Disable your Ad Blocker! Thanks :)
Chapter 186
by
SpinalGlass
What's next?
The Great Pretender: Part 3
Chapter 7
Alan decided that it was time for some serious fucking. He suddenly announced, "Okay, Heather, since your cocksucking needs work, I'm going to have to do something else to get off. Get your cunt over here. It needs some solid pounding."
Heather was upset at how he'd dissed her hard blowjob work, but that was more than made up for by what else he'd just said. She pulled her shirt all the way off, leaving her completely naked. Then she wordlessly turned around and raised her ass so he could slip it in doggy style as he continued to frig Janice's ass and pussy while watching Joy's continuing show. Heather's face was glowing with pride that he'd chosen her to fuck, rather than one of the other two cheerleaders.
He said to the blonde bombshell, "Do you know what happens when I put my cock in your mouth, cunt, or ass?"
"No."
"You stop being Heather the stuck-up bitch and you start being Heather the willing and submissive slut. Isn't that so?"
Her first inclination was to cut him down for calling her a slut. But his penis was so close ... She mumbled something inaudible.
"I can't hear you," he prodded.
"Alan, cut the crap already."
He responded by rubbing his erection back and forth along her pussy lips.
She made a futile effort to thrust back and catch it with her pussy.
He just kept rubbing it around, over and over. In reality, less than a minute had passed, but to Heather it seemed like years because her need was so great.
"I can't hear you," he prodded again.
Finally she gave in. "Yes!"
But he just kept rubbing around the outside. "Yes what?"
She started to say "Alan" like she was making a threat. However, she couldn't go through with it; she needed his cock too much. So in a flat, defeated voice, she said, "Yes, I'm a slut. Happy?"
She gasped as his boner dove deep into her hole. Her eyes bugged out and she gasped for air. She couldn't believe how good it felt. (She didn't realize that it was the humiliation that was turning her on at least as much as the actual physical penetration.)
Alan said calmly as he pushed all the way in, "That's 'yes, sir' to you."
"Yes, sir."
He pulled back and then stroked back in. "Now, tell me, Heather, what am I fucking right now?"
"You're fucking a wanton slut, sir." Deep down she loved it when he called her names, so she no longer tried to fight the abusive language.
"Well, that certainly is true," he said sincerely, since if anyone in his high school qualified as a slut, it was Heather. But then, even more aggressively, he said, "I'm looking for a cum dump. Where can I find a cum dumpster around here?"
"Look down, sir," Heather answered breathlessly between gasps for air as Alan relentlessly speared her tight, blonde pussy with his cock. "Don't look at Joy. Your cum dumpster is down here. Sir."
As though to punctuate her point, she rotated her hips, which made Alan's invading monster barely tap her G-spot for a second. That caused them both to shiver excitedly.
"Oh," Alan replied as he quickly regained control. "Is that the thing I have my dick stuck in? I was wondering what this insignificant hole was. It seems to talk, funnily enough. Can you talk, or are you just a mindless fuck hole?"
Heather was puzzled as to how he wanted her to answer. She responded, "I'm just a mindless fuck hole, but somehow I'm able to talk. I guess I need to say a few words sometimes, so I can tell men how badly I need to get fucked. Sir."
Spurred on and inspired by the demeaning talk, the head cheerleader slammed her hips backwards and impaled herself deeper on the stiff boner, an action that caused her buttocks to slap loudly against his thighs.
He laughed. "Excellent answer, slut. You even remembered to say 'sir.' How is it that a blonde airhead like you can string together two sentences like that?"
"I don't know, sir. I'm not used to talking since my mouth is usually full of cock. Sir."
"Wow. You're really good at this talking thing, considering you're just a pussy life support system."
"Yes, sir!" she said with obvious enthusiasm.
But then she remembered that they weren't the only ones in the room. She looked over at Janice and Joy and saw them staring back with their mouths agape. "What the hell are you staring at?" she barked angrily.
"What are they staring at?" Alan prodded again.
Heather was torn between saying something to keep some dignity in front of her fellow cheerleaders or saying the kind of thing that she knew Alan wanted to hear and that turned her on. She grudgingly said, "Your personal cum dump, sir."
She closed her eyes and tried not to think about Janice and Joy being there, but the fact that they were just aroused her still further.

Alan continued this banter as he fucked the beautiful teen.
They swapped positions and Heather sat on top of him so the two of them could fully concentrate on their fucking as they rose towards mutual climaxes. But he explained the move by saying, "Prove to me that you're a worthy slut."
Alan took the time to congratulate himself. Mere minutes earlier, the room had been so chilly with ill feeling that it seemed to be well below freezing. Now everyone was naked and thoroughly enjoying themselves, though he didn't realize how much of Janice's enjoyment of Joy's striptease was painfully bittersweet.
Heather was in her element at least in one respect: she loved to fuck. Being on top, she relished the feeling of control it gave her. She was in charge of the pace and she knew exactly what she wanted. She repeatedly lifted her hips and then carefully brought her whole body crashing down, impaling herself deeply again and again on his stiffness. Her long blonde ponytail flew around like a whip and her large breasts wobbled in every direction. She loved every second of it.
Unfortunately, just as Heather and Alan began to **** each other with well-timed thrusts to build up to something great, the alarm clock went off that she'd set to make sure they wouldn't be late for their next classes.
Alan stopped his fucking and muttered, "Damn lunches. Never long enough." It had taken him ten minutes before he'd started fucking and he'd arrived in the room with only twenty minutes left of the lunch period, so he figured that he'd been ramming the bitchy blonde for less than ten minutes.
He had intended to keep going, class be damned, but the interruption made him think about where he would be cumming and he remembered that he wasn't wearing a condom. He mentally kicked himself for forgetting about condoms yet again. It was an especially foolish mistake with Heather, as he didn't trust that she was really clean.
To be on the safe side, he grabbed her roughly by the hair and said, "Get down, bitch. You're going to take it in the mouth."
She moaned, "NooooOOOOOO! You promised! What about our deal?! You have to fill my hole to the brim with your seed or it's just not the same. And you were really doing me bareback, too. You could have sprayed me real good."
But even as she was saying this, she dutifully lifted herself off his dick, scooted down his legs and put his thick erection, completely drenched with her own juices, back into her mouth.
Alan barked, "Are you questioning me, bitch?" But it wasn't really necessary.
She shook her head 'No' while sucking on his cock as if she needed to coax the cum out of him more than she'd ever needed anything in her life. She looked up into his eyes with an expression of complete adoration. For some reason, the more he ordered her around and denied her wishes, the more she lusted for him.
Within seconds of feeling her tongue dance on the sensitive underside of his hard-on, he let his load go. He grabbed her long blonde ponytail and started jerking his hips into her face.
Heather was inexperienced at cocksucking, but she seemed to try to swallow as much as she could. She was outraged and incredulous at her own behavior, but she couldn't seem to stop greedily drinking his thick seed. Alan had gotten her so worked up with his demeaning talking and talented fucking that by this point that she would have agreed to just about anything.
Alan looked down and saw Heather guzzling his ropes of cum as they blasted straight into the back of her mouth. He was very pleased, and let his "Bad Alan" feelings surge. He thought, She's tried it before but she's never admitted that she likes it. She has to like it, since everyone else does. Once I've got her hooked on my seed, I'll never hear her refusing to suck my cock again.
He was at least partially right. As the squirts of his cum finally trailed off, Heather took stock of what had just happened. I feel tricked. How did he get me to do that?! Cocksucking?! Ugh! But what's strange is that ... Huh ... Very strange.
She swirled some residual cum around her mouth as if tasting a fine wine. It doesn't taste too bad ... In fact, it's damn delicious! I keep trying to deny that, but it's hopeless.
God, I love it! Hell, I'm almost upset that he forcefully pumped most of it straight down the back of my throat, 'cos there's not much left to savor. But I'm not going to let him turn me into a habitual cocksucker.
Real honest-to-God fucking is what it's all about. If I keep pretending not to like cocksucking, hopefully he'll get the message eventually and fuck me properly more often.
Alan looked around. Joy was sitting up on her knees, seemingly content to fuck herself endlessly. Furthermore, she was doing it only a couple of feet in front of a literally drooling and shaking Janice.
It occurred to him that he'd gotten so caught up in fucking that he'd forgotten to paint Janice's pussy lips. Now Janice was too wet and too aroused; to paint her would be like hitting a moving target. Oh well. That's what tomorrow is for. I'm sure I'll be wanted back for some more painting ... and whatnot. Hopefully a lot of "whatnot." He grinned an evil grin.
The aftermath of Alan's climax was strange and awkward. A painful silence once again descended, though luckily a song from Tom Petty's greatest hits - "Mary Jane's Last Dance" - still played in the background. Janice and Heather once again avoided even looking at each other.
Heather generally avoided looking in Alan's direction, but when he caught her eye she appeared sullen. She wanted to hate him because of how he'd jerked her around and demeaned her, especially in front of the other two cheerleaders. But at the same time she was afraid that if she opened her mouth, she'd only beg for more.
More awkwardly, Janice now blushed profusely when Joy came near her and tried to be friendly. Eventually Joy pulled the still shaking Janice up and helped steady her. Janice thrilled at the touch, and she deliberately leaned all over her best friend as though too weak to stand, even as she wondered how she'd be able to interact platonically with Joy ever again. She at least managed to resist any overt groping of her friend.
Alan didn't get to find out how things developed after that, because he finished dressing first and rushed off to class.
Later, in the next period, Alan zoned out as his teacher droned on. He thought about his experience with the cheerleaders at lunch. His perspective on that had changed after the post-orgasmic come-down.
He thought, You know, I'm turning into a real asshole. I'm getting bossy and full of myself. Jesus H. Christ! Who was that arrogant jerk and when did he take over my body? How do I get him out? The way I treated Heather was ridiculous! True, it was just playing around, and she likes it that way, but really! "Cum dumpster"? "Pussy life support system"? Dang! Just a couple of weeks ago I never would have said that kind of thing to anyone. Is it really just sexy playing around, or is that the real me coming out?
If it is, I don't like me. I don't want to be an arrogant asshole, snapping my fingers and saying "Lick it, baby. You know you'll love it." I have to fight this! Heather seems to bring out the worst in me, but we have such great sex together. Most of these women are attracted to me because I'm a nice guy. But at the same time, they want me to act like an aggressive sexual brute when things get hot and heavy. I don't get it.
The way I keep thinking about how Heather will learn to love my cum seems typical of my arrogant attitude. But the problem is, it's true. There is something special about the taste of my cum. I'm sure that the other times she's given a blowjob she wanted to wash her mouth out right away, but I noticed she was in no hurry to do that today. Heck, it looked like she was savoring it this time.
In addition, it seems the way I fuck makes women melt. And when I act like all rude and aggressive with Heather, it's so cathartic. I can let all my pent-up frustrations out, especially my lack of fucking at home. And I'm always holding my tongue, not calling anyone things like slut or bitch, and that all comes tumbling out with Heather, too. She loves it. But that doesn't make the way I'm behaving right.
What am I supposed to do? I'm only fucking eighteen years old, for Christ's sake! No one prepared me for this. I have no idea what this all means or how to deal with it! Where's the after-school special class on how to treat your harem? Seriously! I'm sitting here in the middle of this fucking insanely boring class, and I look just like any other average student on the outside, but in reality I secretly have what amounts to a harem. And I'm turning into some kind of cruel sultan **** owner or something.
Not only that, but I'm losing touch with reality. This class just seems unreal; just an annoying diversion until I have my face buried in my mom's tits again. I was going to tell my friends that Amy is now my girlfriend, but my social life is such a disaster, I don't even know when I'll see them again outside of saying 'Hi' between classes? I'm going to be a complete failure in life unless I can get a job as a gigolo or something.
He thought with grim humor, I wonder if there are any paying jobs involving having your dick sucked all day long.
I really need some advice. Acting all bossy gets my dick hard. Hearing Heather say "Yes, sir!" so obediently gets me even harder. Just thinking that I have a harem is giving me a woody right now, especially when I think of the likes of Mom and Sis naked at my feet, waiting to serve me.
They're so willing. So busty. So big and tall. So flawless. So beautiful. Christ! We're talking about some of the most beautiful women on the planet! I'm only human. I think I'm doing pretty well, considering how some people might have acted in my shoes. Aren't I? I don't know.
This is like the story of Job, except in reverse, where everything is going right instead of wrong. But it's turning into a curse just the same. You know what? It's kind of like that Twilight Zone episode where the guy thinks he's died and gone to Heaven 'cos he gets everything he wants, but in the end it turns out he's in Hell.
Well, okay, it's not THAT bad, not even close. But I feel a touch of that curse of getting what you wish for.
I have to talk to Aunt Suzy soon. Luckily she's got lots of wisdom and experience. She'll be able to help, if anyone can. Thank God for her. As much as I love my mom and sister, they certainly can't help me with some things. I don't even think I could have a really long talk with them anymore unless I allow them to suck my cock at the same time. JESUS! This is so good, but so fucked up.
Chapter 8
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 **** 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. ****. 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?"
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."
[
](https://postimg.cc/CzhmY8j9)
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 asked, "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.
Chapter 9
"Oh. My. God." Michelle was obviously flabbergasted.
He heard the sound of the door closing. Then he heard Glory say, "Do you believe it now?"
"Ms. Rhymer! No way! Wait till I tell ... Oh damn. I can't tell anyone. Shit!"
"Let's put it this way. If you tell anyone, you won't get a repeat performance. But if you're silent, who knows what might happen? Now let's go over to Alan and see how he's doing."
Glory walked over to Alan and removed his gag.
Alan was so stunned that he didn't know what to say, now that he could finally talk. After a long pause, he said, "Glory. What the HELL?!"
She giggled, then whispered in his ear, "I'm so sorry. I promise I'll make it up to you. But I felt like this was some kind of harmonic convergence. Her telling me she liked spanking - no one's ever told me that before. And you bent over like this. What are the odds? A million to one. It just had to be. Not only that, but she really has the hots for you and she's amazingly hot. Believe me, by the time this is over, you're going to be so glad I did this; you're going to be thanking me for a long time."
Alan whispered back, "But Glory, I just can't handle it. I know I'm only eighteen, but I swear to God I'm going to have a heart attack. If I don't, at the very least I'm going to have a nervous breakdown. I'm scared shitless!"
To his surprise, she put the gag back in his mouth. He suddenly wanted to demand that she untie him and take the blindfold off, but it was too late.
Then she apparently went back to Michelle. He heard her say out loud, "Michelle, he's very frightened. Understandably so. Let me take charge here. Don't do anything unless I tell you to. Don't say anything except for 'yes' when you're spoken to. You think you can handle that?"
"Yes."
"Very good. Just like that. Now we need to calm him down. Like I said, I'm romantically involved with him. What I'm going to do next may seem shocking, but I'm afraid it's the only way to calm him down. I'm going to fondle his penis for a bit. Can you handle that?"
"Yes."
"Good. You just sit there."
The next thing Alan knew, he felt Glory's hands on his boner. Soon she began giving him a most enthusiastic handjob.
Alan had experienced more handjobs and blowjobs in recent weeks than he could possibly count, but this one was possibly the most emotionally intense. He felt like his whole body was literally on fire, and it seemed like his cock was well and truly burning. Not being able to see heightened his other senses to a surprising degree.
Yet Glory was right. He did find himself calming down, thanks to the movements of her hands. He tried to ignore the humiliation and forget completely that Michelle was there. He focused all his thoughts on Glory and how good she was making him feel.
Then, without warning, her hands disappeared and he felt her tongue on his shaft. That was strange, because he was lying face down with his cock hanging straight down. He realized she had to be underneath him, lying on the floor or perhaps with her head on some kind of stool, in order to get her mouth around his hard-on.
It felt so amazingly good that he nearly forgot completely about Michelle. But every now and then he would realize with a start that he was being watched by a total stranger. Those realizations would hit him like a jolt, causing his whole body to tense up, which prevented him from relaxing completely and losing his fear.
Glory gently massaged his balls with one hand. When she felt his scrotum tighten, she vacated her position. He assumed that she wouldn't want him to shoot cum all over the floor, so he used his PC muscle control to hold off an orgasm.
She stood up and said, "I hope you didn't mind that, Michelle. It seems he's doing much better. Once Alan gets to know you better, I'm sure he'd like you to do that too. Would you like to suck him off?"
"Yes, please."
"I knew you would. Even better, would you like to spank him right now?"
"Yes, please."
"Excellent. The only thing I ask is that you get naked first. Believe you me, I'm certainly not into girls. It's just that's how we do things around here. I was naked when I was spanking him before you came in. Do you want to get naked?"
"Yes."
"Good. I'll do that too."
Alan waited a while and listened to the sound of women's clothes as they fell to the floor, piece by piece.
He thought, This is truly unreal. Glory's right. The odds of this happening are a million to one. Actually, now that I think about it, there have been so many things happening to me recently that have a million to one odds. Billions to one, maybe. No one has this kind of luck. It's simply not possible. There must be some kind of magic.
Oh my God! I just had a thought. What if someone around here has magical powers and is toying with me? It has to be something like that. Except that I don't believe in magic. There's no God, either. Maybe more realistically, what if Glory is the one who set this whole spanking thing up? What if she and Michelle arranged all of this in advance? It has to be!
But just as he reached this conclusion, his thoughts were interrupted by a loud, painful swat. He figured that Michelle must be spanking him now. She spanked just as hard or harder than Glory. His shame burned anew. He squeezed his eyes closed beneath the blindfold while wishing he could just crawl into a hole and die.
After Michelle's second spank, Glory said, "Michelle, it's a bit tough on Alan to be spanked like that. We try to sweeten the pot a bit by stroking his penis between the spankings. Usually the spanker does it. Normally I wouldn't be so bold as to ask you, but since you're already fondling yourself, just like I am, I figured you'd be game. I could do it, or you could do it. Do you want to do it?"
"Yes, please."
Alan felt hands on his cock again. They were colder this time, but they still felt fantastic. Michelle apparently just wanted to fondle him for a while. Then one hand disappeared and he felt another spank come crashing down.
He felt like his brain was going to explode. He was on the verge of ejaculating and his ass was on fire. He couldn't take it anymore. He had to know what was going on. He yelled into his gag. Although he couldn't say anything coherent, he hoped Glory would hear his cries and remove the gag.
Thankfully, she did just that.
As soon as he could, he ordered, "Take the blindfold off! NOW!"
She took that off too and came around in front of him.
He was nearly blinded by the light after having his eyes in pitch darkness for so long. He saw a vague shape he guessed to be Glory and then he had to close his eyes again.
He asked urgently, "What the hell is going on? Just what is happening? This is all a scam, isn't it? This is some kind of trick!"
Glory chuckled and then said, "Damn. You found me out, after all."
[
](https://postimg.cc/N5db00DF)
Alan was so surprised by that that he opened his eyes again and tried to look at her face. He looked down and saw that, indeed, she was completely naked, except for her black stockings. As his eyes focused he realized she was also very happy and laughing.
She appeared to be oblivious to how much he'd suffered, but she started to get some sense from the anger and anguish in his face. It was extremely rare for him to be truly angry.
She said, "That was the most fun I ever had. I'm really sorry I tricked you. I promise I'll make it up to you, and I'm not lying about that. I'll do anything. I just hope you'll forgive me."
"Please untie my hands," he requested.
She quickly did so.
He was finally able to get up. As he stood and stretched his legs, he asked, "Where's Michelle? Michelle, I'm really sorry that-"
He looked around the room and did a double-take. Then a triple take. There was no one else in the room but him and Glory. He asked, dumbly, "Glory, where did Michelle go? Is she hiding somewhere? In the closet?"
He started to walk towards the closet.
But Glory stopped him. "Wait."
He froze.
She continued, with puzzlement in her voice, "I thought you knew. There is no Michelle. It was just me the whole time."
Alan again felt like his head would simply explode. He nearly fainted from sheer amazement. He had to sit down. He was still frantically scanning the room because he didn't know what to believe anymore. His eyes finally saw a small tape recorder on Glory's desk, with a notepad next to it.
Glory noticed where he was staring. She walked over to the tape recorder and hit play.
He heard Michelle's voice say "Yes, please."
She hit the stop button. Then she hit the play button and played Michelle saying "Yes, please" again. Then again. And again. Glory stopped the tape recorder and put it back on the desk. She looked mirthful, but also serious. She was worried that she'd gone too far with her practical joke.
Alan was slow on the uptake. "You mean, there's no Michelle? But the hands on my dick! The dialogue earlier! Who was that?"
"The hands? Those were my hands, but I put some cold cream on them first to give them a different feel and make you think otherwise. And the dialogue? I wrote that out earlier and read my lines from the notepad. The tape recorder played Michelle's voice up to the point where I allowed you to talk. Beyond that I didn't know for sure what would happen, so I arranged it that Michelle would only have to say 'Yes, please' after that."
"But, but, but it was so real! The creaking of the door! That scared the shit out of me!"
"I recorded that, too. Last night. I've been planning this awhile. I stood by the door at that point so it would sound just right."
"Holy fuck. No way." He sat, stunned.
Now Glory was confused. "But you said you realized it was a scam. What did you mean?"
"I meant that you must have planned this in advance with this Michelle. No way could it have all happened spontaneously."
"Hmmm. Good guess. But not right. Too bad, though. I was going to have Michelle come back for repeat visits, but now you'd see right through that."
Alan sighed with relief, his heart still pounding. "Crap. Thank God I figured it out, because you just took five years off my life. I wouldn't have survived repeat visits; I wouldn't even have lived long enough to graduate." He still just sat and pondered as his breath calmed down.
After a bit, Glory said, "Now comes the part where you kill me." She was very apprehensive about what he'd think of her at that point.
Alan thought things through, then said, "No, I'm not going to kill you. Yes, I am upset. Very upset. Please don't ever do that again! I mean, I know you were just trying to have fun and take our role-playing to another level, but do you have any idea how frightening that was? I was literally scared shitless. It's a good thing I didn't have anything in my bladder or I certainly would have peed my pants. Although I'm not actually wearing any pants, but whatever. Being in the dark and tied up was so fucking scary! I don't EVER want to feel that totally helpless again. There were parts of our role-play that were so intensely arousing, but there also were parts that were just outright scary."
"I'm sorry," Glory said, apologizing sincerely, "but the blindfold and the rest was the only way I could figure out how to do it without you seeing that Michelle wasn't there. Are you mad at me? I promise I'll do anything to make it up to you. Anything. Just don't leave angry!"
He sat and stared at her. She was still completely naked, while he still wore a T-shirt and nothing else. She looked very sad and regretful.
He thought, How can I stay mad at someone so beautiful and loving? She just thought it would be good fun. She didn't realize the sheer terror I went through. You can't imagine what it's like unless you've gone through it. I love these role-plays, but we have to have limits and that one went too far.
But I did kind of deserve it, especially after all the cruel things I called Heather earlier today. Now I can see how the other half lives. Talk about subservience; that is true subservience. Wow! Unreal.
He stood up and put his clothes on. Finally he said, "I'm not mad at you. Actually, I am, a bit, but I'll get over it soon enough. Don't worry. And believe me, when you say you'll do anything to make it up, you will. I don't know what I'm going to do to you, but it'll be something to remember!"
"That's the spirit!" Glory said joyfully. She knew that he still wanted to see her, but she was nonetheless relieved to hear him say it.
He got ready to walk out of the room, but Glory stood up and grabbed him by the arm. "Don't go. For one thing, you never did get off. I can give you an extra special deep-throating."
"Thanks, but I'm not in the mood. I'm in a really freaked-out mode."
"Oh ... But wait. I'll bet you're thinking that she can't possibly know what that was like."
"Damn straight!"
"And you'd be right. That's why you need to show me. You've never even spanked me yet, and now I've spanked you twice. And Michelle's done it once." She couldn't help adding that, and laughed.
Alan laughed too, though not as happily.
She continued, "We still have the blindfold, gag, and rope here. A spanking setup all ready to go. I think you need to give me at least a taste of what you went through, so I can try to understand."
"I'm in a bad mood," he growled. "You don't want me to spank you now, because I'm not going to take it easy."
[
](https://postimg.cc/21Jw4XPf)
She bent over a student's desk and presented her ass to him. "I'm a teacher, and I can tell you that the best way to really find something out is by doing it. Will her star pupil spank her too hard? Or be timid and not spank hard enough? Inquiring minds want to know." She giggled and winked.
"Glory, you're a lot weirder than I thought. I thought you were totally straight-laced." He picked up the ruler. "Now get ready for the spanking of your life."
Glory smiled very happily. "Young man, if you keep this up, I think you just might pass my class with flying colors."
He let his hand clutching the ruler fly down. He felt greatly relieved as the tension flowed out of him. Now that he could think a bit more clearly, he recalled her promise to do anything. With the ruler raised to deliver another spanking, he said, "Anything? Glory do you really mean anything? Even ... You know?"
"Yes. Especially ... you know. But not today. I want the mood to be special. Let's not talk about it today. Just think about it and we'll make our plans. Oh, and by the way, don't get the wrong idea. I don't want to do it because I feel like I owe you for this; I want to do it because my feelings for you are so strong. But maybe today is a sign that we should do it sooner rather than later. And put the blindfold on me, so I can really understand what you felt."
Alan smiled. Maybe that was worth it, after all. If there isn't a God, then who is smiling down on me?
Alan was utterly exhausted, mentally and physically. He wasn't the kind of person to really hurt someone, but he was so worked up from what Glory had done to him that he gave her a thorough spanking, slapping her ass as hard as he could bear to do.
She clearly loved it, cumming more times than he could count. It appeared to become one continuous orgasm for her. He frigged her during the spanking, but surprisingly, he didn't get aroused himself. He was still too shocked from the whole "Michelle" experience. Even though she again offered every sexual act she could think up to please him, short of outright fucking, he turned them all down.
He walked home in a complete daze. He still didn't know what to think about what had just happened. Was it fiendishly brilliant fun? Or intolerably mean and cruel? Perhaps both? And what did it say about her personality? He wanted to sleep on it.
Halfway home, the thought struck him that "Michelle's" voice sounded too different to have been spoken by Glory. That greatly puzzled him the rest of the way home. He resolved to ask Glory about it the first chance he got. Further on, it occurred to him that he'd never checked the closet to see if someone really was there. That got him so curious that he wanted to call Glory right away, but he realized that despite all they'd been through he didn't even know her telephone number.
He staggered onwards to his home, almost fearing the possibility of more sexual action.
What's next?
Disable your Ad Blocker! Thanks :)
Six Times A Day
SpacerX’s 6 Times A Day. Now on Chyoa
The story follows Alan Plummer, quite possibly the world's luckiest male high-school student. His mother's best friend secretly lusts after him, so arranges for him to be prescribed a questionable treatment regime for a diagnosed medical problem, requiring him to have six orgasms a day
Updated on Mar 5, 2025
by SpinalGlass
Created on May 8, 2024
by SpinalGlass
Comments moved below the chapter.
Jump to comments
Comments