6 Times a Day

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William Osborne

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As Susan ran out of the room to get the phone, holding her boobs so they wouldn’t bounce and sway so much, Alan watched, and thought, Wow. What a mom. Watching her jog away like that is so friggin’ arousing! But then what isn’t when it comes to her? Just seeing her smiling face gets my dick hard these days. I gotta say, I love her twisted “Big Tits Theory” mind, as silly as that theory is. And what a great fucker! She’s an animal in bed. My sweet, innocent mom. That better be a damned important phone call. Fuck.

He turned and watched the other three women fucking for a while. Suzanne and Amy were continuing to lavish attention on Katherine. He figured they were probably still trying to make up for her being left alone earlier. He considered joining in, but he was mindful that he was scheduled to sleep with Susan all night, so he wanted to keep some sexual energy in reserve for that.

Then, only about a minute or two after Susan left the room, the three women on the bed collapsed at the same time. They’d been going at it too intently for too long, and after yet another set of climaxes, they’d all hit a wall. It was all they could do to lay there and pant heavily. They were covered in sweat, cum, and tangled hair, sprawled all over each other.

Alan continued to watch contentedly with a very stiff erection. Just watching them lying there was as arousing a sight as one could hope for. Dang. What women. What curvy, sensual women. Lust and love. It’s amazing my brain doesn’t just explode from sheer pleasure.

Out of the blue, Amy exclaimed while staring at the ceiling, “Wow, I think I’ve had TEN climaxes tonight! That’s like, so much! I think my pussy is all pooped out. How ’bout you, Sis?”

Katherine answered as she lazily retracted an arm that had been sprawled over Suzanne, “Only five for me. But then again, I joined in the action pretty late. Oh, but now that I think about it, I had two more while I was watching. Damn. What a night! What about you, Mother?”

Suzanne replied in a mock-angry voice, “Let’s see… Damn you two, I think I had at LEAST ten. More like twelve probably, and maybe more because it’s hard to tell when one multiple orgasm ends and another one begins. And it’s all your fault, the way you practically tickled and frigged me to death! And then when you both got to licking my cunt at the same time, why, it’s practically criminal what you did! I think you two are trying to kill me!”

Everyone laughed. Suzanne pretended anger, but everyone knew she was quite pleased. However, her pussy was so sensitive now it hurt. She was done for the evening, and she knew it.

Amy joked, “Maybe ALL of us should go on a minimum six cums a day routine!”

That brought more laughs.

But the exertion of the sex session had been too much. The three of them continued to lie there for a few minutes while they waited for Susan to come back.

Alan at least still enjoyed himself watching the three beauties at rest. He noticed their pussies were continuing to drip, soaking their ass cheeks and soiling the sheets.

He thought, All the women I’ve have sex with are quite leaky. I’ve heard that many women don’t drip pussy juice profusely, but that certainly isn’t the case with any of my family four. And I don’t think it’s because I’m such a great lover. It’s another example of me being incredibly, stupefyingly lucky. Like Brenda. Jesus! I could be the worst lover in the world and she would still cum buckets. ．

Finally, Suzanne stirred first. She got up and put on the robe she’d left lying on one of the sofas.

Just after she did this, Susan came back into the room.

Alan asked his mother with some irritation, “Who was that on the phone? What kind of jerk calls after ten o’clock?” He wasn’t sure what time it was exactly, but he could sense it was after ten o’clock.

Susan was a bit abashed as she explained, “It was Brenda. I’m sorry, but she has been calling a lot lately, sometimes at odd hours. I’m upset about it too. You were giving it to your milky mommy-slut so hard and good. I should say something to her about these calls, but we have such fun talking.”

As she spoke, she crossed the room until she stood right beside her son. “But I was thinking the interruption might be good for one thing.” She tapped his stiff boner and set it bouncing. “We don’t want to drain your balls completely dry just yet, and that was a good time for a strategic break. We should save some of this mommy-impaler energy until beddy-bye time, don’t you think?”

“I suppose,” he agreed a bit irritably. Although he’d also been thinking about saving himself for later, he was nonetheless quite annoyed to be interrupted in mid-fuck by what he figured was a meaningless phone call.

Brenda had called because she was curious about things like what the others had bought for her at the sex store, and couldn’t wait until the next day to get an update. That definitely would have met Alan’s definition of a meaningless interruption.

Susan could see his irritation, so she added, “However, one good thing about talking with Brenda is that she never fails to get me hot and bothered.” She gave him an extra-sexy “come hither” look. “Like I am right now.”

Alan couldn’t help but chuckle. “Mom, that’s so unnecessary. You’re always hot and bothered anyway!”

She snickered in agreement. “I suppose that’s true, thanks to you.”

He stood up and held his dick to his stomach. It was still very erect and he couldn’t get it to go down with four mind-bogglingly sexy women in the room. He didn’t want any more sex at the moment, and held it just to keep it from bouncing.

“Okay, everyone, I have an announcement. Can you gather ’round?”

The four sat or lay down on the big bed in front of him.

Alan began what seemed like a prepared speech. “Time seems to have been moving in slow motion lately. I remember when it used to be that day blurred into day, and it seemed like I’d blink and another boring week of school went by. But these have been some crazy and eventful days. It’s only been two days since Sunday night when I started fucking Mom, but it feels like two months because so many momentous things have happened since then. And it was only two days before that when we all agreed to The Pact that’s bound us all together, but that feels like two years ago.”

The others nodded in agreement and listened attentively, trying to not look at his still slightly bobbing erection. They all wondered where he was going with this line of thought, because his somewhat formal demeanor made it seem that he was leading up to something big.

He went on, “I’ve noticed that Kat in particular has been feeling antsy. It seems like I’ve been ignoring her lately. And there’s some truth to that, if you look at it from one point of view, the one where people think I’m some kind of impossible superhuman sex machine. But let’s put this into perspective. I can only do so much. Some days I’m going to focus on one person more than another, and since I only started fucking Mom a couple of days ago, I’m very excited about that.”

He stared at his sister. “Kat, my Big Flesh Pillows Sis, you and I fucked just this morning, and believe me, you’re in my thoughts all the time. But, be that as it may, I’ve been mulling over this tradition that’s arisen about Mom having special privileges on Tuesday, and I’ve been thinking about how to deal with it. I’ve asked myself: should I get rid of the Tuesday tradition to make things more even and fair to everyone?”

Susan gasped and held her hands over her mouth. She looked at her son with bug-eyed horror.

But he quickly clarified, “Relax, Mommy. I decided to keep it. For one, I know you’d be really bummed if I got rid of it. And besides,” he winked and smiled in her direction, “I really like it.”

Susan relaxed, and gave him a big smile. She mumbled under her breath, “I practically live for Tuesdays. God, that was close!”

He continued, “So then, I was thinking, should I give the rest of you special days too? That would certainly make things even. However, I decided that wasn’t ideal either. With four special days in one week, and things like the poke-her party on Wednesdays and the S-Club meetings and everything, suddenly my sex life would become too regimented. I really like having sex and I’m getting more acclimated to doing it a lot every single day, but I don’t want to have a fixed schedule about it. That turns it into a chore. In fact, I’ve thrown away the orgasm chart that used to hang in my room and I don’t even keep close track of my daily count anymore, for that very reason.”

He continued, “Half of the fun is the spontaneity. For instance, after having this date with Christine, I managed to resist her charms-”

Susan playfully and loudly shouted, “Boooo!”

He grinned at that, then went on, “Yes, I resisted her charms somehow, but I was so horny by the end that I didn’t know up from down. I came home fully looking forward to having some sexual fun, but I didn’t have a clue what would happen exactly, or even who would be around to play with me. Then Aims and Sis surprised me with a totally great police role-play that soon morphed into a fantastic double blowjob. I couldn’t have planned it any better if I’d tried, and the fact that it was all a surprise made it twice as good.”

Katherine and Amy weren’t sitting alongside each other, so they contented themselves with making an “air high five” at each other.

Suzanne did happen to be sitting next to Amy, so she patted her on the shoulder for a job well done.

Susan did the same to Katherine.

He concluded, “So I decided against having days for everyone.”

He paused dramatically, then continued, “BUT… I know that Katherine has been feeling very much like the least desired out of my home family four. First off, Kat, you’ve got the boob size issue, which I really don’t understand. Just because your boobs happen to be the smallest in the family, they’re still HUGE by any normal standards. You hear that? Absolutely freakin’ huge. You’re one of the most stacked girls in school. It’s absurd for you to feel any size envy. It’s like some star basketball player feeling short ‘cos there are a few taller players on the team.”

Katherine cut in, raising her breasts while looking down at them sadly. “That may be, but everything is relative. We’re talking more than just a few. If you look at all your sex partners and harem nymphos, a lot of them make me feel inadequate.”

By holding and hefting her tits up, she made them look even bigger than usual.

Alan took advantage of that to comment, “Christ, look at those things! I swear, I’d need a team of Sherpa guides just to get to the top of one of them. National Geographic could film a documentary about it.”

That comment elicited a reluctant grin from Katherine. She quipped, “Hey, forget the Sherpa team. I’d be happy if you just do some more solo skiing up and down their slopes.”

Susan added sympathetically, “Heck, Tiger, sometimes I feel inadequate around Brenda. So I know what she means.”

Alan sighed in exasperation. “I love you all for so many things, but boobs are just one thing. The main thing is what’s in your hearts and in your heads. In any case, I understand Sis is feeling boob envy, irrational though it may be. And I’ve also noticed, Kat, that you feel like you’re too, I dunno, vanilla. You seem to think that everyone has something special going on sexually, and you don’t.”

“Totally!” Katherine agreed, so for emphasis rose up a few feet on the bed as if to stand, then flopped back down. “Vanilla is the perfect word. Look at tonight. Aunt Suzy, Mother, is an ultra sultry fuckpot who’s so cunt-focused she’d probably cream if anyone just says the word ‘cunt.'”

“Oh, oh, OH! Aaaaah! Oops, there I go again,” Suzanne joked as she faked an orgasm. She wanted to add a bit of levity to the conversation. Her effort got a lot of laughs.

However, Katherine only grudgingly smiled before she continued, “Then there’s Amy. If you merely touch Amy’s ass, she goes off like a firecracker! Anal sex doesn’t make me see stars, and that really bums me out. And of course there’s sex cow Mommy with her boob love. Not to mention that she’s starting to lactate, which I’ve been PROHIBITED from doing. And then on top of that, she’s got her cocksucking obsession to boot. Everyone is known for something special. But what about me? I’m a little bit of everything, but nothing special of anything. I almost feel like faking some kind of fixation or fetish just so you’d pay more attention to me! I’m clinging on to this new cat nickname and theme for dear life. I know that sounds childish, but it’s true.”

Alan smiled in understanding. “It’s okay, Sis. I know. This group here is an amazing bunch. But don’t sell yourself short, since you’re an essential part of this bunch, and you help make it so amazing. You’re forgetting a lot. For instance, what about the fact that we took our virginities from each other? That’s a special sexual bond only you and I will ever share. The fact is, I can’t get enough of you in my life. That’s why I’ve decided that I’m going to extend the special day tradition, so you’ll never have any reason to feel like you’re being neglected. Mom has her Tuesdays, and Kat, you’ll get a special day, too.”

“Yes!” Katherine pumped a fist into the air triumphantly. She pumped it a few times.

Then she jumped up and hugged Alan tightly. Then they kissed and their tongues danced in each other’s mouths.

Suzanne cut their celebration a bit short with an impatient question. “Wait a minute. So Susan gets a special day, Angel gets a special day, and Amy and I don’t? That’s not fair. That’s even more unfair than just Susan having her day.”

Alan pulled back from the hug a bit. “True, but Sis has been having the most serious self-confidence issues. I think she really needs this. However, I have something for everyone.”

He looked at Amy, who seemed surprisingly miffed and pouty. “Aims, keep in mind that you’re my official girlfriend already. That’s a very special thing, and it means that you and I can do all kinds of things in public that Kat and I can’t. Think about how frustrated she must get at times, watching you and me make out in public and knowing she can’t do the same.”

“I know, but… Still…” Amy said in a grousy voice. It took a lot to make Amy peeved, but now she was peeved.

Alan said to Amy, “Not only that, but you know how I made a pledge to Sis that every time I fuck you, I’d fuck her twice?”

“Yeah?” She opened her legs unconsciously at the mention of being fucked by her brother.

“It wasn’t an idle pledge. I’ve been keeping track, and keeping my word on that, even though I’m a little bit behind at the moment. But, as part of this new special day arrangement, Kat would have to agree to give that up.”

Katherine was more than happy to agree. She knew that pledge was fading and wasn’t sustainable in the long run in any case. “I’m cool with that!”

Amy said, still frowning, “M’kay, that’s good, but-”

Alan cut in. “But that’s not all. Amy, I want you to be my very special Anal Pal.” He used “anal pal” since he’d heard Amy use that phrase recently. He leaned down to caress her face in his palm. “You have the most incredibly tight and delightful butt out of all the butts it’s been my joy to fuck. So to preserve that exquisite feeling of tightness you have forever, I want you to save your ass just for me. Fingers are fine, one at a time, but unless I give you special permission you don’t allow anything bigger than a finger back there, okay?”

Amy smiled and repositioned herself. She began caressing and fondling her own ass cheeks as she considered his words.

He leaned in close and kissed Amy’s parted lips, then continued, “I want to reserve the delicious pleasure of stretching your tight little asshole open for my dick, and only my dick, understand? In short, Aims, I want to own your ass, totally and completely. If you have a need for anal penetration, you come to me. Okay?”

He wasn’t sure how Amy would take this idea, and waited with bated breath to see how she’d react. Would she be delighted with what in fact was a new restriction?

He needn’t have worried. Amy suddenly jumped up off the bed and bounced around the room like an out-of-control pogo stick. Then she flew into Alan and Katherine, still connected by a loose hug, and embraced them both. “Awesome! Yes! Anal Pals! That is so cool!”

But then something came to her mind. “Uh-oh. But I’ve already pledged to be Anal Pals with Brenda. What about that?”

Alan wasn’t sure what being “Anal Pals” with Brenda, of all people, meant exactly – Amy had a habit of making up new terms that often were only fully understood by her, such as her mention of a “huggy wuggy” earlier instead of just a “hug.” However, he saw it seemed important to her. “Hmmm. Well, uh, that’s still okay. You two can have a special connection that way too, if you want. As for what she can do to your ass, I suppose we’ll discuss that with her later.”

“Yeay! Cool! I want my ass to be just for you, Beau! It can be our super special bond! Awesomeness!” She disengaged and continued to bounce around with nearly unbelievable energy.

Alan turned to Susan, who seemed to be expecting gifts of her own after Alan’s speech to Amy. “Mom, I mean Mommy, I’m sorry to say, but the perception is that I spend too much time and energy with you, and you already have a deeply entrenched special day. So it probably wouldn’t be fair to pledge anything more to you. But I promise to be more attentive to you on Tuesdays. It seems lately I’ve been slipping a bit, like having that orgy this afternoon, plus my date with Christine. Not only that, but now everyone will be more accepting of the Tuesday tradition. After tonight, hopefully it’ll be sealed as a permanent thing.”

Alan followed Susan’s worried gaze to where Amy was still romping around the room and realized one thing that was bothering her. “Don’t worry Mommy, you can still be my butt slut mommy and I’ll still ‘get your attention’ just like you want me to. Just because I really enjoy Aim’s ass doesn’t mean I don’t get off on plowing yours as well. I’ll still look forward to coming home from school and finding you lubed up and bent over, wearing nothing but high heels, or maybe an erotic apron.”

Susan blushed and smiled at him. “You know how happy I am to hear that. But Tiger, I understand your purpose here. Whatever you want, I’m fine with it, because I know you always try your best. Making peace with the family is what’s most important. I’ve probably been too demanding, too, especially lately. I see what you’re doing with Katherine and I approve wholeheartedly. Look how happy you’ve made her.”

Katherine had been excitedly nibbling on Alan’s ear. He turned her way, and the two of them rubbed noses affectionately.

Katherine was so turned on by that little affectionate exchange that she pulled away and began jumping around the room, just as Amy was continuing to do. The two sisters held hands and continued to bounce about in tandem. They looked like two extremely excited little girls having just been told they’d been given some kind of big gift like a pony, except both of them were still sweaty, buck naked, and in no way little.

Standing alone, Alan looked at his two jubilant sisters and felt very happy. He was proud that he’d brought them so much joy. He was also very delighted by how sex had brought all of them closer together and forged a new family. But he knew he still had to make the most difficult “sell” to get everyone to accept his new special day plan.