Hilltop Academy - Part Two

NONE ENTERED BY AUTHOR

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Hilltop Academy - Part Two

“Just try to relax Derek, and try not fight it”, she said.

With horror, Derek felt the large head of the dildo slide up 
between his buttocks and begin to press against his anal 
sphincter.  Ms. Stafford pushed and rotated the dildo and the 
greased tip slowly began to force open his tightly clenched butt-
hole.  He began to cry out anew as he was painfully stretched, and 
then came the sudden shock as the entire length of the dildo 
abruptly slid up inside him.  He was almost weeping with 
humiliation, but it got even worse when Ms. Stafford turned the 
dildo on.  He gasped as the vibrating head of the dildo buzzed and 
throbbed against his prostate gland, and his penis rocketed erect 
once more.

Ms. Stafford called up two of the girls so each could grasp one of 
Derek’s testicles, one girl to hold the dildo in place, and one to 
hold a cup in front of his penis to catch his ejaculation.  One 
girl was designated to help “aim” Derek’s penis at the waiting cup, 
and the last girl would squeeze and stroke his penis if necessary 
to help the process along.  Derek began to twist and writhe as the 
girls holding his testicles began to squeeze and tug on them.  With 
the buzzing dildo in his rectum, and the girls pulling and 
squeezing his penis and testicles, It was only a short time before 
he began to feel the build-up of an impending orgasm; something he 
hadn’t felt for over three years.  Ms. Stafford was closely 
watching his posture and his breathing, and saw him begin the 
involuntary short, rapid pelvic thrusts that signaled the onset of 
the male orgasm.

“Get ready girls, he’s about to ejaculate”, she said.  A moment 
later, thick ropy globs of white semen began to gush from Derek’s 
straining penis, to splash into the waiting cup.  Again and again 
he spurted; until utterly drained, he collapsed and hung limply 
from his wrist cuffs.  As the girls released him, his penis began a 
series of twitching jerks as it slowly deflated, still oozing a 
long, thin, sticky thread of semen.  Ms. Stafford directed the girl 
holding the cup to take it to the lab table where she placed a drop 
of the viscous material on a microscope slide.  She placed the 
slide under the microscope, focused it, and in turn had the girls 
take a look.  They all laughed and said, “It looks like a bunch of 
polliwogs swimming around.”

Ms. Stafford again addressed her class.  “There is another aspect 
of female domination that you as future Mistresses need to begin to 
experience.”  

“I’m talking about your own ability and reaction to doling out real 
pain and punishment to a male.  This does not mean a mere spanking 
or mild discipline for rules infractions, but the deliberate and 
intentional infliction of genuine, serious pain to someone.”

Ms. Stafford turned to Derek and said, “I’m afraid you are in for a 
rather unpleasant and very rough time in just a little while.  You 
probably understand why you weren’t informed previously, but I will 
give you one piece of advice.”

“Don’t try to fight it or hold out against the pain; it will only 
seem worse - and it’s going to be bad enough as it is.”

Derek began to beg and plead, “Please Ms. Stafford, I can’t take 
pain very well; please don’t do this, I’ll do anything you say.”

“That’s not the point, Derek,” said Ms. Stafford.  “You are going 
to have to realize that as a slave, severe pain is definitely in 
your future, and you have to begin to learn how to deal with it.’

Ms. Stafford turned to the girls and said, “Carol, you will go 
first.  Take this paddle and administer ten of the hardest swats 
you can to Derek’s buttocks.”  Carol took the paddle and walked 
around behind Derek, who was now already crying in fear.  
Hesitantly, she drew back the paddle and swung it.  Derek jerked 
forward and made a strangled, grunting sound as the paddle 
descended.

“No, no, Carol”, said Ms. Stafford.  “You’re not giving it 
everything you have.  You must learn not to pay attention to the 
male, but to your own efforts to punish him.”  Carol drew back the 
paddle and started once more, and Derek began to scream and beg.

“Oh please, please, Ms. Stafford; I can’t take this any more.”

“But you’re wrong Derek”, said Ms. Stafford.  “You not only can 
take it, you will take it.  You have no choice but to take it.  
You’re tightly secured and can’t avoid it, and you’re not going to 
die from it.  Remember what I told you, don’t fight the pain, it’s 
useless to even try.”

“Don’t try to be a ‘man’ and hold back from crying, in the end you 
won’t be able to anyway, and it won’t matter in any case.  Let 
yourself go, accept the pain, let it flow through you.  Use the 
pain to build your own strength, don’t fight it.”

Carol continued to work with the paddle, now swinging as hard as a 
13 year old girl could swing.  Derek was still twisting and 
screaming as tears flowed freely down his cheeks.  Then it was 
over, and he again hung limply from his wrist cuffs, still sobbing.

Ms. Stafford turned to another girl and said, “It’s your turn 
Anita.”  I want your to take these two needles and this cork, and 
pierce Derek’s nipples.  Derek began begging and pleading again, 
but Anita had already positioned the needle and cork on each side 
of his left nipple.  She pushed it through and his body went rigid 
from the pain.  “Now”, said Ms. Stafford, “Insert this ring and 
silver bell.”  Anita inserted the ring, closed it, and the bell 
hung from his nipple.  She flicked it with her finger and it made a 
soft tinkle, and Derek winced from the new pain.  Then she pierced 
his right nipple, and inserted the second ring and silver bell.

One after another, Ms. Stafford called the girls up to administer a 
different pain to Derek.  She had one use clamps on his penis and 
testicles, another branded him on the buttocks with a small heated 
iron with the Hilltop Academy crest, one used a cat-o-nine tails 
all over his body, and one hung heavy weights from his penis and 
balls.  By now, Derek was so weak and worn out with crying, 
screaming, and begging that he could barely stand.  His entire body 
hurt more than he ever felt was possible, and it was almost a 
relief to see that only his sister remained to take her turn.  Ms. 
Stafford now called Amy up to the front.  

“Amy, I know that Derek is your brother.  Are you sure you are able 
to punish him as you should?”

Amy smiled and said, “Mother and Aunt Mary used to let me spank him 
all the time, so I’ve heard him cry, scream, and beg many times 
before.”

Ms. Stafford gave her a box with a button in the center, and which 
had three wires trailing from it.  The wires ended in sharp, wicked 
looking “alligator teeth” clamps.  Ms. Stafford instructed Amy to 
attach two of the wires to the loose skin of Derek’s scrotum, just 
over his testicles, and the other to the skin on the underside of 
his penis, just behind the glans.  She explained that the box was a 
battery powered step-up device that would deliver a severe shock as 
long as the button was depressed.

“I want you to give him a series of three shocks, starting with one 
of five seconds.  Then, release the button for fifteen seconds, and 
give him the second for ten seconds.  Release again for fifteen 
seconds, and give him the third for a full thirty seconds.”

Amy stepped up next to Derek and said, “Brother, I think this is 
going to hurt you a lot more than it’s going to hurt me!”  With 
that, she depressed the button on the control box.  Derek’s whole 
body snapped back in a wrenching spasm as the electric current 
hammered his penis and testicles.  By the time he was able to draw 
in a ragged breath and even begin to scream, Amy had released the 
button.  Now he began to plead and babble mindlessly, desperately 
begging her not to do it again.  He was cut off in mid-word as the 
fifteen second interval passed and Amy again depressed the button.  
Derek’s shrieks of agony filled the room as the maddening pain 
ripped through his most sensitive areas.  His breath was coming in 
great tearing gasps by the time Amy released the button the second 
time.  It seemed to Derek that no time at all passed before he was 
hit again.   As before, he shook in uncontrollable spasms as the 
current blasted his genitals.  The veins in his penis were visibly 
bulging under the skin, and clear fluid began to ooze from the 
puckered opening and drip down on a long glistening thread.  Just 
as he was about to lose consciousness, Amy again released the 
button.

Ms. Stafford used a damp sponge on his face and a vial of smelling 
salts to revive him.  As before, he hung limply from his wrist 
cuffs, unable to stand on his own at first.  Eventually, he 
regained his senses, staggered to his feet, and maintained his 
balance.  Ms. Stafford released his wrist and ankle cuffs from the 
bar and eyebolts, and led the pain-wracked, exhausted boy to the 
side of the room.  She stopped by a low, vinyl-covered exam table, 
and ordered him to get up on it, on his back.  Derek was too weak 
and drained to even think about resisting, and numbly complied.  

He scarcely noticed when his wrists were re-secured to rings in the 
sides of the exam table, or when Ms. Stafford opened a drawer in 
the bottom of the table and removed two leg-stirrup assemblies.  
She inserted the upright stirrup poles into sockets at the foot end 
of the table, lifted each of Derek’s legs up into the stirrup 
supports, and strapped them in securely.  Then she adjusted the 
horizontal support bars of the stirrups to spread Derek’s legs 
widely.  He had never felt so completely helpless, or so vulnerably 
exposed in his life as when Ms. Stafford now walked up between his 
spread-open legs, gave his penis a few playful pats, and squeezed 
his testicles.

She told him, “You’re almost through your introduction into the 
girl’s side of the academy.  But, there is one small thing, a 
‘minor procedure’ that we have to get out of the way first.  We 
never tell you boys about it beforehand because it would only cause 
you needless worry and anxiety.”

“As you enter into this last phase of your training and education, 
you will be encountering many situations that call for very 
intimate interaction with the female staff and some of the girl 
students.  You will be exposed to many conditions that are simply 
not compatible with a boy’s limited control over his own sexual 
responses.”

“Young males of your age are being flooded with hormones, and are 
easily overstimulated beyond their control.  Predictably, this 
prevents full attention to their assigned tasks and their real 
purpose in life.”

“Left to themselves, we have also found out that boys will sneak 
masturbation three or four times a day when faced with the 
situations and conditions necessary to learn intimate personal 
services such as bath attendance, massage, or oral service for 
females.  It’s simply a fact of life that boys cannot perform these 
types of services with the same attitude as when providing any of 
the non-intimate services, such as housekeeping.  You and all the 
boys here are being raised and trained to be slaves, not sex 
objects.  As a slave, you will never be permitted to have sex for 
yourself so it’s best that you not be constantly distracted with 
sex urges.  This is why we have to go through this last little 
procedure before you begin your final education and training.”

Ms. Stafford continued, “We have found it better all around; better 
for the boy’s eventual mistress, and better for the boy himself if 
we eliminate not only the source of his hyper sex-drive, but any 
reminder that he ever had male sexual capability at all.  
Basically, what this all means Derek, is that we have to totally 
eliminate your genitals.”

It took a moment for this to sink in before Derek began weeping and 
begging again.  Ms. Stafford had heard it all many, many times 
before, and she told him not to waste his breath.  It was ironclad 
policy that all Hilltop boys must have their genitals removed, and 
that was that.  There was no sense in carrying on, as it was going 
to happen.  

“You should also realize that you’re not alone in this.  All boys 
who were here before you and all those who will be here after you, 
go through this very same procedure.  It’s not like you have been 
singled out or anything like that.”

She wheeled a cart over to the exam table and drew back the cloth 
covering the top.  Under it, Derek saw rows of surgical implements 
and supplies.  Ms. Stafford called all of the girls over, and 
explained what she was going to do.

“When we first began this policy, we used to just remove a boy’s 
testicles to rid him of his hormones.  Now we have found it best to 
remove his scrotum and penis as well.  We do this for several 
reasons.”

“One is that he will no longer have any legitimate use for a 
penis.  He will never have an opportunity or the capability to have 
sex with any female, and he will certainly never be allowed to 
masturbate, even if he still could.  And, retaining a scrotum and 
penis would only serve to remind him of his former male existence.  
Another reason is that he will now have to sit to urinate, and this 
is good psychological training for him.  Last but not least, each 
class now gets the opportunity to dissect and examine the inner 
structures of a penis as well as just the testicles we remove.”


She explained that she would be using a local anesthetic to 
minimize his pain and discomfort, but he would probably still feel 
something.  She put on a pair of latex gloves and picked up a 
syringe.  She had one of the girls hold Derek’s penis up out of the 
way and plunged the needle into the juncture of his penis and 
scrotum.  He stiffened in response to the sharp burning pain, but 
the sensations were quickly lost as she made a series of injections 
all around the top of his scrotum. Then she took up a curved metal 
device.  It was a two-piece screw clamp comprised of two flat metal 
bars that formed an arc or curve.  The two pieces, a top and a 
bottom plate, could be tightened against each other by means of 
wing nuts at each end of the device.  

Ms. Stafford separated the top piece and slid the bottom plate up 
under Derek’s scrotum from side-to-side above his testicles, so 
that the arc of the curve pointed away from his body.  Then she 
positioned the top piece over the threaded studs and started the 
wing nuts.  She slowly tightened the nuts until there was some 
resistance and then pulled his scrotum down through the clamp so 
that it was high up on the “neck” of his scrotum.  Then she 
tightened the wing nuts forcefully to act as a temporary 
tourniquet.  Although mostly numbed, it still caused a sick, 
aching, nauseous feeling in his balls, that radiated up into his 
lower belly.  Being high up on the tender skin of the neck of 
Derek’s scrotum, the clamp sank deeply into the soft tissues.  

Ms. Stafford now re-injected anesthetic under, above, and below the 
curved clamp.  She turned to the girls and said, “Instead of simply 
slicing everything off at once, I’m going to do this step-by-step 
so you can see how everything is attached inside.”

She took up a long bladed scalpel and began to cut through the skin 
of Derek’s scrotum, about a half inch below the clamp.  She cut 
down layer by layer, through the skin, the cremaster muscle, and 
the various connective tissue and membrane layers.  Then she 
carefully cut through the septum, the thin wall of tissue that 
divides the scrotum into two separate interior chambers.  
Carefully, she began to pull the mostly detached sac off of Derek’s 
testicles.  She had to stop occasionally and cut a small band of 
connective tissue, but she finally freed the skin sac and slipped 
it completely off.  There was almost no bleeding, due to the 
constricting clamp.  Derek’s naked blue-gray testicles now hung 
down from their thick cords for all the girls to see.  Ms. Stafford 
picked the right one up and turned it around, back and forth so 
that they could see the structures they had previously only felt 
through the scrotal skin.
  
Then, she used a length of suture material to tie off the cord 
where it emerged from between the small flaps of scrotal skin 
compresses by the clamp.  She wrapped it very tightly and wound the 
free ends in opposite directions before tying the final knots.

“Amy”, she said, “since Derek is your brother, would you like to do 
the actual cutting of his cords?”

“I think I’d like that very much Ms. Stafford”, Amy replied.  “And, 
I don’t know about the rest of you, but this is getting to be a 
major turn-on for me.”  The other girls nodded in agreement, and 
Anita said, “I’m getting so turned on by all this, that I’m getting 
wet!”

Ms. Stafford laughed and told them that it was perfectly natural 
and acceptable for young dominant girls to get excited at the sight 
of a boy in the process of having his useless masculinity removed, 
and that if any of them wanted to indulge in a bit of “self-
gratification”; then that was fine too.  The girls all slyly looked 
at one another, and gleefully began to finger and rub themselves 
through their already wet panties.  

“Amy, will you take up those scissors and position them just below 
the tied off point on the cord?”  Amy did so, and looked up at 
Derek.  He had his eyes closed and was softly sobbing to himself.  
At a nod from Ms. Stafford, she said, “Here we go dear brother”, 
and closed the handles of the scissors.  There was a slight 
crunching noise as the blades bit through the cord, and suddenly, 
Derek’s right testicle was dangling freely from the forceps in Ms. 
Stafford’s hand.  She dropped it into a shallow metal pan, and then 
tied off the cord to Derek’s left testicle.  It too was stretched 
out, and Amy again positioned the scissors blades.  Ms. Stafford 
nodded, and Derek’s left testicle bounced and bobbed on the end of 
its severed cord before it joined its twin in the metal pan.

A few of the girls were voicing soft squeals as they came in their 
now soaked panties.  Ms. Stafford heated a cauterizing iron in a 
torch flame and sealed the cut edges of the minimal remainder of 
Derek’s scrotum.  A few times, she hit only partially numbed spots 
and Derek cried out in pain.  She slightly loosened the clamp and 
used a probe to push the tied off ends of his cords back through 
the clamp.  With needle and suture, Ms. Stafford began to stitch 
and draw together the edges of Derek’s scrotum, and then sewed it 
up tightly.  When she was done, Derek had only a slightly puckered 
mound of stitching running in a line from side-to-side under his 
penis.  “Well”, she said, “That’s that; now for his penis and we’ll 
be done.”

She took up a flexible rubber rod and lubricated it with xylocaine 
ointment.  Next, she inserted the tip of the ointment tube inside 
Derek’s urethral slit in the end of his penis.  She squeezed the 
tube and filled his urethra with the anesthetic.  Then she inserted 
the rubber rod into the urethra and began to push it up the length 
of Derek’s penis.  The rod was about the thickness of a pencil and 
was about ten inches long.  She inserted it until only a few inches 
were still extending out from the glans.  She held his penis up 
against his belly and the girls could see the distended bulge in 
his urethral canal caused by the inserted rod.  She had one of the 
girls hold it there, and took up her syringe again.  
 
She injected anesthetic into the urethra on the bottom of Derek’s 
penis where it first jutted out from his body, just over the line 
of sutures where his scrotum used to be.  Then, she cut a plug of 
tissue out of the urethra at the site of the injection.  The rubber 
rod prevented her cutting completely through the urethral canal and 
into the penis itself.  She chemically cauterized the edges of the 
new opening in the urethra so it would not grow together again, and 
when the bleeding stopped, removed the rod.
  
Next, she took up a banding tool designed to castrate young farm 
animals.  It worked by expanding an extremely tight rubber ring 
which was then placed over the animal’s scrotum and released.  It 
was so tight that it cut off all circulation and the tissues would 
die, dry up, and eventually just drop off.  In this case, she 
placed the expanded ring over Derek’s penis and positioned it just 
down toward the glans from the new opening in the bottom of his 
urethra.
  
When she released the ring it nearly sank out of sight into the 
soft tissue of the boy’s limp penis.  Finally, she made a series of 
injections all around the base of the organ.  By now, Derek was 
past crying and lay unmoving with his eyes shut.  Ms. Stafford 
picked up the long bladed scalpel in her right hand, and pulled his 
flaccid, tightly-ringed penis straight up with her left.  The girls 
were all feverishly fingering and rubbing themselves again, and 
watched in rapt attention as the scalpel came closer and closer to 
the doomed penis.  It came to rest just touching the bulge of his 
urethra, about a half-inch from the constricting rubber ring.  

Then Ms. Stafford began to cut Derek’s penis off, using long, slow, 
deliberate slicing motions.  Dark blood which had been trapped in 
his penis dripped down over his groin.  As the scalpel sank through 
the boy’s penis, some of the girls let out squeals of pleasure.  By 
the time the last bit of tissue parted and Ms. Stafford held up 
Derek’s dripping, severed organ for them to see, nearly all the 
girls had succumbed to shuddering orgasms.

Ms. Stafford herself was breathing heavily by the time she dropped 
the penis into the metal pan and began to clean Derek off.  She 
left the rubber ring on the stub to prevent uncontrolled bleeding 
and infection.  He would be able to urinate through the new opening 
on the bottom-side of his urethra, but would have to sit to do it.  
It would take six to eight weeks before the tissues in his penis 
stump would grow together, and the dried-up stub and rubber ring to 
fall off.  His scrotum would heal long before that, and Ms. 
Stafford would be able to remove the sutures in about ten days.

Derek was released from the exam table and was led somewhat shakily 
to a full length mirror on the back of a door. He just stood there, 
numbly contemplating his reflection.  It was as if he couldn’t 
associate the image he was seeing with himself.  That had to be 
someone else with a red, raw, tiny stump of a penis and a puckered 
up, sutured line of skin where a scrotum and testicles used to be.  
Then, with a rush, he realized that it truly was himself in the 
mirror, that his penis, scrotum, and testicles were gone forever.  
With a soft groan and a sob, he nearly collapsed as his knees gave 
way.  Ms. Stafford caught him, and called for the girls to help her 
get him back to the exam table.

Later, he was escorted  to his new dorm cell to fully recover 
before  beginning his final phase of training and education.  When 
he finally “graduated”, he would be returned to his Mother, Aunt 
Mary, and his sister to begin a lifelong existence as their 
household domestic servant and personal eunuch slave.