Chapter 1:

The First Message

If I Were Single


The hotel room was too quiet. Not silent… the television was on, some late-night rerun playing to nobody, but empty in the way hotel rooms always are. Temporary. Detached. Like nothing that happens inside them really counts.

I lay back against the stiff pillows, phone resting on my chest, flipping through nothing. My wife had texted earlier. A picture of dinner. A complaint about traffic. A heart emoji at the end.

I’d responded. Of course I had. But now it was past ten. The gym downstairs was closed. The room smelled faintly of detergent and recycled air. I should’ve been tired. Instead, I was restless.

And without meaning to, or maybe meaning to more than I’d ever admit, I opened my messages and scrolled. Her name, Elena, sat there, halfway down the list. I stared at it longer than I needed to.

It wasn’t inappropriate. We texted sometimes. Group chats. Random jokes. She’d send something funny. I’d respond. Harmless.

That’s what I told myself… My thumb hovered. I could call my wife again. I could scroll social media. I could turn the TV up louder. Instead, I typed:

Hey. How’s it going?

I watched the little “delivered” appear. Then I tossed the phone beside me like I didn’t care. It buzzed less than a minute later.

Good :) just finished a movie with my sister. You surviving out there, Logan?

I smiled before I could stop myself.

Barely. Hotel TV is trying its best to entertain me.

Three dots appeared.

That sounds tragic. Do you at least have the gym? Or are you slacking?

There it was. That tone. Teasing. Light. Curious. I rolled onto my side.

Are you questioning my discipline?

Maybe I am.

I could almost see her expression when she typed that. Head tilted. Slight smirk. She liked poking at me, not boldly, but playfully. Like she was testing whether I’d push back; and I always did.

The conversation drifted easily. Gym jokes turned into travel stories. Travel stories turned into what she’d been up to lately. School frustrations. Friend drama. It didn’t feel dangerous. It felt… easy. Comfortable. 

After about an hour, the tone shifted without either of us announcing it.

Can I ask you something?  she wrote.

Sure.

A longer pause this time.

Do you think I’m intimidating?

I frowned at the screen.

Intimidating how?

Like… do I come off as stuck up? Some of the girls at school say I act like I’m better than them.

There it was. The crack in the confidence. She did this sometimes; opened a small window into her insecurities like she wasn’t sure if she should. And I always stepped through it.

You don’t act like you’re better than anyone, I typed. You just don’t settle. That makes insecure people uncomfortable.

Three dots. Gone. Back again.

That’s not what I meant.

I sat up a little.

Then what did you mean?

A long pause… When her message finally came through, it was shorter than I expected.

I don’t think I’m that pretty. I think I just act confident so people don’t notice.

I stared at it. Something tightened in my chest. Because I knew that wasn’t true. I’d noticed her long before she’d ever admitted anything like that. The way she laughed too hard when she was nervous. The way she looked at me sometimes like she was waiting to see if I approved. And God help me… I did. I typed slowly this time.

You’re not “that pretty.”

A beat.

You’re way more than that.

The reply came almost immediately.

Really?

There it was. Not seductive. Not calculated. Just hopeful. I leaned back against the headboard.

If I were single… I typed, feeling the weight of the words even as I pretended they were harmless, I’d absolutely go for someone like you.

The screen stayed still. I could almost feel her reading it. Re-reading it. Then:

You’re just being nice.

I swallowed.

I’m not.

Another pause.

That would’ve been nice, she wrote.

And I felt it. That quiet shift. The line hadn’t been crossed, not officially. Everything we’d said could be explained. Defended. Framed as encouragement. But something had changed. Because now we both knew.

I stared at her message longer than I should have. That would’ve been nice. Not “that’s sweet. Not “you’re funny.” Not “stop.” Just… that.

I should’ve redirected. Made a joke. Brought it back to safe ground. Instead, I asked:

Nice how?

The TV kept playing to itself. A laugh track erupted in the background. She took longer this time. When her response finally came through, it was careful.

I don’t know. Just… someone older who actually sees me, I guess.

And that’s when I understood something I shouldn’t have enjoyed: She liked that I saw her. And I liked being the one she let see her.

That was the beginning. Not a kiss. Not a touch. Just a choice. A quiet hotel room. A message sent instead of another one. And the kind of self-deception that feels harmless while it’s happening.

Helen
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