6 Times a Day

Iveyflame Special ?? [ 11 / 15 ]

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Alan rushed into the theater room where Janice and Heather were waiting. He was relieved to see that no one else was there this time. He said to Janice, who held the door open for him, “Quick, Janice, I’m running late. We don’t have much time to fuck.”

Janice pumped a fist into the air as she closed and locked the door. “Sweet!” As she followed Alan to the stage, she started leaving a trail of clothing in her wake. Like Heather, she was wearing her cheerleader uniform, since today was game day.

But Heather protested, as Alan knew she would. “Hey! Wait a second! You promised me a consolation prize. I didn’t come here for nothing. Where’s my prize?” She kept her clothes on until the issue of what exactly was going to happen could be sorted out.

He said dismissively, “Sorry, Heather, but I don’t have time. Next time. I’ll make it up to you. I promise.” He was more yanking her chain than anything, just to see what her reaction would be.

Heather’s eyes narrowed angrily. “Next time?! It’s always next time with you. NO! Do you have any idea WHO I AM?! I’m the queen of this school! I could CRUSH you like a bug if it tickles my fancy! You said I’d get my prize TODAY and I want it TODAY! Is that clear?”

He stopped undressing long enough to fix her with a withering gaze. “Heather, who’s in charge here? You or me? Who makes that decision? You or me? You want to get on my bad side?”

He knew he was taking a very risky path, as no one wanted to get on Heather’s bad side. No one but him had ever challenged her like this. Ever. She was right, she was the social queen of the school and she did have the power to crush him into a complete social pariah. ｎｏｖ𝚕．𝚌ｏｍ

But he instinctively felt that the only way to successfully deal with her was to act from a position of strength. The aggressive approach was working well for him lately in general, and flush with the relative success of his interaction with Glory, he was in a mood to throw caution to the wind. He knew that he’d end up doing something physical with Heather, if only because it was so much fun, but he wanted to set the terms.

It appeared to work. Heather, for once, was silent, though she looked like she was on the edge of saying a few choice words.

His penis hung out of his now-unzipped jeans and he caught both girls staring hungrily at it. Using the same ploy that had just worked with Glory, he willed himself to full hardness in a matter of seconds.

Whoa! Heather thought, as she saw his penis engorge into a stiff pole. Is that… lipstick?! It is! What a fucking cad, coming here with a ring of fresh lipstick around his dick. But seeing the lipstick secretly impressed her and increased her desire for him.

Looking up, he noticed Heather licking her lips, causing him to conclude her fuck-lust was taking over. Obviously her lust was very strong. Since that was her main weakness, he had to try and exploit her sexual desires in order to gain the upper hand with her.

But she appeared ready to redouble her efforts to take charge of the situation. A storm of anger seemed to be brewing within her, judging by the look on her face.

However, before she could gather up her hateful energy and throw it at him, he parried her with a preemptive proposal. “I’ll fuck you, if you beg for it.”

Heather’s eyes shot daggers at him while her mouth dropped open at the sheer audacity of his demand. She had never known any male to treat her like this. No one even came close to trying, except him. And he was getting more outrageous with the way he treated her every time he saw her.

She thought, Dammit! I’m so keen on ripping him a new asshole! But then he has to go and say THAT. I’m so fucking eager for a serious fucking. The other guys just don’t do it for me anymore, for some reason. Maybe I should let him fuck me and then I’ll go postal all over his ass? Nah, he’ll get all huffy about that, and then what’ll I do tomorrow? But there’s no fuckin’ way in Hell I’m gonna beg anyone for anything, much less a snot-nosed nerd like him! But if I don’t beg, I don’t get to feel his fat cock slide all the way inside me…

While she mulled over his offer, Alan was thinking, Talk about a win-win. If she agrees, I get to fuck a humbled Heather. If she says no, I can blame not fucking her on her bitchy attitude, which will blunt her counterattacks. And then I’ll be able to enjoy Janice without rushing and probably still get around to fucking Heather sometime later. I think she’s too aroused to go totally nuclear on me right now since you don’t bite the hand that feeds you. Or should I say the cock that fucks you? He chuckled inaudibly.

“All right,” Heather finally conceded with a roll of her eyes. “I’ll go along with your little game. I beg you. Please fuck me, Alan. I’m begging you.” She raised her hands to make mocking quote marks in the air when she said “I beg you” and “I’m begging you.” She finally took her clothes off, which didn’t take long since she wasn’t wearing any underwear.

Alan was almost disappointed to see her undress, because when she wore her cheerleader outfit it reminded him that he was fucking the school’s head cheerleader. He raised an eyebrow in slight surprise that she’d actually said what he wanted her to, even sarcastically. But he immediately pushed her to do better. “Hrm. Very uninspired.”

Heather snorted derisively, clearly unimpressed. She had recovered from her earlier shock and appeared more amused by him than anything. “Fuck me please, I beg you,” she repeated, with a little more effort.

“Obviously not sincere. But I’ll fix your snotty attitude soon enough.”

She griped, “Come on, already! I did what you said.”

“Bend over, Heather. No, I have an even better idea: let’s see you get on all fours and sincerely beg from there.”

Janice asked, “Hey wait! What about me?”

“Don’t worry,” Alan said to Janice with more confidence than he really had. “I’ll get to you too. Trust me.”

Janice was miffed, but she didn’t push the issue because she was quite eager to see if Heather would actually go through with Alan’s demands. If she did, that might be even more satisfying than to get fucked, since her hatred for Heather was so strong.

Heather thought, What the hell?! He’s pushing his luck! He’s crazy if he thinks I’m going to do that, especially with Janice here. Wait a minute. Why am I even considering it? No way!

He turned his attention back to Heather as he finished taking all his clothes off. Partly inspired by his anal sex with Suzanne on Wednesday night and partly inspired by Glory’s warning that Heather’s pussy could be a “cauldron” of sexually transmitted diseases, he felt inspired to fuck Heather up the ass. “Because your cunt is too dirty for me to defile my dick in any longer, I’m going to fill you up in your other hole.”

Heather’s eyes nearly popped from their sockets. “You mean you’re going to fuck me up the ass?!” She was completely incredulous. “You can’t be serious.”

She’d been on the verge of telling him off, but his anal sex suggestion intrigued her and threw her off her game. All her boyfriends, without exception, had thought the idea of anal sex too disgusting and “gay.” So despite her vast sexual experience, it was something she’d never done before. The closest she’d come was with some very limited and tentative anal dildo play with her best friend Simone. She guessed by the way she’d enjoyed that experience that she might enjoy this.

She tried to compromise. She got down on all fours, but she said to Alan in a firm voice, “Okay, here’s how it’s going to be. I’ll let you fuck my ass, since I must admit that I’m curious what that’s like. But I’m NOT going to beg for anything, and Janice is NOT going to watch! In fact, Janice, what the hell are you still doing here? Leave! NOW!”

Alan walked behind Heather and started fingering her pussy. He knew that the more aroused she got, the less defiant she’d be. “Heather, you crack me up, acting like you’re anything more than my personal cum dump. But first, we have a practical problem. This idea just came to me on a whim, and I don’t have any anal lube. That’s a big problem. Would either of you have any?”

“Um, I think I have some Vaseline,” Janice suggested.

He actually had something better, but he didn’t want them to know that yet, so he merely said, “From what I understand, that’s not good enough. But sexual juices work, I think. If I can get my dick wet, and Heather’s pussy wet, we just might be able to swing this. Heather, let’s get into a sixty-nine.”

Heather sighed heavily. “You really are a case.” But that was quite a mild rebuke, and she did let Alan lie down on top of her in a sixty-nine position.

Alan had been improving his pussy licking skills, and he did his best to arouse her. True, he couldn’t do as well as some of Heather’s female partners, like Simone, but he was good enough to stop her from complaining.

However, Heather’s efforts were half-hearted at best. She didn’t even attempt to blow him, but just licked around his cockhead a little bit. She was trying to punish him for being so demanding, although even a relatively uninspired cock-licking was hardly a punishment for any male!

The fact that there was still a fresh ring of lipstick halfway down his shaft was off-putting for her. While she’d found the idea impressive in the abstract a few minutes earlier, she didn’t like licking where she knew some strange woman’s saliva had just been. Finally, she asked, “Whose lipstick is this?”

Alan merely responded with, “Wouldn’t you like to know?”

She was annoyed, but she didn’t stop licking.

In less than a minute, he paused licking her pussy to complain, “Heather, you call yourself a slut? No self-respecting slut sucks cock that badly. Janice, help her out please.”

“What?!” Heather was horrified. “Janice, NO! What are you still doing here in the first place? I told you to go, so go!”

Before Janice could reply, Alan said, “Janice, don’t listen to her. Time is ridiculously short! We only have PART of lunch period to get Heather’s ass and your pussy fucked. The only way that’ll happen is if my dick gets soaking wet in the next minute or two.”

Heather quickly said, “Wait! Wait! I can do better!” She immediately engulfed his cockhead and started rapidly bobbing on it.

Alan loved the rush of extreme arousal her renewed efforts caused, but he pretended to be unaffected. After stifling the urge to loudly grunt, he said, “I know you can do better, much better. Sadly, you’re coasting on your above-average looks.”

“Above average?!” That incensed Heather, since she considered herself extraordinarily beautiful. What a fucking piece of shit! I’ll show him! Trying to prove that she wasn’t “coasting,” she redoubled her efforts on his cock. Since she was already frantically bobbing him, about all she could do was get her tongue involved too, while increasing her overall suction.

The results actually felt spectacular. In particular, she sucked with remarkable power once she created a tight seal and put all her effort into it. Alan was unable to speak for nearly a minute, and he struggled mightily not to let out any erotic moans to give away how much he was enjoying it. He also had no chance to lick her at the same time, although he tried to make up for that by fingering her pussy some.

Thanks to all the sexual pleasure he was experiencing on a daily basis, he managed to calm down some, even though Heather kept up the frantic pace and the waves of incredible pleasure kept on washing through his body. Finally, he was able to speak. “That’s… better. But still, you’re a disobedient bitch who doesn’t know her place. You deserve a solid, painful spanking.”

Heather moaned loudly, although it was muffled since her lips were tightly sliding back and forth over his sweet spot. FUCK! What an outrage! Who does he think he is? Does he really dare to even claim he has the right to spank ME? If I wasn’t so busy sucking his cock, I’d give him a piece of my mind!

She truly felt outraged, but the fact that he was threatening to spank her publicly also aroused her greatly.

He continued, “Unfortunately, there’s no time today. Heather, I appreciate you’re actually trying, but you’re not getting the job done fast enough. Make room for Janice to help or forget the whole anal sex idea. I’ll just fuck Janice instead.”

Heather couldn’t believe it. She was incredulous that he hadn’t climaxed already, and his claim that she wasn’t getting the job done fast enough sounded downright insulting. Still, she was eager to get fucked. So she pulled her lips off with a loud smacking sound, and grumbled, “Sheesh! Okay, already. But Janice, if you say ONE WORD about any of this, I swear, I’ll torture and kill you with my own bare hands!” She was wildly exaggerating about the physical violence part, but not about getting revenge, and everyone knew it.

Alan licked Heather’s juicy pussy a little more while he saw Janice move into position, lying down with her face in his crotch. Janice was careful to touch Heather as little as possible.

Then he said, “Heather, you like to say you’re a top-notch slut, but you sure don’t act like it. I’ll bet you that Janice can suck my cock much better than you can.”

Heather complained, “HA! That’s a joke! Watch this!” She swallowed Alan’s cockhead and then some, and resumed intently bobbing over his sweet spot. But once she started doing that, she wondered, When did I ever call myself a “top notch slut,” or even a slut at all? However, she was determined to beat Janice, so she didn’t really think about it.

The bitchy blonde was frustrated though, because she was already giving the blowjob her all, and yet that didn’t seem good enough. She wanted to do more to make sure she left Janice in the dust, but she didn’t know what else she could do. As a result, she did what she’d already been doing before, except faster and with even more suction.

He knew it was hopeless to expect Heather and Janice to share his erection without some kind of verbal or even physical fight breaking out. Janice was gamely attempting to lick his balls, but he knew that was all Heather was going to let her do unless he stepped in. Plus, he also knew that he had to get Heather to stop before she either made him cum or sucked his cock right off his body. So after only about twenty seconds, he said, “Okay, Heather, let Janice take her turn bobbing on it.”

Some moments passed, but when Heather showed no sign of stopping he added, “That is, if you want me to fuck your ass today.”

Heather reluctantly pulled off and let Janice take over.

Janice was pleased as punch by this competition. She was determined to outdo Heather. She immediately started bobbing in the same manner Heather had been doing, but while Heather had just held his shaft, Janice vigorously stroked it as well.

However, her efforts weren’t nearly as arousing for Alan as Heather’s industrial strength suction. That allowed him to recover a little and even get back to licking Heather’s pussy (which was still right under his face).

Heather was careful not to touch him in any sexual way during Janice’s turn, because she didn’t want to help Janice in any way. But she watched Janice’s efforts from just inches away, though not by choice, since she was still in a sixty-nine with Alan on top of her.

She simmered with impatience and arousal while awaiting her turn. This is really pissing me off! Why the hell is watching Janice suck and stroke his bone getting me so fuckin’ horny? I know he’s still licking my pussy, but to be honest, it’s a lot more than that. I want that cock! Janice, you pathetic piece of shit; you don’t know what you’re doing! Come on! Suck it! Harder! Deeper! Give it all your love!

She realized with a start that that last thought was an odd thing for her to think. So she tried hard not to think at all, but just watch Janice’s sliding lips.

After less than half a minute, Alan called for the girls to switch again. Heather took over, and made sure to do everything she’d seen Janice do, include the stroking, and then some. She’d never put this much effort and energy into a blowjob before, not even when she’d been with Alan.

Janice just watched during Heather’s turn this time, since Heather hadn’t been helping during Janice’s earlier turn. Then Janice took another turn, as did Heather. It all felt so good for Alan that he was losing his focus on licking Heather, and doing a pretty poor job when he managed to do anything at all.

Then a surprising thing happened. Janice was so carried away by cock-lust that she found herself licking Alan’s balls during Heather’s turn. Heather didn’t mind, since she figured Janice was helping her win. But when Alan called for a switch again, Heather couldn’t manage to pull away, and she found herself licking his balls instead, since Janice’s hands and mouth were occupying all of his long boner.

Heather felt like she was having an out-of-body experience. She knew she was licking his balls, but it was as if she was watching someone else doing it, because she had no intention of helping Janice win. Yet, there she was. What the fuck?! I don’t even wanna be doing this, but it’s like I can’t stop! I totally hate sucking cock, but I have to admit that I’m really getting into sucking Alan’s right now. Licking balls is majorly lame, but it’s the best I can do while that pig-beast Janice gets all the best parts!

Alan is gonna fuck my ass! These very balls are gonna be pumping hot cum into my ass in a matter of minutes! How can I not be excited about that? And if Janice says ONE WORD about how he made me crawl and beg, I’m gonna rip her head clean off her shoulders!

Alan thought he’d already been feeling really great, but when the two girls started working together it was all he could do not to blow his load. FUUUUUCK! This is so insanely pleasurable! Janice is getting better by the minute, and the mere fact that Heather is deigning to lick my balls is rocking my world. Too exciting! Their lust is actually making them work together! UGH! God, I love it!

If we keep this up, I’ll bet they’ll eventually get so horny they’ll freely share and I won’t have to call turns anymore. But the problem is, I’m gonna cum long before that partnership occurs. Shit! This is too much fun, but we have to stop now or I’m gonna blow. Literally!

He abruptly cried out, “Stop! Stop! STOP!” All the while he was clenching his PC muscle as if his life depended on it.

Luckily, the two cheerleaders were so surprised by the urgency in his voice that they did stop and look up.