The Punishment School

"No... No," he moaned aloud, to no one in particular, because he knew

that the punishment master would take no heed of his protests.

"Please, no," he said, louder, this time addressed to the punishment

master. Part of his fear was his total vulnerability. He knew that

there would be no escaping the severe strapping that he had been

sentenced to for the week's misdeeds at the private boys’ school. He was

totally naked, bent over a heavy punishment structure, and bound

securely in place. His wrists were cuffed to the front legs of the

structure. There was a wide leather strap around his waist,

completely restricting movement of the upper body. His ankles were

cuffed to the rear legs of the structure. And, of course, he was

acutely aware that his bare bottom was exactly where the punishment

master wanted it. He was also aware that he was going to endure a

severe strapping, whether he wanted to or not, and that there was

nothing that he could do to interfere.

He had never been punished before at the private boys’ school for troubled boys.

Punishment was not meted out on a whim. However, he had

accumulated several demerits during the week for rule violations. He

cursed his own hubris, his overconfidence that he could get away with

breaking multiple rules without consequence. Hell, he told himself,

that's why I'm at this place to begin with - I thought that I could

get away with breaking the rules. What is it about me, he pondered,

that ensures that I get caught every time?

The punishment master was a strong blonde man about six feet

nine, with bangs and a ponytail. His white shirt and black leather pants

were complemented by black knee high boots. He had large blue eyes and a

pleasant, although dispassionate, expression on his face when the

inmate was led into the punishment room. The punishment master does

not determine the severity of the punishment to be meted out to the

recipients of his attentions. The severity, and, often, the

instrument of punishment, are decided only by the administrator of the

school.

He had been led to the room with his hands cuffed behind him and

wearing ankle chains. He was forcibly bent over the punishment

structure, the waist strap secured, and the ankle chains removed.

Then the two men who brought him into the punishment room stripped

him of his clothes from the waist down and cuffed his ankles to the

rear legs of the structure. His handcuffs were then removed and his

shirt stripped off. Finally, his wrists were cuffed to the structure.

He heard someone else enter the room. Then he saw the administrator

of the school stand in front of him. "Master Dean, he is to

get a severe strapping. Give him sixty four strokes of the

wood-handled strap. Witnesses, are you ready?"

"Yes, Mister Austin," answered the two men who had brought him to the

room.

"Master Dean, are you ready?"

"Yes, Mister Austin," the punishment master answered after he

retrieved the strap from its repository.

"You may begin," he stated.

Dean extended his arm and determined the correct distance and

position, and, with his eye on the target, drew his hand far back and

imparted a hard stroke of leather to the young man's bottom. He

flinched as his ass cheeks jiggled from the force of the swat. A

scant three or four seconds later, the next stroke landed. Dean,

keeping his feet in place, swiveled his hips as he completed the

stroke with a tennis player's follow-through. The young man sharply

drew in his breath. A short instant later the three-inch-wide strap

planted another reddened stripe on his quivering bottom. By the tenth

stroke, he was groaning with each swat. Dean stopped for a moment

to let the strapping thus far have an effect.

"Andy," said Dean to one of the men who had brought the boy in,

"I'd like you to give him the next thirty strokes. Remember to

follow-through."

The tall Andy, his eyes brightening, responded, "I'll be happy to".

Andy's long black hair gave him an air of authority. He took the

wood-handled strap from Dean, and took his place to one side of the

miscreant. Andy was in training as a Strapmaster, and had applied

the strap on a limited basis in a few previous sessions.

There was no doubt of Andy's ambition to be an accomplished

Strapmaster. The strength of his swats was testimony to his

dedication and practice. The young boy was visibly flinching with

each stroke. Following Dean's example, Andy paused for a moment

after administering ten swats. When he resumed, the boy recipient

was giving a staccato exclamation upon each stroke of the strap. When

Andy applied the third set of ten strokes, his enthusiasm was such

that the boy gave a vociferous shout each time the leather hit its

target. Andy handed the strap back to Dean.

Dean positioned himself directly behind his charge, smiled at Andy

as if to say "watch how I do this" and applied the remaining

twenty-four strokes in an alternating forehand-backhand fashion

without stopping. This kind of application of the strap is especially

painful because it is applied on the more tender skin on the outer

sides of the buttocks. His ponytail swishing back and forth, Dean

applied the leather with all his strength. The young man's nether

globes were in a constant state of jiggling and quivering, and his

howls were testimony to his effectiveness. Dean though to himself

that he would like to give his boyfriend a strapping like this - tied

down so he couldn't move. The thought aroused him.

"Thank you, Master Dean," the school administrator said. "You

may be excused if you wish. Please be back here in fifteen minutes to

be briefed on the next punishment." Then, addressing the young boy,

he continued, "You will remain where you are for ten minutes. Then

you will be led back to your room."

When the requisite time had elapsed, the men who brought him to the

punishment room, Mike and Andy, prepared to return him to his

room. Andy unfastened his ankles from the punishment box and placed

ankle cuffs on him. Mike then released his wrists from the front

legs of the punishment box and cuffed them behind his back. Finally,

the waist cinch was released.

He desperately wanted to rub his bottom to mitigate the still-fresh

pain from the leathering, and would be unable to do that as long as

his hands were cuffed. He wasn't allowed to get dressed. Instead he

was led, naked but for the ankle chains and handcuffs, back to his

room. Mike carried his clothes and Andy led him to his room,

which was really more like a cell. The first thing he did when the

restraints were removed was run his hands across his buttocks, and

then he positioned himself face-down on his bed.

Mike and Andy, who were themselves in training for positions as

punishment masters, and Dean gathered in the punishment room to

be briefed by Mister Austin on the next recipient of discipline.

"We have a repeat offender here," Mr. Austin stated. "You all may

recognize him. He is in room 115. He's the boy who has been here for

being disorderly. He got a paddling the first time, and got the strap

a week later. As if that wasn't enough, you gave him twenty four

strokes of the cane just two weeks after that. This time he

apparently started a food fight and attempted to wrongly implicate

others. This pattern of repetition merits a very severe session

today. Master Dean, I suggest that you use the cane, forty eight

strokes. And they are to be augmented."

"Will do, Mister Austin," responded Dean.

"Mike and Andy, please escort the next miscreant here."

They left to fetch the young teen in the same manner as they had done

with the previous one. Dean prepared a salt water solution in a

spray bottle for augmentation. When a punishment is augmented, a

salt-water solution is sprayed on the recipient's bottom after every

six strokes. This has the effect of greatly intensifying the pain.

Augmentation is used only with repeat offenders displaying an

unwillingness to heed the lessons of previous discipline. Also, when

the maximum number of strokes for the cane, forty-eight, is to be

administered, each set of six is placed at a slightly different angle,

so that after the first set, every stroke will intersect with a

previous stroke. There is no limit to the number of strokes permitted

with the other instruments of correction.

Dean selected a thin, flexible cane for the next session. The door

opened with Mike and Andy with the repeat offender in tow. As

they were busy securing the cute young teen to the punishment box, Dean reflected on

his duties at the institution. He was the first, and is currently

the only, person with the title of Punishment Master. A punishment

master must be knowledgeable and proficient with paddles, straps,

canes, and switches. The training is long and arduous. A trainee is

mentored by Dean, and must practice his art daily on a pillow before

he is permitted to apply an instrument of correction to an student. A

trainee's first experience at live administration of discipline is

with various paddles. They are taught positioning and timing, as well

as strength of the swats. If they still want to proceed after

demonstrating proficiency with the paddle, the next instrument is the

leather strap. When a high level of proficiency is demonstrated with

the strap, the trainee as awarded the title of Strapmaster. Next

comes training with the cane. Several trainees have not progressed to

the title of Canemaster because of its requirement for absolute

accuracy and control. If a Canemaster can demonstrate proficiency

with using switches, he is a Punishment Master. Andy is currently

a Strapmaster trainee.

Mister Austin addressed the bound boy. "I can't believe that you like

being disciplined, yet you keep doing things that bring you back here.

We're going to see if today's session will have a more lasting effect

on you. I have directed the punishment master to give you four

dozen strokes of the cane. I have also directed that they be

augmented. That means that a salt water spray will be frequently

applied to your naughty little bottom during the caning. They tell me

that it really hurts." Turning to his staff, Mister Austin said, "Andy,

I'd like you to apply the salt water. Mike, are you ready to be

the witness?"

"Yes Mister Austin," replied Mike as he took his place as an

observer. Andy was ready with the spray bottle. "Are you ready,

Master Dean?"

"I am ready, Mister Austin."

"Good. Please begin."

The bound boy felt the punishment master lightly tap the thin

rattan cane across the center of his exposed buttocks as he prepared

to start. A scant few seconds later he heard the swishing sound of

the cane whipping through the air. As soon as he became aware of that

sound he felt an intense flash of pain across his buttocks.

He sharply drew in his breath. The pain actually seemed to intensify

for a couple of seconds before settling in at a constant level. The

cane hurt considerably more than he imagined as this secondary

reaction took hold. A few seconds elapsed and he heard the beginning

of the dreaded swishing sound again, followed immediately by a new

stripe of blinding pain. "OH!" The sound escaped involuntarily from

his clenched teeth.

Master Dean looked with satisfaction on the white weal which he

expertly placed almost immediately next to the first one. As soon as

the white weal began to turn red, he pressed his lips together, and,

with his eye on the young boy's buttocks, brought the slender rattan

cane far back and whipped it forward, making contact about a quarter

inch away from the previous stroke.

"OHHH!" he heard the young teen exclaim. He had heard a similar

litany of pain many, many times before, and he would hear it many

times again. He knew that he would never tire of hearing it. Each

one was a little different, but they all had the common thread of

forced submission. He liked it best when they become aware of the

inevitability of the punishment, and their absolute vulnerability.

Parting his lips slightly, he drew back the cane and placed another

white-hot weal on the bared buttocks of his charge. "Four," he

counted to himself, feeling the slightest beginnings of arousal deep

inside his body.

Dean smiled slightly as he observed the young boy valiantly

attempting to refrain from vocalizing his predicament. As he looked

at the ever-widening pattern of striations on the young teen's bared

bottom, he took careful aim and whipped another stroke immediately

adjacent to the previous one. The whitened weal stood out in contrast

to the other reddened lines.

"Gmmmfff!"

They always try to take it without vocalizing, Dean thought to

himself. Before it's over, he'll be telling me that he can't take any

more. They all tell me that. But I take them past that point, he

proudly asserted to himself.

The latest stripe just started to redden, and Dean drew back his arm

to plant another stripe. He felt a deepening of the earlier arousal

as the cane made its journey to the young boy's bottom.

"Owwwowww!" He shook his head wildly, unable to shake off the pain.

As the pain began to intensify he thought to himself, how am I going

to be able to take forty eight of these strokes?

Dean stepped back as Andy moved in and applied several sprays of

salt water to the young boy's bottom. The effect was almost

instantaneous. He felt as though each ass cheek was an incandescent

light that had just been switched on. "Ohhhhhhhhh! Ahhhhhhhhh!

Owwwww!" he exclaimed.

Dean stepped up to take his position. He spread his feet, placed

his free hand akimbo on his hip, and bent his knees in order to get

the exact angle that he was seeking. The intent was that the next

set of six strokes would intersect the previous set.

Whippppp! he placed a stroke so that it cut diagonally across three

or four of the previous strokes.

"AHHH! NO!"

Whipppp! Another stripe diagonally across previous strokes.

"Gmlflmmmmmmmf!"

Whippppp! Each successive cane stroke was applied diagonally to the

previous ones.

"Owwwwww!"

Three more strokes were laid on in quick succession.

Andy applied the salt-water spray again.

"Oh! Ohh! OHHHH! Owwww! Oh-that-hurts!"

Dean applied two more sets of six strokes in this manner, with the

young boy's reaction becoming more strident all along.

It's at this point, usually, that the punishment recipients believe

that they can not take any more, and plead ever so fervently. During

the last half of the caning, the recipient performed the expected

litany of begging, pleading, and promising. Moreover, each set of

stripes that Dean applied found him getting more aroused. He

suspected the same with Andy, who cheerfully applied the salt water

spray after every set of six strokes.

The whipping had not taken five minutes. He stepped back now, placed

the whippy cane in its place, and wiped some beads of sweat from his

forehead.

Now I'm so wet, Dean acknowledged. Why does this turn me on so

much?

"Very well done, Master Dean. You too, Andy. Master

Dean, you may be excused if you wish. Andy and Mike will

wait here and lead this miscreant back to his room after ten minutes.

An hour later found the discipline administrators in another room

which is not frequently used except for very special punishment

occasions. Mike and Andy had bound a young teen male to be disciplined

face-down on a padded table. The table was similar to a massage

table, except that it was significantly sturdier, and not as high.

Additionally, there was a circular opening in the center of the table

which was a few inches wide. The purpose of this opening was to allow

access to the male's sexual organs.

The boy's wrists, ankles, and waist were securely bound to the table.

Mister Austin surveyed the scene before he had determined that the

session was ready to begin.

"Please proceed with the session," instructed Mister Austin.

Andy retrieved a device which was approximately the size of a small

end table, unfastened the covers, and positioned it under the table

upon which the boy was bound. Making the necessary adjustments,

Andy affixed a tube-shaped attachment to the device, and positioned

the attachment so that the other end of the tube extended up to the

opening in the table. He made sure that the tube was around the

boy's penis. His penis fit quite loosely in the tube at the moment.

Much of the device was constructed of transparent material so that the

results of the milking could be determined.

Andy picked up a box about the size of a paperback novel. The box

had switches and knobs on it, and was the wireless control center for

the milking device. He pressed a button and the machine made a

whirring sound. A moment later the tube closed around the boy's

penis. He felt a well-lubricated sheath enclose his organ, and became

instantly erect. Andy turned a knob and the machine slowly stroked

the teen's member. He was wondering what this was all about, since he

was feeling pleasure at the time, and this was supposed to be

punishment. Andy increased the rate and the machine responded.

"Ohhhhhhhhhh..." groaned the captive boy, his face turning red. A

moment later, he exclaimed "Aauughhhhhhhhhhh! Arghhh! Arrrgh!" as he

spurted into the receptacle. The machine kept stroking. "Ohh!

Arrgh! Ahhhh!" he exclaimed with a rising level of discomfort as the

machine continued to stroke his very sensitive member. When Andy was

satisfied that the machine had milked him dry, he decreased the speed

to the initial "idling", during which the machine was still stroking.

For ten minutes the men made small talk among themselves. When a

timer signified the end of ten minutes, Andy set the stroking speed a

little higher than he had on the first run. After three full minutes

of stroking, the boy groaned and spurted into the machine's

receptacle. Andy, of course, left the machine running while the

captive teen vocalized his discomfort at the continued assault.

After several minutes, Dean spoke to him. "You're going to have to

do better than that. If you're not going to cum I think I should

spice things up with a switch to give you some motivation." He

slowly and deliberately walked across the room and picked up a willow

switch that had been soaking in water. Whisking the water droplets

off the switch, Dean made his way to the hapless bound male and

prepared to start the switching.

"Why aren't you cumming?" he queried.

"I did twice already!" the boy offered.

"You're being milked," Dean retorted. "You're supposed to cum some

more. Are you about to cum right now?"

"I can't!" exclaimed the boy. Meanwhile the machine was still

stroking his shaft.

Dean briskly applied the switch to his bare bottom, at the same time

admonishing him. "You really should cum. (switch! switch!) You

really want to cum, don't you? (switch! switch!) I don't understand

why you are reluctant to cum some more." (switch! switch! switch!)

Dean continued in this manner for a while until his bare bottom was

well switched.

The boy being punished struggled with the pain. "Aaargh! OW-OW-OW!

Please no more! Yes, I want to! I want to cummm! Ow! Ow! Please, I

can't! Please stop! Please stop!"

Andy played with varying the speed and intensity of the stroking,

increasing and decreasing the tempo like a roller-coaster. After a

few moments the young teen, with a vocal exclamation, ejaculated a few

dribbling spurts into the receptacle. After he ejaculated, the

intensity of his sensitivity to the constant stroking of the machine

became especially excruciating.

Gritting his teeth with a pained expression, he exclaimed,

"Aaaaahhhhh! No! Please stop the machine! So sensitive!

Ahhhhhhhh-ahhhhhh-ahhhhh!"

Andy, leaving the machine running, peered into the receptacle and

scolded, "That wasn't a very big load. I think it's time to escalate

things here." He retrieved a specially designed anal probe. This

probe had several metallic bands around it, although it was pliable

and not rigid. There was a connector for a cable at the outside end

of it. Andy hooked a cable to it and attached the other end of the

cable to a fitting on the milking machine. Then he generously

lubricated the probe with olive oil and inserted it into the captive

boy’s anus.

"Uhh-uhhhhh-uhhhhh!" he groaned as Andy pushed it in.

Andy then picked up the control box, turned a knob, and watched for a

reaction. The probe, as a result, was expanding and contracting in a

pulsating fashion. As it did this, it would press against the boy's

prostate, stimulating it. Andy observed the boy's facial

expressions as he varied the speed of the pulsing, looking for the

tempo providing the most stimulation. When he found the right

setting, he left it as it was and waited. A few more minutes, and

the boy again dribbled some semen into the receptacle.

"Arrgh! Arrrrgh! Aaaaaaarghhhh! Oh, no! I can't stand this. Please

stop! Please stop! Aaaaaahhhhhhhh!"

Andy waited a few minutes before stopping the pulsating of the anal

probe. He did, however, leave the milking machine stroking his

member. Looking into the receptacle, he expressed mock disdain.

"Just a dribble this time. I thought I could get more from you. Oh

well, I'll just have to employ other means. Maybe Master Dean

should give you another switching."

"No, not the switch! Please, I'll do anything!"

"Anything? All I'm asking for is a nice big load of cum."

"I try! Really! I just can't! Please! I'm completely drained!"

"Then you'll have to take the consequences," teased Andy with a coy

smile. He seated himself, calmly crossed his legs and picked up the

control box. He started the anal probe pulsing again, and adjusted

the speed as before. Then he pressed a small red button on the box.

This caused an instantaneous pulse of electricity to course from the

male's prostate to his sphincter. To him, it felt like a hot

pin-prick to his sphincter, and similarly inside him where his

prostate was.

"Oh! Ohh!" he cried. Andy pressed the button again. "Ow! Ahh!"

Then he continued to press the red button at random intervals every

few seconds. When Andy sensed that he was nearing another

ejaculation, he rapidly pressed the button a couple of times per

second until the boy violently shook his head back and forth with

gritted teeth.

"Yaaaaaah! Oh, the pain! That hurts! Aaaaargh!" he yelled as a

rather empty ejaculation wracked his body. "Mercy, please! I can't!

Oh have mercy!"

After a few more minutes of the machine's stroking, Andy finally turned it off. The bound boy was now drenched in sweat, groaning and panting.

With a smile, and very aroused, Dean walked out of the room and went to his office.

When he came back, Mike and Andy had removed the milking machine from the boy’s dick. They had removed the boy from the first table and tied him down to a medical exam type table. The boy’s legs were secured to metal stirrups and spread far apart. While Mike was using an electric hair trimmer to shave off the few hairs the boy had, Andy was placing a ball gag into the boys mouth.

Dean had a three-quart enema bag filled with hot salt-water. On the end of the hose leading from the bag was a special five-inch long butt plug. The hole in the plug will let fluids exit out the hole at the tip, but no fluids can go back into it.

Dean had already pre-lubed the plug, so he crammed all five inches up into the boy’s ass.

The boy screamed into his gag.

Dean let go of the clamp and let the water flow. Soon the boys belly looked like he was seven months pregnant. The boy pushed down with his bowel muscles to try and expel the fluids, but because of the plug, nothing could exit his ass.

They left the plug in the boy for half an hour. Every five minuets Mike would rub the boy’s belly to get the fluids inside to slosh around and clean the insides of the boy. Then Andy yanked the butt plug out with a rather loud POP/SLURP sound, and the it was like a waterfall of fluids and other items gushing out of the boy’s ass.

As the fluids fought there way out of the boy’s ass, Dean filled the bag once again, and once again filled the whimpering boy up. Once the boy expelled all the fluid from his body after the second enema, he was all worn out.

As Andy and Mike used warm water and soap to wash the boy from head to toe, Master Dean went back to his office for the tools he would need for the last part of this boy’s punishment.

When Dean got back to the boy on the exam table he had a 24K plated Burdizzo clamp in his hand.

Andy took a hold of the boy’s balls and pulled them downwards as hard as he could. Mike then felt around and then pulled the left cord outwards. Dean got the clamp in position and then clamped down hard onto the boy’s nut cord.

Again the boy screamed bloody murder for the 30 seconds of the clamp crushing down on his cord. For the other testicle, Mike pulled downwards on the boys doomed balls, and Andy felt around for the cord and then pulled it outwards. Dean clamped down hard onto the right cord and watched the boys face turn redder than a stop sign as he screamed in pain.

The boy was dragged to a special cell and made to drink a glass of juice that had been spiked with a sleep drug.

The next day Dean checked the boy’s balls, and felt the coldness of them. He knew the boy was now a eunuch and Dean was sure he would not see this boy any more in the punishment room.

The End