There always comes a time in a friendship or a newly built romantic relationship when you wish to get to know someone on a deeper level and take a step further than asking them their favorite color.
While time and experiences you two have gone through together do help reveal someone’s true colors, asking them personal questions is a straightforward way to do that. However, honesty is key here.
A recent study revealed that people who ask questions are better liked by their conversation partners. Thus, getting to know someone better by asking them hypothetical and deep personal questions strengthens the connection and builds trust.
After all, communication is the backbone of a healthy relationship. Taking communication to more intimate levels by asking your partner or a friend deep or thought-provoking questions may well take a surface-level relationship to a more meaningful one.
Often, intimate questions reveal the person’s true values and opinions in regard to the world and people around them. However, specific deep questions require the right time and place.
While the person may reveal their favorite color on the spot straight out of the movie theater, such timing may not be right to find out about their most significant accomplishments in life. Thus, before asking intimate questions to get to know someone, ensure that the circumstances work in your favor and that your chat buddy feels at ease.
Below, we’ve compiled a list of personal questions to ask a guy or a girl that will hopefully help you build stronger connections.
Do you have a set of personal questions to ask you keep in your back pocket and often utilize to get to know someone better? Do you know of any more deep questions to ask someone that works like a charm? Let us know!
#1

Is there a memory you have that you hope you’ll never forget?
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#2
How do you think you best express your love to other people?
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#3
What’s more important – stability or excitement?
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#4
In a relationship, does a person’s past matter?
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#5

Do you have a hard time letting go of past relationships or do you move on quickly?
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#6
What’s the first thing that attracts you to a person?
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#7
What’s something that most people have but rarely appreciate?
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#8
What was the most hurtful thing that anyone has ever told you?
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#9
How would you describe your personality?
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#10

Do you think that a person’s past defines their future?
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#11
What do you think is the purpose of life?
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#12
Where are you when you feel the most safe and comfortable?
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#13
Do you think of yourself as more selfless or selfish?
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#14
How do you react to your own mistakes?
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#15

Would you relocate to a place where you don’t have any family or friends?
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#16
What is the most surprising fact you’ve learnt about yourself?
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#17
What’s one secret that you can share with?
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#18
If you would become a parent, what’s something that your parents used to do to you that you would never do to your own child?
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#19
If you could sit down and have a meal with someone – anyone whether dead or alive – who would it be and why?
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#20

What’s your biggest character flaw?
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