6 Times a Day

Chapter 590 Fucking Heather Again [DM SPONSORED]

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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."

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."

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. How is it that a blonde airhead like you can string together two sentences like that?"

"I don't know. I'm not used to talking since my mouth is usually full of cock."

"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?" he 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 assault 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 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 slave 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.