Great First Date Questions

Mar 05

First dates can be tricky and kinda awkward. Until you know one another well, it’s really hard to let conversation flow. Here are a few questions to help you out.

1. Highs and lows: Many people know the old “tell me something good about your day” trick, but mix it up! Ask about the highs and the lows of their day. Both are equally telling, and can easily provide substance for other conversations.

2. Favourite movie of all time and why: By adding the “why” on, you get a little glimpse of what they’re into. Love story? Car-chase? Non-stop laugher? Get inside their head a bit. Better yet, remember this detail and rent the film later.

3. Tell me something about yourself that would surprise people. It’s easy to assume we know someone based on what they look like or how they behave. By asking someone what others would never expect you might get a detail that you wouldn’t have known from their online profile.

4. How long have you known your oldest friend? You can learn a lot about someone by learning about the people they associate. It’s also a good red-flag-spotter: if someone has no close friends, it’s usually a weird sign!

5. What does your ideal weekend look like? Learning how someone loves to spend free time is great for planning future dates and also getting insight into what that person enjoys.

6. If you had to read one book for the rest of your life, what would it be? Reading habits are really revealing. Is it a love story? Adventure? Self-help or religious text?

7. Who do you admire and why? It can sound a bit like a job interview question, but if you play your cards right, it’s a great way to learn about your date!

8. What’s the best meal you’ve ever had? Most people have a few noteworthy meals in their life, not only food-wise, but the experience. This question gives you a ton of insight: do they enjoy a lot of noise around a crowded table, or is a romantic, quiet dinner more their scene?

9. What’s the scariest thing you’ve ever done? Most people have tried to overcome their fears and love sharing times when they were successful. Talking about what you’re afraid of is also a great way to get a little vulnerable.

10. What’s the best part of your job? Most people consider their career a huge part of their life. Learning about the best parts and what makes them “tick” is an awesome way to get to know part of a major part of their life.

What’s the best or worst question you’ve ever been asked on a date?

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