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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Andy's Embarrassing Over-the-Knee Spanking, Chapter 14

Post by Blondie »

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Chapter 14: The Submissive

We left off at the end of recess. As you’ll recall, Andy had managed—barely—to fight Mia off and regain control of his swimsuit bottoms. By then, he wanted nothing to do with us and, very much against Miss Prescott’s instructions, he scurried across the playground alone, head down, before vanishing into the building.

Meanwhile, Jimmy and Vicky, now wearing each other’s clothes, dutifully tagged along behind Mia and me, neither of them brave enough to stray.

“Andy’s asking for trouble,” I said, smiling.

“I know,” Mia replied. “I don’t think Miss Prescott will be pleased.”

Mia bent down and picked up the bunny ears Andy had left behind during their little wrestling match. The ears had been knocked loose while Andy desperately tried to haul up his swimsuit—yanked halfway down his legs—while also trying to keep Mia from seeing his penis.

I glanced back toward the building, imagining Miss Prescott already taking mental notes, wondering why Andy had arrived alone.

“He really doesn’t want you to see Little Andy, does he?” I giggled.

Mia grinned, flashing a devious smile. “That’ll just make it that much more enjoyable when it finally happens.”

“If it happens,” I teased.

Mia leaned in slightly, her voice quieter. “Oh, it’s going to happen.” She paused, smiling to herself. “It’s not a matter of if, it’s when. It’s only a matter of time.”

Little did I know how prescient that statement would turn out to be—or how quickly her wish would come to fruition.

* * * * * *

When we arrived in the classroom, Miss Prescott and Andy were facing each other at the front of the room. Andy, blushing brightly in his two-piece bathing suit, stood with his head bowed, a picture of submission. Miss Prescott had her hands on her hips, a posture of reprimand.

The stern expression on her face softened into one of bemusement the moment she spotted Jimmy and Vicky shuffling in, still wearing each other’s clothes. “What have we here?” she said, eyebrows arched.

“Oh, they stepped out of line, so they needed a little discipline,” Mia replied with a grin. “I think they’ve learned their lesson—at least for now.”

“Well, for their sake, I hope so,” Miss Prescott replied as they hurried to their seats.

Mia and I turned to join them, but Miss Prescott held us back. “Why don’t you two stay up here for now,” she directed. “I might need your help dealing with Mr. Cunningham.”

It was music to our ears. We looked at each other and grinned mischievously.

“As for you, young man,” Miss Prescott said, her sternness returning. “Who gave you permission to waltz in here on your own?”

“I... um... they tried to—” Andy started, but she cut him off.

“And why aren’t you wearing your bunny ears?” she snapped, a mock tone of anger in her voice.

“I–I’m sorry, Miss Prescott,” Andy stammered, scrambling to placate her. “They came off when we...” He glanced at Mia, who was grinning openly at him, then snapped his gaze forward. “When Mia tried to... to pull down my... this swimsuit—”

“There you go again,” Miss Prescott cut in sharply, “trying to blame someone else for your indiscretions. Isn’t that how you got yourself into this predicament in the first place? Have you learned nothing from it?”

“Y-yes, I have,” Andy insisted, his anxiety mounting by the second. “Please. I promise.”

“Well, you’re not giving me much reason to believe you,” Miss Prescott replied, her gaze landing on Andy’s tighty-whities still hanging mockingly on a hook at the top of the blackboard. “I’d like you to change back into your underpanties,” she declared. “I promised you a good spanking, and I want you to be wearing just your underpanties while you’re over my lap.”

Mia and I exchanged a quick, gleeful look, each of us relishing what was about to unfold. Personally, I had mixed feelings at the time. On the one hand, it meant Andy would have to change out of the swimsuit and into his underpants. And if the earlier events were any indication—and I was fairly certain they were—he wouldn’t be doing so in private. And that promised to be highly entertaining.

But I also found my mind circling back to his impending spanking. I had this vision, or at least this hope, of Andy stretched naked across Miss Prescott’s lap. A spanking in his underpants would be stimulating enough, sure, but a naked spanking? And Andy’s reaction to it? The thought of him enduring that kind of humiliation had my juices flowing.

At the least, I remember thinking, hopefully, she can pull down his undies and expose and spank his bare bum.

But I’m getting ahead of myself. At that moment, Andy was faced with the now-familiar plight of potentially stripping down in front of a captivated audience. Watching him hesitate, knowing what exposure might be demanded of him next, sent a delicious thrill through me as I waited for the scene to unfold.

And it played out in a manner that was far more delicious than I could have hoped—most of all for Mia, who would make the most of her extraordinary opportunity.

* * * * * *

Andy followed Miss Prescott’s gaze to his underpants and visibly flinched, no doubt picturing the ordeal to come.

“I... c-can I—” he stammered, then tried again. “Can I please go out in the hallway to change?”

“Oh, for crying out loud, this again?” Miss Prescott replied, feigning exasperation. “No, you may not. Your behavior has been shameful. Thus, you’re going to be shamed.”

Andy fidgeted anxiously, panicking over the prospect of what awaited him. “M-may I... would you at least hold the towel up while I... while I change?”

“I’m not going to do anything for you. I’m going to stand by my desk and watch.”

Like the pervert you are!

Miss Prescott eyed him for a long moment, as if reconsidering, then tipped her head to the side. “I’ll tell you what. If you cooperate, I’ll let Andrea hold the towel up for you.”

My eyes lit up, while Andy’s jaw just about hit the floor. He started to protest, then stopped himself, probably realizing that resistance would only make things worse. Perhaps he took some small comfort in the fact that I had already seen him naked. :lol:

But then his eyes darted to Mia, and a horrified expression crossed his face. Mia had not seen him naked, and Andy had given every indication so far that Mia seeing him naked was possibly the worst fate he could imagine.

“But... but...c-can M-Mia go back—” Andy pleaded desperately. “Please. Can she please go back to her seat?”

“I don’t think so. I have special plans for Mia,” Miss Prescott said, a twinkle in her eye. She paused, letting the suspense build, while Mia and I waited breathlessly. When she spoke, her words were a bombshell.

“Since you’ve been acting like a little boy, Mia is going to help you undress. Just like one might do for a little boy.”

The uproar from our classmates nearly drowned out Mia’s gleeful squeal.

Miss Prescott waited for the noise to subside, then reached into her desk drawer and produced the familiar bath towel—the same one she’d used earlier, back when I’d been granted the pleasure of seeing Andy naked. Now, it seemed, it would be Mia’s turn.

“Andrea,” she said, handing me the towel, “would you mind holding this up for Andrew? I get the distinct impression he’d rather not have his classmates see him while he’s being disrobed.”

“My pleasure!” I replied as I merrily accepted the towel.

“Mia, I’ll have you come over here and stand next to Andrew,” Miss Prescott said, as though she were directing a scene in a play.

Mia reached his side in a heartbeat, grinning freely, while Andy looked as though he might actually be sick.

“Andrea, if you’ll hold up the towel,” Miss Prescott said. “Mia, you’re in charge of getting Andrew prepared for his spanking. When you’re finished with him, he'll be in his underpanties. I’ll leave it to you. You have my unconditional authority; I have complete confidence in you.”

And knowing Mia like I know Mia, I’m sure that confidence is fully justified.

“Andrew,” Miss Prescott continued, “you will not interfere. You are to obey Miss Collins. You are her submissive. You will give her full freedom to remove your bathing suit and dress you in your little underpanties, like a little boy.”

With that, Miss Prescott stepped aside, looking as eager as I was for Mia's performance to begin.

I was thrilled to have what was in effect a front-row seat and an unobstructed view (you didn’t think I’d actually block my view with the towel, did you?) for what promised to be a stimulating display. I doubt I could have been any more excited even if Miss Prescott had handed the task of undressing Andy to me instead of Mia. I’d already had that particular pleasure, and this was different. I was excited for Mia, fully aware of how badly she’d wanted this moment. And knowing her as I did, I had every reason to expect she’d turn it into a thoroughly entertaining spectacle.

She did not disappoint.

* * * * * *

Mia approached Andy with relish, her anticipation palpable. He shifted restlessly, his chest rising and falling in uneven, anxious breaths.

It became apparent almost immediately that Mia had no intention of rushing things. On the contrary, she seemed intent on stretching the moment out, savoring every second.

Without a word, she took the bunny ears she had been holding and placed them back on Andy’s head. She spent a long, fussy moment straightening them, then stepped back, meeting Andy’s eyes and smiling wickedly as his blush deepened.

She stepped forward, took Andy’s hands in hers, looked up at him, and taunted, “Are you ready, little boy?”

Andy didn’t reply. If anything, he seemed to be holding his breath.

Mia let go and took her time, openly studying him from head to toe. “Since you are my submissive, I’d like you in the submissive position, please."

Andy took a deep breath and obeyed, straightening his posture and crossing his fingers behind his head. Mia smiled with approval.

“I love your cute, little-boy underarms,” she cooed, poking one gently. “Although, in your pretty little swimsuit, they’re more like little girly underarms. Adorable.”

As Mia continued to stare, Andy squirmed delectably.

“Now, where shall we begin?” she mused, tapping her chin thoughtfully.

She didn’t wait for an answer. Instead, she dropped to one knee, took Andy’s ankle, and casually slipped off the pink ballet slipper. She did the same on the other side, unhurried, leaving him barefoot and one step closer to his impending nakedness.

Carrying the slippers, she strolled over to the desk and set them beside Miss Prescott, who leaned there with folded arms, watching every moment with open amusement.

Mia returned to Andy and paused, looking him over once more. Her hand curled around her chin, her index finger resting over her lips as though she were weighing her options. The tension felt almost tangible.

Andy stood rigid in the submissive position, his eyes fixed on a spot beyond Mia’s shoulder, unable to meet her gaze. His jaw was clenched tight, his breathing uneven. I could practically see his thoughts racing as he anticipated the humiliation he knew was inevitable. He was entirely at her mercy, and Mia reveled in that knowledge. Every second she lingered had to make it even more unbearable for Andy, and I found the spectacle utterly captivating.

Finally, Mia placed both hands on Andy’s hips, eliciting a flinch he probably wished hadn’t been so obvious. She kept her hands there, unhurried, before tilting her head up to look at him. He continued staring off in the distance.

“Look at me, Andy,” she said softly.

Reluctantly, Andy met her eyes. He looked like a frightened puppy.

“Oh, Andy. You look so nervous. It’s adorable.” She let that sit for a moment, watching his reaction, before continuing. “I need to strip you naked before I dress you in your underpanties. Shall I start with your pretty top or your cute little bottoms?”

Andy just stared at her, mouth opening and closing. No words would come. It didn't matter, because it was a rhetorical question. She was going to start wherever she wanted to start.

Instead, she reached up and gently removed the bunny ears from his head.

“We won’t be needing these,” she said, setting them on the desk. She paused just long enough to exchange a smile with Miss Prescott before turning back. “This will be even better,” she added. “You’ll be completely naked for me pretty soon. Not even bunny ears.”

She snuggled up closer to the ill-fated Andy as her hands returned to his waist with a light, possessive touch. Slowly, agonizingly slowly, she slid her fingers up along his sides, the feather-light contact making Andy shiver.

Mia took hold of the hem of his swimsuit top and began lifting it, inch by inch.

“Let’s get those pretty arms up in the air,” she directed.

Andy complied, but only half-heartedly, his elbows bent and shoulders hunched.

“Nice and high. Straight up,” Mia said.

Andy, face flushed, raised his arms straight overhead, and Mia slowly peeled off the top—over his chest, over his shoulders, off his arms. She didn’t move away, just stood there grinning, holding the discarded top and watching him stand exposed and vulnerable, his arms still raised.

After a long pause, Mia said softly, “That’s a good little boy. You can put your arms down now. Submissive position, please.”

Andy lowered his arms and resumed the pose. Mia smiled at his subservience, then strutted to the desk to drop off the swimsuit top.

After she stepped away, I had a delicious moment when Andy and I made brief eye contact. (Of course, I was holding the towel below my chin so I could witness every wonderful moment.) He averted his eyes immediately, but he certainly noticed that I was smiling at him. The understanding that passed between us was unmistakable: I was enjoying this, thoroughly, and he knew it. Indeed, his face immediately turned redder, and I savored the effect of that single glance.

When Mia walked back—sporting a grin and giving our classmates a thumbs-up along the way—she slipped in behind Andy, and before he could collect himself, her fingers were already teasing him again. She stood directly behind him, much to my pleasure, since I had an unobstructed view of Andy’s torment. He squirmed and twisted under Mia’s deft touch while she used both hands to run her fingers softly across his arms, lingering at his shoulders before drifting across his newly bared chest. She took her time there, spending a moment or two toying with his nipples before leisurely drawing her fingers down along his sides, where they came to rest at the top edge of the swimsuit bottoms.

Andy flinched when her hands slipped into the back of the swimsuit, Mia now openly fondling his bottom. I looked closely at his crotch, wondering if there would be any reaction. I thought I might have detected some slight movement, but I suspect his anxiety over his impending nudity impeded Little Andy's ability to get fully excited.

When both of her hands moved forward, Andy stiffened. I was sure, as was he, I reckon, that she was going to continue exploring and take things further simply because she could. But she stopped just above his thighs, her fingers peeking out from beneath the hem and gently tickling his skin.

I asked her about that later, and she said she had fully intended to fondle Andy’s little goodies, but changed her mind at the last moment. She decided she wanted her introduction to Andy’s privates to be a visual experience. She added that she still didn’t know whether Andy had grown any hair down there, though she suspected he hadn't, and she was looking forward to finding out when the unveiling finally came.

So Mia withdrew her hands from the confines of Andy’s swimsuit and stepped around to face him once more. He was looking downward, focusing on a spot on the floor a few feet in front of him.

“Look at me, Andy,” she said. “You’re going to look at me whenever we interact from now on.”

Interaction was almost certainly not high on Andy’s list of desired activities, but defiance wasn’t really an option. Slowly, he lifted his eyes to hers—misery written across his face.

“Are you ready to be naked, my little submissive?” Mia asked, her voice soft. Andy didn’t respond, but Mia had no intention of letting him off the hook. “Answer me, Andy. I want dialogue. This isn’t going to be a one-way conversation."

“N-no,” Andy muttered, barely audible.

“No, what?”

“No... I—don’t want to be naked.”

Andy squirmed, and I’m sure the giggling from our classmates behind me added to his anxiety.

“I’m sure that’s true,” Mia said pleasantly. “I know I wouldn’t want to be naked either.” She tilted her head. “Can you tell me why you don’t want to be naked?”

Andy went silent again. Of course, Mia was well aware of the absurdity of the question. But that wasn’t going to slow her down. She turned to me.

“Andrea, would you mind lowering the towel just a little? Maybe that will help Andy find his words.”

“No!” shouted Andy, but I lowered the towel about a foot or so. His upper torso was now plainly visible to his classmates.

“Are you going to talk to me, Andy?” Mia pressed.

“Yes—yes! Please... don’t... no lower!”

Mia smiled. “Of course. We can leave it exactly where it is. That will be entirely up to you. Now, tell me. Why don't you want to be naked?”

Andy took a shaky breath, then finally forced out, “Um… um… because… it’s embarrassing.”

Mia leaned in, eyes dancing. “Embarrassing how?”

“I—I don’t know,” he said weakly.

Mia pressed on. “You do know. You chose the word.” She inched a little closer to her prey. “So tell me what you mean.”

Andy shifted again, his discomfort plainly visible. “It’s just... you’ll see me,” he said, blushing brightly.

“And?” prompted Mia, clearly enjoying the exchange.

“And I’m... I’ll be na... with nothing on,” he stammered.

The conversation seemed to be going in circles, but nobody in the room other than Andy seemed to mind.

“Yes, you’ll be naked,” said Mia. “We’ve ascertained that, and you said it would be embarrassing. Why will you be embarrassed to be naked?”

Andy hesitated, at a loss for how to respond.

“Use your words,” Mia said. “Do we need to lower the towel some more?”

“No! I’ll... um... I’ll be... exposed.” His face was crimson.

Mia smiled. She took another small step closer—not touching him, just narrowing the space. She glanced at the swimsuit bottoms, then back up to his eyes.

“So it’s not just that you’ll be naked,” she continued. “It’s that you’ll be exposing something, right?”

Andy nodded miserably.

“Tell me, what is it you’re so embarrassed to expose?”

“I... please, Mia... don’t... you know.”

“Oh, I do,” said Mia, her eyes sparkling. “But I want to hear you say it.”

Andy squeezed his eyes shut for a brief moment and took a deep, uneven breath before speaking. “My pe—” He stopped himself. He knew what Mia wanted him to say, and he knew she wouldn’t ease up until he said it. “Little... Little Andy,” he said, eliciting effusive giggling from behind me, and a boisterous response from Mia.

“Yes!” she cried out. “Little Andy! I’ve been waiting for what seems like forever to see it!” she said. “And now it’s going to happen. Isn’t that amazing, Andy?”

This time, she did not require a response. Instead, she gave him strict instructions. “Yes, soon, my dear Andy, I’m going to pull down your little swimsuit bottoms. When I do, I know your first instinct will be to drop your hands and try to cover up Little Andy, because I know you really don’t want me to see it. Is that true?”

Andy nodded miserably and stared down at the floor, his whole body tense with dread.

“Look at me, Andy.” Andy forced himself to meet her eyes, his own wide and anxious. Mia leaned in. “That will not be allowed. You will remain in the submissive position so I can get a nice, unobstructed view. Do you understand?”

Andy nodded forlornly again, obediently holding Mia’s gaze even as his cheeks burned with embarrassment.

“Good boy,” said Mia with a wicked smile. “Because if you don’t—” She paused for effect, then turned to me. “If he tries to cover up, Andrea, what will you do?”

“I’ll drop the towel,” I said with a smile and without hesitation.

“She’ll drop the towel,” Mia repeated to Andy. “You don’t want her to drop the towel, do you, Andy?”

Andy shook his head emphatically.

“And why don’t you want her to drop the towel?” Mia pressed.

Andy opened his mouth to speak, but nothing came out.

“Words, Andy” Mia coaxed.

“I... because... they’ll all see me.”

“They’ll all see you while you’re...?” Mia held out her open palm in encouragement.

“Naked,” said Andy, eliciting more giggles.

“Yes! Naked! Isn’t this exciting? Pretty soon you’re going to be naked, and totally exposed. Little Andy will be out there in the open, and I’ll be staring right at it. Can’t you just die?”

When she said that, my first thought was that yes, if that were an option, he would probably consider it preferable to what was about to transpire.

“And your sister and Miss Prescott will get to see you all naked again.” She took a quick glance at both of us and smiled. “I think they are both looking forward to that.”

Mia paused, momentarily appearing deep in thought.

“How shall we go about this, Andy?” she mused.

She dropped to one knee and took hold of the bottom hem of the swimsuit. Andy was visibly trembling now. Mia looked up at him and said, “I suppose I could tease you and lower these reeeal slowly, drawing out the suspense. That would be entertaining, and quite stimulating.”

She let the possibility hang there, giving Andy (and the whole class) time to imagine the slow reveal.

“Or,” she continued. “I could simply do this.”

Without warning, she pulled the swimsuit bottoms down to Andy’s ankles in one smooth, continuous motion.

Andy’s whole body stiffened as he let out a high-pitched yelp. After that, it was bizarrely quiet, considering what had just taken place. The students—though Andy’s squeal of surprise may have given them an inkling—were still unaware that he had been laid bare.

For my part, I was completely caught off guard. For a moment I was simply stupefied, staring in open-mouthed wonder. Then my expression broke into a shit-eating grin as I watched Andy’s face turn crimson, the color spreading to his neck and chest as the reality of it fully hit him.

The silence finally broke when Mia—still on one knee, looking unabashedly at what she had just exposed—began to giggle.

It was infectious, and a second later, I was giggling too.

To the sound of two giggling girls, Mia deftly slipped the swimsuit off Andy’s feet and sauntered over to the desk. Before setting it down, she held it high for everyone to see, and delightedly declared, “Andy’s naked!”

The roar from our classmates reverberated throughout the room. For Andy, it must have been deafening.
Last edited by Blondie on Sun Sep 20, 2026 11:17 pm, edited 7 times in total.
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Brett »

:D awesome. Exactly how i imagined it would go. Surprised he didnt get a stiffy. :)
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Blondie »

Brett wrote: Thu Feb 12, 2026 1:12 am :D awesome. Exactly how i imagined it would go. Surprised he didnt get a stiffy. :)
Evidently you haven't taken into account that Mia is still in charge—and Andy is still naked. ;)
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Clashofstylecfnm »

Awesome as always. Mia is a great humiliatrix-to-be
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by mars357 »

Masterfully written. Love the build-up, the suspense!
A kinky, pervy dreamer who occasionally feels creative. I love and appreciate comments and encouragement and I'm also open to suggestions!
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Brett »

Cant wair until Mia brings littke Andy to attention. :o
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by steam train »

Your ability to tease out the situation and produce maximum humiliation and embarrassment is unsurpassed!
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Brett »

Mia...now where we.
You are in the submissive position.
Little Andy is out in the open.
Do you remember our time in the playground
Little Andy got bigger
I prefer that.
Now dont move or the towel will drop.
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Re: Andy's Embarrassing Over-the-Knee Spanking

Post by Brett »

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

Post by eredinstormborn »

Would love the next part to this story. Normal life and career can wait, lol. Great story, can't wait.
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