Do You REALLY Know Them? 20 Fun Questions to Ask a Friend

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How well do you know your friends? Sure, you know them, but how deep does that go? Here are 20 important questions to ask a friend.questions to ask a friend

We all think we know our friends, but how many of us have sat down with a bottle of wine and asked some thought-provoking questions? Not many. If you want to become better friends, the best way to do it is to actually get to know them.

Friendship isn’t only based on having someone to go shopping with or someone to talk to about your new crush. I mean, these are all a part of it, but that’s just the surface. So, if you want to go into deep waters, get the conversation going by asking some interesting questions.

20 questions to ask a friend and get to know them better

You’ll be surprised by how much you’ll learn about your friend. It’s amazing how many of us never think to ask these.

#1 Who was the first person you had a crush on? Who said these questions had to be serious? Also, everyone remembers their first crush. Everyone. It’s like knowing your phone number – impossible to forget. This question is a fun way to take you and your friend down memory lane. My first crush was Trevor Samson – he is now a metal head who has a snake fetish. Oh, how things change.

#2 What is one thing you regret doing or not doing in your life? This is one of the most powerful questions to ask a friend. Was it that you never asked out that girl you really liked? Or bailed out of a skydiving trip because you were scared? Maybe because of this question, you and your friend will try doing things that you were scared to do before. [Read: How to make REAL friends outside your social networks]

#3 What is your most embarrassing moment? It’s always funny to hear the answer to this question – until you have to answer it yourself. Did you fart on a crowded subway? Or did your friend accidentally flash a group of people? We all have embarrassing moments. I have an unusual amount, but the good thing is that they make for a funny story later in life. And a cringe. A strong cringe.

#4 What’s your dream job? This is one of the standard questions to ask a friend. Doctor? Actress? Teacher? What’s your friend’s dream job? What’s YOUR dream job? And why aren’t you two working your dreams jobs right now? Maybe with each other’s help, you can actually achieve your dream jobs. Unless it’s an astronaut, I mean, it’s still possible – but a solid challenge.

#5 If you could travel anywhere in the world, where would you go? Where in the world would your friend go if they had the opportunity? Maybe you could go together to that destination. Is it India? Australia? Mexico? Maybe this question will inspire a crazy traveling adventure.

#6 What are you afraid of? Fears are huge and everyone has them. It’s what makes people not go out and try things that they’re curious about. What are your friend’s fears? What keeps them from sleeping at night? Hopefully, it’s as small as being scared of snakes or spiders. But for some, it’s larger than that, and as a friend, you should find out. [Read: 17 bad friends that you should unfriend from your life]

#7 What’s one of your favorite memories? This question may even bring some tears to the eyes. Maybe it’s when your dad was teaching you how to ride a bike or when you were baking cookies with your grandma. These memories are what makes us feel warm and wholesome. It’s a great question to ask a friend.

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