6 Times a Day

Chapter 688 Alan Playing With His Mom. [DD SPONSORED]

?Drunk Dargon Special ? [ 5 / 15 ] 5K words

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Alan woke up around eleven in the morning after sleeping nearly twelve hours. He was extremely grateful that it was the weekend, and even more grateful that his hiking trip had been delayed. Combined with his two naps, he'd finally caught up on what felt like a sleep debt that had been building for weeks. If anything, he'd had too much sleep, and felt groggy. He was in the perfect kind of lazy mood for spending the day doing nothing of importance.

He considered going downstairs in his robe, but decided that might prove too tempting for the others. For once, he didn't want sex; he just wanted to relax. As he put on a shirt and shorts, he thought, Let's see. Yesterday I came ... eight or nine times, depending on whether I count my time with Mom during the night. Considering how much I slept, it seems I was either sleeping or cumming all day long. But today I'm gonna cum only once or maybe twice. Two is the max, definitely. I can't go cold turkey with all this sexy ripe flesh around here, that's for sure, but today will be my big vacation day.

Alan's plan to have a sex-free day was put to the test almost immediately. When he came down for breakfast, he found himself alone; it appeared that everyone else had already eaten. He didn't know where his mother was - in fact, she was nearby in the den reading incest stories and playing with herself - so he helped himself to a bowl of cereal.

However, he didn't stay alone for long. Katherine had heard him come downstairs, and appeared to keep him company while he was still halfway through his bowl of Honey Nut Cheerios. Despite the relatively early hour, she was looking for some sexual fun. "Hey, Big Bro. What's up?"

"Not much. Just chillin'."

"That's cool."

But it didn't take long for her to make her intentions clear. She sat across from Alan, goading and tempting him with her body. The clothes she was wearing were too risqué for general use. She would never be caught in public in them, because she characterized them to herself as "fuck toy clothes."

Any clothes could be "fuck toy clothes," provided they were worn properly. For instance, she had put on pantyhose, but only so she could pull them down. As the pantyhose were already see-through, they allowed her to be effectively naked to start with, yet allowed her to undress to give the appearance of becoming even more naked. She wore a tight leather miniskirt, which was soon bunched up around her flat tummy. Above that she had a fancy yellow blouse, the better to expose herself when she tore it open in front to thrust out her tits.

Alan made an intentional play on words: "I thought it was cool that I was just chilling out."

She smirked and giggled. "Yeah, well, what can you do?" She giggled some more as she ran her hands all over her body. "I'd really be happy to chill out too, but then I think about all those inches of thick brother cock sitting right across the table from me, so many inches of hot cock that could be sliding down my throat, or filling up my hot box... I'm sorry, but I just can't help myself!"

She made sure to show herself off by sitting directly across the dining table from him, so that, sitting where he was, close to the table, he couldn't see what was happening to her lower half.

Curiosity got the better of him, so he pulled his chair back and moved his head down to level with the table, enabling him to simultaneously check out the action both above and below the table.

Katherine responded to his increased attention by moaning and fondling her body all over, and especially by rubbing her clit.

Needless to say, that got him very erect very fast. It was all he could do to take another spoonful of cereal every so often. But since he was determined to have a more or less sex-free day, he kept his erection in his shorts.

He half-griped, "Is this how it's going to be every day?"

"Probably. Can't you hear Mom in the den?"

"No. Where's Mom?"

"Shhhh! Listen. I'll stop poking my pussy for a minute so you can hear that not all the sexy moaning sounds are coming from me." ... "You hear that?"

"Yeah."

Katherine resumed writhing in her chair as she stroked herself, trying to get Alan inspired enough to act. "I'll bet you a million dollars she's getting all horny thinking about you. I wonder if she's in there all alone, or if she's in there with Aunt Suzy. They're probably rubbing their bare chests against each other right now, saying, 'If only we had a big Alan to stick between all these tits for a nice double titfuck!"

"Grrr! Don't say that!" His hand reflexively dropped to his lap. However, he resisted grasping the bulge that was already there.

But Katherine was just getting warmed up with her teasing. She liked to stroke her bald pussy while quietly whispering sexy things to him. She said things like, "Get my attention, Big Battering Ram Brother. Come over here and get my attention. Stroke me. Lick me. Touch me. Everywhere. Do me. Do nasty things. Get nasty on your sister, your fuck toy. Fill me! Fill me up with your nasty spunk. I neeeeed it. It itches. Make it better with your hard thing."

Even though Susan was only one room away, Katherine wasn't terribly worried about her mother hearing her. She was keeping her voice down primarily out of fear that Susan would come in and preempt Alan's attention. So she was careful not to get too excited, or talk too loud, or use any key words or phrases like "fuck me" that would get her mother's attention. For her the situation was great, because she had the excitement of possibly getting caught without any serious consequences to worry about if she were.

Alan complained half-heartedly while debating whether to give his erection some air, "Sis, you know that today is supposed to be my take-it-easy day, right? So can't you take it easy too?"

She answered, "I could, but you can't go completely cold turkey, without ANY orgasms ALL DAY, for crying out loud. That's just crazy talk! So if you're gonna have one or two, or maybe more, why not get one out of the way first thing, here with me?"

However, Alan really was determined to give his penis a rest, so he said, "Sis, I hate to do this, but I'm going to go up to my room right now and play video games. I'm sorry, and I appreciate your effort, but no one is going to touch my dick today. You'll be happy to know that you did wear me down a bit, but not enough."

"Shoot," Katherine complained. "No doubt someone else is going to build on my work and win your first creamy load. But I'll forgive you on one condition: tomorrow morning you wake me up with a good, solid fucking."

He dropped his voice. "Sis, are you crazy? Mom's in the next room! And anyways, there's my 'no fucking you in the house' rule."

She muttered quietly, "Yeah, but remember what happened Monday, when you fucked me in my room while Mom was in the basement with Aunt Suzy?"

He groaned unhappily at that reminder. "Yes, but that's because I was so horny at the time that I just plain forgot. Besides, we both totally love Mom. We have to respect her at least that much."

"Yeah, but yesterday you promised that that would end when my grounding ends, and it ends at midnight today. Hell, Mom's pretty much forgotten about it already. You promised! So, tomorrow morning, we celebrate with a great fuck."

"Keep your voice down. Okay, okay. I did say that, didn't I? But a super secret fuck, okay? We don't want Mom to find out. And one condition: you can't tease me any more today."

Katherine nodded enthusiastically and got down to jilling herself, since Alan wasn't going to help her get off. The "problem" with trying to get him all aroused was that she inevitably got herself uncontrollably worked up as well.

Alan walked off thinking, It's going to be REALLY hard to keep this weekend sex-free. Why do I get the feeling that everybody is going to lay traps for me? These women just gotta have it! They don't know the meaning of letting up. Well, at least I've defused Sis ... for now.

Alan was proud of his determination to stick to his sex-free plan. His vision of wasting the day in idle fun was realized, at least for the next hour or so; he just played one mindless video game after another.

As the morning turned into afternoon, Susan again practiced her assigned "visualization exercise," of imagining Alan fucking her. She loved letting herself go in wild fantasy. But it only whetted her appetite for his cum.

She stopped by his room a number of times as he played his computer games (which were "American McGee's Alice" and "Diablo II"), bringing him pineapple juice, water, ryebread rolls, cantaloupe, pumpkin seeds, and granola bars. Each time, she asked him if he "needed relief." He kept saying no. He was truly determined to have a restful day. Each visit she dressed a little sexier than the prior time, but nothing seemed to faze him.

After two hours of being mostly ignored, Susan thought, It's time to bring out the big guns, so to speak. She came to his room again, this time not even bothering with an excuse for her to be there.

She wore the T-shirt that had a large hole cut out for her boobs to protrude through. She knew he loved it, so she'd been saving it for an occasion when it was really needed. This one seemed appropriate. To make absolutely sure that her mission wouldn't fail, she put on a new underwired shelf half-bra, to force her assets to thrust up and stick out even further than ever before. Just in case his eyes managed to dislodge themselves from her chest, she also wore a skirt that was far too short to even cover her pussy.

Alan was sitting down at his desk, so when she walked right up to him she was able to practically put her tits right in his face. "Tiger, are there any THINGS you need?" she asked, stressing the plural. "I know you're trying to have a restful day, but sometimes a mother's sensitive tits are just begging for attention."

Alan stared up into her massive mammaries. "Holy shit! You know I love that T-shirt." His penis grew hard about as quickly as he could say, "Boing!" He didn't realize it, but after cumming so many times per day, day after day, his body had come to expect a certain level of sexual activity. After hours of just playing video games, his penis was definitely eager.

She took another step forward, enveloping his face with her soft tits. "What do you love about it, Tiger?"

"I like how it makes you seem like a typical soccer mom at first glance. It almost looks like a sports jersey. But at the same time it's totally obscene with your tits sticking out so far in front of you. Imagine picking me up at soccer practice, dressed like that!" He had a hard time talking with her flesh pressing ever more insistently against his face, causing her nipples to poke into his cheeks.

She replied, "What a great thought! Can you just imagine if I pulled up to the parking lot dressed like this? Can you imagine the looks on the faces of the other mothers when I step out of the car with these two exposed torpedoes? I'd just say with pride, 'What are you looking at? These tits belong to my son. They're to serve HIS pleasure. If he says that I have to keep them uncovered, who am I to disagree? I'm just a mommy slut. HIS mommy slut!'"

Alan added to the fantasy. "Then I'd run up, all hot and sweaty from practice. We'd kiss on the lips while the other mothers stare in amazement. Then I'd lower my head so I could cradle my face in your cleavage-"

Susan interrupted, "Hold on, Tiger. If you're hot and sweaty, what better way to quench your thirst than drinking some mommy milk? My nipples would be leaking and my tits nearly bursting with milk in anticipation of your feasting on them, and soon you'd give them relief! The other mommies would get so excited watching you suckle while sticking your hand down my sweatpants that they'd absolutely lose it when their own sons came in from the tennis courts. And if it's such a hot, sunny day, I'd need to quench my thirst too - with your delicious spunk! Before long, the other tennis moms would all be topless and cocksucking and jacking off all their own sons' young, incestuous pricks. It would be fantastic!"

Alan laughed. His cock throbbed in delight, thanks to her description. "So now you see why I like that shirt. It's inspirational."

Susan winked. "I may not be lactating in reality, but if I were, this would be a great shirt for it. Did you notice how it's almost designed for someone to come up and suckle at my nipples? Hint, hint."

"If you insist," he joked, then began to work on her nipples in a relaxed way, just like a baby happily suckling on them. He'd been adopted when he was only about six months old, and Susan had deeply regretted not being able to breastfeed him at the time. He knew the idea of lactating was one of her favorite sexual fantasies, and he was only too happy to explore that fantasy with her. He knew that her breasts were unusually sensitive, especially given how big they were, and making her happy also made him happy.

"My baby. My sweet baby," she cooed as she patted him on the head.

He slipped his hand down into her shorts, just like in their mutual fantasy.

But she didn't want that at the moment, so she stopped him by saying, "Tiger, let's save that for another time. I think you'll find very soon that there are a lot of fun things you can do to my pussy. But today I want you to focus on my tits, just loving them to their fullest."

So Alan happily did as instructed and played with Susan's tits for many long minutes. He loved it so much he felt he could just suck and fondle them forever. He didn't mind that his dick was untouched because it allowed him to concentrate entirely on just her breasts.

Susan obviously loved it too. She got an orgasm just from what his mouth and hands were doing to her tits.

When it was over, she said, "Oh God! That was great. You make Mommy so helplessly happy. I love you so much."

"I love you too, Mom!"

Her orgasm seemed to have just pushed her further, because then she whispered into his ear, "The only problem is that my cleavage isn't being stuffed full with your fuck rod. Don't you think you could do something about that? Don't you want to make your mommy happy? Mommy needs cock. Son cock!"

Alan again did what he was told, titfucking his mother. As he slipped his boner into her cleavage, he commented, "This is like a dream come true for me, Mom. A total dream. Every day."

"Me too, Tiger, me too!" Her hands ran hungrily all over his chest.

"Do you remember, Mom, how you were just a couple of months ago? If I'd even caught a glimpse of your tits in one of your heavy bras, you would have totally freaked out. Now I basically own those same tits."

"Don't remind me, Son. OH!" She cried out in pleasure as his big dick slid back and forth through her deep tit valley. "'Basically?' Not basically. You do own them! It's so embarrassing, recalling that frumpy fuddy-duddy. Don't make me think of her. Oh! Don't make me think at all! Just make me slide my tits all around your powerful cock!"

He slammed hard into her chest over and over, his balls slapping wildly each time.

She entered a truly mindless zone where nothing but pleasure mattered, while happily singing her "Alan Song" in her head:

I am Alan's mom

I suck with my clothes off or on

I am Alan's bitch

His cum is thick, the taste is rich

I am Alan's slave...

She stopped at that line, luxuriating in it. I am Alan's SLAVE. Yes! That's what I am. It feels so good to give myself to him completely and serve him in every way... But I can't admit my complete submission to him. Not yet. If he learns that I'm ready and dripping with desire to get fucked by him, he'll want to do it right away, and not stop until he drops from exhaustion. Good Nurse Akami warned me about letting it get to that.

We've gotta wait until Monday so he can fully recover first. I want him ready to fuck me royally, with an endless number of big, cunt-filling loads of his virile cum. We'll fuck so hard and long - mmmm, that's him, so hard and long - that he'll need another full week to recover, hee-hee!

But the fact is, whether he knows it or not, I've given up all control. Tiger OWNS me! He can do ANYTHING he wants to me! But I get so much too. He's going to reward his loyal mommy right now with a big load. Oh yes! Give it up, Son! Give it up for me!

Alan was already past the verge of climax, so he began to shoot his seed. It was a bigger load than his small ones from the day before, though still not up to his usual standards.

Susan thought, That's it! Give it up for Mommy! She's going to let herself gooooooooooo. Oooohh, YES! She shrieked, "Mmmm! God, I'm so juicy!"

He had planned to shoot into his mother's mouth, but his cum came sooner than expected, so he ended up shooting mostly into her neck at first. As his ropes of cum spewed forth, he managed to recover somewhat, so he moved over her face and aimed his last ropes directly into her mouth.

She mewed with pleasure like a contented cat. "Mmmm. Mmmm. MMMM!"

Best titfuck yet! he thought once he was done. Though I just might be partial, since she's my mom...

Nah! He chuckled to himself.

The only problem is, Mom's tits are nearly too big to titfuck and have her blow me at the same time. My dick practically gets lost when it's inside her cleavage, sandwiched between her fluffy pale pillows. Just like Aunt Suzy. Too many big tits around here. Am I fucking blessed, or what? I love that kind of "problem."

He got off her face.

Susan recovered quickly from her own orgasm, then devoted all her attention to scooping up and swallowing the cum that was dripping down her neck.

She did it with such complete devotion, as if his cum were a precious commodity that couldn't be wasted, that he felt flush with power.

When she was finished with that task, he pointed to his now flaccid penis and commanded, "Lick me off."

She obeyed wordlessly, but Alan could tell that she loved his command. Her facial expression was one of pure joy. She was completely unquestioning, living just in the moment, cleaning him with her tongue.

He was so entranced that he continued to watch long after she'd finished. No matter what she did, it was arousing, especially when she wore that shirt with the cutout for her boobs.

She was exhausted from all her sexual exertion, so she sat with her back against a wall to rest. Then she scooted away from the wall slightly to let her put her arms behind her back, as he'd commanded her to do the first time she'd worn the shirt. She figured that would help better convey her unspoken message that she was now his sexual plaything (as if he hadn't gotten that message already).

Once again he took in the breathtaking sight of her tits, pointing upwards, looking like two rockets ready to launch into the sky. Only now did he notice just how short her skirt was, since his gaze hadn't gone down that far before.

Seeing where he was looking, she spread her legs as wide as she could, as if she badly wanted him to fuck her. That put her pussy on full display. She whispered, "Look at your naughty mommy."

But even that couldn't get another rise out of his limp penis. Even her very extensive tongue-cleaning had failed to revive it, so he knew it wasn't likely to bounce back for some time.

That didn't stop him from studying her pussy up close, watching her juices continuing to leak out. He scooted closer and asked, "Can I touch it? Can I finger it?"

She smiled a bit, but wearily answered, "No."

He was confused. "Mom, your mouth says no, but your body says yes, doesn't it? You're leaking so much it's like you're about to have another orgasm. Isn't that right? Or am I misreading your signals?"

She thought to herself, What's wrong with my son? What does it take for him to figure out that sometimes, when a woman says no, she means yes? How can I teach him to take me against my will? He just has to learn how to take charge of his big-titted babes. He has to learn how to take a woman forcefully, even when she appears reluctant.

She finally answered, in as sexy a voice as she could manage in her wiped-out state, "What do you think, Tiger?"

He scratched his head and answered honestly, "I don't know, Mom. I'm getting conflicting signals."

She dropped her head down in frustration and sighed. Finally, she explained, "Tiger, when you see a woman sitting naked in front of you with her tits bursting out of her shirt and her legs spread as wide as a gymnast, and her juices dripping all over the floor, and with her arms held behind her back as if she wants to be tied up, do you know what? It doesn't matter what her mouth has to say! Her body is screaming 'yes'! Don't take no for an answer! Just do whatever you like!"

He answered, "I know. And with anyone else I would, but with you I think about you crying afterwards, and that makes me so sad that I can't go on. I never want to see you cry or get sad."

"Who's talking about crying?" she replied in exasperation. "If I'm crying, it'll only be tears of joy."

"Okay. I guess I should try to act more like I do around Heather, though I don't want to go that far."

That was a mistake, because it piqued her curiosity. Alan had to take a few minutes explaining what he'd been doing with Heather, and by the time he was finished the erotic mood had been lost. It wasn't too great a loss for him, however, as his body had had enough for the time being. The tempting sight before him contrasted too dramatically with his own flaccid penis, and it was only making him uselessly horny - the spirit was willing but the flesh was weak.

So after he had recounted a few of the things he'd done with Heather, making sure not to involve the other cheerleaders or his painting duties for fear of somehow exposing his involvement with his sister, he left to take a shower.

— — —

Susan left the room as well, but decided to remain dressed just as she was for the rest of the day. Even though she knew he wanted a mellow day, she couldn't resist the opportunity to continue teasing him. There was nothing she wanted to do more than please and tease him all day long. She proudly wore the gobs of cum that were staining her shirt near the collar to further show anyone and everyone who saw her that she was Alan's sex toy.

However, she also wanted to respect his wish to have a restful day, at least to some extent, so she decided not to pressure him into any more orgasms, and to go without more physical contact the rest of the day unless he was the initiator.

I'm soooo naughty! I talk with the psychologist about being in control, but wouldn't it be even more fun if Tiger completely controlled me? He needs to know how to punish his naughty mother, and keep her in line. Like he does with Heather, the head cheerleader! I deserve a good spanking! Wouldn't that be the best? If she gets spanked, then why can't I? I'm a naughty, naughty slut, and I need his firm hand. And his firm cock! Firm, firm, firm. Firm is good! Life is so good right now, but it'll be that much better once he's regularly fucking me.

He sure gave it to Akami! Darn it, I can't stop thinking about that, and watching it over and over again in my mind. Soon, that's going to be me!

I'm glad he likes this shirt so much. Wouldn't it be delicious to wear it out in public? It certainly would make a shopping trip more interesting. "What's that officer? I'm causing a riot? But this isn't public indecency - didn't you know this is the latest fashion?"

Oh, that sounds like such fun! But I shouldn't even think about that. My body is for his eyes only. It's only for his eyes, and his hands, and his mouth, and his great big, giant, fantastically wonderful cock...

She sat on the bed in her room in the exact same position she'd used in front of him mere minutes before. She started to masturbate herself with another "visualization exercise" session. Now that she'd actually seen Alan fucking Akami right in front of her, her fantasies were that much more exciting and realistic.

She left the door to her bedroom wide open, but was disappointed that no one came in.

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