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June 13, 2011 7:20 PM Subscribe
What can I do to make first dates more fun and interesting, and less like a job interview?
posted by soonertbone to Human Relations (34 answers total) 62 users marked this as a favorite
You know how when you meet someone at a party or through a mutual friend, you sometimes just hit it off? There's good conversation and playful flirtation, and then when you go on the first official date things are just sort of cool and relaxed? How do I replicate that situation on a blind okcupid date?
I went on several first dates through okcupid last year, took a break, and now I'm back and have got one coming up in the next week. Those dates last year were all fine, but I felt like they were lacking in...something. Conversation flowed, but it was all very interviewish. I'd ask a question, and she'd answer. Then she'd take something she said and ask me a question about it. Then we'd go back and forth. It wasn't very fun, and I felt like I was doing something wrong.
So how can I make the first date more like, say, the fifth date? Are there questions I can ask, or other tips which might help? Or is this just an inherent feature of blind dates arranged on the internet?
(late-20s straight dude in NYC, if that matters)