Whitzz/544K-RP-Datasets huggingface dataset:
Thread: Here We Go Again... (Pro & Jan)

Drew sighed. Here he was, at the stupid beach with his mom, ready to spend an entire day on... what, exactly? Fumbling in the sand, burning in the sun, choking on the sea water? Well, it wasn't so bad, the fifteen-year-old teen had to admit, or, at least, it wasn't as bad as he was making it out to be. He just didn't understand why his mom had to drag him along. She'd wanted a family day, originally. Mom, dad, son, daughter. Perfect family of four. But their family was anything but perfect. Dad worked a lot, so he was mostly gone. That usually resulted in mom being pretty lonely. Natasha, well, despite their interesting relationship, his sister was still a bitch and he was glad to be away from her. Still, mom insisted on going to the beach go keep up her tan, and with dad focusing on his job and Nat focusing on... whatever it was that bitchy older sisters did, that left him. Him to be dragged along from the house all Saturday just so mom wasn't all bored and lonely while she kept up her stupid tan. It wasn't all bad, though. After experimenting with Natasha and watching his mother drink, he'd found that neither of the women in his family seemed to have a particularly high tolerance for alcohol. Better yet, they both became horny and stupid when they drank too much, which worked well for a scheming, hormonal teenaged boy with nothing else to do other than play video games. And he was confident that, after just one look of what he had to offer, mom would fall in line right behind Natasha. All he had to do was put her there. When mom had been getting ready for the beach at home, he'd made sure to spike her drink with some of the strongest alcohol he'd been able to find in the kitchen. Strong enough to get her flustered, but weak enough to not get them killed in an accident on the way there. Hopefully. Well, it'd all worked out in the end, right? Here he was, in nothing but his swimming trunks, sprawled out on his towel and staring out in to the ocean, with his nearly-naked, bikini-clad mother laying down right beside him. So... now what? Yep, Drew mentioned, voice oozing sarcasm. So glad I came.
Thread: Here We Go Again... (Pro & Jan)

Sophie had never been the most liberal of women, but even she had to keep up with modern trends. That meant that, much to her chagrin, she'd had to forego the onepiece bathing suit that she'd owned for years, and had instead worn a lime green bikini that must have been designed for women with much fewer curves than she had. It felt like if she walked too quickly, the damn thing would snap as it was she was constantly adjusting herself with every stop she took to avoid flashing the other beachgoers. At least the weather was nice. Sunny, but not too sunny warm but not hot, and the water was perfect. Not that she cared. She didn't swim--she was here to lounge around and work on her tan. She had to, otherwise she'd soon be pasty and pale. So, after setting up the beach towel, she did her hair into a convenient ponytail, lay down on her belly, and rested her head on her folded hands. It was hard to believe that she was in her forties and the married mother of two, she still had the body and face of a woman half her age, and her breasts were big enough that they could be seen from her back. At her son's words, she opened an eye and glared at him. And I'm so glad that you want extra vacuuming chores this week, she said. You're spending too much time on those violent video games of yours, Drew. You're talking like a little thug. Maybe we'll make next week a no-Playstation week. That would be nice. Unmentioned was that Drew had an Xbox, not a Playstation, and that it most certainly wasn't a good idea to take it away. Regardless, it was pretty clear that his scheme to get his mother drunk... well, it had pretty clearly failed.
Thread: Here We Go Again... (Pro & Jan)

Dammit. His mom must've had a higher tolerance for alcohol than his stupid, slutty sister. One sip of anything, really, and Natasha was already lit. Mother, though... When she spoke up, he grimaced, frowning at her words. Gross, mom, Drew muttered, letting out an embarrassed sigh, even if no one else was around to really see. Don't be one of those weird tiger moms, OK? Jesus... His mother could be called strict or stern, at times, but he never really considered her to be a particularly lame one. A lame one, sure, but not incredibly lame. Still, he did have to commend her taste in swimwear. Usually, mom went out in a one piece, which... Drew could never really get behind. Only gross old ladies wore those, and while his mother wasn't young anymore, she was far from gross, and with her on her back like that, he found it hard not to stare. The way her breasts looked pressed up against the towel, or her ass, clad only in a small, lime bikini bottom... well... fuck, was she on to him, or something? Maybe she was making this intentionally painful. It'd be a fucked up 'I caught you and your sister fooling around,' but it'd certainly be effective... You're, uh, you're not thirsty? Smooth, Drew. Smooth. Captain-Fucking-Obvious.
Thread: Here We Go Again... (Pro & Jan)

Dammit, that too sheer bottom was riding up her again. Sophie lifted her hips up, just an inch, and tried to tug at it until it covered more of her thick ass... but it was useless. It either clung into her cheeks like a thong, or else stretched across her ass just a bit too low to be chaste, even by modern standards. Eventually she gave up and rested down again, only then realizing that she had been looking at Drew the whole while. No, I'm not thirsty, she said. But I do know something you can do for me. She reached into a nearby beach bag and came up with a bottle of suntan lotion, which she held out toward Drew. It occurred to her that it might be inappropriate to have her own son rub lotion against her back, but i was just her back, and besides, his father wasn'tthere and he'd never been particularly good with his hands--she shook her head but didn't rescind her offer. And her back alone was attractive. A little on the pale side for the moment, sure, but clean, smooth, devoid of imperfections, and the ass, tits, and face attached to it were easy tens.
Thread: Here We Go Again... (Pro & Jan)

As his mother lifted her hip to wiggler her rear, struggling to fix her bottom again, Drew tore his eyes from hers and watched intently as her thick ass jiggled, gaze fixed on her generous cheeks for a couple of moments. Until he realized that his mother was still watching him even as she did this, which admittedly made things awkward and uncomfortable. Drew's face flushed, and he cleared his throat before looking at her again, blinking slowly at what she said. Great. Some stupid chore, no doubt. Well, might as well get it over wi--... Oh. Okay, that wasn't stupid at all. He grinned a little, but tried not to let her see it. Drew studied her backside again, looking at the ass attached to it, the breasts that could still be seen even with her laying on her stomach... yeah, alright. He could get behind that. Sure. Getting on to his knees, Drew took the lotion and moved to kneel just beside his mother, looking down at her back. He was already starting to get hard -- he could feel it, and, after pouring a modest amount of lotion in to his hand, her son worked up some courage, hooking a finger beneath the string of her bikini top to undo the little knot she'd made so that it came loose and fell off. It's a topless beach, isn't it? Drew reasoned, though it was still a questionable thing to do. He kneaded the lotion in to his hands, then kneaded his hands in to her back, being very deliberate in what he was touching. Drew let out a hot breath, sneaking his fingers down her curves, and even touching the sides of her breasts for a moment, crotch riding up against her ass.
Thread: Here We Go Again... (Pro & Jan)

Normally, having her son take off her bikini top unbidden like that would have gotten him slapped, grounded for a year, given extra chores, and possibly sent off to a military boarding school without an Xbox for a hundred miles... but this time, Sophie just grinned. No, she said, in response to his question. But it can be. She winked at him to show that she was just kidding or was she? and enjoyed the feeling of his strong fingers kneading at her soft skin. He was getting a little handsy with her... but, well, she was the one who had asked him for the favor. And besides, there was nothing wrong with touching her on the bare back, was there? Besides, it felt good, Sophie told herself, and that was when he swung a leg over her and straddled her. That crossed a line, sort of... he was unquestionably in a dominant, almost animalistic position, and now his fingers just brushed against the sides of her breasts. It might have been an accident, though. Sophie was busty enough that he might not have even meant it. But then she felt something hard and big press up against her backside. Drew wasn't shy about it either. He positively pressed that stiffness against her, and that made Sophie blush and glance up at him. I know you're not carrying a gun, she said, so you must be pretty happy to see me. She reached back to adjust her bikini bottom again... but in the process, she just sort of ground that big ass of hers back against him. Let's have him get just a bit nervousawkward for a moment
Thread: Here We Go Again... (Pro & Jan)

Fuck, what an ass. Natasha was hot in her own little way, but his mother -- wow! She was a woman . He lost himself for a moment, like he often did when he and his older sister were foolng around, and Drew ground against her rear hard , his cock pressed firm against her thick cheeks. When she spoke up, though, he seemed to snap out of it, and Drew lifted his gaze to look her in the eyes, hands resting on his mother's shoulders. Uh. He winced suddenly, suppressing a groan as mom ground against him. The swimming trunks didn't do much to conceal an erection like a pair of jeans might have, and so his very noticeable and very large tool was sitting flat on her ass, overextending it a bit and even pressing against her back. So he was that big, huh? Yeah... Nat had been shocked, too. I, uh -- I don't know -- er.. Well, what the fuck was he supposed to say to that!? He'd just been caught with his hands in the cookie jar. Or the honey pot. Or whatever. You're crazy, mom, Drew finally muttered. Yeah, that ten-inch erection bursting from her son's bathing suit must've just been her imagination. It looked like he had an entire Pringles sleeve in there.
Thread: Here We Go Again... (Pro & Jan)

Sophie arched an eyebrow at him. I'm crazy? You're the one grinding your cock against your own mother's backside, you naughty boy. She laughed softly to show that she was just joking, and gave her sleek dark red hair a toss. Both Natasha and Drew had darker hair Sophie's had pleasant red undertones to it that shimmered in the sunlight. She looked over her shoulder at him, still resting on top of her proudly as if she was his little bitch to mount at will. And the size of that stiffness in his swimming trunks, wow! Even clothed, even without seeing it, Sophie knew that Drew was a monster. You know, uh... she paused. You're actually a lot bigger than your father. A lot bigger, she said, looking over her shoulder into his eyes. She licked her lips once and then rested her head against her hands again. As if she thought that those words would calm him down. The whole while, her bikini bottom had nestled in between her asscheeks, baring more of her big thick butt to him and the stiffness he was still mashing against her. So you're an ass man, are you? Sophie asked. I guess it runs in the blood... She sighed. Well, if you want, you can grind on me a little bit more. I don't mind. She winked at him in a rather sultry manner indeed.
Thread: Here We Go Again... (Pro & Jan)

Drew's heart was racing. He blamed Natasha for all of this -- blamed Natasha for coming home absolutely wasted and practically molesting him. It'd gotten him hooked, and now thoughts of fooling around with his older sister, with his mother, a lot of times, they were all he could think about, and that wasn't healthy thinking at all. She expected him to turn around and slap him in the face, to disown him, put her weird, incestuous, messed-up son in a foster home. But it didn't come to that. She smiled at him, she teased him, hell, she complimented him, and she invited him to keep on going. Was this just his mom, the horny slut, or was the alcohol talking? As far as Drew could tell, she wasn't even closed to tipsy or wasted. Was this just... her? I'm an everything man, he muttered, feeling stubborn yet sheepish, put off and turned on by her teasing him. When Nat berated him, it was annoying. When his mother did it... it was endearing, in a way. To emphasize this, he worked the last bit of lotion in to her skin, gripping the sides of her breasts again in a way that was probably obvious. She invited him to keep on going, and he swallowed, mind telling him no, body telling him yes. Drew did just that, his cock pressed firm against her cheeks, and, after a moment, he did something rather daring. That massive, warm, thick, teenaged length came out of hiding, freeing itself through the slot he had in the crotch of his trunks, and his naked cock pressed flat against her thick ass, snug between her round cheeks. Is... this OK? Nevermind the fact that it was a public beach, but no one really seemed to be watching.
Thread: Here We Go Again... (Pro & Jan)

Now that was something she hadn't bargained for, and when she felt that powerful thick long teenaged cock rest against her ass, between her cheeks, her normal personality almost won out over the alcohol in her system. Almost. It took her a minute, but eventually Sophie grinned back at him and nodded just once, almost too subtly to be noticed. Technically, she said, you're not naked. Not if we do this... She reached back to adjust herself, and the result was that instead of resting on the outside of her too-small bikini bottom, Drew's fat dick was pressed inside of it, partially concealed by the sheer nylon cloth. As Sophie did this, she had to place a hand on his member, and when she was finished, she didn't let go of him right away. And he'd be able to see from the way her eyes widened that he really was a lot bigger than she was used to. Probably a lot bigger than he'd ever imagined. Eventually she brought her hand up to her face, and, while looking into his eyes, licked it clean. At the same time, she ground that big juicy butt of hers back against him, wriggling her broad feminine hips from side to side just a little bit. I like the idea of him practically leaking precum due to this act being so close to sex
Thread: Here We Go Again... (Pro & Jan)

First Natasha, now his mom. Oh, boy. At least his older sister had an excuse, being the blackout-drunk slut that she was at the time... but mom? She was hardly tipsy, and he was still winning her over. Drew had an excuse he was a hormonal teenager. That was good enough. Right? Right... He flinched at her hand, wondering what his mother planned on doing with it. But she lifted the fabric of her bikini bottom enough for his cock to slip inside, blanketed by it. His fat meatstick sat snug between her warm cheeks now, trapped between his mother's ass and the bottoms she was wearing. Fuck... He said it just under his breath, hoping that he wouldn't be heard. Mom didn't like it when he used that kind of language, and it was probably inexcusable, even if it was practically fucking her in the ass. When she reached back to feel him, his thick stick twitched, and some pre-cum oozed from the tip, smearing itself on her. He was so large that his entire member couldn't even sit beneath her bottoms, fat head poking out of her waistline instead. When his mother brought her hand up to her full lips and slowly licked herself clean, all the while retaining eye contact with him... he lost it. All rationality and reason flew out the metaphorical door, and he could only think about her and the ass she'd presented him with. She ground against him with her thick rear, and he ground against her, gently sliding his cock between the crevice of her cheeks, his pre-cum acting as a sort of lubrication for the both of them. Thanks to Natasha, at least he was something of a professional at this. God, mom, Drew complained, letting out a hot breath. He had one hand on her shoulder, the other balanced on her ass, holding the round cheek firmly as he thrust his hips forward. Your butt...
Thread: Here We Go Again... (Pro & Jan)

Sophie heard the swearword, but willed herself to ignore it. She'd have him wash out his mouth with soap later. For now, she enjoyed the feeling of that thick young cock grinding between her thick but tight asscheeks. She could feel his precum lubricating their interactions, and for a moment, a passerby seemed to glance at the couple--laugh--and then continue on his way. Sophie just grinned and looked back at Drew. Pleasure was written all over his face and he was practically moaning. So she gave him some eye candy by lifting her hips off the ground and grinding them from side to side for a few moments. She felt his hand on her ass, holding it against his cock as he thrust forward lewdly, slowly. Yes, baby, I've always had a good ass, she said. It's not easy to maintain it, though... there's the workouts, and I can't miss any meals. It has its benefits, though. For example, it's what got me married. She winked over her shoulder at him and then took his hand from her shoulder, drew it to her mouth, and began to kiss at his fingers, before starting to seductively suckle on his pointer.
Thread: Here We Go Again... (Pro & Jan)

Drew paused, looking at the stranger with wide, blue eyes as he passed by them, laughing. Laughing ? Uh, well... not everyone on the beach might assume that he was her son, fair enough. If they were caught, well, most might jump to the conclusion that a very lucky teen had scored with very horny cougar, which would help to avoid some problems... and some confusion... God, if word ever got out to dad about this. That'd be all sorts of weird. When his mother lifted her hips, he blinked, having to rise a bit on his knees to make some room for her. He watched her ass as it moved slowly back and forth for him, thick cheeks softly bouncing with his dick still pressed up against them. He held her rear, refusing to let go, and though he wanted to spank his mother, he decided that probably wasn't a good idea. She might take it the wrong way, or something. But he did squeeze it, roughly, fingers digging in to the skin, and he watched with a furrowed brow as his mom removed the hand from her shoulder, taking a finger in to her mouth. Damn . Y-yeah, but, Drew murmured, thrusting against her still. He slowed his hips some, but made his humping a little more deliberate. Dad's not around that much, is he? It was true, his father was often working, and he didn't know anything about their sex life. Drew imagined if it was good, then she wouldn't have to rely on her own son fulfilling her needs, though... If you keep moving your hips like that, mom, I'm gonna... y'know... he warned, swallowing.
Thread: Here We Go Again... (Pro & Jan)

Sophie gently came off of his finger with slow sensual licks. She then sighed and shook her head. No. The poor guy is a workaholic. But he does make a lot of money, and he has stayed with me all of these years. He's not bad in bed either, except, well... she flushed, embarrassed, and held up her fingers to imply that he simply didn't have what it took downstairs. Then she glanced at the thick fleshy pillar grinding between her juicy asscheeks. He is an ass man, though, she said. He always has been, even since college. He's been begging me for anal sex since our engagement, and that's what I've used to stay married through the rough spots. It's going to be his twenty year anniversary present, she giggled. Smart, eh? She then started to grind her butt up and down against and around his cock, looking seductively into his eyes in the process. A few more beachgoers passed by, and they definitely knew what was going on. There were a few nervous laughs, a few disgusted shudders, even the sound of a camera being used to take a photo or two. Hopefully this stayed off of Facebook...
Thread: Here We Go Again... (Pro & Jan)

Drew blushed as his mother went on to describe her sex life between her and his father. Yuck. Even with his bare cock grinding hard against her naked ass, it still felt weird hearing about all of that, and he mumbled something unintelligible beneath his breath. Still, as he turned his eyes down and away from his mother's gaze, he found himself relating to his father a bit. She did have a nice ass. When she started to gently bounce her rear against him, he groaned, pulling his hand back now that she'd let go of it again. He placed both hands on her sides and held her there, gently pulling her hips in to his thrusting a bit further until suddenly Drew couldn't take it anymore. With the friction and with his precum acting as some sort of makeshift lubricant, it drove him over the edge, and he groaned before clinging to her tightly and releasing thick ropes of his hot seed all over her back. Drew watched, slightly panicked. It'd shot out pretty far, and it'd covered a whole lot -- hopefully it hadn't gotten in her hair. Uh-oh, he murmured to himself, swallowing hard. Er... sorry, mom. He looked down at his cock, still blanketed by the bottoms she'd been wearing, and Drew didn't pull out just yet, not wanting to cause any more friction between them with a sensitive dick. Do you think, uh... we could try that instead? he asked. What you were gonna do with dad.
Thread: Here We Go Again... (Pro & Jan)

As he came, Sophie moaned, first in pleasure, then in surprise, then in more pleasure as it became clear just how much cum he had to give. It was hard to be sure, but that felt like... five, or even ten of a regular man's loads! And every single drop of it was stickily clinging to her back, too viscous to drip off. Drew was still pretty much mounting her, and when she felt that big cock of his still semi erect between her juicy asscheeks, and when she thought of getting marked by the cum of such a big cocked stud... she bit her lip and looked back at him. He was taller than his father already, and a heck of a lot skinnier and more muscular. If she was willing to take anal from her own husband, then how could she resist a catch like Drew? Even if he did spend most of his waking hours pwning noobs and jacking off? But she couldn't let him have it that easily, not just by asking. So, Sophie smiled, winked at him, and rested her head against her hands. First, smack my ass, she said, and then finish rubbing your suntan lotion into my back. Then... we'll see, she said.