Whitzz/544K-RP-Datasets huggingface dataset:
Thread: His first time (CougarGirl and Genderbender)

It was agony waiting for her to answer my question. I must have sounded so insecure, but I felt that I was under her scrutiny and that she was finding me wanting. I know Im not the biggest guy around not in Dales class certainly all the girls say how huge he is. Not that I am envious my sis and her friends were talking one say and they agreed a guy can be too big for comfort. But still every guy likes to know that hes not lacking in the tackle department. It seemed like she didnt hear me at first, as if she was lost in her thoughts about something. So I repeated my question. Joan, is it OK? That seemed to jolt her back to the present. Yes, Ron, yes, it is OK. I could have cried with relief. But then she took hold of her cock and said Its very OK. I felt my dick swell with pride as it twitched in her hand. I reached around her back and began to fumble with her bra. Why are they made so difficult for us guys to cope with. But she just grinned and with a flick of her spare wrist she had it unfastened. I pulled it over her shoulders and caught a quick flash of her tits as they swung free. But it was only a second, because she immediately turned away and dragged me over to the bed by my cock.
Thread: His first time (CougarGirl and Genderbender)

We were almost at my bed when I felt Rons hand on my back and I was propelled forward to land on my face. Before I could take on board what was happening, he had whisked my pants off and spun me onto my back. He was forcing his way between my thighs before I managed to speak. Hold on, Ron, not so fast, dont be in such a rush. But the look on his face told me I was wasting my time. He couldnt wait any longer and nothing I said would slow him down or make him change his mind. Youre desperate for me, arent you, Joan? I knew I was right about your old man not being up to it any more. He was pushing his cock into my crotch, obviously unsure of exactly where to insert it. I didnt help him. No, Ron, no. Even I wasnt sure whether I was trying to stop him or disagreeing with his disparaging remarks about my husband who was more than up to it still. But whatever I meant it had no effect. He just laughed and continued fumbling. Until Suddenly his expression changed and he let out a cry of No, no, it cant be, not yet. And before I realised what he meant a jet of hot cum landed on my tits followed by more that left a trail down my belly.
Thread: His first time (CougarGirl and Genderbender)

How could I have been so stupid? Id been right not to trust her. This was just her little game to make me look foolish and have a good laugh at my expense. I sat back on my heels imagining her telling everyone what a fool she had made of me. This was insufferable. You bitch, I screamed at her, look what you made me do. This was your plan all along, wasnt it, to humiliate me like this. She crawled forward and put her arm round my shoulder, but I shoved her back and she lay sprawled on the bed. She was saying something, but I was in no mood to listen. All I caught was the odd word not unusual first time last longer now. CRAP, I spat at her, CRAP, CRAP, CRAP. That was deliberate, you set me up. Well, go on, have a good laugh, see if I care. Because youre going to pay for what youve done. I pulled back my hand, clenched my fist, and moved slowly along the bed towards her. She slunk back, her arms raised to protect her face.
Thread: His first time (CougarGirl and Genderbender)

What a mess. What a total and complete mess. Ive been living on my memories of the fun I had with the kid next door when we were both in our teens. How could I have failed to notice that this was different? Why did I not realise that I had a dangerous and volatile young man on my hands? Not a boy like my neighbour, but a young adult, albeit still a rather immature one. I shouldnt have been surprised when he threw me on the bed. He was so eager for it and had waited so long and had probably been awake all night anticipating it that the sight of real female flesh was too much and he just couldnt wait any longer. And I shouldnt have been surprised when he came so soon. My husband did the first few times we slept together and still does when we have been apart for a while, which is very gratifying. But it is a very different matter when it happens to a kid who is afraid he has made a fool of himself and will now look for someone to blame and, judging by that raised fist, someone to punish for it. Hold on, Ron, hold on, I tried to sound calm as I backed up the bed and keeping my arms ready to protect my face is he struck. Theres no need to react like this. So you couldnt wait, so what, wheres the big deal, it happens all the time. women see it as a compliment, didnt you realise that. Its a real turn on knowing a guy is so hot for you that he just cant wait to get into your cunt. It was the last word that did it. I hadnt intended to use it, but its the word that comes naturally to me when I think about myself or talk to my husband, so it was out before I realised it. Ron dropped his fist and looked at me, doubtfully. Really. You mean it actually happens with your husband? Are you really telling me that he sometimes blows off like I just did? I nodded and propped myself on the pillows, drawing my legs up under me. Yes, at first it happened a lot. And it still happens when he comes back from a long trip. As he always says, hell be able to last longer now that hes got that first load out of his balls. Again, I didnt plan to say balls, but its what I say naturally and it had a pleasant effect on Ron. It looked liked he enjoyed me talking dirty to him. You mean, his voice had a mixture of excitement and doubt, you mean its not over, that we can fuck again? Of course, I reassured him, you didnt think I only wanted you to fuck me once, did you? I reached out and pulled him onto the bed beside me. He was over me instantly, sucking my tits and clutching my ass. I let him have his way for a while and then decided that it was time for a bit of education. Ron, do you want me to show how to satisfy a woman? I dont just mean fuck her, I mean make her squirm and scream and shout. What a silly question? Of course he did and the eagerness on his face said so without him uttering a word. OK, pushed away and spread my legs for him. Let me take you on a guided tour of my pleasure garden.
Thread: His first time (CougarGirl and Genderbender)

Joan pulled up her knees and the first thing that struck me was the thick thatch of hair. The pictures Id seen either had women who were bald or with small neatly trimmed patches, but hers were different, tangled and unruly. Is this how all older women looked? Did my mum look like this? When she spread her thighs, I was in for another surprise. In pics, girls are always dry but Joans pussy was wet, almost slimy. She prised her lips open and showed me a little button. Thats my clitoris, she explained, as if I didnt know. My husband calls it my front door bell, because he rings it when he wants to come inside. Go on, Ron, ring it, stroke it with your finger. I reached out with my index finger and touched it gently. As soon as I did, it twitched and Joan let out a moan. I played around with it, not really knowing what to do, but it didnt seem to matter. Whatever I did, stroke, scratch, push, whatever, Joan just moaned. I looked up and she had her eyes shut and was biting her lower lip as she purred like a cat. Just like she had done when I played around her butt earlier. Use your tongue. I didnt take in at first what she meant, but she repeated it insistently, so I lowered my head and got my first whiff of its smell a flowery scent of her soap and a fishy kind of smell. I didnt fancy licking up that slime, but I tickled the door bell with my tongue and she began wriggling and writhing. Before I knew it she had grabbed my head and pushed my face hard into her crotch. I struggled to get free but that just seemed to excite her more. and as I gasped for air I couldnt help running my teeth over the whole pussy. That got her howling at me. Are you hard yet, boy? Well, are you? I didnt much like being called a boy, but I wasnt in a position to argue and I realised that my cock was hard again. I tried to speak but her pussy filled my mouth, so I just nodded. Then fuck this bitch, boy, come on, fuck me hard. Well, this was what I was waiting for so I just grabbed my cock and pushed it around until it found her cunt hole and pushed it in.
Thread: His first time (CougarGirl and Genderbender)

Never once, not once in all the thoughts I had had about how this would go, had I expected to cum. How would an inexperienced child, because that to be honest was how I saw him in mind, however old he was and however physically mature he might be, how would he ever be able to hit the right buttons in the just the right way to have my whole belly pulsating and my mind in a haze? But somehow, through all his fumbling, perhaps because of his fumbling, he managed to arouse be faster than my husband had ever managed in over 20 years. I was only vaguely aware of what I was saying, of the words that tumbled out, urging him on, calling him a boy, telling him I was his bitch, demanding he fuck me. And that was what he was doing. Fucking. Not the way my husband did not in a loving way but roughly, hard and fast, crashing into me, ramming me further up the bed with each thrust. His mouth was open as he gasped for air, his chest was heaving with his exertion. And then, without any prompting, he grabbed my ass, his fingers sneaking into my crack and circling my hole. I held my breath and grasped the side of the bed. Would he dare push his way inside? Would he finger my ass as he fucked my cunt? You know the way your mind works fast when its in a panic. That was how I was. So many thought buzzed through me. This was one of my fantasies. But I knew I would lose all control if I let it happen. In the state I was, no way would I be able to stop my feelings escaping. And then he would know and I would be in his power. I bit my lip and prayed he wouldnt notice my reaction, prayed he would cum and then collapse onto me, prayed hed move his fingers away, prayed the phone would ring, prayed for anything that would break the spell. All I knew was that I wouldnt be able to break it myself.
Thread: His first time (CougarGirl and Genderbender)

It was like riding a roller coaster. She was bucking and tossing me about. It was all I could do to stay on board. And the language Id never expected it my mom hardly makes a noise when her boyfriend is fucking her, just a little moan at the end but Joan was shouting out instructions all the time shag me this way fuck me that way ram me long and hard. I just prayed that Id last as long as she wanted and now blow off like Id done earlier. I got close to the edge a couple of times and slower down but she just cursed me and hit out at me, pummelling my chest I speeded up again. Lucky I had a firm grip on her ass or was sure Id topple off. My nails were digging into her crack, but she didnt complain, maybe she didnt even notice. And then I dont know how it happens she seemed to twist a bit but somehow or other, one of my fingers slid into her ass. I tried to pull it out quickly, but she didnt give me time. she was pressing down on my finger and screaming at me to fuck her ass. Take mommy up the ass baby, go on, you know she wants it, dont torment me any longer. I didnt know what to do. Was she giving me an instruction or was she just having a fantasy or what? But then she pushed up with a terrific heave and sent me rolling onto the bed. By the time I got myself together, she was on her front with her ass sticking in the air. Come on, your bastard, she shouted, what are you waiting for?
Thread: His first time (CougarGirl and Genderbender)

What the fuck was he waiting for? Was this some elaborate tease? He surely had to know what she wanted. Hed spent ages tormenting her ass and then ended up finger fucking it. How could he not understand what she was inviting him to do, what she was almost begging him to do? Just how much longer did she have to lie here with her ass in the air. She looked over her shoulder and cursed him. Her husband wouldnt have hesitated if she had presented herself to him like this. It was almost as if Ron didnt know what to do, or maybe just wasnt sure what he was allowed to do and didnt want to risk getting thrown out. So in the end she pulled her cheeks apart and hoped that that would be a big enough clue. And then, all of a sudden, he was there, his cock pushing at the entrance to her hole. She braced herself for a sudden thrust, but it didnt come. Maybe he had learned already that someone it is better to take things in stages. After a few exploratory pokes, eased by a cock liberally lubricated with her cunt juice, he gradually nudged inside. Taking it gently, he worked in slowly, a little deeper with each stroke, until at last she could feel his balls banging against her cheeks and she let out a long sigh of satisfaction. When she looked over her shoulder, Ron face was a mask of concentration as he pumped her gently. This was good, but it could be better. You dont need to be so gently, she told him gently, I can take it as hard as you can give it to me.
Thread: His first time (CougarGirl and Genderbender)

Her ass was so tight it was difficult to go too fast and every movement made my cock spark and zing, like it was getting struck by lightening. So I worked her slowly, gradually building up speed, but it was like she was clenching my cock tightly in case I pulled it out. Her face was buried in the pillows, all I could see was her back and her head, and all I could hear was her voice, insistent and persistent, giving me instructions, cursing and complaining. Why was I tormenting her like this? Could I see the state she was in? This was my fault for finger-fucking her ass? How did I know that that was what she wanted? Gradually I managed to build up speed a bit, even get into some sort of rhythm. Her fingers were clenched on the pillows and her words were muffled, but her message came over loud and clear. 'Mother-fucking, ass-fucker, oh shit, oh yes, long, Ron, long and hard, ram that rod hard, Ron, right up her ass, give it to her, go on, go on, go on. Ride me, ride me.' So I gave it to her as hard as I could but still not too fast. The most wonderful thing was that I felt in control. Not like that first time. This time I knew I could last, last as long as I wanted, as long as she wanted. I was beginning to enjoy myself, experiencing the different sensations according to how fast or slow I went, varying my position from side to side or higher or lower. So absorbed with myself that I almost forgot about Joan. 'Bastard,' she had raised her head and was spitting her fury at me, 'why are you tormenting me like this? I'll give you a good spanking when we've finished for getting me in this state.' And then suddenly she changed, became all pitiful and begging, 'Please, Ron, you can't treat me like this,' and begging, 'Please, Ron, please please please.' I didn't know what she wanted. She wasn't giving me instructions, she seemed to think I knew what to do. But her words were having an effect, they were making me angry. Why was she never satisfied with what I was going? Why was she complaining so much? Why could she just lie back and enjoy it? Wasn't that what women were supposed to do? In the end, I was so angry I grabbed her hair, yanking her head back, like I was holding the reins of a bucking horse. 'Right,' I snapped, 'you want it hard, Joan, you're going to get it.' Keeping a tight grip on her hair, I used my free hand to deliver slap after slap, harder and harder on her buttocks as I rammed my cock deep inside her.
Thread: His first time (CougarGirl and Genderbender)

What must I look like? My thoughts jarred into my brain as my body jumped with each thrust and blow. On my bed my ass is the air with kid's cock pumping hard into it as he pulled at my hair and thrashed my ass And worse - the humiliation - this was one of my students who I would see on campus day after day, knowing he would be remembering me like this. But I couldn't stop, because I was enjoying it so much, more than any sex I had ever had with my husband. I didn't care what he did to me or who knew about it or what anyone thought of me. 'Bitch, mother-fucking bitch, you're enjoying this right?' He was shouting as loud as I was. And then his abuse turned into a moan and then a groan and then a scream. And then, and then, and then, I waited as he tried to get control of himself, but then a finally flurry of thrusts and he shot, shot his load, I swear I felt it hit deep inside me, hot and hard. He held me for a while, skewered on his cock, until he collapsed onto me, crushing me onto the bed with a loud sigh. I tried to regain my composure and assert my authority. 'Thank you, Ron,' I managed to gasp as my breath steadied enough for me to speak. 'Well, I think that's given you a few ideas.'
Thread: His first time (CougarGirl and Genderbender)

That was incredible. Nothing like I expected. It felt like I could go on for ever, full of energy fucking her for the rest of the day, but then as soon as I blew, I was completely drained and couldn't even hold myself upright. Nothing like wanking - I don't think I'll ever wank again. So I just collapsed on top of her. She was saying something, but I couldn't take it in, my mind was still in a daze. Eventually, she started to wiggle and squirm her way out from under me. I just managed to roll off her and lie staring at the ceiling. Is this how mom's boyfriend felt after fucking her. That would explain why she left him upstairs saying he deserved a rest. Joan pulled herself up and lent over me. 'So, Ron, you did pretty good for your first time. How do you feel?' I managed a smile and a groan. She laughed. 'Not what you expected, was it? I always say that if a guy can walk away afterwards, he hasn't been doing his job properly. But it doesn't look like you'll be going anywhere for a while yet?' It slowly dawned on me that that was a compliment, she was saying I had done well. 'So, was I good then, as good as your husband maybe?' She laughed again - I liked her laugh. 'Better than him, a lot better.' WOW the guy had to be a good 30 years older than me. I grinned and she kissed me, her lips lingering on mine. 'Could we do it again later, when I've recovered a bit more?' She kissed me again. 'Sure, Ron, let's see what you can do now you've got some experience under your belt.' We were still kissing when we heard the sound of the front door closing. 'Shit,' she shot off the bed, 'that must be my husband back early.'
Thread: His Sister, His Roommate [KJ x Izzy325]

Jason Williams was a rather successful businessman whose career had taken off rather quickly after college, landing a job in investment management and earning himself a nice salary. Now at 27 he owned a small house in the suburbs of Los Angeles with a small pool and a hot tub that he enjoyed often. Being in such a prominent role with his company he made sure to stay in shape, running and lifting each day, giving him a lean, muscular build. He kept his dark brown hair a little long and neat with his sharp jaw covered by a neatly trimmed beard. His deep blue eyes seemed to pop in contrast to his dark brown hair, a smile almost always highlighting his high cheekbones. It was a Friday evening, the first weekend since his younger sister had moved in since she was going to start classes next week at the university in town. The two had always been close, but tensions had raised now that she was a young beauty. They hadnt seen each other in a few years and both had certainly come into their own. He had just come downstairs to grab a beer and enjoy the evening when he started looking for her. Sis, you home tonight? He called out as he popped the cap off and took a log sip, ready to enjoy the weekend.
Thread: His Sister, His Roommate [KJ x Izzy325]

Kaitlyn Williams or Katie for short was a recent high school graduate who was awarded top honors in her graduating class. Katie was many things but stupid was not one of them. Her father Michael Williams did not like a failure in any shape way or form. From an early age, Katie was expected to be beautiful, smart, talented, and charming among other things. At 18 she had already accomplished most of those things. The beauty had been accepted at USC and would be starting in the fall. Her father hired movers to make sure he didn't have to actually help. One thing Michael Williams was notorious for was putting in no effort but claiming all of the reward and praise. Despite funding all of Katie's dreams the man was absent. This left Katie feeling as if she did not have much of a father figure as a child. Regardless the girl grew up to accept her father for who he was and move on. The girl had dreams and she wasn't going to let him stop her from achieving that. Katie couldn't pretend that she wasn't excited to live with her older brother again. He was kind to her as a child even though most older brothers tended to be cruel as children. Even though they were siblings Katie had to admit her older brother was handsome. His toned and fit body was in pristine shape. He was smart and driven. Any girl would have been lucky to have him as a partner. Katie laid in the backyard catching the last rays of sunshine before the sunset for the day. She could hear her brother calling for her so the beauty stood up only wearing a small black bikini. She headed inside in search of her brother. Jason? She called out but heard him shuffling around in the kitchen before he answered her. I'm actually going to stay in tonight. It's been a rough week. She said laughing as she stood by the kitchen door leaning against it. How about you? Any hot dates tonight? I remember when you were in high school the girls were lining up to go out with you.
Thread: His Sister, His Roommate [KJ x Izzy325]

For most people if their father were to suggest that their sibling move in with them the instant reaction would be no, no way, not happening, no chance. But Jason and Katies relationship was a bit different, a bit deeper than most siblings. They had always enjoyed each others company when they were growing up and that only ended because Jason had to go away to college. The opportunity to revive that closeness was honestly thrilling. Move-in has gone smoothly since their father had paid for movers to handle everything. Jason barely saw his father and hadnt seen much of Katie yet because of how busy his week was. But this was on purpose so that once the weekend hit he would actually be able to spend some time with his sister without worrying about where one of his deals was. He was delighted when he heard Katies response as she stood in the doorway, looking every bit like a bikini model. You and me both, sister. He teased as he pulled another bottle out of the fridge, extending it towards her. The only hot date I have tonight is with you, some booze, and the hot tub out back. Nothing better after a rough week than a soak, a good drink, and the best company. What do you say? He asked, trying to hide the way he looked at her body. He knew it was wrong to appreciate her womanly curves, but it didnt feel wrong at all.
Thread: Living in the Sex Goddess' World [Interest & Coordination]

I'm interested in this.
Thread: Living in the Sex Goddess' World [Interest & Coordination]

Utsuho said I'm interested in this. Click to expand... Neat! Hopefully we get at least a few others. I've been doing a 1x1 RP with someone that I bet would love the concept, I should share it with them. Any idea which side of the heavenly divide you would want to be on?
Thread: Living in the Sex Goddess' World [Interest & Coordination]

Haven't decided yet, though I do have some ideas for at least two with one being a human girl who a quiet person but is a different person when she cosplay. The other one is an angel who main kink a gloryhole kind of thing. Think something on the lines of able to push people through solid objects and only have them go halfway through.