Illustrations courtesy of Dave B

Karen, the governess of the reform school, led the student, who was naked, from the clinic to the punishment room. The nurse on duty, Becca, accompanied them.

What was soon to happen was no ordinary punishment - the usual discipline for the week's accumulation of demerits is meted out during a standing appointment. This student, referred to here as "S", had incurred this special attention by almost successfully escaping from the reform school. As a result, he was told that he would undergo a "motivational discipline session".

The three of them entered the punishment room, and Karen immediately locked the door. S got an immediate sinking feeling when he looked around. Instead of one discipline administrator, there were three - and they were dressed differently from what he had seen before. Each of them were nude except for fashion boots - and a strap-on harness with probe.

He looked at the bare chests, and then the faces, of his soon-to-be punishers. All three had serious, stern expressions. Under different circumstances, the sight of the bare-chested, strapon-clad women might be erotic. S, however, only had a tingling feeling on his naked bottom as he came to realize the seriousness of his predicament, and that there was no escape.

Karen led him to the punishment bench in the center of the room. She leaned him over the padded structure so that he was bent over at the waist, with his back at a downward slope. She asked Becca to cinch a binding strap around his waist and cuff his ankles to the structure. Then she uncuffed his hands from behind him and bound them to the bench in front of him.

Karen spoke to S. "Attempting to escape from this facility is a very serious offense. You knew that, and tried anyway. Your stay here has been extended by six months. Your weekly discipline will be intensified for the next ten weeks. As for today, I hope the motivational discipline you are about to receive will convince you never to try that again."

"Nurse Becca, what is the status of his earlier clinic appointment?"

The blonde nurse responded, "I gave him two soapsuds enemas of two quarts each, followed by one rinsing enema of three quarts. All enemas were given with the retention nozzle, and the retention period was five minutes." She smiled to herself as she recalled the enema session in the clinic. For each enema the male had been secured face down on the examination table with a bolster under his hips. The enemas went in without interruption, a practice which was very distressing to the recipient and arousing to her because of his reaction. She loved recalling the retention period of five full minutes and his attempts to cope.

"Very good," Karen replied. She turned her attention to one of the discipline administrators. "Governess Jeanette, please administer twenty swats of the large oval paddle - with no pauses."

Normally, when the paddle is administered, there is a pause after every five strokes. Upon instructions from the head governess, or when the discipline is intensified, there are no pauses. This considerably enhances the punishment effect.

Jeanette, a woman of thirty five, with long dark brown hair which was pulled back, turned around and removed a hardwood paddle with a large oval surface from its place on the wall.

Oh no, not THAT paddle, S thought to himself.

Jeanette took her position and calmly waited.

"You may begin."

Jeanette almost imperceptibly pressed her lips together as she spread her feet apart and slightly bent her knees. She drew the paddle far back and above her shoulder while keeping her eye on the bared bottom of the bound male. She propelled it forward and delivered a hard swat across both nether cheeks of the male. About three seconds later she swatted again.

Jeanette kept up the timing of the swats, without stopping. After the seventh swat, S was bewildered at the intensity of the pain. Usually it felt this way at the end of the twenty swats when they were given with pauses. Each new swat from her brought forth an urgent shout. When the count reached fifteen, S unabashedly prolonged his vocal reaction. Jeanette delivered all twenty swats and returned the paddle to its place.

"Nurse Becca, please lubricate him."

The nurse inserted the rectal tip of a small bulb into S, and emptied the thick, viscous lubricant. She then inserted a gloved finger and brusquely worked it around, and pulled out. Finally, she spread some additional lubricant on Jeanette's strap-on probe.

Karen spoke next. "Governess Jeanette, give him fifty pumps. You may begin any time."

All the discipline administrators at the facility had experience with using strap-ons with their lovers. In a session such as this one, however, the strap-on is administered as punishment, with a different technique from that which they used in their bedrooms.

Jeanette stood behind S and spread his heated nether cheeks. She positioned the tip of the probe at his sphincter, and then, in the space of just over one second, drove it all the way in, to the hilt. A loud cry filled the room.

"Aaaaaaaaaaaugh!"

She smiled and completely withdrew it, and, holding his cheeks well apart, thrust it in again - all the way.

"Noooooooooo!"

The others watched as she gave him fifty complete pumps with the strap-on. He was helpless to resist as he felt each thrust invade his insides, skate past his prostate, and boldly proceed far inside him. Sometimes he gritted his teeth and groaned; sometimes he grimaced; other times he gave a loud shout. Every one of Jeanette's thrusts evoked a reaction.

After the fifty pumps, Karen thanked Jeanette and Announced that there would be a five minute break. S, of course, remained bound to the punishment bench.

"Strapmistress Laura, please prepare to administer fifty strokes of the punishment strap."

Laura's eyes widened when she heard her governess' directive. The punishment strap is larger than the two-tailed tawse which is usually used for a strapping of more than twenty strokes. She removed the wood-handled leather strap from its place on the wall and took her place to administer.

"Please begin, strapmistress. You may pause or not, as you see fit."

Laura understood what the governess was telling her. There are times when repeated strokes of the leather strap tend to numb the area of the buttocks being administered. The best course of action in those cases is to pause after every ten or so strokes to allow the feeling to come back. It's a highly individual reaction. She decided to pause only if S's reaction to the leather indicated that his bottom was starting to go numb.

Laura applied the strokes of the leather punishment strap with a combination of skilled ease and extraordinary power. She bent her knees with each stroke as the strap bit into S's nether cheeks, and she had a tennis player's follow-through. Both sides of S's bottom jiggled and quaked from each stroke. She also got her reaction from him, and did not pause once during the entire set of fifty.

After the twentieth stroke the fiery kiss of leather had him uttering a hearty yell with each stroke, interspersed with frequent and futile requests of "no more," and "please stop".

He had never been subjected to a punishment as severe as what he experienced on that day. And the fact that there were three discipline administrators was something that he had not wanted to consider.

When the leathering was over, the tall Laura, with her light brown hair disheveled from administering, hung the strap on its place and waited for direction.

"Strapmistress Laura, please administer fifty pumps when Nurse Becca has applied more lubricant."

The nurse injected another bulb full of the thick lubricant, and smeared some on Laura's probe. S flinched and yelped when the nurse, and later Laura, spread his hot nether cheeks. To the extent that his bindings permitted, he twisted and writhed each time Laura drove the strap-on into him and slammed her hips against him. The sensation of the probe being completely withdrawn was disconcerting, since it meant another forthcoming intrusion far up inside him.

Laura rather enjoyed holding S's bottom cheeks well apart while pumping the full length of the dildo in and out. S, however, dreaded every thrust, and reacted with a raucous outcry each time. In spite of the others present, she became aroused, and fantasized doing this with her boyfriend. By the time she finished her fifty pumps, she was determined to use her personal strap-on that evening in bed. When the passion of arousal gripped the tall slender Laura, she was never satisfied until it was thoroughly quenched with sexual satisfaction.

S felt that he was at the end of his endurance, and earnestly hoped his punishment was now over. After a short break, his hopes were dashed when he heard the governess of the school say, "Canemistress Stacy, please select an appropriate rattan instrument with which to administer no less than twenty four strokes on the bared buttocks of the recipient."

"No!" he yelled. "No more! Please! I won't ever try anything again! Please! I'll show you! I'll follow all the rules! Please!"

Stacy, a blonde woman in her late thirties, selected a thin, straight, whippy length of rattan which had a leather handle. S's dread increased when she whipped it through the air several times.

"Canemistress Stacy, you may commence the caning, and present the strokes as you see fit. If in your judgement twenty four strokes is not sufficient, you are authorized to extend the caning."

Prior to this incident, S had only received the paddle and the tawse. He had heard tales of how unpleasant a caning was, and was sure that he never wanted to experience one. Now, after being severely paddled and strapped, he was bound naked to the punishment table, and was going to receive the cane on top of that!

The clip-clop of Stacy's boots hauntingly filled the room as she walked to take her position. She lightly tapped the rattan cane on S's bottom several times, then drew it back and whipped it across the center. As the cane struck, the far end of it flexed, and extended the striation to the tender portion on the right side of S's bottom.

"AAAAAAA!"

A thin white line emerged where the cane hit, turning a fiery red in a few seconds. Stacy paused for a moment, fixed her gaze on her target, and whipped another stroke immediately below the first one.

"OHHHHHHH!"

A moment later, she placed a line immediately above the first stripe. Taking her time, she placed three more striations immediately adjacent to the other strokes, while her subject yelled, trembled, and attempted to twist and writhe.

"Have you been a naughty boy?" she asked.

"Y-y-yes... Oh, please no more!"

With a pause between strokes, she gave him six more. She waited until each striation had matured to a full, angry red color before laying on the following line. His shouts became louder.

"Did you hear Governess Karen say that I could extend your caning if I decided to?" she asked with a sharp edge in her voice.

"Oh please stop!"

Over the next minute she laid six more stripes in a perfect horizontal pattern.

"Six more to go, if you don't earn extra. And then I'm going to fuck you silly with this strap-on. Do you want me to fuck you silly? Remember, there's only one right answer."

He stammered a "yes" answer.

"Well, tell me that you want it!"

Feeling the sting of humiliation in addition to the punishment on his hot nether cheekd, he managed to choke out the words that Stacy was intent on extracting from him.

She smiled and prepared to give him the final six strokes. His naked bottom had been striated with eighteen strokes thus far. Stacy decided to lay the following strokes in a diagonal pattern, so that each stroke crossed several previous ones. These were also going to be delivered rapidly, and no less intense than the others. S gave a continuous, bewildered shout as Stacy registered the remaining six, once per second, across the previous strokes.

"Nurse Becca, please bring the cheek spreader."

Becca retrieved a metal device with soft rubber attachments and leather adjustment straps. She placed the device, which is used for keeping the recipient's nether cheeks spread apart, on him. Then she adjusted it so that his freshly punished and striated cheeks were spread well apart.

Stacey informed S that normally she would have him hold his own bottom cheeks apart for the strap-on session, but that she decided to use the spreader this time. Then she asked Nurse Becca to lubricate him again. Becca pumped a bulbful of the thick lubricant into S and generously applied some to Stacey's probe.

Karen spoke up. "Canemistress Stacey, please give him no less than fifty pumps. You may extend the number if you wish, with no limit."

Extend it is exactly what I'm going to do, she thought to herself as she prepared to enter him. She bent her knees slightly and without touching S at all, positioned the tip of the thick probe at his sphincter. She put her hands on her hips and gave a steady shove and entered him to the hilt.

"Aaaaaaughhh!" he yelled.

She slowly pulled out all the way, and repeated the entry, with similar effect. She did this a few more times to the accompaniment of S's raucous groans. Then, over the next several minutes, she pumped him mercilessly as he yelled and begged her to stop. She gave him upwards of two hundred thrusts before she stopped. Her face had a definite blush.

Karen addressed S. "I hope we don't have to repeat this with you, but make no mistake - if your behavior warrants it, you'll be treated to a punishment at least as severe. Have you ever been whipped with a nice supple switch, until it's worn out? And then with another switch - and another, and another? Imagine getting that on top of a good hard paddling!"

She turned to the nurse. "Nurse Becca, please take him to the examination room and check him. I recommend another enema."

A half hour later, the last of his three quart enema was inside him and Nurse Becca checked her watch for the retention period.

That night, while S slept on his tummy, Jeanette, Laura, and Stacey, each in their own bedrooms, were engaged in pleasurable pursuits. Jeanette, all alone, had a vibrating egg inside her, and softly moaned while she rubbed her slippery and engorged clitoris. Laura was thoroughly and lovingly using her boyfriend with her strap-on, giving good hard thrusts. Stacey was on her back, pinned down by her girlfriend who was thoroughly fucking her with a strap-on.

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This work is copyright 2004, 2007 by the author. Commercial use is prohibited without permission. Archiving and reposting of this story unmodified is permitted provided that no fee is charged, either directly or indirectly (including so-called "adult checks") and provided that this disclaimer and attribution to the original author (rick_oh at onolanke.router5.com) are maintained. Please see my other stories at /~rick_oh/