50 Questions to Ask Someone

A list of questions you can ask a loved one to really get to know them!

Dear mental health advocate,

Aside from my newsletters and advice columns I love creating extra content. This can be different things, sometimes a biography of a famous psychologist, some recommendations or like today: a list of questions.

You can ask someone you are already close to or someone you really want to get to know on a deeper level. This could be your partner, someone you are dating, a family member, a friend, maybe even a colleague! If you can’t find anyone to play this game with, why don’t you write down answers on these questions yourself?

I created this list with the goal of stimulating deep conversations about feelings, experiences and life in general. There are ten distinct categories each filled with five questions. How you ask the questions is completely up to you! For example, you can write them all down on separate pieces of paper, put them in a bowl and then alternate picking one.

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50 Questions to Ask Someone

Find below all ten categories with each five questions. The categories are: Life, Love, The Past, The Future, People, Mental Health, Work & Habits, Arts & Creativity and The World.

Category 1: Life

1. What does life mean to you? Can you explain why you feel that way?

2. Imagine you only have a 100 days left to live. How would you spend them?

3. What is your relationship with death? Are you afraid of dying?

4. Can you name 6 things in your life you are very grateful for?

5. What are 3 life lessons you have learned so far?

Category 2: Love

1. If you have to name 5 qualities you look for in a partner, which would they be?

2. How would you describe the feeling of loving someone? Be specific.

3. Imagine your ideal relationship, what would it look like?

4. What does it mean for you to love someone?

5. What are 3 lessons you have learned about love in life?

Category 3: The Past

1. Do you have any regrets at this point? What would you like to have done differently?

2. Our past shapes us. Can you try to explain how your past has shaped you specifically?

3. Have you changed as a person? How are you different compared to who you were before?

4. Can you describe 3 experiences from your past which have had a lasting impact on you?

5. What or who do miss from the past? Is there any way to connect or have it/them back in your life?

Category 4: The Future

1. What are your hopes for your future? Is there anything you would like to achieve?

2. What are things you would like to improve about your current life?

3. Is there any career or hobby you have always dreamed of doing but have not been able to accomplish so far?

4. Can you name or think of 5 things you would put on a bucket list?

5. Which destinations or locations would you like to visit still? Elaborate why.

Category 5: People

1. Who in your life means a lot to you and can you explain why?

2. How important are friendships to you and what do you expect from them?

3. Do you think people are generally good, bad or an equal mix? Why do you think that?

4. What fascinates you about people?

5. Can you name 5 human qualities you find important for people to have?