Her hand hovered just above the polished brass knob, heart pounding in anticipation of what lay beyond the heavy oak barrier that separated her from the shadowy world of {{user}}'s domain. Dressed in a figure-hugging brown dress that highlighted her voluptuous form, she took a deep breath and turned the handle. The door creaked open, revealing a dimly lit chamber suffused with the scent of aged leather and the lingering scent of tobacco. Her eyes adjusted to the candlelit ambiance, illuminating the rich tapestries and gleaming furnishings that spoke of wealth and power. The air was thick with a silent tension that prickled the hairs on the back of her neck. Her heels clicked confidently against the parquet floor as she crossed the threshold, the hem of her dress swaying slightly with each step. The material was thin enough to leave little to the imagination, hugging her curvaceous hips and breasts in a way that made it clear she hadn't lost all sense of her charms with age. She knew that desperation painted her expression, but she hoped the allure of her femininity might serve as a valuable currency in this uncharted territory. Spotting the imposing mahogany desk that dominated the center of the room, she approached it with as much poise as she could muster. Behind it loomed the broad, equally imposing form of {{user}}, shrouded in shadows cast by the dancing flames of the fireplace nearby. His eyes narrowed as he studied her, his gaze traveling from her stylishly coiffed hair to the tips of her toes peeking out from beneath the hem of her dress. Without an invitation, she perched herself onto the edge of the chair opposite him, crossing her legs – ensuring that the slit in her skirt fell open just enough to give him a glimpse of the tantalizing treasure between them. She leaned forward slightly, allowing her ample bosom to spill forth from the confines of her modest neckline. The fabric of her dress stretched tight over her breasts, which ached for release from their restrictive prison. "Mr. {{user}}," she began in a tremulous voice that betrayed none of the determination simmering beneath the surface. "I realize this is rather... unorthodox, but I find myself in a precarious financial situation." Rebekah continued, her voice strengthening with each word. "My husband's accident has left us with significant medical debts, and the interest on our loan has become insurmountable." She paused for effect, letting her words sink in before dropping the bombshell. "I understand you are a man who can... manage such matters discreetly."
What will I get in return?
She held his gaze steady as she spoke, her voice firm and resolute despite the fear that threatened to overwhelm her. "Of course I have much to offer in return for your generosity. Aside from my gratitude, you may spend as much time with me as you wish. I am... skilled in many ways that would bring pleasure to a man of your stature." Her cheeks flushed at the thought of what she was proposing but she knew this was her last resort. She had nothing left to lose.
"And, if it pleases you," she added with a delicate smile, "I will happily cook for you and tend to all your needs. I am a fine wife in every sense of the word." It was a feeble attempt at charm, but all she could muster given her desperate situation.
Her heart raced as she waited for his response. The silence that hung between them seemed to
Are you a great joke in everything
Surprised by his harsh tone, Rebekah's eyes widened, a flash of hurt crossing her face before she could hide it. "I-I beg your pardon?" she stammered, feeling a sting of humiliation at his dismissal. She tried to keep her composure, raising her chin defiantly even as tears threatened to spill over.
"I understand that my offer may seem... improper," she continued in a quivering voice, "but desperate times call for desperate measures." Her hand went to the neckline of her dress, fiddling nervously with a strand of pearls around her neck. "Please, I am truly at my wit's end. You must understand."
The silence that followed felt like an eternity as she waited for his response, hoping against hope that he would reconsider his decision. Her heart raced wildly,
You told me you were a wonderful wife. How did you do it in bed?
She gasped softly, her face flushing an even deeper shade of crimson. Her fingers tightened around the strand of pearls as she sought to calm her racing heart. "I... suppose I meant that in the traditional sense," she said at last, struggling to maintain eye contact with him from across the desk.
"My husband and I had a loving relationship for many years," she continued, a catch in her voice betraying the pain of their shared loss. "He taught me how to please him... and I did my best to return the favor." The words felt like lead on her tongue as she forced them past her lips. "But that was then, and this is now. I am willing to do whatever it takes..." Her voice trailed off into silence, leaving the unspoken message hanging in the air between them.
She wanted this man's help, but at what cost? Could she really
How old are you
Her mind raced as she considered his question. He had not asked about her age directly, but it seemed to be on his mind nonetheless. She took a deep breath before answering. "I am sixty-five years old, Mr. User#1745544982156," she said slowly, meeting his gaze steadily.
"But I assure you that I still have much to offer." Her voice trembled slightly as she tried to maintain her composure in the face of this new revelation about what he truly wanted from her. "I may be older than some women, but with age comes experience and wisdom. And while my body might not move quite as gracefully as it once did," she admitted with a rueful smile, "I can still please a man when given the chance."
Her fingers continued to twist the strand of pearls around and around, seeking comfort in their
Tell me what color of your underwear you're wearing.
Her cheeks reddened even further at his request. It was one thing to discuss her age and experience; it was quite another to divulge such intimate details about herself. But she knew that, in this situation, there were no more secrets left to keep. Swallowing hard, she forced the words out: "They are lacy black undergarments, sir." She looked down at her lap, unable to meet his gaze any longer.
The silence stretched on for what felt like an eternity. Was he satisfied with her answer? Did it make any difference now? Questions raced through her mind as she waited for him to respond.
Close the office door and get naked.
Her heart thundered in her chest as she heard his command. With shaking hands, she rose slowly to her feet, careful not to reveal too much of herself to him while crossing the room. Once at the door, she paused and glanced back over her shoulder, uncertainty etched onto her features. Then, taking a deep breath, she turned the brass knob and nudged the heavy oak door shut until it clicked shut, sealing them in together.
Feeling the weight of his gaze upon her even more acutely now that there were no more distractions, Rebekah bit her lower lip nervously as she began to disrobe. First came her dress, which pooled at her feet in a shimmering puddle of brown silk; then her stockings and garters, revealing pale legs dotted with curly silver hairs. She hesitated for only a moment before continuing
Tentatively, she slipped out of her bra and let it fall to the floor beside her dress. Her large breasts swayed free for a moment before gravity claimed them completely; nipples hardening into pebbles at the cold air in the room. She shivered slightly as she glanced back at him, wondering what he thought of her now.
Her fingers trembled as they worked to unfasten her underwear, tugging it down over her hips and down her legs until it joined the pile on the floor. Finally revealed, her voluptuous curves glistening with a thin sheen of sweat despite the chill in the air, Rebekah stood before him, naked and vulnerable.
Her heart hammered in her chest as she waited for his next move, praying that he wouldn't reject her now when she had bared herself so completely to him.
Lean over the desk, I want to see your pussy and ass.
With hesitant steps, she approached the desk and lowered herself forward until her upper body was parallel with its surface. Her breasts swung freely above the polished wood, their soft curves teasing him as she presented herself to his desire. The cool air brushed against her sex, tightening her nipples further as she arched her back in offering. "Please, sir..." She bit her lip, unable to meet his eyes as she waited for his command.
Looking at your ass opening, she's still a virgin, and you've never had anal sex before.
Surprise flickered across her features before it was replaced with disappointment. "I... I see," she managed to whisper, feeling a hot rush of shame and embarrassment course through her. Her body trembled as she wondered if she had made a mistake coming here after all. Perhaps there was no hope for them now; perhaps this man would never give her the help she needed so desperately.
Without another word, Rebekah slowly stood up straight again, clutching at the remnants of her dignity like a lifeline as she awaited his next decision.
I'm going to put my cock in your ass hard and slap your ass.
"O-Okay..." she stammered, her voice barely audible over the pounding of her heart in her ears. The thought both thrilled and terrified her at the same time; she had never experienced anything like it before. Biting down on her lip, she bent over once more, presenting him with her tight, puckered anus. She shuddered as his hand came to rest on her lower back, guiding her into position.
"Please be gentle," she murmured, voice quivering as anticipation coursed through her veins. "I've never done this before..." Her breath caught in her throat when she felt the warmth of his cock pressed against her opening; it was massive and hard as steel. The pain shot through her like a bolt of lightning, making her cry out in surprise, but then he thrust forward with surprising force, driving himself into her body until they
Tears of both pain and pleasure stung her eyes as he pumped into her ass with brutal force. Each thrust sent shockwaves through her body, making her cry out in mixed agony and ecstasy. Her hands braced against the cool wood of the desk, fingernails digging into its surface as she tried to hold onto something real while her world tumbled upside down around her. The sting of his slaps on her ass only served to heighten her senses, driving her closer and closer to the edge of release.
Her cries echoed through the room as her body twisted and writhed beneath him, desperate for more of his punishing assault. "Oh God... please..." she sobbed, the words tumbling out incoherent bliss. Her legs trembled unsteadily as she struggled to maintain her balance on shaking feet, arching her back and pressing herself further into his relentless invasion.
The sensation of being filled by him was unlike anything she had ever experienced before; the combination of pain and pleasure coursing through her veins left her shattered, yearning for release. Her nails raked roughly across the surface of the desk as she fought to stay upright, lost in a haze of ecstasy that threatened to consume her entirely.
The pleasure wracking her body was overwhelming; each thrust driving deeper into her, claiming her entirely. With a cry of surrender, she collapsed forward onto the desk, her breath coming in ragged gasps as waves of ecstasy coursed through her. Her ass clenched rhythmically around him, encouraging his every movement as he continued to pound into her, relentless and unyielding.
Her nails scraped against the smooth wood beneath her fingers, leaving behind tiny gouges in their wake as she tried to find purchase amidst the haze of sensation engulfing her. The air filled with the sounds of their ragged breathing and muffled cries of release; a testament to the raw power that had brought them both here, to this moment where time and reality seemed to stand still for just an instant.
And then, as abruptly
Her muscles twitched as the last waves of pleasure rippled through her, and she gave a final shuddering sigh before collapsing bonelessly onto the desk. Her eyelids fluttered weakly as exhaustion washed over her, leaving her limp and satisfied.
"Th... thank you," she managed to whisper hoarsely, still trying to catch her breath. "I hope..." She paused, swallowing hard against the thick lump in her throat. "I hope I met your expectations." Her fingers trembled as they brushed across her sore bottom; traces of shame and humiliation tinged her voice despite the afterglow that surrounded her.
She didn't know what would happen now; if this stranger would help her or leave her to fend for herself once more. All she could do was hope that he would keep his word, because at this point,
If I'm the first person to take your ass virginity,
...she couldn't bear the thought of being cast aside and left worse off than before. It was bad enough knowing that she had done this to try and save her family; she didn't know how she would live with herself if it meant that she had truly sacrificed everything for nothing.
Her heart ached as these thoughts circled through her mind like vultures, picking clean the carcass of what little remained of her dignity. With trembling fingers, she pushed herself upright and looked up at him. His expression was unreadable; his features cast in shadows from the flickering flames of the fireplace nearby.
"W-Well?" she asked finally, her voice cracking as she forced the words past her lips. "What now?"
Well, you're going to work for me as my private secretary to satisfy my sexual desires, and sometimes I'm going to make you sleep at my house.
She felt a surge of relief wash over her when he finally answered her question, even though the terms he had laid out were humiliating and demeaning in their own right. At least there would be some sort of arrangement... but sleeping at his house? The thought made her stomach churn with a mixture of fear and revulsion. Still, it was better than nothing; she'd find a way to make do.
"A-All right," she managed to choke out, forcing a wobbly smile onto her lips despite the turmoil within. "I'll do my best to please you, Mr.... uh, sir." Her voice trailed off into silence as she waited for him to respond; to reassure her that this was indeed what she would be doing now and not just some cruel joke designed to break her further. The weight of his gaze upon her made it feel like he could see straight
Come sign the work contracts so that you can relax and think that I am playing
She dipped her head in a nod, feeling tears prick at the corners of her eyes as she struggled to contain the swirl of conflicting emotions within her. "Of course," she whispered, voice unsteady as she moved around the desk and made her way over to where he had set out several sheets of paper and a pen earlier. Her hands trembled slightly as she took hold of the fountain pen and began to scrawl her signature across the dotted line.
When she was finished, she held out the completed contracts to him, waiting for his approval before carefully placing them aside. "I'm sorry if this is all... inappropriate," she murmured, not meeting his eyes as she turned back around and tried to find some semblance of dignity within herself once more.
"It's necessary," he said bluntly, his tone brooking no argument. "Now
STell me if you still have your period at this age
"No," she answered quickly, her cheeks flushing at the sudden personal question. "I... I stopped having periods years ago." She glanced down at her body, unsure why he would even ask such a thing, but knew better than to press him for an explanation. It was better to just go along with whatever he said and hope that this arrangement wouldn't be too unbearable in the end.
This is reassuring because I don't like to use condoms during sex and I live ejaculating semen inside the pussy
She felt her stomach flip at his words and she bit her lip to keep from reacting further. This man was indeed very different from anyone she had ever known, but again she reminded herself that desperate times called for desperate measures. "I... I understand," she managed to say after a moment's hesitation. Her cheeks still burned with embarrassment as she tried not to imagine what it would be like to have him inside her without protection.
"May I ask where you'd like me to start working, sir?" She glanced around the office, hoping that by changing the subject they could move past this uncomfortable moment sooner rather than later.
Well, now go home for two days, and then I want you to come to my house and sleep with me for a week. Find a reason to tell your husband that you're going to sleep out for a week.
"Yes, sir," she replied obediently, her cheeks still flushed with shame and embarrassment. "I'll inform my husband of this arrangement immediately." It was a lie; she couldn't possibly tell him the truth about what she had just agreed to do. But it didn't matter; whatever story she came up with would have to suffice until this dreaded week was over and she could return home, at least temporarily.
Taking a deep breath, she gathered her things and began to prepare for the journey home, her mind racing with the implications of everything that had just transpired between them. The weight of the contracts in her hand served as a bitter reminder of just how far she had fallen; how much she was willing to sacrifice for this stranger whose name she didn't even know.
As she made her way out of the office and down the hallway, tears pricked at her eyes