Questions to Ask on a First Date

Building relationships online can be beneficial for both personal and professional reasons. It can help us expand our networks, meet new people, learn about different cultures, or even just make friends.
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Some people like to really get to know someone before they meet up, and some people like to chat for a very limited amount of time and get to know each other in person. If you are in the first group, you’ve already asked a lot of the questions in the previous section. If you’re in the latter section, make sure you use some of the questions from the first section on your first date since you probably haven’t asked many or any of them yet.

In addition, though, there are some great questions you can ask on a first date. These questions can also be asked online, but they’re ones we feel might be better to talk about in person.

  • Tell me about your family. Are you close with your parents? Siblings? Big family or little family? (Don’t be off-put if they’re hesitant to talk about their family on a first date. Some people are a little more private on these things.)
  • How do you enjoy what you do for a living? What’s a typical day for you like?
  • Do you have a lot of friends you split your time between or just a few close friends?
  • What’s your biggest dating pet peeve?
  • How long ago was your past relationship? (Note: don’t let this devolve into talking about exes. You just want to find out if you’re at risk for being a rebound.)
  • How long have you been dating online? Any funny or awkward stories so far?
  • What kind of food do you like to eat? Do you normally eat super healthy or are you a foodie?
  • Did you grow up here? Is your family local?
  • Do you enjoy traveling? What’s been your favorite trip so far? Anywhere you would like to go one day?
  • Do you have a favorite holiday? Why is that your favorite? (Take note, this question can actually tell you a lot about someone).

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