45 Insightful Questions to Ask Your Friends: The Best Ways to Get to Know Them Better (2023)

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The 11 best deep questions to ask friends

These are our favorite questions you ask your friends. You are infallible and make sure you always have meaningful conversations with your colleagues. It's the key to zero awkward silences and a lasting friendship. If you're looking for conversation starters to start a meaningful conversation, they're all here.

1. What is your all-time favorite memory?

A quick trip down memory lane is always a good conversation starter. Memories can bring so much joy, sadness and every emotion imaginable. You have interesting conversations that you never want to end.

2. What is the most embarrassing thing for you and what was your most embarrassing moment?

oops! Prepare to be secondhand embarrassed here. When we have a close friend who is embarrassed, we can't help but feel the same way. You want to hide underground and not show up for the next hundred years.

3. What makes you feel super loved?

Small acts of kindness go a long way.. You might be eager to hear from your loved ones, but you might be amazed at the little things that make people feel loved.

4. What do you deal with when you feel uncomfortable?

Hey, we all have our coping mechanisms. Just make sure you stay on the healthy side. This is a deep topic of conversation, so tread lightly.

5. When do you feel most vulnerable?

You know someone is a good friend when you allow yourself to be vulnerable around them. Addressing this question will provide you with a meaningful conversation.

6. What emotion do you feel the most?

Good questions like these are the ones that give us an idea of ​​a person that goes beyond what we see. Most people never thought about the answer to that question! It's meaningful questions like these that count and lead to deeper conversations.

7. What nickname did your friends give you? What does this means?

Nicknames always have an interesting history. It doesn't sound like much, but sometimes nicknames can lead you into a deeper conversation.

8. What's the best advice you've received?

Who knows, you might also benefit! Thoughtful questions like these always help the questioner.

9. What do you think about best friends of the opposite sex?

some people believeIt is impossible to be friends with someone of the opposite sex.. Running away from intimacy can seem difficult, but relationship problems like this always involve a lot of people on both sides.

10. How long does it take before you trust someone?

Some people take longer to open up, but when they do, it's usually for life. It's hard for people to give a second chance, but it can be harder to give a first chance.

11. What is the one thing people always misunderstand about you?

And why do you think so? This is a good question to better understand your friend.

10 deep and interesting questions for friends

You should always have some interesting questions to ask your friends. How else are you going to end this awkward silence? Also, you are sure to strike up a great conversation with them.

12. How do you see me?

You'll be amazed what your friends have to say about you! This is an important question that will help you achieve interpersonal closeness.

13. Do you think you are brave?

It's because? It sounds bold, but it's also a cute question.

14. If you had to change your name, what new name would you choose?

Wouldn't we all wish our parents had given us a different name every now and then? Many heard the "You don't look like your name" lines that got them thinking.

15. What annoys you most about people?

Come on, admit it. What's the worst about people? We all have an answer to that! If you look at social networks like Twitter and Facebook, you will see that many people answer this question.

16. What scares you the most?

The darkness? Insects? heights?We all have our little phobias.. Sometimes they don't make sense, but that's how we feel.

17. Where would you like to be in five years?

An open-ended question creates a meaningful connection. Does your friend have a step-by-step action plan or is he more of a free spirit?

18. Would you date someone who doesn't have the same beliefs as you?

And what is the one belief you would never give up? Are they looking for the same beliefs in a conversation partner?

19. When did you feel most challenged?

And what did you learn from the experience? Thought-provoking questions like these give you more than a glimpse into a person's life.

20. What's the craziest thing you've ever done and would you do again?

And perhaps even more important: what motivated you to do this? It may not be your biggest regret.

21. What is your idea of ​​the perfect vacation?

A relaxing beach vacation? A wild trip? Your favorite place would always count, but you'd be surprised how different your friends' responses are!

7 random deep questions for friends

These are the best random questions to ask your friends when they least expect it. A random question will spice up the conversation!

22. Why do you feel unstoppable?

A sweaty training session? A genuine compliment from someone you care about? Or the most powerful drug of all: falling in love? It's the right question to end the small talk.

23. If you could do one thing for the rest of your life, what would it be?

Imagine not having to worry about your biggest fear. Your friend's response can say a lot about them as a person.

24. Are you more afraid of death or not living?

This one is as deep as it gets! I'm sure there are many opinions about this. You can expect a long, deep conversation with something like this.

25. How important would you rate the following: family, career, love life?

If someone says they value their career more, you might want to reconsider your friendship with them.

26. Have you ever judged someone by the dark secrets they told you?

And what were those secrets? Were they grateful that this particular person had come to them to share these secrets?

27. What would you do if your parents didn't like your partner?

Would you put Romeo and Juliet?

28. If you could do anything, if you knew you couldn't fail, what would you do?

And is it still worth doing if you fail? This is the kind of ice breaker question you should be asking.

8 deep Do you prefer to ask your friends questions?

Don't let any conversation die! You'd rather ask questions about the best party icebreakers, right? They don't have to be dirty questions. These are about as healthy as it gets!

29. Would you rather become someone else or remain yourself?

And who is "you" in the beginning? Can we all clearly define who we are? That's where we should start.

30. Would you rather live a quiet and peaceful life in a small cabin away from society or a stressful life in a huge house in the middle of your favorite city?

It probably depends on your age and what stage you are at in life. Even our favorite thing would change over time.

31. Would you rather never be jealous or angry again?

The answer should be none: both emotions are healthy in small doses. They are important even for a healthy relationship.

32. Would you rather be famous and ridiculed or ordinary and no one knows who you are?

You'll be surprised how people respond to this. Sometimes they don't seem like the type of people who want to be famous, but they will always choose fame.

33. Would you rather wake up alone on a boat in the middle of the water or in the middle of the desert?

At least the ship could take him somewhere. But let's not fool ourselves. It can be scary in the middle of the ocean.

34. Would you rather end your life at 40 and not regret it or live to 80 but die with a lot of regrets?

In affirmative casenever allowed to make mistakes, fail and make decisions you may later regret, have you ever really lived? It's the strangest thing in life, but that's the point.

35. Would you rather never be able to use a cell phone again or have everyone see your entire internet history at any given time (and not be able to delete anything)?

Oh. That's a tough question. Does incognito mode count?

36. Would you rather hate your job but get a great paycheck or love your job but get a very low paycheck?

Do you live to work or work to live? It's a great question that we've all asked ourselves at some point.

9 deep personal questions for friends

Want to get to know your friends on a deeper level? our collection ofto ask personal questionsFriends must help! These are generally polite topics of conversation, so don't worry!

37. How do you want people to feel when they are around you?

Happiness? Excitement? Peace? Whatever it is, it says a lot about the person you're asking.

38. What's the dream you've never said out loud?

sometimes we aretoo scared to dream big. We still have hope of realizing this dream!

39. Is it easy for you to show yourself love or speak well to yourself?

Most people find it surprisingly difficult. Loving yourself is hard.

40. What is more important to you: status, power or money?

Can money buy power and status? That's an interesting question because there's a lot to be said about each of the three.

41. What would you like to change about yourself today and why?

Would you like to quit smoking? Start training? be more assertive? the only limit is your creativity.

42. Do you want kids? If yes, which do you prefer: a baby without a partner or a couple without a baby?

Think it depends on the couple!

43. What are some things you would like people to know about you?

And why do you think they don't know her yet? Sometimes people surprise us every now and then, so it makes sense.

44. What did your previous relationship teach you?

The only failed relationships are the ones you learned nothing from. You don't have to be a relationship expert to know this.

45. What do you think about when you're alone?

Thinking about the past or dreaming about the future? Or are you one of those normal people who are awake in the present? jokes!

Downloadable and Printable List of Deep Questions for Friends

Here is a list of questions in JPG/PDF to download and print for your friends(Right-click the image and select Save Image As...):

common questions

When you know the right deep questions to ask your friends, you can have more questions of your own. I'm here to answer them all.

What is the most effective way to discover a person's true personality?

The best way to discover a person's true personality is to spend as much time with them as possible. By spending time with them, you can ask all your pressing questions to learn more about them.

Why do people ask strangers for advice about intimate relationships?

Sometimes strangers are the best people to turn to because they have no idea who we are. We are a clean slate for them. There is no evaluation or subjective point of view.

Is it okay to ask friends controversial questions to get to know them better?

if one ofrandom questions to meet someoneyou proposed is controversial, chances are your friend isn't ready to respond. If that's the case, don't force it. If you're close with your friends, they probably don't mind, but it's still best not to force people to answer your questions if they don't want to.

Will deep questions get honest answers from your friends?

Questionsdeep personal issuesIt's the best way to get deeper insight into your friends. You cannot expect everyone to answer honestly, but you must trust them. Whatever answer they give still says a lot about them.

How to choose the best deep questions for friends

Do you sometimes wonder if it's a good idea to ask your friend a certain "profound" question? Is the question appropriate? Would they feel hurt or offended? Sometimes it's hard to tell!

1. Choose the right moment

If you're asking serious questions, ask them at the right time. Don't bombard people with intimate questions when they least expect it. Choose a time when your friend is completely relaxed and ideally in a somewhat philosophical and reflective frame of mind.

2. Don't be too nosy

If your gut tells you that a question might be a littleaPersonally, it's better to play it safe and not ask. If your friend wants to share that specific information with you, they will if they feel comfortable doing so.

3. Pay attention to who else is there.

Don't embarrass your friends by asking deep questions that they might not want to answer in front of other people. They might be embarrassed.

More better questions to ask

How about some more great questions? It always helps to have something ready.

1. Start reading our fun questions to ask your friends.
2. Check out our selection belowfunny questions.
3. Lastly, check out theseinteresting questions to ask a man.

Finally

Liked our selection of deepQuestions to ask your friends? If you use them at the right time and place, you'll get to know your friends on a much deeper level. The trick is to always have a profound question or two to ask your friends!