Six Times A Day - Cover

Six Times A Day

Copyright© 2004 - 2015 by Spacer X. All rights reserved

Part 14: Slippin' into Darkness

Harem Incest Sex Story: Part 14: Slippin' into Darkness - High school senior Alan is diagnosed with a rare condition requiring six orgasms a day. The women in his life - mother, sister, neighbors, cheerleaders, and more - end up swept away by their own lusts while helping him. This epic roller coaster of passion, love, and sex leads to results no one sees coming. The variety of characters, humor, and hot sex will leave you wanting more.

Caution: This Harem Incest Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Ma/ft   mt/Fa   Fa/Fa   ft/ft   Fa/ft   Mult   Consensual   Reluctant   Romantic   BiSexual   Humor   Incest   Mother   Son   Brother   Sister   Daughter   Group Sex   Harem   Polygamy/Polyamory   Anal Sex   Exhibitionism   First   Lactation   Oral Sex   Sex Toys   Voyeurism   Big Breasts   Doctor/Nurse   Size   Slow   Illustrated   mother helps son relieve his blue balls,mother sucks son,mother fucks son,sister fucks her own brother,sister tricks brother into sex

Day 36: Monday, October 21

Chapter 1

When Alan woke up on Monday, the main thing on his mind was the thought of painting Katherine's butt and pussy again, and painting Kim's as well.

Every day for the past week or so, something had put him in close proximity with his sister's pussy. First he'd watched her frig herself, then he'd put suntan lotion on it, then he'd painted it, then he'd rubbed it with a brush and soap and fondled it, then he'd fingered it at the movies, then he'd shaved it and fingered it some more. And now today he was sure that things would continue, or go even further, even with Kim there.

He stroked himself while he thought about that. It didn't take him long to cum. What mental barriers he still had against incestuous fucking were collapsing rapidly.

Katherine was doing everything she could to help speed that collapse. For instance, after Alan had showered that morning, he'd heard his sister call for him from within her room. So he went in to see what she wanted. She lay nude on the floor, on top of the clothes she had set out to wear to school.

Katherine naked on her back on the floor, pussy begging for action

"Brother, I was just changing my clothes, but I suddenly got soooo tired. I need some help putting them on. I've got an energy problem too. With my energy problem, you're going to have to give me six orgasms a day from now on to get my energy back," she joked.

Alan had under-appreciated his sister's body for so long that now every time he saw her in a compromising position, he was staggered as if he were discovering her beauty for the first time. But still, his responsible side forced him to say, "Sis, what's come over you?" He was worried about both their parents, who were milling about elsewhere in the house at that very moment.

Katherine stared him in the eyes intently and replied, "You. You're what's come over me. I love you, Big Brother." She ran her hands all over her freshly shaved pussy. She dropped her seriousness, and giggled, "You could cum over me, but I'd rather you cum inside me." She moaned needfully and suggestively, "I need your love!"

"I love you too, Sis, you know that, but there's a right way and a wrong way to express that. Now please get dressed! There's also a right time and a wrong time to be sexy as hell and this is REALLY the wrong time! I've got to go." He left the room, not waiting to hear her sounds of frustration.

That incident hardly surprised him or freaked him out (although it did give him a hard-on). Strange things were now happening to him on such a regular basis that he was starting to take it all in stride. His heart would still pound wildly at such occurrences, but intellectually his mind was now better at handling surprises of that nature.

Katherine left for school early because Kim had called the night before and told her that she wanted them to meet before school to talk about something important.

Katherine was not looking forward to that meeting, but she really had no choice. As Kim had put it on Friday, she was Kim's "bitch" now because of what Kim knew.

As soon as Katherine left, Alan went back into the bathroom and shot another load while thinking about what she'd just said and shown him.


Kim saw Katherine walking from the bike racks and intercepted her. "Hey, Katherine. How goes it? Why don't we take a little walk?"

"Okay." Katherine was unhappy. She just wanted to get this over with, whatever it was.

Kim waited until they were headed to one of the grassy sports fields, far from anyone who might overhear. "Relax. Don't look so glum. I'm not out to get you."

"That's what it feels like," Katherine muttered unhappily.

"Look. This isn't your trial or anything. I've been doing some thinking. The other day I said some things like 'You're my bitch. You're my slave.' I'm not too proud of that. I'll admit that I got a rush out of having this power over you. But then I got to thinking: W-W-H-D."

"Huh?"

"'What Would Heather Do?' I realized that if Heather were in my shoes, she'd take full advantage of her secret knowledge and make your life absolutely miserable. So I don't want to do that. I want to be the anti-Heather! If I go the blackmail route, that'll make me into her evil minion or something. I don't want to be that. I hate her! Besides, I'm just not cut out for blackmailing people; I'm too nice. I see how you look at me resentfully and I don't want you to feel that way. I'd like for us to be friends."

Katherine's hopes soared, but she was cautious. She was very mindful of how she'd gotten into this predicament in the first place, by revealing too much about activities between herself and Alan. So she merely said, "I'd like that too."

"Here's the thing. I know that you and Alan have a sexual relationship."

Katherine came to a complete stop, forcing Kim to stop too. She played dumb, very dumb. "Whaaaat?! I have NO idea what you're talking about."

"Oh, come on. The evidence is obvious. First off, there's the painting of the fake panties. That's pretty odd. Then there's him watching you in your fake panties with his binoculars."

Katherine cut in. "He was just-"

But Kim raised a hand and interrupted her in turn. "Hold on. That's just for starters. I didn't say more before, because I still didn't know where I wanted to go with this, and I certainly didn't want people like Heather to figure things out. But the fact is, you've been way too careless. Actually, I don't blame you much because you probably don't even realize what you're doing. But ever since this painting-of-panties thing started, whenever his name comes up, you should see your face every time it does. Girl, it's like the words 'I'm in love with my brother' are written in big letters all across your face!"

Katherine decided it was safer not to say anything.

Kim pointed at her face. "A-ha! See? Right there! You didn't say anything, but your face just did. You couldn't look any more guilty. Every time he's mentioned, you look damn horny. There's like this HUNGER in your eyes."

Katherine realized that she'd been caught. She tried to minimize the damage. "So ... maybe I have a secret thing for him. Big deal. You knew that already. He's handsome and an all-around great guy. It would be kind of weird NOT to have a little harmless crush on him. Besides, we're not even genetically related, since we're both adopted. Did you know that?"

Kim shook her head 'No'.

"So that's all it is: harmless!"

Kim outdoors on a sports field in a lime green outfit, looking angry

"Fair enough," Kim said. "But I also had a chance to talk to him on Friday. I wanted to see if my hunch was right. So while I asked him a few questions about some meaningless stuff, I mentioned your name. And guess what? He had that SAME hungry look! Furthermore, he wears those short shorts that don't hide too much, and seconds after I said 'Katherine' he had a full-on boner! The two of you have the hots for each other!"

Katherine realized her face was red with an embarrassed blush. She knew that was another clue; she hated how her body kept giving her away. Still, she was determined to admit as little as possible. "Have you ever heard the word 'unrequited'? He's handsome and I'm beautiful. Okay? I know that's boasting, but it's true. So I've got a crush on him and he has one on me. But that's ALL IT IS! Okay? We're siblings! To do anything about it would be sick!"

Kim said, "Very clever. I have to admit that I can't prove anything beyond that, but I just know. Even a week ago, you weren't like this. It's not like you both just discovered you're attractive people in the last week. Something happened!"

Katherine stayed silent but gave her a withering look.

Kim shook her head in exasperation. "Look, I'm sorry if it seems like I'm accusing you. Let me come at this from another direction. I know the truth, no matter how you try to deny it. But I'm not your enemy! I'm not going to blackmail you or tell anyone about it. I swear! If that was my plan, I'd do things in an entirely different way: I'd keep my mouth shut and wait until I had some really damning evidence. I'd probably even be able to get photos, if I was really nosy. Then you'd REALLY be my slave! And Alan would too. But by telling you what I know now, I'm tipping you off so you'll be extra careful around others. Not exactly smart, huh?"

Katherine stood there stone-faced. She was very frightened, fearing that anything she said could be used against her.

Kim could see Katherine's fear written all over her face and body, so she tried to dispel it. "But I'm NOT trying to blackmail you. Like I said before, I don't want to turn into Heather. I'm not a mean person. I'm going to free you now from any hold I might have had over you. You don't have to do ANYTHING for me, and I really mean that!"

Katherine looked at her through narrowed eyes. "I don't get it."

"That's because I acted like a jerk before, and now you rightly think I can't be trusted. I wish I could somehow prove to you I AM a good person, and I can keep your big secret. You see, the thing is, even though I don't have a brother or sister of my own, I think sibling incest is really HOT!"

Katherine frowned skeptically.

"Maybe because I don't have any real siblings who act like total dipwads all the time, I can idealize it. Let me tell you a little bit about me to help even things out and kind of balance the scales, if only a little bit. It's not easy being a lesbian. I've had a pretty frustrated sex life. It was only relatively recently when I came out, so prior to that I had to go through the motions of dating guys, which didn't do anything for me. So for my sexual excitement I turned to the Internet. Pictures didn't do much for me either, but I really got off on the erotic stories. It didn't take me long before I found that the incest stories were the hottest! I swear, you can take any random crappy story, change it a little so it's between siblings, and suddenly it's hot as FUCK!"

She grinned. "Sorry. I was getting a little carried away there. But just thinking about some of my favorite stories gets me really excited. Naturally, I prefer the sister-sister ones, but to be honest there aren't a lot of those. So I read the brother-sister ones and just change it in my mind so it's between two sisters, because the better brother-sister stories generally are hotter than the run-of-the-mill lesbian stories. My point here is, I get off on incest in a big way. But I didn't know how I'd react to real incest. If you'd have asked me, I would have guessed it probably would have turned me off. But seeing how you and Alan are so hot for each other is just about the hottest thing EVER! I love it!"

Katherine, still trying not to give anything away, just asked skeptically, "Where are you going with this? I still don't get it."

"To be honest, I don't know exactly. But I don't want to be your enemy; I want to be your friend. Your confidante, even. I want to help you and your brother get it on! What I'd love most is to be allowed to watch. You probably don't have anyone you can talk to about this. Well, you can talk to me. I want to earn your trust so you can tell me everything! We could have so much fun! I could help deflect suspicions, help you dress extra sexy for him, and all kinds of other stuff!"

Katherine remained determined not to admit anything. Still attempting her best poker face, she said, "You know what? I think this is all some kind of elaborate trick. I know you're not a bad person like Heather, and that's why I was surprised when you came up with this 'you're my bitch' crap. But I still don't trust you!"

Kim said, "I figured as much. And that's smart. But don't worry; I'll earn your trust over time. I pretty much know the truth, I think. Just what you've admitted to is pretty damning, if I wanted to use that. But in time you'll see that I haven't told anyone else and I'm not blackmailing you or anything, and you'll start to see I really mean what I say."

Katherine was frustrated. Her gut instinct told her that Kim was being honest, but she'd been burned already with loose talk around Kim. She wracked her brain, trying to think of some test that would show that Kim was being sincere.

Then an idea came to her. "So ... you really love those sibling incest stories, do you?"

"I do. Some of the good ones I've read over and over again."

"Have you ever heard of a story called 'Big Sister Is Horny?'"

"Sure! I love that one!"

"Okay, tell me about it."

"Let's see. I think the sister's name is Mindy. Mindy Masters, as a matter of fact. She's home for the summer, it's a small town with nothing to do, so she's bored out of her mind. And she's a sex maniac who's just gotta have it, if you know what I mean. Before long, she happens to see her brother masturbating in the bathroom. I think his name is Eddie. And-"

"Hold it right there," Katherine said in a new, more relaxed tone. "You're for real, aren't you? That story is pretty obscure, and you even got the names right! There's no way you could know that if you weren't..."

"Really into incest," Kim completed her sentence. "I told you, I'm for real. Test me some more. Even now, I spend way more time getting off from Internet stories than actual sex with girls."

Katherine smiled for the first time. "Don't worry, I'll test you. It just so happens that I know those sibling incest stories pretty damn well myself. Do you know a story called 'Reciprocal Needs?'"

"Do I ever! That's one of my favorites. Not only does it have lots of hot sib' sex, it's got love. It ends with Carrie and her brother Darrin getting married. So beautiful!"

Katherine shook her head in disbelief. "My God. This is too bizarre. Reading those stories has been my secret shame. Well, one of them, anyway. What if ... God! What if I can trust you?"

Kim stepped forward and hugged Katherine.

Katherine bent down and hugged her back tightly. She said, "Fuck it! You've already figured everything out anyway. I'm going to take a risk and confide in you. We've got a LOT to talk about!"

Kim giggled with glee. "Cool! It's a good thing there's still a lot more time before class starts!"

They talked. Katherine actually didn't reveal much in the way of specifics, because she still wasn't sure just how much she could trust Kim. But just confessing her incestuous desires in a general way was a huge relief for her. She literally felt like a heavy weight had been lifted from her shoulders.


Chapter 2

On Monday morning, Suzanne again decided it was time to begin a new effort to push Susan's sexual awakening forward. It had been five days since Susan declared a new resolve to back off from anything sexual with Alan. Susan had been extremely restrained, but even with Suzanne usually restraining herself from trying to further indoctrinate her with her usual sexual spiel, Susan's resolve had slowly weakened. Ron's presence served as a restraint, but not as much as Suzanne had expected it to be.

Suzanne figured that she could nudge Susan along so she'd be primed for action when Ron left. Suzanne still didn't know if Susan was bisexual or not. Susan had never showed any signs of being so, but Suzanne had a feeling that she likely had the potential to become so.

Suzanne knew that her own body was extremely sexually sensitive. Furthermore, she knew that Susan's body was very similar to hers, at least from the neck down. So it stood to reason that Susan could be aroused just as easily. In fact, the evidence was that Susan's breasts were even more responsive than her own. So Suzanne theorized that once Susan's prudish barriers and beliefs fell away, between the great love they had for each other and their easily aroused bodies, it would be surprising if they didn't get physically intimate.

Suzanne could hardly wait, but she knew Susan would have to completely give in to her lust for Alan first. Susan's belief that homosexuality was a sin was so strong that she would need to completely rethink her ideas on sex and sin before Suzanne could make progress on that front.

Susan had told Suzanne that she was going to make another effort to be intimate with Ron on Sunday night.

So as soon as Suzanne came over that morning, after she'd checked to make sure they were in the house alone, she said, "Susan ... I take it from your silence that things didn't work out too well in bed between you and Ron last night?"

Susan had seemed happy as could be, but she broke down and started bawling almost immediately. She buried her face in her hands and cried and cried. Between sobs, she said, "No! Not at all! Nothing on Saturday, as I told you. He looked so darn weary, and I couldn't stop thinking about my cutie Tiger! Am I a terrible wife, or what? Then, last night, I psyched myself up to do something with him, but he went to bed as soon as the party ended, saying that he was still very tired and needed to get onto a California time schedule because of jet lag! It's like he's not attracted to me!"

Susan sitting, sobbing, in front of Suzanne

Suzanne let her cry for a while. She figured she didn't need to spell out explicitly any of the conclusions that Susan was reaching on her own.

As Susan's sobs started to diminish, she finally added, "I think he's cheating on me. No, I know it! He was feeling fine enough to play golf yesterday afternoon, but he had no energy for me last night!" That led to a new bout of gut-wrenching sobs.

Once Susan had calmed down, more or less, Suzanne had a long talk with her. Suzanne encouraged Susan to believe that Ron was having an affair. Suzanne had no doubt that Ron was cheating; she had evidence that she didn't want to share at this point in part because it would make Susan feel even more miserable. So she was trying to break things to her best friend slowly.

However, she'd also been delaying sharing the full truth of what she knew about Ron until it served her larger strategic purposes. Now she decided the time was right, so she began setting some more wheels in motion and revealing a little more. She hoped that by getting Susan to see the light about Ron, that would open the door for Susan to have more sexual fun with Alan, which was the key to Suzanne's bigger dream of a new sexually intimate family.

She suggested, "You know, you shouldn't feel bad about your sex life with Ron. Even before he started cheating on you, the problem wasn't with you; it was with him."

"What do you mean exactly?"

Suzanne was tempted to reveal that Ron was secretly homosexual, but she didn't feel Susan was ready to hear that, at least not until after Ron left again. She hinted obscurely, "Well, let's just say I have reason to believe he's the reason for any sex problem you two might have had at any time throughout your entire marriage."

"What? You mean his low sex drive?"

"Yes. Well, that's part of it. But maybe also he's just not the kind of guy who is attracted to someone like you." Suzanne didn't want to reveal the whole story right away, but she wanted Susan to start to realize that something was very wrong, and that it wasn't just simply what she expected.

"Suzanne, are you saying I'm unattractive? I can't see it myself, but everyone says I'm some kind of raving beauty. Even you tell me that from time to time."

"You are, you are! You're gorgeous! He couldn't ask for a more beautiful and desirable wife. You should hear how your Tiger raves about you."

She lifted her head with hope. "Really?"

"Really! He rhapsodizes about your breasts in particular in a way that's nearly poetic. And the other day I accidentally caught him masturbating, and I heard him muttering about his 'big-titted mommy.'"

"Oh dear." Susan was starting to get aroused hearing that, but the (fictional) mention of catching him masturbating reminded her of how she'd rushed into Alan's room last night after hearing him cry out her name in ecstasy. Thinking about that incident frightened her much more than aroused her. "He's still committing the sin of Onan?"

"He is. Do I need to remind you of that well-known Christian saying, 'It's better-"

Suzanne was cut off, because Susan finished the saying for her. "'It's better to shoot your seed down into the belly of your mother than on the ground.' I know. Believe me, I know; I tell myself that many times a day."

Suzanne secretly smirked, since that wasn't the actual saying, but rather a version she'd altered for Susan's sake. She plowed forward. "Good. Never forget it. He loves your gorgeous face too, and everything about you from head to toe. And think about how often random yahoos on the street shout lewd things at you, or how pushy guys can be to you at parties. You're a total knockout, and you know it deep down. Your looks aren't the problem at all. What I mean is, different people like different things. You know?"

"No, not really."

Suzanne was frustrated because Susan was completely missing her subtle hints. Besides, things were getting too heavy and depressing and her attempts to arouse with talk about Alan seemed to be having no effect at all. So she suggested a break. "Susan, regardless of the situation with Ron, everyone's still counting on you to provide visual stimulation for Sweetie. Look at me and then look at you. Couldn't you try a little harder to let your beauty show?"

"But what about Ron?"

Suzanne grabbed Susan's hand and pulled her up. "Here, let's go upstairs and play dress-up. I'll show you how you can dress conservatively and not show much, but still give off a sexy vibe."


Chapter 3

So they went to Susan's bedroom and tried on different outfits for a while. Susan had never cared much about clothes before; for her, deciding what to wear was just another daily chore like brushing her teeth. But Suzanne made dressing up fun and exciting, plus Susan now had the powerful incentive of trying to get her son to have an erection as frequently and for as long as possible. As a result, Susan's depressed mood slowly passed.

However, after an hour or so of that, the conversation eventually drifted back to Ron. They discussed Susan's future and the possibility of her divorcing him. Susan grew panicky about money because she didn't think she could make it financially without Ron. She had never held a paying job in her life, plus her children were about to start college, which would be very expensive.

Suzanne, however, had the facts behind her. "Susan, first of all, no one is saying that a divorce is a must at this point. We're merely thinking about options. But if you did divorce Ron, you wouldn't have to worry. I know your finances probably better than you do, since I spend so much of my free time managing my investments and helping you with yours. True, almost all of your family's money is in Ron's name, but that doesn't matter because it's a community property state, so you'd get half of it in a divorce. And it's a lot of money - about five million dollars, plus the value of your paid-off house, all of it earned during your marriage. And you'd get alimony. Based on what Ron earns, that would be at least a hundred thousand a year."

Susan asked, "But what if Ron were to stiff me? I know it's not like him; he's basically a nice guy and his parents would never forgive him. But what if?"

"True," Suzanne conceded, "it's good to consider a worst case scenario. But he has an equity interest in his business, and he won't give that up - it's worth a lot more to him if he keeps it than if it was liquidated by sale to his backers. He'd end up screwing himself a lot worse than he would you, so he won't just abandon you and stay in Asia where our courts can't get to him. But more than that, there are things you don't know. Things that would disturb you. Unfortunately, I can't tell you just yet."

"Again, you're being too cryptic. What do you mean?"

"Never mind that for now. I need to confirm some more information before I start making big claims. But the long and the short of the financial picture is that I can guarantee with 100 percent certainty that you and your children won't suffer financially from a divorce, if it comes to that. I swear to God as your best friend I would never lie about something like this."

Susan looked at Suzanne curiously. "Please don't play games with me. Why can't you tell me about these mysterious things you're hinting at? They sound like things I need to know!"

"And you will. Soon. Very soon. But I just need to make sure of a few things first. Can you wait for that? I'd rather avoid telling you something that might turn out to be untrue."

Susan nodded reluctantly.

Suzanne got uncharacteristically sentimental, because she felt she needed to express how much she was willing to help her best friend out if need be. "However, there is another secret I can tell you that'll help your financial future. Susan, I love you. I really do. You know I'm an only child - you're like the sister I never had. Hell, you're closer than that."

"I love you too, Suzanne. I feel the same way. 'Best friends' doesn't even begin to cover it. But how will that save me in a horrible divorce?"

"Do you think I'd leave my best friend twisting in the wind? Not to mention your kids, whom I love almost as much as if they were mine. As successful as Ron is in business, Eric's in a bigger league. You know my family has more than double the fortune yours does. You know I spend hours almost every day researching and wisely managing my investments, Eric's investments, and even yours and Ron's. You know how well I did getting in early with the Yahoo stock, for instance. The bottom line is, the money I have in my own name is worth a very large chunk of change. If you were to divorce Ron and didn't have enough to keep your current lifestyle, I'll make up the difference! I really will. Just the interest on my separate property is about equal to the alimony you'd get from Ron. Sending Tiger and Angel through college and whatever else comes up, we'll tackle it together."

Suzanne had been deceiving Susan a lot recently, but she figured that was okay because she was doing it for Susan's own good. But on this, she meant every word.

Susan was so moved she stood up and smothered Suzanne in a great big hug. "Oh, Suzanne! You're just the best friend I could ever have! What would I do without you?!" But then she stared into Suzanne's eyes aghast. "But I can't accept that offer from you! That would be wrong. A horrible imposition! It just wouldn't be fair to you!"

Suzanne standing bust-to-bust with Susan, comforting her

As they stared into each other's eyes from inches away, their big racks pressing together, Suzanne replied, "Hey, it's my money, and I get to choose how to spend it. Besides, I'm rolling in dough. I'm worth almost as much as you and Ron put together, and that's not even counting my share of my community property with Eric."

She continued, "Face it: both of us are filthy rich. You live the fairly frugal lifestyle that you grew up with, but not me. For instance, I easily have ten times the clothes you do, and I always buy the best of everything, while you shop at Costco and Walmart. The fact is, I have more money than I know what to do with. If I want to spend it to make you, Sweetie, and Angel happy, why can't I do that instead of buying a hundred more pairs of shoes I'll only wear once or twice?"

Suzanne grinned impishly. "You wanna turn me into Imelda Marcos or something? I know Sweetie loves seeing us wobbling around in high heels, but to him one pair of high heels is the same as the next! All that matters is that our calves are shapely, our asses are firm and lifted up, and our big breasts wobble when we walk. You know what happens then, don't you?"

Susan did, since Suzanne had been touting the advantages of wearing high heels so frequently lately. Plus, playing dress-up had put her back in at least a semi-sexy mood, and the way their racks were rubbing together certainly didn't hurt. "Mmmm, I do. Tiger's gonna have a stiffy!"

"That's right. If I had more money, I seriously wouldn't even know what to spend it on. The best things in life, like Tiger's thick and tasty stiffies, can't be bought with money. Come on, let me help you! If the tables were turned, wouldn't you do the same?"

Susan thought about that, then replied, "You know I would. But still, I'd feel horribly guilty accepting your money."

"Well, it's all just a hypothetical anyway - IF you get a divorce, and IF Ron doesn't pay enough alimony. Frankly I don't see how he could stop from splitting the community property no matter what he tried, because my power of attorney to manage it means that I have to sign off on any changes! And then there are other things I'm working on that'll only help the financial situation even more. Trust me! The bottom line is, you have enough worries on your mind; you don't need to worry about money. I won't let you down."

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