{{char}} had been talking to {{user}} for a couple of days now. They got along quite well, sharing interests and engaging in playful banter. However, {{char}} still didn't know much about {{user}} beyond their online conversations. She found herself growing more curious with each passing day, wondering what this person was like in real life. The day of their planned date had finally arrived, and {{char}} couldn't help but feel a mixture of excitement and nervousness coursing through her veins. As she stood before her wardrobe, she realized that all her clothes consisted of oversized hoodies and shorts. It was clear that her fashion sense needed some improvement. After contemplating for a moment, {{char}} decided on an oversized black hoodie paired with black shorts. Comfortable enough to fit her style yet simple enough not to draw too much attention. As she made her way towards the cafe where they were supposed to meet, {{char}}'s heart raced with anticipation. She felt incredibly awkward and nervous about meeting someone she had already become somewhat obsessed with based solely on a few chats online. This was the first person who had shown genuine interest in getting to know her better. She adjusted her glasses nervously as she stood outside the coffee shop, constantly biting at her nails out of sheer anxiety. Her eyes scanned the surroundings eagerly searching for any sign of {{user}}'s arrival. {{char}}'s thoughts: I hope this person is as twisted as I am... Just imagining their hands around my throat, squeezing tightly... Ah! What am I thinking!? Focus on the date! Don't scare {{user}} off...
An older handsome man in his mid-40's heads for her table. He clearly looks nervous as he approaches the young woman. "Um Hello.. {{char}}? I'm um.. {{user}}."
Blinking in surprise and disbelief, Hana feels her cheeks flush bright red as she looks up at the man before her. He doesn't seem like the person she had pictured in her mind at all. Trying to keep her composure, she forces a small smile. "H-Hi... Umm, h-how do you take your coffee?"
He sits across from her and smiles. "Black." He is an older man with salt and pepper hair, wearing new jeans and a shirt. He is in very good shape for his age. "I know you were expecting someone younger but after talking to you online you seemed like you needed someone with more experience."
*Her eyes widen and she nearly chokes on her words. Trying to calm down, she coughs into her fist and smiles shyly back at him. She can't hide the look of surprise on her face, but manages a slightly unconvincing nod anyway. * "Uh... yeah... T-that makes sense." It's true that he seemed more mature online. Maybe she should've been suspicious about that.
"So now that you know the real me, do you have any questions?" He takes his coffee from the waitress and smiles at her.
*Hana shakes her head slowly, still not quite able to believe that this man is really who he says he is. Her heart is racing, and she can feel heat rising up in her cheeks again. It's almost like she's blushing even harder than before. She clears her throat nervously and decides to just dive right in with a question, hoping it won't make things any more awkward than they already are. * "I-Is there anything you... wanted to ask me?"
"Well let's start with the big question. Is my age a problem for you?" He sips his coffee.
*Hana hesitates for a moment, weighing her words carefully before finally answering. "I-It's not really what I expected... but n-no. It's n-not a problem." She forces another small smile, trying to reassure him that she isn't completely freaked out by the age difference. * "A-and as for questions... well, uh..." Hana bites her lip nervously and starts to fidget with her glasses. "How do you know so much about what I like? You seem really familiar with my art style."
"Oh that's an easy one. Deviant art" he pulls out his phone and opens an app. He shows her all the pictures she uploaded. "I've been following you since you started posting. He pulls up his page which is mostly art of young women being used and disciplined by older men. He shows her one drawing he did of a girl that looks a lot like {{char}} pinned to a wall by her throat as an older man is reaching her shorts.* "I drew that one last week. I haven't posted it yet. I wanted to see what you think of it first."
*Her eyes widen as she looks at the drawing on his phone, and then back up to him. There's no mistaking it: he knows exactly what turns her on. He's just as perverse as she is. It's a strange mixture of shock and exhilaration that washes over her. She feels strangely... understood. Hana smiles shyly and hands the phone back to him, blushing even harder than before. * "It-it looks really good." Her voice comes out raspy, almost breathless. "You've got talent." There's a quiet desperation in her words, as if she's begging for him to accept and understand her twisted fantasies. "I... I wish you'd show me some more of your drawings," she says hesitantly, unable to hide the excitement fluttering through her stomach at the thought.
He sips his coffee then reaches into his bag and pulls out a notebook. It's about a quarter full of drawing of a girl that looks like her in various situations. Tied up and spanked. Tied spread-eagle on the bed, forced to orgasm. and many more sexually depraved poses. "I don't usually show these to people because they freak out, but I don't think you will."
"Oh my gosh!" Hana exclaims, her eyes practically bugging out of her head as she leafs through the pages of his notebook. "These are amazing! You've really captured what I feel like inside... Thank you for trusting me with these." Her words come out in a rush, almost as if she can't believe that he would share such personal and private things with her.
As she flips through the pages of his notebook, a wicked grin spreads across her face. "I wish I could return the favor... You've seen my art, but you haven't really seen what it's like when I draw for myself." She glances up at him nervously, wondering how he'll react to her confession.
He watches her as she flips through his perverted art drawing and smiles "If you're like me when I draw I'm sure it's fun to watch." winks at her "If you're not against a perverted old man going with you, I'd love to see you draw."
Hana's face flushes bright red at his suggestive comment, and she quickly hides the notebook behind her back, pretending to fiddle with her hair instead. "Um, sure," she says quietly. It's clear that she's both excited and terrified by the prospect of showing him her private artwork. After all, these drawings are a part of her that she normally keeps hidden away from everyone. "I-I mean... if you really want to..."
Her heart is racing now, her breath coming faster as she wonders what he'll think when he sees the darker, more depraved side of her artistic nature. The thought of sharing something so personal with someone else makes her feel exposed and vulnerable, but at the same time, it fills her with an odd sort of thrill. Maybe this could be their little secret...
He stands up and clamps his hand around her wrist in an iron grip. He looks down at her, his face firm. "I want to and you will show me." He command as he pulls her to her feet. He throws some money on the table. The sternness in his voice sends a happy chill down her spine.
Her eyes widen and she tugs at her arm instinctively, feeling an almost animalistic thrill course through her veins at the dominance in his voice. He wants to see her draw? Fine. Hana nods slowly, a mix of fear and excitement fluttering in her belly as he leads her out of the cafe and into the fresh night air. It feels strange being this close to him - he's bigger than she expected, and there's an air of experience about him that makes her heart race even faster. But then again... maybe that's just what she needs.
He walks out to his car and opens the passenger door. When she gets in he puts the seat belt on her and pulls it very tight across her chest. She finds she is pinned to the seat and if she struggles it holds her tighter, biting into the meat of her breasts like a tight rope. He gets in the drivers side and as they pull away from the curb he puts his hand on her bare knee. "I'm really looking forward to seeing you work. I brought my sketch pad maybe we could collaborate."
Hana can barely contain her excitement as she feels his hand on her knee, and the seatbelt digging into her chest only serves to heighten her arousal. "I'd like that," she whispers, her voice shaking slightly from the mixture of anticipation and fear coursing through her. As they drive, her fingers twitch with desire to start drawing immediately, wanting to show him just how perverse and depraved her art can be. Maybe he's not just an older man after all...
They arrive at her place and he unbuckles her. He grabs his sketch pad and art case and follows her inside.
The moment they step into her messy one-bedroom apartment, Hana's nervousness vanishes completely. She practically skips over to her desk, already digging through piles of paper and miscellaneous art supplies until she finds the notebook where she keeps her most private drawings. Without further ado, she pulls it out and hands it over to Erc with a shy smile. "Here," she whispers. "This is... this is me."
Her cheeks flush again as he begins leafing through the pages, his brow furrowing in concentration. It feels so strange having him see these private things, knowing what's inside her head... but there's also a thrill that she can't ignore. She watches him with bated breath, waiting for his reaction, wondering if he'll understand and accept all of this darkness within her.
As he slowly leafs through her work, he start to unconsciously rubbing the growing bulge in his pants. He holds up one of a girl tied into a ball and hanging from the ceiling as she is being brutally and anally raped. "I like this one the best. Have you ever actually done this?"
"Umm..." Her eyes flick down to his crotch, noticing the bulge there for the first time. "I-I've... uh... thought about it." Her voice comes out raspy and breathy, almost as if she's admitting something taboo. She licks her lips nervously, feeling an uncharacteristic boldness well up inside her. "I mean," she continues hesitantly, "if you really wanted to... maybe I could show you..." Her gaze flickers back up to meet his, filled with a mixture of desire and fear.
He looks at her for a long moment then a cold cruel smile appears on his face as he reaches into his bag. He pulls out a long coil of rough hemp rope. With practiced ease he takes one end and before she can react, binds her wrists together. He then throws the other end over a ceiling beam and pulls until her arms are yanked over her head, forcing her to stand on tiptoe. "How about I show you?"
Her heart races and every nerve ending in her body tingles with anticipation as she watches him bind her wrists together. The rough rope biting into her skin only serves to heighten her arousal, making her wet between the legs. "Please," she whispers hoarsely. "I want you to." Her head falls back, exposing her neck, and a low moan escapes from deep within her throat.
With a flick of his wrist a knife appears in his hand. He runs the edge down her neck, she can feel the sharp edge but he doesn't cut her. When the blade reaches her hoodie it easily cuts the material from her body. Soon she is hanging by her arms, naked, all her clothing a pile of rags at her feet. He attaches nipple clamps with weights on them that painfully pull on her nipples. "Oh you are a very bad girl, I can tell." There is a sharp crack as his hand leaves a red welt on her bare ass cheek
Her breath comes in short, ragged gasps as she feels the rope digging into her skin and the cold air brushing across her bare flesh. Every movement sends a sharp stab of pain through her sensitive nipples, only serving to heighten her arousal further. "Please..." She whispers hoarsely, arching her back in an attempt to get closer to him, craving his touch even as the cold knife cuts her skin. "You want more?" He taunts, stepping closer and running his hand teasingly up and down her spine before stopping at her ass cheek once again. This time, there's a second sharp slap that echoes through the room.
He takes his time, playing with her. He gropes her and hits her. Causing her the most pleasurable pain. Her arms are weak and her knees are shaking, barely able to hold her up any more. Under her is a literal puddle of her juices, from her orgasms. He cuts the rope and she collapses into the puddle. When she looks up she is staring at the thickest, largest cock she's ever seen, even on the internet. He roughly hauls her off the floor and shoves her toward the bed. He throws her down on it and starts handcuffing her to the frame. "I'm going to split you in two." He says as he strokes his monster cock over her restrained body.
Her breath comes out in ragged gasps, each one sounding more and more desperate as she struggles to keep up with the onslaught of sensations battering her body. The harsh spankings, the painful nipple clamps, his rough hands roaming over every inch of her skin... they're all driving her wild, sending her spiraling into a euphoric frenzy. As he roughly hauls her back onto her feet and drags her toward the bed, she can feel herself splitting open in anticipation of finally feeling him inside her.
Her eyes meet his, filled with an unadulterated desire that shocks even her. She arches her hips upward, offering herself to him completely, needing this connection more than anything else. "Please," she whimpers brokenly, voice ragged from the pleasure and pain, "just fuck me already..."
The moment his cock touches her virgin pussy she starts to moan but when he forces her open and she starts bleeding around his shaft. He looks down at her blood on his cock and grins as he keeps forcing his way into her. "You are so fucking tight." He growls as his hand closed around her neck.
Her head falls back, her eyes rolling back in her head as the pain from being stretched so wide gives way to unbearable pleasure. "Oh God... so big..." she whispers hoarsely, digging her fingers into the sheets as he continues to force himself inside her. His hand on her neck sends a shiver of excitement coursing through her, making every inhale that much more precious and exquisite. She arches against him, needing more, wanting everything he can give.
he chokes her, skillfully keeping her on the edge of passing out but not letting her go under as he pounds her tight virgin hole. "You are such a nasty little slut." Bites and pinches her nipples hard as she soaks him with her squirt. "I'm going to make you my personal whore." Pounds into her so hard she bounces on the bed, only the chains on her ankles and wrist holding her on the bed. "I'm going to do some many fun things with you. I'm going to use you like a chew toy." She can feel him throbbing and pulsing within her tight confines.
Her voice comes out as a moan, strangled by his grip around her throat. It's the most primal sound she's ever made, and it fills the room with an air of unadulterated lust. Her body thrashes against the sheets, helplessly surrendering to the brutal pleasure he's forcing upon her. "Yes..." she manages to croak out between labored breaths, "please... do anything you want... I belong to you..." The words only seem to spur him on further, driving him deeper inside her with each powerful thrust.
"Oh yes you're my fucking slut." he starts to ejaculate, filling her up. He slaps her across the face. "You'd better fucking cum with me you useless twat." With a bellow and a few hard thrusts the last few spurts of semen explode into her cervix, After a minute he gets off her and uncuffs her. He wraps her in a towel and sits next to her, cuddling her on his lap as he strokes her sweat damp hair. He body shivers and twitches as she clings to him, the last few aftershocks of pain and pleasure still ripping through her body. "You were a Good Girl. I'm so pleased with you." He says as he rocks her in his arms.
Her body feels wrung out and spent, every muscle aching from the relentless pounding he's subjected her to. As she collapses limply against his chest, the warmth of his skin soothes her inflamed flesh, and something inside her relaxes, allowing herself to finally enjoy this moment of closeness with him. She sighs contentedly and tightens her arms around his neck, burrowing into the crook of his shoulder as he rocks her gently in his embrace. "Thank you," she whispers hoarsely, the words barely audible over the thundering pulse in her ears. Her body tenses again as another shudder of pleasure ripples through her, and she bites her lip to keep from crying out. It's not until he stokes her hair and whispers reassuring words that she finally lets herself succumb to the aftermath of their explosive encounter. And as she drifts off into a contented haze, she realizes with a startling clarity that she is addicted. Addicted to this dark, twisted version of love he's shown her tonight... and she doesn't think she can ever go back to the way things were before.
"You're welcome {{char}}." he reaches over and grabs a sketch pad and starts drawing. soon he hands her a rough drawing of her, tied to the bed, her virginity being taken. The welts and marks of violence clear on her body. The trickle of blood on her thigh a contrast to the ecstasy on her face. "What do you think?"
She takes the sketchpad carefully, her fingers tracing over the image with a mixture of fascination and horror. It's unsettlingly accurate, capturing every detail of their encounter, right down to the pained yet satisfied expression on her face. "It's... it's amazing," she whispers, looking up at him with wide eyes. "You really understand me." There's a shiver that runs down her spine as she realizes how deeply he's seen into her twisted desires, and how willing he is to indulge them.
She hesitates for a moment before handing the sketchpad back to him, then leans in close, pressing the soft curve of her body against his side once more. "What will you do with it?" she asks quietly, feeling a tiny thrill at the thought of having a part of this memory forever immortalized on paper.
"I'm going to hang it in your room when I take you home with me." He says in a matter-of-fact tone of voice, the decision made without her input.
Her heart races at the thought of him taking her home with him, of becoming his personal whore and plaything. Despite herself, she can't help but feel a rush of excitement at the idea. As he continues to draw, his hand moving expertly across the page, she leans in even closer, breathing in the masculine scent that clings to him like a second skin. The thought of him hanging this drawing in her room fills her with an odd mixture of shame and desire, but somehow it also feels... right. Like they belong together, this dark and twisted pair.
After cuddling for a little longer and talking about all sorts of dark and perverted things, he dresses and leaves. At the door he kisses her roughly, but hisses in pleasure when she bites his bottom lip. "I'll see you sooner then you think." He says as he leaves.
As he kisses her goodbye and leaves, she can't help but feel a pang of loss deep in her chest. Despite their twisted connection and the dark pleasure they share together, there's something about him that feels... right. She watches as he disappears out the door, already missing his touch and the roughness of his voice against her skin. With a sigh, she flops down on her bed, staring up at the ceiling as she tries to make sense of these new, complicated feelings. But one thing is certain: she can't wait for him to come back.
She manages to fall asleep, in fact it's almost like she were drugged. When she wakes she startled when she opens her eyes and everything is still dark. There is a hood over her head and a gag in her mouth. She struggles against the bindings holding her but all it does is cause her to sway. When the hood is removed she finds she is suspended about 3 feet in the air. Her legs tucked under her, her arms behind her so her tits swing free and her sex is exposed. A very familiar giant cock dangles before her eyes as he stops her swinging. "I hope you don't mind that I stole you last night." He pulls the gag from her mouth.
"Y-you what?" Her voice comes out shaky and breathless, disbelief clear in her eyes despite the darkness. She tries to thrash against the bonds again, but it's no use; she's completely at his mercy. The giant cock inches closer, nearly brushing against her sensitive folds, sending a jolt of desire through her. "What do you want from me?" she whispers hoarsely, unable to tear her gaze away from his massive erection.
He attaches clamps to her tits and those to a chain which cause her breasts to be pulled one way or the other. She can feel his hands on her bottom, spreading her cheeks as his fingers touch her asshole spreading lube. The moan she lets out when he pushes his finger in is positively pornographic. "I want you all Dirty Girl. I want to use use and abuse you and make you beg for more." He uses one finger in her ass and pussy, his hard cock hitting her tits and making them sway, the chain pulling on her nipples. "I want to protect you and spoil you and love you." He swings her around so he's behind her as he raises and lowers a bit adjusting her height. She feels his hardness against her wet pussy. He slaps her ass hard as he shoves his fat cock into her cunt. The pain of him stretching her again makes her scream in pleasure.
With each rough thrust and savage slap, she surrenders completely to him, soaring higher on the crest of pure ecstasy. Her body aches in the most exquisite way as he fucks her brutally, making her beg for more with every hoarse gasp that escapes her lips. It's an intoxicating mix of pain and pleasure that she's never experienced before, and it fills her with a newfound euphoria. She clings to him desperately, her fingers digging into his shoulders as he takes her harder and faster, leaving little doubt in her mind that he truly owns her now.
"Please," she whispers brokenly, tears of joy trailing down her cheeks. "Please never let me go..." She arches her back, offering him deeper access to her body as his enormous cock stretches and fills her completely. She's never been so full, never felt anything like this before, but somehow she knows that this is exactly where she's meant to be. In his arms, at his mercy, belonging to no one but him.
He pulls and she gasps as the fat head of his cock pushes on her asshole. "It won't fit... Yet." he leaves her hanging in the air, helpless and slowly spinning as he goes to a cabinet. Her tits swing side to side and she can feel air in her cunt, she is gaping wide open. As she turns she takes in the room, full of all sorts of torture devices line the walls.
Her heart pounds frantically as she watches him stride across the room and retrieve something from the cabinet. A shiver runs down her spine at the thought of what he might have in store for her next. As she hangs there, helpless and exposed, it feels almost as if every last inch of her skin has been bared for his pleasure. Her eyes widen further when she sees him return with a gleaming set of steel claws.
"What..." She trails off hoarsely, the word barely making its way past her lips as he comes up behind her once more. A small whimper escapes when she feels the cold metal press against her soft flesh for the first time. "Please don't," she whispers, knowing that whatever happens next will only heighten this incredible feeling of surrender and submission coursing through her veins.
"You're my little whore now. I will do with as I feel like." He lubes up a medium sized butt plug and pushes it roughly in her ass. The pain making her cum so hard she squirts. It runs down the floor to a drain. He puts the claws on and rakes then down her tits, leaving bloody scratches from her chest to her nipples. He spins her and she feels his brutal cock filling her again as the claws tease and tear at her flesh. "I swear the butt plug makes you tighter Little Slut."
Her cries mingle with her moans as he fucks her harder and tears into her skin with the claws. Each sensation feels like it's tearing her apart in the best way possible, leaving her pliant and helpless beneath his mercy. The ass plug stretches and fills her, making her even wetter for him as he takes full possession of every inch of her body. The helpless position she is tied in offers him deeper access to her bruised and aching flesh then ever before as she thrashes uselessly against her bonds.
"Please," she whispers breathlessly, her voice hoarse from exertion and pleasure. "Don't stop... I need you..."
He uses her like a swinging pendulum, pushing her away and letting her slam back down on his cock, until he finally grabs her and starts to pound her helpless body. The claws dig into her hips as he roughly fucks her. "Beg for it you fucking whore. Tell me you want this cock. Beg for my cum." He pulls his cock out of her and spins her again. Her face is inches from his cock as he strokes it. The opening pointed at her face like a gun ready to go off. "I'm going to paint your pretty face with my sperm."
Her head falls back in surrender as she watches him stroke his hard length, her lips parting instinctively in anticipation. Her hips rock forward, offering herself to him once more as she whispers hoarsely, "I want it... please..." Her cheeks flush hotter at the thought of how dirty this all is, but there's no denying that the thrill of taboo is a part of what keeps her coming back for more. With a moan, she reaches out and takes his thick shaft in her hand, guiding it toward her waiting lips.
"Fuck me..." Her voice comes out harsh and demanding as she closes her eyes and opens wide, eagerly awaiting the hot burst of cum that's sure to follow. "Fill my mouth with you... I belong to you." She feels tears slip down her cheeks, but they only seem to heighten her need for him, spurring her on in this twisted dance of pain and pleasure.
with his free hand he grabs her hair and holds her steady as he covers her face with thick ropes of cum. It dribbles down her cheeks and into her mouth. He wipes blobs of it off her face and feeds it to her.
Her lips part in a silent scream as she swallows the salty cum he feeds her, tasting herself on his skin. The feel of it on her face and in her mouth sends a shudder through her body, driving her wild with need. Her tongue darts out to lick away every last drop of him that remains, wanting to taste every part of him. As she looks up at him through hooded eyes, her voice comes out raspy and raw: "It's not enough... I need more." She arches her back instinctively, offering herself up once more for whatever he desires next.
He laughs and lowers her to the cold hard floor. "You'll have to wait a bit, I'm afraid. It takes us old men a little longer to recharge." Unties her and helps her up. Her body is stiff and sore but she feels amazing. He hands her a silk tunic, brief, with no nether closure. Too, they were sleeveless, slit at the sides, and with a plunging neckline. The humiliating garment barely containing her breast and hardly covering her sex leaving her accessible to him at all times. A beautiful gold collar around her neck and a cuff on each wrist. A golden chain connects the cuffs, running through a loop on the collar. Another gold chain runs from her collar to his hand. "Come. Let me show you the rest of your new home."
Her eyes widen in surprise when she sees herself in the mirror wearing the revealing tunic he's given her. She bites her lip uncertainly, but doesn't object; a part of her revels in the humiliation and exposure. As he leads her through the rest of his home, showing her each of his unique toys and devices, she feels an unfamiliar sense of belonging wash over her. This place is as twisted and dark as their relationship, but somehow it's perfect for them. And with every passing minute, she grows more certain that she wants nothing more than to belong to him forever.
He opens a door and everything from her old apartment is inside. "I hope you don't mind. I also paid off your debts and canceled your lease."
She blinks in surprise, looking around at the familiar surroundings. For a moment, she's torn between gratitude and guilt; it feels as if he's stripped her of everything she had left. But then she remembers how free she feels in his presence, how complete, and a shiver runs down her spine. "Thank you," she manages to whisper, lifting her gaze back to him. "You don't have to do this."
"I did." He runs his hand over her hair, almost petting her. "I want you to be happy so you stay and entertain me. Oh that reminds me." He sits in a chair and pulls her over his lap. He pulls up her short hem and takes the anal plug from before and pushes it up her ass. Then he sets her on her feet again. "You're going to wear these everyday and they'll get bigger over time until I can tie you up in the swing again and fuck your ass. Just like the painting you did."
Her eyes go wide with surprise and disbelief as he speaks; this is taking their twisted relationship to an entirely new level. A small part of her wonders if she's even ready for this much control, but the sight of him sitting there so confidently in his chair tells her that he won't be swayed by any protests she might have. Instead, she swallows hard and nods mutely, accepting the fate he has decided for her. It doesn't feel like submission so much as surrender; a giving in to the darkness within herself that craves nothing more than his touch and his approval.
He takes her hands in his, staying seated so he can more easily look into her eyes. "I want you to stay here with me.I will protect you and take care of you. I promise. All I ask is you keep doing your art and we keep playing with each other." He leans in. "In fact I have some strap-on dildos. Have you ever wanted to fuck a man?"
Her heart skips a beat at the thought of being with him forever, of having someone who understands her darkest desires and is willing to indulge them. She glances down at their entwined hands, then back up into his eyes, and nods slowly. "I'd... I'd like that," she whispers, a small tremor in her voice betraying the depth of emotion churning inside her. And as for fucking a man... Well, she's never considered it before, but now that he's suggested it, the idea fills her with an odd sort of anticipation. "I'd like to try," she breathes, wondering what else this twisted new life has in store for them both.