6 Times a Day



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William Osborne

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Sean retained just enough consciousness to hear what was happening outside.

Kim said, "God, Alan, that was the fuck of my life. Sir! I officially renounce my lesbian status after that. Fuuucck!"

She was just kidding around, and Alan knew it. Nevertheless, he said, with a calm that surprised him, "You never were a lesbian. You're bisexual all the way, but with an aversion to serious male relationships, which I can understand. Most guys are pretty lame. But please don't call me 'Sir'. That term is reserved just for Heather to show she's my bitchslut. The lowest of the low."

"Yes, sir!" Kim replied, and then giggled. But all joking aside, she thought, He's got a point. I do still think of myself as lesbian, but I obviously can enjoy sex with guys sometimes. So, okay, technically I guess I'm partially bisexual.

Alan savored his new word invention. "Hmmm. Bitchslut. I really like that. Heather, if one word can describe the person you are now, that's the word. But we're going to change you."

There was a loud thump somewhere in the room.

Sean leaned forward and looked back out to see that Kim had flopped off the bed and was lazing on the floor. It was Heather's turn and there wasn't enough room on the bed for Kim to rest there.

Heather looked at Kim and growled meaningfully. She thought, Kim, you are so fucking dead. I'm Alan's one and only Bitchslut, and only I can use the word 'Sir'! If you so much as mouth those three letters, your life is going to be a living nightmare! She interpreted Alan's declaration of her being his "bitchslut" and "the lowest of the low" as meaning that she was special. In her mind, Alan was saying that there were two types of women in his life: his special bitchslut, and "those others" who didn't have the "privilege" of calling him "Sir." Such was the way her mind worked, especially when she was feeling really horny.

Heather felt a great need to redeem herself. She'd recovered from her earlier great orgasm and now wanted to sexually overwhelm Alan, to help show that she was worthy of the special status he had granted her. He was flaccid though, so she set to work changing that.

Only a couple of minutes after Kim had rolled off of him, Heather crawled up the bed, dragging her mighty orbs all over his skin. She cooed, "Alan, Sir," - she shot Kim a superior look as she said that - "it's true. I am your Bitchslut. I love that word! I don't care what you say, my body does belong to you. Others may borrow it, but you own it. Especially my ass! Do I not have the best ass? Am I not the best assfuck you've ever had? Take my ass!"

She got so worked up over her ass that she quickly flipped around and shoved her ass up towards his face. That put her chest over his groin, so she pushed her tits together then slid his only slightly turgid penis into her cleavage.

Alan thought to himself, No, Heather, as a matter of fact you're not even close to my favorite ass or favorite assfuck. Amy is the "ass queen" now. But of course I can't let you know that or you'd probably rip her hair out. Instead, he said, "I'll admit, you do have a nice and strong, powerfully toned muscular ass, my blonde anal Amazon, but it's not my absolute favorite and you definitely have room for improvement if you want to become my number one ideal ass. The problem is, you cover it up too much with your conservative clothes."

Janice, Joy, and Kim all snickered at that, but luckily the Stop Making Sense soundtrack still blared and covered up the fact that some of the laughs were coming from inside the closet.

He went on, "Heather, if you have such a nice ass, you need to show it off. Why do you cover it at all, even with butt floss? From now on, you should cut off the backs of all your skirts, shorts, and jeans. No panties, nothing. You should go to school completely bare-assed."

"Oh my GOD!" Heather nearly screamed. She was extremely aroused by the idea. If there was one thing she loved as much as all things anal, it was public exhibitionism, so the thought of exposing her ass in public was beyond fantastic. She was so aroused that she dropped down and licked Alan's flaccid penis, still covered with a condom and Kim's juices. She surprised even herself by pulling the condom off with her teeth, then she licked his penis clean as it slowly rebounded back to full size.

Alan's words were exciting himself too, and he even found enough strength returning to run his hands over Heather's trembling ass cheeks, which were still inches from his face. He said, "Heather, what if I'm walking down the halls in school and I see you, and I feel the urge to fuck your ass then and there? I don't want to bother even flipping a skirt out of the way, and I certainly don't want to waste time pulling panties aside. Your only role is to bend over, touch your toes, and present me with a lubed up asshole whenever I see you."

"God YES! Alan, Sir, please! No more talking! Fuck me now! Take my ass, NOW! Dammit! Do it!" Mere cocksucking wasn't enough to show her excitement; she began frantically pumping Alan's revived erection through her cleavage, and licking the tip as it popped through.

He continued to explain, while mauling her ass cheeks and probing her pussy and asshole as if he owned them, "However, there's a problem. From now on, your ass is usually going to be stuffed with plastic cock. I think that in the future we should only use the kind that sticks out for many inches. That way, everyone will know you're my butt slut. You won't be able to sit down in class because of this giant Bitch Trainer sticking out of your naked ass all day. You'll have to stand in front of the class, facing the chalkboard, showing off your completely exposed, dildo-stuffed ass to everyone! It may make it hard for anyone to focus on the teacher, especially as you'll constantly flex your butt cheeks and bend over, but that's how it goes. Of course, everyone will lust after your ass if they don't already, but only those on the S-Club list will be allowed to touch it."

"But what if... what if others want to touch it anyways?" Heather asked, breathless with excitement as she vividly imagined his scenario.

"Of course all kinds of people will grope you there and elsewhere all day long, but maybe if I put a big tattoo on one ass cheek that says 'Alan's' and another tattoo on the other that says 'Bitchslut', that might cut back a bit on the random fingering of your pussy and asshole."

Heather turned around so she could look Alan in the face. Surprisingly, there were tears rolling down her cheeks. "Alan, Sir, please! For the love of God, fuck me now! If you keep talking so sexy like that, I... I can't take it! I can't take it!" She whimpered and her whole body shivered with pure lust. She couldn't believe how much the idea of having a large tattoo proclaiming Alan's ownership of her ass turned her on. It repelled her greatly too, but that was a big reason why it aroused her.

Meanwhile, back in the closet, Sean was amazed to find that he'd re-grown his erection almost as quickly as Alan did. Sean had already cum twice whereas Alan had cum only once, and Sean never, ever, recovered this quickly. But Heather had a special, spellbinding effect on him. He'd always been focused on her breasts (although he loved her ass too), but all this talk of her walking down the busy school halls with a skirt on her front half but nothing covering her ass was rapidly turning him into more of an ass man. The fact that her ass was right there in front of him, constantly squirming and flexing as if prowling the air, searching for something to be impaled upon, helped matters considerably.

He heard some urgent whispering between Joy and Janice, right behind his head.

Suddenly Janice turned him 90 degrees so he was staring at Joy's back. She whispered, "Joy won the bet. She gets to be fucked first. For some reason, we're both in the mood for anal so bad all of a sudden, but we don't know how. We need Alan to show us how to take a cock that way for the first time, I'm sorry. But that means you get to do her doggy-style instead."

Joy was on all fours now, pressed in the narrow space between the clothing and the closet door. Janice pushed Sean to his knees, rolled a condom onto his cock, and then used her hands to feed his cock into Joy's steamy pussy.

But Janice herself was so turned on that she continued to stroke and fondle his thick and sticky erection for quite a long time, and in fact seemed unwilling to give it up. The only reason she eventually relented and pushed his boner into Joy's hole was because Joy was starting to make annoyed moans, and Janice worried about Heather overhearing them.

Finally, Sean was in. However, the prospect of fucking the sexy brunette cheerleader only held but a fraction of his attention. He turned his head and plastered his eyes to the slats so he could see what was happening with Heather. Now that he was on his knees, he was nearly level with Heather's ass, wiggling just a few feet in front of him. He could make out every single bead of sweat and drop of girl-cum so clearly that he could almost taste her skin.

Janice did not have to worry about Heather overhearing anything - Heather was completely insane with her lusty anal desires.

Alan leaned over Heather and got into a doggy-style position of his own, with their butts pointed towards the closet. As he lined up his big erection with her asshole, he said matter-of-factly, "The other problem with keeping you stuffed with a Bitch Trainer like that is we've got to get that out quickly if the urge to fuck your ass suddenly hits me. So Simone will have to be with you at all times. She's your official dildo mistress, as you know. She's also pretty muscular and athletic, so she can help fend off all the gang rapists from getting to you ... most of the time. Of course we'll have to let them win a couple of times a day at least, or it would just be too cruel on the guys. And if she walks around topless, that'll help divert some attention from your ass. In fact, you should walk around topless too, so there will be crowds in front of AND behind you wherever you go."

The more outrageous his fantasies, the more she loved them. She shrieked, "Oh, Sir! If you don't fuck my ass this very instant, I'm going to die! DIE! PLEEEAAASE!"

Alan finally showed some mercy. His cock was drenched with cum and pre-cum, so he rammed it into her with one big push. He was surprised to find that her sphincter was still remarkably tight despite the fact that such a big dildo had been inside her all day. Yet she was still nowhere near as tight as Amy. He was able to get it all in with one massive and (for Heather) very painful push.

Heather screamed as if she was being split in two. There was an incredible agony in her voice, as if she'd just been branded with a hot iron.

Alan worried that he might have really hurt her and caused Heather's ass to bleed. However, he needn't have worried so much because Heather had an unusually strong and muscular ass that could take a tremendous amount of abuse. At the same time, her voice carried the unmistakable sound of pure ecstasy. As her cries continued, less pain could be heard, and more pleasure.

Her whole body convulsed and shuddered as her asshole rippled powerfully up and down, all along and around his deeply embedded erection, as a great orgasmic wave of deep anal fulfillment washed over her.

Alan had only gotten hard a few minutes before, but he very nearly lost it from the way her ass kept clenching and squeezing his entire cock in unexpected ways. At times it felt as if his dick would be completely crushed, but it "hurt so good". Finally, Heather's tremendous anal climax ended and her body fell back and to the side, taking the still-attached Alan down with her and crashing him into the closet door on the way down.

Alan's ass only lightly banged the closet door as they collapsed together, but it was enough to cause Janice and Joy to scream in surprise (Sean yelled as well, but that muffled sound could hardly be heard by anyone).

Alan and the rest thought that their ruse had been discovered by Heather for sure, but Heather was so out of it that, if asked at that moment what her name was, she wouldn't have had a clue. The screaming of very close female voices registered in her head at some level, but her brain wasn't really capable of thinking about anything beyond her butt at the moment.

He was also too overcome to do much. He thought about pulling his cock out just to rest a while, but that took more energy than leaving it where it was inside her. Besides, the aftershocks of Heather's anal orgasm were still rumbling through her, and they felt so good to him that he wouldn't miss them for anything, so he left his still hard pole in her. Although he hadn't actually cum himself, he felt like he'd just had one of the best orgasms of his life.