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6 Mistakes That Kill Your First Date

And also, what to do instead.

Jessica Wildfire
5 min readJan 11, 2020

One of my worst dates showed up in a baseball hat and denim shorts. He corrected me three times, insisted I was an amateur writer, and then left early to have dinner with his mom.

No, wait…

My worst date tried to finger me on his mom’s couch while she was putting away the dishes.

“My mom’s cool with it,” he said.

Actually, my worst date was probably the one where he brought a guitar. Don’t ever bring a guitar to a date. Of course, I’m forgetting the date where someone tried to convince me to howl at the moon with him. Maybe I’m being a little judgmental here.

You know, all of those dates sound pretty bad.

Surely you can do better.

Let’s flip things around for a minute. It’s not always the guy. I’ve also been the problem on a lot of first dates.

I’ve tried too hard to sound smart.

I’ve tried too hard to come off as funny and adventurous.

I’ve tried to be what I thought the other person wanted, and that always ended in disaster.

The worst time I screwed up a date — I bought an obscure painting for way too much money and hung it up on my wall. He was working…

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