
Chapter 2: The Stripping
I didn’t get a great night’s sleep—I was way too excited for that—but I woke up surprisingly energized. The thought of Andy finally getting his much-deserved comeuppance had consumed my mind ever since Mia walked out the door the night before.
But before I get to that I have to tell you about a fun little exchange I had with Andy, who of course was oblivious to the shitstorm that awaited him that day.
I was sitting at the kitchen table, eating a muffin, when Andy—who had already finished his breakfast—was gathering his things for school.
"Hey, Andy, since you’re up, could you hand me a napkin?" I asked sweetly.
He barely spared me a glance. "Do I look like a slave to you? You have two legs—get it yourself."
Ah, classic Andy.
"Tell me," I said, pausing to take another bite of my muffin. "Do you ever feel guilty about being such a jerk?"
No response.
I smirked. "You know, someday you're going to regret being so mean to me all these years."
"Yeah, whatever," he muttered as he slung his backpack over his shoulder. "I’m outta here."
As he turned to leave, I couldn’t resist. "Beware of the back scratcher," I said lightly.
He gave me a confused look before shaking his head and walking out the door.
I smiled to myself as I finished my muffin. Oh, Andy. If only you knew.
* * * * * *
Mia’s smiling face greeted me just outside the schoolyard. "Are you ready for this?" she asked, eyes gleaming with mischief.
"Oh, I’m ready," I said. "A little nervous, but totally ready."
"You got this," Mia assured me. "I feel really good about it."
I then told her about my little exchange with Andy that morning. Perfect timing—because just as I finished, we heard footsteps approaching fast behind us. Andy was coming up, walking at a brisk pace.
As he passed, Mia—without missing a beat—called out, "Beware of the back scratcher."
Both of us broke into laughter. Andy just glanced back at us, shaking his head.
Later, as we got settled in class, Mia upped the ante. She reached into her bag, pulled out the back scratcher, and held it up for Andy to see. She lowered her voice and spoke in the most ominous tone she could muster up.
"Andy... beware... of... the back scratcher."
Again the two of us broke into giggles, while Andy had to be thinking we were just a couple of airheads.
If so, his impression of us was about to be completely transformed.
* * * * * *
Mia didn't waste any time putting our plan into action. It was exactly 9:54 a.m. when Miss Hanover turned her back to write something on the board.
Mia tapped me on the shoulder with the back scratcher. I glanced over, and she gave me a sharp nod. My heart started hammering.
"AAAGH! WHAT ARE YOU DOING, ANDY?!" I shrieked, yanking my skirt up my thighs in one swift motion.
I spun around just as Mia pounced on a dumbfounded Andy.
"ANDY, STOP IT!" she cried, grabbing his arm and yanking it forward toward the back of my chair—back scratcher and all. It looked like she was wrestling him to take it away, but really, she was doing all the work.
The classroom erupted.
Miss Hanover whirled around, eyes immediately locking onto my hiked-up skirt. I tried to pull it back down—only to feel resistance. Instead of covering me, my skirt was going higher, almost completely exposing my panties.
I glanced down in horror. Mia, the little devil, had grabbed the hem of my skirt and was pulling it toward her. Somehow she had managed to have his hand, her hands, the backscratcher and my skirt down there all at the same time. It looked like a full-on tug-of-war happening between my thighs.
"ANDY, LET GO OF ANDREA’S SKIRT!" Mia shouted dramatically.
Andy yanked his hand back, Mia released her grip, and I finally managed to yank my skirt down—face burning, heart pounding.
Then, with perfect timing, Mia stood up, gripping the back scratcher like it was the smoking gun.
"ANDREW CUNNINGHAM, WHAT IN THE WORLD HAS GOTTEN INTO YOU?!" Miss Hanover roared, storming toward us.
Andy’s eyes went wide. "I—I didn't… I didn't do anything!" he stammered, still completely bewildered. "They—she—I don’t even know what happened!"
"I'll tell you what happened," replied Miss Hanover. She was now standing over my terror-stricken little brother. "You used that...." She looked at the back scratcher, which Mia was still holding. "....that utensil there to pull up your poor sister's skirt!"
"No! I didn't! They....she did it!" he appealed while pointing at Mia. He was sounding desperate.
Miss Hanover looked over at Mia, who was shaking her head at Andy.
"You're a naughty, naughty boy and you should be ashamed of yourself," said Mia. I had to catch myself, because I almost started laughing.
Miss Hanover turned back to Andy. "I know what I saw," she said.
She turned to me. "Are you okay, dear?"
"I'll be okay eventually, Miss Hanover," I said, putting on my best performance of acting like I had been terribly wronged. "I can't believe he did that. That was awfully embarrassing."
"I'm so sorry you had to experience that," consoled Miss Hanover. "Rest assured, your brother will be dealt with accordingly."
"Thanks to that pervert Andy, everyone saw Andrea's panties!" interjected Mia.
Mia and I sat primly at our desks, both doing our best to look offended rather than gleeful. It was a challenge.
Miss Hanover turned her attention to the stupefied Andy. "What you did to your sister was not only inappropriate, but it was also disgusting. I cannot allow such behavior to go unpunished."
Andy’s head whipped toward me. "I didn’t—"
"Enough!" Miss Hanover snapped. "I’m done listening to your pathetic excuses. I am going to make sure you never pull a stunt like this again."
The air in the classroom seemed to crackle with anticipation. The other students were all staring, wide-eyed, waiting to see what Miss Hanover had in store.
Andy gulped. "W-what are you gonna do to me?"
Miss Hanover tilted her head, as if contemplating. "Something fitting. Something that ensures you understand the embarrassment you’ve caused your sister."
She took him roughly by the bicep and led him toward the front of the classroom. "You're in big trouble, young man."
Mia and I snuck a triumphant glance at each other. I think I literally rubbed my hands together in anticipation. I almost felt bad for him. Almost.
Mia leaned in and whispered, "Oh my God, this is way better than I imagined." I couldn't help but grin.
Payback’s a bitch, Andy.
* * * * * *
"What do you have to say for yourself, Mr. Cunningham?" asked Miss Hanover gruffly. The two faced each other in the front center of the room. Andy's back was to us. "And don't even think about denying what you did."
"I....I....I don't know what to say," said the completely flustered Andy.
"Well, you need to be punished for your despicable behavior."
She paused for a bit while contemplating Andy's discipline. I was so hoping that whatever it was, that she would carry it out in front of us.
"Keep in mind that one option is to get the police involved, and of course then your parents would also have to be included. A case can be made for a criminal offense for sexual misconduct."
She paused to let that sink in. I'm guessing that Andy was shaking in his boots. And I really didn't want it to go that far
"Would you like me to do that?" Andy reacted by shaking his head vigorously. "The other option would be for me to handle your punishment myself. Would you rather we do that? Keep in mind, your punishment will fit the crime to teach you a good lesson."
Punishment to fit the crime? What could that be? He lifted up my skirt—well, not really, but—is she going to make him wear a skirt? Or did she just mean that she's going to embarrass him, since I was supposedly embarrassed? Either way, this is shaping up beautifully.
After a pause, Andy slowly nodded his head up and down. He probably had no idea what she had in mind, but at the same time he had to be thinking that anything would be better than getting the police or our parents involved. I'm pretty sure that Miss Hanover knew that, too.
"Very well, then. I will carry out your punishment. But I'm warning you: If you disobey me in any way, shape or form, then I will call your parents, and we will discuss the police matter. Is that clear?" Andy nodded. "Let me hear you. Is that clear?"
"Y-yes. It's clear. W-what are you going to do?" he asked apprehensively.
"You let me worry about that," she said.
She then slowly walked over to her desk and sat down, leaving Andy standing there alone. For a couple of minutes, she just sat there, staring straight ahead and occasionally looking over at Andy, who was probably nervous as all get-out.
As for me—and I'm assuming most everyone else—I was anxiously awaiting her next step.
She finally spoke, and it was a stunner.
"Andrea, would you mind coming up here and pulling Andrew's trousers down for me?" she asked.
There was quite an outburst of surprise (and I'd venture to say a certain amount of enjoyment) from the students. I don't think we all really knew what to expect, but I don't think anyone anticipated that!
Once I got over the shock I was out of my seat like a jackrabbit. I looked back at Mia and we exchanged wicked grins.
And as for Andy, well, I'm sure he was beside himself. Not only was he about to receive the humiliation of a lifetime, but it would be at the hands of his own sister, of all people. He looked back at me coming up the aisle and started to move away. I'm not sure where he thought he was going.
"You stay right where you are, young man!" admonished Miss Hanover. "You thought it was funny to expose your sister? Let's see how you like being exposed in front of everyone."
Andy was not about to defy the principal, and he remained in his tracks, facing the blackboard.
"Miss Hanover, please, I...."
"Quiet!" interrupted the principal. "You're not to speak unless spoken to, do you hear me?"
Andy didn’t answer, and it seemed like I had free rein to do whatever I wanted with him. I stepped right in front of him and couldn’t help but enjoy the miserable expression on his face. Under different circumstances, I might’ve felt a little bad for him, but honestly, it was quite the opposite. After everything I had put up with from him over the years, I was thoroughly enjoying his discomfort. And I was absolutely going to make the most of that moment.
I started to reach for his belt buckle, but I was momentarily interrupted by Miss Hanover. "Andrea, before you lower Andrew's trousers, you might want to take off his shirt. Our goal is to embarrass him by exposing his underpants, and the shirt tail could hide them."
"Good idea, Miss Hanover," I said with a smirk.
And that will help prolong this wonderful moment for me. Oh, I can't believe this. I feel like I've died and gone to heaven!
I looked at Andy, a smile playing on my lips. He avoided making eye contact with me, but that didn’t dampen my enjoyment—in fact, it only increased it. His reluctance to face me only underscored how much he hated the idea of me being involved in his humiliating punishment.
I reached for the top button of his shirt. The boys were all required to wear a white shirt, salt-and-pepper corduroy pants, and black shoes. Most of the boys wore short-sleeved shirts, but Andy preferred the long-sleeved ones. As I unbuttoned his shirt, it struck me that, aside from his face and hands, I hadn’t seen Andy’s bare skin in quite a while. I wondered if he was self-conscious about his body. In fact, I was hoping so, because that would only add to his humiliation when I took off his shirt and pulled down his pants.
I noticed he was wearing a white undershirt, which, at the time, felt a bit disappointing.
"Shame on you, Andy," I said as I unbuttoned the first two buttons, my voice loud enough for everyone to hear. "Such a bad little boy you are," I continued, savoring the moment as I worked my way down. I pulled his shirt tail out of his pants to access the final button, finishing it off with a smirk. "Let’s get you out of this shirt, naughty boy. Then I'm going to pull your pants down. I'm really looking forward to that. I imagine you're going to be pretty embarrassed, aren't you, Andy, because everyone will see your little underpanties." A wave of giggling followed, and Andy’s face deepened in color.
I tugged on his left sleeve until it came free from his arm. I pulled the material behind him, and as I circled around him, I stopped and leaned in close, whispering in his ear. "You should’ve been nicer to me, Andy," I said, my voice dripping with satisfaction. Then, I yanked off his other sleeve, effectively stripping him of his shirt.
"I’ll take that, Andrea," said Miss Hanover. I walked over to her desk, handing the shirt off, and as I returned to Andy, he made one last desperate attempt to salvage his situation.
"Miss Hanover," he pleaded. "Please, I didn’t... I mean, I’m sorry... I’m really sorry, and I promise I’ll never do anything like that again. Please, I promise!"
"Didn’t I tell you not to speak?" Miss Hanover replied coldly. "Naughty children should be seen and not heard." She glared at him for a moment before turning her attention to me. "Carry on, Andrea, dear. Let’s get those trousers down."
Smiling devilishly, I looked Andy up and down, like a hungry person admiring a meal before they devoured it. I noticed his bare, slender arms—smooth, save for a faint bit of peach fuzz—and relished the sight. At that moment I surmised that he probably hadn't reached puberty yet (I was a late bloomer, so it is probably in our genes). I also surmised that he probably didn't want anyone to know that he was still prepubescent. I didn't really think that we would find out that day, but the notion made me smile wider.
"It’s time, naughty boy," I said as I reached for his belt. "Let’s get these pants down and have a look at those underpanties," I continued, taking my time and enjoying every second of this humiliating task. When I unfastened his belt, I let it hang loosely at his midsection.
There was so much about this experience that thrilled me, beyond the simple fact that I was playing a huge part in Andy’s monumental humiliation.
I loved the way he instinctively grabbed my wrist when I reached for the button of his pants, prompting Miss Hanover to order him to clasp his hands behind his head—and keep them there if he knew what was good for him.
I loved the small, involuntary flinch of his hips as I unbuttoned his pants.
I loved how his hips twitched even more when I slowly and deliberately pulled down his zipper.
I loved the moment I first glimpsed the whiteness of his underpants. I knew he’d be wearing those tighty-whities. I’d often seen our mother folding them in the laundry room.
I loved knowing that the exposure of those tighty-whities would embarrass him more than any other type of underwear could, because of how utterly uncool they were. The thought of him wearing them only added to my delight.
I loved how he straightened his legs, and his body became rigid when, while I was pulling down his zipper I pressed my hand forward and put my last three fingers inside his zipper, so my fingers rubbed against his privates over his underpants.
I loved how he let out a slight (but perceptible to me) squeal when he felt my fingers rubbing against his privates.
I loved how he knew that I knew that he had felt my fingers rubbing against his privates.
I loved how he had his undershirt neatly tucked into his underpants. I hadn't seen other boys in their underwear, so I didn't know if that was normal or not, but Andy has always been the fastidious type—a bit of a neat freak—so it didn't surprise me.
I loved that Andy having his undershirt tucked in allowed us to see the waist band of his tighty-whities.
I loved the noise coming from his classmates behind him. It started out as a light buzzing sound when I started pulling down his pants. It grew louder as more and more of his underpants came into view, then reached a crescendo when they were fully exposed. It was a combination of laughter and gasps of surprise. I think some of them still couldn't believe it was going to happen, and when it did, they let loose.
I loved that Andy hearing the boisterous reaction behind him undoubtedly added profoundly to his humiliation.
I loved how I got down on one knee to continue pulling his pants down, and that I was at eye level with his tighty-whities.
I loved that there was a faint, yellowish stain at the front of his underpants, and that he had to know that I was staring right at it.
I loved that there was a relatively small bump pushing out his underpants where the yellowish stain was. I didn't know quite what to expect, but I was pretty sure he wasn't well-endowed, and that assumption was clearly confirmed.
I loved that his underpants were about a size too small and on the tight side, leaving no doubt that what was causing the bump indeed was on the smaller side.
I loved that Andy knew I was staring at his little bump, and that he knew I was now aware that he had a smallish penis.
I loved that Miss Hanover also must have observed that Andy had a smallish penis, and that Andy was aware of that. And something told me that Miss Hanover was glad that Andy had a smallish penis.
I loved that there was still laughter going on behind Andy, and that it continued while I pulled his pants all the way down.
I loved how Andy, in a desperate attempt to prevent the inevitable, squeezed his knees tightly together as I pulled his pants down his thighs. As if that was going to deter me! It required a little extra effort on my part, but in short order his pants were scrunched up at his ankles.
I loved how, once his pants were at his ankles, he anxiously shifted his weight from one foot to the other, causing his hips to sway back and forth.
I loved that his white, slender legs were bereft of hair, much like his arms.
I loved that the exposure of Andy's white, slender, hairless legs was compounding his humiliation.
I loved how when I stood up and looked Andy up and down we made brief eye contact, and that his eyes expressed his utter humiliation.
I loved that he was blushing so much that I thought he could glow in the dark.
* * * * * *
I continued to look Andy over, thoroughly enjoying the sight of him standing there, his face crimson, with his underwear fully exposed.
"Thank you, Andrea. You may return to your seat now," said Miss Hanover.
"You're welcome, Miss Hanover," I replied, my voice casual, though I couldn't hide my satisfaction. "It was my pleasure," I added under my breath as I gave Andy one last lingering look. With a grin on my face, I strutted back to my desk. Before sitting down, I touched fingers with Mia, whose grin matched my own.
As I settled into my seat, Miss Hanover, now standing at the side of her desk, addressed Andy. "Andrew, come here, please." It was hard not to laugh as Andy, pants around his ankles, shuffled forward, keeping his hands obediently on his head. The sight was just too ridiculous.
She tapped the top of her desk. "Sit up here for me," she instructed. "You can take your hands off your head." I leaned forward, eager to see what she’d do next.
She didn’t disappoint. With one hand, she lifted his left leg and removed his black penny loafer with the other. "Let's get these shoes off," she said, her voice calm and measured. "This will make it much easier to remove your trousers," she said as she calmly pulled off the other shoe and set it on the floor next to its match.
"Please, Miss..." Andy started, but he was rebuffed by a stern look and an index finger in his face.
"Hold your legs out for me," Miss Hanover directed. Andy reluctantly obeyed, straightening both legs. With a deliberate motion, she gripped the legs of his pants and slowly, almost teasingly, pulled them down to his toes. After removing the pants entirely, she laid them on her desk behind Andy and began neatly folding them.
"You won't be needing these for a while," she said (to my delight!).
While she was doing this, Andy, whose expression was as wretched as you would expect, dropped his legs. "Keep them out," she reprimanded him. "I still need to remove your socks."
Finishing her task, she turned and pulled off one of Andy's white socks. As she was peeling off the other, she said, "Just the underwear, nothing more."
After inserting the socks inside his displaced shoes, she sat down at her desk and looked at him with an almost satisfied smile.
"You may return to your desk now, Mr. Cunningham. You're to remain in your underwear for the rest of the school day."
Oh my God! It's not even 10:15 yet! Oh, this is too good to be true!
As Andy walked down the aisle, the room was filled with stifled laughter and whispered comments. Knowing that everyone was gaping at him—and probably knowing that most of them were enjoying the moment—he walked briskly, with his eyes to the floor. His face was, of course, red as can be, and he had both hands firmly clasped over the front of his underpants. Talk about a walk of shame!
If he had glanced up, he would have caught my toothy grin. I'm pretty sure he heard me giggling.
* * * * * *
Word spread quickly, and by the time recess rolled around, Andy was the talk of the school. You’d think no one had ever seen a boy in his underwear before!

Andy wasn’t around to hear all the gossip. Miss Hanover had made it clear that he wouldn’t be getting his clothes back until the end of the day, and he obviously couldn’t go outside dressed—or undressed—as he was. Personally, I was kind of hoping she’d send him out anyway, but honestly, I couldn’t complain. The day had already turned out far better than I ever imagined.
Mia and I stood outside by the four-square court, yukking it up.
"We did it!" I grinned, grabbing Mia’s shoulders. "I can’t believe we actually pulled it off. And it was even better than I expected!"
Mia, grinning just as wide, playfully squeezed my sides. "Oh, totally! The poor boy didn’t know what hit him," she laughed.
"And you with the back scratcher," I said. "It really looked like you were fighting him to take it away from him. That performance was Oscar-worthy!"
"Thank you, thank you," Mia said with a dramatic bow. "Honestly, he was so confused, it made my job easy."
"And excuse me, my playful little friend....what was up with you pulling my skirt up?"
Mia gave me an impish look. "Oh, that? Just having a little fun with you," she said with a mischievous twinkle in her eye. "You looked a little panicked there for a second!"
"Uh, yeah! I thought you weren’t gonna let go! All the boys around me were getting a pretty good look at my panties. I think Kenny might have been getting a little hard-on."
Mia giggled. "Whoops. Sorry about that. But hey, at least it made it even more convincing for Miss Hanover, right?"
"Oh, no doubt. We had Andy right where we wanted him."
Mia nudged me. "So, tell me—what was it like up there? I bet you were having hella fun."
"Oh, Mia, it was unreal!" I said, practically bouncing with excitement. "I mean, I was already thrilled Miss Hanover called me up there. But then, actually getting to be the one to pull his pants down? I wanted to make it last as long as possible."
"Oh, you were awesome. I wish I could have seen his face. Or the front of his underpants." <giggle>
I snorted. "Well, he made sure to keep that covered when he went back to his seat. You’d think his life depended on it!"
Mia laughed. "I know! I mean, it was like he had his hands glued in place."
"I got a pretty good look at it," I said with a sly smile.
"And?" asked Mia as she looked at me eagerly.
I just grinned. "He'll be in his undies for the rest of the day, so hopefully you'll get to see for yourself."
"Oh, what a little tease you are!" replied Mia.
We both burst into laughter, but after a moment, I stopped and looked her in the eye.
"Hey," I said, lowering my voice, "can I tell you something? Just between us?"
Mia turned serious for half a second. "Of course," she said.
"Well," I said. "You were asking me if I was having fun, which of course I was. But....there was something else...."
"Yes?"
"I was getting kind of....stimulated, if you know what I mean. Should I feel guilty about that?"
"Of course you were! And, no, you shouldn't feel guilty at all. It's only natural. Truth be known, you weren't the only one. When you had him stripped to his underwear I wanted to put my hand under my skirt and take care of business."
"Hahaha. I'm so happy to hear that. I have to tell you, after I had his pants down it was all I could do to keep myself from hauling down his underpants right then and there."
"Oh, I wish you would have!" laughed Mia. "Now that would have been really stimulating. And Andy would have freaked!"
"Tell me about it! You know, I was a little bummed he was wearing an undershirt."
"Yeah, you should have pulled that off while you were at it," laughed Mia. "Let him run around the rest of the day just in his little tighty-whities."
"That would have been amazing. At least his tee shirt is tucked in so we can see them."
"What's up with that tuck-in thing, anyway? It's his freaking underwear."
"I know. It's just Andy being the dork he is."
"I wonder if Miss Hanover has anything else planned for him?"
I smirked. "We can only hope. Either way, this has already been a legendary day. And think about it. It’s not even lunchtime yet."
Mia laughed. "Oh, this is gonna be so much fun."
I couldn’t wait to see what happened next.
And when I get a chance, I'm so looking forward to telling you all about it.