6 Times a Day

Chapter 1108 At last! Fucking Heather.

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Alan stepped back, taking Amy, Kim, Janice, and Joy, and thus all their stroking hands, with him. As Heather looked up into his eyes in disappointment and confusion, he began a sarcastic slow clap. "Very nice, Heather. How very nice. Looks like they can stop the search for the new Mother Teresa to take over all those orphanages in India, because we have the new selfless saint right here. Wow. Or maybe we should just notify the Academy Awards for best acting job of the year?"

He looked around at the other girls. "Okay, everybody. New plan. This is going to be a group effort. I want all of you to get up and lay your hands on Heather. Stroke her body all over, focusing on the erogenous zones. But be very fleeting and feathery. Think like the tips of your fingers are feathers. Our goal is to work her up. Don't worry about me for now. I need a break anyway because you all are too sexy. Oh, and save her ass for me."

It was definitely true that he needed a break, and he had no trouble admitting it since it was obvious from his suddenly panting voice. Over the past couple of minutes, Amy and Kim had worked out a system where they were both rubbing his sweet spot at the same time, but with different styles and rhythms. That alone was driving him to the brink, and it took all his self-control to hold out.

They all stood up and gathered round. Kim asked, "I don't get it. Is this supposed to be her reward or punishment?"

"Neither. We still have to get the truth out of her."

"What?" Joy asked. "You don't believe her?"

"Of course not!" Alan answered.

There was a long pause while the others waited for him to elaborate. But it was clear he was breathing hard and needed a break.

Finally, Amy asked, "Um, O.B.? How you doin'?"

He thought while he waited a bit more. That was crazy! So many hands. Hands on top of hands, bumping into other hands. I can't wait to tell Mom. She'll flip! Admittedly, most of that was for show since there just wasn't enough room, but once they got busy on my sweet spot... fuuuuuck! I still need to cum so bad!

He pulled himself together and refocused on the problem at hand. "I'm good, thanks. As I was about to say, it's not that Heather is incapable of doing those nice things to help me out. But before she'd do something like that, she would want to negotiate with me first to get the best possible reward in return. She's not going to do something like that just out of the kindness of her own heart, at least not the Heather that exists now. I'm trying to change her, but in no way am I that successful already. If she'd laid out a more selfish plot, I might have fallen for it, but not that saintly pile of crap she's trying to sell me on."

"Damn!" Heather muttered.

Alan laughed. "You see? It's complete crap. Plus, I know she had a bitter break up with Rock not that long ago, especially from his point of view, and I just don't see them talking already."

Heather mused, Fuuuuuck! He's so well-hung and studly that I forget he's damn smart too.

Speaking to Heather directly, he said, "Seriously, Heather, you're just a puffed up, stuck up, blonde, busty, well-tanned cum dumpster. The notion that you could pull off some kind of successful scheme against me is just absurd. I would have seen through you sooner or later no matter what you said, and the longer it takes me to find out something like that, the worse my punishment is going to be. So now let's hear the truth."

She was impressed at his ability to see through her lie, even as she tried to downplay it in her mind. Shit. If he wasn't waving that damn fat cock around my face, I'd be able to think clearly and come up with a better excuse. He's basically cheating! If my hands were free, I'd teach him a thing or two.

He walked to her backside and stood between her open legs while the others watched him intently.

Heather was the only one not in a position to see him, but she could feel his legs brushing up against her thighs. She asked nervously, "What are you going to do?"

"You'll see." He placed his hard cock between her burning ass cheeks. He'd started to get them red during lunch, but Janice and the others had finished the job and they were practically glowing now from too many recent spankings.

Meanwhile, Janice, Joy, Kim, and Amy were running their hands all over Heather. They seemed to be really getting into it, except possibly for Joy, and were making the exact kind of feathery brushes over her skin that he'd been hoping they would.

The only problem was that they seemed to enjoy making those same kind of brushes on him as much as on her, and more than one hand ended up lingering on his balls or ass or the like. Joy in particular was fondling him more than the head cheerleader she hated so much, working his balls from below, but it felt so good he couldn't really complain.

But overall, they were working Heather up just as he'd hoped they would.

After a minute or two, he had a couple of the girls take a little break to rearrange and tie Heather's legs to some nearby furniture so that they were even wider apart than before.

Then, with Heather buck naked, face down, bound, and legs splayed apart, he stepped forward until his penis rested right above her asshole.

YES! Finally! Heather thought. My humiliating ordeal is nearly over!

He began poking the tip of his dick at the entrance to her ass. His erection was well lubed up with pre-cum and saliva, so he at least would have no problem if he chose to plunge it into her. However, he did not. He knew this would drive her wild even more than when he'd been sliding his cock around her pussy.

As he poked and prodded, he said, "Come on, Heather. You're my one and only bitchslut. You know that. It would be such a shame for me to never fuck you again. But you know I've got another dozen women I'd be just as happy to fuck as you, don't I? And some of them take it in the ass even better and more enthusiastically than you do."

He winked at Amy, glad that Heather was unable to see.

Amy winked back very happily.

Heather didn't answer him. The threat didn't bother her that much because deep down she felt that no woman could possibly be any better at sex than her, let alone have a more fuckable ass than she did. But still, there was fear, and frustration.

Alan continued, seductively, "I'm the only one who knows how to ring your bell. I'd hate to think of the kind of pathetic guys you'd have to try to satisfy yourself with after me, because now this truly is your last chance. No one else knows you and knows what you need like I do. No one else even BEGINS to understand your ass and its very special needs. I'm not saying wants, I'm saying NEEDS. Your inner bitch needs me now, doesn't she? I could fill your ass up with hot, hard, pulsing fuckmeat this very instant if you tell me the truth, or I could just walk away."

He continued to rub his dick everywhere while he talked. Her hot ass cheeks, her ass crack, but most especially her anus got his attention. He pushed his throbbing cockhead into her just a little bit, but never enough to sink the crown completely inside her. It was just enough to make her think he was going in all the way, stretching her super-sensitized anus open around his cockhead. Then he would pull back. Repeatedly.

Heather grew hotter and hotter. Oh please! Dear God, please! This is the worst torture ever, because it's working! It seems like a million hands are all over me, driving me crazy! Too many damn hands! Curse you, Sir! I know what you're trying to do to me. All those hands somehow understand your intent, which is to bring me as close to a climax as possible but not to actually let me get there. Well, fuck you!

The effect was maddening. She lost all sense of time. Before long, she could feel she was beginning to crack. Snippets of Alan's outrageous comments like "You're basically three holes and a pair of tits" and "I may have to keep you permanently chained to a bed" flashed through her mind.

I gotta... gotta keep my shit together! Can't give in! Why does he have to say such sexy things?! Why does he have to have so many hands?! I swear, he has like ten hands now! I need to cum so very badly that I could cry! If only someone would touch my clit I know I'd have the climax of a lifetime! But everyone is deliberately avoiding touching me there. Damn you all to HELL!

Alan's teasing penetrations of her anus in particular were driving her insane with a lusting need. Deep inside her asshole, she felt a burning itchiness that she knew she herself could never reach or scratch. Finally, she asked, panting and heaving, "Alan. Sir. If I talk... will you... go easy... on the punishment?"

He replied as he dipped his cockhead nearly all the way into her desperately needy asshole, only to pull it back out at the last second, "No. Of course not. I must be fair. In fact, because you lied to me, the punishment will have to be twice as severe. You can't win. Don't even try. Just accept your role as my bitchslut. Embrace it. Love it. Get ready for the assfucking of your life."

Heather moaned, "'Embrace it!' ... Yes... Love... Oh God, oh God!"

Everyone felt that Heather had a climax coming on, so all hands left her skin, and Alan pulled his erection back as well.

The crisis passed. She came tantalizingly close to relief, but it slipped away. She cried out in anguish. Her entire ass blazed with a frustrated need to be fucked.

Then the bitchy blonde moaned, loudly and repeatedly. A strangled and frustrated whimper came out of her. "Okay! Okay!" She paused to catch her breath. "Here's the deal... I... put... a... tape recorder..." She paused even longer, as she was having trouble talking at all.

Then she continued, still panting as if on the verge of hyperventilation, "Under... a desk... In... Ms. Rhymer's class... AAH! Room."

"A-ha," Alan said happily, more than a little surprised that she was actually confessing for real. "What desk?"

"Front row... Far ... left... Very small... recorder... Size of a ... half-dollar..."

Alan's stiff cock was poised at the entrance to her asshole once again, making it even more difficult for her to breathe than before. She seriously wondered if it was possible to die of anticipation from heart seizure or lack of oxygen or some similar cause. She could feel her asshole beginning to stretch again. The deliciously sensuous friction as her anus slipped onto his pulsing rod like a second skin as he pressed ever so slightly inwards into her was driving her to the brink of insanity.

Alan let the crown of his cockhead slide completely inside her powerfully throbbing asshole, making her gasp in unrestrained lust. He was giving her a small reward to encourage more honesty.

Heather thrilled, OH! YES! Thank fucking GOD, already! Soooo good! So worth it! I don't even care that my whole damn squad is watching me!

But then he stopped and even threatened to pull back a bit as he said with surprising calmness, "I see. And I can take it from there. You were planning to record her, hoping to catch her saying something incriminating, I imagine. Probably figuring you could catch her with me. Then you blackmail her."

She gasped with both arousal and dismay, "Yes... She's... no... good... Good for you... Sir! No good for you... Stuck up... tiny-titted..."

He cut her off, figuring correctly that she was about to launch into a litany of complaints about Glory, which would take forever, given the way Heather was still struggling to breathe. He said, "And the less I see her during lunch, the more time I can fool around with you. That's part of it, isn't it? Well, I hate to burst your bubble, but I REALLY am not doing anything physical with her. If what happened today during lunch didn't convince you, then nothing will. So you can just leave her alone already."

He jerked his hips back, pulling his erection out of her ass with an audible pop. "Is that clear?"

She gasped in distress and whimpered miserably, "Yes... Sir... Yes, Sir."

He didn't believe that any more than he believed the moon was made out of cheese, but he figured at least maybe she would leave Glory alone for a little while, as she scrambled around for some new scheme. "Is there anything else?"

"No... No, Sir... That's it. Fuck my ass now! Please!"

"So how is this supposed to benefit me exactly? You said I'd be grateful."

"Because she's no good for you! ... Sir!" she gasped out at once, with great effort. She thrust her ass backwards desperately several times, as if she could find his dick again and suck it back into her aching depths.

He rolled his eyes with obvious disbelief. "Okay, that's enough." He heard a great sigh of satisfaction from her as he put his hard-on back on her ass crack. He then pushed into her asshole as he'd done dozens of times in the last few minutes, only this time he didn't stop. Her ass was so ready for him that he was able to thrust all the way into her fuck-hungry butt with one long stroke.

She screamed, "YeeeeeessSSSSSSsssssss! Aaaaaarrrraaaaagggggaaahhhhhh!"

Heather's body lit up like a firecracker. To say she exploded in ecstasy would be an understatement.

The other girls, still stroking her everywhere, all stepped back and stared in awe as Heather's body thrashed about like she was being riddled with machine gun bullets.

Had it not been for all of her bindings, there's no telling what would have happened to her in her thrashing about. As it was, she managed to free herself from the bonds on both of her legs. She kicked so wildly that the others had to step back even further.

Alan, luckily, was in the eye of the storm positioned between Heather's legs, or he might have been seriously injured. Even so, the crushingly strong muscular grip on his cock as she bore down on him with all her orgasmic might made his eyes cross and blur.