Faking It With The CEO

Faking It With The CEO

last updateLast Updated : 2024-06-08
By:  Avvi Keller  Ongoing
Language: English
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Meet Emily Collins, the devoted secretary with a knack for mismatched fashion, and Oliver Sterling, the brilliant but enigmatic CEO. Their worlds collide when Oliver, facing an unexpected ultimatum from his grandfather, turns to Emily for an unconventional solution. While Emily dreams of saving a million dollars and bidding goodbye to her corporate life, Oliver's goal is to introduce his secret actress girlfriend to his family. Caught between family expectations and a reluctant girlfriend, Oliver proposes a daring deal to Emily: a six-month contract where she pretends to be his girlfriend. The offer comes with a tempting promise—enough money to fast-track Emily's savings goal. As the two plunge into their fake romance, cue the funny twist—Emily knows every quirk and detail about Oliver, right down to the size of his ring finger, but Oliver doesn't know a thing about Emily. With the lines between reality and pretense blurring, the stage is set for a romantic collision where one is poised to fall in love, and the other is destined to fall even harder.

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Chapter 1

Oliver Sterling, the CEO with a winning personality and drop-dead looks—sharp jawline, mesmerizing green eyes, perfect nose, luscious lips, bushy eyebrows, and sleek black hair. Standing tall at 6 and a half feet with an athletic build, he strutted through his office holding onto a bunch of papers. Emily, his hyper-organized secretary, stood there all prepared with her clipboard. "Hey, Ms. Collins, what's my schedule for today?" Oliver flashed his usual charming smile, eyeing Emily's simple yet sharp look. Her ginger hair is styled in a neat bun, and a no-nonsense outfit consisting of a dull-colored long skirt, an old-school blouse, no makeup, thick glasses, and pink lips. Those lips were the only colorful thing on her. "Good morning, Mr. Sterling. Here's the deal for today's meetings." Emily handed over the clipboard. "Your 9 am got pushed to 10, and the Johnson account review is happening this afternoon." "Got it. Thanks, Ms. Collins. What about that Jenkins project report?" He q

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46 Chapters

Chapter 1

Oliver Sterling, the CEO with a winning personality and drop-dead looks—sharp jawline, mesmerizing green eyes, perfect nose, luscious lips, bushy eyebrows, and sleek black hair. Standing tall at 6 and a half feet with an athletic build, he strutted through his office holding onto a bunch of papers. Emily, his hyper-organized secretary, stood there all prepared with her clipboard. "Hey, Ms. Collins, what's my schedule for today?" Oliver flashed his usual charming smile, eyeing Emily's simple yet sharp look. Her ginger hair is styled in a neat bun, and a no-nonsense outfit consisting of a dull-colored long skirt, an old-school blouse, no makeup, thick glasses, and pink lips. Those lips were the only colorful thing on her. "Good morning, Mr. Sterling. Here's the deal for today's meetings." Emily handed over the clipboard. "Your 9 am got pushed to 10, and the Johnson account review is happening this afternoon." "Got it. Thanks, Ms. Collins. What about that Jenkins project report?" He q
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Chapter 2

In the confines of her cubicle, Emily sat focused at her messy desk. Papers, pens, and sticky notes covered her space. A cactus plant was set on the side, the only decoration on her table aside from hundreds of pens, notebooks, and sticky notes. "Mr. Sterling's 10 a.m. with the board got bumped to 11," Emily said calmly. As she sorted Oliver's schedule, a quick look at the pic on her desk of a financial goal scribbled on a note by her desk. Her goal of hitting a $1 million mark within a certain time frame was like her guiding star. But as the night dragged on, frustration started creeping into her expression. She double-checked her progress last night, studying the numbers with a wrinkled forehead as she faced a setback in her carefully planned-out goals. With a heavy sigh, Emily leaned back in her chair, her fingers massaging her temples as she stared at the screen. As the night wore on and the clock struck midnight, she found herself the only soul in the company. Exhaustion hun
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Chapter 3

Oliver sat at his desk, surrounded by a mountain of paperwork and illuminated by the soft glow of his computer screen. It was well past the office hours, yet he remained engrossed in finalizing the intricate details of a crucial project. The only other soul present in the office was Emily. Emily had meticulously organized files and neatly arranged stacks of documents. Her dedication to her job was admirable. Oliver glanced up from his screen, rubbing his temples in an attempt to ease the strain of looking at the screen for long. He noticed Emily typing away at her computer, engrossed in her tasks. "Hey, Ms. Collins," Emily looked up, her gaze meeting Oliver's tired eyes. "Yes, Mr. Sterling?" "How late is it now?" Oliver asked, stifling a yawn. "It's almost midnight, sir," Emily replied, glancing at the clock on her computer screen. "You've been at this for hours. Would you like some coffee?" "That would be fantastic, thank you. You're a lifesaver, Ms. Collins." As Emily headed
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Chapter 4

The sunlight filters through the large windows of the office, casting a warm glow on the desks. Oliver sits at his desk. He glances at the clock, realizing it's almost lunchtime, a perfect opportunity to discuss his proposal with his secretary. So, he strides over to Emily's desk. "Ms. Collins," he begins, leaning against the side of her desk, "Do you have a moment? I was thinking maybe we could grab lunch together?" Emily looks up from her computer screen, doubtful of Oliver's request. He never invited her to meals. "Uhm…sure, Mr. Sterling. Is everything alright?" "Yeah, of course. I just need to talk about something important" With a nod, Emily gathers her belongings and joins Oliver as they head out of the office. The streets are alive with the people going in and out, and they find themselves at a café nestled between the high-rise buildings. As they settle into a quiet corner table, Oliver orders a couple of sandwiches and a pot of coffee. The aroma of freshly brewed coffe
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Chapter 5

The moon shone brightly over the amusement park as the laughter of children echoed in the air. Emily stood near the entrance gate, patiently awaiting Oliver's arrival still in her heels and long-fitted skirt. Soon after, Oliver arrived and spotted Emily near the gate of the lively park atmosphere. "This is quite an unexpected choice for our meeting," Oliver remarked, as soon as he reached her side. "I thought we could use a change of scenery, and truthfully, I've always wanted to ride the Ferris wheel," Emily confessed with a sheepish smile, gesturing toward the towering structure that dominated the park's skyline. But due to the demanding job of being a secretary for Oliver Sterling, she never had the chance to fulfill that wishlist so she decided to use the agreement to do so. "A negotiation in amusement park rides — I can't say I've done that before." "Work has always kept me busy, but today, I wanted to experience the joy of the Ferris wheel, and well, also discuss our arran
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Chapter 6

Oliver's office exuded an air of prestige, furnished with sleek, mahogany accents that reflected his status as CEO. Emily, poised and composed, sat across the mahogany desk, clutching a pen ready to finalize the terms of their arrangement. The pen moves fluidly in Emily's hand as she scrutinizes the lines, finalizing the contract. Oliver couldn't help but notice a faint furrow between Emily's brows. "Is there anything you'd like to discuss further, Ms. Collins?" Emily's focus snapped back to the present, "No Sir. Everything seems to align with our prior discussions. I believe we've covered all essential aspects." “That’s good to hear” With a swift yet deliberate motion, they both affixed their signatures on the document, sealing their agreement in ink. Oliver leaned forward slightly, extending his hand across the polished desk. “I am looking forward to working with you, Ms. Collins” Emily looked at his extended hand. It was like she had gone back to their first meeting a
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Chapter 7

Sunlight streamed through the windows of Emily's modest apartment, and to the meticulously arranged notes and research materials spread across her coffee table. As usual, her weekends are still busy as always. Later, she would need to bring groceries since her only stock consists of only cup noodles. A stack of magazines featuring Oliver's public appearances sat beside her laptop, open to various online articles highlighting the events of wealthy people.Emily, engrossed in her research, sat hunched over her notebook, busy jotting down"Argh…this is tiring" She sifted through pages of notes, analyzing Oliver's family. The Sterling name was not just a name. It was a multi-billionaires family name. So, it is important she did intensive research on them. Although she had a little background on them, this time she needed to research the family's daughters-in-law. "I need to somehow fit in their social status…," Emily mused, her eyes scanning through images of red-carpet appearances of
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Chapter 8

Emily carefully placed a steaming cup of coffee on Oliver's desk, interrupting his usual routine of reading reports. Oliver glanced up, a faint smile gracing his lips at the sight of his favorite afternoon coffee. "Thanks, Ms. Collins," Oliver said, acknowledging her with a nod."Sir," Emily began, "I think it's about time we put our plan into action, don't you think?"“Ah, right on cue. I've been waiting for this. How about we meet at my penthouse after work? We can discuss the details without interruptions.""That sounds good, Sir. I still have a few emails to send, so meeting after work works perfectly."With a nod, Emily returned to her cubicle after finalizing her tasks for the day. As she settled back into her chair, a sigh escaped her lips. Her legs started to protest quietly, aching from going back and forth on the company. Emily winced slightly and, in an attempt to alleviate the discomfort, she discreetly massaged her legs, trying to soothe the strain.Across the room, Ol
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Chapter 9

Soon after, they were seated inside the car, Emily let out a sigh of relief. After 5 years of being Oliver’s secretary, it was the first time people pointed those curious glances at her. Mostly, it is all directed to her boss—Oliver Sterling. She glanced at Oliver who took the driver seat and her in the passenger’s seat. “Can you please delete the picture, Sir?” Oliver, seemingly amused, chuckled, "Come on, Ms. Collins, it's harmless," Emily let out a defeated sigh, realizing that Oliver wasn't going to budge. She decided to drop the issue for the time being. "Some of the workers were looking at us earlier" Oliver shrugged nonchalantly, his attention now directed toward the route. "Let them think what they want to think," he replied with a casual indifference. “Just tell where we should head to?” Emily couldn't help but feel a sense of disbelief at Oliver's apparent forgetfulness regarding the location of the shop where he ordered her to bring his clothes. She can't help but bl
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Chapter 10

A few hours have passed and the clock has already hit 10 pm. Two steaming cups of coffee rested on the table between Oliver who sat across from Emily. Paper in their hands. "So, let’s go with hobbies and favorites," Oliver said, glancing at the list of questions on the paper. "Let's see how well you know me." Emily leaned back on the couch, a smug grin on her face, "Go on, Mr. Sterling. I am confident I could ace them” Oliver raised a brow, feeling a little competitive, “So, when’s my birthday and birthplace?” “October 30. Orinda, California, USA” “That’s easy. I knew you would know that” he looked over the lists, “Let’s see…height and weight—” “6 ½ inches and 185 lbs while your shoe size is 10” Oliver raised a brow, “How do you know that?” Emily shrugged, taking a sip of her coffee, “Well, I am the one who chooses your shoes, gives your measurements to the tailors, and the one who usually fills up your medical information whenever you get injured from your hobby of car racing.
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