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Between Dates

Dating After divorce: Read This Before You Swipe Again


Nobody warns you how scary it is to start over.

When my marriage ended, I was 38 with two kids and a confidence that was somewhere under the floor. The idea of sitting across from a stranger and being interesting, of being chosen again, felt impossible. So I put it off. Told myself I wasn’t ready. What I actually was, was scared. There’s a difference, and pretending otherwise just cost me a year.

You survived the hard part. This part’s easier.

If you’re sitting where I was, here’s what I wish somebody had told me.

You don’t have to be ”fully healed.” You have to be honest. Waiting until you’re a finished, perfect, baggage-free person means waiting forever. Nobody’s that. The goal isn’t zero scars. It’s being able to talk about what happened without bleeding all over the table. Big difference.

Start small. One coffee. Low stakes. Don’t book a four-hour dinner for your first time back out — that’s a marathon when you haven’t jogged in years. Get a coffee. An hour, tops. Easy to leave, easy to stay if it’s good. The point of the first one isn’t to find your person. It’s to remind yourself you can do this at all.

The kids and the ex are not first-date material. You can mention you have kids — you should, it’s who you are. But the custody war, the way it all fell apart, the things your ex did? Save it. Not because you’re hiding, but because date one is for finding out if you two even like each other. Trauma-dumping on a stranger isn’t honesty. It’s a weight you’re handing someone who didn’t sign up to carry it.

Own your part. Out loud, eventually. At some point, with the right person, you’ll talk about the divorce. When you do, the most attractive thing you can say isn’t ”she did this to me.” It’s ”here’s what I learned about myself.” I coasted in my marriage. I stopped trying. I say that plainly now, and it does more for me than any highlight reel ever could. Growth reads. Bitterness repels.

The first real date I planned after all of it, I almost canceled. Sat in the car talking myself out of it. Went in anyway. And somewhere in that hour I remembered I was still a whole person, not just somebody’s mistake. That’s what getting back out there actually gives you. Not a guarantee. Proof that you’re still in the game.

Tonight’s move: you don’t have to swipe for an hour or message ten people. Just get the profile up, or send one message, or say yes to one coffee. One small step back into the world. The fear doesn’t go away by waiting. It goes away by going.

You did the hard part already. You survived the thing you thought would break you. This part’s easier. Go.

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