The CEO’s Secret Admirer: Rich girl and a clueless office

Lily Montgomery was a force to be reckoned with. At just 28 years old, she had inherited her father’s billion-dollar company, Montgomery Enterprises, and turned it into an empire. She had everything—money, power, beauty—and most importantly, control. Her sleek black office on the 30th floor of the building was a kingdom, and she was its queen.

But Lily had one secret no one knew: she was utterly, hopelessly, romantically clueless. The thought of love, relationships, and even flirting felt like a foreign language to her. She had spent years building her empire, with little time for anything else. But deep down, she was starting to feel the weight of being a single, powerful woman with no one to share it with.

Her assistant, Sarah, had long suspected something was missing in Lily’s life, but she wasn’t about to point it out. Instead, Sarah had come up with an idea to help her boss. She had an office crush, you see, on the most unassuming guy in the company: Sam, the tech genius who worked in the corner cubicle near the copy machine. Sam had absolutely no idea that he was about to become the object of Lily’s affection, but Sarah knew that this was going to be *entertaining*.

One morning, as Lily stormed into her office with her usual commanding stride, Sarah couldn’t resist dropping a hint.

“Did you notice Sam today? He wore that new tie you like. It’s a bold choice,” Sarah said casually, watching Lily’s reaction.

Lily raised an eyebrow. “Sam? The guy who hides behind his laptop all day?”

Sarah smiled. “He’s not just the guy with the laptop. He’s *the guy* who... well, you know, could be *the guy*.”

Lily blinked. “What are you talking about?”

“Oh, nothing,” Sarah said innocently. “Just... thought you might like him.”

Lily stared at Sarah for a moment, then shook her head. “I have a company to run, not a dating service, Sarah.”

But Sarah had planted the seed, and Lily’s curiosity began to grow. She started noticing Sam more—his awkward little laugh when he made a joke, the way he always helped her with the tech glitches, his flustered attempts to talk to her during meetings. He was... charming in a nerdy, endearing way.

Then, one afternoon, as Lily was in the middle of a conference call, she saw him. Sam was standing in the hallway, holding a stack of papers, looking nervous as usual. He looked up, caught her eye, and then immediately looked down at his shoes as if they were the most interesting things in the room.

Lily, in a rare moment of spontaneity, decided to make a move.

“Sam!” she called, her voice much softer than usual.

Sam froze, his eyes wide. “Uh, yes, Ms. Montgomery?”

Lily strode toward him, wondering why on earth her heart was beating faster than normal. “You seem to be, uh... busy. What’s with the stack of papers?”

“Oh, these are just some reports I’m working on for the team,” Sam mumbled. “I’ll have them to you by the end of the day.”

Lily smiled. “Great. But hey, don’t worry about it. Maybe you could, you know, take a break later? You deserve it.”

Sam looked up at her, clearly startled. “A break? From work?”

Lily shrugged, trying to play it cool. “Everyone needs a break. How about we grab a coffee or something? You know, to... discuss... reports?”

Sam’s face turned bright red. “Uh... sure, I guess. That sounds... nice?”

As they sat down in the café downstairs, the awkwardness was palpable. Sam had no idea how to act around his boss, let alone the fact that his boss was asking him to coffee. Lily, on the other hand, was trying to figure out if this was how normal people talked to each other. Should she talk about work? Should she ask him personal questions?

“Do you, uh, like working here?” she asked, trying to sound casual.

Sam blinked. “I mean, yeah! It’s great. The pay is good, and the company has a nice... vibe.”

Lily tilted her head. “A vibe, huh? What kind of vibe?”

“You know, like... uh, everyone is friendly and hardworking... except for maybe the fact that you never seem to leave your office, but that’s okay!” Sam blurted out, immediately covering his mouth.

Lily burst into laughter. She hadn’t expected that. “You’re right,” she said, still chuckling. “I do work a lot. Maybe that’s why I don’t know how to do casual coffee talk.”

Sam relaxed a bit. “It’s alright, Ms. Montgomery. We all have our quirks.”

Lily smiled. Maybe this wasn’t as hard as she thought.

As they chatted, Lily realized something she hadn’t expected: Sam wasn’t just a tech genius who fixed her computer problems. He was funny, kind, and... she could see herself spending more time with him.

But of course, Lily Montgomery couldn’t let this go smoothly. No, she had to be *Lily*, the CEO, the powerful woman with a reputation. So, when Sam dropped his coffee and spilled it all over his lap, Lily couldn’t help but laugh, feeling a rush of affection she hadn’t expected.

“I’m sorry!” Sam stammered.

“No need to apologize,” Lily grinned. “But I think I owe you another coffee.”

Sam raised an eyebrow. “Uh, sure. But next time, no awkward office pranks?”

“Deal,” Lily said, her smile softening.

And just like that, a once-awkward office encounter turned into the beginning of something new—and Lily Montgomery, CEO extraordinaire, was finally learning that maybe, just maybe, love was the best office perk of all.