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 8

Post by Blondie »

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Chapter 8: The Schoolyard

The lunch bell sounded, which for Andy was a "good news, bad news" scenario. The good news was that he would at least temporarily escape from the relentless, humiliating teasing dished out by Miss Prescott. The bad news was that he would have to go outside wearing a skin-tight pink leotard, complete with bunny ears, a bobbing bunny tail, and pink ballet slippers. If you ask me, you could just flip that order around to "bad news, good news." :D

"Andrea and Mia," Miss Prescott called, "I'd like you to once again serve as Andrew's escorts. I do hope he doesn't give you any trouble this time."

Mia and I sprang from our chairs, nearly elbowing each other in our rush to the front. I’m sure the class could feel the giddy energy radiating off us.

"Mr. Cunningham," Miss Prescott went on, "I will be considering your upcoming punishment while you are gone. I fully expect you to be on your best behavior, lest you wish that punishment to be even more unpleasant than whatever I settle on.”

As we reached the door, she gave us one last, parting shot. “Andrew, you best be cooperative with your chaperones. If I hear of any misbehavior on your part, there will be consequences.”

This day just keeps getting better!

* * * * * *

It was a festive atmosphere as we paraded down the hallway. The three of us led the way hand-in-hand, while the rest of our classmates lined up in single file behind.

"Oh, Andy, you look absolutely adorable in your little bunny suit," teased Mia as we walked along.

She leaned forward, eyes locked on his crotch for several steps, shamelessly drawing attention to the tiny bulge beneath the pink spandex.

"And I just love how we can see cute Little Andy poking at us through your pretty leotard,” she went on, her voice loud enough for a few classmates behind to hear.

With that, she reached out with her thumb and forefinger and gave the little bulge a playful jiggle.

“Hey! Stop it!” Andy yelped, face burning, as he jerked his hand away from Mia’s and swatted her fingers off his violated boyhood.

Instead of reprimanding him, Mia only giggled and reached behind him, grabbing the material that already exposed half his butt and yanking it higher, revealing even more cheek.

"Knock it off!" Andy shouted, twisting to pull it back down as far as it would go—which wasn't very far.

Not wanting to be left out of the fun, I reached behind and tugged up the other side, drawing another outraged protest.

"Stop doing that, goddammit!" he shouted while again readjusting the leotard as best he could.

Grinning, I gave the bare part of his behind a playful pat, and together we took his hands again, guiding him down the stairs toward the exit, our laughter and the giggles of classmates echoing around us.

At the foot of the stairs, we encountered a group of sixth graders heading the other way. One girl spotted Andy and gasped, elbowing her friends. “Oh my gosh, look at the bunny boy!” she squealed. Instantly, a chorus of “awww!” and giggles followed, and one boy called out, “Nice slippers!” The whole group stared, wide-eyed, as we walked past—Andy blushing crimson with every step.

After exchanging a grin with Mia, I turned to Andy. “Did Miss Prescott see you naked when you changed into your leotard?”

"No!" Andy shot back defensively.

“Are you sure?” I prodded. “I’ll bet she saw your petite little pee-pee when she made you take off your underpanties.”

“No, she didn’t! I changed in the bathroom,” he insisted.

"Sure you did," I answered sarcastically.

"Maybe we can see him naked like Miss Prescott did," Mia chimed in, eyes twinkling.

"No!" Andy cried. “And she didn’t!” Mia and I just giggled as we continued on.

We reached the exit, and Andy stiffened, pulling back as we tried to lead him through the door. He surveyed the courtyard—the lunch area that was reserved for the seventh and eighth-grade girls. The seventh graders were already out there (our lunch time overlapped with theirs), which certainly contributed to Andy's apprehension.

The boys peeled away for their own exit, many glancing back at Andy and snickering. Andy, hoping for the lesser of two humiliations (barely!), tried to extricate himself from our grips and go join them. Of course, we would have none of it.

"You're staying with us, silly boy," I said. "You're wearing a leotard, bunny ears and ballerina slippers, and you are showing off your girly legs. You belong with us."

"Besides," Mia said, leaning in and adjusting his ears, "we're having too much fun with you. And you look so darling. I'm not letting you out of my sight, bunny boy."

She let her hands drop down to where they were low on his hips. I think the last two or three fingers of each hand were touching the bare part of his booty. Andy, uncomfortable with the close contact, managed to wriggle free, but we quickly took his hands again and led him outside, where the real show was just about to start.

* * * * * *

It didn’t take long for the seventh-grade girls to notice the thirteen-year-old boy in full bunny regalia, his face the color of a tomato. Word traveled quickly, and by the time we reached the middle of the courtyard, every eye was on Andy, and the giggling was pronounced.

"Oh, Andy, you're going to be the star of the lunch hour," Mia teased. “Look, you already have a lot of admirers.”

The three of us settled on the nearest bench—with Andy in the middle, of course. I unwrapped my tuna sandwich while Mia dove into her lunch bag. Andy glanced at his own, but he didn't seem to have much of an appetite. Go figure. :lol:

“I wonder what Andy’s punishment is going to be,” I mused, taking a bite.

“Good question,” Mia replied. “Maybe she’ll make him get naked." She paused while Andy fidgeted in his seat, and I smiled hopefully at the prospect. "I'd really like to see Andy naked," continued Mia. "What do you think, Andy—would you like to get naked for us?" casually draping her hand on Andy’s bare thigh.

“No!” Andy snapped, brushing her hand away.

"I wouldn't do that again if I were you," Mia warned.

She put her hand right back. Andy, knowing that the threat of Miss Prescott loomed large, stayed perfectly still. She started caressing his thigh up and down. "I can't resist doing this, Andy,, letting her hand drift higher. "Your legs are so smooth and pretty, and there is even more to see now than when you were just in your underpanties.”

I watched as she moved her hand to his inner thigh and used her fingertips to delicately toy with him. She wiggled her fingers menacingly close to his crotch, causing Andy to contract his hips and stiffen in his seat.

"Oh, I'm sorry—is that a sensitive area?" Mia laughed, settling her hand on his upper thigh. Andy just sat frozen.

Mia's fun was about to be interrupted, at least temporarily. Most of the fresh witnesses of Andy's condition had been content to admire him from a distance, but a quartet of seventh-grade girls were approaching us. They stopped a few feet in front of us, then one of the girls—seemingly their ringleader—boldly approached Andy and stuck out her hand.

"Hi, my name's Veronica," said the pretty young girl.

Andy was not at all interested in engaging the assertive seventh-grader, and he tried to ignore her. I nudged him in the ribs fairly hard with my elbow, and he rather meekly held out his hand without looking up and gave her a flimsy handshake.

"His name is Andy," Mia said. “Andy, you should stand up and introduce yourself.”

Mia’s hand slid from his thigh to his butt, giving it a squeeze. Andy popped up from his seat and faced the girl. She looked him up and down and smiled. I'm sure it was obvious to her that his attire was not at all his own choice.

"Why are you dressed like that?" she asked.

Andy looked like he was searching for words, but nothing came out. "He's being punished," Mia said. “Our substitute teacher has all his clothes, and he’s not getting them back until after school.”

This juicy revelation made all the girls smile. “Really?” Veronica said, wide-eyed.

“Not only that, but—Andy, tell Veronica what you were wearing before Miss Prescott made you put on the bunny suit.”

Andy bit his lip, then muttered, “Underwear.”

"Seriously? He was stripped to his underwear?" Veronica said, grinning at her friends.

"Just his underpants, to be more specific," Mia said with a smug smile.

Veronica gasped. “Oh my gosh! You were wearing only your underpants? What color were they?”

Andy didn't respond, so Mia answered for him. "He wears tighty-whities."

Veronica shook her head, laughing. “Oh, I wish I’d seen that. You must have been so embarrassed!" She looked at his glowing face. "Kind of like you are now."

"Andy, tell Veronica what you're supposed to call your underpants."

Andy knew Mia would not relent until he said it, so he got it over with. "Underpanties," he said.

Veronica grinned. "Maybe you can come into our classroom and model your underpanties for us."

Andy tried to sit, but Mia blocked him. “I don’t think she’s finished talking to you,” she said, pushing him to face Veronica again.

The confident girl became more emboldened. She looked pointedly at his crotch. "You know, we can see the shape of your thingy." She paused as she continued to stare, then said, "It's not very big," eliciting giggles from all of us.

"We call it Little Andy," said Mia with an impish grin.

The whole group burst out laughing while Andy, crimson, reactively covered Little Andy with both hands.

Once the laughter died down, Veronica asked, “Have you made him hop around like a bunny?”

Mia and I looked at each other and grinned. We hadn't thought of that, but the looks on our faces indicated that we both thought it was an exquisite idea.

“We haven’t,” Mia said, grinning, “but there’s no time like the present.”

Mia and I stood up, and the six of us waited expectantly for Andy to hop around. But he was apparently not interested in doing our bidding.

“Come on, Andy—hop like a bunny for us,” Mia urged.

"I'm not going to do that," declared Andy firmly, crossing his arms.

"Oh, but I think you will," Mia countered. "Think about it, bunny boy. If Miss Prescott doesn't get a good report from us, who knows what she’ll do?" Mia paused to let that sink in. "She might make you do the bunny hop naked." Again she paused. "Now that I think about it, I'd really like to see that," she said with a chuckle.

Again we waited. Andy stood there, contemplating his sorry situation. And then, out of the blue, he did it. He hopped up in the air. Twice. It wasn't much of a hop—he didn't even bend his knees, and he probably didn't get more than an inch or two off the ground—but he did submit to us, which brought a smile to my face. Of course, that was not going to be enough, and it was the determined seventh-grader who chastised Andy.

“No, that’s not a bunny hop!” Veronica said. "Hop like a bunny, like this!" she said while demonstrating an exaggerated bunny hop. "And hold your hands out, like this." She held her hands out and put her palms together with her fingers facing skyward, as one might do in prayer.

Andy was resigned to his latest debasement, so, much to our entertainment, he started hopping around the yard. It was quite the spectacle. He was bouncing around like a—well, like a bunny. And to add to the hilarity, Miss Prescott had applied the big, round bunny tail somewhat loosely, so it was bobbing up and down with his every hop. And his humiliation was intensified by the fact that it was a seventh-grader who was leading the charge. Veronica made him follow her all around the schoolyard while shrieks of laughter rang throughout.

I was, of course, enjoying the scene immensely. My bratty brother was being forced to cater to our every whim, and he was drowning in humiliation. At that moment I didn't think life could possibly get any better.

* * * * * *

The bell rang, which meant the seventh graders had to return to class. Veronica's fun was over, but she was still giddy with exhilaration as she parted ways with her favorite bunny. "Thank you, Andy!" she called out as she walked away. "You're the best bunny ever!" She took a few more steps before turning around with a parting shot. "And thanks for sharing Little Andy with us!" With that she scampered away, laughing all the while.

Mia and I were still giggling when we took our seats on the bench to finish our lunch.

"Let's see, where were we before that wonderful interruption?" Mia mused. "Oh yes, I was enjoying Andy's pretty legs," she said.

Taking up where she left off, she put her hand on his thigh, while using the other hand to eat an apple. Andy started to reach for her hand, but then thought better of it, heeding Mia's earlier warning about us giving Miss Prescott a bad report. I think he must have decided that, though Mia and I (especially Mia!) were causing him considerable torment, he was quite aware that it would not compare to the humiliation that Miss Prescott could inflict on him. After seeing her in action, and especially after subsequently reading her Felicity book, I'd say he was correct in that assessment.

I watched as Mia stroked the top of his thigh, then let her fingers wander to his inner thigh. Andy squirmed, but Mia was undeterred. She moved her hand up, brushing the spandex right where Andy’s penis pressed against the leotard. Andy again reached for her hand, and this time he caught her wrist.

"Uh uh uh!" warned Mia while looking at Andy sternly.

Andy thought about it, then ever so slowly loosened his grip. He grabbed the bench on either side of him, apparently bracing himself for the potentiality (probability?) of an invasion of his intimate parts.

Not to be denied, Mia began toying with his penis through the fabric.

"Please, stop," squeaked Andy as he squirmed his hips under her unremitting touch.

“Oh, but Andy,” Mia cooed, “you say stop, but Little Andy says otherwise.”

Mia was right. The little bulge in the leotard was quickly becoming a bigger little bulge. I couldn’t resist, and I reached down and lightly tickled his balls. Much to my delight, Andy let out a startled, high-pitched squeal.

"Oh!" he yelped.

I felt a little funny touching my brother like that, but it wasn't a sexual thing at all. I figured having his sister touching him so intimately would add to his humiliation—and judging by his reaction, I could tell I was right. And the power I felt over him, knowing I could do whatever I wanted to him—including touching his balls on a whim—well, that power was exhilarating.

Mia, on the other hand, wasn't feeling funny at all about touching his penis. On the contrary, she was basking in the whole scene. It was like she was intoxicated by the control she had over Andy. And... it was nothing I could put my finger on, but I had the feeling that she might have had a little thing for my brother, and that part of her was getting aroused by playing with his penis and getting him stimulated. Don't get me wrong—she was absolutely reveling in the humiliation aspect, and that far outweighed any sensual pleasure she may have been deriving from her intimate contact with Andy. But there was just a little more going on there than the humiliation.

But that's maybe a story for another day. We were getting Andy pretty worked up, and he was fidgeting around almost like a fish out of water.

"What a cute little stiffy you have, Andy!" Mia giggled as she continued to play with his little stiffy.

I giggled, too, as I looked at his little boner poking up in the leotard. It probably wasn't very big to begin with, and the tight spandex material compressed it, but one could tell that he had a hard-on. And one could also tell that he was quite embarrassed about it. So of course I had to turn the screws a little bit more. I cupped my hand around his burning cheek and chin. "What a darling little boner Little Andy made for us," I said. "And what a naughty little boy you are, showing off your excited little wee-wee in front of your sister and her friend."

As Mia and I laughed, the bell sounded. I was sorry that our fun in the schoolyard was coming to an end, but there was an upside: Andy had to stand up. When he did, his unwelcome erection stood out even more, much to Andy's chagrin. He reached down and desperately tried to make an adjustment, but it went for naught, as the tight material didn't allow for any repositioning of his aroused penis. He moved to cover up, but Mia stopped him.

“No, no—that’s not allowed,” she chided, grabbing his wrists. “Miss Prescott said your hands stay away from Little Andy.”

We led him through the yard. Though the spandex material constricted it, his arousal was unmistakable. And it wasn't as though he could fly under the radar. He was wearing a pink leotard and bunny ears, and pretty much everyone within twenty yards of him was eyeballing him for the sheer entertainment value. And all they had to do was look down, which they inevitably did.

"Look, Andy's got a stiffy!" shouted one of our fellow eighth-grade girls.

"Ooh, he does!" another echoed. "And it's rather small!" she added with a giggle.

"Oh, this is too funny!" from yet another.

And it certainly was. The laughter followed us all the way to the building, and Andy, red as a beet, had to endure it the whole way.

In the hallway, I noticed Andy’s erection was subsiding. Mia noticed it too, and took matters into her own hands. She used her left hand to hold Andy's hand behind her back, then reached down with her right hand and started fiddling with his penis again. Andy flinched and made a half-hearted effort to break free, but we held him firmly.

"Please, just let it—please don't," Andy pleaded.

But in a matter of seconds Andy's little member responded to Mia's deft touch, and his arousal was again visible from the confines of the leotard.

"That's my Little Andy," Mia cooed.

Then, just as we were nearing the classroom door, Mia took it to another level, as she is wont to do. She slipped her hand inside the leotard, taking Andy's little boner in her hand. Duly shocked by the intrusion, Andy let out a high-pitched shriek, tore loose from our grip, and scurried into the classroom, breathless.

"I guess Andy was in a bit of a hurry to get back," Mia laughed, laughing at her own audacity.

I just grinned at her and shook my head, marveling at her performance.

* * * * *

Once we were all situated, Miss Prescott wasted no time in involving the star of the day. "Andrew, let's get you out of that bunny suit and back into your underpanties."

That would prove to be a very entertaining undertaking for all, save for one extremely embarrassed thirteen-year-old boy.

I'll tell you all about it when I get a chance. I hope you enjoy reading about it as much as I will enjoy writing it up.
Last edited by Blondie on Mon Apr 27, 2026 5:55 am, edited 6 times in total.
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Andy's Embarrassing Over the Knee Spanking, Chapter 9

Post by Blondie »

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Chapter 9: The Sheet

"Andrew, let's get you out of that bunny suit and back into your underpanties."

I sat straighter in my seat, heart pounding with anticipation when the words came out of Miss Prescott's mouth. Don't get me wrong—the bunny suit was a marvelous touch. Mia and I had a blast tormenting Andy while he pranced around the schoolyard, floppy pink ears and all. And it was certainly humiliating for him. But it was music to my ears when I heard he had to go back to his tighty-whities. For one, there is much more of his skin exposed—I mean, he's one skimpy article of clothing away from being naked—and secondly, I know it is even more embarrassing for Andy to be so exposed, and one quick, simple maneuver away from being completely exposed.

Also, I was quite curious—tantalized might be more like it—about how Miss Prescott planned on going about having Andy change out of his clothing. Would she whisk him back to the teachers’ lounge for privacy, like before? I assumed so. Or—please, please—would she make him do it right here in the classroom? I could barely sit still, picturing all the humiliating possibilities.

I glanced back at Andy, and he was not at all excited about the prospect of changing back into his underpants. And he almost certainly had the same question I had: How and where was this change of attire going to take place? And of course, the undressing part of the equation had to be causing him considerable apprehension. I think it is safe to say that his level of anxiety probably even outweighed my level of tantalization.

That became ever apparent when Andy remained frozen in his chair, even as Miss Prescott stared at him expectantly.

The classroom was silent, everyone sensing something big was about to happen.

"You need to come up here, Mr. Cunningham," she said firmly, "so we can get you properly dressed."

Properly dressed? In his tighty-whities? The absurdity almost made me laugh out loud.

Andy hesitated for a few more moments before slowly rising from his chair and dragging himself up the aisle. All eyes were on the bunny boy, drinking in his every move with fascination. And of course, the bunny boy was well aware of that.

He stopped at the front of the room while Miss Prescott looked on from a spot near her desk. Andy turned toward the door, expecting to be led to the teachers' lounge like before. But much to his dismay (and my delectation!), Miss Prescott had other intentions. Her next words must have sounded like a death sentence to Andy.

"You can take off your leotard now, Mr. Cunningham," she said.

Gasps of surprise filled the room, followed by a chorus of giggles. Andy looked utterly lost—he glanced at us, at the door, then back at Miss Prescott.

"What... how... are we going to the teachers' lounge?" he asked anxiously.

"No, there's no need for that," Miss Prescott replied, casually pointing to the bottom drawer of her desk. "I have your underpanties right here. In the interests of time and convenience, it just makes sense to get you changed here in the classroom."

The room was abuzz. I couldn't believe what I was hearing, and I was giddy with excitement. I looked around and almost everyone was wide-eyed and open-mouthed. Mia caught my eye and licked her lips, as if she was about to be served her favorite meal after skipping breakfast and lunch.

Andy, of course, was in a state of panic. He took a quick look back at us, then pleaded desperately with Miss Prescott. "But... but I can't... not in front of... may I at least go change in the bathroom? Or... even the hallway?"

"Nonsense," Miss Prescott replied. "There is no good reason for you to leave this classroom. Your underpanties are right here. It’s only reasonable that you change into them here."

Andy just stood there, contemplating his dreadful plight. He again looked at the door, and for a moment I was certain he’d make a break for it—and honestly, who could’ve blamed him? But he didn’t. He must have realized—dressed in a pink bunny leotard, with Miss Prescott holding his clothes hostage, there wasn’t exactly a safe haven waiting on the other side of that door.

In any case, he stayed put. In retrospect, he probably wished that he hadn't.

"Tell me, Andrew," Miss Prescott said. "Why would you want to go elsewhere to change instead of just doing it right here?"

As if she didn't know, haha.

"I don't... want them to see," he said quietly, but loud enough for us to hear. There were a few titters, I'm sure adding to Andy's shame.

"Oh, I see," Miss Prescott replied, as though it were a revelation. "You're self-conscious about undressing in front of everybody, is that right?" Andy just nodded, eyes glued to the floor. "Because at some point—after you take off your leotard and before you put on your underpanties—you'll be naked. And you don't want anyone to see you when you're naked, right?"

Again Andy nodded. Miss Prescott pressed on. "Are you afraid they might see Little Andy?" Andy nodded again, cheeks blazing. "I'd like you to speak up," she insisted.

"Yes," Andy whispered.

"Yes, what?"

"I'm afraid... I don't want... them to see..." He stopped there, and again Miss Prescott pushed back.

"See what, Andrew?"

"Little... my front side," he forced out, voice shaking.

I chuckled to myself, knowing it would be excruciating for him to say it. But Andy should have known that Miss Prescott wasn't going to relent, and that he was only drawing out his degradation.

"And what do we call that undersized body part that you don't want anyone to see?" she pushed.

"Little Andy," he said softly, eliciting some giggles from his enraptured audience.

"Yes, indeed," retorted the cruel Miss Prescott. "Now the whole sentence. What are you afraid of, Andrew?"

Andy was nearly purple. "I'm afraid... that they will... that they might... see Little Andy," he managed, nearly choking on the words.

"Okay, I'll tell you what, Andrew," she said while reaching into her bag sitting on her chair. She pulled out a folded piece of light bluish material and held it up by its corners until gravity allowed it to partially unfold. As she continued to hold it up, more of the material unfolded and collected at the floor. It looked like a bed sheet, about the size for a double bed. The devious teacher could only have packed it in her bag with a particular purpose in mind.

"How about if I hold up this sheet as a screen while you get changed," she offered. "That way, your classmates won't be able to see."

There was a collective groan from several of the students. I was quite disappointed myself, but I held out hope that Miss Prescott had something else up her sleeve.

Andy, though dubious, found this solution much more desirable than the alternative. "Um... you'll hold it up until I'm done?" he asked, sounding somewhat skeptical.

"Yes," Miss Prescott said, chuckling. "Don't worry, I won't pull the sheet away until you're in your underpanties."

Andy still had a concern. "And... and you won't see?" he asked.

"Well, I'll be on the other side of the sheet, so how could I?" she said slyly.

Somehow that appeased Andy. I guess in his state of distress he didn't consider that being in control of the sheet, Miss Prescott could manipulate it any way she saw fit.

"Okay," he finally agreed, though somewhat reluctantly.

Miss Prescott set up in front of him, leaving plenty of space between the front row and the wall. She stood a few feet in front, holding the sheet up between herself and Andy.

“Okay, Andrew... you can take off your leotard now. And just toss them over to the desk when you're naked."

Andy was still hesitant. "Can I... can I get my underpants first?"

"No," said Miss Prescott emphatically. "For one, you have been instructed to call them underpanties. Plus, you are not permitted to go into the drawer. I will give you your underpanties after you’ve taken off your leotard. When you’re naked."

"But..." countered Andy, who still had enough wherewithal to think this through. "Then you would have to move the sheet, and also... you... you would see me."

"Let's worry about that once your leotard is removed," she countered. "I suppose I could look the other way."

Andy was not at all reassured. I couldn't blame him, and I was loving it.

"And the sheet... it's not really stretched out enough and they... I think some of them can see."

"Do you, now? You know, for someone who is being punished for unruly behavior, you certainly have a lot of demands. Don't you think that's a bit presumptuous on your part?"

"I... I don't know... it's just... the sheet..."

"I know, the sheet," Miss Prescott interrupted, appearing slightly annoyed. "So let me get this straight: I can't stretch the sheet out far enough to keep your classmates from admiring your little striptease, and I can't give you your underpanties after you take off the leotard, because then I'll move the sheet, and we'll see you standing there all naked. And we might see Little Andy. Do I have that right?"

"Um... well... yes, I... I guess," Andy muttered, now blushing up to his ears.

Miss Prescott’s smile widened. “Well, I think I have a solution for us, Andrew,” she said, looking pleased with herself.

Andy did not look very hopeful, and that would prove to be prescient. Her solution would once again involve Mia and me, much to our delight and Andy's consternation.

"I do think you are correct," she continued. "I can't spread this sheet out far enough by myself. I think we need two people. But that creates a dilemma. I could get one other person up here, but then we still have the same issue—when you’re naked, I’d have to move the sheet to fetch your underpanties. And you don't want anyone to see you naked. Another one of your presumptuous demands. So, to accomplish that, I think the best bet would be to get two volunteers to hold up the sheet, which would free me up to give you your underpanties. After you're naked."

I loved how she kept referencing Andy being naked. I'm sure he was cringing inside every time he heard that word.

"But..." Andy tried to protest, but he was summarily thwarted.

"No more objections," Miss Prescott declared. "It's time to move things along." She scanned the room. "May I please have two volunteers to come up here and hold up this sheet so Mr. Cunningham can have his privacy while he changes into his underpanties?"

Out of the thirty or so of us in the room, more than twenty hands immediately shot up. I was ever hopeful and was pretty sure that she would pick Mia and me.

"Andrea and Mia," she said right on cue. "You've both been very good with Andrew today. May I call upon you once again to assist me?"

She didn’t have to ask twice. Mia and I leapt from our chairs, grinning at each other as we bounded to the front of the room. I had a tasty moment when Andy and I locked eyes—his face flushed and miserable, a perfect contrast to my gleeful, predatory grin.

"Thank you, girls," Miss Prescott said, handing Mia the sheet. Mia passed me a corner, and we each took our positions, stretching the sheet out. As soon as we got it taut, something odd—and very unfavorable for Andy—came to light. There was a little circular hole. When I held the sheet up above my head, the hole was right at my eye level, so if I was so inclined, I could easily peek through it. (Ha! Ya think I might?) I looked over at Mia, and yes, there was also a small hole in a corresponding spot on her side. The devilish Miss Prescott had this whole scenario planned out, and it was working to perfection.

Mia and I looked at each other and exchanged a toothy grin, for the umpteenth time that day.

Meanwhile, Miss Prescott moved just to the left of Mia, and, more significantly, to the left of the sheet. "Okay, Andrew, you are shielded from your classmates now. It's safe to remove your leotard."

Andy hadn’t caught on to the holes, or to the set of prying eyes that were peering through them on either end. He was more concerned with Miss Prescott. More specifically, with her position in the room that allowed her to see his every move.

"But... can you go... can you get behind the sheet?" he pleaded.

"No, I won't be doing that," Miss Prescott said. "Don't concern yourself with me. It's not like I've never seen a naked boy before. Now let's move along. You can start by removing your ballet slippers."

Andy stood transfixed while he contemplated this latest disturbing development. Ultimately, he realized that there was nothing he could say or do that would keep Miss Prescott from witnessing his strip-down. Resigned to that ignominious scenario, he focused on us, while still addressing Miss Prescott.

"And... and they won't move the sheet, right?" he asked.

"No, they won't. Girls, please keep the sheet held above your head so Mr. Cunningham can have his privacy."

"Yes, Miss Prescott," said Mia. I saw them exchange sly smiles.

I watched as Andy took a deep breath, then bent down and pulled off one slipper, then the other, his hands shaking. My breathing got heavier, as it became evident that I was about to witness my brother submitting to a very embarrassing disrobing. I looked over at Mia, and she appeared to be as titillated as I was.

Andy clutched the slippers, then started to reach up and yank off the bunny ears. Miss Prescott swooped in, taking the slippers from his hand. “No, no, you’re to keep the bunny ears on,” she reprimanded. “You look far too fetching in them. Underpanties and bunny ears for you, the rest of the day.”

Andy grimaced and put the ears back on—and that’s when he noticed it.

"Hey!" he cried. "There's a hole in the sheet!" He looked across to the other side of the sheet. "There's two holes! They can see me!"

"Oh, I apologize for the tattered sheet, Andrew. The moths must have gotten to them. Girls, maybe you can turn the sheet the other way, so the holes will be near the bottom."

Disappointed, we let the sheet drop and picked up the other end. Our disappointment would soon turn to joyfulness, for when we stretched it out, additional holes came into view—two more, perfectly placed. Miss Prescott had thought of everything!

This time it didn't take Andy any time at all to see that his supposed privacy was not very private at all.

"The holes are still there!" he exclaimed, voice cracking.

"Oh dear, those darn moths are a nuisance, aren't they?" Miss Prescott said, feigning concern. "Hmm, I suppose we could turn the sheet ninety degrees, girls, but I'm afraid then it won't be wide enough. Some of his classmates would see him naked. And Mr. Cunningham is scared to death that someone might see him naked." She paused before continuing. "Girls, can I ask you to try your best not to peek at Mr. Cunningham through the moth holes while he's disrobing?"

"Sure, Miss Prescott. We will try our best," answered Mia while trying her best to keep a straight face. "I know Andy would be awfully embarrassed if Andrea and I accidentally saw him while he's naked."

"Thank you, girls. Andrew, I'm afraid you're going to have to trust that Andrea and Mia will exercise restraint while you're changing into your underpanties."

I'm sure, from Andy's standpoint, that "trust" was nowhere in any equation involving Mia or me.

"And if it helps, you can always turn your back while you're getting changed," Miss Prescott offered. "That way they won't get a glimpse of Little Andy."

Though disappointed, I was still looking forward to watching Andy being forced to strip. And seeing him naked, even though it would undoubtedly be from the back. Just as enticing, Andy will know that I'll be seeing him naked. A win/win for me!

"But... they'll still see me na—with no clothes on! And they're going to peek! I know they will!" Andy pleaded.

"Maybe they will, maybe they won't," Miss Prescott said, with a shrug. "It's asking a lot for them not to peek, but at least they're willing to try. And I've had just about enough of your demands. We've wasted far too much time already. Girls, please try to give Andrew his privacy. I know that won't be easy, as tempting as ogling a naked boy will be for you. But do your best, okay?"

"Yes, Miss Prescott," we said simultaneously in mellifluous tones.

Of course, considering the unpersuasive directive from Miss Prescott, the chances of either of us not taking advantage of our opportunity to watch Andy strip were about as good as the chances of Miss Prescott suddenly giving Andy all his clothes back. It just wasn't going to happen.

"Alrighty, then," Miss Prescott said. "Andrew, please take off your leotard. Now."

Andy was backed into a corner, and there was no way out for him. His unveiling was imminent, and I couldn't have been more excited. I glanced at Mia, and she looked just as keyed up as I was. Grinning, she gave me the thumbs-up sign before we both turned back to our peep holes, eagerly anticipating what promised to be the most entertaining display yet.
Last edited by Blondie on Mon Apr 27, 2026 7:32 pm, edited 6 times in total.
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Andy's Embarrassing Over the Knee Spanking, Chapter 10

Post by Blondie »

Image

Chapter 10: The Showdown

"Alrighty then," said Miss Prescott. "Andrew, please take off your leotard. Now."

With no feasible alternative left at his disposal, Andy surrendered. I watched eagerly as he turned his back to us (of course) and reached for the left sleeve of the leotard. He peeled it free, then did the same with the right, his movements slow. I felt a tingle and a wave of titillation as the material drooped down his back, bunching just above his buttocks. I have to say that, even though it was my brother, that because of the unusual circumstances and knowing how mortified he was, I felt myself becoming aroused as each inch of his pale skin was bared.

Andy’s eyes darted back and forth over his shoulder. We made no effort to pull our eyes away from our peephole, which he was keenly aware of. He glanced at the hole I was peering through—we even locked eyes for a split second

"They're peeking!" he cried, his voice cracking. "Tell them not to peek!"

"Let's not concern ourselves with the girls, Andrew," responded Miss Prescott, her amusement barely disguised. "I'm sure they're trying their best. But they're teenage girls, and a teenage boy is stripping naked before their very eyes. Of course they're going to want to peek. Now carry on, please."

"Oh God! May I... may I please have my underpants—I mean my underpanties—before I do this?" he asked desperately.

"We've been through this, Andrew. You'll get your underpanties after you're naked. Now please continue."

He faced forward again, hands gripping the material at his waist, clearly trying to summon the courage for the next humiliating step. The room had gone completely silent, and I could really feel the tension surrounding us. One could even say it was sexual tension, thanks to the scene that Miss Prescott had created.

I watched Andy's shoulders heave up and down a couple of times and could even hear him exhale his deep breaths, such was the quietude in the room. Then, without warning, he pushed the leotard down. It slipped quickly past his butt, presenting a delectable vision for me. He then let go, allowing gravity to provide for its descension down his legs, where it came to rest in a pool around his feet. Miss Prescott quickly swooped in and gathered up the leotard, coercing Andy to lift his feet one at a time in the process.

Andy was naked!

Mia couldn’t contain herself. She spun around to face our classmates, grinning from ear to ear “He’s naked!” she announced jubilantly, eliciting gleeful noises of cheer and amusement. She took another peek through the hole, then turned back and faced them again. "But he has his back to us. He won't let us see Little Andy!"

A chorus of teasing noises rose—some kids even chanting, “Turn around! Turn around!” Andy’s shoulders hunched tighter, I'm sure wishing he could make himself disappear.

As for me, I wore a shit-eating grin as I took in the best peep show ever. My brother was naked against his will, and his humiliation was off the charts. He was crouched forward, hands locked over his crotch, even though he was facing away from the only three people that could see him. And the bunny ears provided a comical effect, adding to my amusement.

Andy, of course, was beside himself. "Please!" he implored, voice breaking as he faced forward, refusing to look back at Miss Prescott. "Give me... may I please have my underpants?"

"Not just yet," Miss Prescott replied. "I've told you several times to refer to your underpants as underpanties, yet you keep defying me. I'm going to have you stand there naked and think about how you'll correct your non-compliance."

"Oh! Please, I'm... I'm sorry, Miss Prescott. I just forgot. May I please have my underpanties? I promise I'll... I'll say it right from now on!"

At this point, I’d guess Andy would have gladly accepted a frilly pair of pink panties —anything at all, just to cover himself up. But there was nothing he could say or promise that would persuade Miss Prescott to allow Andy to be anything but naked.

"No," Miss Prescott said. "I'd like you to reflect on your behavior while you're standing there, naked and vulnerable."

She paused, while the three of us stared at the vision before us. He kept his hands glued over himself, but Miss Prescott had other ideas.

"And I've told you more than once," she said, stepping up behind him. "You're not to cover up Little Andy with your hands."

Andy flinched and made a couple of unintelligible squealing sounds when the teacher reached around him from behind, grabbed his wrists, and pulled them up.

"While you're standing here, you're to keep your hands clasped behind your head," she instructed.

She moved his hands high up, and Andy obediently laced his fingers behind his head.

"And stand up straight," she continued, pulling his shoulders back. She guided his head up and his feet together, then nudged his elbows outward until they formed a straight line. She stepped back and admired the result.

Mia sent me a drawing of Andy in that pose later that night. She forgot the bunny ears, but I enjoyed it nonetheless.

Image

"Perfect!" declared Miss Prescott. "I call that the 'submissive position.' You're to remain in the submissive position for the next few minutes, until I say otherwise. After that, only then will your underpanties be returned to you."

"Oh, gosh," Andy whispered, just loudly enough for me to catch.

"And if you drop your hands during this time for any reason, I will have to add more time to your naked, submissive position."

Miss Prescott then strode to the chalkboard, picked up a piece of chalk, and began writing, as if nothing unusual was happening.

"Oh!" said the startled Andy, much louder than a whisper this time. He stood momentarily on his tiptoes and writhed his hips in anguish, much to Mia's and my pleasure.

Mia kept the class updated. “Miss Prescott is writing on the board,” she said, loud enough for everyone to hear. “But she hasn’t looked at him yet. I think Andy’s a little anxious.” The class broke into giggles, and Andy’s discomfort grew.

Miss Prescott finished her first sentence and, without turning, addressed Andy. “Andrew, for the benefit of your classmates, since they can’t see the board, could you please read this aloud for them? And make sure you speak up so everyone can hear you.”

Andy took a deep breath and began reading as Miss Prescott kept writing.

"Mr. Cunningham was a naughty boy today and he is being punished accordingly."

"Good. Keep going," she said as she continued to write fervently.

"Punishment through humiliation is a very effective way of reforming naughty... little boys of their unruly behavior," Andy managed. He paused, but Miss Prescott was relentless.

"Keep reading!"

"Um... there is no question that Andrew... that Andrew is humiliated. Except for the pretty bunny ears on his head, he is completely naked." I'm sure he couldn't help but hear the giggling behind him. "He is in the submissive position. Lit... Little Andy is out in the open, and Andrew is dearly hoping that his teacher does not turn around and look at him while he is so exposed."

Miss Prescott paused before writing the next sentence while Andy fidgeted. When she finished writing, I'm sure Andy was aghast. He dutifully started reading aloud.

"But unfortunately for Mr. Cunningham, his exposure to his teacher... no! please!"

"Keep reading!" Miss Prescott insisted.

"Oh! His exposure to his teacher is all part of his punishment. Please, Miss Pres—"

But before he finished his sentence, Miss Prescott turned around and was standing in front of him, facing him head on. I could see him start to pull his hands away before he caught himself. He was twitching his hips deliciously.

"Oh! No! Please go away!" cried out the terrorized lad.

Instead, Miss Prescott, displaying no subtlety whatsoever, leaned over with a wicked smile, hands on her knees, and stared straight at Andy’s genitals. "It's a pleasure to finally meet you, Little Andy," she said, never looking away. "I'm so glad Andrew allowed you to come out and show off for me. You're such a little cutie!"

Mia was laughing so hard she had tears streaming down her cheeks. She spun to face the class. “She’s looking at Little Andy!” she squealed, and the room erupted in laughter and hoots. “And he’s standing like this!” She mimicked Andy’s mortified pose, hands behind her head.

Mia and I exchanged a grin—both of us secretly wishing we were in Miss Prescott’s spot, getting the full view. I think we both liked our chances of at some point seeing Little Andy ourselves, but we couldn't be sure, and it was tantalizing to be so close and yet not be able to see.

Meanwhile, Andy, while somehow managing to maintain his "submissive" position, was squirming agitatedly under the watchful eye of the devilish Miss Prescott. We couldn't see his face, but the back of his neck was bright red, and I imagined his cheeks were glowing even more.

Miss Prescott straightened, gave Andy a once-over, and smiled. It was very quiet, as no one wanted to miss any commentary from the teacher.

"You must be really embarrassed," she said, gently adjusting his bunny ears. "Standing here all naked and exposed to me like this... gosh, I can't even imagine the humiliation." Her eyes dropped again to his privates. "And I'm sure your punishment is extra humiliating, thanks to adorable Little Andy." She bent again, her face just a foot from his shame, and mused, "It's such a cute little thing." She paused, and while continuing to stare at Andy's apparently cute little penis, she said, "It's quite pretty, in a dainty kind of way."

The class cackled. How Andy managed not to just collapse to the ground from humiliation is borderline miraculous.

But she wasn't quite done. "Tell me, Andrew, how do you feel right now?"

"Please, I... I don't... um... embarrassed," he stammered, while the class tittered.

"And why is that, Andrew? Tell me why you're embarrassed."

"I... um... because I'm... um... naked," Andy said, drawing out more giggling from the group behind him. Andy was fidgeting around and swaying from foot to foot while he spoke. I found it quite enjoyable.

Miss Prescott grinned. "Yes, I can see that. And what else are you embarrassed about?"

Andy stood silent, then just shrugged, He either genuinely didn't know what she wanted him to say, or, just as likely, he simply didn't want to go there. Of course, Miss Prescott would be unrelenting.

"Could it be something that we gave a special name? Something that's pretty, in a dainty kind of way?"

"Um... um... yes."

"Yes, what, Andrew?"

"Yes, I'm... I'm embarrassed about... that you're seeing... Little Andy." He dropped his voice to a whisper, but the class still caught it and roared.

"Yes, I'm sure you are," Miss Prescott continued. "And what is it about Little Andy that you are so embarrassed about?"

Andy knew he had to do her bidding, humiliating as it was for him.

"That it's... that it's... little."

"Gooood!" Miss Prescott cheered, her voice just audible over the laughter.

I found it curious that she didn't say anything about his pubic hair—or more accurately, his lack of it. I was thinking that he was probably still prepubescent, which would make all this even more embarrassing for him. Her omission of that made me wonder, though. Either way, I was hopeful to eventually see for myself. I was hoping that he was hairless (for my own amusement, and for the extra embarrassment factor), but at that point I wasn't 100% sure.

Suddenly, from the door window, three younger students who’d been passing by heard the commotion inside. One pressed her face to the glass, eyes wide as she gasped and pointed, calling over her friends to peek in. Miss Prescott noticed and promptly shooed them away, but not before they got a good look, and Andy’s horror grew—knowing that even strangers had seen him like this.

“Did you see that?” and “Was that Andy Cunningham?” could be heard echoing from the hallway. The legend of his humiliation was going to spread beyond our classroom.

Miss Prescott let the laughter subside, then, thanks to her, the scene took a notable turn.

"Okay, I have to step out for a moment and make an important call. Andrea and Mia, I'll leave the two of you in charge while I'm gone. Mr. Cunningham, you behave yourself. And you're to remain in the submissive position."

With that, she turned and headed for the door. On her way out she caught my eye, and I swore she had a mischievous grin on her face.

As soon as the door clicked shut behind her, the room erupted into high-spirited chatter. The energy level had gone up a notch, and there was a sense that something exciting could occur, that there was going to be some sort of showdown. I know Andy felt it, too. Until now, only Miss Prescott had seen him completely exposed. With Mia and me now in control, he had to know that could change in a heartbeat. He fidgeted nervously, clearly wondering just how far we might take it.

He would have been even more ill at ease if he had seen—as Mia and I did—that Miss Prescott was watching us from the window in the door. She smiled when our eyes met, making it obvious she hadn’t stepped out to make a phone call. From the look she gave us, it seemed we had full permission to handle Andy’s naked predicament in any way we saw fit.

Which way do you think we went? Ha! Was there any doubt?

Of course, it was Mia who got the ball rolling in a direction that would be significantly detrimental to the anxious, naked boy on the other side of the sheet. "Andy," she said. "Does it make you a little nervous that Andrea and I are holding up the only thing that's keeping your classmates from seeing you naked? And that Miss Prescott isn't here to stop us?"

Andy's only response was his rapid, heavy breathing, so Mia upped the stakes, as she is prone to do.

"I’ll make you a deal," she continued. "If you turn around and let Andrea and me see Little Andy, we won’t drop this sheet." I grinned and nodded. Now it was my turn to breathe rapidly.

"No! Please!" cried Andy. Mia had a way of getting him to speak, lol.

"Oh, but Andy," Mia persisted, "Miss Prescott got to see Little Andy. And Miss Prescott is not in charge anymore. We are. It's not fair that she gets to see it and we don't."

"Please, just... I can't... don't drop it!" Andy begged.

He shot a desperate look toward the door, hoping for rescue, but caught a glimpse of Miss Prescott’s smiling face in the window. He knew he was out of luck.

Mia kept up her performance, now turning to the class and putting her finger to her lips in the universal shushing gesture.

“Oh, come on, Andy,” she teased. "What's the harm in your sister and me getting a peek at Little Andy?"

Then came the moment. Mia looked at me. I looked at her. We shared a devilish grin and nodded. We were on the same page. Mia held up three fingers... then two. I mirrored her, flashing the shush sign to the class. I snuck a quick look at the window—Miss Prescott was still grinning. I grinned back. Mia raised one finger, and together we let go, dropping the sheet to the ground.

Andy's naked backside was exposed to all.

Andy was not aware of his exposure—at least not right away. His gaze was fixed straight ahead, and for the most part our classmates showed considerable restraint, considering the circumstances. A few stifled giggles slipped out, but Andy must have thought they were laughing at Mia's ongoing banter.

"I mean, think about it," Mia said, trying to stifle her own laughter. "If we let this sheet drop, everyone will be staring at your cute little naked tushy." More giggles. I nearly burst out laughing myself. "Wouldn’t it be better to just show Andrea and me Little Andy? Then only two of us will see you naked, instead of the whole class."

"No! Please! Don't... I can't do either!" cried the oblivious Andy.

"Oh, but it has to be one or the other," Mia said. "Or maybe it could be both."

"What? No!" Andy yelled.

Mia started tiptoeing toward Andy. In a matter of moments there would be bedlam.

As she approached, Andy must have sensed something—maybe caught her in the corner of his eye. I didn't know at the time if Mia had managed to attain her goal of getting a glimpse of Little Andy. I found out later that she had not.

In any case, Andy reacted quickly. "Hey!" he screamed while simultaneously abandoning the submissive pose and covering up Little Andy as if his life depended on it. He had turned his head to his left, so a split second later he became acutely aware that the number of people that were drinking in his naked body was considerably higher than he had thought.

"OH NO!" he shrieked, inducing a loud, boisterous reaction from his titillated audience, who released their pent-up excitement gleefully.

Chaos broke out. Mia lunged for Andy’s hands, trying to pull them away from his crotch. "Stop it! Get away from me!" Andy howled. He was in a compromised position, in that he was unable to fend Mia off with his hands, lest he provide her the view that she so coveted. He was turning his body this way and that, barely fending her off.

I was laughing so hard that I don't think I could have been of any assistance to my friend. Then I saw two more classmates—Vicky Fletcher and Jimmy Clark—jump from their desks and dash over, apparently unable to resist joining in the spectacle. Andy saw them coming, too, and realizing that he would be outnumbered and extremely vulnerable, he did what he had to do. In desperation, he managed to wriggle free from Mia and dove desperately under the teacher’s desk, kicking the chair aside and curling up in the cubbyhole.

Mia and I followed, peering in. Vicky and Jimmy crowded right behind us. Andy was on his knees, bent over with his butt resting on his heels, his back facing us. The bunny ears had fallen off and were sitting at his feet. Mia reached in and picked them up, tickling Andy's butt with them in the process.

"Here you go, Andy," she teased. "You forgot your bunny ears."

"Just go away! Get the fuck out of here!" Andy screamed, voice echoing hollowly inside the desk.

Mia giggled, placing the bunny ears on the desk. The four of us peered in at the cowering, naked boy. I looked back at the twosome behind me. Jimmy was quite the voyeur. He had this shit-eating grin on his face as he leered at Andy. Vicky, though, decided to take a more active role. She squeezed between us and got on her knees. Next thing I knew, she was stroking Andy’s bare butt with her hand. It was both odd and hilarious at the same time.

"Hey! Knock it off!" Andy yelped, jerking her hand away.

But Vicky was undeterred. She reached between his legs, and from what I could tell it looked like she was tickling his balls. In any case, her encroachment certainly hit home with Andy.

"AGGHH!" Andy shrieked, or something unintelligible like that.

He fended her off, but she was tenacious in her endeavor (whatever exactly that endeavor was!). She reached around his waist, this time aiming for his penis. Judging from Andy's reaction, she may have hit a bullseye.

"OHHHH! Get the fuck out of here!" he yelled as he pushed back at her. It looked like he elbowed her pretty good, and she backed off.

Andy was getting desperate, and he decided to take a different course of action. He scooted backwards—still hunched and frantic to keep Little Andy out of sight—just far enough so he could reach the bottom drawer of the teacher’s desk. Before any of us realized what was happening, he’d yanked it open and fished out his underpants. Vicky, closest to him, lunged in a last-ditch attempt to snatch them from his hand, but Andy was too quick for her, and in a matter of seconds he had wriggled into his tighty-whities—an impressive achievement, considering the cramped cubbyhole and his wild panic.

That was when Miss Prescott chose her moment to re-inject herself into the sordid proceedings.

Ooh, I think he's in for it now. This could be good!

"WHAT IS THE MEANING OF THIS?" she bellowed as she stormed into the room.

As if you didn't know, you sly devil.

The two uninvited newcomers, suddenly realizing that they could possibly face the wrath of the perverted substitute, started to make a mad rush for their desks.

"You two stop right where you are!" Miss Prescott commanded. Vicky and Jimmy stopped in their tracks, looking quite apprehensive as she fixed them with her stare.

Next, she turned to me. “You and Mia may return to your seats,” she said. “Thank you for your assistance.”

As Mia and I made our way back to our seats, I could feel the electricity in the room. Miss Prescott slowly walked across the front of the room, picked up the bunny ears from the desk, shook her head in mock disappointment, and set them gently back down. Then, after a dramatic pause, she bent sideways to peer under the desk.

"You come out of there right now, young man," she said, calmly but firmly.

Every eye in the room watched with bated breath as Andy slowly emerged from under the desk. His hair was disheveled, and his face was bright red and shining with sweat. And he was in his underpants.

Miss Prescott pointed to a spot in the center of the room. "You come stand right here, facing your classmates," she directed. "And assume the submissive position."

He did as told—hands laced behind his head, elbows out, feet together, every muscle stiff with shame. The class broke into a fresh wave of giggles and whispers. Miss Prescott, not missing a beat, picked up the bunny ears from the desk, walked over, and fixed them on Andy’s head. He never looked more miserable.

"I'll deal with you in a moment," she said.

As we all watched with rapt attention, Miss Prescott walked slowly but purposefully to the far side of her desk. She picked up her bag and set it down on the top of her desk and rummaged through it for a moment. When she straightened, she was holding not one, but two sets of pink bunny ears.

This lady has quite the fascination with bunny ears! And two more poor souls are about to be very embarrassed!

It didn’t take a genius to guess where those ears were headed. All eyes turned to Vicky and Jimmy. Their look of trepidation quickly turned to anguish, before finally settling into grim resignation. They knew they were about to become victims of Miss Prescott's depravity, at least on some level.

"How dare the two of you leave your seats without permission," Miss Prescott scolded, fixing one set of bunny ears onto Jimmy’s head and watching in satisfaction as his face flushed crimson. She turned to Vicky, shaking her head.

"What were you thinking?" she said while fitting the second pair of bunny ears to Vicky’s head. "What if everyone decided to just get up and leave their seats like you did. There would be utter chaos."

“I’m sorry, Miss Prescott,” Vicky stammered, now as red as Jimmy. “It just looked like Mia and Andrea needed help,” she added, trying to sound placating.

Miss Prescott was unmoved. "I don't think so," she replied coolly. "Now the two of you return to your seats. You’ll wear your bunny ears for the rest of the day as a reminder of your behavior and your extremely poor judgment. I'll decide later whether or not you should be punished further."

The chastised duo slunk back to their desks, their humiliation now on display for all. They would have plenty of time to mull over their predicament while they witness the trials and tribulations of the wretched Andy. I'm sure they were shaking in their bunny ears as they contemplated their pending fate.

Miss Prescott turned back to Andy, who was still standing in the submissive position, in his underpants. "As for you, young man," she said, stepping toward him, “I don’t even know what to say, so egregious was your behavior.” She paused, and Andy said nothing. “What do you have to say for yourself?” she demanded.

"I... I... they dropped the sheet, and—"

"Stop right there!" Miss Prescott barked, palm raised. "You are not to blame anyone else for your impertinence. You were told to remain in the submissive position until further notice. I'm gone for all of five minutes, and not only did you abandon the submissive position, but you had the audacity to go into Miss Hanover's drawer. And to top that off, you thought it would be perfectly acceptable to put on your underpanties, even though you were supposed to remain naked until further notice." She paused, looking him up and down. "I'm afraid you're going to have to be punished."

As if standing there in his underpants in front of everybody isn't punishment enough, lol!

"When was the last time you were spanked?" she asked.

Andy was wide-eyed, but he didn't respond. Mia and I looked at each other and grinned. I may have licked my lips.

"I asked you a question, Mr. Cunningham."

"Please, I... I don't know. When I was... younger."

"So, when you were a little boy. Well, since you've behaved like a little boy, I'm going to put you over my knee and spank you like a little boy."

Again Mia and I looked at each other with delight. A buzz of excitement ran through the class.

"You may return to your seat now," said Miss Prescott. "I will carry out your spanking after the afternoon recess."

* * * * * *

As the chastened, red-faced, trembling Andy returned to his seat, the rest of us were figuratively rubbing our hands together in delicious anticipation for what lay ahead.
Last edited by Blondie on Tue Apr 28, 2026 5:43 am, edited 8 times in total.
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Re: Andy's Embarrassing Over the Knee Spanking

Post by tim409 »

You sure are cock teasing those girls getting them to think they are going to see his dick so maybe it is time to somehow get them to see a much larger cock perhaps by finding someway to get another boy naked, the girls deserve to see not one but at least two cocks.
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Re: Andy's Embarrassing Over the Knee Spanking

Post by Robert Brooks »

Blondie wrote: Thu Sep 05, 2024 5:45 pm
I can't go wrong with either Subway or Humidifiers. Both lend themselves to so many juicy possibilities.
I just had an idea for a sequal to Humidifiers... how about the DE-Humidifiers?
My house flooded recently with some heavy rains, so I've got the dehumidifiers going round the clock at the moment and it made me think of your story! (Of course, haha :lol:)

Something along the lines of De-pants-ifiers ;)
Could be the name of the girls' gang who go round de-pantsing boys.
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Re: Andy's Embarrassing Over the Knee Spanking

Post by notme222 »

If I'm not mistaken, that's the last chapter that made it to Booksiesilk, right? I'm very anxious to see how this story develops.
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Re: Andy's Embarrassing Over the Knee Spanking

Post by Blondie »

Robert Brooks wrote: Thu Sep 26, 2024 2:11 pm
I just had an idea for a sequal to Humidifiers... how about the DE-Humidifiers?
My house flooded recently with some heavy rains, so I've got the dehumidifiers going round the clock at the moment and it made me think of your story! (Of course, haha :lol:)

Something along the lines of De-pants-ifiers ;)
Could be the name of the girls' gang who go round de-pantsing boys.
I like it! Well, not the house flooding; that sucks. But the girls' depantsing gang? I'll have to keep that one in mind.
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Re: Andy's Embarrassing Over the Knee Spanking

Post by Blondie »

notme222 wrote: Mon Sep 30, 2024 1:55 am If I'm not mistaken, that's the last chapter that made it to Booksiesilk, right? I'm very anxious to see how this story develops.
I do have one more chapter to post. It is entitled "The Swimsuit." I think I had posted that on BooksieSilk before it went down, but I'm not 100% sure. In any case, I just need to reformat it for this site before posting it. I should have time later today or tomorrow to get that done.
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Andy's Embarrassing Over the Knee Spanking, Chapter 11

Post by Blondie »

Image

Chapter 11: The Swimsuit

It was a few minutes before the afternoon recess, and the classroom was abuzz. Miss Prescott’s announcement that one of the students would soon be punished with an over-the-knee spanking had whipped everyone into a high level of excitement.

The fact that the student awaiting that ignominious fate was my brother Andy only added to my state of delectation. My day began with the simple hope that my irritating brother would endure some sort of payback for all the aggravations he had caused me over the years. But today’s events had already exceeded my wildest dreams, and now, with the threat of a public spanking looming, I felt like I’d hit the jackpot.

I turned in my seat and checked Andy out. There he sat, in his tighty-whities and pink bunny ears, shoulders hunched, face a deep red. When our eyes met, I couldn’t resist—I reached back, gave my own butt a couple of playful spanks, and grinned wickedly. Andy’s face somehow managed to turn even redder, and I basked in his misery.

I was practically salivating in anticipation of his spanking, but it would have to wait, since Miss Prescott's plan was to carry out the dirty deed after recess. That was okay by me as it turned out, because Andy ended up undergoing yet further humiliations before the event.

* * * * * *

Miss Prescott had us read a short chapter from our social studies book. I don't think I was the only one in the room who wasn't comprehending what I was reading. The matter of Andy sitting behind me in his underpants, on the verge of being spanked like a little boy by his teacher, completely overshadowed the schoolwork. And to my delight, he was about to become the center of attention again.

"Mr. Cunningham, could you come up here please?" summoned Miss Prescott, while rummaging through her bag of tricks.

All eyes were on Andy as he grudgingly slid from his chair and shuffled to the front, hands cupped protectively over his crotch. He stopped in front of Miss Prescott’s desk and faced the teacher, where she addressed the cowering teenager.

"I'm going to let you go join your classmates for recess, Mr. Cunningham," she began. "But I can't let you go outside like that." She paused before continuing. "I was going to have you wear the bunny outfit again. I imagined that would have embarrassed you enough that you’d be on your best behavior the rest of the day. But evidently, it did not work, judging from your gross misconduct when I left the room.” Again she paused, while Andy stood wallowing in his wretchedness. "So, I'm going to have you wear something else."

"P-please, Miss Prescott. I... I don't have to... I mean, you don't need to let me go out for recess. If that's okay,” Andy stammered.

Apparently Andy did not have a good feeling about whatever Miss Prescott had in mind regarding his attire for the afternoon recess. :lol:

"No, that is not okay," she replied crisply. "And you are in no position to try to tell me what I do or don't need to do." Another pause. "But you need to take off your underpanties so we can get you dressed in your swimsuit."

A wave of gasps swept through the room. Some of the boys even whistled. I looked back at Mia, and we shared a grin for the nth time that day.

Andy looked like he might be ill. His eyes darted from Miss Prescott to the classroom exit. Apparently he was weighing his options, and finding none.

"But..." he finally said. "May I please... may I..." There was a long pause. I suspect he didn't know what to address first: the fact that he might have to take off his underpants in front of us, or that he would then be dressed in a swimsuit. And he probably had a suspicion that the swimsuit in question might not be an ordinary, run-of-the-mill pair of swim trunks. I know I did. And I sure hoped that was the case!

As it happened, he was too flustered to address either. Instead, he begged. "Please, Miss Prescott. I promise I'll... I'll be good."

"For your sake, I hope so, Mr. Cunningham. But in the meantime, let's get those underpanties off," replied the unrelenting Miss Prescott.

There was a momentary standoff. Miss Prescott waited calmly, expectantly, while Andy stood transfixed, mulling over his dire predicament. He glanced around and surely saw the excitement on all our faces—even the quiet kids didn't mask their anticipation.

In any case, he was quite aware that Miss Prescott would not back down, and that he was going to have to strip off his underpants.

"But... please, Miss Prescott. They'll... they'll see me."

"Oh, this again," she sighed, feigning irritation. "I forgot, you're very modest, and you don't want them to see you naked. Is that right?" Andy nodded his head slowly. "Okay, I'm willing to work with you here, Andrew. I know you're quite bashful. Tell me in your own words what you don't want."

“I... I don’t want them to see me... to see me naked,” Andy managed, his voice quiet. This brought on a chorus of giggles, and Andy blushed profusely.

"Good, Andrew," said the perverted teacher. "I know it would be quite embarrassing for you if all your classmates saw you naked. I think it would be embarrassing for anyone. But it might be especially embarrassing for you, because they might get a glimpse of...?" She held her palm out, eyes fixed on Andy’s crotch. He knew he had to say it.

"L-Little Andy," he muttered, staring down shamefacedly.

"Excellent!" Miss Prescott crowed as the giggling continued. "Okay, here's what I'm willing to do." She began rooting through her bag and pulled out a large, baby-blue towel. She walked over and stood about three feet in front of Andy. "I know you were very apprehensive when we used the sheet earlier, since it had a few unattractive holes in it. This towel does not. I'll hold it up while you change out of your underpanties and into the swimsuit. That way, your classmates won't be able to see you when you're naked."

She held the towel aloft and waited.

I was a little disappointed—make that a lot disappointed—that she didn't make Andy take off his undies without the benefit of the towel shielding him from our prying eyes.

Andy, though relieved that he wouldn't be exposed to us all, was still anxious. He was still going to have to take off his underpants and don a swimsuit—which still had not made an appearance, adding to his uneasiness.

To make matters worse, Miss Prescott held the towel at a height just below her chin. We couldn’t see anything below Andy’s chest, but her field of view gave her full access to Andy's impending disrobing. Of course, this did not sit well with him.

"Could you please... um, would you mind holding the towel up higher? So you can't see?" Andy ventured, desperation in his voice.

"That won't be necessary," she responded. "I've already seen you naked, silly boy."

Whereupon she lowered the towel by a good foot, exposing almost all of Andy’s upper body. If I lifted slightly and craned my neck (which I did, hehe) I could just see the waistband of his tighty-whities.

"Okay! Please! Don't go any lower!" Andy yelped, wide-eyed.

I think he got the message. :D

"You best get on with it," Miss Prescott said, her tone making it clear there was no use pleading further.

Resigned to his fate, Andy bent his elbows and put his hands to his hips, as a precursor to lowering his underpants. He turned his back, desperate for at least an ounce of privacy. But Miss Prescott would have none of it.

"No, Andrew," she admonished. “Turn around and face me while you do that. It’s part of your punishment. I have to admit, I find it entertaining to watch you strip naked at my behest. Also, Little Andy is such a sight for sore eyes. And I really enjoy seeing you blush so.”

You are quite the wicked one, Miss Prescott! Or should I call you Felicity?

Andy, cheeks blazing, complied. We watched in fascination as the beleaguered Andy pushed his elbows down and bent over, disappearing behind the towel. A few seconds later, his face popped up again—redder than ever. I could tell that he had his hands over his front—presumably holding his underpants.

"Good, Andrew," Miss Prescott said. She pointed to a small hook on the blackboard behind him. “You can hang your underpanties up there,” she directed.

Andy looked back, turned around, walked back a few steps, and draped his undies on the hook for all to see. I grinned—it was an amusing sight, his tighty-whities dangling up there like a flag, and it added spice to the delicious scene.

He returned, hands glued to his front. That would soon be amended.

"Assume the submissive position, please," Miss Prescott ordered.

Andy was all too familiar with the pose, and, though it took him a few moments to build up the fortitude, he eventually had his hands clasped behind his head. For the second time that day Andy was fully exposed to the depraved teacher, and I'm sure that Andy's misery was compounded by the fact that Miss Prescott was clearly deriving pleasure from his exposure and humiliation. Andy stood there wretchedly, while she just stared at (and I'm guessing smiling at) Andy's naked state for what I'm sure felt like forever to him.

"Little Andy is so cute and adorable," she finally declared.

Andy looked miserable. "Please... may I put on the... put something on?" he begged

"Well, that creates a bit of a quandary. I have your swimsuit in my bag on the desk,” she said, inducing Andy to glance anxiously at the bag. "But the two options that come immediately to mind would either be that I go get it—in which case you'll be exposed naked to all your classmates. Or alternatively, you could go get it—in which case you'll be exposed naked to all your classmates. And you've made it perfectly clear that you don't want your classmates to see you naked. Do you see the dilemma we have here, Andrew?"

Andy contorted his face while trying to digest what he had just heard. Perhaps it was desperation that helped him think clearly. "We could... we could both walk over, like, at the same time?” he ventured. “And you keep holding the towel up?”

"Hmm, that might work" Miss Prescott mused. "But what if we’re not in sync? Then everyone would see you naked. I think a better, safer solution is to have one of your classmates come up and get the swimsuit for you.”

Oh, please, yes, if there is a God!

Andy's eyes were as big as saucers. "No! I mean... I think we can do it!" he pleaded.

"Maybe, but I think my idea is the best bet. That way there is minimal chance of all of your classmates seeing you naked."

"But... but one of them will!"

"That’s true, I suppose. But better just one of your classmates see Little Andy in all his glory than the whole class, right?"

“Oh, gosh!” Andy moaned. “Really, I think we can... oh! Can you please just give me the towel, then I can—“

"Andrea," she interrupted. "Could you please come up here and help us out?"

I was already jumping from my seat at the word "Andrea." This was my watershed moment, and I couldn't have been more excited.

"Oh! No! Please, not her!" Andy cried as I marched up the aisle. He started to drop his hands, but thought better of it, especially after a reprimand from Miss Prescott.

"Don't you dare deviate from the submissive position!" she warned. "Or you can bet you'll no longer have the protection of this towel."

There was a delicious moment when I neared the front of the room and Andy and I made eye contact. His eyes were wide with fear, while mine sparkled with wicked delight.

But there was an absolutely scrumptious moment when I reached the front of the room. I stopped beside Miss Prescott, letting Andy squirm under my presence. Our eyes met again before I slowly let my gaze wander up and down his exposed, trembling frame. When I did, it was a sight to behold. Below his glowing face he was naked and amusing and captivating and submissive and white and slender and soft and vulnerable and youthful and virginal and prepubescent and smooth and unblemished and pretty and boyish and girlish and hairless. Oh, and he had a smaller than average penis. In other words, for the purpose of maximum embarrassment, he was perfect!

The “small” and the “hairless” parts were particularly enjoyable for me. If you’ll indulge me a quick digression, it's worth telling you of an encounter that I had with Andy about a month before. Truth be told, I'm not exactly well endowed in my chest. I'm not completely flat—just, you know, a bit on the smaller side. It doesn't really bother me, but when Andy teased me about it, I was embarrassed. And the fact that he did it in front of Mia added to my embarrassment.

Mia and I were hanging out in the front yard, chatting and minding our own business, when Andy strutted out on his way to a friend’s house. Being in one of his "brat" modes, he said, "See you around, my tiny-titted sister." I was caught off guard, embarrassed and flustered, and all I could think to shoot back was, “Okay, see you, my brother with the hairless little dick.”

I think that hit home with him, because Andy turned beet red and instantly got defensive. “Unlike your tiny tits,” he snapped back, “my dick’s bigger than normal, and I started growing hair on it a long time ago.”

So, watching him in the classroom—standing there, hairless and undersized, totally exposed—was especially delicious. The vision of his smooth little dick, after his boasting and denials, was the perfect payback.

I put my fingers to my lips and giggled. It was a genuine giggle—I was giddy—but I did giggle a little louder than necessary, for Andy’s benefit and the class’s. Then I turned to my classmates and held my hand out while spreading my thumb and index finger about an inch apart (okay, it was bigger than that, but I didn't care). Uproarious laughter followed, with Mia grinning and winking at me.

“You’re right, Miss Prescott,” I said with a wicked grin, staring at Andy’s crotch. “Little Andy really is cute and adorable.”

"Isn't it, though?" Miss Prescott played along.

We both stared blatantly at his penis as we talked about it.

"It's quite amusing, actually," I added. "Not long ago, Andy felt the need to tell me that his penis was bigger than normal."

"Did he now," Miss Prescott said, raising her eyebrows. "I suppose that might be true—if he were seven years old."

Miss Prescott and I laughed heartily, as did the classmates behind us. Andy's face was as red as humanly possible, and I was tickled pink.

"I think we best get the poor lad dressed," Miss Prescott finally declared, when the laughter subsided. "Lest he collapse from embarrassment on the spot." She paused, then said, “I’ll hold up the towel if you’ll please give Mr. Cunningham his swimsuit. It’s in my bag on the desk.”

"Will do, Miss Prescott," I said, sashaying over to her desk.

"It's on the very top," Miss Prescott called. "It's a two-piece set."

"Oh, this ought to be interesting!" I replied.

I peered into the bag and immediately broke into a wide grin. On top was the bottom piece of a swimsuit. It was pink, with flirty ruffles. Before I started this chapter for you I researched online and found the exact item. It looked like this:

Image

I lifted it high for all to see. The class erupted. I walked over to Andy and held it up for him.

"What do you think, dear brother? Do you like your new swimsuit?" Andy had no verbal response, but his dismal expression spoke volumes. "And the color matches your bunny ears," I teased.

I held it out for Andy. He obediently looked at Miss Prescott for her permission to abandon his compulsory "submissive position." She nodded, and Andy took it from my hands. I watched intently as he at first hesitated, then half-heartedly stepped into the ruffled bottom and pulled it up his long, slender legs. I stared at him and started bursting out laughing. Gawd, it was hilarious.

"Sexy mama!" I hooted derisively.

I exultantly spun back toward Miss Prescott’s desk to grab the top piece of the swimsuit, when, behind me, a fresh wave of uproarious laughter broke out. I turned to see what set everyone off. Miss Prescott had stepped aside and was now casually clutching the towel, wadded up in her hand, leaving Andy completely exposed in his ridiculous new outfit. The class was reveling in the spectacle of Andy, sheepishly modeling the frilly pink bottoms, his face a picture of utter mortification.

And the laughter was about to get louder. I reached into the bag and triumphantly pulled out the matching top—bright pink, ruffled, and, best of all, with padding built in to mimic little boobs. It looked like this:

Image

I held it high for the class to admire, and the noise doubled, everyone now in stitches at the sight of what Andy was being forced to wear next. I pressed it to my chest, grinning at Andy and the class, then handed it to him. He knew what he had to do. It took him a while, as he wasn't sure exactly how to put it on. Initially he tried to step into it.

"Pull it over your head, silly boy," I chuckled.

He clumsily did so—somehow managing to keep his bunny ears intact—and finally succeeded in putting his hands through the armholes and pulling the material down, where it came to rest at the bottom of his ribcage.

I took in the visual delight: Andy, pink swimsuit, bunny ears, cheeks burning, dressed like a six-year-old girl at her first swim lesson. I stepped closer, savoring the view. It was an extraordinary moment for me. I caught his eye and let my gaze travel over him again, slower this time, a wicked grin forming at my lips. As my eyes drifted upward, past his chest and his crimson cheeks, I caught his gaze once more.

"You've never looked prettier, my tiny-titted little brother," I said with a twinkle in my eye, loud enough so that he could hear me over the merriment behind us.
Last edited by Blondie on Tue Apr 28, 2026 11:28 pm, edited 7 times in total.
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Re: Andy's Embarrassing Over the Knee Spanking, Chapter 11

Post by psycho_boy »

Love your stories. When are you gonna finish his spankings? :)
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