6 Times a Day

DM Sponsored [ 2 / 6 ] 4K words

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When Alan reached the theater room, Heather let him in with the usual knock and password. But she looked cross.

He looked further into the room and saw Janice and Joy, but they looked upset, too. The three girls were dressed in their usual casual school clothes and they had all been waiting for him.

"You're late," Heather bitched at him.

"Sorry. Geez, what happened here? Did someone die or something?"

There was no answer. Since he needed every minute to paint, he got to work immediately, taking out his painting tools.

The truth was, the tension in the room was extremely high after what had happened the day before. Heather had been sexually cruel to Joy, and Janice had volunteered herself to save Joy from further humiliation.

But thanks to Heather's cruelty, Janice had inadvertently disclosed her sexual feelings for Joy, and had also discovered that Joy did not reciprocate them. Janice blamed everything on Heather and wanted revenge, but in her deal to save Joy from Heather by replacing her, she'd promised instead to obey Heather's commands and not seek revenge.

So the situation was complicated and Alan didn't have much of a clue about it. However, he saw the tension between Heather and Janice right away. Any idiot could see the hatred that radiated from Janice, and that Heather was glaring back just as angrily.

But before he could deal with that, Heather came up to him and said commandingly, "I did what you wanted. Also, Rock is well on the way out. So it's time for you to fuck me. Right now."

Heather was referring to a deal she'd made with Alan the week before. He'd refused to fuck her as long as she pretended not to know him in public. For one thing, he found it insulting, and felt like he was being used. Also, he had ethical problems with cuckolding some other guy, no matter who it was. The fact that the other guy happened to be strong and menacing increased his resolve that the situation had to change. So he told her that not only did she have to acknowledge him publicly, but she also had to dump her boyfriend publicly, and right away. Earlier in the day, knowing what was planned at lunch, she'd finally come up to him in the hallway between classes and spoken to him in a friendly manner. Her doing that had raised a lot of eyebrows.

Heather knew that her status would take a hit to be seen associating with a "lowly nerd" even if she did try to bring her friends around regarding Alan, as she had promised the previous week. However, her desire to get fucked by him had grown so strong, after too many days of him ignoring her need, that she felt like she had no choice in the matter. Now she was claiming her reward.

Alan merely replied, as if completely disinterested. "Oh. That. Good. Don't worry; we'll probably get around to that sometime later."

Heather nearly snapped in two. "What?! Don't worry?! Probably?! Sometime later?! Alan, I could kill you! I've done what you wanted and paid the price. The homecoming queen title is probably shot. The least you can do is fuck me this very instant! It's been a week since the last time already!" She had started out strong, with domineering anger, but her stance was quickly turning to submissive begging.

Alan, though, was having fun stringing her along. He asked, "What about the way I fucked your face yesterday?"

Janice and Joy snickered at that.

Heather shot them an extremely nasty look. Then she said, half-defiant and half-needy, "That was... good. But it's not the same as a real fucking."

He simply looked thoughtful and said, "Hmmm."

"'Hmmm?' Is that all you have to say?! I'm Heather fucking Morgan, dammit! What are you waiting for?"

He didn't say anything at all but just scrutinized her.

She wavered, uncertain about which tack to take. Finally she decided on a more pleading tone: "Please! Is that what you need to hear? Please, already!"

He tried to change the subject. "I'd like to, but not when you're all uptight and upset. There's obviously some kind of bee in your bonnet. We have to sort that out. And you too, Janice."

"GAH!" Heather shook her fist and looked like she wanted to punch him.

Alan turned from one of them to the other and then back again. "Janice, Heather, what's up between you two? If looks could kill, both of you would strike the other one dead instantly."

Standing with her arms crossed in a huff, Heather said in a bitter tone, "Ask Janice what her problem is. She's supposed to be nice to me."

"I don't have a problem," Janice answered. "No problem at all. Everything is fine." But her tone made it clear that everything was most definitely not fine. Her face burned slightly red, though nowhere near as red as her flaming hair.

Alan let it drop. He didn't have the time or energy to step between them at the moment to sort things out, not with more than half the lunch period already over. So he focused his attention on the painting.

When Janice saw that Alan had his painting tools out, she bent over and pulled off her shorts so he could start.

He removed her underwear and noticed with pleasure that her bush had been shaved clean. No doubt that would make the painting job easier.

All of them knew the painting routine by now, so he started without any discussion or need for explanation. However, that meant the room remained deathly quiet, since no one was in a sexy mood.

He decided to fix that. To cover the awkward silence, he asked Heather to turn on a stereo system that was built into the wall behind the stage. When she did, he asked for something rocking and bouncy. Tom Petty came on, and that fit the bill nicely.

He turned Janice over to paint her front side, then asked Joy, "By the way, what are you doing here today? Aren't you all set with your paint job?"

Joy had two reasons for being there, but she didn't want to explain either of them. One was that she wanted to make sure Janice and Heather didn't get into a physical fight, because they'd been sniping in class all day long. The second was that she was hoping Alan would give her the kind of mind-blowing fuck that he'd given her the day before. But with the grim mood in the room, she didn't even try to flirt with him. So she just answered, "I'm all set. I just like sticking by my best friend, Janice."

Alan though, had other ideas. He said, "In a few minutes I'm going to need to paint Janice's pussy lips, and they're as dry as a bone. I need them nice and engorged. For that to happen, we have to sex up the mood around here. Why don't you do a little striptease for us? I know that would get me in the mood."

He thought about his mother's striptease the night before and definitely wanted a repeat performance, even though he knew no cheerleader could hold a candle to his mother's natural raw sexuality, not to mention her incredible figure.

Joy was the shy type, but she also desperately wanted to please Alan so she could get fucked again, even if the time and circumstances meant that would be some other day. So she surprised herself when she said, "Okay."

She wore underwear under her street clothes, since Heather no longer dictated what she had to wear and do. Tom Petty's "Yer So Bad" played in the background, and while it wasn't ideal music to strip to, it was inspiring enough to do the job.

Slowly, Joy started to sway and dance to the music. She wanted to get into the groove a bit before she started to take anything off.

Alan meanwhile pulled down his zipper and exposed his penis. It was flaccid from so much recent overuse, as well as the utter lack of any sexual mood in the room. He said to Janice, "Can you see if you can get this puppy going?"

Heather complained, "Don't waste your time, Janice. He's just going to get you all excited and then leave you high and dry." Obviously she was talking about herself more than Janice.

Janice was happy to give Alan's dick a handjob as a distraction, because the one thing she didn't want to do was see Joy strip. She realized now that she was deeply in love and lust with her best friend, and to see Joy get naked in such a sensual manner would only be torture, since Joy didn't return the feeling.

All she had to do was look up and she would see Joy swaying above her, so instead she tried to focus completely on the handjob.

The two girls had been friends since kindergarten. Janice began to think about all the good times she'd had with Joy over the years and found herself focused on the sleep-overs and other occasions where she'd seen Joy dressed only in underwear, as she was now.

Soon, Janice began to think more of the underwear and less of the fond memories. When she noticed a wet spot developing between Joy's legs, she thought she'd pass out with excitement, but at the same time she cursed herself for her own frustration.

Alan remained flaccid during all of this, mostly because of the continued strange mood in the room.

Janice tried reviving his penis, but she didn't seem to have much luck with the task. It was a bit difficult to do, given that she was facing the other direction and could barely get a hand on it. Furthermore, she had to try to keep her body perfectly still so he could paint, which took up more of her attention the more aroused she became.

Heather, meanwhile, stood back with arms crossed, staring daggers at anyone who dared look her way. Like Joy, she'd come to see if she could get fucked, and also to make sure that the other two, but especially Janice, did not. She was beyond upset that Alan had ignored her so far and had Janice doing the handjob. Normally she would never give a boy a handjob, but she had realized that she needed to throw her usual rules out the window when it came to Alan, especially since she'd gone almost a whole week without him actually fucking her.

She eyed every move of Janice's hands critically, always thinking about how much better she could be doing the job. Occasionally she even snorted in derision when she felt she could be doing something more arousing.

Joy had only managed to take off her shorts. The mood in the room was still very tense, mostly thanks to Heather just standing there and glaring. Alan had to concentrate on the painting instead of fully devoting himself to sexual pleasures.

After a couple of minutes, Heather couldn't take it anymore, so she walked up to where Alan was painting.

As she knelt down, she complained, "Janice, can't you do anything right? Obviously you're not very inspirational. Here. Let me take over." She rather forcibly took command of Alan's boner.

Joy, oblivious to anything but the music, while dancing in her own private world, removed her top. She'd already shed her shyness, so she was quite enjoying the striptease. When she broke into a big smile, the mood in the room lightened instantly.

Alan smiled back. His dick was already swelled to three-quarters of its full size. He hadn't commented on Heather's takeover, but now he just said, "Heather, suck it."

"What?!"

"I'm still not there. Suck on it and you'll make it fully hard." He acted like this was the most normal and natural request imaginable.

Heather had given Alan a blowjob before, and he'd fucked her face too. She grudgingly thought, I have to admit sucking him off wasn't so bad. For one thing, his cum tastes unusually sweet. And when he fucked my face so forcefully yesterday, that was seriously hot! But he's obviously not going to do just that to me today. Besides, it's a power issue: if I don't want to do something, I'm simply not going to do it. Nobody pushes Heather fucking Morgan around! I see no point in any sex act that doesn't give me an orgasm. Furthermore, if Alan's going to cum, he needs to cum in a pussy. A blowjob is just wasting time.

So she said, "Sorry, I don't do that. I'll get it big with my hands. You'll see."

"Sorry," Alan said in a dismissive, domineering tone, "but I seem to recall that last week when you were in my house, you promised that you'd suck me off whenever I wanted. Are you going to break your promise? Is that the kind of girl you are? Because if you are, I think I'd much rather fuck Janice here."

In Heather's current mindset there was nothing more motivating he could possibly have said to get her to do what he wanted. It wasn't that she was keen on keeping her promise, but she intended to deny Janice the pleasure of being fucked by him at all cost. "Okay. Fine," she muttered, wearing an obviously fake smile on her face.

She took his dick in her mouth and sucked on it, but without enthusiasm. She managed to keep it stiff, but that was about all she accomplished. Yet, slowly but surely, she was getting more turned on. She didn't like the current situation, especially with Alan just staying still and expecting her to do all the work. But she thought back fondly to when he'd vigorously fucked her face the day before, and that really got her motor running.

After a minute or two of that, Alan had Janice sit up. He told her he wanted to take her T-shirt off, so she just held her arms out and let him do it without asking why. (There was no real reason except he wanted to see her completely naked.) Then he motioned her back down and had her crouch on all fours.

Once again, Janice had a front row seat for Joy's striptease. Janice again tried to close her eyes, but curiosity got the best of her and they didn't stay closed for long.

With Heather sucking, Joy stripping, and Janice practically drooling at the sight of her best friend, Alan had managed to change the atmosphere in the room quite considerably.

Even though Heather couldn't see the other two girls, there was an erotic mood in the room that kept growing, and she picked up on it. She started to suck with greater vigor, despite herself.

All Alan had left to do with Janice's paint job was the "touch up" work around her pussy and asshole. He knew he had time to finish now, so he plunged his finger into Janice's asshole, as if to "prep" it.

Janice looked up and imagined Joy in front of her, fantasizing that she was about to lick her friend's pussy while Alan fucked her up the ass. Both ideas were so arousing that she came on the spot.

Alan noticed her climax but he continued to saw away with his finger.

Heather thought she was doing a good enough job with the blowjob. But still, she was annoyed and almost at her breaking point. She'd come there to get thoroughly fucked by Alan and instead he was making her perform the sex act she liked the least. The one thing keeping her going and inspiring her to do a good job was the hope that he would soon reward her with a serious pussy pummeling.

So she was shocked when Alan barked at her, "Heather, who said you could wear any clothes? I want to see your tits exposed. NOW!"

She growled, and thought to herself, Who does he think he is?! I could have any guy in this school with a wave of my hand. I'm the queen of this high school, dammit! What do I see in this guy, anyways? Doesn't he know I could completely destroy him socially? Does he have a death wish? Why am I actually listening to him?!

She found her hands pulling her T-shirt up over her boobs. Then she frantically fought with her bra until it came off and fell to the floor.

She shot more icy stares at Alan, even though she'd already engulfed his cockhead again. She didn't dare stop her cocksucking, even for a second.

He found the sight of Heather angrily glaring up at him while bobbing back and forth over his sweet spot to be a huge turn-on. He said grudgingly, "That's a little better. I have to play with your tits, though, because your blowjob is so pathetic. I can hardly even tell you're doing anything down there. Maybe I should get Janice to do it. She may not have tits like yours, but she's no dead fish. Plus, they're all real."

Alan had been astute enough to observe how his earlier comment that he'd rather fuck Janice had lit a fire within Heather, causing her to redouble her efforts. So he'd tried the exact same thing a second time.

It worked again. Heather cursed inwardly, "Dead fish!" Dead fish?! I'll show him a fucking dead fish! And how dare he insult my breasts! I'll show him!

She was so desperate to please him before he made good on his threat to have Janice take over that she tried cocksucking in an entirely different way. She tried to forget her contempt for what she was doing, instead focusing just on the hard cock that filled her mouth. She tried to treat it with tenderness and care. She was surprised by just how much she enjoyed it, mostly because she began to fantasize about all the compliments that Alan would soon be paying her about the great job that she was doing.

To hedge her bets and make sure he was really feeling good, she thoroughly wetted her middle finger in her pussy, then plunged it into his asshole to get to his prostate. She didn't even care if he was clean or dirty there; she had sex on the brain and was ready to do anything and everything to get what she needed.

Heather surprised herself at just how enthusiastically she bobbed her head up and down over his shaft. Her head was a near blur of action now, and one of her hands stroked near the base of his penis just as frantically. The finger probing his asshole found his prostate and massaged it expertly. Her body seemed to act on its own while her mind just looked on as if it were an observer.

Alan still made a pretense at painting, though he did a lot more sawing of his finger into Janice's ass than any painting. It was a tribute to the countless times he'd been sucked off in recent weeks that he could even keep up a pretense of painting, given the full-on attack that Heather was unleashing on his privates.

Playing Heather like a fiddle, he said in a calm voice, even though his insides were churning with erotic torment and excitement, "That's a little better, Heather. I'm beginning to feel you do something down there."

Heather mentally screamed with joy, YES! Take THAT, Janice, you ugly skank! At the same time, she was incredulous that he was only "beginning" to feel her ministrations, so she redoubled her cocksucking efforts yet again.

Alan only had Janice's pussy lips left to paint, but he was having too much fun to fully concentrate on that. He told the redhead, "You're not wet enough yet."

So, with Janice's ass high off the floor, he thrust two fingers into her pussy and began to grind them around.

Janice's eyes were now locked on Joy's naked figure.

Joy was very much enjoying herself. Since Janice was her most rapt observer, she mostly danced for the benefit of her best friend.

Janice was both loving and hating the situation.

When Joy ran out of clothes, she kept on dancing.

Janice thought her eyes would bug right out. With Alan's fingers pounding into her pussy, she felt like crying, because she felt so good and so tortured all at once.

Then Joy, now just a few feet in front of her friend, began to finger her own pussy.

Janice thought she would lose it altogether.

Joy would have been blind not to see the expression of pure lust and desire on her best friend, but that didn't stop her at all. Even though she didn't feel a reciprocal desire, she loved the attention she was getting and she was way too worked up to stop.