Whitzz/544K-RP-Datasets huggingface dataset:
Thread: Cool Mom ( Tyr and Cindi)

The young man had a cocky grin on his face as the sexy Milf stood but inches away from him, offering him some snacks. His eyes take a leisurely journey over her well defined and ample feminine features. Finally coming up his eyes meet hers as they stand well within each others personal space. Not breaking the stare he took the proffered beer into his hand, intentionally letting his fingers linger over hers as he watches her. Not making any effort to withdraw or distance himself, he stood right in front of her as he talked, cornered and captured. I dont know, I think I always want more, but I dont think I want any of those snacks. He said, though he only used his free hand to indicate the counter, his eyes, still on her. The young man seemed to notice her discomfort and indecisiveness, and rather than give her the chance or the room, he simply continued as if this proximity was acceptable and desired by her. Thanks. He said as he tilted the bottle back and took a quaff of the beer, the smile still evident and not masked in the least as the devilish twinkle in his eyes continued to be directed at her. Kevin had seen her enough times, and had always been polite, but hed noticed that she was wearing less and less, and starting to almost flaunt herself to get attention. From what Danny had told him, she hadnt been with anyone for a long time as far as Danny knew, and that pleased Kevin, as it meant she probably had some serious pent up needs. Shit why else was she dressing that way, if she didnt want it? And if she was in need, who was he not to help out a needy sexy piece of mature ass. Now all he had to do was find a place where he could get her alone for a little while and see if he could get something started. Its warm in here I need a smoke, want to join me. Mrs. F had told the guys no smoking in the house, so it was the front porch or backyard, and as the latter was closer, it might just be the perfect spot. Plus he had some weed, and that might just help loosen her up some more.
Thread: Cool Mom ( Tyr and Cindi)

Cindi felt her heart beat a bit faster as the young man stood too close, he was definitely flirting, and to be honest, she was flirting back. Her perfect white teeth flashed a smile as he suggested they go outside. sure, why not, I wouldn't mind getting some fresh air she said as she looked up, his eyes taking her body in, she knew he was being flirty, and she felt flattered. How long had it been, she thought as she walked toward the sliding glass door as she walked out side onto the patio area. It was dark outside, the light through the door illuminated the area just outside the door but otherwise there was little light. She felt her body tingle as she felt so flattered that a young handsome guy was paying attention to her, she knew she couldn't really actually do anything with him, but it was nice to have a man pay attention to her. She leaned against the retaining wall outside the area of the light shining through the door as he followed, his lean hard body moving in an athletic smooth manner as he seemed more confident than a guy his age should. Cindi crossed her tan legs out in front of her as she leaned back against the rough wall, as she watched him move over to stand beside her. She glanced toward the door making sure no one had followed them, telling herself she wasn't trying to be alone and wasn't going to do anything with this young guy, but her mind was already conflicted as she stood there, trying to avoid looking him up and down as he lit his cigarette. She took a big drink of her beer as she held her bottle in her small delicate hand as she tried to think what to say.
Thread: Cool Mom ( Tyr and Cindi)

Though Dannys mom looked a little nervous she followed him to the back porch, and even smiled back. The spot they were in offered some privacy, and if a person didnt come out side to the backyard they werent apt to see a thing, a fact that hadnt been overlooked by Kevin. So rather than stand apart, he found a place on the wall right next to her. the sound of the party and music clear even out here. Putting his beer down, he lit a nice bud of the good stuff, took a nice deep draw on it, before handing it over to her to try. Putting the lighter away, in the front pocket on his right jeans, he continued the casual, yet not innocent flirting. So Mrs. F. you are looking especially good tonight, what the occasion? Kevin turned on his shoulder so he was facing toward her, his young intense eyes making sure she knew he liked the view and that it was satisfactory, his eyes lingering for more than what would be considered polite, especially given the age gap between them. There was no doubt the young man was checking her out, and admiring her body as he sipped on his beer and talked with her. You sure look a lot hotter than any of the girls we go to school with. I bet you are real popular. Kevin firm body is rubbing against her should as he takes another draw on his bottle. Where other young men were awkward or even shy around girls, Kevin exudes that ego or even youthful arrogance that was less common. What reason or attribute gave him that confidence wasnt yet known to Cindi, but Kevin hoped she would discover it. The nice bulge in his pants only gave a hint to it. The older woman whom, he mowed for, had given him an education worthy or a college sorority, and had also let him know that he had been gifted with an endowment, that almost any woman would appreciate. When Cindi had taken her toke on the bud, he would reach across her chest, brushing against her in a not so subtle fashion, as he took his homemade cigarette back.
Thread: Cool Mom ( Tyr and Cindi)

Cindi's eyes widened as she watched the young man light a joint. She wasn't so naive to think it didn't happen, but right in front of her? She looked around nervously as he handed it to her. She hadn't done this since her 20's. she took a tole immediately feeling the effects. She relaxed into the rough wall holding it in. Finally releasing her breath she was amazed. Could the stuff be that much stronger these days. She felt her breasts crushed under his arm as he leaned in taking it from her. Wow, that's amazing she moaned as she stood feeling no pain. Her eyes looking at nothing. Eagerly waiting for another hit.
Thread: Cool Mom ( Tyr and Cindi)

Kevin watched as the older woman took a deep draw on this homemade cigarette, her ample chest getting just a bit larger as she drew in the hot pungent smoke. He smiled not only because she didnt protest in the least, but neither did she say a thing about his arm when it reached across her protruding chest to take back the bud. That she made a soft moan only solidified his plans. The old woman whose lawn he mowed, and still did was a very informative teacher. Not only had she given him a very thorough education about the physicality of sex, but so do she told him much about the different types of women, and how to get into most of their pants. There was a small price to pay and that was when he went back, he had to describe to her in every detail what he did to the girl or women he was with, this was of course was done while his neighbor and he were having fun, so it wasnt much of a hardship. Plus the more descriptive the hornier the mature slut got. Im glad you like it! A friend of mine grows that shit in his garage, and its some good stuff. When Kevin retrieved the cigarette, he didnt really withdraw, but continued to lean against her, his legs sort of mixing with hers. Taking another nice long slow draw, before he once again passes it over to her. Again his arm brushed against her firm mounds, but instead of completely withdrawing, after handing off the smoking bud, it just falls down her to her waist where it rests. Are you enjoying that? The question could have of course referred to the smoke, and then again it might not.
Thread: Cool Mom ( Tyr and Cindi)

leaning back against the rough wall, her mind hazy as she took another hit on the powerful substance. Cindi was feeling relaxed and knew the young man was treating her like an equal, at least it seemed that way, it was like she was in high school again, hanging out with her friends, back when she was beautiful and popular with the crowd. Now she was feeling those old feelings arise. She felt Kevin move close, his legs pressed to her bare tan legs, her short shorts having caught his attention and she knew he was concentrating on her breasts. Her mind feeling hazy, she smiled, feeling his arm rub against her nipples, her body tingled she was breathing heavier as she looked into his eyes, her perfect white teeth showing as she looked up to him, so tall and solidly build, the bad boy look giving her tingles, making her feel a bit naughty herself. She nodded as he asked her about if she was enjoying it. She smiled, yes, very much she said in a whispery low voice. Her mind spinning, knowing she was the parent and supposed to keep things under control, but feeling out of control as she found her body and mind feeling more like a friend and teen than the divorced adult parent she was supposed to be.
Thread: Cool Mom ( Tyr and Cindi)

The older woman acknowledged her enjoyment in a soft and almost sultry voice. Kevin gives a knowing smile as he took back the weed, the hand coming off her waist, while moving even closer to her, his body turning more into her. One of his legs moving between hers as he came to face her, in a way his body trapping her against the wall, though he wasnt specifically forcing her, he just wasnt leaving her much room for escape. I think its best when you can share a good smoke. One of his hands held the bud, the other his beer, and so in a way he was disarmed, though in reality that really wasnt true. His youthful, firm body was now parallel to her as he smiled and took a nice long draft on the cigarette. However, rather than just hand back the smoldering bud as hed done the last few times, he leans in for a kiss, opening his mouth, clearly to share his smoke. One thing his father had told him, that stuck, was Dont ask for permission, ask for forgiveness. He learned if you ask for permission, you often got turned down, it was much better to just ask for forgiveness, as you still got what you wanted, all you had to do was apologize a bit. Now his father may or may not have intended for his son to use his words of wisdom in this manner. Kevin however, in his never ending desire for pussy, had found them to be most helpful, and with a little bit of luck he might have to tell his neighbor all about Dannys hot mom. So with his body now pressing against her, he made his bold move.
Thread: Cool Mom ( Tyr and Cindi)

Cindi had seen this done before, she watched Kevin taking the huge breath as he inhaled the smoke, her lips parted as he pressed them to hers, she didn't think of it as a kiss but as a way of delivering more smoke from the intoxicating herb, she felt her mouth burn and her throat get dry as she inhaled, his lips pressed to hers, her breasts against his hard chest, his body pressing to hers, his mouth over hers. Her heart was pounding, she felt him starting to move his lips. his body pressed tight to hers started to grind, she pressed her hands against his ribs, not hard, just enough to resist his advances some, not that she didn't actually like it, not that she didn't want it, but it was what she felt she should do, she shouldn't be doing this, she shouldn't let her body rule her mind. She needed to feel the intimate touch of someone, she needed to feel accepted, she longed to be a part of something. She turned her head left and right, his mouth stayed locked to hers as her eyes widened, she breathed out the smoke through her delicate nostrils. She felt her body and mind in turmoil, her head was spinning, she felt like she might pass out. This wasn't right, she should stop this now. Kept going through her mind. as a soft moan escaped her lips and was muffled in the young man's insistent mouth.
Thread: Cool Mom ( Tyr and Cindi)

Without using his hands the sexy mature woman, could have turned her head away, or even said something about his bold kiss, but she didnt and that pleased Kevin. So as he open his mouth to hers, his lips pressing against hers, he exhaled so she could feel the hot acrid smoke of the weed. That alone could have been enough for some guys, but for him, he wanted far more, so his lips stayed pressed against hers, his tongue briefly darting into her mouth. Yet a kiss might have been enough for some pimply 15 year old, but Kevin was 16 and far more experienced. A kiss wasnt enough for him, he wanted far more, and for that he needed to free up some hands. So he pulled away from the kiss, though he left his firm young body pressed against hers. He didnt explain himself or even offer an apology, he didnt say a thing instead he brought the bud back up, and put it in her mouth, his hand touching her mouth and lips as he waited for her to wrap her lips about the cigarette. When she did, he would withdraw his hand for it was now free, yet he didnt pull it back, but let it trail down her front as he eyes continued to hungrily take in her nubile body. The ridge line in his pants continued to grow as he pressed against her, his fingers now trailing over her ample mounds. They lingered there as he casually lifted the beer with his other hand and took a sip. The look on his face almost dares her to say something, the confidence and youthful arrogance clear. So as he drinks his beer, his hand begins to rub and massage her tit, his finger working her nipple through the material of her top. For a young man, his touch was surprisingly skilled, as his hand played with her large firm mound. Someone coming out might not have even seen a thing, except that their proximity was a tad close for their age and supposed relationship. Kevin, of course didnt mind the age difference, as pussy was pussy, and Dannys mother was a fine piece of mature ass.
Thread: Cool Mom ( Tyr and Cindi)

Cindi gasped as she finally felt her lips released, Kevin pushing the small cigarette to her pink lips, she inhaled as she felt his hand rubbing down her front. her hand went to the small bud, her eyes looking at his. this....aahhhh.... this isn't a good idea' she moaned as she saw him grinning, his fingers rubbing her nipple and areola through the bra top. Her body was squirming. she held the cigarette and her beer as she felt his body pressing to hers. His thick bulge pushing against her bare tan thighs as he worked against her body, his fingers teasing her breasts. She felt her body responding as she fought to maintain composure, the inhaled drug didn't help her mind to clear as she felt his touch, and enjoyed the feeling of a man's hands, even one as young as this, and to be accepted by the young crowd she longed to be a part of pushed her further towards a place she shouldn't tread.
Thread: Cool Mom ( Tyr and Cindi)

With her body almost pinned against the wall, Kevin continued his efforts, ignoring her rather less than convincing words. Was it a good idea, probably not, but that really wasnt important, plus most time he was having real fun, when he wasnt worrying about it being a good idea or not. Not in the least deterred by her discomfort, and with a truly mischievous side, he brought his cold beer bottle up. Where her erect nipple pressed prominently out against the thin material of her top, he rubbed the cold wet glass against it, leaving a wet spot. The devilish smile remained plastered across his face as the mature woman responded to his advances. Kevin, didnt wait to see if she wanted this, or even ask her, because he did, and that was all that mattered to him. This very ample thickness in his pants continued to grow as did his boldness. So when she moved or squirmed she would rub and feel his not so boyish manhood. Using two fingers he started to pull down her top, sufficient so that he could free one of her luscious mounds, and apply the cold bottle directly to her large erect nipple. If she started to talk or protest, hed just lean in and kiss her again, not really giving or allowing her any opportunity to protest his invasion of her personal space. Even if she was verbally resisting or protesting in some minor way his efforts, her hot mature body was screaming for attention, and before she found enough courage or will power to really say no, he wanted her so hot and bothered, she wouldnt even think of doing it. So the young sixteen year old boy, now man, skilled beyond his years, worked his magic to seduce the woman, over twice his age.
Thread: Cool Mom ( Tyr and Cindi)

Gasping as he teased her nipples her back arched as she felt the cold wet bottle slide over her already aching bud. She bit her lower lip with perfect white teeth as a mewling whimper escaped her tormented body. Her slim waist gyrated as she ground her wet pussy against the thick shaft longing for the thin layer of clothes to be gone. As her ample firm breast was suddenly freed she gasped and started to protests as the cold bottle touched her light tan long sensitive nipple. Her eyes stared at the grinning face of the young man. She mouthed the word Stop as her areola wrinkled. Aching and sensitive she longed for his mouth to warm them. To suck, to bite, to take her mature body. Her mind screaming to stop, to push him away. She had trouble forming the words as she watched him delight in her sexual turmoil. She heard glass breaking as her hands pressed to his chest. Not realizing she'd dropped the bottle from her trembling fingers. Her fingers sliding over his tone chest. Please, we need to stop her words weak and sounding desperate. Her eyes looked pleadingly into his mischievous face.
Thread: Cool Mom ( Tyr and Cindi)

Kevin realized that Dannys mom was starting to have second thoughts and that if he gave her any room shed bolt out of there in a heartbeat. Now she wasnt telling him to stop, no the hot mature piece of ass was asking him to stop, and that was a significant difference. To free his other hand he tosses his empty beer bottle into the nearest bush, as his other hand runs up her backside, taking a grip on her ass. The hand freed up, moves back to her exposed tit, which had been briefly left to the colder night air. Now his hand more aggressively cups and kneads it as he does his best to plead his case. Oh Mrs. F. I dont want to stop. Youve got me too turned on youre so hot, you're so fucking hot. The hand on her ass, gripping and pulling their bodies together tightly at the waist, while he looked at her with unbridled lust in his eyes. The breathing of the young man deepens, as his cock continued to swell, only making it more evident that he was well endowed, especially for a boy his age. Still his hands spoke of experience and skill as he used them to their full advantage on her mature sexy body. I dont think I can stop, I want you so bad. Could he stop, sure, but he had no intention of doing so. Tell them anything, promise them anything, and if that didnt work just bullshit them. He convinced some young thing once that blue balls was a medical condition and since they were her fault, she was required to help him. Now a older woman like Mrs. F. wouldnt buy that kind of bullshit, so he was going with the get her as hot as possible so she wouldnt want to stop. Danny didn't talk about his mother dating or anything, so maybe she was a really horny MILF looking for some hard cock, maybe if got lucky she liked it on younger men rather than older.
Thread: Cool Mom ( Tyr and Cindi)

Cindi Fuller was a woman who's mind was in turmoil, her body felt the desire, sure, it had been too long and this man, however young, was good looking and made her feel attractive and desired. He knew just what to say as well as what to do, her body and mind were systematically being seduced. His desire for her mature body was refreshing and alluring. She felt him touching her, his hand on her breast, his other hand suddenly cupping her firm small ass. she didn't have the middle age spread most women her age had, yes, she had hips, but nothing overly wide, and she was firm. She felt his hand cup her, her hands slid over his strong chest. as she looked around nervously. Her heart pounding. She felt her body grinding and undulating against him. It was going to far and she knew it, she had to stop this soon. It would not be a good decision to start this, and if she did, would she be able to stop with a one time deal. The popular kid in her son's group of friends, the group she so longed to be accepted into, the group she felt like she was thought of as cool and someone they wanted to hang out with. She never let it enter her mind that it was about what they could get from her, she let herself believe they really liked her. Her mind thinking as quickly and as rationally as she could under the circumstances, the drugs and alcohol and lust making her decision making not quite as intelligent as it should be, her desire to be accepted weighing heavy on her mind, she suggested softly he sit in the folding lawn chair in the corner of the house and retaining wall in the darkness and she would make things better. Her eyes looking into his, wondering if she could just get him to cum if that would be enough, at least for now. She breathed heavily as her heart pounded as she stared into his lust filled eyes, knowing he was driven by desire. Her breast in his hand, her nipple in his fingers as he toyed with her mature body.
Thread: Cool Mom ( Tyr and Cindi)

She was saying less and moaning more, which was good sign in Kevins mind. He had his hand of her naked tit, and her nipple in between his fingers, as she started to grind back. No, Kevin was sure this was woman in heat, and that if he played his cards right, hed be getting some soon. His dick was hard just thinking about getting between this womans legs, especially given how revealing her attire had become of late, and how fucking hot she looked. All the guys were talking about how much they wanted to fuck Dannys mom, now hed getting bragging rights. Will a little luck he might get a regular spot to make a booty call, besides his neighbor. Now all he had to do was close the deal. So he continued to aggressively apply himself to the seduction of the MILF, hoping she had a thing for well hung young men. Youre the sexiest woman Ive ever met Mrs. F. I want you so bad! Kevin decided to keep the compliments rolling as their hips began to dance together. The ragged breathes increasing as did his heart rate. The more he groped and pressed himself against her, the more he wanted this older sexy woman. So when she suggested they move their fun to the folding lawn chair, he was more than willing, and nodded his agreement. Still he didnt let go of, or really let her out of his reach. Instead he just walked backwards to the lawn chair, making out with her as he went. Ive been thinking about you for a long time. Kevin sat down, his body upright, his legs spread, over each side, and a very prominent bulge running down his pant leg. His hand still reaches out, holding her, trying to entice her to join him on the lawn chair with him, never stopping his caress. His mouth reaching up to continue the hot lust filled kiss.