Whitzz/544K-RP-Datasets huggingface dataset:
Thread: Dark Romance (sispuppet & LaBellaMia)

Alexander Jacobs, or Alex as his friends called him, seems like the perfect gentleman to most people. He is wealthy entrepreneur whose companies were safely in the black, and is well known among charities as being incredibly generous with his money. He looks surprisingly well for a man in his forties. Standing just under 62, he works hard to keep a healthy physique. His short black hair has specks of grey in it, and he wears a pair of small glasses in front of his dark brown eyes. To anyone who just knew his public persona, Alex would appear to be a great catch. Despite that though, he was rarely seen dating. The few relationships he had didnt last long, and it was to the point where some people even wondered if he perhaps enjoyed a different sort of company. Alex would never admit it, but the true reason was far darker than that. In his youth, he discovered a fascination with the more extreme forms of pleasure. It was the sort of pleasure derived from pain and dominance, the sort that any normal person would look at him in disgust if he ever admitted to it. So the man kept quiet and made do with lesser pleasures. He hid his urges away and focused his energy instead on his career. Before he knew it, Alexander Jacobs had become a well-known name. Now more than ever, it was important to hide this part of him. If it came out then everything he worked so hard for would come tumbling down. Its okay. I dont need that to get by. I can resist it. He would tell himself, and for a long time it was true. Then he met her. Caitlin McConnell may very well be the most beautiful woman Alex had ever seen. Her flawless pale skin, dark red hair, and emerald eyes, there was nothing about the slender girl that didnt fill him with the flames of desire. The meeting was pure chance. Being thirsty, he stopped in for a quick drink when the waitress caught his eye. Before long, hes giving her 100 to sit and join him for a meal. As the food is being brought out to them, he pries her for information about herself. It seems that the seventeen year old girls life has taken a turn for the worst. She is working full time in an attempt to cover the ever growing mountain of bills brought on by her mothers illness. Shes had to drop out of school and take on as many shifts as she can. On top of that, there are all the other bills, and rent to pay, and theyre barely making those as it is. After hearing the story, Alex sits back in his seat and closes his eyes. An idea starts to form in his head. He could help this young woman, and she could pay him back in return through other means Could he really subject her to that though? Alex takes a business card out of his jacket. I can help with your bills. I could even give you a better place to live so that you and your mother could be comfortable. If you decide you would like to hear my offer then come to this address. He gets up to leave, putting another hundred dollar bill under the card. He walks out and heads home, his mind at war with itself over what hes considering.
Thread: Dark Romance (sispuppet & LaBellaMia)

Caitlin knew she had done what was best. Her mom was getting treatment and in a long term facility. Given that it was a massive brain injury, the recovery was long term and now she would get the treatment she needed. Now it was time to pay the piper so to speak. Alexander Jacobs had seen to it that her mother was taken care of in the last few weeks since she had approached him about his offer and she had researched him enough to know the man was worth millions. Not that she was after all of his money. When he had offered to help with the bills, she had nearly cried with relief. The offer it's self was a bit more than she had expected. Her mother had been involved in a car accident about six months before and while she had had a boyfriend, she had lost him when she had decided to put her mom before herself and had never done anything with him but kiss him. When Jacobs had offered her the aid for her mother, in exchange for becoming his live in mistress, her first instinct had been no and absolutely not. But she had played the idea through in her mind over and over again and had finally agreed. A contract had been drawn up, complete with her signature and that day her mother had been evaluated by a specialist and recommended to the facility where she now was. That had been six weeks ago. And now she was riding up in a limo to his elegant mansion to make her end of the deal. There was no set time for how long she would be his mistress. During that time, he would supply her with shelter, jewelry, new clothes, and food as well as her mother's medical treatment and even after and she would remain his mistress until he decided to terminate the relationship or her mother died but anything she recieved would belong to her to do with as she pleased. It was like Cinderella except she was selling her body to a man to get her mother the best care possible. As the car pulled to a stop in front of the mansion, she took a deep breath and then fixed the skirt of her cocktail dress. The box had arrived that morning with a note to wear what was inside and be ready at seven. Now here she was dressed in a black cocktail dress with black heels and underneat the dress was a black lace thong and black lace strapless bra that fit her neatly. Her hair was loose and straight and as she climbed out of the car, she fixed the hem of the skin tight black dress and then walked up the steps with the driver. Once inside, the seventeen year old was told to wait in the foyer and so she did, glancing around, finding herself surrounded by the oppulent lifestyle she had only ever seen in movies,. After living in a run down apartment most of her life, it was a bit disconcerting to enter a room that could fit three of her apartments in it and not have any real function except a large stair case that led to the left and right wings of the house.
Thread: Dark Romance (sispuppet & LaBellaMia)

Alex fidgets with his outfit nervously in the mirror. He chose one of his finest suits for this evening. The black 3 piece suit pristine, didnt have a single wrinkle on it, and fit him perfectly. Adjusting the tie for the 100th time, he breathes in and talks to himself. She agreed to it Alexander. You want this, and its not like she cant walk away. He had learned early on in business that confidence was important, and thats exactly what he needed now. He had to maintain his calm and cool demeanor to keep from scaring Caitlin off. The limousine arrives, and as instructed, the driver walks Ms. McConnell to the waiting room before departing. Alex had made a point to have only a minimal amount of staff working tonight. It would help ensure secrecy of what may or may not happen. His guests young age alone was enough to set off a scandal, he knew. Taking another deep breath of confidence, Alex walks down the steps and greets the girl. Good evening Ms. McConnell. He says in a formal tone. The girl stands up and offers her hand to shake. He gives it a soft kiss, not breaking eye contact with her. If youll join me in the dining room, I thought we could have some dinner first. He leads her to the room where a salad and some chicken have already been laid out for them. He had instructed the worker to only come out after they were done, and to leave most of the cleanup for tomorrow. As they sit, he offers the girl some wine, asking her about her day. , Realizing that hes stalling, Alex changes to what they are both thinking about. Ms. Mc- Caitlin, I know how difficult this decision must have been for you, and so I feel that there are a few things we should clear up now. He picks up his own glass of wine, draining it before continuing. As you know, the agreement was to be my mistress. In bed, you serve my every desire. Outside of that though, you will have everything you need here. Ive hired some private tutors who will help you catch up to where you had left off at school, and getting you to the point where you can graduate. Youll be given a card to handle any of your shopping needs within a reasonable limit, and my kitchen is always full, so you wont need to worry about food. He makes it a point to play up all of the benefits, wanting her to know that he can be a kind and good man. In the bedroom, things will be different. Youll be expected to do what I ask without question. If at any point you cant handle it, we will stop, but that will be the end of everything. Alex lets the words sink in. He had meant to ask how her mother was doing, but felt that she would take it the wrong way. He continues to pick at his food while listening to Caitlins response.
Thread: Dark Romance (sispuppet & LaBellaMia)

The house was beautiful. As he led her toward tihe dining room, her eyes kept glancing over the priceless furnishings and expensive wallpaper. The dining room was beautiful in and over itself and Caitlin sank down at the table. When he offered the wine, she shook her head and settled for water, slowly beginning to eat as he kept up with some small talk. Then the mood changed as he started to talk about their agreement. She lowered her fork and knife and then washed down what was in her mouth with the water before looking down. As he spoke about everything, she felt nervousness really grab her and looked at him, brushing her hair back from her face. All that he offered was a dream. Care for her mother, tutors to finish her high school education, clothes, food, shelter. All of it more than she had ever thought of having. He was offering her the world and wanted sex in return. As he spoke about the sex, she looked at him and then nodded, before responding. I...I understand. I just hope you can forgive my inexperience... She took a deep breath and then pushed her plate aside. I haven't ever...had sex before, of any kind...and while I understand the benefits, I'm also very nervous...the only boyfriend I ever had I just kissed and it was never anything earth shattering... She took a deep breath and then drew her hair back from her face and then brushed her hair back from her face and then slowly stood from the table, nervously walking around before looking at Alex. Mr. Jacobs...I know I'm only seventeen, but I understand what I signed. I also know that you are going to be the reason my mom lives a functional life in the facility where she was placed and recover to the best of her ability. You've given me...the greatest gift I could of ever asked for in helping her and I just hope that I can give you what you want... She stepped over to the mantle, fingers running over the ornately carved wood and then she looked back at him before looking down, massaging her shoulder and then took a deep breath. Slowly, she came toward him then sank down beside him. I'll try my hardest...to please you... She stammered out and then looked down, brushing her hair back from her face once more.
Thread: Dark Romance (sispuppet & LaBellaMia)

Alex lets her finish speaking without interrupting. When she voices some concern about her inexperience, he resists the urge to tell her that it wouldnt be a problem. In truth, Caitlins inexperience was one of the things that attracted him to her. He craved someone who he could mold into enjoying his specific taste in pleasure. Once the girl finishes speaking Alex turns and stands up, helping her out of her seat as well. Thats really all I can ask of you Caitlin. He says as he holds one of her hands in his. With his other hand, he holds her chin steady and leans in, pressing a soft kiss to the teenagers lips. Its short and chaste, even reluctant in a way. When he pulls back he nods at her. Shall we go? Hand in hand they leave the dining room, making their way back to the foyer. Each step of the staircase feels heavy on Alexanders legs. A part of him yells to stop this, but the closer he gets, the quieter it becomes. Stopping at the door to his bedroom, Alex looks at the girl, silently giving her one last chance to turn away before she sees whats inside. When she doesnt, he grasps the doorknob firmly and turns, pushing his way inside. Theres an audible gasp from the girl when they enter the room. He isnt too surprised about that. It would be shocking to anyone who knew him to see what it was like. The large bedroom is likely bigger than Caitlins entire apartment. The walls are painted a dark charcoal grey, and other than dimmer lights attached to each side of the walls, there is no decorations on it. To their right is a double glass door leading out to a balcony overlooking a lake, on the left is a small wooden door that goes to the master bathroom. The room is fairly minimal. Theres a small desk in one corner, the dresser, a minibar, a night stand, and the bed. Its that last item which catches her attention though. The four poster king sized bed is made of a rich, dark wood. Its covered in black satin sheets and matching pillows. A bit dark, but not immediately disconcerting on its own, its the attachments to the bed that have Caitlin staring at it wide eyed. Each post has a leather belt strapped tightly to it. Attached to each belt is a short chain that ends in another black leather strap. Alex closes the door behind him and slightly dims the lights to the room as he calmly begins to remove his jacket.
Thread: Dark Romance (sispuppet & LaBellaMia)

Moving into the room, Caitlin looks at the bed, seeing the straps and chains attached to the large bed posts. Suddenly she got the feeling that she didn't know exactly what she had gotten into, but she didn't turn back. As he took off his jacket, she glanced at him and then looked back at the bed, moving toward it and then brushing the wood with her fingers before looking once more at the man she had sold herself to. What do you want me to do? she asked softly, her voice gentle as she watched him. She could see the fitness of his frame as he took off his jacket and showed off his shirt that formed well to his frame. She looked down, out of nervous habit brushing her hair back from her face. Taking initiative, she reached up, unbuttoning the back of her dress before taking down the zipper. Slowly, she let it slide off of her, revealing the curve of her breasts and then her bra before drawing it down completely. Her body was slender and toned, and her breasts while not large, filled out her bra nicely. Her sex was covered by the flimsy material of the black lace thong and she had already groomed herself so she didn't have any hair on her sex. It was nothing but smooth skin abover her slit. The only hair on her body was the hair on her head. She folded the dress and set it on the nearby desk and then looked back at him, her stomach tied in knots as she approached in just the bra, panties and high heels. Her face was a little ashen and her fingers trembling but she wanted to appear brave and not so damn uptight and tense.
Thread: Dark Romance (sispuppet & LaBellaMia)

She did gasp and when he kissed her, she found herself moaning softly. This wasn't like any kiss that she had ever experienced. When he broke the kiss and pushed her back, she gasped again and then whimpered as he moved atop her and started to kiss her again, distracting her. She was a little scared but her body was reacting as any hormonal teenager would. He was an attractive man, even if he was more than twice her age and her body felt hot as he kissed her and slid his tongue into her mouth. He was kissing her as a man kissed and not like the boy she had once been a girlfriend too. She felt his hands drawing her arms up and tightening straps on her wrists. As he drew away, she found herself attached to the bed and said nothing further as he moved to start undressing. Her green eyes watched as he took off the rest of his clothes except for his boxers but she could see the impressive line of his erection through the fabric. He was big. She had taken a sex ed class. She knew how this stuff worked but she didn't know guys could be so big. Now she wished she had had some sex before this. Blushing, she swallowed hard. I...I won't say it, she promised, her voice a little shaky. After all, she had gotten everything she had ever dreamed and her mom's health and so she would hold up her end of the bargain, even if she was a bit scared.
Thread: Dark Romance (sispuppet & LaBellaMia)

Good. Is all Alex says as a reply. Placing a hand on either leg, he works his way slowly up to her waist, stopping once his fingers reach the hem of the thong she had been instructed to wear. Gripping either side of it, he pulls down hard, his nails scraping slightly against her skin as he moves down. The thong is thrown haphazardly to the side. Alex stares intently at the bare pussy of the seventeen year old girl. Pressing his face to her sex, he hears her gasp as he inhales the scent of her sweet virginal pussy. Slowly, Alexs tongue runs over it from the bottom to the top before he moves back up the bed. When Caitlin looks into Alexs eyes, they look different. They seem wider, like theyre taking more in, and theres a hunger almost like a wolf. He grabs at her bra and is less gentle with removing it than he was the thong. He pulls hard, and with a loud rip, the material is pulled away to reveal her small pale breasts, and the hard pink tips of her nipples. Alex comes down again, taking one between his teeth. He bites down hard as his tongue runs over the tip. One hand moves to her other breast squeezing and pinching it as his other hand moves down to between the girls legs, rubbing against her slit.
Thread: Dark Romance (sispuppet & LaBellaMia)

She whimpered slightly when he took off her thong and scratched her legs and then gasped as his face seemed to go between her legs and down to her naked sex. As he touched her with her tongue, she whimpered and then gave a cry as he tore her bra away. She looked up at him with wide eyes and lay beneath him completely naked. When he leaned down and bit her nipple, she squealed. It hurt and she could feel tears gather in her eyes. She whimpered but didn't make any form of protest. He was being rough but she didn't breathe a word. She didn't want her mother to lose the precious help she had recieved thanks to the man now atop her. Eyes closed, she tried to keep herself in check, wincing and giving little whimpers of pain. Her nipple stung and the breast he was squeezing and pinching was beginning to hurt as well but she refused to stop him. She had signed herself into this. She gripped the chains binding her hands to the bed, her feet moving up and her thighs parting as he started to rub her slit. It was a mixture of pain and also heat that swirled low in her belly as he touched her so intimately.
Thread: Dark Romance (sispuppet & LaBellaMia)

The girl had put up well with what hes wanted so far, but this was only the start, he knows. Alexs finger starts to drive deep inside Caitlins pussy, exploring it for sensitive spots. He stops when he feels a point of resistance. She hadnt been lying to him. He had already assumed she was telling the truth, but confirming it himself proved to excite the man. Alex stands up again, taking hold of his boxer briefs and pulling them down to free his hard penis from its cloth prison. The member is seven inches long and slightly thicker than average. A small, well-trimmed patch of black and grey hair sits above it. Silently, Alex sits up on the bed once more and looks into the eyes of his mistress. He doesnt say a single word as he begins to rub the head of his cock against the girls slit. She squirms a little under him on the bed, but besides some whimpers and moans, she doesnt say a word. Gripping her hips tight, he leans in to press their lips together again. Alex pushes just the head of his cock inside her and shudders as a groan escapes his lips. Breaking the kiss and taking in a deep breath he pulls back. Their eyes stay locked together as Alex holds her tightly. In one fierce thrust, more than half of his shaft is inside her. It tears through the girls hymen with ease, her virginal blood flowing down his cock and her legs, pooling under them on the black satin sheets.
Thread: Dark Romance (sispuppet & LaBellaMia)

She winced as he pushed in somewhat and then gasped as he broke the kiss. When he drew back and then lunged, she gave a cry of pain, eyes shutting tight, feeling her virgin's blood running between her thighs and felt tears roll down her cheeks. She swallowed the lump in her throat, feeling her last vestige of innocence disappearing with her hymen and took a deep breath, looking back at him. The nipple he had bitten was bruised and fingerprints marred her pale skin where he had squeezed her other breast. Even the marks of his scratching were visible on the outside of her thighs. His rough treatment was becoming visible on her body but she still didn't speak or try to stop him and now it was to late. The pleasure she had felt from his fingers was gone, replaced with pain and a sense of being stretched so far she might split in half.
Thread: Dark Romance (sispuppet & LaBellaMia)

Her cry only encourages Alex as he begins to pull out before giving another hard thrust. His cock stretches her pussy, easily filling it. Each throb pushes against her tight walls, forcing her to accommodate him even more. After his initial grunt of pleasure, the only sounds from the man is the heavy panting as he starts fucking her faster. One hand stays on the girls hip, holding it steady for his thrust as his other comes up to take hold of her unbitten breast. Looking back, he realizes that he should have expected her porcelain like skin to show the damage so easily. His eyes roam over Caitlins body as he fucks her. Each mark drives him wilder, making his thrusts fiercer. The mans hand closes around the girls breast tightly his finger nails digging into her skin. Alex leans down with his next thrust, kissing at her neck. His teeth close on the pale flesh of her collar, biting down hard and suckling at the skin as he groans. Its been so long since hes been involved with a woman, and even longer since he was able to indulge his darker impulses. Alex knows he wont be lasting much longer, and intends to make the most of this first time.
Thread: Dark Romance (sispuppet & LaBellaMia)

She looked up at him and gave another cry of pain, the tears coming full force as he starts to move in and out of her, over and over again. She gripped the chains that bound her to the bed, closing her eyes tightly and moaning softly with each thrust. It hurt and when he bit down on her neck, she cried out again but didn't stop him or cry mercy. She didn't understand why he was being so rough but it also seemed restrained. Almost as if he were holding back more than what he could give. She panted and opened her legs a little wider, hoping the angle would lessen the pain. Every time he moved into her, she made soft noises of pain. Even so, her body was busy reacting to his thrusts, lubricating itself to try and make things easier but he was long and thick, making her virgin walls tight around him. Oh... she whispered, biting her bottom lip, trying hard not to say anything. Of all the ways she had thought of losing her innocence, this hadn't been it. Maybe that was why he had wanted her. Because he wanted to make sure she didn't leave him after this. And she wouldn't. Even if she couldn't move when he was done she wouldn't stop him for anything.