Sometimes the most dangerous lists are the ones we keep from ourselves.
1- The Art of Almost Connecting
When I was younger, I thought love was a kind of reward.
Now I know it’s more like a mirror—reflecting not just who you are, but who you pretend to be when you think no one is looking closely enough.
Three weeks after writing that checklist—the one carved into the back of my eyelids—I met someone at Leila’s gallery opening. He wasn’t on my radar initially. Not tall enough. Not immediately magnetic enough. Just a man in a corner, studying a painting longer than anyone else in the room.
I noticed him because he was the only person there who seemed to have forgotten he was being seen.
Later, by the wine table, he handed me a glass without meeting my eyes. “The artist is terrified,” he said quietly, as though sharing classified information.
I glanced across the room at Leila, who appeared perfectly composed in her black dress and practiced smile.
“How can you tell?” I asked.
He finally looked at me then. Eyes deep brown, unflinching. “Her paintings tell you everything she won’t.”
Something about the way he said it—like he knew secrets about people they thought they’d hidden well—made me pause. Made me wonder what my own carefully constructed persona might be revealing without my permission.
His name was Theo. No dating profile. No social media presence. A ghost in an age of digital footprints. He wrote for museums—those little placards that explain art to people who aren’t sure what they’re supposed to see.
“So you translate,” I said.
“I interpret,” he corrected. “Big difference.”
We exchanged numbers in that casual way that suggests no particular intention. But as I watched him walk away, I felt something shift—like furniture being rearranged in a room I thought I knew by heart.
2- The First Unsettling
He texted three days later. Not about meeting up or making plans, but to send a photograph of a sculpture—two hands almost touching, the negative space between them more compelling than the hands themselves.
“Reminded me of our conversation“, he wrote.
No elaboration. No question. Just an image and an observation.
I stared at it longer than I care to admit. Trying to decode what he meant. What he saw. What he thought he understood about a conversation that had lasted less than fifteen minutes.
I crafted three different responses, deleted them all, then finally sent: “Beautiful. The space between is always more interesting than the connection itself.”
His reply came quickly: “Exactly. Most people miss that.”
A simple exchange. Inconsequential, really. Yet I found myself returning to it throughout the day. It was different from the usual dance—the careful assessment, the strategic revealing, the calibrated interest.
It felt like a conversation happening in a language I recognized but couldn’t quite speak fluently.
We met for coffee a week later. A Sunday afternoon, which felt safely casual. No alcohol, no dinner-date expectations, just caffeine and daylight and easy exits if needed.
He was already there when I arrived, reading a worn paperback, completely absorbed. I stood watching him for a moment before approaching. Trying to catalog details. Trying to place him in the taxonomy of men I’d dated or considered dating.
But he resisted categorization. His clothes were nice but not showy. His posture relaxed but attentive. His face handsome in an unconventional way—interesting rather than perfect.
When he looked up and saw me, he didn’t smile immediately. Instead, there was this moment of focused attention, like he was really seeing me, not just acknowledging my arrival.
It was disconcerting. I’d perfected the art of being seen on my terms—controlling the angles, managing the impression, curating the experience.
But Theo looked at me like he was reading between my lines.
3- The Questions That Aren’t Really Questions
“Do you always do that?” he asked halfway through our coffee.
“Do what?”
“Think about what you’re going to say next instead of listening.”
I felt heat rise to my face. Not because he was right (though he was), but because no one had ever noticed it before—this conversational sleight of hand I’d mastered years ago.
“I’m listening to you,” I said, defensive.
“You’re hearing me,” he corrected. “Not the same thing.”
There was no judgment in his voice. Just observation. As though he were standing before one of his museum pieces, noting its particular characteristics.
“You catalog people,” I countered, feeling suddenly exposed. “You think you can figure them out like they’re exhibits.”
He smiled then, the first real smile of the afternoon. “Probably. Professional hazard.” He paused, studying me. “What’s your professional hazard?”
The question caught me off guard. I’d prepared to talk about my job—the sanitized, impressive version I shared on first dates. But that wasn’t what he was asking.
“I suppose I…” I started, then stopped, realizing I was about to give my practiced answer. “Actually, I think I treat relationships like marketing campaigns. Always on message. Always on brand.”
The truth surprised me as much as it seemed to interest him.
“And what’s your brand?” he asked, leaning forward slightly.
I opened my mouth to respond, then closed it again. Because suddenly, I wasn’t sure.
What was my brand? The accomplished professional? The low-maintenance girlfriend? The intriguing mystery? I’d been so many different versions with different people that they’d begun to blur together.
“I think I’m still figuring that out,” I finally said.
Theo nodded, like this was the most sensible answer I could have given.
“Good,” he said. “Pre-packaged people are boring anyway.”
4- The Invitation That Wasn’t On The List
We saw each other again. And again. Not dates exactly—at least, I didn’t label them that in my mind. More like ongoing conversations that required physical proximity.
We went to museums (obviously). But also flea markets. Architectural tours of buildings I’d passed a hundred times without really seeing. A community garden where he knew all the volunteers by name.
He moved through the world differently than anyone I’d known before. More present. More curious. Less concerned with how things appeared and more interested in how they actually were.
And gradually, in ways I didn’t immediately recognize, he began to change how I moved through the world too.
I found myself noticing details I’d overlooked before. The pattern of light through leaves. The different cadences in strangers’ laughter. The small kindnesses exchanged between people who thought no one was watching.
“You’re developing museum eyes,” Theo told me one afternoon as I pointed out a particular shade of blue in a painting we were examining.
“Is that a good thing?”
“It’s a real thing,” he said. “Which is always better than a good thing that isn’t real.”
There was that unsettling directness again. The sense that he was looking straight past my carefully constructed exterior.
“What do you see when you look at me?” I asked suddenly. The question had been circling in my mind for weeks.
He didn’t answer immediately. Didn’t rush to reassure me with compliments or deflect with humor.
“I see someone who’s afraid of being disappointing,” he said finally. “Which is interesting, because you’re the least disappointing person I’ve met in a long time.”
The words landed like stones dropping into still water. Creating ripples I couldn’t control.
Because he was right. Again. My entire life had been constructed around a terror of disappointing people. Of being less than they expected. Less accomplished. Less interesting. Less lovable.
It was why I had the checklist to begin with—not just for others, but for myself. A constant measuring stick for my own worthiness.
“How did you know that?” I asked, my voice smaller than I intended.
He shrugged. “It’s what artists do—we look for the truth hiding in plain sight.”
“You’re not an artist,” I pointed out. “You write about art.”
“Same difference,” he said. “We’re all trying to make sense of what we see.”
5- The Night Everything Shifted
It happened six weeks after we met.
Theo invited me to a small gathering at his apartment—not a party exactly, more of a salon. A handful of people discussing ideas over wine and simple food.
I spent an embarrassing amount of time deciding what to wear. What version of myself to present. What impression to make on these people who mattered to him.
His apartment was exactly as I’d imagined it would be—books everywhere, art on every wall, furniture chosen for comfort rather than style. But there was something else too, something I hadn’t anticipated.
Photographs. Dozens of them. Not displayed prominently, but tucked into bookshelves, propped on side tables, pinned to a corkboard in the kitchen.
And in many of them, the same woman. Dark hair, bright eyes, a smile that suggested she was about to tell you a secret.
I froze, wineglass halfway to my lips, a strange cold sensation spreading through my chest.
Theo noticed. Of course he noticed. He noticed everything.
“That’s Eliza,” he said quietly, coming to stand beside me as I stared at a particular photo—Theo and this woman, foreheads touching, eyes closed, sharing some private moment that felt almost too intimate to witness.
“Your girlfriend?” I asked, hating how hopeful I sounded when I added, “Ex-girlfriend?”
A shadow crossed his face. Something dark and complicated.
“Not exactly,” he said.
Before he could elaborate, other guests arrived. The moment passed. The conversation moved on.
But throughout the evening, I found my eyes drawn back to those photographs. To Eliza. To the obvious connection she shared with Theo. To the mystery of who she was and why she was everywhere in his space but nowhere in his present.
Later, as people were leaving, I lingered. Helped clear glasses. Folded napkins that didn’t need folding.
“You want to ask about her,” Theo said when we were finally alone.
It wasn’t a question.
“Is it that obvious?”
“You’ve looked at her pictures seventeen times. I counted.”
I felt my face flush. “Sorry. I didn’t mean to be…”
“Curious? Don’t apologize for curiosity. It’s your best quality.”
He moved to the bookshelf, took down a particular photograph—Eliza looking over her shoulder, laughing at something out of frame.
“She was my wife,” he said simply.
The past tense hung in the air between us. Heavy. Significant.
“What happened?” I asked, though some part of me already knew the answer. Could feel it in the careful way he held the photograph. In the reverence of his gaze.
Theo was quiet for a long moment. So long I thought he might not answer.
Then, “That’s a story for another time,” he said, returning the photo to its place on the shelf. “But I will tell you something about Eliza that might help you understand me better.”
I waited, barely breathing.
“She’s the reason I can see through people’s performances,” he said. “Because she never performed. Not once in all the time I knew her. She was always exactly herself—messy, complicated, completely real.”
He looked at me then, really looked at me, in that way that made me feel like all my careful layers were being peeled back one by one.
“That kind of authenticity… once you’ve experienced it, everything else feels like watching actors recite lines. Even very good actors. Even very good lines.”
I felt a chill run through me. Was that all I’d been to him? An actor reciting very good lines?
“Why spend time with me, then?” I asked, the question escaping before I could contain it. “If I’m just… performing?”
His expression softened. “Because every once in a while, when you forget to be careful, I see glimpses of someone real. Someone worth waiting for.”
The words should have felt flattering. Instead, they terrified me.
Because what if he was waiting for someone who didn’t exist? What if, beneath all my careful performances, there was nothing authentic to discover?
What if I’d been playing roles for so long that I’d forgotten who I was when the curtain closed?
“I should go,” I said, suddenly desperate for air. For distance. For the safety of my own carefully controlled environment.
Theo didn’t try to stop me. Just walked me to the door, his hand light against the small of my back.
“For what it’s worth,” he said as I stepped into the hallway, “I think the real you is much more interesting than the one you’re trying to be.”
I looked back at him, this man who somehow saw through every defense I’d spent years perfecting.
“And if you’re wrong?” I asked. “If there is no real me anymore?”
He smiled then, sad and knowing.
“Then I’m wrong,” he said simply. “But I don’t think I am.”
As the door closed between us, I stood frozen in the hallway, my heart racing with something between terror and exhilaration.
Because despite everything—despite the mysterious Eliza, despite being seen in ways I wasn’t ready to be seen, despite the growing suspicion that I’d been hiding from myself for longer than I could remember—I knew one thing with absolute certainty:
I would see Theo again.
And next time, I wouldn’t be so careful.
See also: “The Myth of the Perfect Match: Ep1 – A Checklist Folded in Half” where my journey began with impossible standards and careful measurements.
For insights on recognizing if you are on a healthy relationship, read “12 Signs You’re in a Healthy Relationship” .
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