Six Times A Day - Cover

Six Times A Day

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Part 1: I'm So Tired

Harem Incest Sex Story: Part 1: I'm So Tired - 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 1: Monday, September 16

Chapter 1: Prelude (Early September 2002)

Suzanne Pestridge needed a man. But not just any man. She had her heart set on Alan Plummer, the son of Susan, her best friend and next-door neighbor. Alan had just turned eighteen. His mother still thought of him as a boy, but in fact he was already very emotionally mature for his age.

Suzanne was unhappily married to a rich man named Eric. She'd married Eric near the end of her time in college, when the two of them had been very much in love. He had cheated on Suzanne many years ago and their marriage had never recovered. Now she was 39 and her marriage was completely loveless. However, they hadn't divorced because they didn't want their two children to live in a broken home.

With Eric's domestic life in disarray, he focused his energies on making money. He spent more and more time at work and less and less time with his wife until they practically became strangers.

Suzanne Pestridge, leaning forward, cleavage showing in a plunging-neckline blouse, with her tell-tale long teased strand of hair cascading down the left front side of her blouse

Suzanne couldn't live without sex because she was a sexual dynamo. On the outside, her shimmering green eyes radiated a serenity, grace, and sophistication that apparently reflected her inner personality. But her physical appearance masked a wild and mischievous side. For years, she had made up for the total halt in sexual relations with her husband by having secret affairs.

Given Suzanne's appearance - a perfectly sculpted knockout from head to toe - she had no trouble finding partners to fool around with. She kept her five-foot-eleven frame in great shape by working out every day, but what really grabbed the attention of admirers were her large 38G breasts and the arrestingly deep cleavage between them that she frequently displayed.

Between her outstanding chest, sultry face, and long, curly, dark brown hair with some red in it, so many people compared her to Jessica Rabbit that she had a strong desire to strangle that famous cartoon character.

But as her family grew richer and richer, she grew increasingly bored with her other lovers. About the only people she'd met recently were upper-class snobs from her part of town. There were many attractive men, well versed in having mistresses and lovers, who knew how to keep such things a secret. But it was all so formulaic that she no longer found any pleasure in it, aside from the pure physical joy of having sex. She yearned for something more emotional, more forbidden and unpredictable.

Of all the males she knew, the only one who didn't strike her as greedy, insensitive, and self-centered was Alan Plummer. He lived with his younger sister Katherine and his mother Susan in the house next door to Suzanne's. The two mothers were extremely close best friends, and in fact were essentially each other's only real friend.

Susan's marriage to her husband Ron was also an unhappy one. He was nice enough, but his job took him overseas for all but a few weeks each year. Like Suzanne's husband Eric, Ron was rich because he worked hard and focused on money. Ron was gone so much that their two children lived their lives most of the time as if they didn't have a father.

Busty Susan, wearing her usual glasses, in a typical covering-everything blouse, with a purse over her shoulder, ready to go shopping

Superficially, Susan was very similar to her best friend Suzanne. Susan also had a big-breasted, beautiful body. They had the same height, weight, bra size, and even wore all the same size clothes. But their personalities were quite different, and these differences were reflected in their faces.

Susan had a pure and innocent look to her that no doubt reflected her strict upbringing. She had no sexual experience other than missionary position with her husband, whom she had married straight out of high school. She'd never masturbated in her life, as she was taught that to do so was a horrible sin.

And even though her thirty-seven years made her only two years younger than Suzanne, she looked much younger. It irked Suzanne that when they would go out together Susan sometimes got carded for alcohol but she never did.

Even their different hairdos reflected their opposite personalities. Both had long dark hair, but Suzanne had hers stylishly curled, with a long teased strand that hung down over her extremely pale skin, while Susan's cut was straight and simple. Where Suzanne's hair flowed freely in every direction, Susan kept hers restrained with hair bands.

In fact, Susan did almost everything she could to hide her tremendous beauty. She hid her dark brown eyes behind a pair of bookish glasses instead of wearing contacts, and wore conservative clothing that she hoped would hide her hourglass figure. It was unusual for her to even be seen in short-sleeve shirts, despite the year-round heat where they lived in Southern California. Suzanne was flattered when men openly admired her, whereas it offended Susan's sense of morality and proper behavior.

Susan was very proud of her children and raised them well despite the lack of a father's presence.

Alan in particular was an outstanding young man in every way. He was only a senior in high school, yet he already seemed to carry himself with the maturity of someone ten years older. He was extremely intelligent, caring, and friendly, although he was seen as a bit of a nerd as far as friends and hobbies were concerned. He was the kind of person who would gladly help an old lady cross the street, because that was the way he had been raised.

He had only one major flaw: a lack of energy. He slept a lot at night, napped every afternoon, and when he wasn't sleeping he often felt tired and lethargic. Thus his grades weren't due to time spent on the material, and so sometimes they weren't as high as others who worked harder and longer on assigned homework, but he mostly made up for that through his high intelligence.

Alan was tall - already six-foot-one - and his body was trying to fill out the results of his recent growth spurts from the last few years. He was finally starting to put on more mass and muscle, and was generally considered handsome. Yet he had low self-confidence and thought himself too gangly. Partly because of this, he had little experience with women and had yet to even kiss a girl romantically.

Few people appreciated Alan's attributes more than Suzanne. She knew every detail of his life just as well as his own mother did. She didn't like being around her own husband Eric so she went over to the Plummer house nearly every day and evening. She had her own keys to Susan's house, helped Susan with chores, and did just about everything with the Plummer family except eat dinners and sleep there. She saw Alan so often that he called her "Aunt Suzy." In many ways she was like his second mother, and had been so since he was a baby.

Additionally, since they were quite wealthy and had no need to work, Susan and Suzanne spent a large part of each day talking to each other. Susan's two children, Alan and Katherine, and Suzanne's two children, Brad and Amy, were all born within about a year of each other, ending up in the same or adjacent grades at school, so of course they discussed their children constantly. From a young age, the two mothers shared all the gossip and news about them. In some ways they almost felt as if they were attending high school again along with their kids.

And then there was Suzanne's growing desire for Alan. She had long loved him as much as she loved her own children, even to the extent of giving him the nickname "Sweetie," but like almost everyone else she considered him a nerd. She had never thought of him in a sexual way until about two years earlier.

Her teenage daughter Amy was a naturally talented artist, as well as a close friend of the Plummers. Two years earlier, she'd started drawing an extensive series of sketches using Alan and Katherine as life-drawing subjects in a variety of casual settings. Since such drawings helped an artist develop anatomical accuracy, the models were always minimally clad. Amy's sketching sessions with her teen neighbors had continued intermittently up until only a few months earlier, ending with the start of summer.

When Suzanne looked at Amy's sketches she was struck by how Alan had a surprisingly large bulge in his bathing suit or shorts in nearly every single one. Normally, as an adult, she ignored her next-door neighbor's children's privates, but one day, not long after, curiosity got the best of her. So while she was sitting by the Plummers' backyard pool, she checked out Alan's erection inside his bathing suit. His stiff hard-on wasn't particularly big, not quite as large as it seemed to be in her daughter's drawings, but nonetheless Suzanne started thinking of Alan as a sexual being.

After that, she began checking him out more often. She saw that he was filling out and turning into quite a man, even something of a hunk. Amy's more recent drawings of him made that particularly clear, especially the ones where he had posed in a Speedo. Suzanne had been waiting patiently until he turned eighteen before beginning to seduce him.

She'd given a lot of thought about what she might do once it was time to start her seduction. Although she could see Alan all the time, there wasn't much opportunity for her to be alone with him. Because Suzanne and Susan were so close, they shared almost everything. She knew it would be next to impossible for her to keep an affair with her "Sweetie" secret for long, but if it became exposed, she risked losing her deep friendship with Susan.

However, Suzanne was a very clever woman. Her years of extramarital affairs had taught her many practical lessons in duplicity, and she'd always had a penchant for cooking up schemes and intrigues. The target of her next affair was a doctor named Wilt Fredrickson. The fact that her target was a physician opened up possibilities in her scheming head.

Furthermore, she understood the personalities of men very well, and she had Dr. Fredrickson pegged. He was a nice, moral man, but when it came to sex he clearly fell into the category of "thinking with the wrong head." After just a few not-very-necessary medical appointments, Suzanne decided he was just the person she needed for her latest scheme.

Suzanne could tell that he was cheating recklessly on his wife. It was also clear to Suzanne's experienced eye that he was regularly sleeping with his pretty nurse. Furthermore, she probed for gossip about him and discovered he'd had countless affairs. Obviously he took full advantage of his status as a good-looking doctor to elevate cheating on his wife to an art form. Suzanne strongly suspected the reason he'd become a doctor in the first place was for the opportunities with women it provided.

Suzanne had known just how to handle him. When she turned on her "come hither and fuck me" look, she always got her man. She'd only met him a few times, all in the past month, but he was already completely wrapped around her finger. He was bursting with desire to have sex with her, and now she merely had to figure out how she could best use him.

She thought to herself, Susan and I talk about Alan's constant tiredness, so I should be able to convince her to take him to a doctor for a check-up. I'll get her to take him to Dr. Fredrickson. All I need to do is to get this doctor to diagnose Sweetie with a sexual ailment that I could help in "curing." I've got the good doctor so hopelessly desperate for sex that he'd practically rob a bank if I promised him sex in return. Certainly I can get him to fabricate one harmless, little, made-up diagnosis.

I'll get him to say that Alan's condition can be cured if he has orgasms constantly, many times a day every day. My Sweetie doesn't have a girlfriend yet, and since I know his life like the back of my hand, I know he won't be getting a girlfriend anytime soon either. So he'll need "help" before too long, and I'll volunteer! Soon I'll be able to have sex with him all the time, and his mother not only won't mind, but she'll thank me for performing a vital medical service for him!

The key to making her scheme work was some kind of plausible diagnosis that would convince Alan and Susan that Alan needed a regular prescription of good old-fashioned fucking. She allowed Dr. Fredrickson to take her out on a few dates, and after teasing and kissing him until he was literally panting for more, she brazenly dropped the idea on him: sex in return for "one little favor."

Despite a show of protest, he fell for it completely, as she had expected, and she played him like a puppet. Once he was on board with the concept, he started to refine her ideas and make them more medically plausible to reduce their likelihood of being found out.

He explained, "I'll need to get a full workup on this boy, to see if any of his hormones are out of line. Almost everyone's differ a bit from 'normal, ' whatever that is. Then I'll fudge his numbers to make the line of treatment seem semi-reasonable, or at least explainable. That will protect us if this gets out. Fortunately, I'm using a temp this week while my regular nurse is out on vacation, so if I alter his charts just before she gets back she'll never be the wiser."

Everything was now ready. In reality, it was a low-risk situation for both of them, a point that helped convince him. If for some reason Alan or his mother didn't buy the diagnosis, Suzanne held so much sway with the Plummer family that she was certain she could smooth everything over. Admittedly, there was a chance it wouldn't work out. However, she figured Alan would be so tempted by the sexual possibilities that he wouldn't question things too much, and she was certain that she could talk Susan into believing just about anything. But even if this scheme didn't succeed, she knew that she would continue trying until she found one which did. She'd always nailed her target, and she was confident that she would this time too.

However, making Alan her lover was not her only goal. In her dreams and fantasies, she turned the entire Plummer household, with the definite exception of Ron, into her lovers. She had frequent, recurring dreams about this. They always seemed to end with her in the center of a pile of naked bodies, with Alan, Susan, and Katherine pleasuring each other as well as her. She realized that it would take a lot of changes for that to happen, especially given Susan's prudish ways.


Chapter 2 (Monday, Sept. 16)

Susan escorted her son Alan into Dr. Fredrickson's office. Suzanne had recommended the doctor, saying he was a specialist who might be able to help cure Alan's constant tiredness problem. Alan had gone on his own to the same office a few days earlier, where he gave blood and urine samples and underwent a battery of other tests as part of a full medical workup.

During that first visit, Dr. Fredrickson had talked to Alan about hormones in general and thyroid levels in particular. He'd said that a hormonal imbalance was often the cause of tiredness, but that such imbalances could now be detected and corrected with the right medication or treatment. He was optimistic that he could help restore Alan's energy level. The test results were in; now the doctor wanted to discuss them and the needed course of treatment with Alan and his mother.

Akami, Dr. Fredrickson's half-Japanese half-caucasian nurse, in a white lab coat

Dr. Fredrickson's nurse, Akami Fubuki, escorted them to an examination room and told them that the doctor would join them shortly.

Alan thought Akami was quite a beauty. He guessed correctly that she was half Japanese and half Caucasian because she had physical aspects of both races. Her facial features complemented her intelligence and intensity. Alan estimated that the raven-haired beauty was in her early thirties. In fact, the lab coat she wore made her look more like a doctor than a nurse, even more so than the baby-faced Dr. Fredrickson.

To keep his mind off the medical appointment, Alan's eyes followed Akami's breasts around the room as she prepared things for the doctor, even though he couldn't see much of them through her lab coat.

He thought, Her breasts aren't enormous like Mom's or Aunt Suzy's, but they're generous for a Japanese woman.

His furtive gazing was interrupted by the entrance of Dr. Fredrickson. "Thank you nurse. That will be all," the doctor said brusquely as he swept into the room. The nurse got up and left.

The doctor gave his diagnosis to Alan while Susan listened. "I have mostly good news, but also some potentially bad news. You do in fact have very irregular hormone levels. As we can see here" - he displayed some charts of test results - "most of your hormone levels are normal, but some are extremely low. Look at these results here."

He pointed to two graphs in particular. Although the nurse, Akami, didn't know it, the doctor had come into the office the night before and altered Alan's test results on the computer before printing out the charts.

The doctor went on to give a complicated explanation about Alan's hormone problem. In short, he pointed to the charts and other data that suggested Alan's thyroid levels and testosterone were both much too low. That was undoubtedly the cause of his frequent tiredness and lack of energy.

Alan and Susan were both glad to be told that there was some physical cause for his condition. Susan asked, "Can he be treated, doctor? Is there something he can take or do to cure this?"

The doctor reassured her that the condition was treatable. He began asking Alan a series of questions, which Alan had no problem answering until the doctor asked, "What about your sexual activity? Do you mind if I ask how frequently you engage in sexual intercourse?"

Alan's face turned red in embarrassment. He had been raised in a very conservative family where the subject of sex never came up. Since his father was almost always absent overseas, they'd never had a frank discussion about "the birds and the bees." He knew surprisingly little about sex for someone his age because his mother's attitudes on the subject had rubbed off on him. For instance, she hadn't allowed him to attend even the limited Sex Ed. classes that were offered in conservative Orange County. What little he did know he'd garnered from surreptitiously reading porn stories on the Internet. (Susan had had a filter program installed on his computer, but it was only partially effective.)

His mother Susan was so proper and moralistic that he couldn't imagine talking about this kind of thing in her presence, but now she was sitting right next to him and he had no choice. He was dying of shame.

"Um, I'm a..." was all he could get out. He stopped talking and hung his head.

"Let me answer that question," Susan responded in a 'take charge' voice. "Alan is a bit embarrassed talking about such things."

Alan looked up towards her appreciatively.

"He's never had sexual intercourse, and in fact he's never really had a girlfriend. He's only eighteen. I know kids are getting, uh, romantically active at younger ages these days, but there are many boys his age in the same boat. I hope you're not insinuating that he is somehow inadequate, because he's a very normal, healthy boy. He has very normal sexual desires, I'm sure; it's just that he hasn't found the right girl yet."

"I'm glad to hear that," replied the doctor, "because this is very relevant to his condition. Please don't be offended, but we need to be frank and honest here. Can either of you tell me how frequently he masturbates?"

Now it was Susan's turn to start blushing, as she found even the mention of masturbation far beyond the pale. She in fact had no mental conception of her child masturbating at all, so she had to ask, "Alan, can you please answer that question for the doctor? If you masturbate, just nod your head."

He nodded his head without raising it.

She had very traditional Christian beliefs, and she had been taught that the Old Testament explicitly prohibited masturbation, classifying it as a serious sin, so she was greatly disturbed to learn that he was masturbating. But she resolved to talk to him about it later, when the doctor wasn't around.

She said encouragingly, "If you do it more than once a week, on average, nod your head again. Okay, Tiger?" Tiger was Susan's pet name for him, dating back to when he was a little boy and had a favorite pair of tiger-themed pajamas.

He nodded his head again.

"Twice?"

More shy nodding.

"Three times?"

Another nod.

"More than once a day?"

He nodded again.

She thought, Oh dear! Tiger sins on a daily basis! But she hid her worries and asked, "Twice a day?"

His mother was starting to grow incredulous. She had never imagined that he masturbated at all.

In fact he did it twice or more a day almost every day, but detecting his mother's tone, he shook his head no in response to that. He didn't want her to think he was weird.

"So, doctor," Susan concluded, "I think we can safely say between one and two times a day."

"Thank you, Mrs. Plummer," the doctor responded. "That's actually about average for someone his age. Eighteen years old is the sexual peak for males, whereas it's about thirty-six or so for females. You'd be shocked how many times a day some boys masturbate. Despite what many people think, virtually all boys his age masturbate frequently. His level of activity shows he has a healthy sex drive, which is good news, all things considered."

He added, "Because of that, let me change the discussion to talk about his condition. I believe Alan is showing signs of Hypothyroidism. His lack of energy, low heart rate, low blood pressure, low T3 count, and in particular his very low T4 count are all..." Seeing the blank looks on their faces he stopped. "Um, T3 and T4 are the low thyroid levels I showed you earlier on his chart. He's showing classic symptoms of Hypothyroidism. It's an unusual condition to find in someone his age - it's a problem that most often shows up in post-menopausal women - but there ARE things that can be done about it."

Dr. Fredrickson continued, "Such low hormone levels in a teenager are extremely unusual; I've never had a case like this before." He thought to himself, That's certainly true.

He went on, "I did some research after I got his test results, and I've found that there are several possible treatments for his condition when it occurs in someone his age. The usual treatment for an older person, which I stress is NOT a cure, would be to give him pills that would boost his thyroid hormone levels. That in turn would probably boost his testosterone level. But taking the thyroid medication wouldn't permanently fix the problem; he'd probably need to take it for the rest of his life. That's not a big issue for old people, but it would be for someone his age."

"Also, thyroid medication can have a whole range of very undesirable side effects." He said with emphasis, "Some of the MINOR effects include irregular heartbeat, rapid weight loss, insomnia, migraines, chest pain, trembling, and sometimes even diarrhea and anal leakage!" He stopped as he realized his voice had been rising.

He paused, coughing nervously. Up to this point, everything he'd said had a grain of truth in it; even Alan's test results were only exaggerated and not completely fabricated. Alan did really have very low thyroid levels, which no doubt helped explain his low-energy problem.

But now the doctor was moving onto grounds that could cost him his practice and possibly even his license if his planned "treatment" were exposed. However, he steeled his resolve by thinking, Keep thinking about Suzanne and her incredible body! Just a little more bullshit, and I'll be home free. I'll get to fuck the sexiest woman I've ever seen. Besides, it's not really bullshit. Alan really DOES have the problem we're discussing, and my suggested cure really WILL help him, probably ... So it's not like I'm really doing something bad and unethical, right? It's just that our society would never approve a cure that involves sex in any way. Right?

Or am I just trying to convince myself? Well, it's too late now in any case. In for a penny, in for a pound! He mentally crossed his fingers, hoping these two would buy his explanation.

He pressed on, "And then there's one possible side effect that older women really like, but he probably wouldn't. The medication can cause his body to produce high levels of estrogen, triggering significant breast growth. Older women like that because it plumps up breasts that have deflated with age. But for a young man it could be a real problem; he might even have to start wearing a bra."

Dr. Fredrickson thought the breast growth claim was the first thing he'd said so far that was a complete lie. But he figured that the possibility would so horrify Susan and Alan that they would both willingly acquiesce to Suzanne's plan.

He let that awful outcome hang in the air before continuing. "But there is another possible solution I found during my research, which would cause his body to naturally produce more of these hormones. That way he wouldn't need to be on prescription medication for the rest of his life."

"If Alan can ramp up his sexual activity, it will raise his heart rate and blood pressure and cause his body to begin producing more of those hormones. It works in the same way that repeated stimulation of a woman's nipples eventually causes her to lactate, even if she doesn't have a baby at the time. The human body tries to adjust in response to new demands; it's a very dependable reaction."

The doctor checked the chart, as if confirming his diagnosis. "For Alan, I would recommend that he stimulate his penis to ejaculate an average of six times a day. More, if he can. But six is already a great amount, because one missed day would mean twelve the next day to make up for it, if you can imagine that."

He paused to see how that would go over. Personally, he felt that six times a day was way too much; he'd wanted to "prescribe" just a recommended range. However, Suzanne had insisted he use that specific number. He was somewhat surprised to see that neither mother nor son showed any special reaction.

He continued, "Prolonged stimulation followed by orgasm will cause his body to begin producing more sexual hormones within a matter of weeks. That's almost certainly guaranteed to raise his energy level, and it will avoid the bad side effects of using pills, since it's a completely natural process."

Susan in proper blouse and glasses, looking shocked

Finally, his suggestion sank in. Both mother and son sat there shocked and speechless.

Alan's mouth actually hung open. SIX times a day?! That's a lot! Every single day?! Holy crap! My arm will fall off!

The doctor continued, "I know that neither of these solutions are ideal. That's why I originally said that I had both good news and bad news. As your doctor, I would recommend the second solution, if Alan can manage it. The breast growth I mentioned for the first solution is just one of many possible negative side effects; anal leakage is another. I'd rather not describe them all in detail unless I have to. If he can find himself a girlfriend quickly, and one who would be able to help, this second solution could actually be quite pleasurable for him, and would soon become virtually unnoticeable as a medical treatment - it would just be a change of lifestyle for him."

The doctor went on, "On the other hand, some people are morally opposed to masturbation and sex outside of marriage. So if that's the case, we still have the first solution. Either way, I'm confident he can overcome his problem. But of course the decision is up to you, Alan - and to your parents."

Alan and Susan looked at each other. Alan was quiet for a moment, but then blurted out, "I want the second solution. I don't want to have big breasts like a woman, or be leaking poop in my pants, or some weird stuff like that. I don't think there's anything morally wrong with sexual stimulation, either. I know it's weird, but I want to be normal; I'm tired of being tired all the time!"

His mother looked at him questioningly. Even though she now lived in freewheeling Southern California, she had grown up in a small Midwestern town which the sexual revolution had somehow missed. Her very religious upbringing had taught her that masturbation was evil, made one go blind, and all that. But she also didn't want her son to have his hormones out of whack or have him grow breasts or be leaking in his pants all the time.

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