6 Times a Day

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William Osborne

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Alan wanted to surprise his mother, so rather than grab her ass cheeks to steady himself and help make sure his erection hit the target, he held his stiffness with one hand and guided it right to her well-lubed asshole. She was bent over so obscenely right in front of him that he hardly had to step forward to make contact.

He hit the bull’s eye right away. As the bulbous cockhead tried to fit through, he suddenly grabbed both ass cheeks and held on for dear life, squeezing and pushing and clenching as he drove his stiff throbbing pole all the way home into her lusty asshole.

He thought back to his experience with Amy the night before, and how it took so long to get his penis into her, but this was completely different. He went all the way into his mother’s ass in a single, long, deeply sensual stroke. That’s not to say it was an easy or loose fit; far from it. In fact, she was excruciatingly tight the whole way in. He felt like he was creating a new hole in his mother’s soft flesh rather than merely filling one, and he put so much pressure on her as he went in that he worried he would injure her.

She still didn’t say a word, but she couldn’t help but exhale deeply. Her big breath said more than words could convey. The whoosh of air carried a tremendous sense of relief and satisfaction. Her hands had let go of her splayed out ass around the time he had grabbed hold of her with both of his hands, and now she grabbed the counter edge for dear life instead.

Then she breathed in deeply, which also said much. She was steeling herself for an upcoming battle with orgasmic ecstasy, the battle to endure her son’s merciless, seemingly endless pounding, to get through all the upcoming orgasms and multiple orgasms without passing out. She knew that no matter how tired he had just been (and she certainly knew he was very tired indeed), he was going to ride her like a cowboy racing a horse across the countryside. There was nothing she loved better than to be used by him in this manner.

She was still angry as hell that he had even thought for a minute that he could NOT properly greet her upon arriving home, because she knew he didn’t absolutely have to go to the SA-Club orgy or stay so long. But that anger was fuel for her lust, and at the same time she felt a great deal of contentment, knowing that with her son’s thick erection now fully filling one of her holes, all was well in the world.

He needed to take some time to recover from that deep push all the way into his mother’s ass. He felt his penis inside her ass throb and bounce a couple of times as his pulse raced and his heart pounded in his chest. He began to pant in short breaths, but otherwise he kept his penis where it was. The fit was so tight, and her rectal walls all around his shaft grasped him with such an insistently snug pressure, that it seemed to him his penis would never move again.

But as he rested, he could feel the adrenaline begin to flow. His energy level surged, making him feel like The Incredible Hulk. One minute earlier, he’d been wondering if he could remain standing until he reached his bed, but now he felt he could lift an automobile with his bare hands.

Suddenly, he pulled his hard-on back until it nearly escaped her tight hole, but then he rammed it forward again with all his might.

She let out an extremely loud and satisfied gasp of contentment. Her gasp was so loud it was nearly a scream. She couldn’t keep silent any longer, and in a voice still angry and mocking and yet somehow also loving and surprisingly calm, she said, “Oh. Hi Tiger. Mommy didn’t hear you come in.”

He smiled, knowing that she’d heard him perfectly well. He flexed his penis inside her for extra effect, and then ground his hips against hers. He grimaced with exertion as he pushed in still deeper and said, “Oh, I’m in all right. In deep!” He pulled nearly all the way out, and then slammed forward so hard that her body shook all over.

She groaned with longing and satisfaction as her asshole was emptied and then refilled so forcefully by her son. As he rested briefly from that tremendous body slam, she arched her back up and shamelessly gasped a pure orgasmic sound that couldn’t be described, but which expressed utter joy. An anal orgasm ripped through her, to the very core of her being. But she was just getting warmed up, and she knew he was just getting warmed up too.

He rode out her deliciously clenching muscle spasms, then pulled his penis back and drove it home for a third time. He was a little slower and a little less brutal now, because he wanted to get into more of a regular rhythm instead of one violent full penetration after another.

But before he could do that, she looked back over her shoulder with eyes both simultaneously angry and shining with love, and said, “So, how was your day, dear?” She flexed her rectal muscles around his fullness, squeezing him so hard that it felt like his brain was melting.

It was so indescribably pleasurable being there, deep inside her, getting his penis milked from top to bottom, that he found he couldn’t move for another thrust just yet. He was captive to the incredibly talented things she was doing with her muscles.

She thought, Good God, he loves me! I just want to shout to the whole world how much he loves me, and how good he makes me feel! I especially love that I could make him hard even when he’s completely dead to the world. I wonder who he fucked at his SA-Club meeting. I hope he nailed Heather. She needs to be tamed by a fat cock. And Janice. She’s a hot little redhead. Hell, I’ll bet he did ’em all! That gets me SO HOT! Has any mommy ever been so blessed with such a studly son?! Thank you, Lord!

She began rocking her hips back and forth ever so slightly, pushing back into his groin, wetting his balls with her leaking pussy juice. Her anal channel felt hot and buttery – there was so much heat churning up from her insides, surrounding his buried erection, that he was absolutely stunned. He realized that Amy’s ass might be tighter, and Heather’s might be stronger, but Susan’s ass was just as incredible as either of those in its own way. Her asshole felt safe, welcoming, and somehow comforting. Putting his erection snugly into his mother felt like coming home after a long journey. He realized just how right it was to greet her like this, with a thorough buttfucking, after coming home from a long day at school.

“I’m sorry I didn’t ‘get your attention’ properly when I came in, Mommy.”

Her asshole flexed and fluttered in warm acceptance and forgiveness. “That’s all right, Tiger. At least you came to your senses and remembered how to do it properly. You’ll remember better next time, won’t you?” she said wistfully, as she clamped down on him with her internal strength until he couldn’t move again.

Alan felt his eyes rolling back and his brain start liquefying again from the pleasure he was feeling. “Yes, Mommy, I’ll remember next time.” He thought, There’s absolutely no way I’m going to be forgetting this!

After feeling all that pleasure, he decided it was time to give back and then some. The energy and adrenaline were still coursing through his veins, so he finally began to get into a groove. He resumed thrusting with long and deep strokes, but he was very regular now, very rhythmic. In and out he plowed, marveling at how easily his penis could slide through her hot and buttery channel, and yet at the same time he felt so very tightly squeezed. It was like every last little bit of his penis was being fellated, a thousand tongues on him all at once.

He chugged along for some time, moving with a steady metronomic pace like a train riding down a train track. He noticed that she was humming again. It was the same catchy tune that she’d been humming when he first came into the kitchen. He was puzzled because he was certain he’d heard the song around the house a good deal lately, but he couldn’t place where it came from.

Little did he know, but the song was her own creation, “The Alan Song.” She’d slightly adjusted the words that ran through her mind to better fit the occasion, She repeated over and over:

I am Alan’s hole

In the kitchen here he’ll take control

I am Alan’s ass

He’s gonna fuck my butt hard, fast, fast, fast

I am Alan’s butt

He owns it all, his mommy slut

Before long, the sounds of her humming turned more to grunting as the intensity and speed of their fucking slowly increased.

Inevitably, with all the heat and friction, he felt the urge to climax well up inside him. In fact, the need to cum came upon him so quickly that he had to nearly pull out. He grabbed his penis at the base, and then again just below the cockhead, and he squeezed hard with both hands. He figured that if one emergency technique to prevent cumming didn’t work, the other one would.

He sighed with relief as the urge to cum passed. But ever so briefly he felt all of his weariness return. He slumped over his mother, resting on her back, inadvertently driving his stiff pole all the way into her ass yet again.

She smiled and thought, That’s my boy! He’s no normal motherfucker, that’s for sure! Most mommy fuckers would have given up their incestuous seed right there, but not my Tiger! He’s just getting started! Us harem nymphos have to earn our cum loads with a lot of hard work and hard fucking. I spied him through the window over the sink and I saw how utterly dead to the world he was, but look at him now! He’s doing his Mommy proud. He’s putting me in my place! Mommy is Tiger’s very proud and happy after-school sperm dump! If he only knew just how strong a fantasy he’s filling right now! Filling literally and figuratively, hee-hee!

I wonder if he remembers that this is the outfit I was wearing the first time he fucked me up the ass. I don’t know if he fully understands just how strong my anal need is. He knows that I could get off over and over merely from sucking his cock, and he knows how his thick dick belongs deep inside Mommy’s cunt. And he certainly knows that my big tits were made just for his hands to fondle and his cock to slide through and his mouth to suck on. But does he know that my ass is just as needy as all the rest of me? Every square inch of Mommy’s hot body has been designed to give my son the utmost in incestuous pleasure! That’s what I do now, that’s what I live for. But then again, how will he know all that unless I tell him?

“Thank you so much for ‘getting my attention’ properly, Tiger,” Susan panted. “I know it’s more than a bit selfish of me to have you greet me like this, but Mommy needs it so bad! Mommy’s a completely insatiable slut for son-cock! I promise I won’t always be this demanding, but I got so angry, thinking about you fucking all those dozens of hot, sweaty, juicy, teen twats at the orgy. I know that it’s only right and proper that you fuck all the busty babes at school into submission, but not on a Tuesday! Please? Not on a Tuesday?”

He laughed, happy to see that her anger was finally dissipating. “Mommy, it was only three cheerleaders, not dozens. Well, four, actually.” He briefly chuckled at the absurdity of “only” four cheerleaders. “And I promise I won’t be so late again. There’s no one in the world I want to make happy more than you, nobody! It just about broke my heart to see you disappointed like that when I couldn’t get it up. I couldn’t stand it!”

She was so eager, especially after hearing his virile admission that he’d just fucked four cheerleaders in a single afternoon, that she figured he’d already had enough time to rest. She began squeezing and flexing her rectal muscles around his penis in extremely delightful ways. It wasn’t just a matter of on or off; now that she’d calmed down a bit she began trying some of the more advanced tricks that she and Suzanne had been working on in recent days. She started by squeezing around one end of his penis and then letting the pressure of her grip roll along his length much the same way that a crowd in a sports stadium will stand up to perform “the wave.” A wave of pleasure coursed through his penis as she did this, but no sooner did she finish than she did the same starting from the other end.

Alan was so surprised that his mouth gaped open and closed like a gasping fish. He’d had no idea such anal finesse was possible. He’d felt Heather’s rectum rippling up and down his length before, but this was somehow completely different from that.

But at the same time she was doing this, she spoke casually, showing just how easily she could do these tricks. “Tiger, my lover, I have a secret. This isn’t just a fulfillment of the fantasy I was telling you about last week, the one where I told you to ‘get my attention’ by surprising me with a delicious cock stuffing up my butt. I loved how you didn’t even touch me first, you didn’t even go slow, you just crammed that whole huge thing into me in one massive thrust! What a good son! But actually, that kind of fantasy goes back a ways. What I mean is that long before I mentally allowed myself to dream of getting a good cunt stuffing from you, I channeled a lot of my energies into, um, anal domination fantasies.”

“Mom! Stop!” he cried out urgently.

“What?”

“That anal flexing thing you’re doing, God, it’s so good! But I’m about to blow, and I can’t even pull out when you’re doing that.”

“What, you mean this?” She let another ripple of flexing pleasure roll back and forth along the length of his erection, and then giggled with glee.

“Yes, that!” He was sweating bullets, struggling not to cum too soon.

She smiled from ear to ear, deeply satisfied that he was enjoying her new technique so much. “Oopsie. I’ll stop. I’m so glad you like that, because, for once, that’s something I seem to be able to do no problem while Suzanne can’t do it at all. If you really like it when I’m doing THIS” – she did it again – “then that almost makes up for the fact that Suzanne’s tongue is over an inch longer than mine. That woman is unreal. I’m soooo envious about all the things her tongue can do to your fat cock that mine can’t!”

“Mommy, I love it, but please!”

“Oops. Such fun! But as I was trying to tell you, I’ve been having anal sex fantasies for so long. Pretty much since the start of November, so almost a full month now. In my fantasies, you completely owned my ass, which of course you do now, and I had to spread my cheeks for you at every opportunity! Why, I even imagined you plowing my ass while we were on the front lawn, and the postman walked by with a big look of surprise on his face! But almost always, the fantasies involved you doing me here in the kitchen, usually when you came home from school.”

She sighed in happy remembrance. “You know how much time I spend working in the kitchen, and for this past month, half the time I’m in here I’m fantasizing about you silently sneaking up on me and buggering my ass. For some reason, more often than not the fantasy has me just keep on doing what I was doing, washing the dishes or whatever, while you drill my poor little ass into oblivion! I’d often think about casually asking in mid-fuck, ‘How was your day, dear?’ as though stretching my horny asshole around your big, thick, hot fuckmeat was a perfect normal, everyday occurrence, and today I actually was able to say those very words! That made me so, well, as you kids say it, totally psyched!”

She giggled, and then continued, “To tell you the truth, Tiger, my anal fantasies started that day that you were putting suntan lotion on all of us and were sliding your big fat mommy-splitter back and forth through my slippery ass crack. God, you got me so hot doing that! Even though I was fanatical about boundaries back then, since you were allowed to touch my ass to ‘get my attention’ I couldn’t help but think that if you were to spread my ass open and cram your cock all the way up my butt that you would REALLY get my attention!”

She giggled some more. “I thought at first that it would hurt terribly. I was really scared of what would happen if you did shove your huge man meat into my tiny little asshole, but it was also so terribly arousing to think about! I also thought that if I could take you in my ass, maybe that would satisfy you and we wouldn’t have to perform the greatest of incestuous sins, vaginal intercourse. Fortunately I was so wrong and you take all my holes whenever you like now, because I’m your sinful mommy slut.”

She grinned and playfully squeezed his stiffness between her flexing butt cheeks. “It wasn’t until I talked with Xania that I realized I needed you just as much as you needed me, that there was nothing wrong with my anal needs and fantasies, and that it was wrong to suppress them and feel shame about them. I was so jealous of Suzanne at first, when you fucked her in the ass that first time, but then when I realized that you’d liked it I resolved to become your butt slut mommy and started having fantasies about you fucking me up the ass all the time.”

Susan turned her head to look at Alan, the love shining in her eyes, “I don’t know why, but when you put your mommy-splitter in my tight little ass, I feel loved by you in a way that I’ve never known before. It’s the total act of submission. I feel so alive and free and happy when your big cock is in my butt.” 𝑜𝑣𝘭.𝘯𝑡

He was having a hard time talking, as he teetered on the edge of a great climax. But he managed to gasp out, “Isn’t that…?”

“A contradiction? You might think so, but not me. To me, submission IS freedom! I’m free to let go, free to love you and serve you with all my heart! I don’t have to try to hold back and pretend to be normal, or live a complete lie. I’ll never be a repressed prude of a woman ever again, so long as my son fucks me in the ass. So please, don’t ever let me go nearly a week without a good hard buttfucking again. Your mommy needs her buttfucks!”

While she was talking, he was listening but also thinking. Whether she knew it or not, she had him in the palm of her hand, and he didn’t like that. He was right on the edge of cumming, and yet she wasn’t obeying his command to stop her talented anal squeezing. Every so often, maybe about every twenty or thirty seconds, she’d give him another squeeze to keep him nearly mad with desire. He was fighting for his life not to cum, clenching his PC muscle like crazy. He felt he had to get back on top of things to retain total control of his favorite bouncy and milky mommy slut.