Andy's Embarrassing Over-the-Knee Spanking

Stories about boys ending up in compromising situations, preferably naked and embarrassed, as the name suggests.
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Re: Andy's Embarrassing Over the Knee Spanking

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Re: Andy's Embarrassing Over the Knee Spanking

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No new chapters anytime soon?
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Re: Andy's Embarrassing Over the Knee Spanking

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Mnsjsjsj wrote: Mon Mar 17, 2025 6:49 pm No new chapters anytime soon?
Well, I wish I could answer positively, but unfortunately it won't be soon. As usual, there are time constraints, and now that a slew of chapters from several of my stories went missing, any free time I have for this site will have to be devoted to that.

That being said, rest assured, this story will continue. I will try to make this one next on my list when I have time to write.

Sorry for the long gap between chapters, but it's been unavoidable. Thank you for your interest.
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Re: Andy's Embarrassing Over-the-Knee Spanking

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Re: Andy's Embarrassing Over-the-Knee Spanking

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Brett wrote: Thu Aug 14, 2025 3:15 amBump
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Andy's Embarrassing Over-the-Knee Spanking, Chapter 12

Post by Blondie »

Image

Chapter 12: The Subordinates

I stood there grinning at Andy as Miss Prescott rummaged in her drawer, humming to herself, and pulled out the ballet slippers that Andy had worn earlier with the bunny suit. She held them up for a moment, then she dropped them at his feet.

"Here you go, Mr. Cunningham. Slip these on, then you'll be appropriately dressed to go outside."

Appropriately dressed? Ha! Maybe if he was six, and a girl heading for the pool. Even THEN it might still be embarrassing. Now? Downright humiliating. And I love it!

Andy bent to pull the slippers on, his fingers fumbling. I moved back a couple of steps and took in the full, ridiculous spectacle. Here is what his ensemble looked like:

Image

Andy bent to pull the slippers on, his fingers fumbling. His slim, youngish physique filled out the flirty swimsuit. The pink slippers only drew more attention to his long, slender, hairless legs. The bunny ears framed a face flushed scarlet with shame, and wearing an expression of sheer misery. I caught his eye and grinned wickedly, and he looked away immediately.

"Okay, the two of you may return to your seats," Miss Prescott announced. “We have a few minutes before recess. Class, you may talk quietly among yourselves.”

The sounds of exuberant chatter immediately filled the room, every eye glued to the boy in the ridiculous swimsuit. As he and I slunk back to our seats, I spun around instantly to face Mia. As you may recall, she sat directly across from Andy, whose desk was right behind mine, meaning every word of our conversation would torture him. Of course, that added to our pleasure.

"You lucky little devil!" Mia grinned. "What was it like? Come on, tell me everything."

"Oh, it was pretty special," I said, glancing at Andy with a mischievous smile. He had gone very still, staring at his desk. "Andy all naked, and dying of embarrassment. It doesn't get any better."

Mia leaned forward. "Tell me about Little Andy," she said. She sounded like she was a bit out of breath.

"Oh, Little Andy was a delight," I replied with a twinkle in my eye. I left it right there, knowing it would drive her nuts.

"A delight? That's all I get?" she pressed. "I'm sure it was, but I need details!" she pressed.

I laughed. “Well, you remember how small it looked in his undies, and even more so in the leotard?” I teased.

"Yes!" Mia said, nodding eagerly.

“So we assumed, you know, he must be really small. right?" I said, building the suspense.

"Yes!" Mia said, impatiently.

"It's even smaller than we thought," I pronounced, giving Andy a sly smirk over my shoulder.

It wasn’t true. It was as I suspected: smaller than average, but not what one would consider tiny. But Andy didn’t need to know that.

Mia burst out laughing. "Oh, that's too funny! Poor Little Andy. The name fits better than we ever knew." We both looked at Andy. He squirmed in his seat, eyes glued to his desktop. "What about the hair?" Mia asked. "I'm guessing he's as bald as an egg down there."

"That'll be Andy's and my little secret," I said coyly. "And Miss Prescott's."

Mia groaned. "Andrea, don't do this to me! I need to know! You're the worst person alive, you know that?"

"Hahaha. Maybe Andy will let you have a peek inside his darling little swimsuit when we go out for recess," I said.

“No!” Andy blurted, voice high and desperate, face burning. “I won’t!”

"We'll see about that," I said, winking at Mia.

Mia looked like she was momentarily deep in thought. "Yes," she finally said, with an impish smile. "We'll see about that."

* * * * *

"Okay, class," Miss Prescott said, interrupting the merriment that was taking place throughout the room. "It's time for recess. Andrea and Mia, I’d like to call upon you to have Mr. Clark and Miss Fletcher in your charge. And Mr. Cunningham, of course.”

(The reader may recall that Jimmy Clark and Vicky Fletcher made the mistake of getting on Miss Prescott's bad side. Now they were sporting bunny ears, and neither of them looked remotely happy about it.)

"Certainly, Miss Prescott," Mia answered, somewhat giddily. I had a feeling that Mia was delighted to have two more people to boss around and potentially humiliate. Honestly, so was I, though my priorities were a little more focused.

"Thank you," Miss Prescott said. "Andrew, Jimmy, and Vicky, you are now under the supervision of Miss Collins and Miss Cunningham. You are their subordinates. Any defiance of their authority would be equivalent to defying me. So I trust it’s clear that it would be... unwise... for them to return from recess with reports of disobedience or insubordination on your parts."

Mia and I both turned toward Jimmy and Vicky and caught their eyes. Their uneasy, wary expressions made it clear they hadn’t taken Miss Prescott’s warning lightly. Mia and I exchanged gleeful grins. It promised to be a very entertaining recess.

* * * * * *

A buzz of excitement hung in the air as we filed into the hallway. Miss Prescott ordered that everyone wearing bunny ears was to join the girls’ line, under the watchful charge of Mia and me. At the time, I thought it would be amusing to have two more people to play with, but really, my focus remained on the boy in the humiliating swimsuit. I simply couldn't get enough of Andy's ongoing disgrace. Every step he took in those little pink slippers was a gift.

Mia, though certainly thrilled to have Andy under her thumb, seemed quite delighted that Jimmy and Vicky were added to the equation. Fresh material, I suppose. I let her take the lead, and as always, she kept things entertaining.

"I'd like the bunny boys to hold hands while we go outside," Mia ordered, eyeing Andy and Jimmy.

"You can't be serious," Jimmy said.

"Do I look like I'm joking?"

The two boys stood dumbfounded, neither eager to touch the other. "Perhaps you didn't hear me," Mia persisted. "Hands together, like good little bunny boys. Or would you rather I report back to Miss Prescott that my very first instruction was refused? She's in a creative mood today, and I'm sure she could find something more humiliating for you."

The boys exchanged a miserable glance, realizing they had no choice. Very reluctantly, they joined hands, both of them wincing at the contact. I'm sure it was excruciating for them, but I found it quite amusing.

Mia beamed. "Aww, so cute, the bunny boys holding hands like little bunny boyfriends. Should we find you two a nice spot for a romantic hop around the playground?"

Vicky couldn't suppress a giggle, despite her subservient status. Big mistake. Mia pounced on the opportunity to chastise her. "Oh, you think it's funny, do you? You really enjoy seeing people get embarrassed, don't you, Vicky? Do you like it when you're the one getting embarrassed?"

"No," Vicky mumbled, blushing and staring at the floor.

"I didn't think so. I noticed your face turned pretty red when Miss Prescott put those bunny ears on you. Apparently, that wasn't enough. Let's have you hop like a bunny the rest of the way outside."

Vicky’s face went crimson. “Please… I’m… I’m sorry, Mia. I won't laugh again, I promise."

"I'm glad you're sorry," Mia replied. "Now start hopping."

Vicky hesitated, then forced herself to obey, knees bent, bouncing forward in stiff little hops. Laughter ricocheted down the hallway, and Vicky’s face somehow managed to find a new shade of red.

Once outside, it didn't take long for our little group to attract the attention of the other students. I mean, the bunny ears were one thing, but Andy's swimsuit was another matter entirely. It was a spectacle all its own.

Just to give you a visual, here is a wonderful drawing that Mia sent me that night:

Image

So cute! So amusing! So humiliating!

Like I said, my focus was on Andy, and we had our fun with him during that recess. But before I get to that, I should tell you how Mia humiliated our two new subordinates. It started almost the moment we stepped outside, when Jimmy made the foolish mistake of yanking his hand free from Andy’s.

Mia was on him in a flash. “Did I tell you to stop holding hands?”

"No... I mean... I thought once we were outside—"

"Well, you thought wrong," Mia snapped. She paused, contemplating her next step. I watched, fascinated.

“Tell me, Jimmy,” she said at last, "was it embarrassing for you to hold hands with another boy?"

Jimmy squirmed, cheeks on fire. “Um… yes, I… I guess…”

"You guess? It either was or it wasn't."

"It was. It was embarrassing."

"If you were dressed like a girl, would that make it less embarrassing?"

"What?" Jimmy’s flush deepened, and he shifted from foot to foot. “Please, I… I didn’t know. I didn't mean anything by it." He reached for Andy’s hand, but Andy jerked his arm away.

“Too late,” Mia declared. "You'll need to be punished." She shot Andy a glare. "And don't think I didn't see that. I'll deal with you later." Then she returned to Jimmy. "Meanwhile, I think you should be dressed like a girl. Maybe then you'll be comfortable holding another boy’s hand.”

By then, a small crowd was forming, eager to see what Mia would do. And when she gave Vicky a long, deliberate stare, followed by a sly smile, I felt a wicked thrill run straight through me. I could already see where this was going, and I broke into a slow grin as I considered the delicious implications.

"Vicky," Mia said, "would you mind if Jimmy borrowed your school uniform for a bit?"

Vicky’s eyes widened. “What? No!” she gasped, horrified. "I can't, this is my only—"

"It's okay," said Mia in a soothing voice. "It's not like you'll have to parade around in your underwear. It looks like you and Jimmy are about the same size, so you can slip into his uniform. Unless, of course, you'd rather just prance around in your undies?"

"That's crazy! I'm not taking my clothes off in front of the whole school!"

"The whole school isn't watching," Mia said reasonably. "Just, what, twenty or thirty people? Andrea, would you call this the whole school?"

"No, if it was the whole school, there would be a lot more people watching Vicky take her clothes off," I confirmed.

All eyes were glued to the embattled Vicky. It was quiet for a spell until an incredulous student could be heard saying, "Is she going to make her take her clothes off? Out here?" She sounded hopeful.

It appeared that Mia fully intended to do just that. "Come on, we don't have all day," she pressed. "Jimmy needs to wear girly clothes, and he needs your help. Off with it." She turned to Jimmy. "You, too. Strip down, so you can put on Vicky's uniform." Jimmy and Vicky stood dumbfounded. "Now!" Mia barked. “Or should I tell Miss Prescott you’ve been uncooperative? Because I will. Happily. I don't think either of you wants that."

"Please," Jimmy tried one more time. "There has to be something else. Anything else."

"There isn't."

A tense standoff began. There was considerable pleading from the two unwilling participants, everything from bargaining to outright begging. In the end, they both must have determined that they would be better off yielding to Mia than facing the consequences from their teacher. They had seen Miss Prescott (aka Felicity) in action, and they knew that her inclination to dole out humiliation had no limits.

Reluctantly, the two reached for the top buttons of their shirts, drawing gasps, giggles, and delighted shrieks from the crowd.

“They’re really gonna strip!” squealed an excited young girl.

"I can't watch," said another, but the grin on her face suggested she had no intention of turning away.

They both hesitated, motionless, fingers frozen on their buttons. Mia clapped her hands for attention. "Don't mind them. Let's focus on getting those uniforms off. Unless you'd both prefer I escalate this to Miss Prescott right now? I'm sure she'd love an update."

That got them moving. Reluctantly, they obeyed, fumbling at their buttons. It soon became apparent that neither wore an undershirt. Vicky, of course, had on the regulation white bra.

After the last button was undone, they both stood motionless, quite hesitant to go any further, shirts hanging open.

Mia snapped her fingers. "Come on! Off with them!" she demanded. "Shirts off, fully, or I start counting to three, and nobody wants to find out what happens at three."

Within moments, they both stood with their shirts dangling from their hands, arms crossed over their chests.

"I'll take those," Mia said, snatching both shirts at once from their grasps. "There. Now we're getting somewhere."

They both stood shamefaced, shirts gone, arms crossed over their chests. Jimmy reached out, hoping to extract Vicky's blouse from Mia's clutches. She yanked it out of his reach before his fingers got anywhere close.

Instead of handing anything back, Mia directed her attention elsewhere, looking down at Vicky's saddle shoes.

"What size shoes do you wear?" she asked.

"Eight," Vickie answered softly.

"And you?" Mia asked, looking from Jimmy's black loafers to his burning cheeks.

"Eight," he answered, barely audible.

"Perfect! " Mia crowed, clasping her hands together. "Let's get those shoes and socks off. Both of you."

They both stooped to obey, fumbling with laces while the crowd watched intently.

(I have to veer off here momentarily and tell you about my favorite part of the uniform exchange, and it had nothing to do with Jimmy and Vicky. It was all about Andy and me. While the other two were untying their shoes, I stole one of my numerous glances over at my brother. He was watching the proceedings along with everyone else, and I'm sure he was quite relieved the spotlight wasn’t on him. At that moment, on a whim I decided to inject myself into the scene. I slipped behind the unsuspecting Andy, and before he knew what hit him, I yanked his swimsuit bottoms down to his ankles in one quick pull. I found his high-pitched squeal very amusing. Even more entertaining was his frantic scramble to tug them up before anyone saw anything, which he managed to do... I think. Honestly, I'm not sure. A few kids laughed, though it wasn’t clear whether they’d actually glimpsed anything or were just amused by the sheer audacity of what I had done. One girl whispered, “What happened?” and another giggled, “Didn't you see? That girl just pulled his bottoms all the way down!” Just as enjoyable were his furtive looks around, which told me he wasn’t certain of what they had or hadn’t seen. When his gaze finally met mine, I gave him a little wave. I drank in the sight of his crimson face and the mortified expression. Just delicious.)

Once the two were barefoot, Mia didn’t miss a beat. She pointed first at Jimmy’s trousers, then at Vicky’s skirt.

“Keep going,” she ordered. “Let’s get the rest of those uniforms off.”

They both stiffened. Vicky glanced at the shirts balled in Mia’s hands and pleaded, “May I... can we... put those on first? Please?”

Mia shook her head. “No, I don’t think so. We’ll worry about that once you’re in your underwear. Come on now. Stop stalling. Strip!”

Jimmy looked at Vicky. Vicky looked at the ground. Neither looked at the crowd. Much to the delight of the onlookers, Jimmy pushed his trousers down to his ankles and stepped out of them while, at the same time, Vicky reluctantly let her skirt slide down around her bare feet. Gasps and giggles swept through the crowd as Mia swooped in and collected their discarded clothes, leaving the pair standing in nothing but their underwear.

Jimmy was wearing briefs, but not the tighty-whities that Andy had been wearing earlier. They were red, which nearly matched the shade of his burning cheeks. Vickie, meanwhile, stood blushing in plain white cotton panties to match her bra, her arms folded across her chest, shoulders hunched forward.

Jimmy covered his crotch area quickly with his hands, but not before I snuck a glance to see how he measured up down there. In case you're wondering—and I suspect you are—let's just say that Andy still had lot of catching up to do in comparison. :D Plus, he had more hair on his legs than did Andy. In other words, unlike Andy, he had developed like most thirteen-year-old boys normally would.

Vicky, for her part, had a lovely figure, though she didn’t seem at all inclined to flaunt it just then. :lol:

I couldn’t help wondering how far Mia was going to push it. Would she make them get fully naked? Swap underwear? Part of me certainly was hoping so, but ultimately I think she wanted the day to be more about Andy, so she spared them from complete nudity. Lucky them. But she did have something else up her sleeve. She always did.

Mia stood quietly with a sly smile as she ogled her two underwear-clad victims. Finally, Jimmy spoke up, desperate for some semblance of coverage

"Please," he begged. "Can we get dressed now? We've done everything you asked."

"Of course," Mia replied, lifting Vicky’s blouse as if to hand it to Jimmy. She paused, though, her grin widening as her gaze shifted to Vicky.

"You can put this on, Jimmy, but a proper eighth-grade girl such as yourself should wear a bra."

Jimmy’s jaw dropped. Vicky’s face went pale, then flushed crimson. And if we’re comparing horrified expressions, Jimmy’s was impressive, but Vicky’s was on an entirely different level.

Mia looked at Vickie and smiled wider. "It'll be okay, sweetie. Just hand me your bra, and I'll let you use Jimmy's shirt to cover up. See? Everybody wins. Everybody gets clothes."

"Please, may I just... if I put the shirt on first, then take off my—"

“That won’t be necessary,” Mia replied, a bright gleam in her eye.

Vickie's horrified expression said everything. She froze for a moment, shifting her weight nervously, as though hoping Mia might somehow change her mind. But of course, no reprieve came.

At last, with a visible shudder, she gave in. "Oh gosh," she whispered to herself. "Oh, gosh, oh gosh," she repeated as she slipped her arms from the straps and fumbled behind her back to unclasp the bra, much to everyone's entertainment.

Mia promptly plucked it from her grasp, simultaneously handing over Jimmy's shirt, which Vicky snatched and frantically threw on as quickly as humanly possible, buttons done up crooked in her haste.

All eyes turned to Jimmy, who looked like he could become ill at any moment. Mia, grinning shamelessly, dangled the bra before him by one strap, letting it sway.

"Here you go, sweet cheeks. Time to cover up those little nipples," she said, much to the joviality of the young audience.

"Please don't make me do this."

"It'll be okay, Jimmy. Trust me, you'll look really cute."

Flustered and resigned to his dismal fate, Jimmy accepted the bra with trembling fingers and stared at it like it might bite him. He turned it over once, then again, accomplishing nothing. He held it up backward. He held it up sideways. Watching him struggle, Mia's eyes twinkled as she came up with an idea.

“Andy,” she said casually, “maybe you can help Jimmy with his bra.”

Andy blushed furiously, clearly less than thrilled at being dragged into the proceedings. "What? Why me? I don't know how to—"

"Neither does Jimmy, apparently. Two heads, Andy. Figure it out together. It'll be a bonding experience."

Resignedly, Andy shuffled over. Just as clueless as Jimmy about how to put on a bra, Andy stood there for a moment. The two of them looked utterly helpless. Amid giggles and snickers, Andy fumbled through the task. After a good deal of uncertainty and one false start that left the straps comically draped over Jimmy's head, he eventually managed to guide Jimmy's arms through them correctly. Every accidental brush of skin made both boys flinch as though they'd been shocked.

"Sorry," Andy muttered.

"Just get it done," Jimmy muttered back. "Please."

"I'm trying. These clasps are... I can't..."

When Andy finally managed to fasten the clasp at Jimmy's back, the intimacy of the gesture sent both boys into an even deeper shade of crimson. They sprang apart as though they'd both touched a hot stove. The whole thing was adorable.

"There," Mia declared. "Doesn't he look lovely? Go on, Jimmy. Turn around. Let everyone see."

Jimmy, his face burning and his arms crossed over his bra-clad chest, slowly turned around for the eager crowd. Naturally, Mia wasn't about to let him hide the bra. She gently lowered his arms and left him standing there for a few seconds, long enough for the rest of us to appreciate his embarrassment. Only then did she take pity on him and return the clothes she'd been holding hostage.

Jimmy and Vicky dressed awkwardly and hastily, though of course in each other’s clothes, stretching the humiliation just a bit further. Vicky's skirt hung a little loose on Jimmy's hips. Jimmy's trousers bunched at Vicky's ankles. Neither of them looked at the other. Neither of them looked at anyone.

There were still a few minutes left in the break, and Andy was still stuck in that wonderfully humiliating swimsuit. Mia was done with Jimmy and Vicky for the moment, which meant Andy was about to become the center of attention all over again. I’ll tell you all about that next time.
Last edited by Blondie on Sat Aug 01, 2026 5:30 am, edited 12 times in total.
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by notme222 »

Delighted to see this continue!
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Mnsjsjsj »

Finallyy, cant wait for more chapters
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by EverythingOff »

I just joined so I could comment on this story. You are the master, Blondie! Such great storytelling. Interesting that there might be some romantic interest from Mia, too. Not that she isn't all in on the humiliation, but fun to see that she's perhaps a bit curious. I think that's an exciting element. In any case, very nice work, as always.
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Brett »

: :D bunp
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