Timothy Part 8
By Jane Marwood
janemarwood@hotmail.com

copyright 2002 - 2004 by Jane Marwood, all rights reserved

* * * * *
This story is intended for ADULTS ONLY.  It contains explicit 
depictions of sexual activity involving minors. If you are not of
a legal age in your locality to view such material or if such 
material does not appeal to you, do not read further, and do not
save this story.
* * * * *

"Stand up straight for Mrs Goodman now!" Ami spoke gently as she
placed her hand on his shoulder. Timothy was standing in front of
the massage table; his face was contorted in distress and seemed
near to tears as he watched Mrs. Goodman and the nurse enter the
bathroom. They were accompanied by the two young secretaries, Pat
and Geraldine, as well as Gail and Susan.

The last thirty minutes had been a constant and relentless
sequence of embarrassments for the young boy. He had been made to
adopt the most undignified of positions while the young maids had
bathed him. They had delighted in handling him so intimately that
he had felt close to ejaculating several times. Their hands had
spared him no modesty as they had washed every inch of his body.
The final humiliating act had been to continually pour cold water
over his penis and testicles until his rigid member had finally
become flaccid. 

He was still trembling and blushing from this indignity as the
maids had dried him quickly and made him stand in front of the
massage table with his hands on his head, waiting for the return
of the nurse.

Mrs Goodman spoke to him; her voice was soft and gentle. "My you
do look a nice clean boy! I am going to let the nurse and my
secretaries position you on the table so that I can have a little
feel inside your bottom and then Penny is going to make you
ejaculate." Mrs Goodman ignored his look of horror as she
continued as if it were the most common thing in the world to
tell a young boy that he is to be forced to ejaculate in front of
so many young women.

 "Now just stand still for a moment, Geraldine just needs to
measure you." Geraldine moved forward, holding a small tape
measure in her hands. Quickly, she looped it around his waist and
noted the measurement. She moved to his side and held the end of
the measure against the small of his back and let it rail down
over his buttocks.  As if it was of no concern to her, she
reached between his legs, her hand brushing against his penis and
testicles as she caught hold of the tape and pulled it through,
this time moving his penis and testicles aside as she stretched
the measure up and held it against his navel. Again she noted the
measurement to herself as she released the end which was pressed
against the small of his back. She placed the tape back in the
pocket of her skirt and moved in front of him. 

"Keep still please Timothy." She watched his face contort with
embarrassment as he watched her cup her hands together and clasp
them around his penis and testicles. She thrilled when she felt
him shiver at the touch of her cool fingers enveloping his
genitals. She watched his face blush and heard him gasp as she
encased her hands around his intimate flesh. "There that=s fine."
She took her hands away and turned to Mrs. Goodman. "I am sure I
can make something appropriate, it will only take a few minutes."
She moved away and watched as Mrs Goodman stepped forward, her
lithe body only inches away from Timothy as she looked into his
blushing face.

She stroked her hand against his cheek as Pat and Geraldine
quickly moved to each side of his naked body and took hold of his
arms. Without a moments delay they moved him backwards until his
bottom was touching the end of the table. "Take your hands from
your head and sit up on the table, here let me help you."
Geraldine=s voice sounded low and sensual as both girls quickly
got him up and sitting on the end of the table.

"Over we go now." The alarm and embarrassment on Timothy=s face
delighted the young secretaries as they laid him back and placed
his arms at each side of his head until they were stretched out
and laying flat on the table. Gail and Susan quickly moved to the
head of the table and took his hands in theirs, holding him
firmly as they looked down into his face observing his acute
distress. His lips were trembling and as Gail stroked her hand
against his cheek, he flushed a deep shade of red.

Timothy was trembling visibly. His young body was stretched out
with part of his bottom and his legs hanging over the end of the
table. He could feel the cool air around his freshly shaven
genitals. He looked up to see Gail looking down at him. Her
beautiful face and perfect body unnerved him, he blushed as she
leaned over him.

Try and be good while mummy examines you." Gail spoke softly as
her face moved closer to his. Her lips felt soft and gentle as
she kissed him tenderly on the lips. Timothy looked at her, his
face betraying his feelings of love and supplication at such a
tender gesture. Gail continued to look into his eyes noting how
vulnerable the young boy was to even the most simple act of
affection. 

Susan moved around to the end of the table and took both of his
hands placing them flat on the bed with the palms upwards. She
leaned over so that her breasts fitted exactly against each
upturned hand. She took hold of his arms, holding him completely
captive as her breasts pressed deliciously against his hands.

She could see that Constance was busy lubricating the fingers of
her right hand. The clear gel made her hand glisten under the
strong ceiling lights as Constance greased several of her fingers
before screwing the cap back upon the large tube of lubricating
gel.

Holding his attention with her tender look and loving expression,
Gail made a kissing gesture with her lips, aware that her mother
had finished her preparations for the boy=s internal examination.
She placed her hand tenderly on his cheek as Pat and Geraldine
unceremoniously hoisted his legs into the air, pushing backwards
and outwards, until his knees were spread wide at either side of
his chest.

Gail felt a thrill as he gasped at the indignity of the
positioning of his legs, grunting again as suddenly Mrs Goodman
deftly slipped her lubricated finger straight up into his bottom.

"There my poor baby, try and relax while mummy examines inside
your little bottom." Gail=s soft and gentle voice was at odds
with the vigorous impalement of his bottom. He tried to rear up
but was held gently by the girls. The young maids had moved to
each side of the bed, their soft hands stroking over the inside
of his thighs as he began to tremble with emotion.

"Now try and relax your bottom and I will be as gentle as I can."
It was Mrs Goodman who spoke as she probed more deeply with her
finger. Timothy gasped loudly as her finger quickly located his
prostate gland. The slender tip of her forefinger gently probed
and teased the soft firm flesh as she spoke once more.

"YesY I think you feel fine up there. One more little push now
and it will be all over." Constance delighted in the squirming of
his hips and his gasps of indignation as she firmly pushed deeper
and deeper into his bottom. The excitement she felt was
overwhelming and for a moment she felt a pang of envy that her
daughter would be able to enjoy this experience as and when she
wanted.

Gail certainly echoed her mother=s excitement at the boy=s
humiliating impalement and his obvious embarrassment and
humiliation. For Gail the pleasure was in watching the boy=s face
as she inflamed his senses with her soft and gently spoken words
of comfort, knowing full well the stimulating effect that her
mother=s finger was having upon the young boy=s body. 

She delighted in his torment as he tried to turn his head from
side to side, his face blushing profusely and his breath rasping
through his trembling lips. Gail leaned over him with her lips
close to his.

"Poor babyY never mindY there, there it will all be over soon.
Now try and be a brave boy when the nurse milks you and keep your
little bottom relaxed so that she can get her finger right inside
of you.

Although Gail=s voice was soothing and comforting, her well
chosen words had entirely the opposite effect upon him. Rather
than putting him at his ease, she had deliberately caused him to
blush profusely, his face flushing to such a bright red that she
could feel the heat from his cheeks. His lips trembled with utter
embarrassment as she looked into his eyes.

"Poor babyY having to have his little bottom examined, never
mindY just relax now." Gail kissed him gently on his forehead
and at the same time laid her hand upon his chest. Callously she
pinched his nipple, timing the action to the firm thrust of the
finger within his bottom as she watched her mother out of the
corner of her eye

Constance could not relinquish the pleasure of one firm last push
up into the boy=s rectum before she reluctantly withdrew her
finger from his sphincter, the tight ring of muscle protesting as
her knuckle passed through it. 

She noted that the boy=s penis had begun to twitch and slowly
distend, rolling to and fro upon his tummy as he squirmed with
distress. Not surprising, she thought, considering the amount of
stimulus the boy was receiving from the hands of the girls.

Penny was aware of the reluctance at which Constance had
withdrawn her finger from the young boy=s bottom. She was also
very much aware that she had witnessed someone who was well used
to handling and stimulating the erogenous zones of the human
body. The deft entry of Constance=s lubricated finger into the
boy=s bottom and her expert probing had quickly elicited a deep
and anguished response. His body had shuddered and quivered with
emotion as Constance had tailored the movement of her finger to
his naive attempts to escape her torment.

Penny made up her mind and looked at Constance, making sure that
her face betrayed none of the surprise she felt at the woman=s
expert and experienced handling of the young boy=s body.

"I wonder if I might ask you to erY stimulate his prostate while
I take care of his penis. Would that be alright?"

Constance was as ever the perfect diplomat as she looked at the
nurse and replied nonchalantly. * Yes of course Penny." 
Constance immediately took the tube of lubricant as Penny turned
to Ami and addressed her loudly so that the boy would also hear
her words. "If you would take the place of Geraldine and hold his
leg, keeping it well away from the tableY yes that=s the wayY
nice and wide so that his bottom is properly stretched." She
turned to Jessica. 

"Jessica, if you would do likewise and take the place of
Patricia."

She watched as the girls changed places, noting that the two
maids had stretched his legs even more widely apart than before.

"Right Geraldine, if you would be ready with one of the test
tubes. All you have to do is place it near the end of his penis
as he ejaculates. I will tell you when."

Geraldine smiled, the mischief in her eyes signalling her delight
at the task ahead. Deliberately she placed one of her hands on
the juncture between his pubis and his thigh, feeling his body
shiver at the intimate contact of her cool fingers. She turned to
the table and took one of the large glass test tubes. Making sure
that the boy had a perfect view she held up the test tube and
spoke to him, her tone brisk and clinical as she observed his
blushing face and trembling lips. "Now we want a nice big
ejaculation from you, so try and be a good boy and allow the
nurse to extract as much as she can from those plump testicles of
yours."

Constance could not help smiling to herself as she heard her
young secretary address the boy, her words obviously intended to
increase his embarrassment and humiliation.


Penny beckoned Patricia to stand by the boy=s waist. "If you
would lift his testicles for me and keep them out of the way
Patricia, I think we are ready to start."

Penny looked at Timothy, who had to his utter embarrassment heard
every word. "Right young manY I am going to make you ejaculate;
I want you to try and control yourself and resist the temptation
to release your semen for as long as possible. Will you try and
do that for me?"

Timothy groaned with utter embarrassment, his face was on fire
with the anguish and humiliation he was feeling. To make matters
worse, his totally humiliating and shameful milking was to be
enacted in front of Susan and Gail. He blushed again, his whole
body shivering with emotion as Gail added more fuel to his shame.
"Answer the nurse Timothy, will you try and control yourself
while the nurse milks you?

Timothy could only shiver and shake as he muttered his reply.
"er.. pleeeeaseY er y=yes  er missY er I mean nurse."

Gail smiled at him, the soft and gentle smile that one would give
to a small child.

Penny watched as without further preamble, Patricia reached
forward and cupped the young boy=s testicles in the palm of her
hand. She ignored his gasp of anguish as she nodded towards
Constance, lifting his testicles upwards so that Constance had
ample access to the widely splayed cheeks of his young bottom.

"Take a deep breath now." Penny commanded as she watched
Constance tease the tightly puckered anus of Timothy=s sphincter
with the tip of her finger. Suddenly Constance pushed her finger
forward, watching the carefully manicured nail slip through the
quivering ring of muscle. Slowly, inexorablyY her finger slid
upwards causing him to groan in anguish as he was fully
penetrated.

Penny smiled to herself as she watched the boy=s penis start
throbbing, lifting off his tummy by its own volition. Casually
she gently flicked the tip of the penis with her fingers, moving
her hand from side to side as her nails brushed over the
sensitive tip with the merest of pressure .

"OoooohhhhhhY er pleeeease.. er" Timothy was beside himself with
shame and embarrassment as Penny continued toying with his penis
until it was standing straight up in the air. The rigid flesh was
straining and throbbing with the combined and continual
sensations the girls were inflicting on his body. 

It was a pure act of self indulgence as Penny reached forward and
grasped the shaft of his penis in her right hand. Pulling the
foreskin back as far as it would stretch; she flattened the palm
of her right hand and placed it over the sensitive opening of the
urethra. 

She knew full well what the reaction of the boy would be as
casually, almost nonchalantly, she rubbed the palm against the
opening of the urethra in a circular motion. Instantly the boy=s
body tensed as if he had been given a mild electric shock. He
gasped loudly, his hips writhing as he tried to escape the acute,
almost unbearable sensation. Gail watched Penny out of the corner
of her eye, noting that the young nurse was holding his penis
firmly and completely ignoring the frantic writhing and squirming
of his hips. 

Gail looked down into Timothy=s face, noting the look of absolute
anguish and terror in his eyes as he thrashed his head from side
to side. 

"ArggggghhhhhhhhhhY ooooooooOOOOOOOOOOHHHH please er  missss  er
stop oh   ohh  pleeease  stop."

She could never have explained the thrill she felt as she spoke
to him calmly, her tone deliberately soft and gentle, in absolute
and utter contrast to the tormented movements of his body.

"Poor baby, it will all be over soonY. there, there my sweetie,
be a brave little boy."

Her words seemed to inflame the boy=s senses even more; he
writhed and groaned in abject anguish as Penny forced him to
endure the movement of her hand against the tip of his penis. She
nodded to Constance, who casually stretched his sphincter upwards
as she slipped a second finger up into his bottom. Suddenly Penny
took the flattened palm of her hand way from the tip of his penis
and pulled the foreskin up and over the head. Quickly and
expertly she used both hands to manipulate the flesh in a smooth
and expert milking motion.

Timothy looked upwards in anguish as his penis was expertly
stimulated to an unbearable and excruciating fever pitch and at
the same time, his sphincter stretched wide to accommodate the
relentless probing of his prostate gland. He felt that his whole
being was being invaded; every part of his body seemed to be at
the mercy of the girls= expert and sensual stroking. 

The beautiful face of his head girl looked down at him, her
expression serene and aloof, clinically observing his dire
humiliation and embarrassment.

Penny was aware that, because of the constant sexual arousal
Timothy had been subjected to from the moment he had entered the
house, he would not be able to control himself for very long. She
could already feel the vigorous throbbing of his penis as she
milked him expertly and thoroughly, her hands moving up and down
in a constant and dominant cycle of squeezing and stroking. 

As if on queue, his hips raised from the table, his body
incapable of any control as he trembled and shook with emotion.
Penny smiled as she saw Gail look at her with a knowing smile and
then bend her head until her lips were close to Timothy=s.

The boy arched his back in utter abandonment, his bottom lifted
off the table and his legs tensed. His muscles locked into a
solid mass as if he was in cramp. Nonchalantly the maids altered
their grip upon his knees, handling his quivering form with ease.
They adjusted their position and in doing so pulled his legs even
wider apart as they held him captive and at the mercy the nurses
busy fingers.

Several things happened simultaneously as the first globules of
semen suddenly erupted from the tip of the boy=s penis. 

Jessica calmly held the test tube close to the tip of the
straining flesh of his penis, competently catching the strings of
viscous milky fluid in the glass as they jetted upwards.
Constance thrust her fingers firmly up into his bottom, jabbing
and prodding the prostate gland mercilessly as she watched his
anguished ejaculation.  Patricia suddenly squeezed the boy=s
testicles, firmly applying pressure to the soft and swollen orbs
of his testes. She could feel them move in her hand as semen
continued to pump from his penis. She relished the thrill that
coursed between her thighs as she casually instinctively smacked
his upturned bottom with the palm of her hand.

"SlapY slapY. SlapppppY smackkkk." Her palm beat rapidly against
his unprotected flesh. His bottom cheeks quivered and shook as
she calmly slapped his buttocks as if he was a naughty child.
Constance showed no surprise, knowing full well the depth of
knowledge that her young secretary had in sexually stimulating
the human body.

Penny however was suitably impressed with the nonchalant way that
the young secretary soundly spanked the young boy=s buttocks with
a dozen hard slaps before gently rubbing her hand round and
around over his injured flesh.

"Arghhhhhhhh  ooooohhhhhhh argggghhhhhh MMmmmmmm."

Suddenly Timothy=s anguished cry was cut short as Gail fastened
her mouth over his, his chest heaving violently as he was
immediately denied breath. Susan held his arms firmly, her young
breasts thrusting down hard against the palms of his hands as she
watched Gail feel for his nipples and then cruelly squeeze both
of them between her fingers and thumbs.

The girls held him in this state of agonising suspension for
several seconds. His body tensed in a paroxysm of complete and
utter torment. His penis pumping semen into the test tube as his
body was locked in one massive and absolute spasm.

His flesh shuddered in relief as Gail suddenly released his lips,
allowing him to draw air in one mighty intake of breath. She
could see from the glazed look in his eyes that he was near to
fainting; she looked down towards his genitals, fascinated by the
amount of semen that was still squirting from his penis. She
spoke to him coolly, her voice eliciting an even more anguished
expression from his young face. 

"Try and give me a few more big squirts, there=s a good little
soldier. Nurse wants you to try your bestY. there that=s the
way."

She squeezed his nipples once more before laying her hands flat
against his chest and stroked downwards over his tummy. The
action seemed to cause the boy even more distress as Gail
demonstrated the fact that she had complete access to every part
of his body. 

Suddenly the tension seemed to drain from his body. His muscles
relaxed and his hips fell back on to the massage bed. He gasped,
his mouth sagging open as his reluctant and climatic orgasm came
to an end.

Penny slowed her hands squeezing upwards towards the head of his
penis, patiently milking him until the last bead of milky fluid
appeared at the tip.

She patted his bottom as she took her hands away from his
softening flesh. She watched as Constance slipped her fingers
from the boy=s bottom and Patricia casually squeezed his testes
before letting them hang unhindered between his widely spread
thighs. Timothy looked upwards at Gail. His embarrassment was
complete and total as she looked down at him, the picture of her
beautiful face was etched upon his psyche as he trembled with
deep emotion.

Her words completed his utter and abiding degradation.  "My oh
my, little boys do seem to make so much fuss. Don=t you feel
ashamed at making all that noise while you were having your
little penis milked? I hope you are not going to continue to be a
naughty boy when it=s time for the nurse to empty the rest of
your semen from those soft little plums of yours, are you?"

Timothy was beside himself with embarrassment and humiliation. He
could never in his wildest dreams have contemplated such utter
degradation and anguish. He blushed with shame as Gail leaned
over him, her words sending shivers through his spine as she
casually brushed the back of her hand over his chest. 

She felt him shiver with even greater anguish as her fingers
trailing lightly against his skin; deliberately she traced a
circle over his tummy before brushing the palm of her hand
further down his body. She looked into his face, watching the
blood rush to his cheeks as casually she smoothed her delicate
fingers over his flaccid penis before gently cupping her hand
under his testicles. 

She delighted in the look of pure anguish on his face as she
nested the soft testes in the palm of her hand. "Well these must
feel a lot more comfortable now Timothy. The skin is nowhere near
as tight." 

She jiggled them, watching his eyes flinch as she gently squeezed
his scrotum, lifting the scrotal sac up and out from between his
legs. "Yes TimothyY you ought to say >thank you= to the nurse for
draining you so thoroughly." She looked down at him, her smile
showing her even white teeth between her beautiful lips.

Timothy had a sudden and incredible urge to try and cover
himself. The slight movement of his hands caused him even more
embarrassment as he felt Susan press her body down firmly against
his upturned palms. The feel of her soft breasts made him blush
in confusion as she stifled his movements.

To Constance=s growing admiration for her daughter, it was Gail
that took charge and ushered them all out of the large bathroom.
The only remaining people were Gail, Susan and the young nurse.
Gail had used a soft hand towel, folded into a triangle, to cover
the young boy=s naked loins.

She had kissed him softly on the lips and instructed him to close
his eyes and rest for a while. A tear had slowly run down his
blushing cheek as he had obeyed her instruction. She beckoned the
girls to leave the bathroom quietly, as she gently stroked her
hand over Timothy=s chest, noting that his body was still
shivering with the trauma of his violent ejaculation. 

The warmth of the room and the silence that ensued after the
girls had left allowed him to drift into a light sleep.






It was twenty five minutes later when Gail gently touched the
boy=s cheek, her fingers trailing softly over his young skin. He
awoke slowly, his He looked around to see that the young nurse
and Susan were also standing by the massage bed, watching him as
he awoke.

"There we are Timothy, you=ve had a nice little rest. Now we are
just going to get you up on to your hands and knees." She watched
the boy open his eyes and look at her, his expression was one of
surprise, quickly turning to alarm as she told him what she was
about to do to him.

"The nurse thinks it would be best if both Susan and I have a
little feel inside your bottom in case there is an occasion when
there is no-one else to help her with your therapies.  I promise
we will be gentle with you and you need not feel embarrassed as
there is only Susan and myself here apart from the nurse of
course. Now will you roll over on to your tummy and then get up
on you hands and knees."

Timothy blushed immediately, his cheeks turning to a bright red
as he heard her softly spoken words. His embarrassment deepened
as Susan nonchalantly placed her hand on his chest and smoothed
her fingers down over his tummy to his waist. She looked at him,
noting the alarm in his eyes as she lifted the towel which
covered his genitals and folded it into a square. She placed the
towel on the table behind her and pressed her hand on his waist.
"Right over you goY let=s get you up on to your hands and knees."
Timothy began to shiver with humiliation as the girls casually
examined his genitals, noticing that his penis was full and plump
again after his short nap.

In complete silence they helped him turn over and then to his
utter dismay helped to position him so that he was up upon his
hands and knees. Gently but firmly they made him spread his legs
until his knees on each side of the bed. The final humiliation
was when they made him go down on to his elbows. 

Penny spoke gently as she admired the boy=s humiliating position.

"There that=s fine; your bottom is nicely positioned for our
examination Timothy! I am going to let Susan examine you first,
so try and relax while she lubricates your little bottom for
you." Penny delighted in the sight of the boy=s genitals, which
hung down between his widely splayed thighs. His penis was
already distended, the foreskin slowly retracting back from the
bell-shaped head as it swayed to and fro, prompted by the
anguished squirming of his hips. "You will have to try and keep
still while Susan inserts her finger up into your little bottomY
will you do that for me?"

The nurse=s words caused Timothy to grunt with embarrassment as
Gail placed her hand upon his cheek and turned his head towards
her. She spoke softly to him as one would to a timid child.

"Now try and relax your bottom and keep your head turned towards
me, so I can see if there is any discomfort. Gail delighted in
the profuse flood of colour that suffused his cheeks as she
looked into his eyes. "Now the nurse will want you to take nice
deep breathsY in and outY in and out." She waited while the boy
naively followed her instruction and began to breathe deeply. 

It was with utter delight and excited anticipation that Susan
lubricated her fingers. She had not bothered to don rubber
gloves, instead preferring to lubricate her bare fingers. She
watched his bottom shudder as she gently placed her left hand
upon his buttocks. She could not remember when she had felt so
much excitement, as she placed the tip of her forefinger against
the puckered star of his sphincter. Gently she began to lubricate
the sensitive flesh, her actions eliciting an immediate vocal
protest from the trembling boy.

"OhY missY please noY er nooooooooooooooooooooooooooo."

Susan probed the opening, ignoring his protestation as she bent
to her task. She probed more firmly, fascinated as she watched
his sphincter recoil at her impudent investigation of his timid
flesh.

"Pleeeeeease nooooooooooooooooooOOOOOOOOOO." 

His voice rose to a fevered pitch as Susan suddenly felt her
finger slip through into the tight channel of his anal passage.
Curiously, she explored the soft flesh inside his bottom. She
felt Penny gently put her hand around her waist as she stood
closer to her. 

"Now Susan if you curl your finger downwardsY yes that is the
wayY you will feel a dome of soft round fleshY that is his
prostate gland. It is located more or less at the other end of
the penis. Can you feel it?"

"Argggghhhhhhhhhhhhh." Timothy=s anguished cry almost drowned out
Susan=s reply.

"AhY yesY I think this must be it." 

Her prediction was immediately confirmed by the frantic squirming
of the boy=s hips. Penny quickly took hold of him around the
waist, holding his body in a tight grip which stifled his
anguished movements. Although he was now incapable of motion,
Susan could see the smooth firm flesh of his bottom quivering as
if he was in fever.

She felt her finger encounter the pliant plumpness of the gland.
Instinctively she smoothed her slender fingertip over the walnut
shaped mound, aware that the boy was beginning to tremble
uncontrollably. Each time she moved her finger she could feel him
shudder. She wondered what it must feel like to have such an
intimate part of one=s body stimulated so profoundly. She closely
observed the boy=s reaction as she ran her finger over the mound
of his prostate. She experimented by moving her finger in
different directions until she was able to tell which of her
gentle probings elicited the most visible response.

"ArgggghhhhY pleeeaseY nooooY. Nooo moreY miss pleeeeeease."

Penny ignored the boy=s anguished plea as she held him firmly,
leaning forward over his buttocks she whispered to Susan. 

"If you take hold of his penis you will be able to feel it
throbY it will tell you when you have hit the right spot. Try a
prodding action; you will be able to feel how his penis reacts to
it!"

Susan, could hardly contain her excitement as she delicately
wrapped her fingers around his penis and prodded the soft mound
of flesh deep within his bottom. Immediately she felt him shudder
and his penis throb as he moaned in protest at her relentless
stimulation of his sexual organs.

"OOOooooooohhhhhhHHHHHY. NooooooooooooooooooooooooooooooY arggh
please missY please nooooooo more miss."

Gail looked into his eyes, seeing the look of terror on his face
as he gasped and shook with utter anguish and humiliation.
"There, there TimothyY try and be a good boy and relax your
bottom. It is very important that Susan has complete accessY now
push your bottom up and dip your back so that your buttocks are
well open and spread apart. Do you think you can do that for me?
I am sure that Susan is being as gentle as she can be!"

Timothy= could not believe how embarrassed and anguished he felt.
His degrading humiliation at the hands of the young girls seemed
total and complete. Naively he tried to dip his back, pushing his
bottom upwards as he felt her finger take advantage of the action
and proceed to roam even deeper inside him.

His breathing became heavier as Susan smoothed her finger over
the gland; she could feel it contract violently as a globule of
clear fluid escaped from the tip of his penis and slowly
descended in a sticky droplet on to the bed below. She knew that
even though she was only squeezing his penis, rather than milking
it, that Timothy would not be able to hold back another
ejaculation for much longer.

She prodded the prostate with a firm thrust of her finger, noting
how the shaft of his penis throbbed in response to her
stimulation. Timothy tried to rear up as she casually
experimented, her finger employing a series of prods and pokes
and then moving to a massaging movement over the gland. Susan was
enthralled by the absolute control she had over the boy=s
emotions. She admired the perfection of his buttocks as they
quivered and shook, open and available to her every whim.
Surprising even herself she partially withdrew her finger and
then with a swift movement introduced her middle fingertip to the
opening of his sphincter. Ignoring his loud gasp of indignation
she slipped a second finger up into his bottom, feeling the
sphincter tighten against her knuckles as she pushed up firmly.
It was all Penny could do to hold the boy as he tried to rear up,
his anguished protest echoing around the tiled bathroom.

"ArrrrrrrggggggggghhhhhhhhhhhhhhhhhhhhhhhhhhhhhhY
noooooooooooooooooohhhhhhhY. PleeeeeeeeeeeaseY oh please,
please, please missY ooooooooooooooohhhhhhhhhhhhY
arrrrrrrrrrrggggggggggggggghhhhhhh."

Gail held his head firmly, making him look into her eyes as she
spoke softly to him as one would to a wounded animal. 

"There, there TimothyY try and be a brave little boy, it will
all be over soon." 

Her beautiful face looked calm and serene, an incredible contrast
to his own anguished expression as he gasped and shook with deep
tormented emotion. Holding his face in her hands she bent her
head and kissed him on the cheek. She could not explain her
excitement at his tortured expression as she fuelled his abject
and utter embarrassment with her gently spoken words.

"Just a little bit longer, try and be braveY I want Susan to be
able to complete her examination inside your bottom without any
more fussY so just keep your bottom relaxed and open for her,
sweet child."

Susan delighted in the grunts and groans of the young boy as she
curled both fingers against the sensitive gland of his prostate.
She found that it was quite easy to tell which of her many
movements caused him the most stimulation by the pulsing and
throbbing of his penis. She could feel the sphincter seem to
recoil and tighten against her fingers each time she prodded the
walnut shaped gland. She felt confident that she would be able to
stimulate the boy quite easily, controlling his sexual emotion by
the dexterous movements of her fingers. She was certain that by
employing careful and subtle ministrations to his prostate that
she would be able to make him ejaculate exactly when she wanted. 

She looked over the boy=s buttocks at her friend Gail, who was
holding his head gently in her hands. She smiled to herself as
she realised that Gail had not allowed the boy to psychologically
detach himself from the proceedings, but rather she had made him
look into her eyes and display his emotions openly. Every
humiliation to his young body was being casually and clinically
observed by the by the very girl that he was in awe of.

Gail could not have explained how or why she knew how to mould
the boy=s psyche to a dependency upon her. Perhaps it was part of
an instinct that she had within herself that prompted her actions
to elicit such a deep and emotional response from him. But she
knew that little by little she was binding the boy to herY a
psychological authoritarian relationship that would be deeply
etched into his character. She had already witnessed his look of
love and supplicationY and she knew that in time the boy would
be inextricably bound to her for as long as she wished.

Penny held the boy firmly as she bent low and looked under his
tummy at his penis. She could see the clear viscous fluid that
was leaking from the head of his penis as it was being squeezed
by Susan=s slender fingers.

Susan too, was aware that she would have to curb her intimate
prodding and probing of the boy if he was not to ejaculate
prematurely. His body was quivering from head to foot and his
breathing had become heavy and irregular, such was the intensity
of the sexual stimulation that she had produced within him.

"Just one more little push Timothy and I will have finishedY
deep breaths now." Susan=s voice echoed in his ears as he tried
to control his emotions. Suddenly he felt his bottom stretched
wide as she thrust two fingers firmly up into his bottom and at
the same time he felt her firmly squeeze the head of his penis. 

Susan was delighted as the combined effect of both ends of his
penis being stimulated so flagrantly caused his whole body to
shudder in a violent convulsion. The sensation seemed to invade
the very core of his being and he groaned in anguish.

"Arrrrrrhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh." 

Gail looked at him, her face betraying none of the incredible
excitement she felt as she looked deep into his eyes. Coolly and
clinically she observed his acute distress.

"Well Timothy that wasn=t so bad now was it. I wonder why little
boy=s have to make so much fuss when their little penises and
bottoms are examined. You should be grateful that Susan is being
so thorough in examining you. I can see that someone is going to
have to take you firmly in hand."

Susan looked at Gail, suppressing the sudden giggle she felt as
her fingers tightened around his penis and she slipped both
fingers from his quivering bottom. She felt the sphincter tighten
over her knuckles as she withdrew her hand from between his
widely spread buttocks. Reluctantly she loosened her grip upon
the hard and throbbing shaft of his penis, observing another
shudder of emotion which ran through his body as she let go of
him.

Penny held him firmly for a few moments until she was sure that
he would not try and rear up. She moved to stand beside Susan and
slapped the boy lightly on his upturned bottom cheeks.

"Right young man," she said brightly as she smoothed her hand
over his quivering buttocks. "Gail is going to let you recover
for a few moments before she examines youY so just stay in that
position and try not to move."



Gail looked deep into the boy=s face. She made sure that his
anguished eyes were fixed firmly on hers as she spoke to him. 

"Promise me that you will do as the nurse asks of you."

She could see the apprehension he felt as he looked at her. What
excited her was his obvious acceptance at his subjugation to her.
She was sure that he would continue to protest and plead at his
treatment, but there was a clear indication that he was accepting
her authority. Allied to this was his overriding feeling of awe
when he was in her presence. She had been well aware for a long
time of the effect that her beauty had on men as well as boys and
she knew how to use the superiority this gave her in a subtle and
natural way.

As she looked closely at him she was aware that his feeling of
anxious apprehension was coupled with a strong desire to please
her and that any admonishment would wound him deeply.

She spoke again, her voice clear and matter of fact and in
contrast to the absolute thrill she felt as she anticipated his
dismay at her words. 

"Now TimothyY listen to what I have to say very carefully. I am
going to have to examine inside your bottom. It is for your own
good and it is necessary, so I want you to promise me that you
will relax and that you will allow me proper access."

Gail delighted in his embarrassment as she continued.

"As you have already had your semen extracted once, I am going to
help the nurse make you ejaculate for a second timeY that is
after I have examined you. The nurse will milk your penis for you
while I see to your bottom and then she will probably have to
give your testicles a little squeeze or two, just to make sure
that we have it all.  I am going to ask Miss Foster and Miss drew
to come back into the bathroom and hold you while you are being
milked, so I want you to promise me that you will do as you are
instructed.

One final thingY if you are naughty or disobey me I will punish
you like naughty boys should be punished. You are in a very good
position to have your bottom smacked and I shall not hesitate to
give you a sound and thorough spanking in front of Susan and the
nurse as well as Miss Drew and Miss Foster, so I think it is in
your best interests that you behave. Will you promise me to
behave Timothy?"

As she was speaking Gail had observed his cheeks change colour
from bright red to a deep purple.  He looked so embarrassed that
for a moment, Gail thought he might even faint. She could see
that his eyes were already glistening with tears as he looked at
her in utter anguish. His voice sounded cracked and dry as he
mumbled his response.

"OhY er please MissY er .. I, I promise."

She brushed her hand against his cheek in a tender gesture. "Stay
quite still sweetie while I fetch Miss Drew and Miss Foster. You
may lower your head now and rest your forehead on the pillow."

Gail was rewarded by his immediate acquiescence; she stood for a
moment looking at his beautiful young body as he knelt with his
forehead resting on the firm pillow. His bottom was still thrust
upwards and she could see that his penis was still fully erect.

Timothy knelt naked and ashamed. He seemed to be in a cocoon of
utter torment and anguish. He could feel that his whole body was
open and exposed. The mildest movement of air within the room
instantly reminded him of his rude and humiliating posture. He
could feel his penis throbbing of its own volition, openly
exposed between his widely spread thighs. He felt that every part
of his body was open and exposed to whatever the girls wished to
do to him. 

For Timothy, the most embarrassing and humiliating aspect of his
ordeal had been the presence of Gail observing his most intimate
arousal and ejaculation. Her beauty had always unnerved him. Even
at school he would blush in embarrassment if she so much as
glanced in his direction.

He had not recovered from the humiliation of her gentle words and
admonishments as he had lain over Hazel=s knee and had his bottom
smacked soundly while Gail had closely observed his shame and
anguish. He shivered as he pictured her beautiful face looking at
him as he had cried and gasped with pain and indignation as Hazel
had thrashed him soundly. Now he blanched at the thought that she
was to stand behind him and insert her finger into his bottom and
that he would be powerless to stop her.

Gail did not immediately leave the room but stood back and looked
at the naked boy. She savoured his absolute humiliation as knelt
upon the bed, his knees spread wide apart and his bottom thrust
high in the air, open and accessible to anything she might wish
to do to him.

To his absolute dismay he felt her hand stroke gently over his
back and up over the twin hillocks of his bottom cheeks. Her
fingers trailed down between his buttocks before she encased his
testicles within her slender fingers. She did not speak, her
absolute mastery of him was apparent to both of them. Gail heard
him quickly draw in his breath as she squeezed his testicles
lightly before taking her hand from him and abruptly slapping
both of his bottom cheeks. He gasped in dismay, even though the
smacks she had administered were not heavy.

 "Good boy, now stay where you are and don=t move, I promise you
that you won=t have to wait long before I return to help the
nurse milk you."

No boy could have been more embarrassed and humiliated at that
moment than Timothy. His cheeks burned with shame as he knelt
upon the table. Gail had demonstrated to him that no part of his
body was to be private or sacrosanct and that she would spare him
no embarrassment or humiliation.

Although Gail was looking forward to experimenting with the boy=s
physical stimulation, she was aware that his long term
subjugation to her would be owed to her management of his psyche.
She had also become aware that her pleasure in observing his
distress and humiliation was overwhelming. She could feel the
thrill and excitement each time the boy looked into her eyes
begging for his torment to stop. She remembered reading a book
some years before which had thrilled and excited her and had
perhaps inspired her actions. She had not been aware of the
latent tendency deep within her until she had read and re-read a
particular passage.

The book had dealt with the torture of prisoners by the Nazis
during the Second World War. Much of the book had not really
aroused her interest until she had read about a young female
Gestapo officer who had become one of the most successful
interrogators of male prisoners during the Nazi occupation of
France.

One of the passages had fully described Helga and one of her
sessions where she and her team of four female officers had
interrogated a young English soldier. He had been strapped naked
and spread-eagled upon the wooden table that she had had made to
her own design. His legs had been strapped down and stretched
painfully wide with his penis and testicles placed upon a wooden
block. 

Helga Klimpt, was described as being quite beautiful and very
young. She had the high cheek bones and fine features of the true
German aristocrat. Her blonde hair was always drawn back into a
bun so that all of her beautiful features were clearly visible. 

Helga always made-up her face impeccably before her interrogation
sessions, carefully applying her lipstick and eye shadow to the
best of effect. Invariably she would be wearing a subtle perfume
to accent her femininity. 

Even her smart Gestapo uniform was tailored to accent her full
breasts and slender waist. She would draw up her chair so that
she could look down at the prisoner=s head and lean over him, so
that her exquisite features completely filled his vision.

Gail had been surprised at her own excitement as she read how
Helga had delicately smoothed her hands over the young prisoner=s
chest and face. Her words of sympathy were always soft and low,
even as the young prisoner gasped and screamed at the pain that
Helga=s fellow officers were inflicting upon his body. The girl
would lean over him, her lips only inches from his.

 "Poor babyY is the pain too much for you? Tell me all about itY
thereY there poor baby." She would then whisper an instruction
to one of the girl=s. The instructions, however subtle and
complicated were always issued in numbers. Each of the numbers
signified a different well rehearsed action to be performed by
each member of the team of four young female torturers. All of
the torture sessions concentrated only upon the prisoners sexual
organs.

"Number twoY and HeidiY if you would add a little of number
four."

Again she would lean over the anguished prisonerY "Poor babyY
are the girls hurting you... does that feel too big inside youY
never mindY just tell me what you were doing and I will make the
pain go awayY" 

She would kiss the prisoner on the forehead, her lips soft and
gentle against his skin before issuing another instruction.
"Number nine please." Immediately the prisoner would cry out in
pain and anguish as his testicles were squeezed or one of the
large metal phalluses=s that she used, was thrust further up into
his anus.

"There poor baby, let me make them stopY poor babyY so much pain
for such a young boy to bear." She would watch out of the corner
of her eye as she tailored the pain to his genitals. Sometimes
she would instruct the girls to manipulate his penis until it was
erect and then have them slide a long electrode down into the
urethra until the tip was inside the prostate gland. She herself
would control the dial to the electric current, which she kept on
a small table beside her, as she talked softly to the prisoner. 

"Poor baby, just a little more pain and then you can tell me all
about it." She would observe him clinically as his hips would
rise up from the bench in pure and exquisite pain and anguish.

"There my little oneY just a little longer and then I will let
tell me all about itY poor babyYdoes it hurt my babyY never mind
I will make it go away soon. ThereY there" Her hands would stoke
over his body as if he were a young child. 

During her interrogations she would always have the girls make
the prisoner ejaculate. She would have an electrode placed up
into his bottom and then instruct her young team to masturbate
him until he ejaculated. As his semen spurted upwards the girls
would slide a probe into the opening at the tip of his penis and
Helga would apply a small electrical current to the two
electrodes. The prisoner would scream in a mixture of agony and
ecstasy as she skilfully controlled his anguished orgasm. She was
so practiced in her craft that she could make a younger prisoner
ejaculate four times within an hour. The prisoner=s final orgasm
would be so tormented that he would often shiver and shake
uncontrollably for over an hour.

Gradually she would wear her prisoners downY her skilful
manipulation of pain and her softly spoken words of comfort
causing them to be completely disorientated and anguished.

The interrogations would continue for hours on end until the
prisoner invariably told her what she wanted to know.

It had been several years since Gail had first read the book and
yet she could still remember the intense sexual pleasure she had
felt at the vivid description of the Nazi officer=s torture
methods. Gail realised that subconsciously, or perhaps
consciously, she was employing similar methods upon the beautiful
young boy that she was about to examine.




Timothy shivered in dread as a few moments later he heard the
footsteps of Gail and the two young secretaries as they entered
the bathroom. He could not help the involuntary shiver as he
heard Gail=s clear voice instruct the two young girls.

"If you would both stand at either side of him and make sure that
his bottom is kept nice and accessible while I examine him.
Patricia, let the nurse stand near to me so that she can reach
underneath him with both handsYyou will need to take the test
tube, I will try and warn you when he is about to ejaculate. I am
going to lubricate my fingers and give him a little examination
before we extract his semen. Timothy has promised to be on his
best behaviour, haven=t you Timothy?"

Timothy was trembling with embarrassment as he heard every word
of Gail=s instructions. His body was trembling visibly as Susan
moved to the top end of the bed and placed her hands gently on
either side of his head. She could feel him shiver as she spoke
to him, her voice gently echoing the tones of a nurse or mother.

"Poor Timothy, having to have his little penis milked again,
never mind we will all take good care of you." 

Although technically Penny was in charge of the proceedings, it
seemed to Susan that the authority had somehow shifted towards
Gail as her young friend spoke to the nurse.

"Before I insert my fingers into his bottom, I would like you to
show me what you were doing when you flattened the palm of your
hand and rubbed it over the end of his penis. I noticed that
Timothy seemed to be particularly stimulated by that."

Penny smiled at Gail; she was not surprised at the forthright and
unembarrassed way that the young girl had spoken to her. Rather
than be put out with her demand, she was impressed with her
maturity and indeed the rest of the Goodman household.

She smiled at Gail and indicated the boy=s penis, which although
not fully erect hung down, thick and turgid between his legs.
Both Penny and Gail could see that the swollen flesh was
throbbing, the shaft bobbing forward with each pulse.

"If you would like to take hold of his penis Gail and pull the
foreskin back tightly so the head is fully exposed. Then flatten
the palm of you hand so it is stiff. This will give you an ideal
surface to stimulate the opening of the urethra. You will find
that he is very, very sensitive to stimulation at the very tip.
The ideal method is to rub the palm of your hand in a circular
motion. You will have to hold the shaft tightly or he will try
and evade you. I think it would be best if the girls were to hold
him tightly before you start."

Gail smiled at the matter of fact way that Penny had mentioned
that Timothy would try and evade her. She was quite sure that
however inexperienced she was at the moment, that it would not
take her long to explore the boy=s sensitivities. She fully
intended to become quite expert in stimulating Timothy. In fact
she was determined to be able to handle the boy so skilfully that
both his mind and his body would be entirely controlled by her.

"Patricia and Jennifer, would you take hold of Timothy and make
sure that he remains still while I examine him." Gail watched as
both Patricia and Geraldine placed their hands around his waist.
She could see the boy shiver as their cool hands touched his
naked flesh. She anticipated with delight the moment when she
would first place her hands upon his nervously quivering body.
She intended to prolong his torment as long as possible and also
increase his apprehension at what she would do to him. Rather
than immediately take hold of his penis, she deliberately placed
her hand flat against the sensitive flesh high up on the inside
of his thigh.

Her first touch had exactly the effect she desired. He shuddered
from head to toe like a startled rabbit, involuntarily trying to
escape her touch. Deftly she placed her left hand between his
legs and encircled his penis within her slender fingers.

"ArrrgggghhhY oooohhhh." The boy could not help crying out with
anguish, such had been his acute nervous anticipation of the
first touch of her hands upon his body. 
"There my babyY shhhh  quiet now, while I examine you."  

Gail had already asked that Susan would not talk to the boy while
she examined him. She wanted to make sure that it was her voice,
and her voice alone, that would be imprinted on his memory as she
manipulated his flesh to an orgasm.

She stretched the foreskin back until it was pulled taught
against the base of the penis. She placed her right hand higher
up upon the shaft so that she could hold the skin back and at the
same time have a grip nearer to the head. She was now able to let
go of him with her left hand, and she flattened the palm,
stretching her fingers outwards as she mimicked the earlier
actions of the young nurse.

She could hear the boy=s quickening of breath and his gasp of
anguish as she placed the palm of her hand against the end of his
penis. For a moment she held it there and then with utter delight
she began to rotate the palm against the sensitive tip of his
penis. The effect was electric! He tried to rear up to escape the
almost unbearable sensation he felt within the tip of his penis.
He gasped and then cried out as, slowly and inexorably, the palm
of her hand rubbed against the tip of the urethra.

PleeeeeeeeaaaaaaaaasssssssssssssseeeeeeeY noooooooooooOHHHH. 

His voice rang out in pure anguish as Gail nonchalantly increased
the pressure of her palm against the most sensitive part of his
flesh. Although she was excited at the sheer torment she was so
easily able to inflict upon the boy, she had the common sense to
observe each bodily reaction as she began to vary the way she
applied the stimulation to his captive penis.

The next few moments were a torment of unremitting intensity for
Timothy as Gail deftly applied the palm of her hand to the tip of
his penis. She could feel the shaft of his member pulse and
throb, each movement of the palm of her hand clearly manifesting
itself in an answering palpitation from within the swollen flesh
of his organ.

She carefully noted each response until she was sure that she
knew the movements that would elicit the most sensation from his
quaking flesh. To make sure she again applied a firm pressure to
the head of his penis and moved her hand more rapidly.
Immediately the boy cried out, his voice wailing in a plea for
respite.

"PleeaseeeeeeY. PleeeeeeeeeeeeaseY noooooo it is tooooooooooY
argggghhh sensitiveY pleeease missssssssss."

"Poor babyY never mind it will all be over soon, try and be a
brave little boy." Her soothing words belied the rapid movement
of her hands as again she made him cry out in anguish.

Pleeassssssssseeeeee oooooooohhhhhhhhhY noooooooooOOOOOOHHHHH."

Suddenly she stopped and immediately released his penis. She
watched as it throbbed and pulsed of its own volition.
Instinctively she cupped her hands around his swollen testicles
and squeezed them gently. Her voice was soft and soothing as she
spoke gently to him.

"Poor TimothyY never mindY I will be gentle with youY don=t fret
so." Her words did nothing to assuage the boy=s utter anguish as
she placed her hand on his bottom. "Now I am just going to apply
some lubricant to your sphincter so that I can slip my fingers up
into your bottom nice and easily, so do try and keep still."

Again Gail deliberately chose the right words to completely
embarrass the boy to the fullest degree. She looked between his
legs to see that his eyes were tightly closed and that his face
was completely suffused in a deep blush of red.

She smiled as Penny held the tube of lubricating gel and squeezed
a generous amount on to her fingers as she held them out towards
her. After she had thoroughly lubricated them she held out her
finger and watched as penny squeezed a long line of clear gel on
to her forefinger.

Even to Gail the long line of gel looked ominous as she moved
closer to the boy=s widely parted buttocks. For effect, rather
than of necessity she placed her hand left hand on the flesh
inside the cleft of his buttocks. She felt his body jolt in fear
as she brought her lubricated hand upwards, her index pointed
forward.

"Now hold him very tightly, he might try and rear up when I
penetrate his bottom."

Although ostensibly, she had spoken to the two young secretaries,
her words were really intended for Timothy. She could feel him
begin to shiver as she stood with her finger only inches away
from the opening to his bottom. Without further preamble she
pressed her finger against the tightly shut muscle of his
sphincter. She saw him try and rear up as the girls held him
firmly.

"Now relax Timothy, you have already earned yourself a punishment
for your behaviour so far, I do not want to embarrass you by
having to smack your bare bottom in front of everyone. So relax
your bottom and allow me full and free access."

Gail knew that there was no possibility that the boy would be
able to relax any part of his body, but she also knew that her
words and change of tone would be deeply imprinted upon his
memory when eventually he involuntarily relived his ordeal. 

She gently pressed her fingertip against the sphincter, watching
as it seemed to recoil at her touch. Slowly, with deft strokes
she lubricated the entire area around the opening to his bottom.
Gradually her probing finger became bolder, firmly she pushed
against the opening, her fingertip causing the boy to gasp and
groan as suddenly the tight rosebud of his bottom hole was
penetrated by the tip of her finger.

"Take deep breaths now, I want to hear you breatheY in and out,
in and outY that=s the way." Her voice was firm and resolute as
she pressed her finger firmly against his bottom. She listened to
him as he began to take deep breaths. Slowly and inexorably she
pressed her finger upwards into his bottom, watching intently as
it disappeared up inside him. She began to press more firmly as
the knuckle approached the tight ring of muscle which guarded the
entrance to his bottom. Suddenly it slipped through and she was
able to impale him fully.

"OOOooooooohhhHHHHHY argggggghhhhhhhhY "

His cries rang in her ears as eagerly she felt around inside him,
almost immediately she encountered the plump mound of flesh that
was his prostate gland. She slipped her other hand around from
his bottom cheek, feeling beneath him until she located his
penis. She could feel it throb beneath her slender fingers as she
gripped it firmly. Now that she had his engorged flesh held
captive she proceeded to explore inside him. Gradually she traced
her finger around the pliant channel of his rectum. 
She took her time, exploring as deeply as he finger would allow
her. She had already made up her mind that she would introduce a
second finger into his bottom. She felt sure that she would be
able to penetrate him more deeply with two fingers. 

She rotated her finger, pressing hard against the sphincter as
she turned her hand to accommodate the movement. Gradually she
withdrew part of her forefinger as she pressed her middle finger
against the opening to his bottom.

"Relax now, and take deeper breathsY come along in and outY in
and out." Timothy was beside himself with embarrassment and
humiliation as he heard her instruct him to breathe more deeply.
Suddenly he felt an incredible pressure against his bottom and
then felt his sphincter being stretched wide as a second finger
was thrust up rudely inside him.

"OoopsY there we are, you seeY you can relax if you try." Gail
was well aware that his sphincter was stretched wide as she
pushed both fingers up inside him. She completely ignored his
tormented cries as she began her intimate exploration.

Carefully she moved her hand inside him, this time having far
more access than with a single finger. She began to mentally
catalogue her prodding and probing, taking careful note of the
anguished pulsing of his penis as she moved her fingers over his
prostate gland. She jabbed her fingertips against the soft mound,
immediately eliciting a low and anguished moan from him as he
shuddered with the sexual torment of her fingers.

She fuelled his abject humiliation with softly spoken words,
deliberately designed to heighten his awareness of her mastery of
him. "Poor TimothyY try and keep still while I just probe a
little deeper. I will be as gentle as I can with your little
bottomY there that wasn=t so bad was it now?"

She thrilled as he howled in anguish as she jabbed her two
fingers mercilessly against the centre of the plump mound of
pliant flesh.

"ArgghhhhhhhY oooooooohhhhhhhhhhhhhhh."

 "Do try and keep still TimothyY I would hate to have to punish
youY now just try and relax, you may feel a firm pressure but it
is nothing to worry about. She pushed hard, feeling the knuckles
of her hand press firmly against his tightly stretched sphincter.
She could hear him groan as once more his body shuddered with
anguish.

Gail continued her intimate examination of the young boy. She
thrilled as she observed his distress at her intimate and
thorough examination inside his bottom. His widely spread
buttocks shivered and shook as she prodded and probed
incessantlyY her fingers squeezing his penis as she observed his
reaction to her complete and thorough testing of his senses.

When she felt that he was close to ejaculation, she would still
her fingers until she was sure that the temporary crisis had
passed. She listened intently to his moans and protestations as
she diligently examined every millimetre of his rectum. Only when
she was finally satisfied that she knew exactly how to extract
the maximum amount of sensation from her probing of his bottom
did she turn her head towards Penny.

She looked at the young nurse, noting the look of admiration on
her young face as she observed her handling of the young boy.
Gail spoke, but her words were addressed to Timothy. Her tone was
brisk and forthright, brooking no argument as applied a firm
pressure to his prostate. She could feel him shiver with torment
as she spoke clearly and concisely.

"Right young manY the nurse is going to extract your semen from
you, so be a good boy and let=s have no nonsense. As you
ejaculate I will squeeze your testiclesY just to make sure that
we have extracted the maximum amount of semen from you. I won=t
hurt youY but you will feel a firm pressureY so you have been
warned."

She smiled to herself as she heard the boy groan in dismay.
Ignoring him completely, she loosed her fingers from around the
shaft of his penis and watched a Penny took both of her hands to
the turgid and straining flesh.

"Now we want nice big squirtsY and I am sure that eventually
these little plums of yours will feel so much better." 

She accented her words by deliberately taking hold of his
testicles in a firm grip. She moved the swollen testes to and fro
within the scrotal sac, hearing him gasp with utter anguish as
she manipulated his vulnerable testicles so intimately.

She watched as Penny flattened the palm of her hand and drew the
foreskin of his penis down the shaft until the shiny flesh of the
corona was completely exposed. Gail timed the first jab of her
fingers to the vigorous rotation of the nurse=s flattened palm
upon the opening of his penis.

The boy=s response was violent and predictable. Both Geraldene
and Patricia leaned over his body, stifling his movement as he
tried to rear up off the bed.

"ArrrgggggggggggggggggggggggghhhhhhhhhhhhhhHHHHHHHHHHHHHHHHH." 

His wild groan of agony echoed around the tiled room as Gail and
Penny proceeded to stimulate the boy. Their hands busily engaged
in the most skilful ministrations to his penis and prostate
gland. Patricia looked down between his buttocks to watch Gail=s
fingers as they reamed through his sphincter, the gel glistening
under the overhead lights as repeatedly her two fingers almost
exited the opening before being pushed firmly back until they
disappeared from sight.

It was all the young secretaries could do to hold the boy as
Penny began to slide his foreskin up and down the shaft of his
penis. His breathing sounded jagged and disjointed as Gail timed
the push of her fingers to Penny=s tightening of the young boy=s
foreskin. Gail stooped a little to watch what Penny was doing. To
her delight Penny had left the foreskin stretched tightly down
the shaft of the penis and was using her bare fingers to
stimulate the ring of the corona.

Timothy cried out, his voice a wail of pure agony in response to
the intense sensations that the girls were eliciting from his
young body. 

"Pleeeaaaaaaaaaaaassssssssseeeeeee. Noooooooooooooohhhhhhhhhhh."

Gail began to press more firmly, her fingertips prodding the
plump gland. Each time she pushed she could feel the boy try and
rear up. She could see out of the corner of her eye that Patricia
was holding a glass test tube in her hand as she leaned over the
boy, gripping his waist firmly.

Suddenly his body stiffened! The surface of his flesh turning to
goose-bumps as his sinews locked in a violent spasm. Gail could
not help the tremor of ecstasy that ran through her body as she
watched the boy=s body contract.
His body had responded with a total and violent reaction, every
sinew was clearly visible as he tried to arch his back; his cry
was a plaintive wail of pure agony and torment. 

"Arrrrgggggggggggggggggggggggggghhhhhhhhhhhhhhhhhhhhhhhhhhhhh."

Gail surprised even herself as she nonchalantly jabbed her
fingers hard against his prostate and at the same time squeezed
the soft sac of his scrotum. It seemed that his body was
suspended in a hiatus of rigor mortis before suddenly shuddering
in an agonizing display of deep and tormented emotion. She could
see that Patricia was now bent low with her hands beneath the
boy=s heaving hips, while Geraldene had pressed her breasts
against his back, preventing him from rearing up.

"Let me have a nice big squirt from your little penis now
Timothy. I want your little testicles to empty for me nowY that=s
the wayY let me have it all now." Gail was surprised that she
was able to keep the excitement she felt out of her voice. She
knew that her words would further torment the boy as she prodded
his bottom vigorously with both fingers.

His penis erupted with a stream of viscous creamy fluid. His body
shuddering as each spurt of semen jetted into the proffered test
tube. He gasped and groaned as Penny milked him firmly. His
stomach convulsing visibly as Gail aided his tormented
ejaculation with firm and unrelenting prods of her finger. She
could feel his sphincter squeezing her fingers tightly as it
contracted with each eruption of semen from his penis.

"ThereY what a good boy you are. You seeY you can be a good boy
if you try. Now let=s have a few more squirts. I am going to
squeeze your testicles for you nowY don=t be alarmed I won=t hurt
you."

Gail squeezed firmly, the almost callous gesture making the boy
shiver uncontrollably. The testes felt soft and yielding as her
fingers curled around them, exerting even greater pressure as she
squeezed once more. She thrilled as she observed his anguished
response. His whole body shuddered violently and he cried out in
utter torment as she maintained the forceful pressure. She pushed
her fingers further up into his bottom as he writhed and
squirmed, his hips juddering in total and complete abandonment.

Gail felt a second thrill course through her body. Involuntarily
she pressed her pubis against the edge of the table, unable to
stifle the urgency of her own impending orgasm. The sight of the
boy in such torment, with her own fingers firmly impaling his
bottom was the final stimulus that determined her own intense
pleasure. She pressed her hips harder against the edge of the
table, her face only inches from his quivering buttocks as she
felt the familiar sharp sliver of ecstasy that seemed to emanate
from deep between her legs. She felt it knife through her whole
body, making her nipples harden and her flesh shiver in a spasm
of delicious and extreme emotion.

Penny diligently milked the boy=s penis until the last globule
appeared at the tip. She could feel that his penis had stopped
pumping and she relaxed her grip. Casually she scored her thumb
upwards from the underside of the shaft, making sure that the
last vestiges of semen had been extracted. She glanced at Gail,
fully aware that the young girl was in the extremis of her own
deep and violent orgasm. 

Letting go of his penis she moved behind Gail and casually
slipped her hand beneath the full skirt of her summer dress.
Whether it was instinct or sheer bravado, Penny did not know as
she reached upwards for the waistband of Gail=s French panties
and pulled them down over her buttocks.  Quickly she slipped her
hand between the soft cheeks of the girl=s bottom and onward
between her legs. Her slender fingers slid easily between the
plump soft peach slices of her moist pubic mound. She felt Gail
immediately accommodate her fingers as she stroked upwards and
over the erect clitoris, scraping her nails against the erect nub
of flesh. She could feel the wetness on her fingers as Gail
silently completed her orgasm.

Not a word was said as moments later Penny slipped her hands from
between Gail=s legs, both girls returning their full attention to
the naked young boy. Penny was delighted to see that Patricia had
taken hold of his penis and was stretching it downwards towards
the lip of the test tube. The boy was shivering violently from
the intensity of his reluctant orgasm. His chest heaved as he
fought for breath. His mouth was sagging open and his lips
trembled with emotion.

His whole body felt drained and his mind tormented with his
humiliation. He could not countenance the utter embarrassment he
felt at having the girls witness his disgrace as he ejaculated.
His mind was in a state of turmoil. He felt guilty and ashamed
that his feelings had been so openly displayed; his ejaculation
was his final degrading act in front of the young girls.

He could feel his bottom hole being stretched wide as Gail
extricated her fingers from inside him. He shuddered and gasped
as her knuckles passed through his tightly stretched sphincter.
He felt her gently caress his testicles, her fingers scoring the
underside of the scrotal sac before her hands left him
completely.

He rested his head on the pillow in shame and humiliation. His
face was flushed a bright red, a testament to the utter
degradation he felt. 

Gail was now very much in control of her emotions as she spoke to
Timothy. "There, there poor TimothyY it=s all over nowY we are
going to turn you over and leave you to rest for a little while
after we have washed your bottomY and your penis and testicles."

As the two young secretaries turned him over, Gail was able to
see the look of pure and anguished shame upon his face. She
caught his eye, seeing him immediately avert his gaze and blush
profusely with embarrassment. The young secretaries had laid his
arms along the bed above his head so that his body was entirely
open for their inspection. Patricia and Geraldene went to the
sinks and busied themselves with further preparations as Gail
spoke to the shamefaced boy.

"Look at me Timothy." She commanded as she helped place his legs
so that the backs of his knees rested upon the edge of the bed
with his shins hanging down.

Grimacing with humiliation, he reluctantly looked at Gail, his
face colouring up the moment he caught her eye. "That=s better
Timothy, now can you feel a difference in these little plums of
yours, they feel so much smaller and lighter than before."

He watched in horror as she moved around to the side of the bed
and nonchalantly cupped his testicles in the palm of her hand,
weighing them as if it was a perfectly normal procedure.

"Tell me Timothy do they feel more comfortable now? The nurse has
been very thorough in extracting as much of your semen as she
couldY don=t you feel grateful to her?"

Timothy blushed again as Gail looked at him, her beauty and
forthright manner overwhelming him once more. She let go of his
testicles, letting the soft orbs rest back between his thighs.

"ErY y=yes missY I mean erY thank you erY nurse." 

His face revealed his deep shame as he looked at the young nurse.
Penny gave him her professional smile before turning away to the
table.

Susan moved around from the head of the bed. She looked at the
boy=s distraught face as she moved to stand next to Geraldene.
Gail spoke to her, watching Timothy=s face intently as she
addressed her friend.

Would you feel his testicles for me Susan, I think I am right in
saying that they are definitely smaller and feel so much lighter.
Tell me what you think."
Gail watched, her sardonic expression fuelling the humiliation
and helplessness that the young boy was feeling.

She watched as Susan delicately took hold of his penis between
her finger and thumb and lifted it, hearing the boy groan with
misery as she scooped up his testicles in her other hand and held
them up from between his thighs.

"They are very much lighter aren=t they Gail. I think he should
be very, very grateful to the nurse." She squeezed the tip of his
penis, feeling the answering throb from within the plump flesh.
She looked at his face, seeing the look of dismay upon his face
as she squeezed the shaft once more.

"Really Timothy, can=t little boys control themselves at all. I
can feel your penis beginning to stiffen again." She let go of
his penis and flicked it from side to side with her fingers,
watching as the flesh became fat and turgid. She looked at Gail
and spoke to her so that the boy could hear every word. Little
boys have very little control do theyY and they try and give the
impression that they are mature when really they are still
babies!"

Gail was delighted with Susan=s words. She could see that Timothy
had turned his head to the side in utter and abject
embarrassment.

Patricia and Geraldene had already begun preparing hot soapy wash
cloths in a bowl of water as Penny turned towards them. She took
one of the cloths and turned back towards Timothy, waiting while
she had his full attention. 

"I am going to give you a nice table bath while Miss Foster and
Miss Drew hold your legs up out of the way so that I can get at
your little bottom. Now try not to make a fuss and allow me
proper accessY will you do that for me sweetie?"

She observed the boy=s acute discomfort as the two secretaries
moved to either side of the massage bed. Without preamble they
took hold of his legs behind his knees with their wet hands and
hoisted his legs in the air. They stretched them upwards and
outwards so that his bottom was lifted well above the surface of
the table. Penny was delighted in seeing an expression of utter
dismay appear on his face as she slapped the soapy washcloth
against his buttocks and began to wash him vigorously as if he
were a small child.

Timothy grunted and groaned as Penny washed him thoroughly. His
face was bathed in a deep red blush as the young nurse changed
washcloths several times, casually lifting his penis and
testicles as she diligently washed around his pubic area.

He was in a state of pure humiliation as the young girls watched
his naked body being intimately bathed and then dried by the
young nurse. Gail was delighted with Penny=s performance as she
observed the boy=s acute embarrassment. She knew that however
embarrassed he felt at the moment it would be nothing compared to
what she was to do to him next.

She watched as Penny finished her task, patting his plump penis
as the girls released his legs down on to the table once more.
She took a plastic container of Talcum Powder from the table and
began to shake some of the powder onto the palm of her hand. She
stood at his side so that he had an unhindered view of her,
waiting patiently until she was certain that she had his full
attention.

Her voice was crisp and authoritative as Timothy looked at her in
dread. "Now young man, I am going to powder your bottom and your
genitals so you won=t get sore. Miss Drew and Miss Foster will
lift your legs again, so just relax. She paused as Patricia and
Geraldene hoisted his legs back into the air. 

She made sure that the boy was watching her before she
deliberately and deftly placed her left hand over his penis and
brought her right hand up between the cheeks of his bottom. She
smoothed the powder over his groin, pushing his penis from side
to side as if it was of no consequence. His freshly shaven
genitals felt smooth to her touch as she deliberately let her
hand push his plump penis this way and that as she powdered him
copiously.

She could see that he was near to tears with embarrassment as she
reached for her coup de grace. She examined his face intently as
she held up one of the nappies that Patricia and Geraldene had
made for her. The towelling material had been neatly hemmed after
Geraldene had managed to cut three of them out of one large white
bath towel. The young secretary had deliberately tapered the
triangle, making the diaper as brief as possible.

Timothy looked at Gail in horror as she slipped the degrading
baby napkin beneath his raised buttocks, letting the ends trail
down over the sides of the massage bed.

"PleeeaaassseeeY erY misssY. erY what=sY er what." 

The boy was blushing profusely as Patricia and Geraldene lowered
his legs onto the bed and then casually pulled his legs apart so
that his thighs were hanging over the sides.

"I am sorry Timothy, but Hazel has insisted that your genitals
are not encumbered with tight clothingY so this seems to be the
best solution."

"butY butY er missY oh noY please no."

Gail looked at him sternly. "I know of a little boy that will be
wearing a red bottom as well as a nappy if he does not remember
his manners. Now Timothy, would you like me to redden your little
bottom before I pin up your diaperY or would you rather lay on
the bed displaying yourself to all the girls instead of me
covering you?"

Timothy was too embarrassed to speak as Gail looked at him
sternly. She motioned for Patricia and Geraldene to take his legs
once more. Deftly the two girls grasped his legs and raised them,
pushing backwards until his knees were placed to either side of
his chest. He grunted and then cried out as Gail cradled his
penis and testicles in her left hand, holding them up and away
from between his legs.

"I warned you young man that I would not hesitate to smack your
naughty little bottom in front of everyone. She raised her hand
and began smacking his bottom cheeks. She surprised herself with
the severity of her slaps as he writhed and moaned in utter
embarrassment and torment.
Slap, slap, slap, slap, slap, slap, slap, her hand delivered a
flurry of hard slaps upon his tender bottom cheeks. She could see
the flesh reddening as she proceeded to smack his bottom soundly.

"PleaaaseY noooooY missssY er I=m sorrreeee." Gail did not stop,
but continued, feeling another delicious thrill course through
her body as she smacked the young boy=s buttocks. After about
thirty sharp slaps she stopped and looked at his tear stained
face. 

"I will give you one more chance Timothy, are you going to be a
good boy or am I going to have to punish you here in front of
everyone?"

Timothy looked at her his face in shock. The slaps she had given
him had been really quite painful. Did she mean that those slaps
were not even part of a punishment? He knew one thing, that he
did not want her to continue smacking his bottom!

"Oh please miss, I will be good a promise, I am very sorry."

"Well I hope you are. But just to make sure I am going to ask
Susan to give you ten good hard slaps to your bottom, just to
make sure that you remember what I have told you."

Timothy was about to protest, when he thought better of it. Susan
leaned over and nonchalantly raised her hand. She smacked his
bottom good and hard, her hand moving rapidly from one bottom
cheek to the other as she delivered the ten smacks.

As soon as she had finished, Timothy looked up, his face turning
not to Susan, but towards Gail. There were tears of humiliation
in his eyes as he spoke to her, his voice tremulous and pleading.
"Oh please miss,  I am sooo sorry. I promise I will be good.

Gail delighted, not just in his words but in the fact that he had
addressed her directly, even though it had been Susan that had
been smacking his bared bottom.  He spoke in such a subjugated
manner that she felt a thrill run through her body. She his her
delight as she spoke to him, her voice soft and low.

"Well, Timothy I will take your word that you will behave, but
should you deviate from good behaviour I will be forced to punish
you. Now I will powder you once more and then pin up your baby
napkin between your little legs."

She spoke directly to Patricia and Geraldene. "Would lift his
legs higher so that I can powder well in-between the cheeks of
his little bottom? I know that little children, especially little
boys, can become quite sore around their bottom and their little
penises."

She watched his face flood with colour as she nonchalantly lifted
his testicles and began to apply powder in-between his buttocks.
She held his genitals, casually moving them this way and that, as
she smoothed the fine powder all over his pubic area. By the time
she had finished she could see that his penis had stiffened,
although not erect, it lay fat and plump upon his lower tummy,
pointing down to his navel. 

She re-arranged the baby napkin on the surface of the massage
table and gestured for Patricia and Geraldene to let down his
legs and spread them to the sides of the bed. To the boy=s utter
humiliation and shame she drew up the nappy, bringing the end up
between his legs and drawing the two sides together, until all
three corners met at his navel. 

She took the large nappy pin that Penny was holding out to her
and pinned the three ends together. She stood back and looked at
him. She could see how skilfully Geraldene had tapered the
diaper. The part that passed between his legs was quite narrow,
widening out to accommodate his penis and testicles, before
narrowing again towards the pin.

The effect was that his pubic area was bare of covering. Only his
penis and testicles would be hidden from view, encased in the
fluffy white towelling. She knew that most of the sides of his
buttocks would also be bared too when eventually she let him
stand up.

End Part 8

  

TIM8_Timothy_Part_8