6 Times a Day

Drunk Dargon Special 🐉 [ 14 / 15 ] 4K words

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Normally, Katherine would have preferred to stay downstairs sucking his cock with Susan, because she loved sharing him with her mother so much. But she had an agenda for getting him alone, and it had nothing to do with showering. She wasted no time in letting him know what she wanted.

Once the two of them were in the bathroom, she cooed, "Big Supersized Soft Drink Brother, I believe you owe me an apology." She moved in for a hug.

"What, Little Velvet Vice Sister? What did I do this time?"

"It's not what you did, it's what you didn't do. You've buttfucked Suzanne and Mom and all kinds of other women, but not me! I'm hurt. I'm beginning to think you don't like your tiny-titted sister at all." She dramatically pushed away from their hug as if she was mortally wounded with grief.

"Look. Wait. First off, you're not 'tiny-titted.' Your tits are great. Secondly, I don't know how everyone seems to have gotten the impression, but I don't judge women solely on breast size. For instance, look at your legs. You have incredible, muscular legs. God damn, what you did with your feet Monday night still gets my motor running. Third, the reason I haven't fucked your ass yet is just that the occasion hasn't..."

His voice trailed off as he watched her crawl up onto the bathtub.

She put her knees on the edge of the tub closest to him and her hands on the other edge, so she was hanging over the empty tub. Then she wiggled her butt provocatively.

"Hey, Sis," he exclaimed, "what are you doing? That's dangerous. You could seriously slip."

She positioned herself better so her butt was high up towards her brother. "Bro, don't you like my butt? I know it's not the Intercontinentus Buttucks that Amy has" - that was a reference from a Monty Python movie they'd recently watched - "but it's got to at least compare favorably with the other cheerleaders' asses, right? I mean, between all the cheerleaders you fuck, who has the nicest ass? Besides Aims, I mean?"

Alan normally ignored making comparisons, but this time he said, "Yours." He made the exception because he figured Katherine's ego needed a boost. Plus, it was true, at least in his opinion. Heather had a nicer ass, if he'd been able to be completely objective about it, but it had the disadvantage of being connected to the rest of Heather's bitchy self.

Katherine was only slightly mollified as she continued to wiggle her butt. "I think you're ignoring me. Can't you at least fuck my cunt a little, if you're not going to take my virgin asshole?" With her legs spread out, both holes were in full view.

He stepped up to his sister's butt and put his hands on it. "Sis, you have a lovely ass. Much better than the other cheerleaders' asses. In fact, I like it so much that I'm going to give it some special attention, if you promise to be very quiet." He rubbed his hands more intently all over her ass cheeks.

She whispered, "I'll be so quiet, you won't even know I'm here."

"Oh, I think I realize you're here," he replied, suddenly whispering too. "Now, I'm going to do something to you I've never done to anyone before, just to show how much I adore you. I pray to God you're clean down there."

"I am. Squeaky clean. I lube myself up first thing each morning, just like Mom does. A fuck toy must be ready to be taken at any time."

"That gets me so turned on, just to hear that you and Mom do that."

He was still so very aroused that he didn't realize what a big admission that was. He generally tried to act like he was only tolerating "fuck toy" styled talk, and that's even what he told himself most of the time. But his resistance to such language was wearing down.

Katherine was secretly delighted at his inadvertent confession, but she decided not to highlight it, lest he change his mind.

Instead, she said, "You know, it turns me on a lot too. The last few days, Mom and I have been doing it together before you even wake up. Why do you think we're so hot to trot before you come downstairs? We finger each other's asses with lube and talk about all the things you're going to do to us with your cock. Mom is soooo over having any qualms about you dicking me, in the mouth and chest, at least. In fact, I think she'll be mortally offended if I didn't suck you off at the drop of a hat. She practically thinks it's a religious duty! Good thing you have a fuck toy for a sister." She giggled.

"There's a lot more to me than just my dick, you know." He dropped down on his knees, and put his mouth to Katherine's ass. He held one of her ankles firmly with one hand, and felt more assured that she wouldn't fall into the tub. He led the way with the fingers of the other hand, poking a tiny bit into her anus, and then licking her all around her ass crack.

Katherine held her breath in surprise, then suddenly let all the air out.

He said, "I believe this is called 'rimming.'" He licked her anus, even sticking his tongue into it a small amount. He was relieved that her ass was pleasantly fragrant, probably due to some perfume applied there after her morning anal lubing.

Katherine had been licked there by Amy before. In fact, it was now a frequent part of their daily mutual pussy shavings. But it was something else entirely for her brother to do it. She shuddered with pleasure, even more pleased in realizing that he really didn't want to do that, but was doing it for her.

However, she also suddenly worried about how secure her position hanging over the bathtub was. She'd been up there for visual affect, not for serious sexual play. "Just a minute, Bro. I love it, but let me do this."

She scooted down the bathtub edges until she was on all fours inside it. Then she grasped some fixtures with both hands. "Now I'm ready," she announced. "You could even fuck me up the ass now. Nudge, nudge, wink, wink."

"Really?! You want me to fuck you there?"

She wiggled her ass seductively. "Sure! I'm your number one fuck toy. That means all of my holes are here for your pleasure."

"I'm glad to hear you say that," he whispered. "Very glad. And you know that any part of me is here for your pleasure. But hold on a sec. This is going to take a little bit of prep work."

While she was changing positions, he got up and ran across the hall to his bedroom. He found a condom and quickly put it on. Then he ran back.

Katherine was eagerly looking at the door as he came in, so she immediately noticed the condom. "Awww! What's that? I thought we were way beyond using that."

"We are, for regular sex. But anal is a whole different story. If we mess this up, you could wind up in a hospital with anal tearing. Seriously!"

She protested, "But your dick was all sticky and soaked from the dual blowjob. Isn't that good enough?"

"Maybe, but I'd rather be safe than sorry. Don't worry, it's just until we both get used to sex this way. Especially you. Once you learn to relax your anal sphincter muscles fully until I get inside, then we can toss the condoms away."

She made a big production of shaking her body to demonstrate how loose she was. "Hey, check it out. I'm totally relaxed already. I'm like a blob."

He chuckled. "No you're not. And you can't relax well in the pose you're in anyway. Trust me on this, okay?"

She sighed. "Okaaaaay." She had to admit to herself that she wasn't as relaxed as she was pretending to be. She was worried and excited, since she'd never been fucked in the ass before.

He knelt right behind her and rubbed the tip of his boner all around her ass cheeks and crack.

She moaned with pleasure, and thrust her ass back at him, hoping for more.

Without warning, he suddenly grabbed her butt cheeks with both hands and clenched tight. Then he pushed his erection towards her asshole. It seemed to open up for him, and the tip slid in with surprisingly little resistance.

Katherine gasped and blushed. She was pleasantly surprised that she didn't mind the condom. The thick anal invasion literally took her breath away, making her forget about everything else. "Oh. My. God. Brother!"

He asked, "So, who's going to be my little anal sister slave?"

She grunted lustily. "Oh, Big Brother! I am! You make me so happy!" She just about swooned from the "little anal sister slave" talk, especially his rare use of the word "slave."

He pushed a little further inside her, and found more resistance. "Should I continue? It's gonna hurt."

"Brother, I'm insulted with your question," she snapped back. "If you stop now, I'm going to seriously beat you up. Fuck my ass!"

"Now that's not a very good attitude for a slave or fuck toy, which you so proudly claim to be."

"Just fuck me!"

"Okay, but you have to remember to keep it down. Don't scream your head off and wake up the whole neighborhood."

"Just fuck my ASS already!" she whispered as loudly as someone can whisper. She thought back to her morning ass lubing rituals with Susan and wished that Susan could be with her right now, witnessing what they'd talked about so much.

With one massive push, he pressed hard against her, driving her head into the tile wall before her and impaling his thick erection all the way deep into her butt. She opened up her mouth and cried out, but it was a silent scream. She suddenly felt faint and nearly passed out.

But Alan gave no quarter. He pulled backwards, then pressed forwards again. Like a locomotive picking up steam, his thrusts steadily quickened their pace. He was surprised that her ass wasn't nearly as tight as some others he'd been sampling lately, although she felt warmer inside than he'd been expecting. He found that he enjoyed both tight and relatively loose, for variety's sake.

He could hear her very quietly whisper, "Yes... Brother... Fuck... Oh. Oh yes... My ass... Brother... taking... my ass... Pop my cherry ass..."

There was a tension in her voice though that betrayed the meager words slipping through her clenched teeth. He knew she was using all her willpower not to scream out at the top of her lungs. Certainly that would draw Susan's attention, and he wanted this to be a private experience, a special bonding time. Ironically, he used to worry about Susan overhearing such things for fear that she would catch them, but now he worried because he feared she would join them.

However, he knew his sister could only take so much before she'd scream. Besides, they didn't have that much time left, considering they both had to get ready for school. So he didn't try to prolong his orgasms for once, and just went with the flow.

Even so, his stamina had built up so much lately that it took him a while to get to the brink, even when he wasn't fighting it. He thrust in and out for several minutes, with his sister gasping and groaning all the while.

Katherine enjoyed it, but not as much as she had hoped. It was good, but not great. She didn't feel much pain, but she didn't feel nearly as much pleasure as when he fucked her pussy. However, the mere fact that her brother was actually fucking her ass mentally aroused her so much that she still was having a great time.

When he finally let loose into her hotly throbbing asshole, it felt like his balls were churning out more than their usual amount of sperm. He felt rope after rope of thick cum pumping from his dick. Unfortunately for Katherine, all that cum wound up filling the condom instead of being forcefully injected into the deeper reaches of her trembling butt.

When they were all done, he disengaged and pulled her up and whispered closely to her face, "Now, who says I don't take care of my little sister? Still think I don't love you enough?"

She replied, "Yes!" But her mood was joyous and playful now, not jealous and insecure as before. She stood up out of the tub and twirled around and around, like Julie Andrews cavorting through mountain meadows in the Sound of Music.

When she came to a stop, she turned to him and said excitedly, "Now you've taken ALL my holes. My mouth, my cunt, and my ass were all virgin until they were opened by you, the only man who will EVER know them! Think about that: my body will belong to you and only you, until the day I die!"

"Whoa!" That hit him like a gut punch, but in a good way. He could have pointed out that she was still going to have lots of sex with other women, but he knew that wasn't the point. He also could have pointed out that it was impossible to know the future and a lot could happen. But he wisely stayed silent. He understood that she truly meant her words, and that was the main thing.

She went on. "I finally feel complete, like NOW I can really say I'm a sister slut. A TRUE fuck toy! I wish I could wear a little sign around my neck: 'Sister Slut and Number One Fuck Toy. Three holes open for Alan 24 hours a day. Closed on Christmas." She giggled and rubbed her butt.

He joked, "'Closed on Christmas'? I'm hurt." But seeing her rub her butt, he asked, "How did it feel?"

She was careful with her words, wanting to be honest but not wanting to sound disappointed. "It was... strange. It's like having a log shoved up your ass. It really is. Such a FULL feeling. I guess I didn't see stars, at least not like Mom did when you took her ass yesterday. She was telling me ALL about that, by the way. But it was good. Maybe I'll like it better once I get more used to it."

"Maybe." But he wasn't so sure. That was another reason why he'd finished quickly, because it was obvious she wasn't having an incredible time, just a good time. He noted that she seemed a lot happier about the idea of anal sex than with the actual act itself. But it was a very enjoyable fuck for him, all the same.

As if confirming his thoughts, she said, "I can't wait to tell everyone that my brother's taken my ass! I feel so wonderfully naughty. I just LOVE that my ass has been taken. Maybe your cum will be dribbling out of my butt all through first period. A girl can hope! Katherine Anne Plummer: incestuous ass slut. Hee!"

He laughed. "Hey, we used a condom, remember?" That reminded him to remove the condom and toss it in a trash can.

"Of course I remember, but a girl can dream, can't she? And next time, NO CONDOM!" She stabbed a finger in the air in his direction. "And that's an order! I'm asserting my uppity privileges."

He laughed some more. "Maybe. We'll see."

Then something occurred to him. "Wait. You 'can't wait to tell everyone' that I fucked your ass?! Just who is everyone?!"

She waved a hand dismissively. "Don't worry. I've learned my lesson. I just mean people in the know. Aims, obviously. Mom, of course, Aunt Suzy. Oh, and Brenda. People like that."

He breathed a sigh of relief. "Okay."

She twirled around to look him in the eyes and said, "Oh, and maybe these legs'll be open, wide open, on Christmas. But only for you, my loving Santa Claus brother. And only if you're naughty AND nice." She giggled some more.

He teased while running a hand down the small of her back, "So, since I've taken your ass, does that mean I can take it again, at any time? Like say, what if I slip my hands down your dress during school today, like this?" One hand went down to fully cup one of her ass cheeks while he brought his other hand around her and fingered at the entrance to her asshole.

"Good GOD! Don't even joke about that, Brother! You're getting me so SEXED UP! If you could just take me right in the middle of school... God! You can't say sexy things like that when you're all flaccid and I don't have a cock to suck on. No fair!"

As he continued to caress her back, he said, "You know, this could be a good time for a kind of serious discussion, since we are sexually satiated. Mom was her usual overexcited self earlier, but she said some pretty important things. She said she wants me as the de facto 'man of the house.' She pointed out that's a pretty big power shift. Are you really okay with that?"

"Brother, did you hear me complain at all? No! And I'm not gonna stay silent if I've got issues. I know full well that things have changed in a big way. You'll never just be my brother anymore. You're kind of like my master, and Mom's too."

He started to protest that, but she stopped him. "Okay, okay, I know you don't like the 'M' word. Whatever you want to call it, you know what I mean. You're in charge. We're reduced to serving you, and keeping your cock hard and happy. I'm TOTALLY good with that! In fact, it's like a dream come true for me."

He asked, "But 'reduced.' That doesn't sound good."

She exhaled heavily in frustration. "Brother, you just don't get it. Mom and I are submissive, okay? We think differently about this kind of stuff than you do. We LIKE you lording your new power over us."

"I kind of get that. I'm trying. But look. You're still my sister. Whenever you want to step out of this role-play and kick my ass for saying or doing something stupid, I want you to do that. I'm worried about all this new power going to my head, and I need you to help keep me grounded."

She sighed. "Of course! I may be your fuck toy, but I'm an UPPITY fuck toy, and I'm damn proud of that fact. I will NEVER be a pushover. I've got your back. But the reason I'm sighing is 'cos you talk about 'stepping out of this role-play.' Hel-looo! This is not a role-play; this is our life! We ARE your fuck toys, your playthings, your sexual servants, willing slaves to your cock. Whatever you want to call it. The bottom line is, we love what's happening and we want it to keep going."

He asked, "'We?'"

"Mom and me, first and foremost. But ditto with Aims and Aunt Suzy. And Brenda's coming along nicely. That gives you FIVE busty and beautiful sex pets right there, with more on the way. So accept that and deal with it!" She forcefully poked him in the chest several times.

He held his hands up in surrender. "Okay, okay, okay! I'm dealing with it!"

She wrapped her arms around him. "Good. Now deal with this!" She planted a scorching kiss on his lips.

After some playful kissing, she left him alone.

He finally got around to brushing his teeth.

When he made it downstairs again, he wasn't surprised to see Susan and Katherine in deep conversation, with Katherine giving a blow by blow account of what had just happened.

He was mildly frustrated that he couldn't get erect again, but it didn't matter much since time was running out and they needed to leave for school soon anyway. That was particularly true since he wanted to get to school early so he could talk to a friend.