25 Favorite Questions to Get to Know Someone

Guest Post by C. B. Daniels

Getting to know someone takes time and often a good amount of effort. And unless they are exceptionally verbose; you’ll probably need to ask quite a few questions to get to know them on a deeper level.

Here I’ve compiled some of my favorite questions for getting to know someone. These questions are handpicked from my much longer article of 200 Questions to Get to Know Someone. They are some of my favorite questions from the list and ones that I think are particularly effective at getting to know someone.

Keep in mind that many of these aren’t your run of the mill “get to know you” questions. I find the most unexpected questions are more likely to get unexpected and truthful answers.

Casual Questions to Get to Know Someone

Let’s start with some questions that are ideal when first getting to know someone. This section has the most questions because when first getting to know someone you usually don’t want to get too personal.

  • If you didn’t have to sleep, what would you do with the extra time?
  • What job would you be terrible at?
  • If you could turn any activity into an Olympic sport, what would you have a good chance at winning medal for?
  • Who’s your go to band or artist when you can’t decide on something to listen to?
  • What question would you most like to know the answer to?
  • What are you interested in that most people haven’t heard of?
  • What could you give a 40-minute presentation on with absolutely no preparation?
  • What are you most looking forward to in the next 10 years?
  • What piece of entertainment do you wish you could erase from your mind so that you could experience for the first time again?
  • What movie title best describes your life?
  • Where is the most relaxing place you’ve ever been?
  • What are some things you’ve had to unlearn?
  • What do you wish you knew more about?
  • What’s the last adventure you went on?

Somewhat Personal Questions to Get to Know Someone

These questions are great if you’re really hitting it off with someone you just met, or if you’ve known the person for a while and want to get to know them better.

  • When was the last time you changed your opinion / belief about something major?
  • When do you feel truly “alive”?
  • Who is / was your most interesting friend?
  • What risks are worth taking?
  • What’s the best and worst piece of advice you’ve ever received?
  • What makes a life well lived?
  • What are you really good at, but kind of embarrassed that you are good at it?
  • What are some of your personal “rules” that you never break?

Very Personal Questions to Get to Know Someone

These questions are more for people you know well already but want to get to know them on a deeper level. I’ve only chosen a few for this category because most of questions you’ll be using to get to know someone will be in the previous categories.

  • What’s the most surprising self-realization you’ve had?
  • What gives your life meaning?
  • What lie do you tell most often?

Note from Bob:  Don’t miss seeing all “200 Questions to Get to Know Someone” that C.B. has put together! Click “HERE” to see them all!

C.B. Daniels


C.B. Daniels is the writer behind Conversation Starters World and the author of two question-based journals 100 Questions Every Person Should Ask Themselves and Question of the Day Journal 365 Days of Questions. It should come as no surprise that he loves a good conversation, preferably with good company and good food or drink. When he isn’t talking someone’s ear off or working; he enjoys travelling with his wife and son.


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