6 Times a Day

DM Sponsored [ 4 / 6 ] 4K words

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Before Alan could get home to talk to Suzanne, it was time for his secret meeting with Glory during the school assembly. While his attitudes about sex were changing drastically, he’d never ditched class before and felt surprisingly guilty about skipping out on the assembly, even though he knew it was a complete waste of time.

He thought ruefully, Odd how I’m more bothered by that than the fact that I’m fucking my sister. Things are so skewed. They should just lock me up in a small cage and tour me around as a circus freak. “Come see the teenage incest monster!”

When he arrived in Glory’s room, after using his hall pass, he looked at her happy smile and considered telling her about his problem with the cheerleaders. Look at Glory. She’s so smart and wise. She’s probably as smart as Aunt Suzy. The problem is, she’s so moral. She still thinks I’m a normal guy. She probably figures, yes, he’s playing around with Suzanne Pestridge and Kim Fields and a couple of other girls, but that’s the extent of it.

If she only knew the depths of my depravity! It would blow her mind if I told her what I was doing to my sister and mother. Incest. I love the deed but I hate the word. I don’t really connect the act and the word together; I don’t really think of it like that. But she certainly would.

Even if I merely tell her what I did with the cheerleaders during lunch, her opinion of me is going to go completely to hell. I can’t even hint about it, because once she’s on the case she’d tease the rest out of me. And I DEFINITELY can’t let her know anything about what I’m doing with Heather. Dang. I really could use her advice, too… Or someone’s.

While Alan felt introspective and glum, Glory was in a completely different mood. There was a very devilish twinkle in her eye.

After they kissed briefly, she grinned broadly and said, “I have something special planned today, since we have this extra, extended opportunity. Lately we’ve mostly been playing out your fantasies, which is fine. It’s been loads of fun. But today I want you to act out my fantasy. Are you okay with that?”

Alan thought about it. That’s fair. Everyone’s been serving me, pleasing me, following my whim. I need to be more giving and sensitive to other people’s needs. This is a perfect first step to turning over a new leaf, getting more humble. “Sure, Glory. That sounds like a great idea. I’m happy to do whatever you want.”

She gave him a surprisingly naughty smile. “I’m very glad to hear that. Are you absolutely sure? Anything?”

Alan thought, Uh-oh. She’s going to make me do something really weird; I can tell. But he concluded that he owed her the opportunity. “Yes. Absolutely. Anything.”

“Good. We’re going to role-play again, but I can’t say what, exactly. Just follow my orders. And keep in mind that, for the purposes of this drama, you’ve been a very bad student.”

“Yes, ma’am.”

Alan sat in his usual front-row seat and thought, You don’t need to add the “for the purposes of this drama” part. I totally failed my second-period test today. I didn’t even study because I was so spaced out that I didn’t even catch it when the test was announced. Duh.

Glory pretended to lead the class as she always did while ignoring the fact that Alan was the only student there. She started to ask him questions that in fact were from her real history lesson earlier in the day.

But while Alan knew some of the answers, he pretended total cluelessness and deliberately got them all wrong. He could tell from her subtle signals that this was the “bad student” response she wanted, even as outwardly she grew more and more annoyed at him.

After a few minutes of rapid-fire questions, she said, “Young man… Alan Plummer, I’m talking to you! Are you even paying attention? Come up here this instant! I’ve had it up to here with your attitude.”

He walked up to her while acting blissfully arrogant.

She said to the imaginary class, “Now I’m sure all of you have heard about the new law that the state legislature just passed, reinstating some traditional, though controversial, punishment methods. Since this young man here is acting so incorrigible, he’s going to be the first to experience our new disciplinary techniques.” She pulled a ruler out of her drawer and started to slap it into her free hand.

Alan thought, Oh God. Here it comes. A spanking. I should have known. She seemed to get off on that the first time she spanked me. In fact, that’s the only time I’ve ever been spanked. I gotta admit it was pretty arousing, and after what I did earlier at lunch I actually feel it’s deserved. I feel so shitty and guilty that I want to be punished. So go ahead and spank me, Glory. Give it all you’ve got.

But he just stood there stupidly, as that was the role he figured she wanted him to play.

“Young man,” she barked, “I want you to drop your shorts right now and bend over my desk. That’s right. You’re going to get a spanking. One slap for every wrong answer you gave, just as the new law stipulates for particularly troublesome students.”

He pretended to be both embarrassed and frightened. “But Ms. Rhymer! You can’t expect me to stand here in my underwear in front of all my classmates! That’s worse than any spanking you could give!”

“I don’t expect you to stand in your underwear. I expect you to drop it all. Strip from the waist down. NOW!” She struck her desk hard with the ruler. The sharp sound reverberated around the room.

“But teacher! Then everyone will see my… my everything! I’ll be the laughing stock of the school!”

She smiled wickedly. “Yes. That’s right. But that’s excellent motivation for all of you to study harder next time, isn’t it? Who here wants to be in Alan’s shoes next time?”

Alan was surprised at this side of her; a side he’d never seen before except the first time she’d spanked him.

She looked out over the “class” very convincingly, even though the room was empty.

Alan could easily imagine a classroom full of students absolutely frightened out of their gourds.

Then she hit the desk again with the ruler while shouting menacingly, “Now, drop ’em!”

Alan closed his eyes and imagined the class staring at him as he slowly pulled his shorts and under-shorts down. Even though he knew there was no one else in the room, he had started to get into the role-play, so with his eyes closed it all seemed real. He felt relieved that at least his back was turned, so “they” could only see his butt.

What happened next, though, was a surprise. He felt Glory’s hands in his hair.

She said, “Don’t be alarmed. I’m putting a blindfold on you, just as the new law requires.”

Sure enough, she covered his eyes with a cloth that completely blocked out all light. He found himself getting a bit scared as he adjusted to the loss of sight. I thought Glory was very moral and straight-laced, but does she also have a hidden depraved side? Just what is she going to do to me?!

His fears doubled when she next tied his hands behind his back with a rope and again explained that it was part of the imaginary new law. Then she put a gag in his mouth and yet again invoked the law.

He realized, Rope. Gag. Blindfold. This is not some spur of the moment thing. She’s been planning this for some time. This must be some long-held teacher fantasy. Just how far is this going to go?!

With his blindfold on and his hands securely tied, she grabbed him by the shoulder and turned him to face the imaginary class.

Alan reflexively tried to cover his crotch with his hands. His fear level shot up still further when he realized that he couldn’t cover up to save his life. He felt his ears and cheeks burn with embarrassment as he imagined the class staring at his genitals and laughing.

Glory was thinking along similar lines. She said to her imaginary crowd, “What are you all laughing and pointing at? Haven’t you ever seen one of these before?” She reached down and cupped his balls with one hand while holding his dick with the other. He’d been flaccid, but he shot to full hardness within seconds.

In her fantasy she said to the class, “I wouldn’t be laughing if I were you, especially you guys. Looks to me like his package is nothing to laugh at. Look at that thing grow. If I were Alan here, I’d be proud instead of ashamed. I wonder how many of you boys out there have a penis this long and thick?”

She went on, “That’s right. You’re not laughing now. Too bad you can’t see, Alan, because I think you’re going to get a lot of offers for dates from the ladies in this class after today. Look at the way Jody is licking her lips. That’s very unseemly, young lady. And Andrea, stop salivating at the sight of Alan’s huge hard cock or I’ll have to hide it from view. Let’s focus here.”

Alan felt pride at Glory’s compliments and imagined the school buzzing with talk and rumor about just how big his package was. His nervousness came down a couple of notches. Then Glory started to masturbate him, causing his arousal to spike. He could feel the eyes of all his classmates on him, as if they were really there and staring in shock.

She said to her imaginary audience as she stroked, “Now, don’t get the wrong idea. I certainly don’t want to be doing this, but it’s what the new law requires. Some new thinking about associating pain and pleasure together for a more effective punishment. I don’t understand it all, but this is what I’m supposed to do. … Yes, Becky?” ｂ𝚍𝚘𝚟ｌ.ｎｔ

Alan imagined his classmate Becky raising her hand and Glory calling on her. Becky was one of the most beautiful girls in the class, though she couldn’t compare with a truly outstanding beauty such as Glory.

Glory continued, “What’s that, Becky? You say that you’ll volunteer to stroke it? Well, that’s very thoughtful, but this is really my duty as teacher. Perhaps later, if my hands get tired. … Yes, Andrea, I’ll consider you too, though you’d have a better chance if you got more A’s on your tests.” She sighed as if annoyed at all the pestering girls.

“Now, let’s see. Alan, I’m going to lead you over to this chair here. You’re going to lay down on it, stomach down, ass high.” So she helped Alan lay down.

He found he was stretched over two chairs. His butt made a 90-degree angle and his knees rested on the cold tile floor.

He heard the smack of the ruler against what he assumed to be her hand.

She started lecturing, “Now, I’m sorry, young man, but you have to realize that this is for your own good. I don’t want to be doing this, but the new law is based on the latest research, and studies show-”

He didn’t pay full attention; as she continued to talk his mind drifted. He thought, This is so strangely appropriate. I really deserve this. I’ve been a right bastard towards women lately and now a woman is giving me my comeuppance. Even though this is Glory’s fantasy, maybe it will serve to correct my attitude. It would be more of a punishment though, if she wasn’t fondling my dick so vigorously the whole time.

She continued to lecture (and fondle), but in mid-sentence, without any warning, Alan heard a whoosh through the air and then a loud smack on his upturned ass. He was somewhat surprised to realize just how hard she’d hit him with the ruler. Although they were pretending in this drama, this was no pretend spanking.

Glory brought the ruler down again and again. He truly was in pain, though the continued fondling of his full erection certainly compensated somewhat. He could hear her breathing quite heavily and imagined that she was getting aroused.

After the fifth swat he heard her say, “Now, class, unfortunately I’m not the one who made the new law. The law clearly states that after the fifth spanking the administrator of the punishment must take her dress off and fondle herself. I certainly don’t want to expose myself to you all – this is really embarrassing – but I’m told I could be in serious trouble if I don’t follow the regulations to the letter. … That’s right. Get your jollies out now looking at me, but it’s really no big deal. You’re going to be seeing me naked quite a lot now that this new punishment system is in place.”

Alan didn’t know he could get more aroused by a spanking, but the idea that she was naked and fondling herself took him to another level. When she brought down the ruler for the sixth and seventh times, he almost found himself ready to beg for more. Almost, but not really, because it did hurt intensely.

He recalled that the “new law” required one spanking for every question answered incorrectly and figured he’d gotten about ten questions wrong. So he figured his punishment would soon be over.

The situation was so strange that he thought he could handle anything she could dish out. But he could never have imagined what happened next. To his utter horror, he heard the sound of someone knocking on the door. It was a most insistent pounding.

Glory stepped out of her role and whispered into Alan’s ear, “Oh shit! What the hell?! Don’t worry, I’ll take care of this. Sit tight. I don’t have time to get you out of your get-up here. I’ve gotta put some clothes on. Just hang in there.” She squeezed his dick the way lovers squeeze hands for assurance, and then let go of it.

Alan fidgeted nervously as he waited to hear who it was. Fuck. What if it’s someone like the principal, or even some janitor? I’ll be so royally fucked! Not only will Glory be fired, but it’ll probably make the newspapers. I’ll be the laughingstock of the whole school! The whole fucking town!

He heard the door open, which surprised the hell out of him. Did she open it just a crack? Otherwise, someone really is looking at my upturned butt!

Then he heard Glory say, “Yes? Can I help you?”

“Sorry to bother you, Ms. Rhymer, but I left my books in here. I was wondering if I could come in and pick them up?”

Alan tried to place the voice, but he couldn’t. He guessed it was from a female student. That in and of itself was quite a relief.

Glory replied, “Oh, hi Michelle. I’m kind of involved in something right now and I’d rather you don’t come in. You just tell me where you put them and I can get them for you. But in any case, shouldn’t you be at the assembly?”

Michelle replied, “I should be, but I was so worried that someone would steal my books that I sneaked back here to get them. I have so many personal notes in there!”

“I understand. Just a second.”

Alan heard a long pause and wondered what was happening. Then, to his surprise, he heard Glory say in a different tone of voice, “Just a minute. Michelle, I remember last month when you came to me and confessed that you had a deep crush on Alan Plummer and asked my advice. Isn’t that right?”

“Oh, teach, why do you have to bring that up? That’s so embarrassing.”

“Did you ever ask him out?”

“Are you kidding? All the best-looking girls beat me to the punch. Everyone started asking him out once he began acting so confident and sexy, but he’s turned them down left and right. I was too shy. Frankly, even though there are rumors of him, well, being with one or two of the cheerleaders, there are other rumors that he doesn’t like girls at all.”

Alan was shocked at that last comment, and very displeased. He also felt extremely helpless, realizing that if Glory opened the door wide, this girl would see him tied up, blindfolded, and with a red, exposed ass. He wasn’t religious, but he fervently prayed she’d go away quickly.

Glory stated, “I can assure you he likes girls. Even though he turned those others down, you should still ask him out. You told me you had a thing for him even before his transformation from nerd to mystery man. You’re one of the most beautiful girls in the whole school. I can’t imagine any guy who wouldn’t fall head over heels for you, if only for your buxom chest.”

Alan frantically scanned his memories, trying to remember a buxom, beautiful Michelle. There were many Michelles in the school; in fact there were three in the class he had that was taught by Glory. But he knew it wasn’t any of them, since he didn’t recognize the voice. He ended up drawing a complete blank. Because he was a tit man he knew just about every buxom girl in the school by sight, but he realized he knew few names of any students in the other grades, even if they were pretty girls. It was a big high school.

“Oh, you’re just saying that, Ms. Rhymer,” he heard Michelle say. He could practically hear her blush.

“No, it’s true. You know, I have to confess, Alan and I are very close. He confides in me. He told me that he quite fancies you.”

“What?” Alan heard Michelle squeal happily. “Really? I don’t believe it!”

Alan thought, Now I’m really puzzled. Certainly Glory knows that’s not true. I don’t know this Michelle from Eve, much less fancy her! Maybe she’s just trying to boost this girl’s ego? I hope she’s still got the door opened only a crack!

Glory continued, “It’s completely true. As a matter of fact, let me come completely clean. Michelle, since I’ve known you for years and you’re one of my closest students, I have a confession to make. Alan and I are actually romantically involved.”

Alan was so shocked that he felt like he was having a brain aneurysm. He wanted to scream, “NO! SHUT UP!” but he couldn’t make a peep. Even if he hadn’t been gagged, he wouldn’t have made a sound for fear of being found out by Michelle.

Glory went on, “He’s going to kill me for telling you that, but it seems like such a perfect opportunity that I just can’t let it pass. You remember how you told me you have a thing for spanking people?”

“Ms. Rhymer! You’re embarrassing me!”

“Sorry. It’s just that it’s all too perfect. You have a thing for Alan, and you have a thing for spanking, and he fancies you. That’s why you have to promise to be calm with what I tell you next. … Alan is in the room with me. In fact, I was spanking him right when you came in.”

Alan heard another squeal. He truly thought he would faint, but he somehow managed not to. His heart pounded wildly as he feared what would happen next. He had a good idea of what was coming, which was almost scaring him shitless.

Glory said, “The reason I’m telling you this is because I’m thinking this is a once-in-a-lifetime opportunity for you. Would you like to spank him?”

“Alan? Me? Ohmigod! Ohmigod! It would be like a dream come true! He’s so handsome. Oh, and his cute but manly face and perfect ass! I could just eat him all up! You can’t be serious. This is all some kind of joke, isn’t it?”

“Why do you think I’ve been keeping this door opened only a crack? I’m very serious. If you promise to stay calm and keep this a complete secret, I’m prepared to open the door and show you Alan. But you have to SWEAR never to tell a soul!”

Alan squirmed. He wanted to get up and somehow get Glory to shut up, or at least close the door. He wished he could cry out, “Traitor!” But he couldn’t get up or even speak. He was trembling so badly that he couldn’t have stood up even if he hadn’t been tied up and blindfolded.

“I promise! Oh, I promise! I can’t believe it! Ohmigod!”

“Keep it down. Now, get ready for a shock. The reason you haven’t heard from Alan is because he has a gag in his mouth. He’s also tied up and wearing a blindfold. He’s not wearing any underwear, either. When I open this door, you’re going to see his butt. Do you think you can handle that?”

“Oh yes! This is so exciting! I still can’t believe it!”

“Believe it.”

Alan heard the sound of the door opening. The creaking of the door was the most frightening thing he had ever heard in his life.