30 Deep Questions To Ask If You Really Want 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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17 Telltale Signs That He's NOT Worth Your Time Dating And You Should End It... Now

If even one of these items happens to you, END IT.


Relationships are about learning and growing together in order to support one another to the best of your ability. Sometimes, though, your partner possesses qualities and that just do not mesh with your personality, qualities, experiences, expectations, and life goals. It may feel awful at first; however, in the long run, this is actually a good thing to identify. If two people are not getting the same positive outcome from a relationship, then it's not worth the time to pursue. Oftentimes, things that seem minuscule at the moment actually have a much larger impact overall and, after time, these seemingly small things start to feel heavy. As a result, you learn what to expect in a relationship.

Here are 17 signs that your relationship isn't worth your time.

1. He mispronounces your last name

This is especially horrible if it happens while he is addressing your parents.

2. He doesn't make an effort with your family

Speaking of family... well they're kind of important.

3. He doesn't pay attention

To you or anything really.

4. You've never met any of his friends

Wouldn't you think he would want to show you off?

5. His words don't align with his actions

It is pretty easy to say something but what really matters is if he does it.

6. His family interactions are not healthy

You can really learn a lot about a person based off of the other relationships that they have. If you don't like what you see, you probably won't be comfortable with the relationship between the two of you.

7. He doesn't ask for consent


8. He is not mindful

Again, of you or anything really.

9. You have to mother him

Relationships should be 50-50 in terms of learning and growing together; there should never be one person pulling the other.

10. Conversation is artificial

Which can be painful.

11. He doesn't remember important things about you 

12. You contemplate your relationship (even the slightest bit)

It's never a good sign when you find yourself beginning to doubt the stability of your relationship.

13. Your parents tell you that something is off

They know you the best and only want what's best for you.

14. Your close friends tell you that something is off

They also know you very well and only want the best for you.

15. Your not-so-close friends tell you that something is off

Take a hint, honey.

16. He doesn't tell you goodnight

You should always end the day feeling positive and knowing that the other is thinking about you.

17. You go to bed upset

(Could be a result of number 16.) You should never, ever let whatever is happening between you two carry over to the next day.

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If You Would Leave Your Significant Other If They Didn’t Have A Dollar To Their Name, It’s Not True Love

Money will get you anything you want, unless it's a fairy tale romance.


We have all heard about the Jeff and MacKenzie Bezos split. Jeff Bezos's fortune amounts to 140 BILLION dollars. With that money, he could have bought absolutely anything in the world that he wanted. I mean, what would you choose to buy with that wealth? However, in the end, the one thing he couldn't buy was, clearly, a happy marriage.

Let's take a moment to imagine that you jump into the future 50 years. What aspects of your life are you reflecting on?

Are you thinking about the outfits you wore, the status you showed off with your nice car, and all the money you had to spend on things you wanted?

Or are you measuring the quality of your life through the relationships you had with others? Maybe, most significantly, a romantic relationship?

If you've turned on the radio recently, you'll know that it's no secret that one thing almost everyone desires the MOST is true love.

Our society has learned to laugh at that notion, saying that companionate/ realistic love is really the only type of romance people get in real life.

So what do we do? We turn to money. It fills all the emotional voids we have in our unfulfilling lives. Yes, our unfulfilling lives. If you were satisfied with every aspect of your life, there would be no need for spending money aside from survival essentials.

When you turn your back on the idea of true love because you deem it "unreal" and turn to money, you may as well call yourself Alexander Hamilton because you are setting yourself up for a long life of feeling unsatisfied. Because, the truth is, fairy tale romances do actually exist.

But money will never buy it for you.

In fact, it may distract you and create the illusion of true love. Just because you enjoy the fancy gifts, homes, and trips someone can provide you does not mean you are absolutely, truly, head over heels in love with them.

If you wouldn't be with your partner if they didn't have a dollar to their name, it's not true love.

You can't pay for someone to truly love you, and extravagant gifts will never buy someone's love, just their comfort.

So if you can't buy love, how do you get it?

You've been hearing this since grade school, but getting your priorities straight is a MUST.

Work is important, and earning a salary is necessary. But work and money should never be what is most important in life, and you should never prioritize money above a significant other.

Finding the person you are meant to be with takes time, and maintaining the love between the two of you is no simple task.

Always put your significant other ahead of any desire of yours. Their needs should always come first, and for them, your needs will always come first.

It's the little things that keep people madly in love, not something money can buy.

The conversations you have with each other from the heart, the extra burden you put on yourself one day to allow your significant other to sleep in, or the meal you prepare for them so they have one less thing to worry about. The little, everyday things remind your S/O that they mean the world to you. Not the amount of money they're willing to spend for you.

So next time you're counting up your money to see if you have enough to afford the next new fun thing you want, consider how worthless it actually is to the quality of your life.

Love will bring your life value. Money will you bring you materials.

Don't settle for someone you're comfortable with. Find that person you would be with if they didn't have a dime in the world because that person will make you happier than any amount of money or materials ever could.

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