35 Deep Questions To Ask If You Really Want To Get To Know Someone


Pankaj Kumar

- January 23, 2017

Whether you’re on a date, making new friends, or connecting with family sometimes getting to know someone isn’t as easy you’d expect.

We’ve all been there:

Racking your brain, trying to think of a conversation starter everything you can come up with is “How’s the weather?” or “What’s new?”

What’s even worse is being stuck on a date with nothing to talk about! Wow!

I say, worry no more:

The key to making conversation or getting anyone to open up is knowing the right things to ask.

Below, I’ve put together 35 thought-provoking, interesting and deep questions to get to know someone.

They’re questions that will kindle stimulating, personal conversations and will help you to build deeper connections with people.

  1.  What’s your philosophy in life?
  2.  What’s the one thing you would like to change about yourself?
  3.  Are you religious or spiritual?
  4.  Do you consider yourself an introvert or an extrovert?
  5.  Which parent are you closer to and why?
  6.  What was the best phase in your life?
  7.  What was the worst phase in your life?
  8.  What makes you feel accomplished?
  9.  What’s your favourite book/movie of all time and why did it speak to you  so much?
  10.  Are you more into looks or brains?
  11.  Would you ever take back someone who cheated?
  12.  How do you feel about sharing your password with your partner?
  13.  When do you think a person is ready for marriage?
  14.  What kind of parent do you think you will be?
  15.  What would you do if your parents didn’t like your partner?
  16.  Who is that one person you can talk to about just anything?
  17.  Have you ever lost someone close to you?
  18.  If you are in a bad mood, do you prefer to be left alone or have someone  to cheer you up?
  19.  What’s an ideal weekend for you?
  20.  Do you judge a book by its cover?
  21.  Are you confrontational?
  22.  When was the last time you broke someone’s heart?
  23.  What are you most thankful for?
  24.  Do you believe in second chances?
  25.  What’s the one thing that people always misunderstand about you?
  26.  How long does it take you to really trust someone?
  27.  What is your idea of a perfect vacation?
  28.  What did your past relationship teach you?
  29.  What are your thoughts on online dating or tinder?
  30.  What’s on your bucket list this year?
  31.  When have you felt your biggest adrenaline rush?
  32.  What is the craziest thing you’ve ever done and would you do it again?
  33.  If a genie granted you 3 wishes right now, what would you wish for?
  34.  What’s your biggest regret in life?
  35.  What do you think about when you’re by yourself?


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