Between Dates
The First Date Doesn't Need to Be dinner (and Probably Shouldn't)

Default first date: dinner. And it’s usually a mistake.
Think about what you’re actually signing up for. Two strangers, locked across a table for two hours, committed to a full meal, no exit, trying to force a conversation while a waiter hovers. If there’s no spark by the appetizer, you’re both just doing time until the check. I’ve sat through that dinner. So have you. It’s brutal, and it’s avoidable.

The fix is simple: pick a first date with an exit and a reason to talk.
Here’s what actually works.
Coffee and a walk. The gold standard, and not because it’s romantic — because it’s smart. An hour if it’s flat, three if it’s good. Walking side by side kills the interrogation feeling. There’s something to look at, something to comment on. Low money, low pressure, easy to extend when it’s going somewhere.
A market or a fair. Farmers market, street fair, anywhere with stuff happening. You’re moving, you’re reacting to things together, the conversation builds itself. Nobody’s staring across a table searching for the next question.
Mini golf, an arcade, bowling — something a little dumb. Doing something slightly silly drops everybody’s guard fast. You see how they handle losing, how they joke, whether they take themselves too seriously. You learn more about a person over a bad putt than over a steak.
A specific drink with a built-in next move. Not ”let’s get drinks” into the void. ”There’s a place with a rooftop, let’s grab one and see the sunset.” A reason, a frame, a natural stopping point. The vagueness is what makes ”drinks” feel like a chore.
Notice the pattern. Every one of these gives you two things: an easy way out if it’s not clicking, and something to do so the talking happens naturally instead of being forced. That’s the whole science of it.
And here’s the part most people miss — the format matters less than the fact that you chose one. When you say ”let’s meet up sometime,” you’ve planned nothing. When you say ”there’s a coffee spot by the river with a good walk, Saturday at 10?” you’ve shown you can lead, you put in thought, and you made it easy to say yes. That lands harder than any fancy restaurant.
Tonight’s move: stop defaulting to dinner. Next time you ask someone out, pick one of these, name the place and the time, and send it as a real plan. ”Saturday, 10, coffee and a walk by the river.” Watch how much easier ”yes” comes when you’ve actually done the thinking.
You don’t need a reservation. You need a plan. There’s a difference, and it’s the one that gets you a second date.
Got a bad date story?
Send Michael your worst one.
He reads every single one. The worst — and the funniest — get broken down in a future post (kept anonymous unless you say otherwise). Tell him what went wrong.
One straight-talk dating email a week.
No fluff, no spam. Just the next move.
Stop coasting. Plan the next one on purpose — and just show up.
Plan it in Tryst