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Review This Story || Author: Will Cane

The Prisoner

Chapter 42

Chapter 42,

Stewart realised that by carrying out a procedure on Schultz first, the
anticipation that Mueller experienced would add considerably to her experience.
He was pretty much convinced that the younger girl had already decided to
co-operate with anything that Mrs Parsons or he required and so it was the elder
female that would need their best efforts to break. A nod in the direction of
the housekeeper was all that was needed: She selected a cane from the table and
placed the tip under Mueller's chin then lifted it uncomfortably so that
Schultz's prominent rear was in direct line with her eyes.

He took a small dispenser of body cream in his left hand and liberally applied
it to the gloved fingers of his right. Placing the small spout of the bottle on
the tip of the females pink, puckered anus he squirted a globule of cream into
the concave surface. Whether it was the cold of the cream or just the
realisation that the secret orifice was to be penetrated was impossible to guess
but the girl's buttocks lurched forward a few inches in protest. A sharp word
from Mrs Parsons soon had her backside in the upthrust position.

Slowly Stewart rubbed his index fingertip around the now twitching rim and then
located the centre. He suddenly jabbed the tip down and Shultz gasped as the
digit penetrated the tight orifice that then clamped tightly around his joint in
silent protest. He then slowly pushed the finger in against the restriction of
her sphincter that gripped his finger with unbelievable strength. Eventually his
had entered her warm rectum up to the knuckle and he proceeded to search the
tight cavity with his fingertip as if searching for some object. Twisting his
finger around he pressed firmly against the walls of the rectum causing the
prisoner to gasp and twitch with both the discomfort and obvious humiliation. He
then slowly pulled the finger out until the anus closed behind it. A brief
glance at the next victim revealed the look of distaste and fear on her face as
she wondered how long it would be before she underwent the same invasion by this
male.

Wordlessly Stewart moved to the rear of Mueller and Mrs Parsons withdrew the
cane tip from under her chin. It was to be now.

Stewart wasted no time with further lubrication and relied on the cream already
on the glove. This anus was altogether different. It was almost twice the
diameter and dark brown in colour with copious shaved stubble around it's outer
edges. He pressed the fingertip against the centre.

"Have you been penetrated here before girl?" he enquired.

"Y-yes Sir, we are sometimes searched for drugs by one of the wardresses and
they have a device that can be inserted to search our cavities."

"But this will be the first time that you have been penetrated by a male finger
I presume?"

The confirming reply from Mueller was almost inaudible and swallowed by a deep
sob of humiliation.

Another brief glance at Mrs Parsons resulted in her standing on the other side
of the prisoner under examination. She reached over, and placing both sets of
fingers in the anal cleft, pulled the plump cheeks even wider apart. This was
unnecessary but could only add to the felling of shame that the girls so
obviously felt. With the anus now stretched to an oval shape, Stewart suddenly
jabbed the finger home to the first knuckle. The reaction from the sphincter was
even more pronounced and his finger felt as if it was gripped by a vice.

" I will warn you just this once to relax your anus girl, otherwise I will
arrange for Mrs Parsons to apply another piece of ginger to loosen you up!"

Reluctantly the pressure eased and he was able to insert the finger by twisting
it about its axis as he pressed it firmly home. It would have been simpler to
apply more lubricant but he had no intention of making this examination in any
way easy for the female. He then slowly withdrew, but then repeated the invasion
with two fingers finding that he was unable to gain entry as he wished until he
reluctantly applied copious lubrication to both the fingers and the slightly
open orifice. Now the two digits slipped easily in to the deeper recesses with a
slurping sound that reverberated around the cellar. He twisted and pressed,
ignoring the gasps and whimpers that emanated from the opposite end of the
prisoner, until he had probed the rectum as far as he was able. He withdrew with
a loud plop and casually pulled the gloves off discarding them in a small bin.

"I will now examine other areas. You will lay on your backs with your buttocks
on the edge of the table. Your knees will be drawn up to your chests and kept
wide, I repeat, wide apart. You may support your legs with your hands. Miss
Parsons will then place a cushion under each of your backsides to ensure that
you are fully exposed to me.

Within seconds both prisoners were in the required position that obliged them to
flaunt their feminine genitalia before his gaze. Mrs Parsons adjusted the
overhead lights to focus on the vulvas whilst he donned a clean pair of latex
gloves and moved to Schultz's head.

Without comment he gripped her jaw and pulled the mouth fully open. She stifled
her surprise as he ran the fingers of his right hand around her teeth pulling
her cheeks wide. Her near perfect white teeth were examined as if he were a
dentist carrying out a routine mouth check but there was nothing in her
expression that indicated any awareness of why he was checking her mouth.
Gripping the pink tongue with the thumb and fingers of his left hand he gently
slid two fingers of his other gloved hand down over the upper surface of the
tongue towards the back of the throat, reaching back as far as he could to check
the gag reflex. Before his fingers had reached the half way point the girl was
coughing and then started to gag.

Without comment he released her and ignoring the pert breasts, stood between her
splayed thighs visually examining her crotch. The results of the chafing, latex
panties was still obvious and contrasted against the white of the younger girl's
skin.  The lubrication around the anus shone brightly in the lights, and as his
eyes moved upwards he observed how the vulval split remained tightly shut
despite the angle of her thighs. Only a small bud protruded near the top. Gently
he stroked the small protrusion with a fingertip causing the girl to twitch her
thighs in protest.

"Keep still!" snapped Mrs Parsons.

It took a full two minutes of gentle rubbing before the nub started to swell and
ease the outer lips apart. At this point Stewart stopped and firmly eased his
finger into the now moist entrance. He quickly followed the single digit with
another as he thrust deeper into the now trembling girl's vagina feeling the
warmth of her inner body through the latex of the glove. Mrs Parsons walked over
and stood on the opposite side of the table. She too had donned gloves and also
held two clamp devices in her hands. She quickly opened one of the plastic
bulldog clip objects, located it against the outer vaginal lip nearest her, let
it close over the edge of the lip and then repeated the protest with the other
clip. Suddenly she snatched the two clips wide apart instantly splaying the
girl's vagina. Her knees, supported by her hands instinctively started to close
to offer herself some protection from Stewart's gaze but then, as quickly as
they had started to close her training took over, and obediently, they resumed
their correct position.

The soft pink of her inner lips and secret cavity contrasted with the pale
whiteness of the outer skin. The girl, though able to control her bodily
position could not cover her deep humiliation and sobbed quietly to herself as
Stewart removed his fingers and rubbed them firmly over the exposed inner flesh
for several minutes. He pressed firmly against the small round opening to the
urethra causing the prisoner to gasp in a protective reaction. Then he
penetrated the major opening once more with his two gloved fingers commenting to
Mrs Parsons on the surprising amount of natural lubrication that the female was
providing and, to her total humiliation, speculating on whether she was deriving
any illicit sexual pleasure from the examination.

Eventually, the prodding and poking was over and Stewart and Mrs Parsons moved
to the table that contained the older prisoner. Pointedly not changing the
gloves, Stewart grasped Mueller's chin with his left hand and was soon crudely
and roughly examining the contents of the mouth with his rather slimy fingers of
his right hand. Perhaps it was her previous lesbian experiences, perhaps it was
her fear of punishment or perhaps it was simply her inbred sheer obstinacy and
determination not to show any reaction that made her accept the intrusion
without any attempt to resist. Even the fingers pushed down over the tongue and
into the rear of her throat only invoked a gurgle as she adjusted to their
presence.

Promising, promising, thought Stewart to himself.

He moved down to the lower area, stood between the splayed thighs and closely
examined his subject. The coarser skin displayed more dark stubble, as it had
clearly been a couple of days since she was last able to shave herself. The red
marks of caused by the latex pants gave the area a generally sore and sensitive
look and the twin lips of the vulva gaped rather obscenely as the thighs were
held wide apart. Stewart realised that some females displayed some of their
genitalia on the outside of their outer lips but, in this position, Mueller
simply retained no secrets from him. The large wrinkled hood of her clitoris
protruded well clear of her body and the hidden nub was defying that particular
definition as it was already partly exposed. Her heavy frond like inner lips
were well clear of the vulva and well parted fully exposing all the wrinkled
intricacies of their construction. Even the vaginal opening was as exposed as if
he had just removed a probing instrument from its depths and could be seen to be
drying in the gentle breeze that wafted between the thighs every time he moved.

Without any warning he placed his fingertip behind his thumb and flicked the
swollen clitoral hood with his nail. Mueller suddenly yelped loudly and her
knees slammed together almost trapping Stewart's hand. At last she had shown
some reaction to his efforts, but alas for the prisoner, so did Mrs Parsons. She
stormed over to the equipment table, collected a long thin dressage whip and
leant over the now shaking female.

"Since you seem to be intent on disobeying the instructions to display yourself
to Mr Stewart, I will have to offer you some encouragement girl!"

She swiftly arranged two stools and placed them wide apart below the level of
the table. With Mueller's feet on either one they left her thighs widely spread
with her knees level with her pelvis.

" You will receive six lashes with this riding whip across each of your inner
thighs. Should you dare to try to close your legs I will start again until I
have been able to give you twelve consecutive and unobstructed strokes. Is that
clear?"

Stewart realised that for the first time, Mueller was really frightened. Twelve
lashes on the soft inner thighs would be a trial for even a hardened prisoner
like herself but take them she would, or face even more punishment. Mrs Parsons
flexed the four-foot whalebone rod with its fine leather platted shaft. It was
extremely flexible and ended in a six-inch tassel of knotted cord. Designed to
correct the errors of a horse under tuition it was certain to make an impression
on the skin of a female, in every sense of the word.

The cellar seemed even more silent as Mrs Parsons stood to the prisoner's right,
ordered her to position her right leg with the knee doubled back and pressing
into her right breast, leaving the right thigh terrifyingly clear for the whip.
Stewart had just had time to observe how this strained position distorted the
girl's crotch and vulva even more than before when, with a sharp short whistle,
the tip of the whip was brought vertically down just above the knee. The first
six inches of the whip lashed into the relatively firm muscle of the lower thigh
letting the tasselled cord whip across the top of the leg. The next stroke
followed without delay and landed just two inches further up the leg.

Ignoring the sounds that Mueller was making through her clenched teeth, Mrs
Parsons continue. As the strokes moved upward towards her crotch, it was
apparent that the sensitivity of the thigh increased and that a greater level of
self-control had to be exercised by the female under punishment. The final
stroke could only have missed the protruding genitalia by a millimetre as it
indented the very softest part of the thigh at the top of the leg.

Mrs Parsons rapidly moved to the other side and ordered the left leg to be
raised clear. The skin had tightened around the rapidly forming wheals on what
was clearly a new area for punishment in the girl's experience. Somehow she
overcame the tightness and associated pain and positioned herself for the
assault on her other thigh. Stewart could only guess at the inner turmoil that
the prisoner was undergoing as she subdued her pride and simply obeyed to avoid
even more pain.

The housekeeper dealt with the right thigh in a few brief seconds, without
however showing any more mercy than she had for the left. She clearly sensed
that even Mueller had limits and that speed in infliction was necessary and
fair.  As soon as the last stroke lashed home she helped lower the raised leg so
that both, now shaking and twitching limbs were back with the feet on the
stools. By moving the stools closer to the examination table the girl's thighs
were raised and once again she was in the inspection position that would hold no
secrets from Stewart. Another stool was fetched and placed between the punished
limbs and following a nod from Mrs Parsons, Stewart took his seat.

He found that his bare shoulders fitted neatly between the still twitching limbs
with the obscenely exposed genitalia laid out in front of him. The scent of a
frightened female was strong as he inhaled and his breathing out could obviously
be felt on the exposed and sensitive flesh.  Almost gently, he ran the backs of
his fingers up and down the thrusting inner lips feeling them quiver as they
were gently rubbed by the hand. He then firmly gripped the clitoral hood with
the left fingers and with the tip of his right forefinger, started to rub around
the visibly protruding centre.

"Pplease Sir", came the contrite voice from the table. "Please don't touch me
there."

Stewart reacted by bringing the flat of his right gloved hand down hard on the
exposed crotch, feeling the protrusions flatten under the slap. He gave the
crotch several hard slaps before continuing. To the red chafing caused by the
punishment panties her whole pudenda now assumed a pinkish glow that Stewart was
perfectly prepared to turn bright red if need be with a further pussy spanking.

It wasn't.

The girl now lay in silence as his firm pressure caused the nub to swell and
extend beyond its protective foreskin. A short gasp and a flexing of the thighs
indicated that he should stop if Mrs Parson's rule of minimising sexual pleasure
for the prisoners was to be observed.  The scent of arousal now mixed with that
of fear as he easily slipped three fingers into her cavity and proceeded to
examine the inner walls with his fingertips finally reaching upwards with his
index finger searching and finding her G spot.

A low moan of utter humiliation came from the girl who now fully appreciated
that she was Stewart's, to do with as he wished. Even his careful stimulation of
the spot resulted in increased embarrassment rather than pleasure as she fought
the sensations caused by nature.

Suddenly, Stewart snatched his hand free and stood up explaining that he had no
intention of continuing with the examination if the prisoner found it too
pleasant.

Mrs Parsons agreed and said that it was perhaps time for Stewart to gain some
reward for his efforts. She called the females back to the attention position in
front of their tormentors and made an announcement.

"Your behaviour and obedience this evening has left much to be desired. I simply
don't have the time to thrash you until you learn to show respect to your
betters and will probably have to compromise by sending you back to Germany with
an adverse report that they can deal with at your Correctional Centre. I can
however offer you one last chance. As well as being in charge of you, Mr Stewart
is also a male with the usual requirements of his gender. I propose leaving you
both in his complete charge for two hours. During that time he may require you
to display your obedience and respect in any way that he sees fit. Should you
manage to please him you will be released without an adverse report. Should
either of you fail to please him you will be returned to Frankfurt facing some
very unpleasant consequences.

Is that understood?"

The two naked and abject females nodded their agreement with an apprehensive
glance in the direction of their male guard. Mrs Parsons then held a long
whispered conversation with Stewart out of their hearing and returned to address
them again.

" Your primary duty will be to provide any form of relaxation that he may
require and naturally, he will be authorised to discipline you should you
require it. I trust that you will be successful in achieving a good report from
him. Follow me!"

With that she led the prisoners up the stairs and out of the cellar. Stewart
collected a few punishment instruments from the table and took himself to the
room in the top of the house that Mrs Parsons had recommended.

It was a large room in the attic, well away from the rest of the house and
seemingly the one that Mr McEwan used when he was dealing with reluctant
servants. There was a King sized bed against the wall and a collection of other
items of furniture including a heavy padded stool with restraining straps. Large
mirrors lined one wall and added to the feeling of impersonal space. A door led
off to a large bathroom and toilet. Stewart placed the implements on a table
against the wall and examined the row of containers that stood on the surface.
There were tubes of lubricating gel, paper towels and condom packets, all of
which indicated the true purpose of the bedroom.

He lay on the bed, still stripped to the waist, for some time contemplating the
self-indulgent plan that he was formulating. He could order these two females to
do anything and probably would. He could also discipline them on a whim and they
would have to accept his cruelty. Would they dare display any reluctance and
would that reluctance even add to his pleasure? Will it be necessary to thrash
them into obedience?  He was just pondering whether he would have them perform
on each other when there was a timid knock at the door. On his command to
"enter" the two nervous prisoners entered the room and stood at attention next
to the bed.

Mrs Parsons had certainly had them dress for the occasion. They wore tight white
blouses and short grey skirts with stockings and their uniform high heels. Their
fair hair had been released from the long plats and now hung down almost to
their waists. Just enough make-up had been applied to their faces to highlight
the femininity of their rather hard expressions. They were there for one reason
and the submissive downward position of their eyes acknowledged that. He decided
to start by giving them both a lecture that would remove what little hope they
had of not being abused in any way that he saw fit.

" I will make it clear as to why you are both here in front of me. You are here
to please me sexually in any way that I require. You will strip on my orders,
you will take up any position on my orders, you will perform any duty that I
order...without question or objection. You will give me access to any part of
your bodies, you will accept any handling or probing and you will perform any
sex act that I order. Should any of my actions be uncomfortable or even painful
for you, you will raise no objections

Is that understood?"

The nodded assent and murmured words only served to irritate Stewart. He stood,
went over to the table and selected a meaty, leather-covered paddle. He then
moved behind his prisoners, told them to place their hands on their heads and
lifted up Schultz's short skirt to expose her right buttock and thigh. Without
any further discussion he then gave he six, rapid hard slaps across the upper
part of the thigh and lower buttock. This was repeated for Mueller then he
resumed his seat on the bed and asked once again if they understood. This time
the red faced females responded with a more than audible reply.

He then stood, removed his chinos and loafers and stood before them in just a
pair of scanty male briefs. His erection was all too obvious and added to the
hopelessness the prisoners felt as they realised that the time for their first
obedience test was rapidly approaching. He ordered them to kneel side by side,
knees together and hands behind their backs. He then stood with the contents of
his briefs pressing against Schultz's prominent nose and slowly pulled the top
of the briefs down until his penis flicked free and lay against her cheek.

"Right girl, without using your hands you will push my foreskin back and clean
my penis."

He guessed that for the less experienced female, this would be the first time
she had been required to carry out this act but anticipated that with her thigh
still stinging from the paddle, she would do her best. He was not disappointed.
She manoeuvred her head, opened her mouth and gripped the covered glans gently
with her teeth moving her head forward. His foreskin slipped easily back and the
super sensitive glans was enclosed in the warm mouth with the girl's lips
gripping the edge of the swollen knob. She made a soft mewing sound, possibly
registering what for her was the unpleasant taste and smell of the aroused male
organ. For a second Stewart almost felt sympathy realising that it was some time
since he had washed. Then he remembered the total lack of interest in their own
hygiene that several of the wardresses had demonstrated when he had been
required to carry out such duties on the female crotch, and immediately asserted
his right to stimulation.

He gripped the girl's ear lobes with his nails and started to pull the
prisoner's head towards and away from his body. Schultz soon got the message and
rocked her head herself until Stewart, realising how close the tight young mouth
was to making him ejaculate, suddenly pulled back with the now wet and slippery
penis back in the open.

He dropped his briefs to the floor and discarded them. Then he moved the aroused
penis, smeared with its own natural secretions and now further moistened by the
younger girl's saliva, towards Mueller's clenched teeth. With a look of total
resignation she opened her mouth, leant forward and started to lick the glans
with the tip of her tongue. She kept this up for some time and although Stewart
found it decidedly pleasant, it was not what he wanted. A sharp threat of using
the cane on her legs again soon resulted in the female taking the whole of his
penis into her mouth until he could feel the tip pressing against the back of
her throat. The pouting lips closed around the shaft and he soon felt the girl
sucking, licking and sliding him in what was the best oral sex he had ever
experienced. Reduced to breathing through her flared nostrils she threw her
whole body into keeping her head moving in just the right way. Without prompting
her hands came from behind her back and gently cupped his hanging testicles and
then gripped his thigh flesh as she steadied herself and increased the tempo
towards the inevitable.

Stewart was no longer in control. It had been so long since his last orgasm, and
that had been in the clinically cold method selected by a wardress. Now he was
inside the warm female mouth and all was lost. He could not help the strangled
snarl that came from his lips as his peak was reached and he could feel the hot
fluid force itself along the organ to freedom and into the prisoner's throat. It
was Stewart who called a halt and without orders the girl stopped, but kept her
lips sealed around the ridge of his glans to prevent any leakage despite her
obvious tendency to choke on the copious amount of liquid that he had deposited.
He firmly withdrew his penis, cautioning her not to spill a drop and left her,
lips tight, whilst her put the sagging shiny and still dripping penis in front
of the younger girl's mouth. He then had the double pleasure of having her
lick-clean the organ whilst watching the other girl follow his orders and
swallow, until she was able to open her mouth to him in proof that she had taken
his sperm leaving only the slimy residue on her teeth and tongue.

Without taking his eyes of the sucking and licking Schultz he gave the next
order to Mueller. Her conduct may not have earned her a thrashing but she
neither expected nor received any compliment. She was simply told to strip to
the waist and lay on the bed.

Stewart left the oral ministrations of the kneeling prisoner and taking a tube
of lubricating cream, went over to the bed and knelt astride the half clothed
Mueller. He then applied a liberal amount of the cream to the space in between
her large soft breasts and leant over so that his less than rigid penis nestled
between them. She needed no new order and, using her still sensitive and bruised
bosoms, gripped his penis between them and started to rub and slide the soft
flesh over the organ.

Even though much of the bruising from the breast punishments earlier in the week
had softened it still required an act of stoicism on her part to grip a tender
breast in each hand and use it like a large handful of cooking dough. It was the
combination of the sensuous flesh sliding over his most sensitive skin and the
look of pain on her tightened face that worked the miracle and soon had him back
to a firm erection once more. Climbing from his astride position he stood away
from the bed and motioned the two prisoners to stand in front of him. He ordered
Schultz to strip off her blouse and bra. He then took a seat, with his legs wide
apart on the wooden chair and motioned her to him. Her task was explained; she
was to excite the nipples on her small breasts and, taking each nipple in turn,
use it to rub the exposed glans.

She knelt between his legs and scratched at each nubbin in turn until the pink
stalk was hard. She then took his penis in her left hand and offered up her pert
left breast with her right hand.  The nipple was almost rigid as it was used to
prod and scrape the swollen penis tip in an action every bit as erotic as
Stewart had hoped. When she transferred breasts to the right one the nipple was
slightly longer and with effort, she was able to introduce it into the opening
slit at the end to add to his pleasure.

He allowed her to continue her efforts for some minutes before ordering her to
stop. He was both surprised and pleased with their efforts so far, but realised
that it was the ever-present possibility of punishment that provided the
incentive for them. He pondered whether he should discipline them before
embarking on the next stage. Such an unfair infliction of pain would be against
his normal standards of behaviour but these women were, after all, prisoners and
needed to be treated as such. He selected a thin riding crop from the collection
that he had brought and resumed his seat with them both in front of him.

"I now intend to derive a little pleasure from your lower regions. Just in case
you are thinking of any form of objection, I will warm the area up first to
re-establish your positions as my servants. I intend that this will be very
unfair, very painful and very effective, remove your skirts and take up the
present."

Within seconds his victims stood rigidly in position wearing just their white
thong panties, suspender belts, stockings and shoes. Proof that he was at last
getting through to Mueller was evidenced by her look of apprehension and the way
she was nibbling her lower lip.

He prodded both sets of breasts with the tabbed tip of the crop.

"Fortunately, you both worked hard in using these for my pleasure so they escape
having the crop applied to them...this time. Instead I will give you both and
old-fashioned thrashing across your backsides-just to act as a reminder of who
is the boss around here. This crop looks a real bitch so I will be kind and only
give you ten strokes each...but they will be good ones believe me. Now, bend
over clasping your ankles, legs wide and let me see a pair of really tight
buttocks!"

Their posture was such that even the thin strap of the thongs was fully visible
between the taught nates. Their long fair hair trailed on the carpet and their
flushed faces stared at him through their parted and bruised legs. He wondered
if he should give them a spot panty check but reasoned that he hardly needed an
excuse to punish them. The fact that the coming pain was not for any offence and
therefore totally unjustified and totally unfair would add to their feeling of
hopelessness far more than a routine punishment for an accepted error.

He stood to Mueller's left, gave the crop a few practice swishes that passed
close enough to her proffered flesh to let her feel the disturbed air and raised
the cruel implement over his right shoulder to bring it whistling down across
the undefended girl's buttocks. He aimed for the centre of the target and the
left cheek knowing that the crop would then safely take in the other cheek
without leaving an overlay on her right thigh. He remembered the sniggering
contempt of the wardresses to one of the staff who accidentally wealed the
victims thighs leaving blue lines wide of the true target. He would keep his
marks inside the vertical straps of the suspender belt if possible.

A second or two after the stroke and the female gasped as the pain level soared
and peaked, but still remained in position.  The next three strokes were laid on
with some speed but retained their accuracy, leaving first thin white and then
broader red lines beneath and parallel to the first. This time, as the pain
peaked, Mueller uttered a low moan and lifted herself on tiptoe with her knees
bending as she absorbed the agony. Stewart ran the crop up her left thigh,
scraping the weals caused by the dressage whip, then into her crotch, firmly
lifting the tip up into the crease in the tight panties. Then he located the
vulva and sawed the implement forward and backwards. An almost imperceptible
shudder ran through her body as he contacted the centre of her being. Leaving
the crop pressed hard against her slit, he told her to close her legs tightly.
He then pulled the crop out against the increased friction. Now he would work on
the softer area at the lower level of the seat.

Three rapid cruel strokes came down almost on the same spot, and again he waited
for the peak. This time, understandably, the high heels shuffled but soon
regained their position. Then the crop was raised and brought down for the last
three rapid strokes. It was Stewart's intention and hope to make her lose her
composure, as he knew that this would cause her more distress than any amount of
pain. Could he make her beg he wondered as the strokes lashed down, with two
overlays into the soft joint of thigh and leg?

It worked.

The proud German prisoner fell onto her knees with her hands clasped
protectively around her upper thighs. When he lifted her chin up with the crop
tip he saw the tears run down her face.

"So, you decided to move during punishment Mueller!" snapped Stewart. The girl
could only sob. She realised that such a disobedient act would require a severe
punishment, but she was already at the end of her ability to accept pain and
would need to be strapped down before he commenced to discipline her for moving.
She desperately ran ideas around her brain, she would do anything to avoid an
adverse report following her back to Frankfurt where this thrashing would be
repeated several times over. Stewart had a plan.

"I could of course start from the beginning and give you another ten with this
whip for daring to move. In fact I could go on all day until you learned to obey
my orders but I will be kind to you. If you agree to me taking my sexual
pleasure by using ...well...using your less conventional orifice...then I will
let you off with just three extras. I have to warn you that it may be less
pleasant than even you expect as Mrs Parsons has given me strict instructions
that you are not to derive any pleasure from any such act."

"Sir...please...I will agree to anything that you wish as long as you don't give
me a bad report," She sniffed with the nasal secretions running down her mouth
and chin.

It took Stewart less than a couple of minutes to have her remove her panty-thong
and drape herself over the heavy square wooden stool with the leather padded
top. The waiting straps were soon pinioning her wrists and ankles with two final
straps slightly parting her knees. Moving over to the table he picked up a
condom packet, handed it to Schultz and told her to place it on his fully erect
organ.  When she had slid the latex fully up the shaft he selected the squeezy
bottle with a hand written note stuck on the side that Mrs Parsons had
mentioned. It had the cautionary warning: "May sting open cuts." She had
described it as Mr McEwan's special cream that he used to prevent young females
obtaining any sexual pleasure from his efforts. He carefully slipped on a latex
glove and then liberally smeared the thick pink mixture over the business end of
the condom. It smelt like some form of embrocation, the sort that was often used
for sore muscles following heavy exercise. The lubrication would certainly be
necessary and a touch of added discomfort from the cream would remind Mueller of
her place in life.

It came as no surprise to Stewart that the wooden stool presented the prisoner's
upturned bottom at just the right height. Clearly, Mr McEwan and himself were of
a similar size, and not just in clothes. The slightly squat arrangements of her
upper thighs ensured that the buttocks were slightly parted with the anus just
visible. Using the gloved finger and a large blob of cream Stewart zeroed in on
the waiting target, circled the perimeter with the fingertip and then forced his
way in past the inner and outer sphincter muscles. At first the muscles tensed
against his intrusion, but then the stinging heat from the cream started to work
and the tension changed to an involuntary dilation that enabled two then three
digits to enter. Before the sphincters resumed their guard duties he pressed the
tip of his condom covered penis against the opening and by twisting and turning
the shaft with his gloved hand he was able to enter the warm tightness of the
girls rectum. A firm but not brutal pressure from his hips then resulted in the
shaft entering the cavity up to the point where his pubic hair made contact with
the inner anal cleft and his thighs chafed against the weals of her punished
buttocks.

Schultz watched the mounting with wide eyes and obvious horror, believing that
she was next in line. Mueller simply submitted to the inevitable. Gasping and
wincing as the cream contacted her most vulnerable inner flesh and her anus was
stretched wide to accommodate the male organ.  Stewart stood with feet slightly
apart so that his penetration was at the optimum angle and started to rock his
hips forwards and backwards into the strict confining tightness of the prisoner.
The increasing tenderness of Mueller's body to the cream resulted in an almost
sexual movement of her thighs that encouraged Stewart to pump harder...and
harder. Ignoring the squeals from under him, this was supposed to be unpleasant
anyway, he rutted against the pinioned girl until the sudden tightening of his
own sphincter warned him of the approaching orgasm. The surge of semen seemed to
swell his penis even more in its tight embrace and all too soon his pace slowed
and he became aware of the compliant female under him again.

For a short while he leaned over her regaining his breath. Eventually he slowly
withdrew taking the slippery condom and its contents with him. A click of his
fingers and Shultz hurried over to kneel at his feet and remove it. A glance
upwards was all she needed to realise that cleaning the used penis was her next
task and she set to that duty with her mouth and tongue.

By the time Stewart waved her away, his penis was already starting to stiffen.
He had never before, achieved so much in so little time, but there again he had
never been before, been presented with such stimulation and there were still
other ideas to follow. But first, a promise was a promise and he still had
unfinished business with Mueller's rear.  Slipping off his one latex glove he
spoke to her.

"Well done Mueller, you are at last starting to accept your position in life.
There is just the little matter of the three strokes that I owe you and you can
then take a break."

The prisoner's heart sank. She had secretly hoped that Stewart would forget the
promise or perhaps just let her off now that he had satisfied himself within
her. No such luck. There was no way out and she would just have to accept what
was coming as best she could. At least she was secured and no matter how much
more he hurt her, she wouldn't be able to move and earn "extras". He sent
Schultz to collect the crop and as he took it from her, once again swished it
through the air.

Stewart knew that the punishment had to be felt and had no intention of letting
her off with anything. He aimed at the bruised ridges caused by the last three
strokes he had given her and laid three stingers across their line. It was true
that only the last was a real "overlay", but all were close enough to the
already sensitised flesh to hurt like hell. It was only the straps that kept her
in place and she wasn't surprised to see later that the retaining straps had
bruised her wrists as she struggled.  Her disciplinarian made her wait a further
ten agonised minutes before he told Shultz to release her and gave the sobbing
girl permission to massage her sore muscles.

Now for the younger girl, how should she be dealt with mused Stewart to himself?
As she stood rigidly at attention in front of him she certainly expected the
worse.  For his part, Stewart was softening a little, as she displayed nothing
but contrite submission on her face. Still, she was totally available to him and
would have to do whatever he wanted, so it was an opportunity not to be missed.

The girl was also thinking. She was expecting a punitive and totally unjustified
beating, knowing that it would be inflicted simply for the amusement of this
male. At least, back in the Correctional Centre, the nastiest wardress insisted
on an error or offence before you were punished. His penis was now fully erect
so he was undoubtedly deriving sexual pleasure from the mere thought of hurting
her and she could well imagine how that pain-generated lust would be spent using
her body.  She realised that she must simply submit to whatever he ordered and
cling to the knowledge that he would have to leave them alone eventually.

He went over to the table and exchanged the riding crop for the leather paddle
he had used on her earlier. He slapped it against his other palm noting its
weight and stinging power. Time for a change of pace he thought. He took a seat
on the armless wooden chair and motioned for the victim to drape herself across
his naked lap. He gripped both her hands behind her back and started to slowly
spank the twin moons that were thus presented. They were already marked from the
previous punishment but were soon turning a vivid red as slap after slap rained
down on them. Once they were evenly coloured he increased the effort and soon
had the girl bucking under the assault. After around thirty slaps he stopped,
placed the paddle on the small of her back and ran his right hand over the
reddened area. The heat she gave off seemed considerable to his warmed palm.
Already small weals were being formed by the edges of the oblong paddle. He
delved into her anal cleft and pulled up the back strap of her thong tightening
it around her mound and then, slipped his fingers down between her legs to
locate the indentation of where the thin white material had been wedged into her
vulva. The girl was as surprised as Stewart to feel her thighs react to the
gentle rubbing of one fingertip by opening a little further and lift up
slightly. Pressing hard against the thin covering, Stewart forced his
panty-covered finger between her lips and up to touch the swelling at the top of
the split. A few seconds of gentle massage had the hips moving rhythmically and
reluctantly he stopped and pulled his finger clear.

Without comment he grasped the paddle again and started swatting each cheek in
turn with firm hard slaps. She struggled against his grip and the erect penis
that rubbed against her lower stomach but continued to accept the beating
without any real attempt to avoid it.

He stopped and ordered her to her feet. Her face was almost as flushed as her
bottom as she stood close to him. He went over to the table and clicked his
fingers for her to follow. Almost without prompting, she unwrapped a condom and
placed it over his hard shaft. Stewart knew that lubrication would not be needed
this time, but aware of Mrs Parsons's conditions, he squirted the dreaded cream
over the upper surface and then wiped it around using the neck of the bottle to
avoid finger contact.

With some speed he went over to the bed, lay on his back and beckoned the
prisoner over.

"You will mount me and take the ride of your life girl!" he whispered.

The last time this had happened it was Stewart who was the prisoner and Miss
James, the heavily built wardress was the rider. Now it was the female who stood
in danger of being flogged for any lack of effort but as she enthusiastically
knelt over him, he realised that she was almost as excited as he was. Ignoring
the cream, she grasped the root of his organ located her opening and sank down
to swallow him with her warm vagina. Without waiting to be told what to do, she
started to ride his torso as if she was competing in a gymkhana. He could see
the curious mixture of pain and pleasure on the girl's face as the cream started
to sting and the sexual nerve endings starting to react. Though the grip on
Stewart's penis was not as fierce as in his previous penetration, it seemed firm
enough with the internal shape of the girl achieving even more sensation as she
bounced up and down. He began to feel the same mixture of pain and pleasure
himself as his penis grew more tender by the second following the frictions of
the evening.

Stewart was just wondering how long the prisoner could keep up her frantic
efforts, when once again; he felt the approaching sensation of another orgasm.
He felt himself go rigid from his head to his toes and Schultz, feeling his body
beneath her, doubled her efforts until they both let out a long groan of ecstasy
and the sweating female collapsed over him.

It was fully two minutes later when Stewart roughly pushed the exhausted girl
aside and called Mueller over to remove the condom and lick his now sore and
sensitive penis clean. The red eyed female worked with a will and certainly
achieved cleanliness but no reaction. The evening was over, and having had the
two prisoner's dress, he dismissed them and replaced his own clothes. With a
last look around the room he wandered downstairs towards his own room when he
met a somewhat irritated Mrs Parsons in the corridor.

"You seem to have forgotten Stewart that you will require a complimentary report
yourself when you leave here. Miss Emma has just been watching your efforts on
the CCTV and is furious with you. Not only have you ignored Mrs McEwan's orders
to keep your foreskin pulled back at all times but you have also ignored my
instructions that you could use the female prisoners but that they were to
derive no sexual pleasure from the event. That younger prisoner seemed to enjoy
your pleasures as much as you did! Add to that the way in which you told her to
expect a thrashing with the crop and then allowed her to get off with a
schoolgirl spanking and it would seem that you have learned nothing from your
stay with us. Fortunately, Mrs McEwan is unaware of your conduct and Miss Emma
has offered to deal with you herself to avoid causing her mother any distress.
You will report to her at 7 o'clock tomorrow morning down at the stables...and I
wouldn't be late... Boy!"



Review This Story || Author: Will Cane
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