Blind Date: Jenn and David had previously crossed paths. But is their reconnection fate or just a coincidence?
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We're back with another installment of our Blind Date series.
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Editor's note: Responses have been edited lightly for length and clarity.
This time, we paired Jenn and David.
First, let’s get to know Jenn:
- She’s 50 and works as a writer.
- Her ideal day in Charlotte includes a hike, trying a new restaurant and live music.
- She describes herself as “a creative extrovert who likes to make people laugh.”

Then, there's David.
- He’s 51 and an economic developer.
His ideal Charlotte day is spent outdoors, followed by a unique restaurant and live music at night.
He describes himself as a “professional man who has many interests,” including concerts, travel and exercise.
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With a shared appreciation for good food and live music, Jenn and David seemed like a potential match. So, we tested their connection over a jazz show at Middle C and dinner at Fahrenheit.
I called Jenn and David separately a few days after their date to hear how it went. What they both initially said caught me off guard — the two had met before.
David: We immediately recognized each other and spent the first five minutes of the date trying to figure that out.
Jenn: We ultimately realized we’d met at a singles’ board game night about two years ago.
David: We played at the same table for probably an hour and a half.
Jenn and David weren’t reconnected until the blind date — here’s what they had to say about that evening.
How do you typically meet your dates?
David: Online and through Meetup. Sometimes in person.
Jenn: Online dating. I’ve used both Bumble and Facebook dating.
On a scale of 1-10, how would you rate your conversation?
David: Eight. Conversation was good. Though, the nature of blind dates can be a little “interview-like.”
- You literally have to start at the basics.
- But we learned a lot about each other.
Jenn: An eight. I mean, the fact the person’s applied to this suggests they’re open to having a conversation with a stranger.
- We had a lot of commonalities to talk about.
Editor’s note: For context, Jenn and David are both near empty-nesters with ties to Canada.
- Jenn is from Toronto and David spent nearly three decades on the Canadian border.
How would you describe your chemistry?
David: Seven. It’s so early; it’s hard to say.
- There wasn’t any silence except for when the music was playing.
- I think she had a good time, but I couldn’t get her read on me.
Jenn: Six. We had a good conversation, but I don’t think either of us felt things “hit off” as a date.
- It just wasn’t the “zing” I might’ve been looking for.
What are your thoughts on the date overall?
David: It went a little better than I expected, considering we had so much in common and we’re in similar stages of life.
Jenn: We had a good time. It was fun to check out Middle C, and Fahrenheit is always beautiful — food was great.
- We definitely didn’t struggle to entertain ourselves.
What’s next? How did you leave it?
David: I’m not sure what’s next.
- I think we were both under the assumption that we’d “report back” about the date first before any next steps.
Jenn: We thanked each other for the evening, and he walked me to my Uber.
- We didn’t exchange numbers.
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