Our first date was at a diner at 11 PM. I spilled coffee on my shirt. She had a piece of spinach in her teeth for half the conversation. I didn’t try to be smooth. She didn’t try to be perfect. We just… talked. About Vonnegut. About our weird families. About the time I cried during a Pixar movie.
That was it. No pickup line. No grand gesture. Just an invitation to share something small.
But beyond the awkward texts, the real heartbreak of dating apps was the invisible rejection . You send a message. Nothing. You match with someone, feel a flicker of hope, and then they unmatch before you can say hello. You are a ghost to people who are ghosts to you.
Then I met Jamie at a used bookstore. I was reaching for a battered copy of Slaughterhouse-Five . So was she. We laughed, did the awkward “you take it” / “no, you take it” dance. She said, “Let’s just read it together.”
That was my first real lesson in romance: it rarely looks like the movies. It looks like sticky fingers and a plan that made sense only in the shower that morning.
There’s a specific kind of cringe that lives in your chest when you’re sixteen, standing in a mall food court, holding a Cinnabon you don’t even like, because the girl you have a crush on mentioned once— once —that she “likes the smell.”
I have a folder on my phone called “Cringe Archives.” In it are screenshots of my most disastrous texts. My personal favorite: “So, what’s your favorite kind of dinosaur?” Her: “lol what?” Me: “It’s a conversation starter. Mine’s velociraptor. Very underrated.” Her: “ok this is weird. bye” (For the record, velociraptors are underrated. I stand by it.)
And sometimes, late at night, I think about that seventeen-year-old kid holding a floor-Cinnabon, heart pounding, desperate for a story. I want to go back and tell him: You’re already in one. It’s just not the one you think. It’s better. It’s messier. It’s yours.
Three months in, I realized something shocking: I hadn’t written a single internal monologue about our future. No fantasy wedding. No dramatic fights. No imaginary breakup to test my feelings. I was just… present.
Romance isn’t about getting it right. It’s about showing up awkward, messy, hopeful, and real—and finding someone who sees the mess and pulls up a chair.
Everyone said, “You two should just date.”
Keep tripping. Keep reaching for the Cinnabon.
I finally told Alex how I felt, three years too late. She was already dating someone else. She said, “Why didn’t you say something sooner?”
There’s an existential loneliness to swiping through a hundred faces, knowing you’re also just a face being swiped past. It forces a question that hurts: Am I even a character in my own story anymore, or just background noise in someone else’s feed? By my mid-twenties, I had stopped trying to engineer romance. Not because I was wise. Because I was tired.
