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40 Questions To Ask Your Best Friend

Do you think you already know everything about your most beloved friend? Well, you may have learned about him or her, but why don’t you deeper? It will be easier if you ask him or her some questions that will also help you make fun moments together.

Plan with a nice BFF date, buy foods and drinks you like to have together, and you can start asking questions about your best friend. Here are forty options to choose from:

What would be your perfect day? Plan it out from breakfast to bedtime.

This question will let you know his or her routine every day. Then, it will be easier for you to know when it is best to have a fun time with your friends.

How do you like to be comforted when you are upset or sad?

Even if you have a fun, crazy best friend, it will not always be a nice day for her. By asking this question, you will have an idea on how to make her feel better when she is sad or feeling down.

What is the most favorite thing you own, and why?

Who knows, the most favorite thing he or she owns right now is something you have given him or her before. If not, it would be fine because you will also know the story or reason behind it.

What is your all-time favorite memory?

Your best friend might have not yet shared a very interesting story that happened to her in the past. With such story, you are disclosing another fact about her that she does not want to tell to everybody but only to you.

Where do you hope to be five years from now? Ten? Fifteen years?

Help her envision her life in the coming years if she has not yet created one. If she has already built plans in her mind, you can listen to her. Her answers to this question may lead to disclosing more facts about her.

When did you feel the most challenged?

Your best friend might want to tell you more about her past or present struggles. By simply letting her know that you are willing to listen to her, she will feel better and trust you even more.

When was the moment in your life you laughed the hardest?

This question will let you know you can make her happier and enjoy a fun day. And most probably, she will answer that it was the moment when you were with her.

Which celebrity would you like as your other best friend and why?

Perhaps, you already know your best friend’s celebrity crush. However, you are not yet aware, who she wants to become a good friend also. Ask her and you will surely get an incredible answer.

What did you dream about last night?

Get to know what your best friend dreams at night or at least last night. It can be a good start to talk a lot about her while you eat your snacks or when you are on a long trip together.

What do you do when no one else is around?

Take a peek of her when she is all alone. You never know, she might want to reveal some crazy thoughts to you. This is a good question that can make you laugh together.

What is that one thing most people do not know about you?

It is your time to feel even more special. Why? It is because she will be disclosing information about her that others do not know about her.

If you could only eat one thing for the rest of your life, what would it be?

This is another interesting question that will make your best friend think. For sure, you will get an amazing answer from her. Ask her also why she chooses that food to eat for the rest of her life.

If you were going to choose some ink, what would you choose and why?

Well, this type of question is quite deep. However, it will make your best friend think more seriously, you can observe how she gives reason for her answer.

What is the best present you ever received? Who gave it to you and why was it so special?

It is time to discover more about the people he or she has met before. If you have something from him or her, he or she might say it is special. Or, it can be from someone she truly values in life like the parents, grandparents, or someone special in his or her heart.

If you were the President, what is the first thing you would work to change in this country?

Some people give funny answers when they are asked with this question. Your best friend might do the same thing, though. Well, this is so perfect because you can come up with more hilarious answers together.

If you could only listen to one singer or band for the rest of your life, who would you choose?

You might have been listening to different songs together for so many times. However, you might not have asked who the best singer or band she wants that she would even choose to listen to forever.

If you had to live in another time period, what would you choose?

This is another way to back to the past and dig into some memories almost forgotten or stories that have been untold. Your best friend may tell more about her past life and what makes it so lovely that he wants to live on it again.

If you could change one thing about yourself, what would it be?

Your friend may have been hiding something about her that makes her insecure. You get to know about this part and understand her thoughts and actions even more.

What is the luckiest thing that has ever happened to you?

Let your friend recall something that he considers the luckiest thing that has ever happened in his life. Well, if you are not together when it happens, you can still share the joy he felt during that time.

If you had to describe yourself in only three words, what would you choose? What words do you think your friends would choose to describe you?

Another great question is to let your friend describe himself. You can follow-up another question to get further support to her answers.

When you can’t sleep, what keeps you up at night?

You will know if your best friend if being bothered by so many things in her life. Make her feel that you are always there to help her, at least in moral aspects. Doing so can ease her burden a little bit and have a good night’s sleep.

If you had to create an alter ego for yourself, who would it be and what would you name them?

By asking this question, you can distinguish the other side of your friend. You will have an idea of how she wants to be if she is given a choice without considering other matters that may hinder her.

What do you think has been the hands-down funniest moment in our friendship?

It is time to recall the best moments you had together. Reminisce about the funniest and craziest things you have ever done.

What is the common experience for many people that you have never experienced?

There are many things that you often see to many people doing them normally. Ask your friends what these are so you get to know him or her even more. It can help you know about his or her simple goal and you can probably help him or her fulfill this.

What is something you were really stressed about, it turned out to be no big deal?

As a best friend, you should understand how your friend deals with some stressful matters in life. Sometimes, they worry so much and ended up knowing it is no big deal at all. If it happens in the future, you can help him figure it out well.

If you could buy one material thing, and money was not an issue, what would it be?

This question lets you know what she really likes her on earth. It is like seeing another part of her personality, which you may appreciate her even more as she answers with honesty.

In the past, people were buried with the items they would need in the afterlife, what would you want to buried with you so you could use it in the afterlife?

This can be similar to the previous question about buying a material thing. However, this has a deeper sense because it is now linked to afterlife. Your friend may have been keeping something she value and it might be you to know about it first.

What music or songs do you listen to to lift you spirits when you are feeling down?

Music heals any broken soul and it also uplifts the spirit of a person. By asking this question, you will have an idea on how to comfort her in times when she is feeling down.

What are you currently worried about?

Now, you should not forget to check on how she feels at the moment. Does she have some worries and problems that keep bothering her? You can be of help to her.

What is that one thing you wish to do before you die?

The thought of death can be sad and scary for each other. However, it is inevitable and knowing about her thoughts about it is also helping her if ever she needs you. It is like unveiling one item in her bucket list.

What invention does not get a lot of love, but has greatly improved the world?

Some little things made by creative and brilliant minds have never been appreciated a lot. Your friend may have also thought about it, and you can share your ideas. This is also a way of seeing how observant and appreciative she can be.

Would you rather wear a snowsuit in the desert or be naked in Antarctica?

If you want to make your conversation a moment of laughter, then ask him this question. You will certainly get hilarious answers and laugh out loud.

What was so cool when you were young, but is not cool now?

Reminiscing the past years of your life is something that never fails to give happiness and refresh old memories. Let your friend recall what he has been doing before that can be awkward to do in the present.

Would you rather have hands that keep growing as you got older or feet that keep growing as you get older?

This funny question can also test her way of thinking. It is like a psychological test that will define her choices and decisions in life.

Would you rather give up bathing for a month or give up the internet for a month?

Oh, no! Do not expect she will give up the internet for a month. If you know she is too lazy to take a bath, you know what will she choose.

How many best friends have you had during your lifetime?

This is the time to know how friendly she can be in the past. You will realize how she keeps her good friends in her life and be thankful that you belong to this circle.

What is the craziest thing that you have ever done while drunk?

If you have been to several drinking sessions, you probably have an idea. However, there might be something more interesting when she gone crazy when drunk.

Where do you think is the most worthwhile place to find meaning in life?

Talk about life and nature. It is a simple to know her dream and who knows, you might go together in that place and realize a lot of things in life.

What is the most important aspect of one’s personality that is not associated with a person’s appearance?

Look at how deep your best friend thinks about this aspect. Character is more important than anything else. You know her, but you have missed something else in her personality.

What is one thing that defines who you are?

Last but not the least, asking her how he or she about one thing that represents or defines him or her is an important part of this goal. Your friend’s answer will summarize all of her personality.

Final Thoughts

The best part of having a best friend is that questions are limitless. You can ask as many questions as you wish to your beloved friend. As you stay together longer, you get to know more about each other by simply asking these questions provided above.

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