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Captive Hacker
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Dedicated to "J"
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Chapter 3
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My search for a phone has so far failed. I think I can stand the perversions
until I find someway of contacting my family and friends. Hopefully a short
call will be enough to let them know I still exist and explain that I have been
found guilty by some extra-legal counter-terrorist agency even though I am
totally innocent. I am perceived to be a threat to national security and I have
not been allowed any access to the outside world with the exception of my
so-called counsel. She informed me after the fact I had been found guilty.
Then she offered me this position as her sex slave which I took thinking it
would be better than rotting in solitary confinement.
My assumptions about my duties have so far been far short of reality and I have
suffered another embarrassing and degrading day. I am keeping this journal as a
reminder of the indignities I have suffered.
The day started as usual. I had to attend Mistress Green, kneeling by her bed
from an early hour, until she awoke and needed me. After rising I showered,
shaved and put on my uniform. A black leather collar never left my neck, even
at night. It was tight so I was always reminded of its presence. I had a top
made of black leather straps that looked and acted like a harness. I then very
carefully put on sheer black stockings, which attached to suspenders on the
harness. I had become accustomed to wearing the stockings over my shaved legs.
An uncomfortable crotch strap then went in a 'Y' shape from the back of the
harness round my asshole and then up to hold my cock and balls in a tight grip
facing out from my body before being clipped onto the harness at the front.
Black high heels completed the outfit.
On previous days she me perform oral sex on her as she woke, but today she only
needed to pee. When she woke I crawled into her bed up to her pussy, fastened
my mouth over her cunt and drank her piss as she used me for her toilet. I ran
her a bath and dressed her. Today she selected a bikini and a robe because she
wanted to work on her tan.
I kneeled at her feet as she and Mistress Benny had their breakfast, and then
had a little to eat myself. When I had finished I had to carry an enormous bag
of things as she went out to lie by the pool. In her presence I must crawl, so
to carry the bag it was placed on my back. Previous experience convinced me the
threats she made of punishment if I dropped the bag were real.
I managed to make my way to her sun bed by the pool, and her only comment was
that she was 'disappointed' I had taken so long. This expression has a special
significance, and upon hearing it I must beg to be spanked for whatever minor
behaviour she is not happy with. I had become accustomed to being spanked so I
found it painful and slightly humiliating but accepted the punishment.
It was pleasantly hot and sunny and the day started well. First of all Mistress
Green required that I rub suntan oil all over her body, which was very arousing.
She had immediately taken off the robe and bikini top but left the bottom part
on. This was the first time I had properly touched her body with my hands and
it was quite thrilling. I kept hoping that my duties as a sex slave would allow
me more intimate contact, and this seemed like a step in the right direction.
When it came to massaging the oil into her breasts I was very aroused, and I
don't think I was very subtle as I my hands worked over her tits. She didn't
complain though, and seeing my cock was becoming erect told me
"You don't want to get sunburned Dick!" and proceeded to rub oil into my
cock, pulling it and massaging it with oily hands. This was only a tease and
she told me I could sit in the shade.
The bag contained many things. As well as lotions and oils, there was a huge
icebox with lots of cooling drinks and juices. These I served to Mistress Green
on request. I was sorely tempted to drink something myself, but I knew that if
I needed to pee I would have to grovel very humbly, and then when she agreed
Mistress Benny would beat me on the buttocks as I pissed in front of her.
Late in the morning Mistress Green required me to perform a truly disgusting
act. She needed to piss, and sat on the edge of the sun bed with her legs
apart, one hand holding the bikini aside as I pressed my face against her pussy
to drink her urine. After the initial flood of piss she sat forward, and told
me in a calm voice.
"Dick I also need to crap. Put you hands out and catch my shit while
you drink my piss."
She used the other hand to hold her bikini out of the way while I held my hands
out under her ass, my face still buried in her crotch. I did not know what to
expect and it felt strange as the warm lumps of faecal matter dropped onto my
out-stretched hands. I was revolted by the feel and the thought about what was
actually there. Luckily she couldn't see my face, as I am certain it showed my
disgust.
When she had finished she told me to wrap the turds, clean my hands and return
with paper to wipe her ass. Carrying the shit in my hands as I hobbled on my
knees back to the bag was even more disgusting as I could see what I was
carrying. I tried to ignore the smell and not look at it as my stomach
threatened to throw-up my little breakfast.
In the bag I had been carrying I found the necessary papers and wrapped Mistress
Green's excrement. Then I fastidiously cleaned my hands, aware that I could not
take too long before returning to wipe Mistress Green's bottom. As soon as I
could I scurried back and carefully wiped her ass. She did not complain about
the time taken.
Previously she had sat on my face so that I could tongue her asshole after
shitting, but today she lay across the sun bed, her ass in the air. This made
it harder because I had to force myself approach to lick her asshole. It was as
unpleasant as last time and again I felt the need to puke as I tasted the
bitterness of the remains of her toilet. I tried to avoid the taste by
summoning as much saliva as I could manage but it did not help and she made me
tongue her ass very thoroughly. I had the distinct impression that this was
going to be a common occurrence.
During the afternoon the clouds that had been building up on the horizon
released a torrent of rain. After lunch Mistress Green informed me that she was
relaxed and horny enough for some exercise indoors and I was to help. She told
me to wait in room 6.
Room 6 was not decorated in the soft white colours of the other rooms I had been
in, but appeared to be a semi-formal sitting room. There were a large number of
couches, chaise-longue and straight backed chairs. There were some stools and
tables, high and low. The walls had a dark patterned wallpaper and numerous
cupboards. The floor was carpeted.
I knelt and waited for Mistress Green. When she entered I was amazed, she was
dressed as I expected a Dominatrix to dress. A black full cup basque.
Suspenders holding sheer black stockings with matching panties over, black high
heels and long black gloves. She sashayed across the carpet and took a
reclining position on a chaise. She looked at me and then said:
"Get an erection Dick!" a command I thought in keeping with my status as
her sex slave. As my hand reached out to stroke my already stirring cock she
added
"Without your hands." This was actually very easy to do; I just had to
mentally strip her as she lay there.
I had to kneel there for an uncomfortably long time struggling to keep my
imagination churning to keep my cock hard. Eventually she stood and as I
watched removed her panties. These she twirled on a finger as she resumed her
reclined position but this time opening her legs. She then gave the command I
expected and I hurried forward to bury my face in her lap and eat her pussy. I
thought I was pretty good at this and hoped that this would be the time I could
finally get my erect cock inside the bitch's wet cunt.
She was soon moaning and groaning nicely, holding my head in her hands and
moving against me. After a while she moved so she was lying back, and holding
her legs up she bade me lick her asshole too. The fact this was of a sexual
nature meant I did not hesitate and happily lapped at her little asshole as well
as licking up to her pussy too. It was something I had never tried, but I had
often thought about anal sex with a woman, and maybe this was to be the day.
Finally she had me on the floor as she squatted over my face, first offering her
pussy, and then her ass to my eager tongue.
I was therefore surprised when she rose to her feet and stepped away.
Immediately I was fearful that I had done something wrong, but she just assumed
her position on the chaise again. As I moved to continue to suck her off she
stopped me and told me to get the object in a particular cupboard and draw. I
was a little mystified until I found that the object was a little silver dildo.
When I returned with the dildo I had to use it on her pussy. It was very
strange to use something other than my penis like this, but in a way it was
easier. I had a lot of control, rubbing it up and down her cunt, pushing her
clit, before slipping it inside her. I thought it was really small because it
slipped in so easily and there was no resistance as I fucked her cunt pushing
the toy in and out. I assumed that this toy was just a form of foreplay and
that the next act was to me my cock spearing her wet pussy.
Again she directed me to another cupboard and draw, and this turned out to be a
bigger, nearly full size dildo. I continued to use this tool on her pussy, now
taking care as I pushed it inside her that I had it correctly angled. There was
more resistance and she was beginning to really get into it as I fucked her with
the dildo. She was arching her back and pushing herself up the shaft of the
pretend penis.
Another command directed me to another drawer, but instead of the dildo I was
expecting, I found a leather garment with a screw-threaded stud on it.
Returning to Mistress Green, the reason was clear, the dildo attached to one
stud on one side of the crotch plate, the side that had bumps that would rub
over her clit. I helped her step into the straps and slide the dildo into her
pussy. The smaller silver dildo screwed onto the front.
I was so turned on that I couldn't see where this was going as I was told to
suck Mistress' cock. The little silver dildo was still covered in her juices as
I sucked it. I could hold the dildo in my mouth and push and pull so the dildo
her end was moving in her pussy at the same time. The first inkling I had at
the remainder of the game came when I realised what we must look like, me
kneeling before her sucking her pretend dick. As this enlightenment hit me she
smiled at me and told me:
"Turn around Dick and use you hands to spread your butt cheeks."
I did not know what to do. I was a virgin in the ass, and had never had any
fantasies in this area. I had thought about anal sex with a woman, but in that
case it was always my hard cock driving into her forbidden passage. The fantasy
might have included the dream girl licking my ass, but not actually inserting
anything.
My indecision must have lasted a long time because Mistress Green started
frowning. I thought that she was about to suggest a punishment so I did as I
was asked almost unconsciously. My mind was detached from the thought, perhaps
hoping this was all a sick dream and I was about to wake up. My thoughts
immediately returned to the present as I felt the touch of the toy on my
puckered asshole.
"Just relax," she tells me, which doesn't help as I immediately tense
more.
She laughs and I feel the pressure suddenly build as she presses against me.
Then I feel the head of the dildo parting my sphincter and entering my body.
I am physically sickened by this violation, and my asshole tries to tighten and
expel the invader. Mistress Green starts to pull the dildo out. Even as I am
trying to hold the penetrating dildo out she mercilessly starts pushing in
again. My sphincter is again forced apart against all my struggles to tighten
my ass. After several more strokes, my body begins to relax and I begin to
accept the foreign object being shoved into my ass though it starts to feel sore
and stretched. This is matched by my hot embarrassment at being abused in such
a way.
Mistress Green's strokes increase in speed as she pulls and pushes the dildo
deep into my ass and my asshole begins to get extremely painful. As she does
this I can hear her panting and puffing as the other end of the dildo not
inhabiting my ass fucks her pussy. I start to complain about the pain:
"Mistress Green, please stop Mistress Green." It does not make any
difference except perhaps to make her pump harder. Fortunately she does not
take too long until she orgasms, while thrusting the dildo as deep inside me as
it will go.
She then pulls the dildo out of my ass, making it feel strangely empty as she
goes to lie on the chaise again. I slump to the floor, barely able to kneel, as
my legs feel weak at the thought of my violation. My ass is on fire,
spastically tightening as it struggles to cope with the unfamiliar sensations.
Mistress Green is lying satiated on the chaise. After a few minutes as I get my
feelings under control she tells me to help remove the dildo arrangement.
As I approach her she suddenly exclaims
"You disgusting filthy Dick! You horrible shit assed slime! Look at my
dildo, soiled by your animal waste!" I don't know what to say since it was her
idea to spear my ass with her dildo. "You are going to clean these properly,"
she tells me and I am suddenly revolted at the idea she is going to make me lick
them clean. At that moment Mistress Benny arrives and the still fuming Mistress
Green requests that I am taken away and cleaned up.
I am relieved that I have not been asked to clean the dildo soiled with my
excrement with my mouth and meekly follow Mistress Green to room 3. My tension
increases again as I am told to strip and Mistress Benny starts to assemble
various items of equipment. Then I stand in the shower and Mistress Benny
presents me with a long tube. One end of which has a large liquid filled bag.
My heart pounds as she explains its purpose.
"This is an enema Dick, to make sure you are properly clean inside for
Mistress Green's pleasure. Since you have proven yourself incapable of keeping
your ass clean you are to use this equipment when directed.
"You will insert the catheter into your anus, hold the enema bag at nose
height and then open the tap. When the contents have filled your rectum you can
remove the catheter but you will hold the contents inside you until I say you
can release it. Only then can you release the liquid. You will then be hosed
down.
"An appropriate punishment would be to whip you while you held the
liquid and as you expel it, but I don't want to be anywhere close to your foul
excrement. Therefore you will be whipped afterwards, and the number of strokes
will be proportional to the length of time you failed to hold the fluid in your
bowels.
"After being whipped I will test your ass with a dildo. If it comes out
dirty with any trace of faeces we will repeat the process. Is that clear?"
I am overcome with embarrassment and shame. I would prefer that this had never
happened, but if my plan is to have any hope of success I am going to have to
humiliate myself with this unnatural and unnecessary activity.
"Mistress Benny, yes Mistress Benny" I reply in a small voice.
With great reluctance I take the catheter and hold it against my ass. I am
going to abuse myself with it, which make me feel more ashamed then being reamed
by Mistress Green's dildo. Clenching my teeth I push the tube into my ass. It
is smaller that the dildo earlier and is not too much of a problem to insert. I
have no idea of what it is going to be like and carefully open the tap. The
height difference between the enema bag and my ass means the cold fluid
immediately starts to fill my insides. It is like a cold heavy weight in my
intestines, not uncomfortable but decidedly unpleasant. Immediately I find I
have to tense my sphincter to hold the tube in place as the bag empties into my
ass. It takes a couple of minutes and I feel the pressure building immediately,
I hope I don't have to hold it for long.
When the bag is nearly empty, Mistress Benny gives me permission to remove the
tube, and then bids me stand still and hold it in.
"I will start at 100 strokes Dick." I am horrified to hear, I know I
cannot hold it for long and if she counts down slowly I am going to get severely
beaten.
"The minimum I will count down to is 10. At that point I will let you
release the enema. Do not release it until then."
She sits on a stool as I struggle to keep my ass as tightly closed as possible.
It is at least a minute before she announces 90 strokes. I nearly let go then
but the dread of the whipping keeps me squeezing my ass as tightly as possible.
The number of strokes continues to decrease but ever so slowly. I am clenching
my teeth and holding my sphincter as tight as I can.
At the fifty mark I feel an unbelievable pressure as my colon tries to rid
itself of the burden of the water. I hold on as hard as I can, straining to not
let go. I beseech Mistress Benny to let me empty my bowels,
"Mistress Benny it hurts so much, please let me release it Mistress
Benny."
"Mistress Benny I cannot control myself Mistress Benny."
Blushing deeply red from my assumed worthlessness I ask her
"Mistress Benny I am a dirty slave who cannot control his own bowels and
anus, I humbly beg you to allow me to void my waste Mistress Benny".
This last plea makes her smile, but she continues the count and my ass is
beginning to cramp and numb at the tension.
At 20 strokes, I feel the liquid running down the backs of my thighs as it is
squeezed out of my ass. Mistress Benny does not seem to notice and eventually
announces.
"10 Dick, let it go".
I am so relieved the enema squirts out my ass with astounding force; it feels
like the whole of my intestines are being expelled.
Mistress Benny uses the cold-water hose to remove the dirt and delights in
abusing my poor asshole with a direct jet as I bend over holding my ass cheeks
apart. We go to room 8, which is Mistress Benny's room for toilet training. I
hold a pair of rings above head height as she whips my ass. She first tells me
the number
"You started letting go at 20 didn't you Dick?" she asks me, and I
realise that I cannot persuade her that I held it all until 10. So I reply in a
small resigned voice.
"Mistress Benny. You are correct, it started trickling out at 20
strokes Mistress Benny".
The 20 strokes are as painful as the other times I have been beaten by Mistress
Benny. Puzzled we returned to room 3, and then I realise that Mistress Benny
intends to check my ass. As I bend over she pulls on a rubber glove and
unceremoniously sticks a finger in my ass. The intrusion is sudden and rough
and I squeak at the indignity. She then pulls the finger out with a pop. I
guess that she must have looked at it, because she presents it to my face.
"Suck this," she tells me. I am revolted by the idea that I am having
to force myself to suck a finger that had recently been in my ass. However it
looks clean and though I felt the urge to vomit I controlled myself and start to
suck her finger. All I could taste was the neoprene of the glove.
My ordeal is not over, because after the first finger, Mistress Green repeats
the procedure and again I suck it when it has been removed from my anus. She
switches fingers, and then I feel her push two fingers into my ass. This is a
weird sensation as I feel my asshole being distended. After sucking those two
fingers, I feel her trying to fit 3 into my ass. I feel that it is as wide as
it can go and immediately start begging for her to have mercy and not split my
sphincter ring. She does not stop straight away, but enjoys my increasingly
panicked cries until she regretfully stops. She tells me,
"And now the deep test."
From a draw she takes a white probe, not very wide, but at least 10" long. I am
scared at the idea that this is going to be forced into my bowels, and even more
scared that it is certain to be dirtied and all this indignity is going to be
repeated.
The first length slides in easily but then I feel it stop and push against
something inside me. Mistress Benny keeps pushing and the pain grows. I plead
for her to stop
"Mistress Benny, please stop, no Mistress Benny I can feel it pushing
against something. Please stop Mistress Benny" I am so scared I actually try to
substitute the pain
"Mistress Benny please stop, I don't mind if you whip me more Mistress
Benny"
She just tells me
"Relax you pathetic Dick it'll slide the rest of the way in as you
relax."
I am so scared I am thinking of stopping this torture immediately, but make a
little effort to relax. I am amazed and relieved as I feel some muscle group
relax inside my bowels and the strange feeling as the instrument pushes the rest
of the way inside of me.
I am now scared about the result. To my relief and perhaps to Mistress Benny's
displeasure it is as clean as it went in. I slump and sigh relieved. After
dressing Mistress Benny returns me to Mistress Green in room 6, the toy room.
From the range of dildos and vibrators scattered over the room it appears that
Mistress Green has been amusing herself while I was being cleaned. Mistress
Benny informs Mistress Green that I have been properly cleaned and punished.
She continues
"But Dick is so anally retentive. He squealed pitifully when I had to
check his ass, he is going to need a lot more training."
Mistress Green agrees,
"OK then Dick, tomorrow we'll see you take some more of these beauties."
I feel physically sick because as says this her hand is running up and down a
realistically modelled dildo, but this dildo is screwed onto a table top and
must be 12" high and at least 3" in diameter. If she is going to force that
into my ass I know that my whole torso would literally be ripped open.
***
Another day has passed and I feel a terrible despair that I will never be able
to find a way out of this. Last night after the sickening games of the day I
sneaked around trying to find phone or anything that might be connected to the
outside world. Sleeping was difficult anyway because of the amount of
punishment inflicted on me in the course of Mistress Green's training.
The day started normally enough, with me acting as Mistress Green's toilet and
guzzling her piss when she woke. After my very light breakfast Mistress Benny
again takes me to room 3 where I administer an enema to myself. I actually
found it easier to hold as she counted down to 10 strokes. I was annoyed that I
had to endure even those 10 as I had not actually done anything to require the
enema, but I knew better than to complain. When Mistress Benny came to insert
the deep probe I felt the same pain as it pushed against some muscles in my
rectum, but remembered to relax, so before the pain became unbearable it had
slipped all the way inside.
That was just the beginning of a day of anal abuse and varied punishments. The
first toy I had to take in my ass was the same small silver dildo used the
previous day, and it slipped in without any problem. Mistress Green then
required me to beg to be fucked in the ass. I was very embarrassed to have to
do this, it seemed gratuitous to make me seem to want it, as well as abusing me.
I had to beg hard,
"Mistress Green please fuck my ass, I really need you to fuck my
asshole, I love to feel hard tools and cocks pushing into my rear fuck hole
Mistress Green."
When she thought I had pleaded with her sufficiently she would push the toy into
my ass. Soon I was so accustomed to the act that it entered without resistance.
After that toy Mistress Green showed me a bigger dildo. It was still small, but
it was ribbed and designed to look like a penis. I first had to suck the
pretend cock as though I was giving it a blowjob. The taste and feel did not
revolt me but the thought of the specific reason for the design made me feel
nauseous. I sucked and sucked, licking the length of the dildo to fulfil
Mistress Green's desire that I treat this like a real cock and pleasure it the
way I would a real penis.
When Mistress Green was satisfied that I had properly sucked and worshipped the
pseudo-penis, she positioned it over my backdoor.
"Now beg as if you wanted your fuck hole filled with dick Dick," she
demanded and I then carried on, as she wanted.
"Mistress Green, please fuck my ass with your cock I so need you fat
cock in my ass. My ass is gaping to receive your beautiful long thick dick
Mistress Green." While mouthing these sickening entreaties I braced myself
waiting for the anal invasion.
Mistress Green waited a little to build the tension, and then I felt the head of
the glan against my asshole. As she pushed it I felt the pressure build and
then with relief it was inside. She bade me continue with the begging, and this
time I had to exclaim how good it was.
"Mistress Green. That feels so great, oh yes Mistress Green, your cock
is so good buried in my ass Mistress Green." I am revolted by the idea that I
am begging to be ass-fucked something I would never even consider doing. As I
told her how great it was feeling she started moving it in and out, truly
fucking my ass. The sensation was strange, like I was taking a dump as it slid
out and painful as it pushed it's way back in again.
I was very relieved when she finally pulled the dildo from my ass. I thought
that was the end of the training. There was a lot more to come. Mistress Green
looked at me and told me,
"Dick you penis does not agree with your earnest desires. I suggest you
get a hard on right now". Even though my ass hurt from the previous pursuit, I
immediately started trying to think of something that would turn me on. With a
smile I kept inside myself I imagined fucking this bitch in the ass with my dick
as she begged for it. The idea was successful and I became hard enough for her
to play with. I had been disappointed many times in my current position as sex
slave so I knew she probably wasn't going anywhere with the stroking.
I was right; she let go of my erect dick and went to get another toy. I was
apprehensive that she might find an even bigger dildo and was mildly relieved
when she returned with something much smaller. The relief lasted seconds as I
saw the toy she was holding.
"This is a butt plug Dick" Mistress Green told me rather unnecessarily.
"There is no need to beg to be fucked because you only need to hold this in your
ass. I'll let you put it in."
The plug was a greater diameter than the dildo she had used previously though
obviously not as long. I doubted I could take it but took it from her hand to
try. I bent forward so that my ass was as accessible as I could make it. I
rested the plug against my ass and started turning it, trying to force my anal
sphincter to open enough to accept the plug. I twisted and exerted as much
pressure as I dared, but the widest part of the plug wouldn't slip into my ass.
I pushed and screwed up my face with effort but couldn't manage it. Eventually
I realised that I was going to have to beg Mistress Green to spare me the butt
plug.
"Mistress Green I cannot get it in Mistress Green" I pleaded. "I have
tried really hard, but it cannot get past my ass, it really won't go in, please
don't make me Mistress Green," I begged.
I was surprised when she said
"Very well" but then she continued and realised that I had only modified
the pain I was going to feel. She required me to fetch a whip from room 1.
Room 1 was the punishment room where all the whips canes and paddles were kept.
She made me return with a long whip. I was really scared.
"I can see Mistress Benny has already reddened your ass" Mistress Green
tells me. "Lie down on that table. On your side. Now lift that leg up and
hold the knee to your chin." As I followed her instruction I realised that my
inner thigh was exposed and that was to be the target of her whipping.
"Mistress Green, please no, not there, I'll try again Mistress Green" I
begged.
"You certainly shall Dick. But this is to encourage you."
The whip made much more of a noise than the cane as it whistled through the air
and cracked against the table and my inner thigh. For a moment I thought that
she had missed but then the blinding burning pain makes me scream out loud. I
clutch my inner thigh, there is an angry red welt already rising. I continue
sobbing and gasping as Mistress Green motions for me to rise from the table.
She again presents the butt plug to me.
I bend over and position the plug against my asshole again. I am reluctant to
push, but then Mistress Green delicately mentions
"There is always the other thigh Dick", and I summon all the tatters of
courage remaining. Grinding my teeth I thrust the plug home with one push. I
felt as I have torn my sphincter muscle, but as the pain dies away I am aware
that the butt plug is resting, as it should.
Mistress Green takes hold of the plug and jiggles it about. This does not hurt
as I expect though my ass feels distended beyond my butt cheeks. She then
orders me to skip about. This feels very silly, but better than the anal abuse.
The plug feels uncomfortable and strange but does not stop me performing the
minor exercises as commanded. Finally she asks me to remove the plug. Taking
the same position, I hold the plug and firmly pull it out. I am expecting a lot
of pain, but it does not seem so bad. Then, naturally I must reinsert the plug.
I managed it last time so again I grit my teeth and push in one movement. I am
relieved the plug does not hurt as much as it enters.
"Excellent" I am told by Mistress Green. Mind over body is a wonderful
thing when it comes to pain. Lets see what else we can find." I am physically
and mentally exhausted as I kneel there. Mistress Green returns with another
dildo, long and white and smooth. It looks to be a similar diameter to the butt
plug. I am resigned to this perverted game and don't raise any objection,
though I feel my heart sink at the thought.
Maybe I am becoming accustomed to this anal abuse. When commanded I easily pop
the butt plug from my ass and start the degrading begging Mistress Green
requires, begging to be fucked in the ass. She informs me I am in for a treat!
And before inserting the dildo she turns the end. It is actually a vibrator and
starts buzzing in her hands. The new sensation in my ass is very strange,
almost the same feeling as when I shaved the hair from my crotch and butt with
the electric razor. Whether it is because of the vibrations, or my ass is
loosening, it only hurts a little as Mistress Green pushes the toy inside me.
After entering 3 or 4 inches or so, I have the same feeling as when Mistress
Benny tests my ass after the enema, a feeling that I am holding a group of
muscles closed inside me. Without being bidden I relax and he toy slides all
the way into my ass.
"Good boy!" shouts Mistress Green as she begins to fuck my ass with the
vibrator. I have to concentrate on relaxing to let it invade my bowels all the
way so my exclamations of pleasure are rather repetitive. Mistress Green
notices and remarks that I ought to be more enthusiastic. I try to comply, and
keep my back door open at the same time.
After Mistress Green begins to tire of ass fucking me, she notices that my cock
is limp.
"But Dick, again I am not convinced of your sincerity. You dick should
be as hard as a rock when you are being ass-fucked." I struggle to obey knowing
that to fail in this is to invite more punishment. I cannot think of anything
immediately arousing enough and begin to get scared that I will fail in to get
an erection. The thought I settle on in the end as I cast about is the feeling
of lapping Mistress Green's pussy as I drink her piss. This causes my cock to
begin to stir, and then I am struck by how depraved I have become using this
idea to encourage my tumescence.
"One last toy for you to try then Dick" I am told. My asshole is aching
from the abuse and I clench it with the thought of having to anything else in my
rear door. The next toy is again a butt plug, but this time it has a long tail
attached. "This will go really well with the rest of your outfit" Mistress
Green informs me. The plug is bigger and again I am frightened by the thought
of ramming it into my ass, but the thought of a whipping on my thighs is an
incentive. I bend over to insert the plug, feeling its wider girth against my
ass. I am torn in indecision, between the likely prospect of permanently
harming my asshole and the surety of the whip on the thighs.
Mistress Green must have seen my hesitation and reaching forward suddenly rams
the butt plug into my asshole. I scream at the pain. It feels as though my
sphincter has been split it is burning so badly. Part of me wants to expel the
foreign object, while another part is fearful of the consequences. Finally as
the pain dies to a dull throb I am able to control myself again. Mistress Green
requires me t walk around and witch my tail.
"Yes, that looks good Dick. In the future that will always be a part of
your costume."
In the afternoon Mistress Green again took the opportunity to sunbathe. It was
easy to sit in the shade and obey the commands she gave me. Rubbing oil into
her back, bottom and breasts was a pleasant turn on, and there were no new toys
or instruments shoved into my ass though the tail butt plug remained in place.
It did not hurt, but my ass still felt sore and stretched.
Towards the end of the afternoon, I realised that I needed to pee. I had been
trying to avoid the necessity because Mistress Green makes it as humiliating as
possible to perform this basic function. I thought I could hold it, but as the
need increased I realised that I was going to have to grovel to Mistress Green.
She watched me as I crawled over to her sun bed. I began to beg and plead to be
allowed to urinate. I thought I might have left it too long my bladder felt so
full, but finally Mistress Benny appeared with the cane she used to whip my ass
as I relieved myself.
"Take Dick to pee on the grass" Mistress Green directed.
I had become reasonably accustomed to this humiliation and stood with my hands
on my head waiting for Mistress Benny to begin the caning. As I felt the first
stroke land on my ass I was pleasantly surprised to find that the butt plug
tail, though uncomfortable and undignified, helped keep the cane from hurting my
ass too much. I was therefore able to easily piss and delighted in the fine
stream of urine as it danced in the sun.
Mistress Benny started to return to the house and I crawled back to my original
place. Mistress Green must have seen the ease with which I accepted the
punishment and called Mistress Benny back. She asks me directly
"Dick, you took that very easily, did the tail help you?" I cannot see
how this is going to lead to any more indignities so I oblige Mistress Green by
confirming that the tail did help me withstand the blows. Mistress Green muses,
"Well we can't have that, I have an idea.
"Dick, bend over and remove the tail." I bend over and grip the end of
the butt plug. It was forced into my ass with a lot of pain so I am reluctant
to pull it out.
"Now Dick" Mistress Green commands in a stern voice. Holding my breath
and clenching my teeth I give the plug a hard pull. My ass muscles have become
accustomed to the plugs presence, and feel cramped as it pulls out. As the plug
distends my sphincter I feel a great pain, but it is also a relief to be rid of
the penetrating object.
My ass feels really sore as the pain dies away to an ache, and I involuntarily
find the muscles tightening and then relaxing back to and open state. I have to
consciously squeeze it closed. I suspect I am going to be caned again but I
think it will not be unbearable. Mistress Green has other ideas.
"Cane him on the asshole Benny. Three strokes right over his little
sensitive anus." I am truly frightened by the prospect, I feel nauseous at the
thought of the pain. I don't know if I will be able to hold still and accept
the punishment.
Mistress Benny laughs and positions herself so that the stroke is possible. I
hear the swish of the cane and feel the biting hot pain as it lands exactly in
my butt crack. I gasp out loud at the level of pain
"Mistress Benny, please no more Mistress Benny" I manage to stammer
before the second blow lands on my inflamed asshole. The bite of the cane is
even more severe this time and I squeeze my eyes and grit my teeth. When I have
found the strength to cope with this blow, I try another plea
"Mistress Green I beg you to stop. My ass feels it is on fire, it is
burning so much I cannot take anymore, I beg you to stop Mistress Green"
I barely have time to stumble out these words when the third and final stroke
arrives on my anus. The fire and bite of the cane is even worse than before and
I scream. Through the haze of pain I wonder if I'll ever be able to use the
toilet again.
Mistress Green leaves me bent over with my ass in the air for a while, and it is
a relief for a slight breeze to cool my burning hot asshole. It twitches
spastically as the pain changes from fire to ache.
"The final requirement is to put the tail back in Dick" Mistress Green
informs me. I have been holding the butt plug in my hand but I cannot conceive
of anyway of pushing it into my tortured asshole. I reach round behind, and
merely touching my rear door with the plug is enough to send waves of pain
followed by nausea through my body.
"Remember Dick" Mistress Green tells me, "that you can still be whipped
on the other thigh, or Mistress Benny could inflict more pain on your little
rose bud asshole!"
I know that she is not threatening me and that there is a real will behind the
promise of punishment. I take the plunge and without thinking about it thrust
the butt plug back in my ass. The plug seats itself home back in my abused anus
as I let out another scream of pain. It is only afterwards that I consider how
foolish I have been. There is only the slim hope of finding some way out of the
trumped up charges that have landed me in trouble that is keeping me here. I
could easily resign this terrible situation and return to isolation in the
Federal establishment I was held. I think that whenever it gets to the stage
that Mistress Green threatens to bind me before inflicting her indignities and
punishments, that will be the time to quit this debasing servitude.
***
I have finally been allowed to come, but the experience was not pleasant and the
memory of the pain makes me fear the process if it is ever repeated. I continue
to endure this tortured captivity hoping that I will be able to extract myself
from the unjust situation that forced me into this.
The morning after the day of ass torture my anus ached a lot. I thought I would
not be able to insert the butt plug tail that had become part of my uniform and
it was only with the application of a lot of soap and willpower I managed to
withstand the pain as it slipped home. The overly tight collar and constraining
harness on my dick were nuisances I could ignore.
The day stared with an incredible tease that was to turn to my most humbling
indignity. When I attended Mistress Green in the morning she was again curled
up with Mistress Benny. I waited until they began to awaken. This morning they
did not pay any attention to me, and when Mistress Green opened her eyes she
tenderly kissed Mistress Benny on the lips. It was a fantastically erotic
experience and my cock was instantly aroused.
The show continued as they both became more involved, kissing deeply and
touching each other under the covers. Then Mistress Benny sat up so the covers
fell away. She was wearing a pale blue camisole top, and her tits were
beautifully outlined in the light. The hard little nipples were dark and
shadowy through the material. Mistress Green reached up a hand, first cupping
one breast gently, and then moving up to the shoulder to slip one side of the
camisole off. Pulling it down she revealed Mistress Benny's breast in its
glory. Her flesh was pale, and the dark nipple small and hard. Mistress Green
sat forward and took the nipple in her mouth. Mistress Benny purred and her
hand came up to caress the back of Mistress Green's head and neck.
The clinch was finally broken as Mistress Green said
"Perhaps later Benny." She then deigned to notice me for the first time
and told me to crawl up to her pussy. This was her command most mornings and I
knew that she wanted me to drink her pee. The task was complicated this morning
because of the massive hard on I had sustained seeing the two women kiss.
Mistress Green was also aroused because her cunt was so wet. Probably because
of her early morning petting my Mistress Benny I thought. Perhaps Mistress
Green was totally lesbian and I would never get a chance to fuck her body. As I
drank Mistress Green's urine I felt Mistress Benny leave the bed.
My erection continued as I helped Mistress Green with her bath. Seeing my dick
so excited caused her to comment
"Today is the day we do something about your orgasm Dick," she promised,
making my heart pound and my cock to become even more erect. I thought that
this was only another tease, but after breakfast, Mistress Green again repeated
the promise. I was to wait in room 4 and make sure I was erect at all times! I
could not believe my luck and hurried through the usual tiny breakfast I had
been given. I was very early in room 4 and had a chance to examine the
furnishings.
Like a lot of the other impersonal rooms in the large mansion of Mistress Green,
this was decorated in a soft white scheme. The most obvious feature was a large
rack against one wall, though it looked like the occupant was supposed to face
outwards, so there was no serious punishment involved. The rest of the room had
various mysterious cupboards, and what looked like medical machines. A large
fridge was standing in the corner. The function of these things was going to be
explained, but when Mistress Green arrived the vague unease I experienced at
seeing the room disappeared.
Mistress Green and Mistress Benny literally bounded into the room, and they were
dressed in an appropriate manner. Each was wearing a thin white cotton blouse,
a flared short skirt and white panties. The skirts were so short I could see
this detail. White knee length socks and flat soled black shoes. A perfect
fantasy school uniform. To complete the impression, their hair was tied into
two bunches at either side of their heads and they wore little make up. Their
blouses were not simply tucked into the skirt, but tied tightly around their
midriffs showing their belly buttons and demonstrating their delicious breasts.
Mistress Green was particularly buxom and had a wonderful cleavage. Mistress
Benny was not so well endowed but the dark nipples on her tits showed through
the cotton very revealingly.
My cock, which was already hard, took on an almost rock like texture, or I would
like to think so.
"Well Dick, today you are going to orgasm!" I was told. I think I could
probably have come there and then I was so aroused and it had been so long since
my furtive nighttime masturbation.
"Let me explain the set up. You are going to be secured to the
framework there. That way you won't be able to use your hands, and I can do
much better anyway. The main reason for allowing you to come today is to check
that you haven't been abusing yourself in private. I know you were a little
naughty once and I caught you because of the mess you made of the sheets, but I
cannot watch you every second, and I have no doubt that you could sneak away for
some self gratification in private. So your semen is going to be analysed after
you come, the sperm count gives a very accurate indication of the last time you
ejaculated."
Mistress Benny willingly led me to the framework where she buckled my wrists to
the upper part of the frame, and my ankles to the lower. Mistress Benny then
removed the strap that imprisoned my cock and balls. It was a nice change to
have them free and this encouraged my erection, I felt really turned on. I was
exceptionally aware of the presence of Mistress Benny's hands during this
operation, and every accidental brush against my genitals made me tense with
pleasure.
"The tail too Benny" Mistress Green commands and walks closer. She is
standing very close to me now, running her fingers down my chest. Mistress
Benny reaches behind me and slowly pulls out the butt plug. The pain makes me
wince but I am so turned on it hardly registers.
"There is something else you need to know before coming," explains
Mistress Green. I hope this exposition does not take too long as my balls
already ache from the anticipation of shooting their load. Mistress Benny then
sticks little electrodes to my skin, over my chest and thighs, I am unsure of
what to make of this development.
"I need to let you come to test your sperm for disobedience," continues
Mistress Green, "however, I do not think you should derive any enjoyment from
it. I cannot think of anything you have done that might suggest you deserve
this pleasure." I am only half paying attention to the lecture as I concentrate
more on the arousal I am feeling.
"So when this machine has a sample you will be subjected to some intense
electric shocks." With this Mistress Benny shows me a complicated tube
arrangement with wires extending to one of the mysterious pieces of equipment.
My mind is taking time to catch up with the situation. I am still thinking that
it really does not matter what she does I am enjoying the fantasy of coming all
over her hands and face at the moment.
I focus her words, replaying them in my mind as my erect cock enters the tube.
Mistress Green tells me
"As I promised, I can do much better and this will feel much nicer than
using your hands. Though you will regret coming when the shocks start, try and
hold out as long as you can!"
"Mistress Green..." I start to say, but Mistress Green is looking at
Mistress Benny,
"The anus pearl as well" she says, and I feel Mistress Benny push
something small and round and hard into my back passage.
"Mistress Green ... " I say again, trying to attract her attention.
Mistress Benny has risen and is standing next to Mistress Green as finally she
looks at me. She interrupts the thoughts I had been arranging as she
deliberately fondles Mistress Benny's tits through the material of the blouse.
She tells me,
"We are off to have the fuck of a lifetime while you submit to the
tender ministrations of the machine here, " she tells me.
"Mistress Green, wait!" I say, panicked now. "I don't want to do this, I
don't want to be your slave anymore. Take me back to the prison please."
Mistress Green and Mistress Benny continue towards the door, only Mistress Benny
looks back at me with a very large smile.
"I beg you, please, not this" I scream as they disappear.
I am a little feverish and sweaty now that I have a chance to focus how I am
tightly bound. I realise that the tube has something inside to massage and suck
my cock. I am scared of the pain that has been promised so my first thought is
to try and relax and lose the erection. This proves to be impossible. The
massaging and sucking action feel like the inside of a particularly skilful
cunt, one where the woman can control every muscle and squeeze and pull in
rhythm. I let out a little moan of desire, but I don't want this even as my
cock responds to the stimulus.
The sucking and tightening continues and I feel my breath becoming shorter and
my body respond to the machine. I am mad with rage not being able to control
myself and driving myself towards the pain. I am torn between the feelings of
incipient pleasure and the dread of the accompanying torture. I bite my lip as
hard as I can but the muscles of my torso are already bucking as the intense
pleasure of my penis is communicated to the rest of my body. I do not give in
and fight the building waves of tension even as the remainder of my body glories
in the impending release.
Eventually even my mind relents and I can only feel the rapture of impending
orgasm, just a small part of my mentality is screaming no. I enjoy the
squeezing and pulling as the machine expertly manipulates the nerve endings in
my dick. I feel the orgasm build and then on a cusp of pleasure my semen is
ejaculated. The long abstinence provokes a monster stream of come and it feels
like I have produced a pint. I feel my abdomen tighten several times and as the
come is spurted into the machine.
As my breath slows I am immediately fearful, but it seems like the machine is
not working. Even as I grasp at this slim hope there is a very audible click
and a humming. Even though I brace myself nothing can help in the searing agony
that fills my mind, distantly rooted at the base of my cock. Totally
involuntarily I scream as loud as I can, emptying my lungs twisting my throat
back. The pain lasts a second that is an eternity and then disappears as if it
had never existed.
There is a pause of several seconds, then the familiar click and buzz. Again my
body is rigid with pain as my mind blanks to an animal level requiring immediate
escape. The pain stops but I am helpless. Another click and buzz and again I
am lost to senselessness. The brief intervals between jolts allow me a few
thoughts. I notice that the electrodes are being activated in turn, after the
initial shock to my genitals the others slowly work there way round my body.
All I have is the current I cannot consider the future and when this will end.
The metal bead in my ass is one of the last places to be shocked. I am out of
breath, nearly asphyxiated from screaming and my throat is hoarse. My screams
are now little more than gurgles though the pain is as intense as ever. There
is a longer pause and I dare to hope the torture is over when the click and buzz
announces that again I leave conscious thought behind as my mind concentrates on
the pain from my cock and balls. This does prove to be the final episode,
though clicks from the machine continue to cause me to start and whimper.
I regain my breath. My throat feels the most after effect, as it is raw. The
pain is a hot memory; thought cannot summon the shear quality, but stimulates
deep terror. I slump in the restraints, uncomfortable but too exhausted to
stand straight.
Time passes. Seconds drag to minutes. Minutes drag to hours, or so it feels.
To start with I exalt in the absence of pain. Then I become bored. I have been
left alone and my imagination starts to work on what could be happening. I
remember Mistress Green and Mistress Benny as I had seen them dressed as young
nymphets. I imagine one undressing the other and then vice-versa, both of their
desirable female bodies naked, then romping together. Which one of them went
down on the other first? Did they lick each other's assholes too? I speculated
on the various erotic couplings.
My cock started to stir again, and I smiled, indulgent after its recent
activities. My eyes closed and I enjoyed the picture of Mistress Green being
spanked by Mistress Benny and then Mistress Benny being whipped by Mistress
Green while she peed. My thoughts were sharply brought back to my predicament
when the machine clicked again. Surely it had is sample now, what was the click
for?
Then I felt the same sublime massage on my cock, the same squeezing and pulling.
I frantically tried to think of anything to avoid an erection. I tried to
concentrate on the pain, but it had been so intense that it seemed unreal.
Without wanting it I felt my cock again reach maximum tumescence. I tried
everything to stop the building pleasure, but as before nothing worked.
When I was close to orgasm and forced to give my mind to the coming pleasure I
clung to the hope that now it had the sample there would not be any electrical
stimulus. I was wrong. Now it had the sample the shocks started immediately I
came and semen entered the tube. Now I felt the strange sensation as my body
orgasmed at the same time as my senses were filled with pain. The machine
performed exactly before and the different jolts lost none of their potency the
second time round. I was so overcome that I only managed a few screams before
my only response was a rigid and paralysed body.
When the torture finally released me I slumped in my bonds, physically and
mentally stretched past my endurance. I must have slept. A sound penetrated
the fringes of a delightful dream; memories of flowers and woodland open skies
were brushed away as my brain struggled to integrate a harsh metallic click into
the scenario. Like a bucket of ice had been poured over me I was instantly
awake.
Again my body had betrayed me and I felt an erection. An erection that also
registered in the unthinking mechanism attached to my cock. I felt the same
massaging and contractions that so stimulated my male member that there was
nothing I could do to stop it. Even as I delighted in the sensation I openly
wept and implored an uncaring universe
"Stop please stop I cannot take anymore". I do not know who I addressed
this prayer to, and it had no effect. My body heaved as it orgasmed, a dribble
of come spurting from my cock to initiate the electric shocks. With no reserves
of energy I merely stood still, cramping my muscles as the various waves of pain
coursed through my body.
I do not know how long I passively slumped in the bonds until Mistress Green and
Mistress Benny came to release me. I fell to my knees from fatigue rather than
obedience. The next hours passed in a haze as I mindlessly obeyed the orders.
At one point I was spanked, but I felt so detached that it caused no feeling,
and it seemed like someone else was thanking Mistress Green for the punishment.
It was only after my supper that I began to become aware of my surroundings
again. The supper was very small, half a glass of milk and dry toast. Usually
there was at least butter applied to the toast but tonight Mistress Benny told
me
"Well, it looks like you were a good boy Dick, the sperm count shows you
hadn't been beating your meat without orders. So Mistress Green has a treat for
you." She takes a pot from the fridge and empties the contents over the toast.
A thick cloudy white liquid. I realise with horror that this must be the sperm
sample, my ejaculate from the afternoon. I gag.
"Now eat it up Dick, " Mistress Benny reproves me. I struggle to bite
the dry toast. The come covering the toast is cold and salty. I almost vomit
over the table but manage to automatically chew and swallow.
The meagre meal gives me strength and instead of sleeping I demand to see
Mistress Green. I debate whether I should kneel or stand, but in the end habit
makes me kneel at her feet. Suddenly I am unsure but manage to voice my
complaint through incipient tears.
"Mistress Green I have had enough. I demand that you take me back to
the Federal facility. I hate being your sex slave. You don't want a sex slave,
you want a whipping boy. There has been no sex just a round of indignities and
punishments."
"Mistress Green" I add, the habit ingrained.
She idly dismisses me.
"OK, Dick we'll talk in the morning".
