SDO Case Files: Humiliating Punishments

By Pixote

Pixote.fna@mail.com

Copyright 2025 by Pixote all rights reserved

[3,705 words]

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This story is intended for adults only. It contains depictions of forced nudity, spanking, and/or sexual activity of preteen and young teen children. This is fantasy, and the author in no way endorses or practices these things on real life. If you are not of legal age in your community to read or view such material, please leave now. 
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SDO Case Files: Humiliating Punishments

“…. I want you to strip off all of your clothes and stand naked facing me.”

Cody and Dustin froze, struggling to believe what the SDO had just told them.

But then Dr. Morgan raised his voice as he repeated himself.

“I said to get undressed. Take off your shoes and socks, shirt and shorts, along with your underwear. ….”

Chapter 1: A Short Introduction

Dr. Joseph Morgan was hired by the school’s Headmaster, Tom Jenkins, to develop a new system to address the escalating problem of inappropriate and aggressive behavior by male students. This program would be implemented for all junior high school and high school students.

In his role as the School Disciplinary Officer, Dr. Morgan had just finished introducing himself over the PA system to all of the students affected by these changes as they attended an extended homeroom session on the first day of the school year.

The SDO issued a warning that he’d immediately discipline anyone who violated the rules outlined in the revised student handbook. Dr. Morgan didn’t go into details of the consequences the student would suffer if referred to him for correction. He emphasized that the punishments would be extremely humiliating.

He knew, from having prior experience in setting up this system of proportional retribution, better known as eye for an eye justice, that those who would defy the rules would also disregard his warnings, feeling they were shallow threats to be ignored.

The students would quickly learn that the SDO had the full backing of their parents, teachers, and Principal Jenkins. Without that pledged support, he’d have never accepted this assignment.

He also announced that he was seeking assistants, also known as prefects, who’d like to assist him in his punishment sessions.

……..

Chapter 2: Prefect Selection

The SDO had already approved two boys from each of the high school grades 9-12 as prefects. He now needed four younger boys—seventh and eighth-grade students attending junior high school.

Dr. Morgan was sitting at his desk while reviewing the student files for two applicants, Cody Carlton and Dustin Davis. The two thirteen-year-old boys were in the eighth grade. Both met the minimum requirement of a 2.2 GPA. There were no disciplinary referrals found in their records.

Sensing movement at his open office door, the doctor looked up to see two boys he recognized from the photographs attached to the files he was studying.

“Sorry to disturb you, Sir. Our teacher, Ms. Gordy, said we needed to report to you.” The cute boy with tousled blond hair and blue eyes continued. “I’m Cody. Cody Carlton.”

There was a moment of silence before Cody elbowed his friend, whispering, “Say something!”

Blushing, the boy with curly black hair and dark brown eyes added, “I’m Dustin Davis.”

Dr. Morgan watched in amusement as the boys urged each other to continue.

Finally, Cody asked, “You wanted to talk to us about being a prefect?”

The SDO nodded. Before he could elaborate, Dustin finally opened up.

“Sir, what exactly does a prefect do?”

“Dustin, that’s a good question.” Dustin grinned, elbowing Cody.

“I might need a prefect to go to a specific classroom and escort a student to my office. Prefects are also required to witness any punishments I administer. During the punishment session, they might be asked to assist me in punishing the student.”

Dr. Morgan noticed Cody’s voice crackle and squeak, a sure sign of him entering puberty. “Do you, uh, spank or paddle boys who are sent to you by the teachers?”

“Ah, another excellent question.” Now it was Cody grinning as he looked over at his friend.

“I can, and will, use corporal punishment. That might be spanking using my hand with a boy across my lap. I could also use a paddle, a cane, or a slipper. However, I refrain from using such measures unless it’s necessary. I prefer to use humiliation as a deterrent to inappropriate behavior.”

The boys were unsure what the doctor meant. “Humiliation? How could that be used as a punishment for boys who misbehaved?”

“Cody, are you still interested in being a prefect?”

“Yes, sir.”

“Dustin?”

“Yes, sir.”

“Then, I think it’d be best to pretend the two of you have been sent to me by a teacher for punishment. Let’s say it was because you were caught pulling up a girl’s dress to look at her panties.”

Cody grimaced, “YUCK!”

Dustin agreed. “Girls are disgusting! There’s no way we’d do that!”

“Guys, this is just make-believe. Role playing. Can we pretend you like girls?”

The boys looked at each other and shrugged before agreeing to go along with Dr. Morgan’s plan.

“Now, the very first thing that I do when a boy reports to me for discipline is to tell him to strip naked. So, because you were caught checking out a girl’s panties, I want you to strip off all of your clothes and stand naked facing me.”

Cody and Dustin froze, struggling to believe what the SDO had just told them.

But then Dr. Morgan raised his voice as he repeated himself.

“I said to get undressed. Take off your shoes and socks, shirt and shorts, along with your underwear. Put everything in a neat pile on my desk. Then stand facing me with your hands on top of your head.”

Cody was shaking as he squeaked, “But. But. You and Dustin will see me naked.”

Dustin was equally concerned, “Yeah. You and Cody will see me naked.”

The SDO nodded. “That’s right. And you’ll be embarrassed, right?”

Both boys admitted they’d be embarrassed.

“Then I need you to strip naked and stand facing me.”

“Why?”

“Because you need to experience what the boys whom you help me punish will experience. Remember, as my prefects, you’ll see every boy that I punish take off their clothes and stand facing us.”

Dustin grinned, “Every boy?”

The SDO nodded.

Cody was also grinning, “And we get to watch them do things while they’re naked?”

The SDO nodded again.

Dr. Morgan watched the boys huddle together, whispering as they tried to decide whether to undress or ask to be excused to return to their classes.

“Boys. What have you decided? I need an answer. Do you want to continue? Will you follow my instructions to complete the application process for prefects?”

Cody, as usual, took the lead. “Can you turn around while we take our clothes off?”

“Absolutely….” The SDO hesitated to tease the boys, then continued, “….not! I want to watch while you get naked. I bet you have cute boners. I can see the bulge in your shorts.”

The boys blushed, covering the evidence of their erections with both hands.

Despite being amused at the boy’s reactions, he made sure to appear agitated.

“Well, are you mature enough to undress in front of me or little boys who are too shy to continue?”

“WE’RE NOT LITTLE BOYS!”

The SDO grinned. He hit their soft spot.

“Then prove it! You can start by taking off your shoes and socks.”

Once the boys handed Dr. Morgan their footwear, they proceeded to remove, as instructed, their shirts and shorts. They now stood facing the SDO, wearing only their boxers, with their hands once again concealing the tenting of their underwear caused by their erections.

“Boys, put your hands to your sides. You are not allowed to cover up your genitals with your hands.”

Both boys hesitated, knowing that the SDO would soon see their cocks.

“Let me explain. Boys sent to me for punishment are told to do exactly what I tell them without hesitation. They’re not allowed to speak unless I ask them a question. If they violate either of those two rules, their punishment becomes far more severe. Do you understand?”

Both boys nodded, yes, then dropped their hands to their sides.

“Remember. No questions. No hesitation.” The doctor surprised Dustin, “Please get on your knees in front of your friend Cody.”

Dustin did as he was told, but was a good three feet in front of his friend.

“Dustin, move closer. CLOSER.” When Dustin was finally close enough, he added, “I want you to take off Cody’s boxers for him.”

When Dustin stopped to look up at Cody to see his friend’s response, the SDO repeated, “No questions. No hesitation.”

Dustin pulled the front of Cody’s boxers out to clear his boner and then slid them down to his friend’s ankles so he could step out of them, leaving him completely naked.

Dustin’s face was only inches in front of Cody’s four-inch uncut erection. His foreskin still covered his cockhead. Cody had a few short blond hairs above his penis, but not enough to claim he had pubes. His testicles had dropped into a loose, hairless sac, clearly visible with his erection pointing upward.

Dr. Morgan noticed Dustin had a quizzical expression. “Dustin. What’s wrong? You look confused.”

“Why does Cody’s boner look different from mine? I don’t have skin covering the head of my cock.”

“Wait a minute. Are you telling me that the two of you have never seen each other naked?”

“No, sir. This is the first time I have seen Cody or any of my friends naked.”

“I help my mother change my baby brother’s diapers.” Cody added, “That’s the only other boy I’ve seen naked.”

The SDO knew showers weren’t mandatory for physical education until the boy entered high school. However, he thought for sure these two boys would’ve fooled around with each other.

“I know the two of you are friends. From the home addresses in your records, I know you’re next-door neighbors. I can only assume you have sleepovers. But you’d never seen each other naked?”

Again, they shook their heads, no. Dr. Morgan decided he needed to help these two boys discover the fun they’re missing out on.

“Cody, slide your foreskin back to show Dustin the head of your penis.”

Cody was embarrassed but did as he was told. His friend was so close to his boner he could feel Dustin’s breath on his sensitive, exposed cockhead.

Dustin was amazed, “Wow, that’s neat! I wish I had skin covering the tip of my cock.”

The SDO decided to take the next step. “Now the two of you change places. Cody, get on your knees in front of Dustin and help him remove his boxers.”

Cody was excited to see his friend naked, so much so that he forgot to account for Dustin’s erection. Dustin’s boner got caught in the waistband of his boxers and was forced downward, only to be released to slap up against his body.

Cody noticed that Dustin’s cock and balls were almost identical to his own, except Dustin had a small amount of short black hairs above his cock and didn’t have skin covering his cockhead.

“Cody and Dustin, stand beside each other, feet apart, hands on the top of your head, facing my desk. Keep your eyes forward. No talking. When I ask you a question, you answer immediately. If I think you are lying to me, I will have you bent over my desk so I can blister it with this paddle.”

The SDO picked up an old fraternity paddle from his college days and showed it to the boys. The boys jumped when he slammed it back down on his desk. (He seldom had to use it. The threat of corporal punishment was usually enough to intimidate the boy standing naked and defenseless.)

The SDO continued to explain and demonstrate to Cody and Dustin what they might expect to witness if they were to become prefects.

“The first thing I do after getting them standing naked is to try to make them nervous. If I succeed, they become less defiant, making it easier for me to continue with their punishment.”

Dr. Morgan ran his palm over Cody’s chest and tummy, playing with his nipples and innie before proceeding further down, stopping to avoid touching the boy’s erection. He heard Cody gasp, felt his stomach tighten, and his knees became a bit unsteady.

“Cody, am I making you nervous?”

Finally able to breathe, he answered, “Yes, sir.”

Walking behind the boys, he stopped to admire their bottoms. He knew it was embarrassing for the boys to know he was checking out their asses. He rubbed his hand over Dustin’s back, then downward to spank one of his butt cheeks.

Dustin was caught off guard, not expecting the SDO to slap his butt. He almost lost his balance when he went up onto his toes, but then felt the SDO steady him by placing a hand on his shoulder.

“Dustin, am I making you nervous?”

“Yes, sir!”

Walking back to stand in front of the boys, he continued.

“I would also ask them questions I know would embarrass most boys.”

“Cody, do you play with your penis?”

It took Cody three attempts to get the words to come out. “You mean, like, jerk off?”

“Yes. Do you jerk off?”

Cody nodded, “Yes, sir.”

“Dustin, do you?” Dustin nodded, “Yes.”

“Did you jerk off today?”

Dustin blushed, hesitating to answer. He remembered the warning the SDO gave them.

“Yes, sir. In the shower this morning.”

“Remember, boys, as I’m asking them questions about masturbating, you’ll be standing next to my desk. It’ll be even more embarrassing for them to answer in front of another student.”

“Of course, I’ll also be asking them about why they were sent to me, and eventually need to decide what they’ll receive as punishment. The same way I might ask you to pull their boxers down and off to embarrass them, I might ask you to help in their punishment.”

“For instance. Let’s say the boy is embarrassed to have anyone touch his cock. I might have one of you jerk him off. If he appears to enjoy being jerked off, I might change and have him jerk one of you off until you cum.”

“Since you’ve never even seen your best friend naked, you’ve obviously never jerked off together or jerked each other off. Go ahead and drop your hands. Stand in front of each other. You can talk and ask questions while you practice helping me punish boys.”

“Dr. Morgan, are you serious? Will Dustin and I be asked to play with another boy’s boner?”

“Yes, if the situation calls for it. Or, like I said, I may have the boy jerk you off. Then again, not every boy will have a punishment that involves masturbation. There are a lot of factors involved in my decision as to how to punish a boy.”

“Here’s what I want you to do so that you’ll be ready. With one hand, I want you both to reach over and begin stroking your friend’s cock. With your other hand, please play with his balls. Don’t stop until his cock squirts.” Seeing the boys hesitate, he asked, “Do you guys have stuff come out of your cocks when you jerk off?”

Both boys nodded, “Yes.”

The boys were slow to start, hesitant to touch each other’s cock for the first time. It took them less than a minute to realize that it felt much better to have their friend do it for them.

Dr. Morgan watched as both boys experienced mutual masturbation.

Dustin learned how to use Cody’s foreskin to stimulate his cockhead as he stroked his friend’s boner.

Cody learned how to wet his hand to make it slide over the cockhead of Dustin’s circumcised penis.

It took less than five minutes for both boys to cry out, announcing their cumming.

Dr. Morgan noticed that Cody’s ejaculate had already turned white. In contrast, Dustin’s was still clear and watery, indicating he hadn’t begun producing sperm.

“Now you know what it feels like to have your friend stroke your boner. You also learned what it’s like to jerk off your friend. Did you enjoy yourselves?”

Cody and Dustin nodded emphatically.

“Boys, now take a couple of wet wipes from the container on my desk and clean your friend’s cock and balls. You may be asked to do this to a boy whom I punish by forcing him to masturbate.”

Dr. Morgan noticed that as the boys cleaned their friend’s cocks, which had become flaccid after cumming, were once again erect. They were actually stroking each other’s cocks in the pretense of cleaning them. He suspected that if he didn’t move things along, Cody and Dustin would continue until they experienced their second mutual orgasm.

“Boys, throw the wipes in the wastebasket, then stand close to each other with your arms down.”

Dr. Morgan was happy when he noticed the boys seemed much more comfortable being naked in front of him and their friend. Excessive modesty can hinder a boy’s social development.

“Do you guys have a sleepover planned anytime soon?”

Cody grinned, “We have sleepovers just about every weekend. Our parents don’t seem to mind. I think they enjoy having private time of their own when we’re gone.”

Dustin agreed. “I made a mistake of going back home to get a video game I forgot to take when I was sleeping over at Cody’s. My mom and dad were naked on the couch. I couldn’t see much. I took off before they saw me.”

“So you’re going to have a sleepover this weekend?”

The boys nodded as Cody answered, “Yes. This week is at Dustin’s house.”

“Do you think sleepovers will be more fun now that you’ve seen each other naked?”

“Yeah.” Cody grinned, looking over at Dustin. “I think we need more practice. The teachers haven’t given us any homework. Want to come over to spend time in our treehouse?”

“Yeah!” Dustin was excited. “My mom and dad won’t be home until six or seven, so we’ll have a few hours to practice.”

“Be sure to explore each other’s bodies. There are lots of things you can do to have fun in addition to jerking off?”

The SDO decided that some guidance was needed.

“I want each of you to reach over and gently run your fingertips over your friend’s bottom.”

He could see from their reaction that they enjoyed this new sensation.

“Now, stand in front of each other and push your bodies together until your boners are touching.” The boys were still a few inches apart. The doctor put a hand on each boy’s back and encouraged them to press against their friend. “Now, move your bodies so your boners rub against your friend.”

Dr. Morgan watched as Cody and Dustin learned to stroke their cocks against their friend. The two boys were so damn cute with their tiny bottoms flexing as they moved about.

Cody and Dustin really enjoyed humping against each other.

“Okay, stand facing me.” The boys were disappointed to have to stop, but did as they were told.

“When you fool around with each other, be sure to try different things. Don’t be afraid to experiment. I bet you’ve heard other boys mention blow jobs.” The boys nodded, “Give it a try. It feels awesome!”

Cody asked, “Will you teach us how to do it?”

When the SDO agreed, the boys didn’t realize he would use their fingers to demonstrate how to give each other a blow job. They were hoping he’d suck their boners. However, they did learn how to cover their teeth, use their tongues, and to pleasure each other.

The SDO checked his watch. He needed to end the session. He promised his wife and kids that he would take them out to Pizza Hut for supper.

“Do you boys still want to be prefects?”

Cody and Dustin both quickly answered, “Yes, sir.”

“Then get dressed. Promise me you’ll go home and enjoy yourselves. Then tell your homeroom teacher tomorrow that you need to come to my office to see me.”

Dustin blushed, “I’m close to shooting stuff out of my boner.”

Cody nodded, “Me too.”

Dustin asked, “Can we do it again before we get dressed?”

Before he could answer, he was surprised when his nine-year-old daughter, Emily, and his eleven-year-old son, Benny, opened the door and ran into the office.

Emily screamed. “DADDY, MOM SAYS TO HURRY!” Then froze in place when she saw two naked boys covering their genitals with their hands.

Benny was excited. He had come out to his dad that he thought he might be gay, and was excited to see two naked boys in his dad’s office.

Grinning, Benny asked his dad, “I thought you told me that any boy in your office who was made to be undressed wasn’t allowed to cover up?”

“Cody. Dustin. My son is right. Stand up straight and put your hands back on top of your heads.”

“But Cody and I are naked!”

“Dustin, I think my kids already figured that out. Now, anyone who is naked in my office is never allowed to cover themselves up with their hands. You know that. Both of you put your hands on your heads.”

Cody and Dustin removed their hands, allowing everyone to see their boners.

Emily clapped her hands. “They have pretty penises.”

Benny was behind the boys. It didn’t surprise his dad. He always seemed to want to touch the naked bottoms of his friends when they came over to skinny dip in their pool.

“Dad, I like their butts. Can I touch them?” Before his dad could answer, Benny, using the palms of his hands, rubbed Cody and Dustin’s butt cheeks. He allowed his fingertips to venture between their butt cheeks to tease their hidden treasure.

Cody and Dustin were overwhelmed. They were close to cumming before the SDO’s kids arrived. They both tried to hold back but failed, crying out in pleasure as their boners exploded, shooting a modest amount of boy juice onto the carpeted floor.

Emily shrieked! “MOMMY! DID YOU SEE STUFF SHOOT OUT OF THEIR PENISES?”

That was when Cody and Dustin first noticed that Dr. Morgan’s wife, Olivia, was standing next to Emily and had seen them cum.

As embarrassed as they were, it didn’t stop them from immediately climbing up into the treehouse when they arrived home.

………….

Continued next month….













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