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Review This Story || Author: Will Cane

The Prisoner

Chapter 11

Chapter 11.

Miss James walked over to the table on which lay the form that the doctor had
signed. She picked up a ballpoint and started to fill it in.

" Must finish the paperwork, in case you fail to obey me completely." she said.
" I think the offence will be... Failure to obey an order" and with a flourish
signed the bottom of the form. She waved the paper in front of his face. 

"It will be down to you from now on Stewart. This is a legal document and
authorises me to beat you with ten strokes of the strap. My rank of Senior
Wardress permits me to give you an official punishment in my quarters provided I
have another signature on the form, which you know full well that I have. Obey,
and I may throw it in the bin. Get yourself into the room where I keep the
equipment and bring the straps there to me."

Stewart walked into the room. There were six straps lying on the bench. There
was the regular one still clipped, along with her prodder and battery pack to
her uniform belt and five others of various sizes and weights. He shuddered as
he recognised the one she had used earlier on his hands. He collected them all
and was told to place them on the table.

Miss Jones slowly examined them. After several minutes she settled on a brute of
a tawse : one two foot six inches long made of stiff dark brown hide and layered
to a thickness of nearly half an inch. The business end was split into two one
foot strips. She stood in front of him and slowly stroked his face with the
heavy oiled tips. He could smell the rough leather and feel the weight as it was
dragged across his cheeks.

"This is a real punishment tawse, not one of the little correctors that we use
here on a regular basis. The female prisoners seem to hate this when I use it on
them. It seems that it burns as well as stings and the pain lasts for some time.
Not to mention the subsequent pain from the weals and the heavy bruising. Its
all down to you whether I will need to use it on you. Shall we start?" she
concluded with a smile.

She walked casually over to the large armchair and sat in it. She then beckoned
Stewart to stand in front of her and ordered him to strip down to his underwear.
He soon stood in front of her naked except for his small jockey pants that did
little to support his bulging genitals. 

" Your first task is to remove my stockings." Stewart knelt in front of her and
reached up under her uniform skirt to the top of her heavy thighs. He quickly
located the clips on the suspender belt for the right leg and unclipped them. He
then slid the stocking carefully down to the foot where he pulled it free. As he
repeated the process with the other stocking Miss James leant well back and
place a foot over each seat arm.

From where he knelt, Stewart found himself looking up her skirt with her inner
thighs and panty crotch fully displayed to him.

" Pay attention boy !. You will now thoroughly wash each foot in turn." She said
quietly. Stewart looked around the room for some washing implements until his
search was interrupted by the words :" With your tongue boy !.

" I accept that you may display signs of sexual arousal but you look only where
I tell you to look and right now it's at my feet. To make this training of yours
more interesting, I will be giving each major task I set you a percentage score.
I will add up the marks at the end and we can then assess how well you have
done. I should warn you that the pass mark will be 85% and I think that you can
guess how I will be rewarding any failure." she said nodding to where the form
and the strap lay on the table.

Stewart gingerly held her heel with his right hand and brought his lips against
the sole of her left foot. The foot was pungent with the odours of being encased
in stockings and a tight leather boot for hours. Steeling himself he started to
lick the underside and then moved to the toes. Between each toe he tasted an
accumulation of foot sweat and grime that he assiduously licked and sucked clean
taking care to suck each toe in turn. Moving to the top surface he licked up as
far as her ankles, then repeated the process to the equally pungent right foot.

" Not a brilliant start." said the wardress. I award you only 70% for that
pathetic effort on each foot. Fortunately you have five such sections so you can
make up for lost ground, provided you put some more effort in to the other
tasks."

Stewart groaned inwardly. It was only too obvious that Miss James was the cat
and he was the mouse in this bizarre game. However hard he tried he was in for a
brutal beating from this woman. The most he could hope for was not to antagonise
her to the point that she would have the punishment increased. He must learn to
remain subservient and do his utmost to please her, however repugnant the tasks
might be to him.

Miss James rose from the chair and told him to stand in front of her.

"Remove my tie and uniform shirt."

Stewart timidly reached forward and loosened the tight black tie from around her
neck, pulled the tail through the not and carefully pulled the tie from around
her collar.

" Now I want you to undo all the buttons on the shirt."

Even more timidly Stewart undid the neck button and then slowly moving
downwards, the ones stretched tight between her massive breasts. He tried not to
look as the large white wired bra cups came into his view and the shirt sprang
apart as each button was undone. Finished he stood with his hands at his sides.

Once again the vicious slap, first to one side of his face and then to the other
caught him by surprise and left him with his face burning.

" When I tell you to undo all the buttons I expect you to do just that. I still
have my sleeve buttons fastened not to mention the ones beneath where my shirt
is tucked into my skirt. If you looked to your work didn't spend time ogling my
breasts, you might appear more obedient. Fetch the strap from my uniform belt.
NOW !!."

Stewart almost ran into the other room and returned clutching the smaller strap.
He presented it to Miss James who told him to bend over and grasp his ankles.

Almost as soon as he was bent over and before he could prepare himself for the
pain, she laid three hard strokes across the lower part of his taught buttocks
where bare flesh was exposed beneath the lower edges of the pants. Stewart,
biting his lips against the waves of agony remained in position. If this is a
light tawse, he thought, what in the hell is the heavy brute going to feel like.

" Just in case you didn't know, I can and will give you unlimited doses of that
strap. If nothing else it will serve to tenderise your backside for when I lay
on the punishment strap later. Now, stand up and finish the job " she said
throwing the tawse across the room to the table top.

Nervously Stewart undid the buttons on both sleeves then slowly pulled the shirt
out of the tight waistband of the skirt. When it was completely clear he undid
the last remaining two buttons. On Miss James instructions her then carefully
slipped the shirt off her back and stood in front of her again. She was
certainly a large woman but it would be incorrect to call her fat in any way.
Indeed, there was hardly a bulge even where the uniform skirt gripped her round
her waist. Clearly she worked out regularly and it showed. She stood with her
hands on her hips looking at Stewart. Her huge breasts constrained by the white
bra swelled over the tops of the rigid support cups and the pressure points of
her nipples could be seen under the material.

"Kneel on the floor boy". As soon as he knelt before her she turned her back and
instructed him to unfasten her bra. He nervously unclipped the fasteners on the
three inch wide back of the heavy support brassiere. As the strain was removed
from the fastening the weight of the breasts pulled the fasteners wide apart.
She then turned round and stood looking down between the mounds.

"Reach up and remove the bra" she ordered.

Stewart reached and clutched the shoulder straps in each hand and then slowly
pulled the massive bra from her breasts and down over her arms until it lay in
his hands and her breasts were free of any support. 

" You may look at my breasts ". 

From his lowly vantage point Stewart looked up at the pendulous pear shaped
globes. They were an almost pure white with a thin tracing of veins just visible
under the surface. The swung from her chest rather than protruded with her
slightest movement causing them to sway. The light pinkish brown nipples were
thick and protruded at an upwards and outwards angle a full half inch from the
surrounding three inch diameter swollen areola. Despite their size and apparent
weight they sagged only slightly. As she raised her hands and placed them on her
head the breasts were lifted almost clear of her chest where the lower surface
had previously sagged against her and previously trapped sweat ran down. Stewart
could now see Miss James's armpits where the matted underarm hair was dense and
thick. He could smell the scent of the dried perspiration, perspiration that
flowed during the exertions caused by her brutal thrashing of the female
prisoners earlier in the day.

The wardress then leant over to a nearby table and handed Stewart an opened jar
of body cream. " You will now cream each breast in turn...thoroughly." she said.
Slowly she moved back to the armchair and sat in it leaning against the back
with her hands clasped behind her head. Stewart knelt to one side, scooped a
large amount of the white scented cream and started to rub the underside of the
right breast. Slowly he forced his hand in between the slight sag of the breast
and then, replenishing the cream frequently, massaged it around the entire
mammary.

The breast felt firm and heavy to his touch. By the time he started to cream the
nipple area it was already turgid and protruding even more. He took great care
to rub the cream into the nipple with his finger tips and then went over the
breast again gently rubbing any spare cream in until only a thin sheen of it was
left to indicate his creaming. 

As he moved round the chair to start work on her left breast she reached up to
the bulge in his tight underpants and examined the shape of his throbbing penis
with her fingers.

" This must be the lack of control that the nurses have complained about." she
said with a slight smile. " If you perform well, I might overlook it this time."

Again, Stewart felt like the mouse to Miss James's cat in this cruel game. Once
again she had emphasised to him how she was to be the judge, jury and
executioner to him that night. When he had finished the other breast he stood to
attention in front of her.

"Not bad, not bad at all." she said and his spirits rose. You score 100% on both
of those tasks, so, let's see...one more task for you assessment. If you do
really well you will be home and dry." Standing up she then gave the order: "
Now remove my skirt".

Stewart, with more confidence, unclipped the fastenings on the grey uniform
skirt, then the vertical zipper and lowered it to the floor where the wardress
stepped clear. She towered above him, naked to the waist and wearing just a
tight pair of white panties, a suspender belt and black stockings. As he stood
she moved closer until her breasts were pressing against her bare chest. She
rocked from side to side so the mounds rolled against him.

"Now for the final task of your assessment. A simple cleaning job that even you
should have no problem with. Kneel down." Slowly she turned round so that his
face was level with her large firm buttocks. Her panties had wedged into the
buttock crease and allowed her black pubic hair to protrude either side. Slowly
she reached back, pulled the back of the panties down to her thighs and then
leant forward, legs apart and her hands on her knees thrusting her buttock
crease into his face. Even before he had inhaled Stewart was made all too aware
of the scent of the unwashed anal cleft. The wardress's position partially
parted the buttocks revealing her dense black anal hair and her puckered brown
anus.

" What are you waiting for Boy?." she snapped." Get cleaning!"

Tentatively, Stewart extended his tongue and touched it against the top of the
furrow and started to lick. As he moved his tongue downward he started to taste
the mixture of sweat and secretions that had scented earlier. Only the fear of
the strap kept his tongue pressed hard into the flesh. The further down he
licked the thicker and coarser became the anal hair until even with his tongue
fully extended it brushed against his lips and teeth. Loose hairs found their
way into his mouth as he continued to lick slowly downwards.

His eyes were closed as he fought against the temptation to rebel, to refuse to
obey the order, to tell Miss James that she needed to wash. Suddenly, his tongue
touched wrinkled puckered skin. He forced himself to ignore the smell and taste
and licked even harder with the tip of his tongue pressing hard against the very
centre of her anus. Having almost scrubbed the area with his tongue he moved his
head back and took a deep breath of fresh air.

Miss James stood upright, pulled up her panties, and turned round to look down
at him.

" Not too bad for a first attempt, so, what shall I award you for that effort ?"
she asked. " Lets say...80%, now that makes two times 70 add two times 100 add
80, divide by 5,...it comes to...just 84%..not a bad score at all. Now what did
I say the pass mark was...?"

" 85% Madam " replied Stewart with a sinking heart, hoping that he had just
scraped in but knowing that he had not.

" Oh dear, so very close." she said with a condescending smile. " Are you hoping
that I might forget the missing 1% or possibly reduce the punishment for your
failure?" she asked. "Not a hope boy, you are now in for ten hard ones with that
strap. Get it for me NOW!"

The trap had sprung, as he always knew it would. Shaking, Stewart went to the
table and picked up the punishment strap. It felt even heavier and more rigid
than before. Holding it in both hands he handed it to the Wardress and following
the implied instruction from her eyes, resumed his position kneeling at her feet
and looked up at her face that appeared between her naked swinging breasts.

" You seem determined to learn the hard way don't you boy." she said with a
sneer. " You are now about to learn just how hard I can lay this strap on.
Believe me, I intend that you are really going to feel this. Perhaps then you
will have a little more respect for females in authority over you and will also
have more incentive to obey my orders to the full. Remove your underpants."

Stewart obeyed and returned to the attention position. She casually glanced down
at his semi-erect penis and then moved round behind him and stroked his buttocks
with her fingertips and then gently stoked the area with the strap several
times.

On her orders he followed her into the bedroom for his punishment.
 

To be continued.



Review This Story || Author: Will Cane
Previous Chapter Back to Content & Review of this story Next Chapter Display the whole story in new window (text only) Previous Story Back to List of Newest Stories Next Story Back to BDSM Library Home