15 Questions To Ask A Guy On A First Date (If You Want A Second One)

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questions to ask a guy on a first date
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Get your date started on the right foot.

By Sandy Weiner

Are you ever at a loss for words on the first date with a virtual stranger? You’re not alone! Unless you’re endowed with the gift of gab, you and your date might end up in a staring contest, while you listen to the crickets in the background.

Okay, it might not be that bad for you. But trust me, it’s not always easy to be clever when you’re nervous.

I’d like to help you out before that next big dinner or coffee by offering some creative questions to ask a guy on a first date that you can use if you need to stir upa conversation. Use one or two on your date and the conversation should begin to flow.

You can also use one of these questions to ask a guy on a first date in your online email correspondence too. Asking a question in an email will increase your chance of hearing back from someone you have your eye on. Trust me, these questions are sure to spark his interest.

1. What’s a secret skill that you have?

2. What was your favorite childhood toy?

3. What’s the best present you ever gave someone?

4. What’s the most embarrassing thing that happened to you in elementary school?

5. If your house was on fire, what’s the first thing you’d grab to save?

6. What’s your dream travel destination?


7. When you were little, what did you dream of being when you grew up?

8. What’s one of your favorite books/movies? Why?

9. What was your worst job?

10. What’s the best advice anyone ever gave you?

11. Growing up, what was your favorite board game?

12. If you could live anywhere, where would it be?

13. What was your best birthday ever?

14. What’s the bravest thing you’ve ever done?

15. What’s the luckiest thing that’s ever happened to you?

This article was originally published at GalTime. Reprinted with permission from the author.

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