questions to get to know someone

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

For all of those conversations that go until 4 a.m.


We've all been there at some point. You're up late, on the phone with the person you're crushing on/talking to/S.O./friends, etc. and suddenly the conversation comes to a halt and there's silence on both ends. (This has happened to me a few times.)

What do you do?

Well, chances are, that's how you found this article (or maybe not). So if you really want to get to know someone (crush or otherwise) on a deeper level, here are 30 deep questions that you could ask in order to really get to know someone.

1. What's one thing you would change about yourself?

Is it good? Is it bad?

2. Have you made any decision(s) you regret?


What were they? Why do you regret them?

3. Do you consider yourself more of an Introvert? Extrovert? Ambivert?


Shy and quiet? Outgoing? A bit of both?

4. Who is the one person you can talk to about anything?

For me its my best friend.

5. Would you ever take back someone who cheated?


And if so why? Would you have a hard time trusting them again?

6. What kind of parent do you think you'll be?

Like your parents?

7. If your in a bad mood, would you rather be left alone or talk to someone?

THis question could help you with future conversations.

8. What would be an ideal date for you?

For those who are talking to their crush, S.O., etc.

9. Are you confrontational?

Do you hate conflict?

10. Do you believe in second chances?

If not, why?

11. What's one thing that you learned from a past relationship?

How did it affect you/make you who you are today?

12. What did you want to be when you were younger?

model career

Do you still want to be that thing?

13.  What was your biggest mistake so far in life?


What did you learn from it? Why do you consider it your biggest mistake?

14. How would you describe your best friend?

Funny? Smart? Kind? Caring?

15. What's your biggest pet peeve?

pet peeves


16. If you could live anywhere in the world, where would it be?

world map

17. What are the three most important things you value in a person?

why do you value them? What happens if someone doesn't have theM

18. What is one of your biggest accomplishments?

mission accomplished

Why do you think it is?

19. Who was your favorite teacher growing up?

Why? What do you remember the most about them?

20. What is one thing you learned when you were younger that has stuck with you since?


Why did it stick with you?

21. What is the greatest risk you've ever taken?

take risk

How did it turn out?

22. If asked to say one fact about yourself, what would it be?


This is also one of those questions that we see a lot in big groups.

23. What would you consider your deepest fear?


Note: This can say a lot about a person.

24. Do you have a favorite book(s)? Genre?


What is it? Why do you like it/them?

25. Have you ever been in love?


Tell me about it. What happened? Why did you fall out of love?

26. Is home for you a place or feeling?


Maybe it's a person. Tell me about it.

27. Where does happiness come from?


What does it mean to you?

28. Have you ever been unable to sleep?


Why? What did you do with your time?

29. What is the most adventurous thing(s) you've ever done?

For me, I'd say it was a tie between cave zip lining and repelling down the side of a castle.

30. And one of the most important yet, Cats or Dogs?

You can tell a lot about a person by their preference.

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32 Reasons Why I Love My Best Friend

The list stops at 32, but I could go on forever.

My best friend is my soul mate, and I am so lucky that this crazy world brought us together.

1. She has and always will put up with my ridiculousness.

2. She has seen me cry, and I have seen her cry, and we are both ugly criers.

3. We can sit in silence for 20 minutes, and it’s not weird.

4. But most of the time we cannot shut up.

5. This includes three-hour phone and Skype calls about anything and everything.

6. I know what she’s going to say before she says it.

7. Eye contact is all that is needed to communicate sometimes. This definitely comes in handy when we have an opinion that shouldn’t be verbalized.

8. Even when she laughs at me, I still feel loved.

9. We find the dumbest things funny.

10. We have reoccurring jokes that normal people just find odd.

11. She accepts every part of me including my flaws.

12. She talks me through hard situations without fail.

13. She tells me when I’m being unreasonable, and I don’t get mad.

14. She listens to me whine about the same guy and still hasn’t given up on me.

15. But gets more excited than anyone when a guy treats me right.

16. But you have both agreed that life would be easier if we could just marry each other.

17. What’s mine is hers, and what’s hers is mine.

18. This includes, but is not limited to clothes AND food (and that is a big deal for me).

19. She knows exactly how to cheer me up. Most of the time cupcakes do the trick but if they don't, somehow she make me feel better with insides jokes or just plain silence.

20. She has seen me at my worst and still loves me.

21. She will see movies meant for 8-year-olds with me and we will, no doubt, laugh the loudest.

22. She will watch"The Bachelor" with me and will secretly love it. Don’t worry ... No judgment from this side.

23. She will teach me the art of taking a good picture.

24. She gets me out of my comfort zone and makes me do things that I am iffy about at first.

25. But hanging out in our pajamas and talking all-night isn’t abnormal either.

26. Being apart for a long time is no biggie because when we are reunited it’s like nothing had separated us!

27. We plan on traveling the world together.

28. We plan on being roommates in the future.

29. I love her family and she loves mine.

30. We fight like sisters and then we apologize and get over it.

31. We talk about the craziness we will participate in together when we are 80.

32. I can’t imagine my life without her.

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I'm Learning To Appreciate Low Key Dates As Much As Fancy Ones

My boyfriend once told me he considered Taco Bell drive thrus and funny Youtube video binges dates, and I didn't really appreciate that until recently.


When I was little, I had really grand ideas of romance and friendship. Older kids went on big fancy dates, with cute dresses, flowers, and spontaneous situations. When I came to be that age though, the idea of fancy dates became kind of lost on me, but I still liked the idea of big fancy dates if the opportunity ever arose. I'm one of those people who loves to create grand expectations for themselves, builds situations and ideas up before they even happen.

However, as I've grown up, started earning my own income, and learned to appreciate the person more than the setting, I've learned to appreciate the cheap, low effort dates for what they are, time with a person you care about a lot, with the added bonus of more money staying in your pocket.

My boyfriend and I are long distance, so a lot of our dates are just eating dinner together over Facebook video call and attempting to synchronize funny Youtube videos we can laugh at together. We don't get a lot of opportunities to see each other in person during the school year, so we try to make the best out of what we have. As much as I love the fancy parts of dressing up and trying new foods that come with what I guess would be considered more traditional dates, I feel more comfortable and relaxed with our low effort, low budget video call dates. A lot of that has translated into us being more comfortable around one another, something that definitely adds to our dynamic when we are around each other.

When we are together, we like to plan these big fancy dates, but we don't always follow through. Sometimes, having no plan is more fun than sticking to one for the whole day, and figuring out fun stuff to do together. Overall, it just seems like spontaneity helps us try new things and avoid just doing the same old movie date we like to do whenever we see each other.

My boyfriend recently told me he considers anytime we've gone to Taco Bell together a date, and we go there together a lot. At first, I thought this was silly, but then I thought of the drives we go on after or the times we've just sat there, eating and talking without having to yell over a hundred other conversations. Nothing means more to me than honest and open communication and discussion, so it started to make sense to me that we would consider all these drive-thru runs dates. We always seem to come away from them knowing a little more about the other person. Even if the food isn't exactly Michelin star quality, the relationship definitely is.

As a romantic person, I love dates of all kinds, but in finally learning to embrace drive-thru dates, I've remembered what the whole point of a date is. A date isn't for the cute, aesthetic stories, or a reason to get dressed up (even though I really like that part).

The whole point of a date is to get to know the person better.

Even though I've been with my boyfriend for about a year and a half, there's still a lot about him I have yet to know, and I feel like there's no better setting for that then when we're at our most comfortable. And sitting on our beds two states away from each other on Facebook video chat, or stuffing our faces with cheap fast food in a parked car in front of my hometown's lake seem like pretty comfortable places if you ask me.

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