so no one
would miss me. Like everyone else I had dreamed about the city so that's
where I planned to go. But the city was a long way off and I had very
little money, so I had to work my way to town. It wasn't hard to get odd
jobs in the small towns along the way: washing dishes, cleaning floors,
doing a little housework. People were friendly enough and many times
told me where work was to be found. I was never very big and I am very
slight of build, so no one saw me as a threat.
I had been on the road for three weeks when I came Mastersville. Even
before I entered town a police car came cruising up and the policeman
inside, a huge man sitting alone in his cruiser, leaned out and asked
me: "Passin' through son?" His tone was friendly enough but there was no
mistaking the fact that he didn't want any vagrants or troublemakers and
that the question was an attempt to sound me out. I quickly replied in
my most polite tone of voice: "Yes sir. I'm just passing through." He
nodded at this and said: "You wouldn't by any chance be looking for a
little work, now would you now son?" The question was definitely
friendly and I did need money, so I replied that, yes I did indeed need
a little work. Again he nodded and smiled: "If you're interested, I know
a little old lady who needs a little help around the house for a week or
so." It sounded good so I said that that would be fine and soon I sat on
the seat beside him as he gave me a ride across town. I was amazed at my
luck and enjoyed the ride to the old lady's place. It turned out to be a
grand old mansion about a mile outside town. It lay hidden from the road
behind a small grove of trees.
The policeman came up to the front door with me and rang the bell. A
maid opened the door. She was so beautiful that it almost stopped me in
my tracks. Tall and blonde, with very large and full breasts, not even
her old-fashioned uniform could hide the fact that she was very sexy.
She had big, blue eyes and full, red lips that looked ready to kiss. Her
uniform shirt was made from black silk and had long sleeves with white
lace at the ends accentuating her dainty hands and perfectly manicured
red fingernails. Her skirt was also made from black silk and extended to
just below her knees. It didn't cling to her curves, but it certainly
didn't hide them either. Although you could only see the lower part of
her legs, they also looked very attractive, covered in black, nylon
stockings. On her feet were black, leather Oxfords with stilettos at
least six-inches high. She wore a little white lace apron and when she
opened the door she clearly recognized the policeman: "Sheriff
Masterton, how good to see you. How may I help you?" She looked demurely
down as she spoke and I got the impression that she was a bit afraid of
the sheriff. The sheriff smiled at her and said that he had brought
someone who wanted to work for Miss Maitresse. For the first time the
maid seemed to notice my presence as she shot me a frightened look
before replying: "Of course sheriff. Won't you come in while I get Miss
Maitresse?" She led us into the hall, closed the door after us and went
to get her mistress. As she walked away I couldn't keep my eyes off her
absolutely perfect ass as it swayed in a most enticing manner. The
sheriff was definitely getting an eyeful as well.
A few minutes later Miss Maitresse appeared with the maid trailing a few
steps behind her. "Sheriff Masterton!" she exclaimed, "how good of you
to come. I hear that you have found someone to clean out my shed?" The
sheriff said that that was indeed the case and indicated me. Miss
Maitresse looked me over very carefully, like I was being inspected. She
was a woman of about fifty and more than a little severe looking. Her
graying, blonde hair was pulled into a very tight bun, making her
otherwise very attractive face look a bit strained. She wore a black
business suit of obvious quality. The cut was just right, accentuating
her still very attractive body while managing to impart a distinguished
look to her as well. The skirt ended just below the knee and on her feet
were a pair of black, stilettos at least six-inches high. A very
attractive woman, if very severe. After looking at me for half-a-minute
she asked me: "What's your name?" I replied that me name was Tom and
that I would be most grateful for a little work if she had any. The maid
flinched at this, but otherwise remained quiet. Miss Maitresse asked me
a few more questions before informing me that I could have the job if I
wanted it. She said that it would probably take a couple of days and
that I could sleep in the basement. We discussed pay for a short while
before shaking hands on it.
The sheriff made his goodbyes and Miss Maitresse led me through the
house and out into the garden. The garden was very large and in it lay
two rather large sheds. As she opened the door to one of them I could
see why she would hire someone for the job. It was filled to the
bursting point with all manner of garbage, old furniture being among the
more useful items. She instructed me as to what she wanted me to do and
left me with the work. There was no sense in drawing it out, so I set
down my bag and began to work. It was hard and thirsty work and after
about two hours the maid came over to offer me drink. "If you would like
something to drink, I have lemonade in the kitchen?" I was very thirsty
and I said that I would love to have a drink. So I followed her back to
the house. She really was a very beautiful girl. In the kitchen I
greedily drank three large glasses of lemonade. It had funny taste but I
was thirsty and I didn't want to offend the pretty maid who stood by
with a pitcher full of it, ready to fill my glass. After setting down my
glass, I thanked the girl and turned to leave. Just then I started to
feel funny. It was like the world began spinning and my legs felt all
rubbery. I tried to support myself against a table but it was no good. I
quickly lost control of my limbs and collapsed on the floor, unable to
move at all. But even though I was paralyzed I could still see and hear,
and I clearly saw the pretty maid standing with her pitcher of lemonade,
crying hard, her shoulders moving with great, big sobs. She knelt down
beside me, the pitcher still in her hands and cried: "I'm sorry. I'm so
sorry. She forced me... please." She babbled her excuses at me for a while
until a shadow fell on her. From above I heard Miss Maitresse's stern
voice: "Diane, you useless piece of slave shit! You were supposed to
undress the little sissy-shit, not cry on her. Now I'll have to punish
you as well! Stupid bitch!" Diane cried even harder at this as she tried
to apologize. At the same time she set down the pitcher and began
undressing me with panicky movements. As I lay completely paralyzed she
tugged off my trousers and my shirt before moving on to my socks and my
underwear. All the time she tried apologizing to Miss Maitresse who in
the end grew tired of listening to her babble. Once my clothes were off
she produced a riding crop, which she used to beat Diane severely with.
When Diane had been reduced to a sobbing heap Miss Maitresse stopped and
allowed Diane to recover somewhat before ordering her to get me into the
basement. Miss Maitresse walked out of the room ahead of the crying
maid, her high heels clicking away as Diane, still sobbing, took my arms
and dragged me out of the kitchen and into the hall. While she dragged
me I was completely limp, unable to move a muscle in my body. I tried
speaking but couldn't even achieve a weak gasp. Meanwhile Diane had
dragged me into an elevator. Along the way the paralyzing effect had
reached my bladder and I was now leaving a trail of urine on the floor.
Not only was it disgusting; it was most humiliating as well. Diane
dragged me into the elevator and had propped me up in a sitting position
when Miss Maitresse appeared again. She looked at the trail of urine and
slapped Diane hard on the side of her face: "Useless cunt," she yelled;
"now look what you've done. Clean it this instant. The hard way." This
made Diane cry even harder, but she obeyed without hesitation and walked
into the kitchen. Miss Maitresse and I waited for her in the elevator
and a few minutes later she came back, crawling on hands and knees. She
was licking the floor clean; carefully swallowing everything she licked
up from the floor, a look of humiliation and disgust painted on her
pretty face. When she reached me she looked imploringly up at Miss
Maitresse who just nodded for her to go on. Diane then put her head in
my crotch and I felt her tongue on my penis. It was disgusting that she
was sucking my cock to remove the last traces of urine, but it was also
very arousing and in seconds my cock stood at full mast. Too soon she
had licked me clean she and looked up at Miss Maitresse. Without a word
she pressed a button and the elevator doors closed and the elevator
traveled a short distance down. If I had been able to utter a sound I
would have moaned with frustration as her lips and tongue left my cock.
Here Miss Maitresse left the elevator and Diane dragged me out,
following in her mistress' footsteps.
Soon we were in what was obviously a dungeon. Here Miss Maitresse
watched as Diane locked leather cuffs connected by a short chain onto my
hands, connected them to a chain hanging down from the ceiling and used
a motor winch to hoist me up until the tips of my toes were just
touching the ground. Miss Maitresse held my head while this went on,
preventing it from flopping around and injuring me in the process. Once
I was in position she rested my chin on my chest and led Diane off to
the side. I couldn't see what went on, but it was pretty clear from the
sounds. First Miss Maitresse washed Diane's mouth, rather brutally
judging by the sounds. Then she made her strip before subjecting her to
another round of whipping. Finally she stopped and led the sobbing
slave-maid over to stand in front of me. Miss Maitresse lifted up my
head and addressed me: "You are no doubt wondering what is going on and
what is going to happen to you." If I had been able to nod, I would
have. Instead she went on: "Diane, you worthless cow, show him what is
going to happen to him." Diane stood just behind Miss Maitresse, dressed
only in a tiny pair of black, silk panties, a garter belt and her black
stockings and her black Oxfords with six-inch stilettos. She was covered
in red welts and her eyes were red and swollen from crying. Presently
she removed her panties and then she undid something just above her ass.
It was a thin steel wire and now she pulled it out between her legs,
revealing her secret. The steel wire was attached to a very small metal
tube and inside this tube Diane's tiny, abused and compressed member was
imprisoned. Diane wasn't a girl! She was a man, just like me! If I had
been able, I would have screamed with surprise, but as it was I just
hung limply as Miss Maitresse calmly and in very few words described
what would happen to me: "I am going to turn you into a little shemale
slave maid like Diane here. When your training begins in earnest I'm
going to sell this useless bitch and you will take her place. And when
your training is complete, as Diane's is now, I'm going to find a
replacement for you as well and make some money selling you. You will
address me as Mistress and always remember that you are a useless slave
and that I am your ruler, your owner." I wanted to scream with horror,
but was unable to. Instead I just hung limply as Mistress ordered Diane
to begin preparing me. As she began I got a better look at her member.
The tube, or more appropriately the chastity device, which held her cock
was an impossibly small tube, which compressed Diane's member violently.
Only her cock head stuck out of one end and it too was restrained by
thin strips of metal attached to the tube. The cock head strained
against its prison and from the tips of her cock a constant stream of
pre-cum dribbled. At the other end of the tube a steel wire was
attached. This was secured to a steel mesh pouch compressing Diane's
balls. The two parts were locked together and were impossible to get off
without the help of the key and even then it would be difficult.
Meanwhile Diane first went behind me and shoved something up my ass. My
muscles still didn't function properly, so she had no trouble shoving it
all the way up my colon. Once in position she inflated some kind of
balloon inside me, preventing the tube from falling out or being
expelled. I thought this balloon was most unpleasant, but as it turned
out the balloon was almost nice compared to what came next. The tube in
place Diane then pumped what seemed to me a huge amount of warm water up
my ass. I wanted to scream as it filled me up, eventually even
distending my belly, but again I was mute and paralyzed. Finally she
stopped and as Mistress watched she let me hang there, my belly
distended with the enema. Finally Mistress nodded to Diane who the
released the air from the balloon and removed the tube. The shitty water
just fell out of me, as I had no power to expel it. All the same it felt
heavenly, one of the most relieving experiences of my life. Foolishly I
thought it was over, but almost Diane had the tube up my ass again and
soon I was being pumped full of warm water, like some kind of obscene
human balloon. All in all I received seven enemas in a row and by the
end of the last one I wanted to beg for mercy. I would do anything to
make her stop and if I had been able to, I would have cried with relief
when Diane stopped.
At the signal from Mistress Diane then put all my hair beneath a bathing
cap. Then she taped over my eyes and eyebrows and my mouth. Wasting no
time she then covered my entire body in a thick lather of slimy goo,
making sure that the foul stuff reached into even my deepest crevices.
Then she left me alone for a while. After a few minutes the stuff began
to burn and soon all I wanted to do was scream in pain. I was sure that
my skin was being burned off, but no one helped me. Finally I felt a
powerful spray of ice-cold water wash away the goo. After drying me with
a nice fluffy towel Diane removed the tape and the bathing cap. My chin
was still resting on my chest so I was looking straight down. Looking
down I realized that I now had no pubic hair. In fact I had no hair
anywhere on my body. The only hair I had was my eyebrows and the hair on
my head and it has been so ever since. The goo removed even the ability
to grow hair and to this day my body is completely hairless.
Again moving at Mistress' command Diane then proceeded to dress me -
sort of. First she put a pair of black, leather Oxfords with ultra-thin
six-inch stilettos on my feet. Shoes similar to her own. Then she tied a
thin leather strap around my waist and fitted my neck with a broad,
black collar. Standing on a stool so that she could reach, she fitted my
hands with black, rubber mittens with rings at the ends. The mittens
compressed my hands into cone-like shapes, rendering them useless. After
that she stood back as Mistress came into view. By now I was gradually
beginning to gain some control over my muscles and one of the first
things I did with this newfound control was to speak up. I started to
object and call for help, but my cries were so weak that it made
Mistress chuckle with derision. She quickly fixed the noise, however,
equipping me with a jaw wrenching black ball gag, effectively silencing
me. Mistress then began running her hands over my body, gently and
enticing. At first I tried to pull away, but a warning slap from her
riding drop convinced me that this was not a good idea. I was scared and
I hated the thought of what she wanted to do to me, but nonetheless it
took her less than a minute to get my cock rock-hard and throbbing with
need. Her hands were those of a true expert and soon I threw back my
head and moaned as her knowledgeable hands stroked my cock. I knew I
should resist and hate her, but still I found myself responding and soon
I was on my way to a truly magnificent orgasm. But just before I came,
she pulled her hand away and laughed, the sound filled with utter
contempt. I whimpered in a most humiliating way as her hands left me
while I uselessly jerked my hips in her direction. Instead she left me
and undressed. Wearing just her high heels she picked up a huge strap-on
dildo and strapped it in place, the giant pole protruding from her
crotch in a most un-feminine manner.
I guessed what was coming and whimpered with fear as she went behind me.
I wanted to draw away but there was nowhere to go. Standing behind me,
she caressed my naked and hairless body as she spoke: "You will relax
and let me fuck your virgin shemale pussy without any form of resistance
or I will whip you, only good. Understood?" There was no mistaking her
tone and my helplessness and I nodded my defeat. With that she spread my
butt-cheeks and started to insert the monstrous strap-on into my ass.
Even if I had admitted my defeat my body got the better of me and in
reflex I clenched my buttocks. This made Mistress absolutely furious and
soon blows from her riding crop were raining down on my defenseless
body, reducing me to a crying wreck who tried to plead through his gag.
After once again showing me who was the boss, she went behind me again
and this time I managed to unclench my buttocks as the absolutely huge
dildo entered my ass. I groan and strained, my breath growing ragged and
irregular as the giant filled me completely. I was impaled and my toes
were now dangling about an inch off the floor. At first Mistress didn't
move at all, instead settling for the amusement in observing me twitch
on her cock, impaled and defenseless. After a few minutes of this she
started to fuck me, slowly at first, but gradually increasing the tempo
until she was really leaning into it, the cock pounding my ass, making
me scream and groan as it pounded in and out. To my astonishment I felt
myself growing hard from the fucking. My cock responded automatically to
the pressure on my prostate and as it grew hard Mistress also grabbed my
cock and began stroking it. Soon I was torn between hating the fucking
and the lack of control and loving the fantastic sensation of being
fucked by an expert. In the end the last sensation won out and I
approached a truly magnificent orgasm. But again, just before I came,
Mistress removed her hand, leaving me hanging. I whimpered with need and
just then she removed my gag and spat into my ear: "Beg for it, you
useless cunt!" She had me and I only hesitated for a second before I
began begging: "Please Mistress! Won't you please let me cum? Please
Mistress?" She laughed and grabbed my cock again and told me to beg some
more. In the end I had to beg until I was crying with humiliation before
she let me cum. When I did cum it was fantastic. I screamed with
pleasure as a huge stream of cum pumped out of my needy cock and my ass
reflexively tried to pump the artificial cock.
Realizing what she had made me do, I hung limply in my bonds sobbing
with humiliation and guilt over enjoying the fucking so much. Mistress
chuckled derisively and scorned me loudly, repeating what a useless
sissy I was. Then she withdrew her monster cock and I groaned with
relief and with a strange sense of loss. After the initial discomfort I
had to admit to myself that I had grown to like the fucking. It was
extremely humiliating, but there was no way around it.
When I turned my attention away from the sensation in my ass, I noticed
that the last effects of the paralysis were gone. I also noticed that
Diane was licking up my cum from the floor without even being told to do
so. I wanted to ask why Mistress was doing this to me, but she cut me
short, inserting once again the gag into my mouth, wrenching my jaws
apart. She then barked an order at Diane, instructing her to get on with
it. Diane sprang into action and soon she was gently licking my cock,
removing the last traces of cum. Again I moaned with pleasure, but it
proved to be short-lived. Mistress pushed Diane away and placed an ice
pack around my genitals. The shock was tremendous and I screamed with
surprise. In seconds my cock shrank and shriveled but Mistress still
held the ice on my genitals. I writhed and whimpered but to no use. In
the end my cock and my balls were barely visible as I looked down my
body and they were almost completely numb. Then came the cruelest
surprise of all. Mistress produced what was obviously a chastity device
just like the one Diane was wearing. I tried screaming and pulling away
but Mistress had Diane hold me as she put it on me with a great deal of
effort. She lubricated the tube with some kind of very cold grease and
as it slid up my cock, compressing it almost intolerably as it did, I
could feel and hear Diane sob in sympathy. The compression was so great
that I felt it in spite of the fact that my genitals were nearly numb
from the cold. The mesh cage around my balls was just as bad and here
the pain was even worse. After a few minutes of squeezing and tugging I
was imprisoned just like Diane.
Mistress was obviously pleased with the result as she stood back.
"Almost ready to take you to the doctor, you worthless sissy-shit. It
will be a long, long time before you cum again," she said as she laughed
a little under her breath. Her amusement only increased when I,
humiliating myself even further, began to cry. "Useless, little sissy,"
She remarked as she operated the winch, setting my feet on the ground
again. Now that all my weight was pressing down on my feet again I
noticed just how small and uncomfortable the stiletto shoes she had put
on me were. They were at least one size too small and squeezed my feet
and my toes unbearably. Keeping my balance was also very difficult and I
stood there, swaying insecurely. Mistress noticed and said calmly: "You
had better learn how to walk properly in those shoes, because from now
on you'll never wear anything but stilettos." I was too busy focusing on
keeping my balance and on the pain in my body to put up much of a fight
as Mistress released my hands one at a time, only to secure the mittens
they were sealed inside to my collar so that I now stood holding my
hands to my neck. To make sure that I was completely helpless Mistress
pulled my elbows behind my back and tied a strap between them, pulling
them as closely together as they would go. As if I wasn't helpless
enough she finished the job by putting me on a leash, not to my collar,
but to the tips of my chastity tube so that she now led me by my
imprisoned cock. She led me out of the dungeon, pulling viciously on the
leash as I lagged behind on unsteady feet. I tried objecting to this,
but all I accomplished by that was a new round of whipping and I decided
that I had no choice but to follow this cruel woman. And although I
didn't want to admit it, not even to myself, I was also curious about
what was going to happen to and more than a little turned on by her
treatment of me. Up until that moment I hadn't been aware of it, but I
was becoming clear to me that I was more than a little submissive. Being
dominated by this brutal woman actually turned me on!
