Whitzz/544K-RP-Datasets huggingface dataset:
Thread: MILF exposed (GenderBender and FoxyLady)

Thats the thing about mature women. Not that I had a lot of experience of mature women at the time. There was my mom, of course. Id heard her let dad know what she expected of him and how she felt when he hadnt delivered. But Id never thought of her sexually, obviously. And there had been a couple of teachers when I was in High School. One in particular we were sure she was getting off with one of the seniors, although that may just have been our imagination, and his too. But this was certainly what I imagined a mature women to be like. Flirtatious and teasing, lying there in a postage stamp bikini, her legs spread to show off her camel toe, and almost dropping her top. Not to mention those suggestive remarks. And then she just came right out with it, telling me to get my kit off and put on a display for her. Well I wasnt going to let her take total control. No way. Id let her have what she wanted, sure, because it was what I wanted too, but I could play the game too and shed have to learn that I wasnt just some kid to be toyed with for her amusement. No way. I put down my drink and improvised. Youre going red, Sally, it looks like you need to top up your cream. Do you need a hand? You see, I could do suggestive just as good as she could. She put on a show of reluctance, naturally, and checked herself to see if she was going red, dragging my eyes over her body as she did so. I didnt mind. Rover was throbbing, but he knew he was moving in on his prey. Like a good hunter, he would lie in wait until the time came to pounce. Youre right, Winston, how observant of you. I can mostly manage myself, but theres one bit that I may need some help with. Right, and I knew just where that was. All she had to do was say. I waited. My back, its difficult to make sure I get a good coverage on my back. Right, so she wanted to play some more. OK. Wed got all afternoon. Would you mind? She passed me the cream. Of course not, roll over and Ill rub some in for you. She turned onto her face and I smoothed some cream into her shoulders, then began massaging it hard, kneading those tight neck muscles. She slowly began to relax. Ill just slip off your straps, I told her casually. Just to prevent any of those tan lines. She didnt stop me and I spread more cream down her back, followed by more massaging. Her breathing was rhythmic now, almost like she was asleep. Her bottom looked so tempting, it would take just a second for one stroke to slip under that thin material and Id have those peaches in my hands. I chose to work at it slowly, first the tip of my finger as if my accident, then a gentle exploration a little further to see if she objected, which she didnt, then a sweeping stroke that reached to the crack of her ass, and then she stirred, twisting towards me, propping herself on her elbow.
Thread: MILF exposed (GenderBender and FoxyLady)

Did that really happen or had it been my imagination? It felt like someone Winston was stroking my ass. But it couldnt have been. Id only asked him to put some cream on my back where I couldnt reach. How could he think I wasnt able to reach my own ass? Ridiculous. But maybe it had been a dream. Id felt like it was happening, but Id definitely nodded off. That was it it had to be a dream. It was a shock, though. Made me sit up with a start and, of course, hed untied by top so it fell off. I managed to get hold of it just in time or hed have had a full on view of my nipples. No wonder I was confused and breathless. No wonder he looked surprised, like hed done something wrong. Which he may have done, but I couldnt be sure, so how could I blame him. One of us had to say something and he wasnt going to, so it was down to me. Sorry, I gulped, I must have fallen asleep and been dreaming. I didnt mean to startle you. Have you finished my back? He nodded. Yes, Sally, all done, top to bottom. Thanks, Winston, thanks, its been great having your help. I guess Ive been missing having a man around since- Since, yes since. It had been a long time since Mike was around, but thats not something to discuss with Winston, or with anyone for that matter. Id never really talked to anyone about what happened. They know he died, I had to tell people that, but not the details, not the private details his buddy had told me, the details Id made him tell me when he came to see me after the funeral. Since Darren left home. My son, that is, Darren. I mentioned him, didnt I, hes about your age. I was gabbling. What was I going to do with this top? To get it back on, Id have to let go and then it would fall off. There was only one solution. Winston, would you mind just giving me a hand with this? If you go behind, we can get me decent again.
Thread: MILF exposed (GenderBender and FoxyLady)

I grinned at Sallys remark. She was teasing me, she had to be, that was the only explanation. Why else was she leaving herself open to the response she had given me just minutes earlier. Shed invited me to have a swim and when I said I didnt have any trunks shed told me it didnt matter because shed seen it all before. Well, does she think I have seen a pair of tits before? I may be younger than her, but Ive learned to play the game, so I just strung her along a bit. I moved round behind her and took hold of the straps of her top as she adjusted her breasts. I made as if to fasten the catch, but then I stopped. You dont need to bother with this, you know. I tried to keep my voice steady. its so much better to get an all over tan, isnt it. And after all Ive seen them before. She spun round, pulling the straps out of my hand. What do you mean? When have you seen my breasts? I almost burst out laughing. She was good. How many days was it that she had been flaunting her tits at me through her windows? But if she wanted to pretend she hadnt known all along that I was watching, well that was fine with me. Come on, Sally, I may only be your sons age, but I have seen naked breasts before. You relaxed then, her shoulders went down, but she still didnt let go of her top. Youre right, she said at last, about an all over tan. I dont like seeing those white patches when Im in the shower. But right now were in the shade. No problem, I told her, I can easily move the lounger into the sun and no one can see you there. OK, she relented, but only if you top up your tan with me. I moved her lounger and when I turned to fetch mine, she had dropped her top and was rubbing cream over her breasts. We stood beside our loungers, staring at each other. It was like she was waiting. But what for? In the end she told me. Come on, get your kit off and Ill rub some cream into your back. Thanks, I grinned. Ill just take my top off, for the moment, I added. I couldnt see her reaction, because she was behind me soothing some cream over my shoulders.
Thread: MILF exposed (GenderBender and FoxyLady)

For one terrible moment, I thought this kid had been spying on me. thats the only way he could have seen my tits. Shit, cant a woman wander around in the privacy of her own home without some pervert getting his rocks of peeping through binoculars? But then I realised, he was just throwing my own words back at me. All he meant was that hed seen tits before. You have no idea how big a relief that was. Im no prude, but Im not an exhibitionist either. My first thought was to give him a mouthful and send him packing. Giving some kid an eyeful of my bumpers has never been part of my agenda. Never has been, never will. But he was right about one thing theres nothing worse than those triangles of white that show where you preserved your modesty. So what the hell. Ive nothing to be ashamed of there are women a lot younger with a lot less to be pleased about than me. So hed get a bit of a thrill, so what? And the least I could do was rub some cream into his back for him, like he did for me. And that turned out to be a more pleasurable experience than I expected. Its been a long time since I had my hands on a man, except my son Darren of course, but thats different, very different. Winstons body showed all the signs of having spent a lot of time working out, because he had hard muscles. In fact, believe it or not, touching him reminded me a lot of my late husband, Mike. His skin was always firm and his muscles taut and Winstons felt the same. When I closed my eyes - just briefly because of the sun - I began to imagine that it was Mike here with me. Except of course hed have got more than his top off and Idve have been creaming some different muscles. Fortunately, I was able to shake myself out of my reverie before Winston noticed. I used up the remains of the cream on my hands by giving my tits another rub, especially around the nipples which tend to peel if Im not careful. Then I settled down on my back. Winston was pretending not to notice, although I caught him looking at me a couple of times. It would have been silly to get my tits tanned but leave my pussy pale. But that could wait until Winston had gone. That wouldnt be long now, surely.
Thread: MILF exposed (GenderBender and FoxyLady)

Fuck. That was my first experience of what it was like to be handled by a mature woman. Id fantasised about it, naturally, what kid hasnt, but experiencing it, wow that was altogether different. It seemed like all she doing was rubbing some sun cream into my back, but the ways she did it, well it was as close to fucking as you can without actually fucking. Thats how I felt at the time, anyway. Now I know different, but at the time it was way outside any experience Id had with girls. How can I describe what she did? She started as you always do when you cream someone, just smearing the cream over my shoulders. Then she began rubbing it into, only her rubbing segued into a massage. I felt her tracing the lines of my muscles, exploring their outlines, her hand seeming to float across the surface of my skin, barely touching it. And then, feeling my tension, she changed to her fingers, digging them deep to relieve it before moving on again. She knew what she was doing. It was too assured to be chance. And she knew the effect it was having on me. She couldnt have missed the way my breathing was getting faster. I was regretting that I had tucked Rover out of the way in my tighty whities. He was struggling to unfurl himself. I strained and wriggled as discreetly as I could, trying to free him, hoping I could keep him under control. And then the final touch. the most brilliant move Id ever had pulled on me. She just stopped, broke away from me, like she had been distracted and suddenly realised what she had been doing. Except she hadnt been distracted. Every move was carefully planned. That was when I knew, knew for certain, that she wanted me to stay and how she wanted the afternoon to end. She handed me the cream and I rubbed some into my chest while she settled on her back on the lounger, wriggling to get comfortable but managing to get her tits wobbling in the process. I smiled to myself, enjoying the show, and then I settled down on my back too. There was no way I could lie on my front, not with Rover bulging in my shorts like that. She knew what was happening. Of course, she didnt make it obvious. She was too subtle for that, but I caught her casting sideways glances in my direction. And every time she did that she set those titties jiggling, giving him a top up. Tormenting bitch. Shed pay for that, before the afternoon was out, which was just what she wanted. I was sure of that.
Thread: MILF exposed (GenderBender and FoxyLady)

Why wouldnt the guy leave? Didnt he know when to take a hint? Id already exposed myself more than I really wanted to, and I only did that because he threw my own words back in my face. Thatd teach me to be more careful with my flip remarks. He was right about getting full coverage for my tan, but surely he was old enough to know that no self-respecting adult woman was going to expose her pussy to a kid who was young enough to be her son. I tried to make the best of my situation by wriggling and squirming so that I was able, discreetly and when his eyes were closed, to edge down the bottom of my bikini, gradually exposing more flesh to the sun. It had got to the point where any further and Id be exposing my pubes. I was determined not to waste my time out here, so in the end the only thing left to do was turn over and work on my back. That allowed me to push the bikini down further, exposing my ass and more bare flesh that I didnt want to burn. I knew he was watching me, so it was no surprise when he reached out for the sun cream and offered to give me a hand. But he was too slow. I had the cream in my hand before he had registered what was happening and applied a generous coating over my ass. The way things were going, it would need to last a long time. I settled down again and this time I turned my head away. Hopefully being ignored would make him realise he wasnt wanted.
Thread: MILF exposed (GenderBender and FoxyLady)

Theres only so much teasing a guy can take. But I never realised how much. People talk about climbing the wall in frustration, well Id mounted the wall and was off up a mountain. Fuck. It was a mistake to wear these tighty whities. Rover is trapped, desperately fighting to straighten himself. She should be a porn star. Maybe she is. The way she just shifts slightly and sets those tits jiggling. And she only does it when she knows Im looking. And then, just when I was on the verge of trying to sneak my hand down my shorts to get myself a bit more comfortable, she starts edging the bikini bottom down, a fraction of an inch at a time. Im sure I even got a glimpse of her pubes. She must have a real forest down there. And then, just when I was convinced she couldnt make things worse, even if she stripped off completely, she was up on her knees, her tits swinging low sweet chariot and she pulls her bottom right off exposing two perfect peaches of an ass, grabs the sun cream, almost rips it out of my hand, and starts working it over and over, digging deep into her crack. Oh shit, I can feel my balls pumping and old Rover straining. Ive got to get some relief. Look, Im sounding hoarse, would you mind if I use your bathroom, please?
Thread: MILF exposed (GenderBender and FoxyLady)

Winston, have you got an erection? Is that it? Is that why you need the bathroom? I didnt want to embarrass him. Kids his age can be very sensitive about these things. But Ive always spoken openly with my son, so it was only natural to mention it. I cant remember what it was that made me realise his problem. Maybe the way he was moving and the sun, yes that was it, the way the son caught his shorts. Use the shower, if its going to be a big load, then you can wash it away. Thats what my son does. Hes such a thoughtful boy, saving his mother having to clean up his mess.
Thread: MILF exposed (GenderBender and FoxyLady)

I was so desperate to get some relief that I was off the lounger and heading for the house before I realised what shed said. How should I react? Ignore it or pretend to laugh it off? No, the bitch was laughing at me, at the state shed got me into. Time to tell her a few home truths. I turned back, pushing away the urgency of Rovers need. Yes, Sally, youre right, I do have an erection. It felt strange using the technical term, but that is what she had said and, coming from her, it sounded so erotic. You know that perfectly well, because youre the one who caused it. Im not a kid any more and I grew out of the spontaneous erection phase ages ago. She just stared without responding, so I just stumbled on. Youve been tormenting me since the moment I arrived with your suggestion to get my kit off, your suggestive remarks, your poses and exposing yourself, taunting me with glimpses, touching me, getting me to massage you. Still she said nothing, just lay propped up on her elbows, her breasts hanging so that her nipples just brushed the lounger cushion. Im a man, not a kid, but even a man can only take so much. She stood now, pulling up her bikini bottom, but not before she had displayed a thick thatch of dark hair. Still she stayed silent. Im not surprised your son has to masturbate in the shower if you behave like this when hes around. We stared at each other, each waiting for the other to speak.
Thread: MILF exposed (GenderBender and FoxyLady)

How dare he? How dare he? Never in my entire life have I been spoken to like that, not by anybody, let alone someone his age. He even accused me of arousing my own son. What a disgusting mind. What mother would ever dream of doing such a thing? This kid is a fantasist if he really believes that Id flaunt myself at him. I had to force myself to keep my voice even and to control my breathing. My chest was heaving and he was standing there, just staring openly at my breasts, his jaw slack. He was almost drooling. In that moment, I had a flash of insight. I-I-Im so-s-sorry, Winston, I really a-am, I stammered. Im so used to being on my own, I guess Im not used to having a man around not since my husband had, er, was, er died. I ground to a halt and stared around for my bikini top, but couldnt see it. Look, you go and sort yourself out while I make myself decent and, maybe, get some more lemonade, if youd like to stay that is. What was I doing? I couldnt believe that I was hearing myself say that. Id been waiting, praying for him to go and now I was inviting him to stay. I still couldnt see my bikini top.
Thread: MILF exposed (GenderBender and FoxyLady)

Using the shower was a great idea. I rush into the house, without waiting to be told where the bathroom was, fumbling with the buttons on my shorts, while Rover throbbing away with each stride. The first door I opened was a bedroom my shorts were down to my knees. The second door was a sort of cupboard. My shorts were round my ankles now I kissed them off. My tighty whities looked like they couldnt take the strain much longer, but I didnt dare risk taking them off until I got to the shower. No way did I want to have to clean the floor. At last, I pushed the door of the cubicle open, stepped inside and released Rover. He sprang out, cum dripping from the tip. I took a firm hold and after just a couple of strokes, he blew. Powerful jerks that sent my hip bucking. I held the wall and counted as my cum flew across to the opposite wall. Seven, seven powerful jerks, and then the final drips. I stood there, supporting myself, feeling exhausted, my head hanging down. Time to clean up. It didnt take long to wash away my cum and I gave myself a quick spray of cold water to cool me down. A brisk rub down with a clean towel and I was good to go. There was no way I was going to subject Rover to further torture, so I picked up my tighty whities and went in search of my shorts. As I walked out of the bathroom, Sally was coming along, stark naked, her bikini in her hands. Rover swung from side to side as I stared at the forest between her thighs. S-s-sorry, S-s-sally, I left my shorts out here.
Thread: MILF exposed (GenderBender and FoxyLady)

What would you have done in my circumstances? Well, come on, be honest. What else could I do? There we were, both butt naked. Wed each seen everything there was to see, so what was the point of hiding it any more? Id be able to get my all-over tan and, with him naked, Id be able to keep an eye on any developments before they got out of hand. Not that I was expecting anything soon. The kitchen is right under the bathroom, so I heard the moaning and groaning as he dumped his load in the shower. Thank goodness, I told him to use that. Otherwise, thered have been a right mess everywhere. Dont get me wrong. I dont want to live in a pig sty, but I dont want to spend my days doing unnecessary cleaning either. So, like I said, there we were, staring at each others. His eyes were fixed on my lady garden, more like a lady woodland really, while he was stammering something about looking for his shorts. And I was staring, well where else could a self-respecting, mature, widow look in the circumstances, I was staring at his balls. Yes, his balls. Not his cock. That was OK, going flaccid of course, but still showing a decent length nothing really special and thickness nice and chunky, just the way I like them. But his balls, wow, they were magnificent, like bulls balls. Big and soft and evenly sized, just hanging there, bulging, inviting me to take them into my hands, gobble them into my mouth. Now that was something Id not done for a long time, too long a time. I mean to say, they were even bigger than Mikes, at least bigger than before well before, you know. So eventually I tore my eyes off his balls and told him not to bother with his shorts. I was on my way to find a fresh bikini, but it looks like weve nothing to hide any more. Lets go get that lemonade. With that, I tossed my bikini aside and headed back to the kitchen.
Thread: MILF exposed (GenderBender and FoxyLady)

What an ass. And boy does she know it. Id seen it on the lounger and Id seen it from my house when I caught sight of her walking about, but Id never seen it in action and up close. She just turned away, dropping her bikini on the ground, and made off along the landing and down the stairs. Slowly, like each step was a deliberate movement. A movement that set her ass in motion. It was a bit more flabby than the girls Im used to, more even than my moms, but once she got a rhythm if was like it had a life of its own. I followed, my eyes fixed on her buttocks as each rose and fell in turn. I was lucky not to stumble down the stairs. She knew what she was doing, had to, it was so calculated. No way was she just walking casually back to the kitchen for the lemonade. No way at all. Testing me, trying me out, keeping me naked so she could see my reaction. I know all about those guys who claim to stay hard after cumming or get hard again almost instantly. Theyre the stuff of porn films. Its not like that in real life, I know that, but I could feel Rover twitching at the sight of those peaches as they passed along the hallway. I had to hurry to catch them up as they moved into the kitchen. Shall I carry the tray? I offered, hoping shed refuse so that I could follow her. No, thanks Winston, thats kind of you, but Ive got it. More wiggling as we made our way to the loungers. More twitching from Rover. There was no point worrying about it, no way I could hide it when she turned round. But before she did that, she had to put the tray down, and instead of squatting, she bent, putting her ass out towards me, showing me that she had shaved the hairs between her thighs exposing her thick curly pussy lips. She rose and turned at the same time, bringing her face in line with Rover, who was waving happily in the sun. Im sure she raised her eyebrows. Make yourself comfortable, she told me, as best you can. Then she seated herself on her lounger and bent forward to fill my glass, which set her tits dangling and swaying. For fucks sake, what hope had I got of getting comfortable?