Underpants Memoirs
- Blondie
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Underpants Memoirs
Author's note: This is part of a multi-chapter story. The majority of the chapters contain ENM material, but this two-parter is for the ENF audience, so I thought I would duplicate the posting here. If interested, the entire story (so far) can be found here.
Chapter 5: The Humiliation of Trudy Pennyfeather, Part 1
The great majority of the strippings and humiliations that transpired at Roosevelt were carried out by the students. There were a few instances, though, when a sadistic teacher would get in on the act. I know of at least three teachers who on occasion would take it upon themselves to humiliate a student.
One of those three—and probably the most infamous—is a depraved woman by the name of Gertrude Farnsworth. There are stories abound of her penchant for humiliating her students, and of her obvious enjoyment of doing so. One of her favorite tactics was to force a student to strip down to their underwear—and, in a few cases, more! She would stand there and smirk at the squirming student, and there was no question that she would be thoroughly enjoying the student's shame and humiliation.
I was fortunate enough to witness her depravity on two occasions. I'll tell you about one of them in these two chapters.
It was my sophomore year. I was 15, as was the unfortunate student who that day became another victim of Miss Farnsworth. It was soon after the beginning of the trigonometry class. I was already yawning, but my boredom would soon be alleviated, and in a big way.
Trudy Pennyfeather was a tall, athletic, slender brunette who could turn heads in the hallways—of both the boys and the girls, especially when she wore one of her tight-fitting sweaters, which she was often wont to do. She had a smallish nose that was turned slightly upward, a feature that I always thought was somewhat appropriate for her, as she figuratively turned her nose up at people like me—that being anyone who was not a part of her of select group of friends who all thought they were better than most anyone else outside of their clique. I never cared for her, which made it that much more appetizing for me when I sensed that she was about to fall prey to the perverted Miss Farnsworth. I think I literally licked my lips in anticipation.
The tediousness of listening to Miss Farnsworth drone on about sines, cosines and tangents took a distinct turn—for the better, in my estimation —when Trudy Pennyfeather decided to pop two sticks of chewing gum into her mouth. Chewing gum in class was against the rules, but in a normal environment, on a scale of one to ten the seriousness of the offense ranked somewhere between one and three.
But there were days when a class with Miss Farnsworth would resemble anything but a normal environment. I think there were days that Gertrude Farnsworth's desire for doling out humiliation was so strong that she would find any excuse possible to satisfy that desire. And, unfortunately for Trudy Pennyfeather, the day she decided to stuff some gum into her mouth in Miss Farnsworth's class was one of those days, and poor Trudy had no inkling of the dreadful consequences she would face because of her relatively innocuous act.
"So the hypotenuse of the triangle....Miss Pennyfeather!" barked Miss Farnsworth.
The startled student jerked upright in her seat. I was sitting directly to her left, so I was in a good spot to observe whatever would transpire. "Yes, Miss Farnsworth?" asked Trudy, playing innocent for the time being.
"Are you chewing gum, Miss Pennyfeather?"
Trudy hesitated, probably thinking she might be able to weasel out of her jam. But she realized she had been caught red-handed. "Yes, Miss Farnsworth," she replied. "Sorry, Miss Farnsworth," she quickly added.
The teacher walked the few steps necessary to stand in front of the now nervous Trudy Pennyfeather. "Do you know what the rules are regarding chewing gum in class, Miss Pennyfeather?" she asked.
"Yes, but....." Trudy tried, but really had no recourse.
"Do you think you deserve to be punished?" asked Miss Farnsworth.
"Please, I....I promise I won't do it again, Miss Farnsworth."
"Do you have any more gum?" asked Miss Farnsworth as she looked down at Trudy's backpack.
"Yes," she said.
"Let me have it."
The discombobulated student fumbled around her backpack and eventually pulled out a package that contained four sticks of gum. She put it in the outstretched hand of Miss Farnsworth. Curiously, the teacher opened one of the wrapped sticks and stuffed it into her own mouth. Then another piece. And another. Then the last piece. We were all looking at her, truly wondering where this was going.
"Do you know what shame punishment is, Miss Pennyfeather?" she asked as she chomped on the big wad of gum. I had heard that the twisted teacher started out all her humiliation sessions with that question. I suspect it was part of the foreplay for her, to help get her juices flowing, so to speak.
"I....please, I...."
"Answer the question, Miss Pennyfeather."
"Yes....um....I guess....I guess it is punishment that....that shames people."
"Very good, Miss Pennyfeather. I'm glad you understand, because you are going to be shamed today. When we are done, I'm fairly certain that you will never chew gum in my classroom again."
I felt my heart beating faster in anticipation. Trudy's face had turned pale, and I'm sure her heart was also going at an accelerated pace.
Miss Farnsworth held her open hand out in front of the anxious student's mouth. "Spit out your gum," she ordered. She did so, and Miss Farnsworth took the gum from her palm, stretched it out, and meticulously fixed it across the bridge of Trudy's upturned nose. "You're to leave that there for the rest of the school day," she instructed. Trudy's face was now very red, and she looked like she wanted to just crawl away into a hole somewhere. I thought that would be the end of her disgrace, but there would be more. Oh, so much more. Miss Farnsworth reached into her mouth and extracted the huge wad of gum that she had been masticating. She held it up to the mouth of the appalled Trudy. "Open your mouth," she said. Trudy was wide-eyed and resistant to the unseemly request. Well, it really wasn't a request. "Open it!" she bellowed, much more forcefully. Trudy succumbed to the coercion. When she opened her mouth Miss Farnsworth deposited the wad of gum onto her tongue. Cries of "Eww!" rang throughout the room. It was pre-Covid times, but it was still disgusting. And much more so for Trudy Pennyfeather, I'm sure.
The bewildered Trudy left her mouth wide open, temporarily unable or unwilling to accept the latest violation of her sensibilities. "Close your mouth and chew," pressed Miss Farnsworth. "It was your choice to chew gum in my class. Now you're to chew on that gum until class is over." We all watched as the beleaguered Trudy closed her mouth and forced herself to bite into the gum that included the spittle of her antagonizer. As Miss Farnsworth turned and walked back toward the front of the room, I was sure that the shaming of Trudy Pennyfeather was complete.
But I grossly underestimated Gertrude Farnsworth's predilection for enforced humiliation. And, truth be told, I'd be lying if I said I wasn't stimulated by what ensued.
Before Miss Farnsworth reached the front of the room she said in a loud voice, without turning around, "Miss Pennyfeather," she said. "Please remove your shoes and place them on my desk."
"Oh, here we go," I heard someone behind me murmur jovially. It was obviously someone familiar with Miss Farnsworth's history.
"Showtime," giggled another.
I looked over at Trudy and she had a horrified, surprised look on her face. Either she was unaware of Miss Farnsworth's humiliation tendencies, or she thought she was immune to them. I reflexively looked down at her shoes. She was wearing a pair of sandals, no socks. In anticipation, I took in the rest of her clothing, which consisted of a pair of skintight jeans and a close-fitting lavender sweater. I wondered if she would be wearing them for much longer and smiled to myself.
Miss Farnsworth reached her desk, then turned around and stared at the aghast Trudy Pennyfeather, who had not moved a muscle. "Miss Pennyfeather," admonished the teacher, "If your shoes are not on my desk in three seconds, you will be sorry. One...." Trudy must have still been too dumbfounded to move. "Two....." Trudy reached down and removed her sandals, then rose from her seat. "And, three," we all heard her say while Trudy was only halfway to the desk, sandals in hand. Trudy reluctantly laid her sandals on the desk and turned to retreat to her seat. "Hold it right there, Miss Pennyfeather," instructed the teacher. Trudy winced and stopped in her tracks. "You did not obey me in a timely fashion, Miss Pennyfeather, and I told you that you would be sorry if you didn't," said Miss Farnsworth. Trudy still had her back to her so I was able to take in her pained expression. "Turn around and face me while I'm talking to you," admonished Miss Farnsworth. The now petrified student slowly rotated and faced her adversary. "And chew on our gum," was her next directive. "I expect to see you chewing on our gum for the rest of this class."
"Our" gum? She is such a devil.
"Now, Miss Pennyfeather," continued Miss Farnsworth. "You're to remove your blue jeans and place them on my desk." Gasps of astonishment echoed throughout the classroom. Trudy Pennyfeather again was too stupefied to move.
"But Miss....Miss Farnsworth...." she whimpered.
"No buts!" roared Miss Farnsworth. "Take those jeans off immediately, or you'll be sorry!" I think she was already sorry. But there were various degrees of "sorry" in Miss Farnsworth's class, and apparently Trudy Pennyfeather had not yet reached a high enough level of sorriness.
One may be wondering why Trudy (or any student, for that matter) would submit to Miss Farnsworth's deviant demands. I asked myself the same question. All I can say is that Miss Farnsworth had a very authoritarian, intimidating way about her. There was a feeling that to defy her would only invite even more dire consequences. Plus, there would certainly be no recourse in going to the principal, or any other person of authority. Such was the climate at Roosevelt High School.
So, to no one's surprise, yet at the same time to a certain amount of everyone's disbelief, Trudy Pennyfeather reached for the top button of her snug-fitting blue jeans. The room was very quiet, but for the soft sniveling I could hear emanating from mouth of the star attraction. I watched eagerly as the traumatized student finished with the rest of her buttons, then, with a fair amount of effort, pushed her jeans down to the tops of her knees, revealing a pair of black panties. (Incidentally, the panties were a close resemblance to the picture of the panties that I used for the cover art of these memoirs.) We could only see the bottom half or so of the panties because Trudy had taken great pains while lowering her jeans to make sure to pull down on her sweater, stretching it as far as she could to conceal as much material of her panties as humanly possible. I'm sure that did little to assuage her acute embarrassment, though. As she struggled to get her jeans off, I caught glimpses of her face, and her cheeks were blushing profusely. It didn't help her cause at all that her jeans were so tight, as it only prolonged her task, and thus her embarrassment. She always seemed to be pulling her sweater down with one hand while pushing on her jeans with the other.
She finally did manage to wrestle her jeans off her feet and lay them on the desk. I sized her up (as I'm sure everyone did), and she had beautiful, long, shapely legs. Her tan line was high up her legs, and moving upward one could see the white skin at the tops of her thighs feed into the black material of her panties.
Trudy stood there momentarily with her back to us, while continuing to stretch her nice sweater down as far as she could. Hard as she tried, she still only managed to cover about half of her panties. Quite self-consciously, she also tried adjusting the back of her panties slightly downward, but I could still make out the very bottom of her shapely buttocks.
Trudy turned to go to her desk, but again was waylaid by the diabolical Miss Farnsworth. "Miss Pennyfeather, did I say you could return to your desk?" she asked.
"No, Miss Farnsworth," said the admonished Trudy as she turned back around.
"That is correct, Miss Pennyfeather, I did not. Yet you continue to act like you have the upper hand in this situation. Do you think you have the upper hand, Miss Pennyfeather?"
"No, Miss Farnsworth."
"I wouldn't think so," replied the teacher as she looked Trudy up and down. "You're standing there depantsed and barefoot in front of all of us. You have gum draped over your pretty little nose, plus you're chewing on a fat wad of gum that is impregnated with my saliva. You're blushing brilliantly, obviously in a state of acute embarrassment. So, you're presenting a girl who not only doesn't have the upper hand, but is in a decidedly inferior, submissive position." She let that sit there for a spell. I couldn't see her face, but I suspect that Trudy's face turned even redder. She stood still with her head facing downward while persistently pulling on her sweater. That was about to change. "Pull your sweater up above your navel," ordered Miss Farnsworth. She slowly did so, unveiling the rest of her panties, along with a few inches of freshly bared skin. I don't think I was the only one in the room becoming a bit more stimulated. "You may return to your seat now," said Miss Farnsworth.
Only slightly relieved, the abashed Trudy Pennyfeather turned and scurried to her seat. Not really knowing what to do with her hands, she had them clasped to the front of her panties. She took her seat, knowing the eyes of everyone in the room were focused on her, and that many of us were probably deriving pleasure from her humiliation. I must admit that I couldn't take my eyes off her. I watched delightedly as she squirmed in her seat.
After a while she couldn't take it anymore, and again pulled her sweater down, which brought an immediate reprimand from Miss Farnsworth. "Miss Pennyfeather!" she bellowed. "Did I say you could lower your sweater?"
"S-Sorry, Miss Farnsworth....I just...."
"It's too late for sorries," said Miss Farnsworth as she stormed down the aisle and stepped behind Trudy's chair. She reached around her and took hold of the hem of her sweater with both hands. "Arms up," she ordered.
Trudy was beside herself. "Miss Farns...."
"ARMS UP!" she repeated, with considerably more force. Trudy, intimidated and panic-stricken, thrust her arms up in the air. The fiendish teacher wasted no time pulling the sweater upward. I could hear Trudy yelping something unintelligible through the material as it momentarily passed over her face. A split-second later Miss Farnsworth was walking back to her desk, sweater in hand, while the agonized Trudy Pennyfeather writhed anxiously in her seat, clad only in her underwear, which consisted of a matching bra and panties set.
For me, it was a sight to behold. Now, I'm not gay, or even bisexual, but I can tell you that I was sexually aroused while I gawked at her. She had a beautiful body, and her bra and panties were exquisitely sexy. The fact that she was stripped to her underwear against her will in front of the whole class.....well, that put it over the top for me.
To be continued....
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Re: Underpants Memoirs
The gum thing was not something that did it for me, but otherwise I liked it. I hope she loses her bra and panties and gets a spanking next!
- Blondie
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Re: Underpants Memoirs
Yeah, I went back and forth on the gum sequence, and decided to leave it in just to bring out the wickedness of Miss Farnsworth. But you're right—I could have left that out and it wouldn't have taken away from the story.randomlygenerated wrote: ↑Thu Aug 15, 2024 12:18 am The gum thing was not something that did it for me, but otherwise I liked it. I hope she loses her bra and panties and gets a spanking next!
- SDS
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Re: Underpants Memoirs
No I like it... it's not particulaly my thing but I think you need to mix it up when writing ENF stories and that will be an aspect that makes it stand out.Blondie wrote: ↑Thu Aug 15, 2024 5:47 amYeah, I went back and forth on the gum sequence, and decided to leave it in just to bring out the wickedness of Miss Farnsworth. But you're right—I could have left that out and it wouldn't have taken away from the story.randomlygenerated wrote: ↑Thu Aug 15, 2024 12:18 am The gum thing was not something that did it for me, but otherwise I liked it. I hope she loses her bra and panties and gets a spanking next!
- Blondie
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Re: Underpants Memoirs
Yes, there is that. It's pretty hard to come up with something in this genre that hasn't been done before.
- Blondie
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Underpants Memoirs, Chapter 6
Chapter 6: The Humiliation of Trudy Pennyfeather, Part 2
As Trudy Pennyfeather continued to writhe in her seat, I was mesmerized. The vision of the mortified student stripped to her underwear was pure eye candy for me. I'm sure the boys (consider the raging testosterone of 15-year-old boys) were enjoying themselves on an even higher level than I. I'd venture to say that the over/under for the percentage of boys with hard-ons was probably at least 75%.
As for Trudy, when I try to imagine myself in her situation.....well, put it this way, I blush just thinking about it. There she was, sitting among all her classmates clad only in only her black bra and panties. To boot, she had a strip of gum draped over the bridge of her nose. Plus, she was forced to continue chewing on a big wad of gum that originated in the mouth of the sinister Miss Farnsworth. And, incredibly, her shameful plight was about to worsen.
But before I go on, I have to tell you something—something I've been holding back. I wasn't going to put this in these memoirs—mainly because I am still embarrassed about it to this day—but I think full disclosure would be best.
It was during my freshman year. I was standing on the grass near the soccer field, talking to a boy that I was interested in. I didn't know Trudy Pennyfeather at the time, but she was standing nearby with her usual clique of friends. I was wearing a black elastic skirt, and a top that came down to just below my belly button. Then, out of the blue, Trudy Pennyfeather snuck up behind me and pulled my skirt all the way down. As I reached down to pull it back up, she shoved me forward, and I fell to the ground, but not before stepping out of my skirt. Trudy grabbed my skirt and ran toward her friends. With laughter all around (and my light green, cotton panties on full display!) I chased her, and when I almost caught her she tossed my skirt to one of her laughing friends. They played keep-away with me for a bit until I nabbed my skirt in midair. The whole thing probably lasted less than a minute, but it was by far the most embarrassed I've ever been. I know my face was bright red, as it felt like it was on fire.
I felt compelled to tell you that story so you would know that when Miss Farnsworth picked a student to be her victim that day, my enjoyment level was heightened considerably by the fact that it was Trudy Pennyfeather. I felt she was getting her just comeuppance.
Anyway, back to the wonderful details of Trudy's humiliation. She was leaning a bit forward, with her arms crossed over her chest. She was hiding them at the moment, but we all were aware of the size of her boobs. Like I said, Trudy often wears a tight-fitting sweater. The one she was wearing ("was" being the operative word, LOL) today flaunted her endowment rather prominently. Plus, I caught a quick glimpse of her chest while Miss Farnsworth was pulling off her sweater. Sitting directly to her left, I had a good vantage point. She has disproportionately large breasts, considering her slender physique.
I continued to enjoy the display, until Miss Farnsworth interrupted my fascination. "Miss Pennyfeather, would you come up here, please?" she asked.
An energetic murmuring could be heard throughout the room, as we all anticipated the delicious scene of Trudy Pennyfeather parading for us in her underwear. And we would not be disappointed.
Trudy momentarily hesitated, but everyone—including Trudy—knew that she would have to do Miss Farnsworth's bidding. She reluctantly extricated herself from her chair and, with her arms still crossed over her chest, made the short but torturous walk to the front of the room. All eyes were on her, and her fellow students were, figuratively speaking, devouring the scene. She stopped in front of Miss Farnsworth's desk. I thought I detected her trembling slightly.
"Miss Pennyfeather," addressed Miss Farnsworth. "Because of your indiscretions today, you have taken up valuable time from your classmates. I think they deserve an apology, don't you?"
"I'm sorry," replied Trudy.
"Turn around and face your classmates while speaking to them, please. And lower your arms to your sides. Crossing your arms is poor body language and is disrespectful." My eye candy became more delectable as the chagrined Trudy turned and faced us. Her sexy underwear was on full display, and her face was tomato red. "Now," persisted Miss Farnsworth. "Apologize properly to the class."
"I'm....I'm sorry for....for taking up your time," obeyed Trudy.
"Good. Now tell us how you feel right now."
"I....I feel....I don't know. I'm sorry."
"Do you feel shamed, Miss Pennyfeather?
"Yes," she responded timidly. I swear she blushed brighter.
"Good, now tell us why you feel shamed."
"For....for taking up everyone's time?"
"No, I mean what condition are you in that has rendered you shamefaced?"
"I....I'm in my underwear," replied the red-faced girl. Her head was down, and her stare was fixated on the floor in front of her.
"Yes you are!" replied the devilish teacher. "Everyone else is fully clothed, and we're all basking in the vision of you stripped to your underwear." Miss Farnsworth remained silent for a spell. Trudy stood there squirming, not really knowing what to do with herself while we....well, while we basked in the vision of Trudy stripped to her underwear.
Finally, Miss Farnsworth was ready to proceed. "You may return to your seat, Miss Pennyfeather," she said. Trudy didn't have to be told twice, and she scuttled back to her seat. She quickly sat down and, as before, she leaned forward with her arms across her chest.
Meanwhile, Miss Farnsworth stood and stared at the embattled Trudy. The teacher looked like she was deep in thought, as if she was trying to come up with a plan. After a while, I detected a slight smile on her face. What she concocted was downright diabolical. "Class," she began, "I also want to apologize for the numerous interruptions of your lesson today, due to Miss Pennyfeather's misbehavior. With that in mind, I think it would only be fair to involve you in deciding Miss Pennyfeather's fate for the remainder of the period." The level of interest and intrigue was already at a high level, but it had just ratcheted up a notch. I looked over at the horror-struck Trudy, then back up to the twisted teacher. "You see," she continued, "I've been trying to decide if Miss Pennyfeather has been shamed enough, or if further punishment is in order. So I'll let you decide. Please write your thoughts on a piece of binder paper. You don't have to sign it; your thoughts will remain anonymous. They will be read out loud, so try to mind your language.
"You have several choices. You can say that Miss Pennyfeather has been shamed enough, and that she can get dressed immediately. Another option is that she is to remain in her underwear for the duration of the class. Or, if you have something else in mind, you may offer your suggestions, whatever they may be." I looked over at Trudy and smiled. I knew right away that I was going to go with "something else." "When you're finished, fold the paper in half and leave it on your desk."
It didn't take long for everyone to finish their task. I noticed that some did so rather eagerly.
"Miss Pennyfeather," said Miss Farnsworth. "Would you be kind enough to collect all the papers and bring them up to the front?" There were a few cackles of delight. Trudy's jaw dropped, and her face went pale, a color that would soon turn to crimson as she gathered herself and slipped out of her chair. I watched with relish as she traipsed up and down the aisles—as briskly as she could—in her underwear, snatching up the sheets of paper with content that could well determine her level of humiliation for the rest of the period. Many—especially the boys—looked her up and down and grinned lasciviously as the scantily clad girl passed them by.
On one occasion the harried girl dropped a sheet on the floor, affording us a tasty moment as she bent over to pick it up. As more blood rushed to her head, when she stood up her face was as red as can be.
Upon finishing, she stopped in front of the teacher's desk, holding about thirty pieces of paper. Miss Farnsworth took them from her, shuffled them and then placed them in a shallow, rectangular cardboard box. She laid the box on her desk, right next to Trudy. "Thank you, class, for your input," she said. "Miss Pennyfeather will now read your submissions aloud for us."
Oh, my goodness!
Trudy still had her back to us, but I did see her shoulders slump. The poor girl! But I knew it was going to be entertaining.
Trudy stood motionless, temporarily reluctant to do the teacher's bidding. "Stop stalling, Miss Pennyfeather. You've wasted enough of our time already. Now reach into the box, pick one out and read it for us. When you're done, hand it to me and go on to the next one." Trudy gingerly reached into the box and pulled out one of the sheets. "Turn around and face your classmates, please," instructed Miss Pennyfeather. The beleaguered girl slowly turned around and opened the piece of binder paper. As she silently read it over, a pained expression developed on her face. I was pretty sure that it didn't say that she could get dressed immediately.
"Read it aloud, please," insisted Miss Farnsworth. Trudy read from the page, but her mutterings were inaudible. "Miss Pennyfeather, you need to speak loudly and clearly so we all can hear you. If I have to reprimand you again there will be consequences."
Consequences? More severe than what she is doing right now? Yikes!
Trudy took a deep breath and read from the sheet. "Miss Farnsworth should make her.....make her take her bra off and let us see her....her titties." Shrieks of approval could be heard throughout from the increasingly enthusiastic students. Trudy stared down to the floor, probably wishing it would open and swallow her whole.
"Good," said Miss Farnsworth as she took the sheet from Trudy, looked it over and placed it on her desk. "Next?"
Trudy again reached into the box and pulled another sheet. She had no problem reading that one. "Trudy has suffered enough. She should be allowed to get dressed."
"Okay," said Miss Farnsworth. "That's one vote for putting clothes back on, and one for taking more off. Continue, Miss Pennyfeather."
Trudy continued to read her fellow students' submissions. Here is a sampling of some of the more titillating ones. All told, only two students thought Trudy should get her clothes back.
"Make her strip to her underwear in class every day for the rest of the year."
"To be thoroughly shamed, Trudy's bra and panties need to come off. She should sit at her desk completely naked for our entertainment. If she tries to cover up, Miss Farnsworth should spank her." That one elicited a huge reaction, which I enjoyed, since I wrote it.
"Make her take her bra off, split the gum in her mouth in two and put them on her nipples."
"She seems very self-conscious about her breasts. A good punishment would be to have her take her bra off and walk up and down the aisles with her hands behind her head." Another big reaction, and I have to say that the idea had me turned on.
"Completely naked!"
"Make her stand on Miss Farnsworth's desk and do a striptease dance."
"She should get a spanking for the naughty girl she is."
"Sing a song for us topless."
You get the idea. I wasn't the only one getting caught up in the moment and hoping for an uptick in Trudy's humiliation.
Trudy somehow managed to read through all the "suggestions." Her voice quivered often, especially while reading the bawdier ones.
"Thank you class, that was very helpful," concluded Miss Farnsworth. "You have spoken, and I now have a better idea on how to proceed. Miss Pennyfeather, you may return to your seat now." The sniffling Trudy turned to go back to her desk. She didn't get very far. "But first I'd like you to leave your bra on my desk."
There was a commotion in the room, as everyone seemed to sit up a little straighter in their seats all at once. There were a few squeals of surprise and delight, and a few giggles.
There were no squeals of delight or giggles coming from Trudy Pennyfeather. She stopped in her tracks and stood motionless for a moment, contemplating the newest indignity of her ongoing nightmare. Eventually she turned back around and faced her nemesis. "Please Miss Farns...." She didn't bother finishing the sentence, knowing that it would be fruitless. Instead, much to everyone's enthrallment, she slowly reached behind her and unfastened her bra. We drank in the sight of her bare back and watched in fascination as she slipped off her bra and laid it on top of her previously discarded clothes.
Trudy Pennyfeather was now topless. Our feeling of delectation was diametrically opposite to Trudy's abject mortification. The half-naked girl had her arms crossed over her newly bared chest as she turned and literally sprinted to her desk and tumbled into her seat, knowing that thirty sets of eyes were focused on her.
"Very well," said the sadistic teacher. "Now please open your books to Chapter 7 and read it over quietly."
With one eye on our textbook and the other on Trudy Pennyfeather, we pretended to study our trigonometry lesson. For her part, Trudy managed to open her book without uncovering her breasts, which she was protecting as much as possible with both of her arms. I highly doubt that she digested one ounce of trigonometry in her wretched state.
As for me, I must admit that I didn't learn any more trig that day than did Trudy. I couldn't take my eyes off her. I mean, she was almost naked, she had a beautiful body, and was embarrassed as all get-out. The circumstances were extraordinary. So yes, I was staring at her, and I was smiling with delight to boot.
As things would turn out, I am to blame (though I'm taking credit, LOL) for the escalation of Trudy Pennyfeather's humiliation. Trudy apparently found my staring bothersome. I did see her glance at me periodically, but I was undeterred in my fascination of her and her predicament. I guess it finally reached a point where she couldn't take it anymore, and she made a surprising and consequential mistake. "Stop staring at me!" she whispered to me. Unfortunately for Trudy, it was loud enough to attract the attention of Miss Farnsworth.
"Miss Pennyfeather!" she yelled, causing the startled Trudy to jump in her seat. "Why are you bothering Michelle when she's trying to study?"
"I....she wasn't studying," answered Trudy. "She was....staring at me."
"Come up here right now, young lady," commanded Miss Farnsworth. Once again the tormented Trudy traipsed to the front of the room, arms crossed over her chest. She stopped at the front of Miss Farnsworth's desk and stood there submissively. "Lean over with your palms flat on my desk," ordered Miss Farnsworth. She did so, and if I leaned to the side I could see her tits hanging down. Those sitting to my left and right had a better angle, which they all took full advantage of.
Miss Farnsworth opened her desk drawer, pulled out a paddle and walked around her desk, standing next to the trembling student.
Of COURSE she has a paddle in her desk.
"Do you think you deserve a paddling, Miss Pennyfeather?" asked the teacher.
"Please....I ...."
"Do you think you deserve a paddling, Miss Pennyfeather?" she persisted.
"Yes."
"Yes, what?"
"Yes, I deserve a paddling," she answered meekly.
"How many spanks with the paddle do you think you deserve?"
"I....I don't know....please, I...."
"How many pieces of gum do you have on your nose?" asked the teacher.
"Two," said Trudy quietly.
"How many pieces of our gum do you have in your mouth?"
"I don't....um, four?"
"Sounds like you deserve six of the best." While we looked on intently, Miss Farnsworth walked to Trudy's other side and readied herself. "Are you ready for your paddling?" she asked.
"No....please...."
"Are you ready for your paddling?"
"Yes."
"Yes, what?"
"I'm ready....ready for my paddling. Oh, please!"
Miss Farnsworth reared back with her right hand, appeared to be ready to strike.....then she stopped. She set the paddle down on her desk next to Trudy, walked behind the frightened girl, and without a word she lowered her panties down to her knees, exposing her nicely rounded bottom for all to see. Trudy let out a yelp, which I was able to discern over the uproar that emerged from her highly entertained classmates. I was looking closely, and her tush was twitching becomingly. The entertainment level was high.
"I'd like you to count them for me, Miss Pennyfeather. And after each spank, you're to say, 'I'm sorry, Michelle'." I couldn't suppress a giggle. The whole scene was so delicious.
(I should interject that Miss Farnsworth was aware of my de-skirting at the hands of Trudy the previous year. After I pulled my skirt back on I looked around at all the entertained witnesses. Miss Farnsworth—who was smiling, of course—was one of them.)
The next sound we heard was a loud "THWAP!" as the nasty paddle smacked into Trudy's left butt cheek. "Oh! One......thank—I mean, I'm sorry, Michelle!" Then another "THWAP!" as her right butt cheek was serviced accordingly. "Two! I'm sorry, Michelle!" THWAP! "Three! I'm sorry, Michelle!" THWAP! "Four! I'm sorry, Michelle!" Trudy's cheeks were already turning pink. All of us were watching in fascination, many of us open-mouthed, somewhat awestruck by the extraordinary spectacle. THWAP! "Five! Oh! I'm sorry, Michelle!" THWAP! The last one was delivered with a little extra gusto. "Ow! Oh, gosh! Six! I'm s-sorry, Michelle!"
Miss Farnsworth laid the paddle down on her desk. Trudy started to lift up, but Miss Farnsworth gently pushed her back down by the back of her neck. "Remain in that position for a few moments," instructed the teacher. "Your bottom is still getting rosier, and I think it will be enjoyable for your classmates to watch it develop into a nice shade of red." We all focused on Trudy's increasingly reddening ass cheeks. She obviously knew it, and she occasionally would use her gluteus muscles to squeeze her cheeks together. I slowly shook my head in wonder at the whole unbelievable scene.
Miss Farnsworth stepped behind Trudy momentarily and ogled along with us. "Oh, yes, they're turning a nice, pretty shade of red," she remarked. "I'll bet your bottom feels quite warm, doesn't it, Miss Pennyfeather?"
"Y-Yes," we heard her murmur.
"Class, while we're waiting for Miss Pennyfeather's bottom to achieve its fullest degree of reddishness—and I think we're getting close, because it's glowing rather nicely right now—we should decide on the future state of play regarding Miss Pennyfeather's panties." We collectively looked up from Trudy's naked bum to Miss Farnsworth's face, then down to Trudy's panties, which remained at half-mast, held up only by Trudy's slightly spread knees. "Let's have a show of hands. How many of you would like Miss Pennyfeather's panties pulled back up?" Not surprisingly, only a couple of hands went up in the air. "Okay, now how many of you would like Miss Pennyfeather's panties to remain where they are?" A good majority of the students' hands went up, including mine, mainly because we didn't realize there would be a third option. "Now, how many of you would like Miss Pennyfeather's panties removed completely?" Other than the two dissenters, everyone's hand abruptly shot up in the air.
If the wretched Trudy was unaware how the vote came out (though I think at this point she had a pretty good idea), Miss Farnsworth ended her suspense straightaway. And I would be the benefactor, in more ways than one. "Miss Pennyfeather, your classmates have spoken, and it is clear that they would like you to be divested of your panties." Trudy stood silently and motionless as she absorbed her imminent indignity. "Michelle," said Miss Farnsworth, "Would you like to do the honors?"
"Certainly, Miss Farnsworth," I said as I blissfully sprang from my chair. I bounded to the front of the room and stood behind the soon-to-be-nude Trudy. I was caught up in the moment, and I played my part to the hilt. I placed the tips of my fingers high on Trudy's sides, ever so close to her breasts. While I was there I used my index fingers to fiddle with her nipples, causing her to flinch and let out a small yelp, much to my delight. I then slid my fingers down her sides, caressing her skin slowly, tenderly, and teasingly until I reached the tops of her panties. I smiled devilishly when I noticed her trembling at my touch. I then slipped my fingers inside her panties, on the outsides of her knees, and ever so slowly, while maintaining full contact with her skin, I lowered my hands down as far as I could. Trudy's panties came along for the ride, and when I pulled my hands out her panties were resting at her ankles. I kneeled and tapped the outside of her left ankle, indicating for her to lift her leg, but she didn't budge. Not wasting any time, I stood up and gave her reddened ass cheeks two hard swats with my open palm.
"Oh! Ow!" she squealed, as much from shock and shame as from pain. Again I kneeled and tapped the outside of her left ankle. This time she was compliant, and when she lifted her leg I slipped the material free from her foot. I tapped her right leg, and after a moment's hesitation she lifted it up, allowing me to gleefully strip off her panties. I turned and proudly held up the panties with both hands for all to see, eliciting a boisterous reaction from Trudy's classmates, furthering her already staggering humiliation. For a final touch I spread Trudy's panties out on Miss Farnsworth's desk, directly below the profusely blushing face of the hapless victim. Before walking away, I rested my palm on one of her bare ass cheeks.
"You're right, Miss Farnsworth. Miss Pennyfeather's bottom is quite warm," I said before strutting back to my seat, quite full of myself over the performance.
"Very well, then. Miss Pennyfeather, you may return to your seat now." Trudy started to reach for her panties but thought better of it. (A wise decision on her part, knowing Miss Farnsworth.) She turned, and with a couple of tears trickling down her cheeks, she had one arm over her breasts and her other hand over her sex while she quickly strode to her desk and plopped into her seat.
I had gotten my wish. Trudy Pennyfeather was sitting at her desk, completely naked, for our entertainment. To say I felt vindicated would be an understatement. Of course, I continued to stare at her for the remainder of the period. I so enjoyed watching the naked, beyond mortified Trudy squirming in her seat, covering her breasts and her vagina like her life depended on it. Occasionally she would glance over at me. I know she hated me staring at her, and I'm sure she didn't appreciate the smirk on my face.
Miss Farnsworth addressed her one more time, adding more spice to the moment. "Miss Pennyfeather, could you stand up, please?" Trudy forced herself out of her chair. She was slightly bent over, with her hands and arms in their most strategic spots. "Do you feel shamed, Miss Pennyfeather?" asked the teacher.
"Y-Yes," she replied, with her eyes peeled down to her toes.
"Tell us why you feel shamed, Miss Pennyfeather."
"Um.....because.....I'm....I'm naked." There was giggling all around. I can't quite explain why, but it was both humorous and stimulating to make the humiliated naked girl tell us that she was naked.
"Yes, I can see that. It must be quite shameful to be standing there on display, naked as a jaybird." There was no response, and Miss Farnsworth persisted. "Isn't it, Miss Pennyfeather?
"Yes."
"Yes, what, Miss Pennyfeather?"
"It is shameful to.....to be on display."
"What else?"
"And to be naked."
"Excellent," said the teacher. "Now, class, you can go back to reading Chapter 7 in your textbooks. Miss Pennyfeather can stand there on naked display while you study."
And she did. Not much else transpired, but Trudy was forced to stand naked by her desk for the remainder of the period. I was sort of hoping Miss Farnsworth would make her do something else, like walk up and down the aisles naked, or at least make her move her hands to her sides—or better yet, on top of her head. That didn't happen, but I have to say that to this day I still smile—and, yes, become sexually aroused—whenever I conjure up the images of Trudy Pennyfeather's humiliation.
As I passed by the teacher's desk at the end of the class, Trudy was hastily pulling on her clothes. I made eye contact with Miss Farnsworth.
"Thank you," I said.
"It was my pleasure," she answered honestly with a smile on her lips and a twinkle in her eye.
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Re: Underpants Memoirs
None that I've written so far, but it's an ongoing story, so there is potential for more ENF down the road.
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Re: Underpants Memoirs
I’d love to see that potential used for either the author of this story or Felicity!
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