Part 86: Good Times, Bad Times

Day 68: Friday, November 22

Chapter 1

Alan had gone to sleep quite late, due to all his homework. It was nearly three in the morning when he finally went to bed, and he fell asleep instantly.

Normally he was quite a deep sleeper, especially when he was so tired, so he was surprised to wake up a short time later. He was even more surprised to realize that he wasn't alone. He could tell it was Katherine merely by her smell, but he opened his eyes and looked at her body in the darkness just to be sure. He couldn't see any more than her head because the covers were pulled up, so he focused on her face. He realized she was awake. She also was a good distance from him across the bed, apparently because she didn't want to wake him up.

Seeing that he'd noticed her, she gave him a nervous smile. She whispered, "Howdy, Big Palm Tree Brother. Sorry I woke you. Pretend I'm not even here."

She gently scooted up to him, but then seemed content just to turn around and spoon up against him, not trying anything sexual. However, she was nude and he was nude, so the odds of them not getting sexual were pretty low.

He noticed that she'd turned so his arms and chest pressed into her back instead of her more tempting front. He whispered, "But you are here. What would Mom think? I don't want to have to deal with disappointing her. There's too much going on with me right now."

"Hey. My bed collapsed. What else can I do?"

He smirked at that. "I can feel that you're naked too. What happened; did your wardrobe burn up as well?"

She giggled. "Yeah. I had a little accident with some matches. No big deal."

He couldn't help but chuckle at that. But then he was determined to stay serious. "Sis, we really shouldn't. If Mom were to-"

Katherine turned over enough to caress his cheek with a finger. "Hey! Don't worry. She won't. I know you're worried that if she finds me here, that could open a can of worms, such as if you're sleeping with me, then why not with her, and what should be the policy of who gets to sleep with who anyway? That's a lot to deal with at such an early hour. But I'm on top of it. I've set the alarm clock to wake up a bit before she does."

She added in a more tender tone, "I've hardly seen you lately. Can't I just enjoy a cuddle? We don't have to do anything at all, just sleep. I know you must be exhausted, so you won't hear another word from me. Goodnight, my loving big brother."

She closed her eyes and made a big show of turning back over and ignoring him. Within seconds she even began to pretend snoring, but then that made her giggle more, so she stopped.

From then on she was good to her word to stay quiet.

Alan lay there for a couple of minutes, but his sister didn't stir. He closed his eyes and felt the pleasant sensation of her soft, feminine body up against his from his shoulders down to his groin. His penis had gotten a bit excited, expecting action, and he was quite pleased to feel it revive after many hours of not being able to.

But she seemed to act as if his erection resting between her ass cheeks wasn't there.

He thought, Boy. Sleeping with my sister. This is wild. For someone with so much sexual experience lately, it sure is strange how rarely I've slept the night in the same bed with a woman. There's only been that one night with Amy.

It sure feels good, though. Reassuring. It makes me feel loved. I know Sis loves me so much. How lucky am I to have possibly the best looking girl in the whole school as my sister? Not to mention the other best looking one as my girlfriend. And then the other best looking one, Heather, is my bitch! ... Of course, there's Christine, the one who got away. Still, not even my lucky butt can have everything.

He cuddled up closer. Mmmm. So cozy. I hope this is a taste of things to come. Wouldn't it be great if I could sleep with Sis or Mom every night? Or both! The only problem is, I don't think we'd get much sleeping done. He mentally chuckled.

As if reading his mind, she said, "Big Weather Vane Brother, I'm so happy. Just so happy to be near you, lying beside you. I know that sometimes everything seems sex, sex, sex these days, but forget all that. Even without that, I'm just so happy you're my brother."

"Little Sis, I love you so much."

"I feel the same," Katherine replied. "I can really feel the love between us and our bond growing even closer. I can't tell you how much I loved the cuddling last night. It made me feel like I'm one of your girlfriends."

"You ARE one of my girlfriends."

"You know what I mean. Let's just lay here and enjoy the togetherness."

He didn't know what she meant, but he didn't press the issue.

She sighed happily, and then mumbled to herself, "Yes! Mmmm. Brother. My true love."

He was so tired that not even the sensation of his sexy sister lying there could keep him awake for long.

The next thing he knew, he heard his alarm ringing. He automatically reached over to slap it shut, as he always did, and his hand did manage to hit the off button. But then he realized there was something on top of him, impeding his movement. He directed his attention downwards, just as his eyes opened up.

His eyes went wide as he saw a very large lump under his covers and he felt incredible sensations coming from his stiff boner. A familiar tongue was working on the sensitive spot right below his cockhead. I'd know that technique anywhere! Sis always goes straight for the jugular and keeps working that one spot! What we in this house call the sweet spot. That really is the spot! It feels great!

He exclaimed, "Sis?!" But then he realized that he had to keep his voice down, so he repeated it in a whisper. "Sis!"

Katherine giggled. She pulled her mouth off his cock, and pouted, "I'm hurt." She swirled her tongue around his cockhead.

He rolled his eyes. "What now?"

"That you'd wake up from the alarm clock but not my mouth, your fuck toy 'alarm clock.' I guess I'm going to have to resort to stiffer measures to get you to wake. Mmmm. Stiff." Her body began moving.

"Uh-oh. I'm up already. Didn't you notice?"

"It's possible, but I'll just have to make sure." She threw back the covers and exposed the glory of her tanned, curvaceous, naked body to his eyes.

He looked at her ravishing teenage body, and quipped, "It is a tough life, but someone's got to live it. What time is it?" He looked over at the alarm clock and saw it read six o'clock. "Six? Why so damned early?"

Forced to talk, she resorted to jacking him off with both hands and licking his cockhead when she could. "Mom gets up way early. Do you realize how much time it takes a woman to get pretty in the morning? Sure, none of us use much make up, except for Suzanne, but there's all the anal lubing and butt flexing exercises we've got to do. Plus, I don't want to rush too much."

He smiled, but then something she said puzzled him. "'Butt flexing?' What are you talking about?"

"Oh, never you mind. Something we all learned from Xania recently. Though I have to say I'm upset with her."

"Who? Xania?"

"No, Mom. I know you call her your special alarm clock, but how often does she actually wake you up with a blowjob? Getting pretty is important so we can tempt you with our fuckable bodies and keep your fat cock stiff and throbbing all day long, but is it more important than waking up your cock properly? I don't think so! If she's unwilling to do her duty, I'm more than willing to wake you with my tongue and lips every morning!"

"But, uh..." He was having a hard time thinking while his sister's hands slid up and down on his prick. "Um, I think she wants to save my hard-ons for breakfast time fun."

"You need a wake up blowjob AND breakfast time fun. It's an outrage you're not woken up with a blowjob every day! You're the man of the house, as Mom never ceases to remind us. We are your fuck toys, here to sexually serve you at all times, in every way!"

She lapped eagerly all over his cockhead, seemingly inspired by her own words. "But don't worry about such cocksucking politics. Mom and I'll work it out. One of us will suck you awake tomorrow, and we'll figure out a way to have one of us suck you into consciousness from now on, don't you worry. Just enjoy what your number one fuck toy is doing to you right now." She began slurping up the side of his pole as she finished saying that.

He thought, Man, this is nuts! Feels sooooo good! God, they spoil me so much! Waking up every morning with a blowjob from Mom or Sis? That must be sexy talk only, right? Not even the stars of porn stories get it that good!

He tried to think of anything else before he overheated too much. He asked, "So what do you and Mom talk about during your butt flexing, or whatever it is?"

"Grrr!"

"What?"

"Every time I've got my tongue on your cock and I'm about to do some serious sucking, you make me have to talk again. I'd totally punch you, except that I've mastered the art of licking and talking at the same time."

She showed off her licking skills on his sweet spot before continuing. "But, in short, we've been chatting and getting up together for about a week. Mom usually does most of the talking. She usually goes on and on about what an extremely important day it is for you, sexually speaking, and how we need to do our best to make you cum a lot. Mmmm!"

Katherine paused to work on a tricky swirling motion with her tongue. Then she continued, "She used to talk a lot about your six-times-a-day target, but now she's pretty much keen on getting you to cum as many times as you humanly can. Of course, she reminds me, and herself, that it's not just a matter of how many times you cum, but how long and satisfying each orgasmic session is."

Reminding herself about the importance of giving his dick prolonged joy, she stopped talking for a minute and just lapped against his sweet spot, and jacked off the rest.

Alan put his hands behind his head and relaxed. He figured they'd be here for a while.

Finally, Katherine continued, "She usually gives me dire warnings about the dangers of blue balls, chafing, and the sins of Onan. She always reminds me that, as family fuck toys and sex pets, our role is to serve. Sometimes, we speculate who you're gonna fuck at school, or reminisce about some orgasmically amazing thing you did to one of us the day before."

Her fingers fondled his balls as well while she went on, "It sounds a bit corny, and it gets annoying when she goes over her precious Big Tits Theory again and again, but all in all it's a lot of fun. It gets me psyched up to perform my fuck toy duties. Both of us get really hot, especially when we spend a lot of time lubing each other's asses up. So by the time you come downstairs for breakfast our pussies are usually already dripping, and we're hot for cock. Your cock!" She dropped her mouth back over his hard-on and got busy bobbing on him.

"Jesus!" he muttered.

"What?"

"Oh, nothing. It's just..."

"Whah ahreahy?" This time she was talking through her cocksucking and stroking, so she wasn't very clear.

"It's just ... I had no idea. That's really wild. I can't believe the extremes you two go to in order to please me. You really don't need to do all that."

She sighed, because she was forced to pull off and talk again. "But I love you. Mom loves you. It makes us happy just to make YOU happy. Besides, it's way fun for US, not just for you! I used to hate waking up and dragging my tired ass off to school, but now I practically leap out of bed, 'cos I know there's going to be all kinds of sexy fun and games before we even leave the house. If I'm lucky, I might get lots of quality time up close and personal with your big boner, like right now."

She happily licked his sweet spot like a lollipop to help show her genuine enthusiasm. Then she continued, "I've never been so content as I am being your fuck toy. I guess I'm just submissive that way."

He pondered that, at least as much as he could, given that she kept on slathering his sweet spot with her busy tongue. What if she really, truly means it? How awesome would that be?! Damn, I'm so horny right now!

As long as her head was up and she wasn't busy bobbing on him, she wanted to take the opportunity to get him more involved. One of her hands stopped her stroking long enough to pick up one of his hands and bring it to her chest. "Do I have to remind you what these round things hanging off my rib cage are?" She quickly brought her hand back for double-pumping action on his stiff pole.

He laughed. "No. But geez! Give me a second. My dick might have woken up already, but the rest of me takes longer."

"Actually, Alan Junior was up long before you were. How could I sleep when your morning woody wanted to get going even before you woke up? He was insistently poking around my butt, trying to find my pussy."

He laughed again. "Figures. He's been like that lately."

"Did you have pleasant dreams? I hope you did, because I've been practicing my handjob and cocksucking technique for most of the last hour on your morning wood."

"Now that you mention it, I was having the best erotic dream. But the reality is so much better."

His thoughts drifted back as he tried to recall his dream in more detail. He'd been the sultan of an ancient kingdom. He had his harem gathered around him in his ornate throne room, all dressed in skimpy and usually transparent outfits. His dream harem consisted of Susan, Suzanne, Amy, Katherine, Glory, Brenda, Heather, Simone, Christine, Akami, Xania, Kim, Janice, and Joy. But there were others too, including some more hotties from school that he'd lusted after at one time or another, like Donna and the school principal Mrs. Napoleoni. But what really surprised him was there some famous women there as well, including Elle Macpherson, Petra Verkaik, and Elizabeth Hurley.

He did a mental count and realized there were 22 women there in all. One thing that pleased him was that the famous women were no more beautiful than the others. In fact, in his opinion, Susan and Suzanne were the most physically impressive of them all (although Xania, Brenda, and Christine were very close).

Generally, three or four of the gorgeous women were servicing him at any one time, while others were performing erotic dances right in front of him. Some were having sex in twos or threes or more with each other elsewhere in the room. The smell of incense hung heavy in the air. He found it exciting to watch Elizabeth Hurley and Suzanne rub their tremendous racks together (Suzanne's was much larger). He was surprised and amused to see Britney Spears in there as well, in a sixty-nine with Heather. He didn't even consciously realize that pop star was on his fantasy list, and he felt a bit abashed about it.

But what took up most of his attention was the way Glory was dancing for him. He could hardly recognize her, with a shawl over her hair and a veil over much of her face. But she looked ravishing as she gyrated with the skills of a professional belly dancer, especially because her body was oiled up and all of her privates were exposed.

He sighed in fond remembrance of the dream and thought, Now, THAT is the life. No, wait. What am I talking about? My life is just about as perfect as that already! Seriously! Any more women in my life and it would be too much, even Liz Hurley.

He laughed inside and added, Okay, I think I still have room for her!

Still, I AM living the dream! Geez, just to think that Sis was sucking and stroking me even while I was dreaming all that!

Katherine could see a big smile on his face and a faraway look in his eyes, and somehow she could tell he wasn't just basking in the glorious sensations of her talented blowjob. She asked while still polishing his knob with her lips and tongue, "Wha ah you thinging abou?"

He replied, "Oh, I'm just thinking what an amazing, beautiful, and all around wonderful sister I have."

She mock-sighed and pulled her lips off his dick yet again. She pulled his hand massaging her breasts up to her mouth and kissed it. "Such a flatterer. If you keep it up, I'm just going to have to suck and fuck you all day long. Of course, that's my duty in any case, being your number one fuck toy and all."

She let out another mock sigh. "But you're hopeless. I give up on trying to suck you right now, 'cos you're too much of a chatterbox. I have a better idea." She pulled his hand back into her mouth and sexily sucked on his fingers, one by one.

He thought she was talking about the finger sucking and closed his eyes to enjoy the sensation.

But that was just a feint. She straddled herself over his midsection and sat down on his erection before he could fully figure out what was going on.

"Unh!" he grunted, as she slowly impaled herself on him. "Hey! I was kind of enjoying that blowjob. It was over before I even knew it was happening."

She giggled. "I'm afraid you're just going to have to suffer though a sister fuck instead. Besides, my jaw and hands are tired. Remember, I was sucking you a long time before you even woke up. Maybe it wasn't really a full hour like I said, but it was a good while." She was in a gentle and playful mood, and slowly raised and lowered her hips over him, while his mind was still playing catch up.

Between that and the way she was slowly rising and falling on his dick, all Alan could think was, Dang! As much as he enjoyed blowjobs, he had to admit that fucking was slightly better. Katherine's pussy was hot and tight, although not nearly as tight as Amy's. The all-over friction blast felt incredible.

She asked while she bounced on his cock, her tits flying about in a slow circular motion, "I know you love me and all, but what were you REALLY thinking about?"

"Oh, just my dream. In it, I had a big harem and I was living the life of Riley, having nonstop sex with the most beautiful women in the world."

She laughed. "Are you sure that was a dream, and not, say, yesterday?"

He said, "That's what I was thinking too. Thus the big smile on my face. Everyone was all dressed up in sexy little harem outfits. Or I should say dressed down. It was totally great."

"Ah."

After some more bouncing, she asked, "Who was there?"

He told her all the names.

She laughed at hearing the likes of Britney Spears. But her jealousy flared when she heard Christine was in his dream harem. Still, she was having such a great time getting fucked that she didn't let it bother her too much. Besides, she figured that if even Joy and Janice were in his dream, it would have been more surprising if Christine wasn't there.

They continued quietly and slowly for a while, with all of Katherine's body bouncing up and down on him like a pogo stick, over and over. The pleasure seemed endless.

He was too horny to pace himself and take occasional breaks like he usually did. He impaled her with increased energy and aggression.

Soon, he flooded her pussy with his cum while she orgasmed on top of him, delightfully clenching her pussy around his cock with every orgasmic tremor that ran through her.

Katherine snuck back to her room very satisfied. Her thighs dripped with cum. She'd loved merely sleeping with her brother almost as much as fucking him, and eagerly hoped it would happen again, and not just for part of the night.

Alan, though, was exhausted. He changed his sheets to avoid getting caught when his mother did laundry later, and then reset his alarm clock and went back to sleep. He figured he'd wake up a little later than usual and rush through his morning routine.

Chapter 2

The next thing Alan knew, he was waking, but not because of an alarm clock. He felt a mouth on his dick again.

His first instinct was to gently gibe Katherine for her recklessness in getting caught by Susan, until he realized that the mouth in question actually was his mother's. There was a difference in the smell (Susan favored apricot flavored shampoo recently), the way the long hair brushed across his legs, and the blowjob technique itself. Susan's blowjobs never lacked passion and energy. But lately, Susan had become more "professional" and technically accomplished as well, no doubt due to the advice Suzanne and Xania had given her.

He recognized her current move as something she liked to call "The Pole Dance." She enjoyed cocksucking so much that she gave creative names to just about every little technique she knew, and she loved to refer to them by name in her mind as she did them. In this one, she had his entire knob in her mouth and slumped up and down on it in corkscrew fashion, while her tongue danced all over it inside her mouth. She did a lot of corkscrew moves, but what made this unique was the "dancing" of her tongue. It flickered against his sweet spot so quickly that it was nearly a blur.

He thought, Wow, TWO alarm clock blowjobs in one morning. Too cool for school. I really am getting pampered beyond all reason. This is ridiculous. I'll give them, hmmm, a couple of years to stop. He chuckled silently.

She didn't realize he was awake until he opened his eyes, and said, "Hmmm. It seems someone let a pole dancer into the room. Or is it Playboy's Miss December? I swear that was you."

She giggled. "Good morning, Son! I would say rise and shine, but you clearly have the 'rise' part taken care of already." She kissed his cock affectionately all over. "I hope you don't mind me coming in here, but I just couldn't wait to taste your manhood. I just love morning wood! Mmmm. And the smell of hard son-cock. It positively reeks of sex in here this morning! MMMM!" She engulfed his cockhead again.

He laughed inwardly. Like mother, like daughter.

But he didn't fail to realize that his mother was now sucking his cock only a short time after it had been inside his sister's pussy. If she only knew the reason for the strong sex smell! It's a good thing Sis gave my dick a very thorough tongue cleaning after we'd finished, or I'm sure Mom would have suspected something. Phew! Close call!

He quickly changed the subject to be on the safe side and distract her from thinking further about sex smells. "You know, Mom, we should install a real pole in the living room for some real pole dancing."

"What, you want your Mommy to get naked and dance around like a slutty, big-titted whore in the living room just for your amusement? What a great idea!"

They both laughed. But he chided her, "Remember what I said about calling yourself a whore."

She smiled as she licked. "That's right. I'm only a slut for my son!" That made her very happy.

Thinking about his pole-dancing comment some more, she added, "But we don't need another big pole in this house when we've got this one between your legs. Oh by the way, I was hoping to wake you up with this move. It's a new one."

She slipped his cockhead into her mouth again and took him as far as she could go, which was just over a third of his whole erection. It wasn't quite deep throating, but it was deep enough for her to loudly choke and gag as she flirted with triggering her gag reflex.

The two of them loved that technique, both for the tactile sensations and the lewd noises it created.

Then, with her lips firmly sealed all around and sucking up and down, her tongue started a frantic dance inside her mouth, as if she was trying to imitate the blur of a hummingbird's wings. The tip of her wildly flapping tongue was right on the side of his shaft and her tongue covered most of one side with its crazy motions while her lips kept sliding up and down.

It was similar to her "Pole Dance" technique, but different because there was a lot more suction and sliding of lips. It actually was a very difficult technique to do, and she was proud of herself for accomplishing it for the first time.

After that elicited some pleasant grunts, she popped off and said, "You like? I just thought that up last night as I was going to sleep. I call it the 'Alarm Cock' 'cos it's sure to get your attention."

They both laughed as she went down on him again.

He flexed his PC muscle rhythmically, because his arousal level was already so high. Dang! Getting blown in bed by Sis and then Mom! What a way to start the day!

After a long pause, he recovered enough to remember his manners and say, "That was great! Inventive. Mom, I seriously think you're going to become the Leonardo da Vinci of cocksuckers."

"Thanths! How bou thith?"

"Ack!" Her switch to "The Tongue Bath and Tooth Scrape" technique took him by surprise. "Whoa! Nice. That's one of my faves, as you know. So what's the occasion for the special wake up call?"

She popped her lips off his pole again. "Reason? No reason. Your 'special alarm clock' should try to wake you up like this every morning, but usually I'm too busy getting ready myself. But today I was thinking we could get this out of the way early so you could focus on your upcoming tests. Well, either that, or I could blow you some more during breakfast." She smiled and winked at him.

He thought, Whoa! Better and better! How much do you wanna bet that's going to happen too?! Fuck me, this is awesome!

But then she got back to serious business. "Now stop making your mommy talk when she's busy sucking cock."

"Ugh! Mom, why did you have to remind me of the tests? Talk about a turn-off! Dang. What a downer." He frowned as he remembered everything he'd have to do in school.

But he also thought, It's as if she could hear Sis talking earlier, saying that Mom didn't give me a good morning cocksucking nearly often enough. I wonder if Mom did hear, or if this is spontaneous? But if she heard, then she would have known we fucked too, and she's giving no sign of that. They probably talk about this kind of stuff when they're doing their "anal flexing," whatever the heck that is.

Susan resumed an intermittent combination of licking, talking, and cock kissing.

His dick was just as stiff as ever, but she seemed overly concerned by his casual comment about tests being a turn-off. "Oh dear. If there's one thing I dread happening, it's turning you off." She cupped her hands in front of her mouth and yelled, "KATHERINE! ANGEL?"

Katherine was getting ready in her room. She came hustling over to Alan's room immediately, completely naked. She smiled widely at what had obviously been going on. "Wow, Mom! You go, girl!"

Alan stood and he shared a brief good morning French kiss with his sister.

Susan waited impatiently, cocksucking air, pretending that she simply couldn't stop her mouth from sucking.

As soon the kissing ended, Susan crawled to the edge of the bed where he stood and went back to happily stroking and licking Alan's erection while staying up on his bed on all fours. But she also said, "Angel dear, Tiger here was just saying that he was in danger of going flaccid. I think you'll agree there can be no bigger disaster in this house. I might be forced to get all lesbian on you to make sure that doesn't happen." She opened her mouth quite wide and plunged it down over his bulbous head as far as she could go once she'd finished talking.

Katherine put her hands up to her large "O" shaped mouth, as if she was doing her best Macaulay Culkin "Home Alone" impression. "Oh no! Why, we'll both have to get totally dyke-y! It pains me to say this, Mom, but I'll probably have to lick your muff while you keep sucking on him, and then we'll be forced to suck him off together!"

He laughed and said sarcastically, "Forgive me for bringing such suffering upon this house."

Everyone laughed at that, even Susan with her oral cavity totally stuffed with cock-meat.

He commented, "You two sure have fun with sex, don't you?"

Susan managed an enthusiastic "Mmmm hmmm!" while she continued to suck him.

But Katherine protested, "I don't know what you're talking about, Big Snow Shovel Brother! Suffering, I tells ya! This is suffering. Pure torture!" Then her giggles quieted down as she got in position on the bed to lick her mother's pussy.

Alan stood near the foot of his bed and watched Susan on all fours sucking him while Katherine licked her mother's ass further on down the bed. He was in awe at just how inspiring that sight was.