6 Times a Day

Alan had gone to sleep quite late, due to all his homework. It was two 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. What you did, coming into my room a little while ago, it should have contented me, but instead it made me miss you and want you even more! 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,” she 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.” 𝗻𝗼𝐯𝗹．𝐨𝗿𝗴

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?”

She lapped on his sweet spot as she replied, “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. Why not both? 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! The thing is, I’m sure she really means it!

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 more 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!”

He asked, “Which day is an important day?”

“All of them!” She giggled. “Seriously! In her mind, she’s always got reasons why this day is even more important than the last when it comes to pleasuring your cock. I know she’s just psyching herself up for the difficult work of more prolonged sucking sessions, and getting me psyched up too, but she really means it.”

“Whoa.” He could never get used to Susan’s submissive passion.

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 cock prolonged joy, she stopped talking for a minute and just lapped against his sweet spot, and jacked off the rest.

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

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, talking and licking, “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 wet and dripping, and we’re hot for cock. Your cock!”

Figuring that she was done talking, she dropped her mouth back over his hard-on and got busy bobbing on him.

“Jesus!” he muttered.

“Whad?” She spoke while continuing to bob.

“Oh, nothing. It’s just…”

“Whah ahreahy?” Since was talking through her cocksucking and stroking, she wasn’t very clear.

“It’s just… I had no idea that you two do all that, and every morning, no less. 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. And I love that I’m just one of your many conquests, because the sharing of the experience is half the fun, like all the stuff Mom and I do together. 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 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 that hand back for more 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. (He was proud of the fact that 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 throbbing boner 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 he 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, for both of them.

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.