Chapter 46: The First Date Disaster
The restaurant's fancy. Not ridiculous fancy, but cloth napkins and wine list fancy.
Penny looks incredible. Black dress, subtle makeup, hair down. She's dressed up. For me.
"This is nice," she says, scanning the menu.
"Too much?"
"No. Just—different. Dan never took me anywhere that required actual clothes."
"Dan sounds like an idiot."
"Dan was an idiot." She grins over the menu. "You're not an idiot."
"High praise."
"I have very low standards."
The waiter brings wine. We order—pasta for her, chicken for me. The conversation flows like it always does. Easy. Natural.
"Can I ask you something?" Penny sets down her wine.
"Sure."
"Why now? You could've asked me out months ago. Why wait?"
"You had a boyfriend."
"You knew I'd dumped him within hours. So why wait another month?"
Fair question.
"Wanted to make sure it wasn't rebound. That we actually—" I stop. "This sounds stupid out loud."
"Say it anyway."
"Wanted to make sure we were actually into each other. Not just convenient."
She considers this. "That's—Stuart, that's actually really thoughtful. Most guys would've pounced immediately."
"I'm not most guys."
"No. You're really not."
The lights flicker.
We both look up.
Flicker again. Then: complete darkness.
Emergency lights kick in. Dim, barely illuminating the tables.
"Ladies and gentlemen," the manager announces, "we've lost power. Blown transformer. You're all welcome to stay, but we can't cook. We'll comp your wine and—"
"Want to get out of here?" I ask Penny.
"Absolutely."
We end up at a Chinese takeout place on Maple.
Penny's leaning against my car in her fancy dress, laughing at the absurdity.
"Best first date ever. Power outage, emergency evacuation, eating takeout in a parking lot."
"We could go somewhere else. Try another restaurant."
"Or—" She tilts her head. "Your place has power, right? And that balcony?"
"Yeah."
"Then let's go there. More private anyway."
The drive takes fifteen minutes. She keeps stealing glances at me, smiling.
"What?"
"Nothing. Just—you're handling this really well. Not freaking out about ruined plans."
"Plans are overrated."
"See, Dan would've blamed me somehow. Made it my fault the power went out."
"Dan's still an idiot."
"Definitely an idiot."
My penthouse balcony at night is actually perfect.
City lights spread below. Spring air warm enough to sit outside. I grab candles from inside—kept them after the power outage last year—and suddenly we're having candlelit dinner on a balcony overlooking LA.
"This is—" Penny looks around. "—okay, this is way better than the restaurant."
"Happy accident."
"Best kind of accident."
We eat straight from containers. No plates, no pretense. Just good food and better company.
"Tell me something," Penny says around a mouthful of lo mein. "How did you get here? Two years ago you were—I'm sorry, but you were kind of depressing. And now you're—this."
She gestures at the penthouse, the balcony, me.
"I started trying. Took risks. Some worked out."
"That's the sanitized version."
"That's the only version."
"Bullshit. Nobody transforms like this without something changing fundamentally." She sets down her food. "What changed? Really?"
The tingle flares. Warning.
Can't tell her. Can never tell her.
"I stopped hating myself," I say instead. "Realized failure was choice, not destiny. Decided to be someone different."
"Just like that?"
"Just like that."
She studies me in the candlelight. "You're lying. Or not telling the whole truth. But—" She touches my hand. "—I'll let it go. For now."
"Thank you."
"But eventually, Stuart, you're going to have to let someone all the way in. The real stuff. Not just the success story."
The words hit harder than intended.
She's right. I've built this life on secrets. Every success funded by knowledge I shouldn't have. Every relationship starting from concealed origins.
Nobody knows the real me. Because the real me died choking on steak in another life.
"Noted," I manage.
We finish eating. Clear the containers. Sit on the balcony furniture watching the city.
"This was perfect," Penny says. "Disaster and all."
"Maybe disasters are good luck for us."
"Then we should probably avoid anything that requires electricity."
"Or functioning infrastructure."
She laughs. Leans against me. We sit in comfortable silence.
Then, naturally—no planning, no overthinking—we kiss.
Soft at first. Then deeper. She tastes like Chinese food and wine and possibility.
When we break apart, she's grinning.
"Been wanting to do that for weeks."
"Finally?"
"Finally."
"You said that in your text."
"Because I've been waiting for you to ask me out for a month. Wondering if you were going to make a move or if I'd have to."
"You were waiting for me?"
"Stuart. I'm a direct person. If I wasn't interested, I'd have said no when you asked about 'something else.' I said yes because I've been hoping you'd ask."
"Oh."
"Yeah. Oh." She kisses me again. "So now what?"
"Now we see where this goes?"
"Deal."
She leaves at 1 AM.
I walk her to her car—parked in the building garage, three floors down.
"Thank you," she says. "For tonight. For waiting until it was right. For being—" She stops. "—someone good."
"Thank you for saying yes."
"Thank you for finally asking."
One more kiss. Then she's driving away, waving through her window.
I take the elevator back to my penthouse.
Stand on the balcony where we ate Chinese food and talked for hours and kissed like teenagers.
Dating Penny feels different from Melissa.
Melissa was comfortable. Safe. Healthy.
Penny is electric. Exciting. Challenging.
Both real. Both valuable.
But this—this feels like it could be something more.
My phone buzzes.
Penny: Best first date disaster ever. Let's do it again. With power next time.
Me: Or without. Whatever breaks seems to work for us.
Penny: Goodnight, Stuart. Sweet dreams.
I close my phone, thinking about Leonard's hurt face and Sheldon's warning statistics and Penny's kiss on my balcony.
91% chance of awkwardness.
23% chance of success.
67% chance of damaged friendships.
And yet—completely worth the risk.
Note:
Please give good reviews and power stones itrings more people and more people means more chapters?
My Patreon is all about exploring 'What If' timelines, and you can get instant access to chapters far ahead of the public release.
Choose your journey:
Timeline Viewer ($6): Get 10 chapters of early access + 5 new chapters weekly.
Timeline Explorer ($9): Jump 15-20 chapters ahead of everyone.
Timeline Keeper ($15): Get Instant Access to chapters the moment I finish writing them. No more waiting.
Read the raw, unfiltered story as it unfolds. Your support makes this possible!
👉 Find it all at patreon.com/Whatif0
