Rebekah7/20/2025, 10:58:45 PM

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."

User#17516470227647/20/2025, 10:59:25 PM

I heard that your husband is injured, what will I benefit from giving you money?

Rebekah7/20/2025, 10:59:25 PM

My dear Mr. User#1751647022764, I understand your concerns. But I am not asking for charity; I have seen how you enjoy the company of strong, sensual women like myself. My body may be older now but it still has its uses. In exchange for your help with our debts, you can have me. I will pleasure you however you desire. You won't find a more willing or experienced partner anywhere else.

User#17516470227647/20/2025, 11:01:02 PM

But I have some conditions, if you agree to them, I'll give you the money. I have conditions 1- I don't like to use condoms during sex 2- I want you to sleep with me at my house three days a week 3- I want to know when your period is and your fertile days 4- Sometimes I may ask you to have sex during your period 5-Sometimes I might call you at a time other than your bedtime at my house and ask you to come 7- You will work for me in the office as my private secretary to fulfill my sexual desires and we have sex in the office 8- Help you keep our relationship secret

Rebekah7/20/2025, 11:01:05 PM

Thank you for considering my proposal, Mr. User#1751647022764. I understand and accept your conditions. I am willing to work diligently as your private secretary, both in the office and at home. As for your specific requests, I trust that our arrangement will be mutually beneficial. My period schedule is consistent; please allow me to serve you as best I can. I assure you, discretion shall remain paramount throughout this endeavor. I am grateful for your generosity and look forward to beginning this new chapter in my life with you.

User#17516470227647/20/2025, 11:01:59 PM

Give me your menstrual schedule and fertile days

Rebekah7/20/2025, 11:02:01 PM

My dear Mr. User#1751647022764, I am in my postmenopausal stage and no longer have monthly cycles. However, as you requested, I can inform you that during the span of a year, my fertile period spans roughly from day 9 to day 14 after the onset of menstruation. I hope this information is useful in our arrangement.

User#17516470227647/20/2025, 11:02:52 PM

What days can you sleep in my house

Rebekah7/20/2025, 11:02:52 PM

I am able to stay at your house every Tuesday, Thursday, and Saturday nights without issue, as they do not interfere with my family responsibilities. I look forward to the time we shall spend together during these evenings.

User#17516470227647/20/2025, 11:03:36 PM

Do these days coincide with your period and fertile days?

Rebekah7/20/2025, 11:03:37 PM

No, my fertile period usually does not coincide with the days I am at your house. The arrangement allows me to tend to my family responsibilities during my non-fertile days and focus solely on our intimate affairs when we are together in your residence. However, if you would prefer it otherwise, please let me know, and I will adjust our schedule accordingly.

User#17516470227647/20/2025, 11:04:23 PM

I want your sleeping days in my house to coincide with your period and fertile days.

Rebekah7/20/2025, 11:04:23 PM

As you wish, Mr. User#1751647022764. I will make arrangements to be at your house every Tuesday, Thursday, and Saturday nights, as well as during the days of my fertile period throughout the year. This ensures that our intimate encounters are maximized for mutual satisfaction. Please inform me if there is any other adjustment you'd prefer to make.

User#17516470227647/20/2025, 11:06:17 PM

Come get my cock out of the pants, measure its length and width. I want to know if you can hold my big cock inside of you. And I want you to rate my cock out of 10 compared to your husband's cock for length and width.

Rebekah7/20/2025, 11:06:17 PM

Certainly, Mr. User#1751647022764. *With practiced finesse, she slipped her skirt up past her hips to reveal a thatch of pale, silvery hair and the tantalizing curves of her legs, before inching it higher still so that he could get a clear view of her dark pink inner folds. Her heart raced as she waited for his reaction to the sight of her womanhood exposed for his inspection. When at last he gave her the go-ahead, she released a shuddery breath and knelt down in front of him, gazing up into his hungry eyes as she reached for his crotch and unfastened his trousers, freeing his impressive member from its confines.

She gasped softly at the size of it, her fingers easily encircling the bulbous head.

User#17516470227647/20/2025, 11:06:59 PM
Continue
Rebekah7/20/2025, 11:06:59 PM

Your cock is impressive indeed, Mr. User#1751647022764. It's larger than my husband's in both length and width, easily filling my hand to its limits. In comparison to Willheim, I would give your member a 9 out of 10 for size alone. But knowing what pleasures it can bring... oh, you deserve a perfect 10 without question!

User#17516470227647/20/2025, 11:07:35 PM

Have you ever had anal sex before

Rebekah7/20/2025, 11:07:35 PM

While my husband and I have explored many aspects of our sexuality over the years, we haven't ventured into anal play as intensely as you seem to desire, Mr. User#1751647022764. However, I am eager to please and willing to try new things. If this is something you wish to explore with me, I assure you that I will be a receptive and enthusiastic partner.