章 81: Part 6: Ash's Harem+Milfs(Pokémon)
Ash had not been to Unova for quite some time, and even in his recent visits, he had been much more concerned with visiting the bigger locations and venues, competitive battle hubs like Nimbasa City and Driftveil City. The big, glitzy, glamorous parts of the region than had become so normal for him, and aside from connecting flights or detours, Ash rarely saw the small towns anymore outside of his own native Pallet Town, where he still lived to keep that balance of something quiet and quaint amid all of the more wearisome and intense goings on. To that end, stepping into Nuvema Town felt in some very real ways like Ash was coming home, Everything about it just felt so familiar and homey to him that he could settle comfortably into something very real and relaxing, an undeniable warmth to the small town making it something he could really savour.
But as he walked, one arm around Hilda's shoulder and the other around Rosa's, he wasn't the least bit ashamed of admitting that he had only one thing on his mind as he made his way to Hilda's home: small town MILFs. There were few things in life better than that, and he was excited by the promise of being introduced to Hilda and Rosa's mothers. Both of whom, he was delighted to hear, were very, very single. That was as promising as anything could have turned out to be, and he was more than happy to move in on that kind of situation, not even needing to meet them to know that they were going to be prime targets to hit up next. After all, if they had produced two bombshell brunettes like Hilda and Rosa, surely they were both gorgeous in their own right.
Hilda lived in Nuvema Town, while Rosa lived in Aspertia, but her mother often paid visits to Nuvema to meet with Hilda's mother, who in their daughters being so close had become good friends as well. When their daughters promised to be back from Sinnoh vacations soon, they were both happy to greet the girls once more in Nuvema, and to meet the 'new friends' they told them about. The mothers waited at the small air strip just by the edge of town, where a small flight from Mistralton. Before the plane had even landed, Ash could see the happy mothers standing off by the building in wait, and even from a distance, he liked what he saw.
Hilda's mom Christine looked startlingly like a MILFier version of Hilda. She wore her hair in a similar big, high ponytail, and had much the same kind of tomboyish charm, just domesticated a little bit, eased down. There was that same kind of cocky little tilt to her hip and the way she stood there; given a baseball cap it would have been difficult to tell the difference from afar. A blouse with just the faintest little peek of cleavage and a pair of tight jeans that were definitely more on the 'I've still got it' end of the spectrum certainly helped keep that impression up.
Jane, Rosa's mother, had hair brown hair up in a loose, puffy bun, looking a bit calmer and more restrained than Rosa was, replacing the boundless energy with a firmer kind of maturity, something in control but still confident leaving Ash intrigued. She wore a dress, which was at least infinitely more practical and reasonable that the loose shorts and tights combo her daughter ran around in. Rosa must have gotten her broader nature from her father, given the circumstances.
The trio stepped off of the plane, carrying their bags as they headed off. Ash decided to make this trip with just his two Unovan fucktoys, letting May and Cynthia return home for a little while. He liked the idea of leaving them wanting and letting the tension build while he took his sweet time in screwing his way around Unova for a little bit. Somewhere deep inside, Ash liked the idea of hauling an entire harem with him everywhere he went, but that just wasn't practical at all. Much more sensible was to have enough sluts in any given region that with a few phone calls he could be swimming in women no matter what corner of the world he found himself in. It was a cocky and somewhat goal, but one that Ash felt confident he could make work even given the madness.
"Mom, Jane," Hilda said with a smile, both girls hugging their mothers. "This is the friend we were telling you about."
"Aren't you Ash Ketchum?" Jane asked, staring in surprise. "I've seen you on TV before!"
"He is Ash, mom! I'm surprised you recognized him, you don't usually pay attention to battling." Rosa smirked brightly as she looked over to Hilda, delighted by how well this was already going. Neither of their moms shared their daughters' interest in competitive battling, but more than a few remarks about the handsome trainer on screen during Ash's fights had made this as good an idea as ideas could get.
Ash could see the way both of them were staring him down. Two very starved and frustrated MILFs had just found themselves meeting not only a celebrity, but a hunk of one. They sized up his body, his face, his everything, and he was happy to stand there and let them.
"Well, maybe we've been taking a little more interest in our daughters' hobbies lately," Christine said, smiling as she took a step toward him. "It's nice to meet you. My name is Christine."
"It's nice to meet both of you. Your daughters have told me a lot about their mothers, and I was happy to meet you both while I made a stop off in Unova." Christine put a hand out toward him, but Ash was having none of that, pulling her in for a hug. Hardly a chaste hug either, as the real surprise came when he reached for Christine's round ass and gave it a nice, hard squeeze. Christine stiffened in surprise against him, but said nothing as he held onto her a moment before pulling away and giving Jane a hug as well. She blushed against him even before he palmed a nice, big handful of her ass, and once she felt him at work she stiffened up considerably, started by the grope and by the suddenness of it. It was all positioned so Rosa and Hilda saw nothing, but they both knew full well what was happening.
"Let's get moving," Christine said nervously. "It's good to see you two again; I've made tea, and Jane did some baking before she came over." She shivered, as Ash grabbed picked up his bags and very helpfully carried them off to Hilda's home nearby, such a short walk from the airport that nobody need to drive anywhere. Pushing his improper motion out of their heads and hoping it was nothing, Jane and Christine focused on catching up with their daughters and paying little mind to the many questions they were left with after his squeezes, not knowing the other had been treated to the same grab either.
Christine's home was another little reminder of home for Ash. A small little two-story house just perfect for a single parent and her one child. It was exactly the kind of home he'd grown up in, and he liked the warmth of the place as he settled happily in. Hilda had already told him everything he could have wanted to know about setting things up so that he had a chance to ruin and pervert his new girls' mothers, and he was happy to plan around those things. The living room was arranged with a three-seater couch sitting opposite a two-seater, with the coffee table in the middle for good measure. Knowing that, as Christine said, "Make yourselves comfortable, I'm sure you've had a long trip. We'll bring you the tea and sweets shortly," they all followed the plan to a T. Ash sat in the middle of the three-seater as blatantly as possible while Hilda and Rosa took the couch opposite him all to themselves, ensuring their mothers were going to be sitting on either side of Ash and completely open to his perverted hands and all the magic they could work.
"It's probably nothing," Jane said lowly in the kitchen as they prepared the tea, "But when Ash went in for a hug, I think he..."
"Took a big squeeze at your ass?" Christine asked, and watched the relief wash over Jane's face in knowing it wasn't just her. "Yeah, he did it to me too. I didn't want to say anything about it, but... I don't know, is it maybe a Kanto thing?"
"Do you think he's dating one of them? Should we say something?"
"For now, I think we should just say nothing, and see what happens. Our girls both really like him, and I don't want to get in the way of any of that, you know? If I met my idol when I was eighteen and my mom told me he was a bit of a creep it have gone in one ear and out the other at best, and at worst made me stomp my feet and swear a bunch. And Hilda's exactly the same kind of monster I was at that age." If only Christine knew that Hilda had taken things much, much further than Christine ever had before.
Jane nodded.
She wasn't entirely convinced, but she did understand Christine's point, and decided it was better to just go by what she said. "It was probably nothing."
There was another factor bothering both of them, though. Ash was a young hunk who had actually paid them some attention. Even if they both looked great for their age, they hadn't really delved back into the dating world since ending up single for their reasons, and for Ash to grab their asses, they both felt a little bit younger again, desirable, and hoping against hope that maybe instead of their more appropriately aged daughters, Ash may in fact favor an older kind of woman. It was still scandalous and crude, but not entirely unwelcome.
Ready to shrug it off, Jane helped Christine prepare the tea, and then both of them carried out trays to the living room, where they saw the seating arrangement and immediately shared nervous looks with one another. But they didn't say anything about it, carrying the trays off to the table and laying them down before taking their places on either side of Ash, nervous but ready to just see where this went.
"Do you like tea, Ash?" Christine asked, taking one of the teacups and pouring herself some, quickly moving to get her sugar and cream in before bringing it back with her.
"Sometimes, but not on an empty stomach. But I can get behind some sweets." He reached forward for a cream-filled bun and happily took a big bite of it, smirking as he said, "Jane, you have some great buns."
"T-thank you." Jane nodded quickly, internally screaming at the very blatant innuendo and at the fact that this was all really happening. It was not a very encouraging way to start this conversation off as she made her own cup of tea and tried to pretend all of this maybe wasn't actually happening. Maybe he just awkwardly phrased an actual compliment about her baking. She didn't want to assume the worst of a man she didn't even yet know.
The girls acted like nothing at all was happening as they made their tea cups. "So," Rosa said, "Do you want to hear the story about how we met Ash?"
"Of course, honey!" Jane said, smiling brightly at the offer. Weirdness aside, she definitely wanted to find out how her daughter had met a famous champion, especially one she idolized so much.
With Jane and Christine both focusing their attention on their daughters' story, there was nothing stopping Ash from getting handsy with them now, as he leaned comfortably back and waited patiently for the story to begin and for things to get a little bit crazy.
They couldn't well tell the actual, real stories of how they met Ash. Those were insane and would have blown the surprises too quickly. No, they needed to be more careful than that if they wanted to keep everything working properly. Ash bargaining sex against Hilda and breaking her on his cock, then his twisted walk in the park enticing Hilda to become one of his collared fucktoys made for horrible first impressions. So instead, they began to gang up to spin a very banal and bland story about how they had run into him in the hotel and everything was all very normal, sensible, and how regular people met. Little peeks here and there of jokes and talk of the tournament helped keep everything sounding like it was focused on something approaching normalcy, and that all worked well to lull the women into his clutches.
Ash knew he had to play this at least kind of subtly, as he let his hands slip slowly behind the women, rubbing slowly along their backs. He felt them both stiffen up a bit against his touch, but neither pulled away from him, and he felt bolder, reaching down lower, settling his hands underneath their perky, round ass and giving them both nice, firm squeezes. Harder this time, and able to last longer than he could have gotten away with during the hugs. This was bolder and bigger now, something more aggressive and wicked winding him up. He was almost tempted to try and make a move on one of them right there on the couch, but restraint thankfully got the better of Ash, keeping him from doing anything too insane or drastic as he kept in place and let them slowly come to the realizations together.
The women took it a little differently. Christine sucked down a tense breath at the suddenness of Ash's touch, remaining stiff and nervous as she sat there, while Jane, mature as she was, couldn't help but press back against his hand a little bit, embarrassed to be doing so but not really in a position to stop it. She just couldn't help herself. There was something about being touched after so long that she just couldn't fight against, and as Ash pulled her skirt up from underneath her, he was happy to get in closer, feeling her up through her panties as he got even bolder with Christine, hand slipping down them along with her jeans as he started to caress and grope at her bare ass instead. Ash knew he was unstoppable here, damn near bulletproof, and he was almost too eager to lay into them with all he had.
Neither wanted to make a scene or say anything, so they kept quiet, nervously accepting this fondling as they stared at their daughters, pretending to pay attention to the stories they were being told as if it was something they could focus on at all. But they couldn't. Not with all of this groping occupying their thoughts. There was nothing they could to help themselves here, as they accepted his touch for the better good of something that didn't feel even remotely defined or comprehensible. Ash was stepping over so many lines here, but even as they worried about that fact, creeping lust began to seep into them, leaving them frustrated and guilty about how badly they felt torn, actually wanting him in spite of the insanity behind what was happening.
Knowing full well what Ash was doing to their mothers, Rosa and Hilda said nothing, letting it keep on happening as they sat idly by and just accepted it, caring much more about letting Ash set them up for their fall, knowing soon enough there was going to be fun had by all, and they wanted to let it happen quickly. Sitting there knowing full well that Ash was fondling their mothers was a surprisingly hot and arousing kind of thrill, one that startled them for how much they were getting all wet and needy under the excitement of this situation, but they held themselves together well, obedient and wanting to have their mothers join them more than they wanted to get fucked. With that in mind they held steady, pressing eagerly onward with their story until it had wound through just about all of the turns they could make up for it on the spot.
Then, with abrupt and odd timing, Hilda got up and said, "Anyway! We want to go catch up with Professor Juniper. You guys have fun getting to know Ash, we'll be back after!" Rosa perked up behind her and the two very swiftly left the house, so fast that neither woman knew what to do about it.
As the door closed, Ash's hands switched around front so swiftly that they couldn't react before he had his fingers all over their mounds. "You're both soaking wet, just from having your asses groped. How long has it been since either of you got fucked?"
Things took such a sudden and swift turn that neither Christine nor Jane knew what to say, gasping and moaning in surprise as hands bore down upon them and fondled their pussies. He wasn't subtle about it anymore. He didn't have to be. Ash was free now to feel them up however he wanted, as they squirmed on the couch.
"What are you doing?" Christine shouted, shivering as she tried to shirk back nervously, and Jane grabbed at his arm, frustrated and trying to pull it back.
Jane was livid. "In front of our daughters! What kind of a pervert are you?"
"Shut up and stop moving," Ash said, voice so tense and hot it almost slapped them in the face, and both women were surprised to find that they went along with his snarl, clamming up and stopping their attempt to push off his advances. "Good. Now, listen to me very clearly. I could tell from the moment I first laid eyes on you that you're both pent up as fuck. You need a big cock to fuck the tension out of you, and it just so happens I've got a bigger cock than either of you have ever had before. So you're both going to let me fuck you while your daughters are out, and then once they're back, you can explain to them that you're hooked on my cock. That sound good to you?"
"I should have warned Rosa after you groped me at the airport," Jane groaned, pulling again on his arm, and he withdrew it from up her dress before long. "I only hope you haven't already done anything to my little girl."
Ash would have loved to tell Jane that her 'little girl' is a fully grown adult woman who knew what she was doing perfectly when she throated his cock down to the base on the plane ride there. But not only would that have caused some problems, he didn't get the chance to. With a loud, eager, "Fuck it!" Christine's hands flung forward, undoing Ash's belt and tugging his jeans off in an instant as she leaned over his lap, fishing out his cock.
"Christine, what are you doing?" Jane asked, scandalized by the fervor and panic that she saw in her friend as she pulled Ash's pants off and then whipped his cock out, a nervous gasp bubbling up as she realized just how much cock there really was. Ash's massive, eager cock swung upward, standing so high and so proud that she really didn't know what to do about it or how to process what she saw, bit her bottom lip found itself firmly between her teeth whether she realized it or not.
"I haven't had anything but plastic between my legs for ten years, Jane," Christine groaned. "I don't care if it's wrong. Look at this cock!" Almost drooling as she grabbed hold of it, Christine laid kisses down onto Ash's shaft, whining, "A young stud with a huge dick coming up and grabbing my ass might not be a fairy tale ending but beggars can't be fucking choosers." Licks followed, desperate and aggressive as she laid into the cock with all of the oral attention and frustrated affection she could muster, aching with need and frustration as she started on and let herself go. It felt too good to care about anything else now, as she let herself go. After so long of nothing but dildos, the idea of just opening herself up to the idea of pleasure was enough for Christine to give in.
"That's it. Show that cock some love, and I'll pound that hot pussy of yours so hard you'll forget you ever had to wait." Ash's fingers threaded into Christine's hair as he pulled her in, shoving her down and urging her forward, stoking the flames of all of her hunger and desperation as she let herself go. Ash liked the idea of an immediate and eager acceptance of his terms, but he liked the idea even better of testing the boundaries of it. "Just get that mouth to work and act like a slut half your age, and I'll take care of the rest."
Jane watched with wide eyes and a nervous shiver at the way that Christine slurped Ash's cock down, startled by what she saw but unable to take her eyes off of it. It was indecent and raw, something she should have been better prepared to shirk away from, but her eyes remained fixated on the sight of Christine so hard at work, unable to pull away or be decent. She couldn't speak either, just sitting there in mute awe as she watched Christine suck on Ash's cock even as he said the filthiest and most confrontationally vulgar of things, almost painfully obvious in the way he sought to test the waters and push her down as deep as he could. But she could do nothing about any of it.
The sloppy, loud sucking made Ash groan loudly as he watched Christine go. He didn't need to provide very much pressure at all to make the sex-starved MILF go all out on his cock, as she took him down into her throat so swiftly that he felt like just letting this happen and watching at what she was going to do. He was definitely seeing more and more of Hilda in her as she lavished his cock with deep, sloppy attention, though, delighted to feel her eagerness taking root. "So desperate! I can tell this is your first taste of cock in forever, but it's okay, you can have as much of it as you want. You can keep gagging on my cock until you awaken the inner slut you've been holding back all these years."
It was such a vulgar way to be treated, and on any normal day, decency would win out for Christine, who should not have been liking it so much when Ash called her a slut, but she so deep in something so horribly messed up that she couldn't even process those kinds of thoughts correctly, but she knew above all else that she truly, earnestly wanted Ash. That it was all she really cared about in the throbbing midst of the moment, as she continued to choke his cock down her throat, sputtering and shivering as she was challenged by the first cock she'd taken in a decade. Not only because it had just been so fucking long for her that now that she finally had a dick she wasn't sure what to do with it. Ash was bigger in every way than any other man she'd been with, and even if she weren't horribly out of practice, his cock would have been a challenge.
A challenge Christine felt almost unstoppable in taking on. She sucked his cock down as hard and as fast as she could, all of the noisy slurping sounds she made proving indecent as they bubbled up from her throat and she felt herself in way over head in actually taking him on, but she persevered, surprised she could handle his cock, but emboldened by the realization she apparently could. The more she got of him, the more she felt like she was ready to learn just how to handle him, not yet knowing that Hilda had done the same, thinking she was sneaking around behind her daughter's back to nab the boy she clearly wanted.
Jane wasn't even thinking about Rosa. Not one single thought about her daughter as she squeezed at her dress and watched in awe at how Christine went at Ash's cock, frustrated by the sight of her so lovingly at work. She'd been suffering for about as long as Christine had, waiting with unbearable frustration for something to come along but never really pushing for it. Then came Ash, and now she watched in awe at Christine handled him so shamelessly, giving in to his demands and leaving her sitting there wondering if she ought to give in too. It was a powerful idea, something that held an intense sway over her as she watched, indecisive and burning up under the unbearable feelings that followed. This was way more was good for her and she knew it full well, but she felt like she couldn't help herself.
Leaning slowly forward, Jane felt so curious and frustrated as she laid a single kiss down onto Ash's cock. For as deep as Christine was and how loudly she gagged from the penetration of her throat, there was still so much cock she hadn't yet sucked down, and Christine marveled at that fact as she leaned forward and allowed her mouth to press in firm against his shaft, curious and eager as she felt the excitement take hold of her. This was a lot to handle, and she had no idea how to approach the vast majority of it, as a hand slipped into her hair, Ash pressing her in tighter and Jane surrendering to his touch. To a touch she didn't even fully understand yet, but which bore down upon her with such insistence and authority that she just felt compelled to give in to it.
Her tongue began to lick in broad motions across his cock, a shudder creeping up her spine as she leaned in, surprised by everything she was doing as she started to give in, soft little moans rumbling up Jane's throat as she felt herself overwhelmed by the excitement. She wasn't ready for this, and as stared up and found Ash's eyes brightly staring back down at her, she was absolutely certain of that fact, but could feel a creeping excitement shuddering through her strongly enough to feel like this was still what she ought to have been doing, reassured by his dominant gaze that this was alright and that she should want this. None of it yet made very much sense, but she was willing to see where it went.
Christine pulled up from Ash's cock, moaning softly as she looked toward her friend. "You try it," she moaned, kissing the head and tilting it toward Jane's lips. She watched with glee--as did Ash--as Jane leaned forward and parted her lips, starting off with some hesitation, but once her lips pressed against his head she felt herself overcome by a mental push that just urged her impatiently forward. She sucked Ash's cock into her mouth and felt everything changing as she pushed forward, taing him down deeper as she felt the growing, bubbling excitement take hold of her. She was surprised by just how easy it was to get going, as she felt Ash's hand on the back of her head encourage her down a little bit, not harsh or cruel, just helping her realize she could do it.
And she did. Jane had never handled a cock like Ash's before, but she found herself so engrossed by the sight of it and by watching Christine that she just couldn't help herself. And as she took him down into her mouth, Jane felt like she had done the right thing, moaning louder and bolder as she taste the hard, aching cock just begging for her attention, tightly wound up by a dry spell so great that she stopped caring about the indecency or the wrongness behind everything Ash had done since landing, caring instead only about letting herself go.
Leaning in lower, Christine licked along the base of Ash's cock, unable to keep her hands off of him as she stared up at him hungrily. "I'm gla to see you like older women," Christine moaned. "We've both been so pent up without any man around, but I can tell you want to help us now. Please, Ash, give us what we need." She whined, shivering as the ecstasy and excitement burned up so hotly through her. She was surprised by what she was feeling, but how quickly the sensations all burned down upon her, so fervid and intense that she didn't know how to handle any of them.
Jane pulled back off of Ash's cock, and she and Christine started to share it back and forth, taking turns sucking him down, Christine needing no help to suck him down into her throat and Jane starting to learn as she sought to catch up with her friend and not disappoint either. Through it, all Ash had to do was lean back and enjoy the hot, hungry mouths relearning their trade against his cock, moans rising up hot and uncontrolled as they let themselves go completely, embracing the special kind of shamelessness that they never thought would overwhelm them so intensely. When they weren't sucking him down, they were licking down his shaft, kissing his thighs and even his balls when they felt bold enough for it, and together they left the cock glistening with a thick layer of spit.
As they sucked his cock every which way, they grew wetter, hotter, needier. They could feel their panties clinging to their hot, slick mounds as they gave Ash's cock all of the sloppy affection and even worship it was seeking, so deep into the embrace of their brazen lusts that they just couldn't help themselves. They needed to give Ash's cock their most thorough loving, and they sank almost into a cock-fixated trance as the pleasure took firmer, hotter root within them. They knew this was utterly insane, but there was nothing they could do now but give in to craven hungers taking hold of them and steadfastly refusing to ease up on their poor, tense, desperate bodies. There was little else that could be done to help them now, as they just gave in to it.
All of the hot, sloppy back and forth sucking of his cock had Ash groaning and squirming on the couch, hands on the backs of their heads and urging them on as they leaned over his lap from beside him, both lovingly working at his cock together until it was twitching and aching in their grasp. "I'm going to cum," he warned. "Pull back, I want to blow all over your faces." The words should not have enticed Jane and Christine like they did, but they both did as told, Christine withdrawing back from throating Ash's cock while Jane licked her way up to his tip. He pushed them in against his head, and as the women's' eyes locked in realization, it was too late; they were already hotly sharing a kiss with his cock, lips brushing together as surprise and confusion set in. They shivered, but didn't hold back from it, pressing forward and moaning loudly as she gave themselves up to the pleasure consuming them, moaning hotly as Ash's cock erupted all over their faces, hot shots of warm, gooey spunk splattering onto their faces.
The cum was so incredibly warm. Both had forgotten just what it felt like, and as they shivered in the ecstasy and warmth of Ash's hot load on their faces, they felt hands urging them gently together. They accepted Ash's push, and pressed forward into a hot, sloppy, direct kiss with one another, moaning loudly as they shared the taste of Ash's salty, thick seed with one another, shivering in confusion and surprise at just how good their bodies felt, how badly they ached. They were so desperate now for something real that they locked lips with their long-suffering best friend, startled by the frustration and passion behind the kiss as they let themselves go. They had never entertained such an idea before, but as their kiss deepened and intensified, the thoughts began to take firmer hold of them. They moaned and shivered against the hot kiss, surprised by what they felt, but happy to give in to it all.
Ash watched the women make out, watched them slowly burn up with need and a growing sense of overwhelming, throbbing hunger that clearly neither of them were prepared to deal with. He liked what he saw, and the certainty that he was in control now helped push him eagerly forward as he pulled them apart, watching their gazed shiver happily up toward his as he growled, "Strip, both of you."
They nodded, shivering and rising up to their feet and pulling their clothes off. There was little sultry or teasing about it; they were women in their thirties who hadn't had sex in about ten years, so neither was really sure how to undress in a way that looked sexy as all hell, but that didn't matter to Ash as he watched them undress, delighted to see in their full figures that they had aged very, very well, and had the same bodies as their daughters by and large. Ash rose quickly up to his feet, staring hungrily at them as he began to touch them.
After being groped through their clothes and taunted with hot heat and ignition of lust, Christine and Jane accepted Ash's hands as he smacked their asses, squeezed their tits, even pressed his hands right up against their bare mounds again, rubbing at the stick wetness there, delighted by the feeling of utter need that they showed. Moans followed as they leaned against him, hands grabbing at his arms to pull them in tighter, urging him to touch them however they wanted.
"It's been years," Jane moaned, burning up with relief.
Christine nodded feverishly. "I forgot how good it feels to be touched by someone else."
Ash was delighted to hear their neediness, guiding his hands down toward his cock, both women happily caressing and stroking his cock as he continued to grope at their plump tits and squeeze at them every which way. They looked immaculate for mothers at their age, and he was more than happy to indulge now in their gorgeous bodies. "You won't have to go waiting again, I'm going to make you both into well-fucked, happy little sluts, I promise you." Neither would have responded well to being called a slut moments earlier, but now they moaned in excitement at the idea. "Now, who am I fucking first?"
"Fuck Jane first," Christine panted, clutching at his cock firmly and whining loudly, knowing she was letting go of something special here but unable to deny it. "She needs it. I can wait, as long as I get to see that she's enjoying herself." She leaned in to give Jane another peck on the lips.
Jane was startled by the offer, and didn't want to be impolite in waiting or denying her that chance. Not that she would have had it in her to make that same kind offer, shivering in ecstasy as she stared at Ash, then back down at his cock again, letting out a nervous whine. "I've never asked a man this before, but... Can you fuck me? Hard?"
Ash's eyes flickered with excitement as he took hold of her. "You were a good, straight-laced woman before, weren't you?" he asked, fingers pushing up her pussy hard and quick, making Jane gasp as he tugged her in tightly. "A vanilla housewife who never did anything dirty or got fucked like an animal?"
"That's right," Jane confessed, jaw quivering as whines bubbled up from her throat. "I've... I've always been a very calm, vanilla kind of women. Sex has always been very..."
"Plain? Unsatisfying?" Ash pressed up against her, pushing his lips against her ear and running his hands forcefully along her body. "Your kiss with Christine was the first you ever had with a woman, wasn't it?" He smirked in delight as she nodded slowly in agreement. She was as ripe and vulnerable as could be, even if she was in a whole different world now. "Then let's see about changing that. Christine, get on the couch and spread your legs out wide."
Being involved and addressed made Christine yelp in excitement as she took her position on the couch, happily giving Ash whatever he wanted. "Like this?" she asked, thighs parting as her slick, glistening pussy quivered with excitement.
"Exactly like that." Ash then proceeded to push forward, bending Jane over and pressing his cock slowly into her pussy, starting off patient and steady before he eased in deeper, excited by the way she whined against his touch, ready now to move in. He drove her further forward, grabbing her arms and pulling them back as he began to sink forward, his cock driving steadily into her, eager thrusts not exactly being patient about loosening her long neglected pussy up to his touch. Jane gasped as the cock sank into her, her inner walls opened up by the fat prick that eased in deeper and deeper, until she could feel Ash's hips against her perky butt.
"How is this even fitting all the way in me?" she whined, head rolling back as she looked over her shoulder at Ash. "You're so big."
"I know," Ash said, holding tightly onto her arms and starting to nudge her with his legs, walking her slowly, clumsily forward. "This cock is everything you've been craving, isn't it?" She whined in agreement. "And Christine was willing to let you have it first, so you had better thank her with that hot mouth of yours." Ash walked Jane those last few steps until she had her head right in front of Christine's pussy, and immediately, Jane understood what she had to do. As Ash drew his hips back and took his first big, real thrust into her tight snatch, Jane pushed forward and happily buried her head between Christine's thighs, running a clumsy lick up her pussy as curiosity began to take hold of her and she wondered how she was going to do all this.
"Oh, Jane," Christine moaned, grabbing the back of Jane's head as excited, fervid hunger got the better of her. She pulled her friend in tight, desperate and eager as the hot pressure mounted within her, the excitement of giving herself up to something this craven and insane helping excite her after her selfless push for Jane to go first. "It's okay, take your time. I know you've never done this before, but I know you'll do great." The naughtiness of the idea was what really excited her, as she and her best friend indulged with this hunk half their age, who pushed them into things they had never thought to do before, accepting the idea of giving in with hot, molten surrender to ideas far beyond their most depraved and eager understanding.
Ash didn't wait too long to get to work on giving Jane's pussy a proper fucking. The incredible tightness of the pent up single mother who had been unloved for far too long helped keep Ash moving with feverish indulgence as he took to fucking her raw, surprised by how easy it was as he got going, her hot snatch offering up little resistance to the aggressive push forward. "No woman should ever have to be this desperate," Ash groaned, hammering forward faster. "At least, not unless she needs to be punished." The words sent a nervous shudder up Jane's spine as she realized just what kind of man was fucking her, but even still she couldn't bring herself to care, accepting his cock inside of her as she let herself go, let the insanity of him an his darker sensibilities open her eyes.
Thankfully, she had something to do in trhe midst of it, happily working to eat Christine out as she pushed forward, her very first time going on a woman coming with surprising ease her tongue worked, not sure how to translate what she liked and had felt all those years ago into her own actions, but she was determined and wanted nothing but pleasure for her dear friend, and that excitement helped push the very needy and touch-starved Christine into vocal appreciation of what was happening, squirming about on the couch as she was taken by the burning heat and the excitement. Standards weren't exactly high and choosy for Christine, who just needed to feel someone touching her to melt down into a hot wreck of moans.
Knowing it was better to keep the nasty surprise for once things were sealed and he had them compeltely hooked on his cock, Ash avoided making any untoward remarks about their daughters as he focused on fucking Jane from behind as hard and as fast as he could, groaning in delight as he let her have it and enjoyed the unbridled thrill of just fucking her as hard and as fast as he could. Christine's thighs couldn't muffle Jane's ecstatic moans as he took her hard from behind, and he felt bolder, more eager, starting to slap at her hot ass as he bore down upon her with all of the aggression and fervor he could muster, knowing she was primed now to let him do whatever he damn well pleased and using that knowledge to great effect in doing whatever he wanted to her.
"By the time I cum in your tight pussy you're not going to be an innocent, vanilla woman anymore. You're going to be a dirty, cock-loving whore who begs me to fuck her. Nobody gets broken in by my cock and can go back to anything less. I'll keep fucking you, and you'll happily submit to dirtier, more perverted things, and you'll love every second of being turned into a kinky slut who can't even remember why she ever liked it any other way." His hand bore down on Jane's ass again, her yelps rising up hotter as she was taken by storm, overwhelmed and lit up by the pressure that simply would not ease up on her. Ash was on the warpath now, and he felt bulletproof as he fucked Jane to eager, muffled moans, his every cruel word doing nothing to dissuade her from this path as she gave herself up to him entirely, burning up with the heat and the hunger taking firm, vulgar root. Ash knew he was on the right track as she submitted completely to him, and all he needed to do now was keep the pressure up as he let her succumb to her own lusts.
Jane was under too much pressure to handle this. From every which way, she was getting fucked into hot, burning submission, and loving every second of it against all logic or understanding. This was way more than she was ready to handle, but the pleasure was so intense and so satisfying that she didn't care, giving herself completely up to the throbbing pleasure of Ash's hard cock at work in her pussy. She felt ready to submit, happily giving in to his cruel words and to the craven ideas he offered, as pleasure so incredible burned through her that she didn't for a moment think about wanting anything else. She kept feverishly licking at Christine's pussy, loving where she was and loving the chance to go all out on this insane arrangement, ready to succumb completely to the ideas and insanities that overtook her. This was where she belonged, she reasoned, and let herself go completely.
All of the licks and kisses against her needy, hot pussy kept Christine moaning loudly as she writhed on the couch. Her hands groped at her breasts, thighs pressed down against Jane's head on either side to keep her in place as she rocked through the excitement, eyes firmly settled onto Ash's cock hammering forward and how Jane's ass shook from each impact of his body slamming against hers. She watched on in envy, not quite consumed by the jealous need to give in as she let herself be consumed by the hunger of seeing Jane at work, but she was definitely too worked up not to lose herself to it. Christine knew she was had done the right thing in letting Jane go first, knew she was being a good, considerate friend and that this was better for everyone involved. But fuck did she wish that cock was buried balls deep inside of her now instead. It was an intensity that left her desperate, left her aching and hot as she wriggled about, letting the hot mouth work her closer and closer to the edge.
"Are you ready for me to make you my whore?" Ash asked, grabbing hold of Jane's hair and tugging on it so hard that she yelped in surprise, the pain rushing through her but sending bursts of electrifying bliss surging up through her body in the process.
"Yes!" Jane screamed in full acceptance of what was doing, ready to embrace everything. "Make me your filthy slut!" She was just too gone not to have anything left inside of her but indecent surrender. If the cost of getting fucked like this was giving in to some special kind of depravity, then she'd happily take it.
Ash shoved Jane's head directly between Christine's thighs again, forcing her onward as he picked up the pace, fucking her hotter and faster as he drew closer to the edge, balls slapping against her thighs and her clit as he drove with unbridled, brutal glee forward, not stopping until he had proven his point thoroughly. Every smack against her ass felt bolder now, more confident and ready as he ploughed Jane without a care, burning her up with his aggression and his fire until she lost herself to the sudden, hot bliss overtaking her, a gasping, howling wreck losing herself completely to the heat and the excitement. Jane was so pent up that she beat Ash to the punch, her pussy clamping down around his cock as he buried himself forward, cock slamming into her spasming hole one last time. Only then, balls deep in the needy MILF, did he let go, his cock erupting with a flood of hot, potent cum that set her alight with sensations she had not felt in so long that she almost didn't know what to do with the pleasure. Christine's orgasm was almost a footnote by comparison, even with how loud she was about squirming through it; Jane was on a different planet now.
Once calmness settled over the room, Ash grabbed hold of Jane's hair and pulled her back up, straightening her out. "Say it," he said, hand reaching for her tit and giving it a firm, possessive squeeze.
"I'm your whore," Jane whimpered.
"Good girl." He then proceeded to shove her right off of his lap and onto the couch, slumped down right beside Christine, cum leaking out of her thoroughly fucked and ravaged pussy. His eyes then followed along toward Christine, who sat there with need in her big, bright blue eyes, biting her lip tightly as she stared up at him, reverence and need in her eyes as she ached for him. "It's your turn now."
"Break my pussy in, please Ash," Christine moaned. "I need your huge cock to wreck me. I never want to go without sex again and if being your slut is what it takes then I'll give myself to you happily. Just have me now." She was so ashamed of these words, but she no longer cared, needing it too badly to be bothered by anything, certain that once Ash fucked her raw she wouldn't be so pent up or concerned any longer.
Shoving forward, Ash pinned Christine right down to the couch as he shoved forward, grabbing her legs and lifting them up, forcing her to bend like she hadn't ever had to bend before as they went up in the air, forming a big, lurid v shape as he held them in place and pretty much folded Christine in half, opening her up now to get hammered into right there on the couch. Without shame, Ash drove forward, slamming his cock with one swift and brutally executed thrust deep into her pussy, and Christine howled in ecstasy as she felt him push into her, felt his cock claim her hole. Just like Jane's, it was incredibly tight, incredibly needy, and sopping wet, which gave Ash all the reason he needed to hammer on and make something of this twisted situation. It was everything that Christine could have asked for, as her head rolled back and she let out ecstatic whines.
"I feel so full," Christine moaned, as Jane's hand caressed her cheek, her friend leaning in against her and peppering her with kisses that helped adore her body as she was taken so fiercely. 'Oh, Jane, how did you handle all of this cock? I feel like I'm going to break!"
"Just let it happen. He'll fuck you looser. It feels amazing, I know. But he got straight-laced old me to say I was his whore; you'll thrive soon enough. Just give in to it." Jane was happy to provide more affection now to Christine as she kept in tight, leaning forward and adoring her ewvery with way, loving the sweet delight of just pressing in tight and embracing the unrelenting chaos of this whole situation. Everything that she felt, Christine was now able to feel, an that excited Jane as she watched her go, feeling much happier for her now that she had experienced the thrills all for herself.
With tireless, hard thrusts, Ash worked to pound into Christine's pussy with unrelenting fervor, groaning in excitement at the unbridled thrill of claiming two of his girlfriends' moms, so aggressive and shameless in how he went that everything just felt so right. Faster, harder, hotter, he let himself go, let the pleasure become the means by which he made the burning bliss take hold of him. There was no greater pleasure than this, and he was unrepentant about getting everything he could from this turn of events, making Christine yell and holler in bliss as he took it to her hard, finally feeling like he was comfortable enough to take it now.
"Your daughter didn't take me this well the first time," he growled, and watched the shock play across both their faces in sudden realization. "But she was so eager. A lot like you. And Jane, I'm sure by the time you're broken in you'll be just as energetic and needy a fucktoy as your sweet little Rosa is. She was so happy to get down on her knees and slobber all over my cock, but she had to watch Hilda do it first, just like you needed Christine to show you how good it was. You're more alike than you think."
Nervous whines of frustration followed at Ash's wicked remarks, neither woman knowing how to handle it, but as Ash reached harshly forward to slap Jane's ass and shove his fingers up her used pussy, and with Christine full to the brim with cock, netierh of them were able to vocalize any complaints, kept silent by the rush of pleasure that ensured they were instead overcome with the frustrated guilt of knowing now the truth about Ash but feeling helpless to do anything. Or maybe they just didn't want to. Maybe even knowing that Ash had fucked their daughters couldn't make them pull away from the indulgence. They whimpered and stared nervously at one another, then back in Ash, indecisive and nervous.
"It's true. I broke your daughters in. Made them both my collared, depraved little fucktoys, and the reason we're here is because they agreed to sell their horny, pent-up mothers out to their favorite stud. They knew I was feeling you up on the couch, and they left so I could break your pussies in and fuck you like you deserve. Because they care about their mothers, and want them to be happy. Does it turn you dirty little cunts on, knowing I've wrecked your daughters?"
More whines followed, confused noises that indicated it turned them on more than they were willing to admit and much more than they liked, but the pleasure was undeniable, and Ash happily smacked Jane's ass and Christine's tits as he proved his point, laughing out with pride and glee as he just kept on fucking Christine and fingerbanging Jane into submission. "Dirty cunts, just like your daughters are. Rosa slobbered all over my cock during the plain ride, and about three minutes before landing I creampied Hilda's ass, then I had Rosa eat the cum right out of her gaping hole while I jerked off all over her own ass. Maybe I'll do the exact same to both of you after." The guilty noises that they made in response were almost like a drug to Ash now as he kept on going.
"I'll do it," Jane whined, cheeks lit up in shame as she went along with it. "I-I said that I would be your whore, and I meant it. I'm almost... I'm almost glad to hear Rosa was thinking about me like that, because I really did need this and it feels so good! Maybe this will bring us closer to our daughters, Christine."
Christine wriggled about under the pressure before confessing, "I agree! Please Ash, cum inside of my pussy, just like you would if I was Hilda. Let me feel what she feels, so I can be closer to my girl. If it makes her and Rosa happy, and it makes us happy, then what's the problem?" Christine's cheeks burned, her head buzzing and throbbing as it rolled back and she felt the overwhelming pressure take hold of her. Without hesitation she gave in to it, squealing in shock and hot, burning ecstasy as she let herself go, body shuddering with the blissful, hot surrender. "Cum in me!" she screamed again, and this time, her body tightened up as she did so, hot, searing ecstasy taking hold of Christine as she let herself go, the pleasure burning up through her, body twisting and bucking through a powerful orgasm, and Ash was happy to oblige. He shoved forward, burying himself to the hilt inside of Christine's needy cunt and blowing a massive load into it, watching as her eyes rolled back and pure satisfaction awaited.
It was at that moment that from the kitchen, Hilda and Rosa emerged, wearing nothing but their collars. They had snuck around back and slipped into the house again, happily watching Ash make a move on their mothers and break them in, and they were both happy now to see them go. "I'm so glad you gave in, mom!" Rosa squealed. "Now we can become closer."
"And I can't wait to share master's cock with you," Hilda agreed, the two girls walking over to their confused mothers and shoving their lips right down into hot, hungry kisses that made both Christine and Jane shiver. But they accepted the kisses, eyes closing and hot, throbbing excitement taking root as they realized their girls had not come empty handed. In one hand, they held collars for their mothers, and in the other, they held strap-ons just waiting to be pulled on and used, and there was little mystery about what the intention was for those. "Put this on."
Ash withdrew to give the girls a moment, daughters helping their mothers into their matching collars, which they happily accepted, questioning none of this as then came the kisses and the handiness', Hilda and Christine holding back nothing in the way they groped each others' tits and made out, while Rosa was startled by how abruptly her mother slapped her ass and tugged her down for a kiss, so far gone that she was even faste than her daughter now in her hot acceptance of these terms.
"You made my mom a real slut, master! Thank you so much," Rosa moaned. 'I can't wait to fuck you now, mom."
Ash shoved the coffee table out of the way with ease and sat right down on the couch. "Christine, Jane, on your knees in front of me, get those tight butts up high and present your owned, creampied pussies to your daughters. They're going to fuck you, and now that you've learned your place and accepted you're my whores, I want some better head."
Everything moved swiftly. It helped that Hilda and Rosa were there to guide their mothers fervidly into position, but it also helped that Jane and Christine had been broken in so swiftly that they were happy to do whatever they could to obey now, everyone getting into position so feverishly that before they could even get their lips upon Ash's cock, they had their daughters' strap-ons buried up their pussies and fucking feverishly. The thrusts pushed them forward, urged them the rest of the way as they began to work hungrily at licking up and down Ash's cock, moaning loudly as they gave themselves up. Within mere moments they had gone from scandalized at the idea Ash had fucked their daughters to getting fucked by said daughters, not even swapping but going right for full-bore incest, and not even for a moment did they care about doing a damn thing to stop it.
Tongues licked their way clumsily up Ash's cock, now coated in the sticky, tart layers of their pussies as they cleaned their own juices off of his cock. There was no shame in their embrace though, as they happily succumbed to it, this time owning up to the idea of kissing as they did so, as each incidental pass of their tongues against one another felt welcome and exciting, like something they were much better prepared to do. This was all going so well for both of them, and neither wanted it to stop as they opened themselves up to more firsts than they could have ever imagined now. As they did so, their eyes stared up hungrily at Ash, seeking approval and adoration in their gazes.
"Good little cocksuckers. Does it feel good to get fucked from behind by your not-so-little girls anymore? Hilda and Rosa are even dirtier, more depraved fucktoys than you are, at least until I've broken you in right, but they're going to help me make sure their moms are just as subservient and devoted to their master as they are."
"You're doing amazing, sweetie, please keep going," Jane whined.
"Fuck my pussy harder, Hilda! It's been too long for me, fuck your other right."
Neither could believe this was happening, but both accepted it, the overwhelming rush of pleasure they felt in just giving in keeping them burning up in the chaotic thrills of letting go. It just felt too good for them to be able to hold back, and the more they embraced this pleasure, the hotter still it became, something powerful and craven that overwhelmed them utterly. This was pleasure on a level they ahd never known and had no way to understand, but they knew they wanted more, hips shoving back against their daughters' laps as they begged them harder with their strap-ons.
Hilda and Rosa shared a smug, eager high-five as they slammed into their mothers' pussies hard. They had become very well accustomed to using strap-ons, given the nights spent in Ash's suite with only one real cock for four women, but never had it been quite as satisfying and indulgent as now, when they were hammering into their own mothers, so deep in the special kind of debauchery and chaos that they really had no frame of reference for how to handle it. This was fucked up in ways the filthy little nighttime 'walk' wasn't, achieving whole new forms of depravity that both of them were all too happy to sink into. However gone their mothers were at this point, they were still much, much worse.
Egged on by the hard fucking from behind they received, Christine and Jane worked tirelessly at Ash's cock, showering it in oral praise, licks and kisses and hot, sloppy, choke-inducing slurps of his cock right down their tight throats. Jane was more confident now, throating Ash's cock deeper and harder, while Christine gravitated again and again toward his balls, licking them all over and at one point even taking one into her mouth to suck on. They were breaking into new territory here in so many ways their heads spun, and the only way to keep from being distracted by it all was to shove forward as hot and as hard as possible to keep it up, letting themselves go as they succumbed to the hot, searing depravity that almost seemed too good to be true, but which drove them mad with excitement.
Ash felt like a king as he leaned back, enjoying the sloppy cock worship by his latest conquests, pulling two mother-daughter pairs down into the most intense forms of filth that he could have imagined, and in this state he believed he was unstoppable. His cock proudly throbbed as the mouths worked at it, the moans and fleshly slapping sounds that followed all serving as the cacophonous rhythm of his new approach to life. Every conquest made his ideas seem even better, and he was shameless about giving in to them all about, embracing the unbridled ecstasy of making women submit so completely to his desires that something like this was just accepted as a good, sensible thing to do, as pleasurable and satisfying. With that in mind, nothing could stop Ash, and he was happy to press on with glee at how well this whole process was going. He hadn't even managed to cross many names off of his list as the Hilda detour led to the Rosa detour led to him breaking both their moms in, but that kind of lucky chaos and the endless supply of beautiful women around every corner helped keep him very excited about what was to come.
All of the pleasure welled up inside of Ash, but even he couldn't compete with the thrills the four girls had to contend with. Between how pent up the mothers were and how excited their daughters were to fuck them raw, the sloppy double oral Ash got couldn't compare. Jane and Christine came hard and loud, peppering his cock with all the affection they could bear, as Hilda and Rosa slammed the toys down to the hilt inside their mothers' hot, spasming pussies, yelling and hollering as the toys buried inside of them by the harness helped push them through g-spot stimulation encouraged on by the thrusting into hot surrender. Everyone came, loud and happy and relieved as the sensations bubbled up inside of them.
Only then did Ash cum, and he came hard, growling in excitement as his hips bucked forward and he hosed Christine and Jane's faces down with another massive flood of hot, gooey spunk that this time landed in their open, eager mouths, and fueled desperate kisses. Not just with each other, but with the girls, as Hilda and Rosa pulled them back and a messy four-way kiss broke out, as they all took a moment to savour Ash's cum together, unrepentant in their slutty indulgence and the raw thrill of adventure that came with the treatment.
Ash let them have some time together and let them work themselves up all hot and hard before he finally leaned back and grumbled, 'I see four mouths doing a lot of kissing that could be on my cock right now." His low, firm darning was enough for them to all shove forward, as the four eager brunettes quickly moved into obedient, submissive position and went for Ash's cock. Christine and Hilda dove for Ash's balls, each taking one to suck on and adore, while Rosa slurped Ash's cock deep down her throat, slobbering and choking proudly as Jane licked the ensuing drool her daughter let out right up off of his base. Four pairs of eager, slutty, bright eyes stared at Ash now with pure affection and submission, and as he leaned back, hands tucked behind his head, he felt like this was the natural order of things, like this was exactly where he belonged.
But even then, never 'satisfied', he was quick to muse, "Maybe I really should pay Professor Juniper a visit. I wonder if her legs are still perfect."
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