Frisky Finances

As the elevator descended, Cynthia's mind raced with the implications of Mr. Nolan's words. She felt a twinge of panic at the thought of her voice still revealing her true nature, but pushed it aside, determined to focus on her new role.

Upon arriving at the finance department, Cynthia couldn't help but chuckle to herself as she stepped into the open area. The stereotype of the nerdy, overweight finance team members was surprisingly accurate though unfortunate given how most people perceive the stereotypical finance bros. The people here were more akin to late 90s chartered accountants, with a penchant for spending their additional wages on virtual companions and adult chat rooms. Crisp, button-down shirts and slim ties adorned the men, but their overall demeanor screamed of numbers over social skills.

She spotted Daniel, the man Mr. Nolan had mentioned, hunched over a spreadsheet, his glasses slipping down his nose. A strong combover hides his balding crown, making him look older than his scruffy round face might suggest. He had an innocence about him, but his workstation adorned with a mixture of company awards and scantily dressed anime women reveals more about his personal life than needed.

As Cynthia approached Daniel's desk, she couldn't help but notice the surprised look that flickered across his face. It was as if he’d not seen well, anyone else but his department peers in the same floor as him. A plaque on his desk read ‘Daniel Simmons. Senior Acquisitions Rep.’ It looks recently polished, no doubt a symbol of pride to him.

"Hi Daniel, I'm Cynthia, the new personal assistant to Mr. Nolan," she said, trying to maintain a professional tone, her voice rasping as she forcefully pitched it higher.

Daniel's eyes widened, and he cleared his throat, attempting to regain his composure. "Ah, yes, welcome. Welcome. I was informed of this, yes yes,," he said, his voice a bit shaky. "I, uh, didn't expect..."

Cynthia's heart skipped a beat as she watched Daniel fumble with his words. She wondered if he was reacting to her feminine attire or her overall appearance. Before she could ponder further, Daniel made an awkward reach for her, his hand grazing her hip in a clumsy attempt at a handshake.

"Oh, I'm sorry," he stammered, quickly withdrawing his hand as if burned. "I, uh, just wanted to... greet you prettily - Ah! I mean properly."

Cynthia felt a rush of heat to her cheeks, not just from Daniel's blunder but also from the unexpected touch. She smiled warmly, trying to put him at ease. "It's no problem at all, Daniel. I'm just happy to be here and assist the team in any way I can."

Daniel nodded, his eyes darting back to the spreadsheets on his desk. "Yes, of course. Well, just don’t tell HR! They are prejudiced against us I swear! Ah, and don’t tell the big boss I said that! As you can see I love my job," he said with a nervous chuckle as he gestures at his awards.

His hand once again fumbles, knocking over a figurine of an exceptionally well endowed anime character in questionable battle armour and it tumbles away from the desk. “Gah,” Daniel gasps in frustration.

Cynthia sees the figurine come to a halt a few feet behind her. Without giving it much thought, she turns around and bends over to pick it up. Of course she did this in her usual manner, not remembering that a proper lady would’ve squatted down instead. It’s only when she grabs the figurine that the thought dawns on her that her ample rear is now giving Daniel the closest thing he’s seen to a womanly ass in real life.

Cynthia's face flushed a deep crimson as she realized the implications of her action. She quickly straightened up, and turned to face Daniel with a sheepish grin.

"I, uh, I'm usually more graceful than that," she said, trying to play off the awkward moment. "But don’t you worry, HR won’t know."

Daniel blinked, his eyes wide as he took in her flustered state. He seemed to shake himself out of his trance, nodding gratefully as she handed him the figurine.

"Thanks, Cynthia. I appreciate it," he said, his voice a bit strained. "And, uh, sorry about staring. It's just... you're the first woman I've seen around here who doesn't look like she just stepped out of a spreadsheet."

Cynthia laughed, feeling some of the tension ease. "Well, I do try to look presentable, even if I'm not exactly a fashionista," she gestures at her getup, feeling more in sync with the outfit. "Anyway, I need those acquisition files. Let's just focus on getting my tasks done, okay?"

Daniel cleared his throat, looking a bit embarrassed but also relieved to have the attention diverted away from his awkward behavior. "Right, of course. Follow me, the big one’s the boss is after are kept in the secure room, just follow," he said, heading towards a door at the back of the office.

As they walked, Cynthia couldn't help but wonder if he was still thinking about her rear. She shook her head, chuckling to herself at the absurdity of it all. She had a job to do, and she needed to stay focused on that, not on the reactions of her coworkers.

Daniel tapped his ID card, the touchpad humming to life as the secure room door swung open. He gestured for Cynthia to follow, his eyes scanning the meticulous rows of filing cabinets and shelves packed with physical records. Despite the cutting-edge technology evident in the rest of the office, it seemed that certain documents still required a tangible presence.

As they stepped inside, the door clicked shut behind them, enveloping the small space in an air of discretion. Daniel led the way, his footsteps echoing lightly on the polished floor. He paused in front of a cabinet, his fingers hovering over the drawer handle before looking up at Cynthia with a mischievous glint in his eye.

"Ah, your file is all the way down here," he said, his tone casual but with a hint of playful challenge. "You know, I've got a bad back these days. Can't bend down like I used to. Think you could lend a hand... or rather, a bottom?"

“What?” Cynthia snapped.

“What?!” Daniel blurted. “It’s ah, just there.”

Cynthia's eyes narrowed at the suggestive request, it seems Daniel is getting bold. She bit her lip, trying to suppress a smile as she glanced around the cluttered room, noting the precarious stacks of files.

"Well, someone ought to keep you finance folks in line," she said, stepping forward to examine the cabinet more closely. It was at this moment she realised that she hadn't been found out yet. So far, despite her awkward walking and raspy voice, she is presenting fully as Cynthia! She mutters something under her breath, "Guess I can't resist a request from a man in distress... or rather, a man with a bad back."

With a sigh, Cynthia grasped the drawer handle and pulled it open, her skirt strained over her rear as she semi intentionally bent over slowly. Daniel's eyes were drawn to the tantalizing glimpse of her thighs, and he quickly averted his gaze, clearing his throat.

As Cynthia knelt to retrieve the file, she could sense Daniel's eyes lingering on her, his gaze drawn to the tantalizing curve of her backside. She felt a thrill of excitement at the attention, her heart racing a little faster.

Daniel steps closer, his presence now just inches from Cynthia's side and feels a shiver run down her spine. His hand, once again, grazes her hip, the touch feather-light as if trying to not get noticed.

As she rummaged, her elbow accidentally knocked against Daniel's leg, causing him to stumble back slightly. "Oh, I'm so sorry," she apologized, her voice breathy as she looked up at him from her bent-over position. "I'm usually more careful, but these shelves are a bit cramped."

Daniel's cheeks flushed, and he cleared his throat, trying to regain his composure. "It's okay, no harm done," he assured her, his eyes scanning the rows of files. "Just look for the dark blue folder. It should be here somewhere."

Cynthia nodded, her heart racing at the close proximity and Daniel's blatant stare. ‘What the hell am I doing? Why have I suddenly gotten a little more daring?’ she thinks to herself. She felt a surge of empowerment, knowing that her role as a personal assistant gave her a certain level of control in situations like this. With Daniel's fear of HR uppermost in her mind, she decided to push the boundaries a little further. An experiment, if anything. If she’s to be Cynthia fully in her new role, it’s good to see her strengths and boundaries.

As she searched, Cynthia can feel her skirt ride up a bit higher, exposing more of her creamy, sheer thighs. The hemline was a mere inch from where too much will be revealed. She made sure to bend and stretch in a way that would catch Daniel's eye, her movements deliberate yet natural. When she finally found the file, she stood up slowly, her hip brushing against Daniel's in the process.

"There it is," she said, her voice husky and almost masculine as she handed him the dark blue folder. "All in one piece."

Daniel's tall frame loomed over Cynthia as she stood up, his eyes drawn inexorably to the tantalizing expanse of her legs. The compliment spilled out before he could stop it, the words tumbling from his lips in a rush of awkward sincerity.

"You know, Cynthia, your legs are just... amazing," he stammered, his cheeks flushing a deep crimson. "It's a shame you don't have more of a... well, Aria Swordbearer's figure, I mean." Daniel's voice trailed off as he realized the crassness of his comparison, the figurine he'd mentioned earlier suddenly feeling like a blunder in hindsight.

Cynthia's brow furrowed in confusion, her eyes widening as she processed Daniel's words. She wasn't sure if she should be flattered by the comment or offended by the comparison to a fictional character. "You mean... because she has bigger breasts?" she asked, her tone thoughtful rather than accusatory.

*Daniel nodded, his flustered state only intensifying. "Well, yeah, that's what I meant. I didn't mean to imply anything negative about your... um, assets. It's just, you know, Aria has this certain... je ne sais quoi." He trailed off, realizing how ridiculous he sounded.

Cynthia let out a soft laugh, her expression softening as she placed a hand on Daniel's arm. "I think you're just making things harder for yourself, Daniel," she said gently. "You're trying to compliment me, but you're coming across a bit... clueless when it comes to talking to women."

Daniel mustered his courage, approaching Cynthia with a nervous smile. They were alone in the room, a privacy he hadn't counted on when he first made his move. But it also meant he could be more open, as long as she kept his secret.

"I'm so glad we're the only ones here," he began, his voice low and sincere. "I promised I wouldn't tell anyone, but... well, you look incredible right now, and I was wondering if I could take a few pictures of you." He hesitated, gauging her reaction, before continuing. "I know it's a bit unconventional, but I just love how natural and accidental it looks when women show off a little like this. It's so... alluring. And I would be forever grateful if you could do it for me."

Cynthia's eyes widened slightly at the request, a mix of surprise and intrigue flashing across her face. But as she looked into Daniel's eager gaze, she felt a thrill of excitement. The fact that he hadn't yet noticed her true gender only added to her thrill. She had to admit, the idea of playing along with this charade was tempting.

"Okay, I'll play along," she agreed, a mischievous grin spreading across her lips. "But only because you asked so nicely, and I have to see what kind of 'accidental' poses you have in mind." She winked at him, and Daniel's heart skipped a beat.

With Cynthia's cooperation, Daniel quickly became an expert at capturing her most alluring angles. He had her arching over a low filing cabinet, her skirt riding up to reveal tantalizing glimpses of her thighs. For his final shot, he couldn't resist begging her to lift her skirt just a little more.

"Please, just a bit higher," he pleaded, his voice laced with desperation. "I promise it'll be worth it." Cynthia hesitated, her heart racing at the prospect of fully baring herself. But Daniel's pleading expression was impossible to resist.

With a deep breath, she gingerly lifted her skirt to the base of her cheeks, offering a tantalizing view of her navy blue panties and the delicate curve of her ass. Daniel's eyes widened in appreciation, and he stepped forward, his hand reaching out to correct her pose.

"Just a little higher," he whispered, his fingers brushing against her skin as he flicked her skirt up to its full height. Cynthia gasped, her cheeks flushing pink as she realized the extent of her exposure. But as Daniel snapped the photo, capturing her in all her glory, she couldn't help but feel a thrill of excitement.

Cynthia's face burned with embarrassment as the realization of what she'd just done sank in. She quickly adjusted her skirt, trying to cover herself decently as she frantically scanned the room for an escape. Daniel's apology rang hollow, but his words struck a chord - she was too pretty to just be a plain assistant.

In a daze, she grabbed the files and bolted out of the room, her mind racing with the implications of what had just transpired. If Mr. Nolan found out, she'd be in serious trouble. But in her confusion and shame, she couldn't bring herself to care about the consequences right then.

She burst into Mr. Nolan's office, still flushed and out of breath. "Here are the files, sir," she stammered, thrusting them at him. "I hope everything's in order." Her voice trembled slightly, betraying her inner turmoil.

Mr. Nolan raised an eyebrow, taken aback by her sudden intensity. "Of course, Cynthia. Thank you for your promptness," he said, accepting the files and glancing at them briefly. "Is everything alright? You look a bit... flustered."

Cynthia bit her lip, trying to compose herself. She couldn't let Mr. Nolan see the turmoil inside her. "I'm fine, sir. Just a bit... overwhelmed with walking around other men like this, that's all," she said, her more masculine voice returning. "Like you said, I’ve got to get used to it."

Mr. Nolan paused for a moment, thinking about her statement, then responds. “But I know you love it deep down.”

Cynthia’s face betrays her words.

“See, you do. I had a hunch, and I was correct. I mean look at you. Sure, we can probably enhance you in a few ways but you already look better than most women,” he says, taking a sip out of his coffee cup.

“I umm… Thank.. You?” Cynthia says.

“Don’t mention it. Now, a new task. I understand that you have taken a good amount of effort to, how shall we say, present yourself at work. But I only gave you one set of office clothes,” Mr. Nolan explains, extending a card your way. “Take this card and head to the mall across the street. I want you to buy yourself a few more sets you can wear here, and anything you deem a responsible purchase.”

Cynthia was speechless. He was basically giving her the company card to spend on clothes. “Oh! I uhh, yes, of course!” she mutters, before placing her touchpad and card into her tote bag and makes her way to the lift.

“Oh, and Cynthia. I will be reviewing your purchases after lunch. So hurry back.”