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Chapter 2: The Ride

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Updated Dec 11, 2025 • ~10 min read

The car was moving. Smooth, effortless, like floating. I sank back against the heated leather seats and closed my eyes, feeling the tension in my shoulders start to unknot for the first time all day.

“You can tell me to shut up,” I said to the ceiling. “Seriously. I know I’m oversharing with a complete stranger. It’s been a day.”

“I gathered.” That voice again. Rich and dark, with just a hint of amusement. “Coffee throwing seems extreme.”

I snorted. “That was just the finale. Daphne’s been building to that for two years. I was her assistant. Personal assistant, I mean. Which is code for punching bag who also does her actual job.”

“Why stay?”

Good question. The same question Elise had been asking me for months.

“Because I needed the money,” I said honestly. “And because she promised—God, this is so stupid—she promised that if I stayed, if I learned the business, she’d help me start my own event planning company. She said she’d invest. Connect me with clients. I believed her.”

“That was the dream? Event planning?”

I opened my eyes, found him watching me in the rearview mirror again. Those eyes. I couldn’t read them. Curious, maybe. Or just being polite while trapped in a car with a crying stranger.

“It is the dream,” I corrected. “Present tense. Not giving up just because she screwed me over.” I paused. “Okay, maybe I’m giving up a little. Today feels like a sign from the universe that I should just quit while I’m behind.”

“The universe doesn’t send signs. It sends opportunities disguised as problems.”

I raised an eyebrow. “That’s very philosophical for a—” I stopped. “Sorry, I don’t even know your name. And you’re driving me to… where are you driving me?”

“Oliver,” he said. “And I’m driving you away from the worst day of your life. Destination TBD.”

Oliver. It fit him. Strong, classic, the kind of name that belonged to someone who’d never had to beg a landlord for more time.

“Hannah,” I offered. “Hannah Whitman. Professional disaster.”

“Pleasure to meet you, Hannah Whitman.”

The way he said my name did something strange to my chest. Made me hyperaware of how close we were in this confined space, how his cologne—something cedar and expensive—wrapped around me like a secret.

I cleared my throat. “So. Do you make a habit of picking up random women who throw themselves into your car?”

“First time, actually. I’m usually the one doing the throwing.”

I blinked. “What?”

The corner of his mouth curved. “Out of my car. Not into walls. I have standards.”

A laugh bubbled out of me. Unexpected. “Oh my God. I’m so sorry. You were probably on your way somewhere important and I just—”

“I was on my way home from a meeting that should’ve ended three hours ago. Trust me, this is more interesting.”

“My catastrophic life is interesting?”

“Very.”

There was something in his tone. Something that made me sit up a little straighter, suddenly aware of how I must look. Soaked clothes, mascara probably running, hair plastered to my face. And here he was, perfect and pressed and looking at me like I wasn’t a complete mess.

The car turned down a tree-lined street I didn’t recognize. Upscale. The kind of neighborhood where even the lampposts looked expensive.

“You mentioned a cheating ex,” Oliver said, breaking the silence. “Earlier. Part of the worst day?”

“Oh no, Connor’s an every-day special kind of nightmare. We broke up six months ago after I caught him with my coworker. In my bed. He said I was ‘too focused on work’ and ‘never any fun.'” I made air quotes, bitterness seeping through. “Fun being code for letting him mooch off me while I worked sixty-hour weeks.”

“He sounds delightful.”

“He’s a parasite. But at least he’s gone. That’s the one thing going right.”

“That’s not nothing.”

I looked at him—really looked at him—in the mirror. “Are you always this nice to strangers?”

“Are you always this honest?”

“Only when I have nothing left to lose.”

Something flickered in his expression. Understanding, maybe. “Then we’re even.”

The car slowed, pulling up in front of a building I definitely couldn’t afford to be near. Glass and steel, with a doorman in an actual uniform and soft golden light spilling from the entrance.

“This is a bar?” I asked.

“The best bar,” Oliver said, killing the engine. “And you look like you need twelve drinks, remember?”

I stared at the building, then back at him. “I told you I can’t afford—”

“Did I ask you to pay?”

My mouth opened. Closed. “I don’t take charity.”

“It’s not charity. It’s…” He paused, considering. “An investment.”

“In what?”

“The rest of your night not being as terrible as the beginning.”


OLIVER

I should not be doing this.

I should not be buying drinks for a woman I met fifteen minutes ago. I should not be walking into Aurelis, one of the most exclusive bars in the city, with a beautiful stranger who’s soaking wet and looking at me like I’m either a serial killer or a saint.

I should be going home. Reviewing the contracts from this morning. Calling my attorney about the Peterson merger. Checking in with Vivian about—

No. Not thinking about Vivian right now.

Hannah walked beside me, her shoulders hunched, trying to look smaller. Like she didn’t belong here. It made me want to buy her a thousand drinks just to watch her take up space.

The host recognized me immediately. “Mr. King. Your usual table?”

“Please, Marcus.”

Hannah’s eyes widened slightly. Of course. She’d heard my last name now. But she didn’t say anything, just followed me through the dimly lit space to the corner booth that overlooked the city.

The view was spectacular. Sixty floors up, glass walls, the entire world spread out below like we owned it.

“Holy shit,” Hannah breathed, forgetting to be self-conscious. “This is insane.”

I found myself smiling. Really smiling. When was the last time someone had reacted to this view with genuine awe instead of bored sophistication?

“It’s just a room.”

“This is not just a room. This is where rich people come to make poor people feel inadequate.” She caught herself. “Sorry. I’m doing it again. The oversharing thing.”

“Don’t apologize.” I signaled the waiter, ordered whiskey for myself, then looked at her. “What do you drink when you’ve had the worst day?”

“Usually cheap wine straight from the bottle. But I’m guessing that’s not on the menu here.”

“Antonio,” I said to the waiter. “Your best wine. The one you tell people isn’t available.”

Antonio’s mouth twitched. “The Château Margaux, sir?”

“Perfect.”

Hannah waited until he left, then leaned forward. “How much does that cost?”

“Does it matter?”

“Yes! I can’t let you spend—”

“You’re not letting me do anything. I’m doing it because I want to.” I held her gaze. “Let someone do something nice for you, Hannah. Just for tonight.”

She sat back, studying me. I let her look. Let her see whatever she needed to see to feel safe.

Finally, she exhaled. “Okay. But only because you have kind eyes and I’m too tired to argue.”

“Kind eyes?”

“Yeah. Like you’ve seen some things but you’re not letting it turn you bitter. Or maybe I’m projecting because I want you to be a good person and not the guy who ends up on Dateline.”

I laughed. Actual, surprised laughter. “I promise I’m not a Dateline episode.”

“That’s exactly what a Dateline guy would say.”

The wine arrived. Antonio poured with ceremony, and Hannah watched like it was a magic trick. When she lifted her glass, her hand shook slightly.

“To worst days,” I said, raising mine.

“To stranger’s kindness.” She clinked her glass against mine. “And hoping I’m not about to get murdered.”

The wine was excellent. I watched her take the first sip, saw her eyes close, a small sound of appreciation escaping her throat.

That sound went straight through me.

“Okay,” she said, setting the glass down carefully. “That’s obscenely good.”

“Worth it?”

“Almost worth getting fired.”

We talked. For hours, we talked. She told me about Daphne, about Connor, about her dreams of running her own business, creating beautiful events that people remembered. She told me about growing up in a small town, moving to the city with nothing, working her way through college.

She was funny. Self-deprecating in a way that wasn’t fishing for compliments, just genuinely amazed that her life had turned into this mess. She made me laugh more in two hours than I had in six months.

And she had no idea who I was.

No idea that Oliver King wasn’t just a name. That King Industries wasn’t just a company but an empire. That the watch on my wrist cost more than her annual rent.

She wasn’t performing. Wasn’t trying to impress me. Wasn’t calculating what she could get from me.

She was just… real.

It was intoxicating.

“Your turn,” she said, three drinks in, her cheeks flushed. “I’ve been monopolizing the trauma Olympics. Tell me something real.”

“What do you want to know?”

“Something you don’t usually tell people. Something that’s not…” She waved her hand. “Not the polished version.”

I should’ve deflected. Should’ve given her the standard line about acquisitions and corporate strategy.

Instead, I said, “I’m engaged.”

Her hand froze halfway to her wine glass.

“To someone I don’t love,” I continued. “For reasons that make sense on paper and nowhere else.”

Hannah’s eyes searched mine. “That’s the saddest thing I’ve ever heard.”

“Is it?”

“Yes. At least I’m broke and unemployed because life happened. You’re choosing your own prison.”

Direct hit. Right to the chest.

“It’s complicated,” I said.

“It’s always complicated.” She leaned forward. Her hand, pale and delicate, rested on the table between us. “But you know what? Complicated is just another word for cowardly.”

No one talked to me like this. No one in my world would dare.

I reached out. Covered her hand with mine.

The contact sent electricity up my arm. I watched her breath catch, saw her pupils dilate.

“You’re right,” I said quietly. “I am a coward.”

“I didn’t mean—”

“You did. And you’re right.” I ran my thumb across her knuckles, felt her pulse jump. “But tonight, I don’t want to think about complicated. Tonight, I just want to sit here with someone who tells the truth.”

Hannah’s voice came out soft. Shaky. “I should go.”

“You should.”

Neither of us moved.

Outside the window, the city glittered. Inside this booth, the world narrowed to just us. To her hand under mine. To the question hanging in the air between us.

“Hannah—”

“Don’t,” she whispered. “Whatever you’re about to say, don’t. Because I’m going to do something stupid.”

“What’s that?”

She looked up. Met my eyes fully.

“I’m going to say yes.”

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