Deep Questions to Ask People

Question 1

Do you believe in

Answer 1

reincarnation?

Question 2

Do you believe in second

Answer 2

chances?

Question 3

Do you have a best

Answer 3

friend?

Question 4

Do you like diving into the deep end or

Answer 4

easing your way into the water? (literally or figuratively)?

Question 5

Do you think brains or looks

Answer 5

are more attractive?

Question 6

Do you think dreams have

Answer 6

hidden meanings? Why or why not?

Question 7

Do you think people are mostly

Answer 7

good or mostly evil? Why?

Question 8

Do you typically follow your

Answer 8

heart or your head?

Question 9

Have you ever broken

Answer 9

someone’s heart?

Question 10

Have you ever had a moment

Answer 10

of deja vu?

Question 11

Have you ever had your

Answer 11

heart broken?

Question 12

Have you heard of “love languages”? What is your main one?

Question 13

How can someone lose

Answer 13

your trust?

Question 14

How do you define

Answer 14

beauty?

Question 15

How do you overcome

Answer 15

personal setbacks?

Question 16

How do you show kindness

Answer 16

to others?

Question 17

How long was your longest

Answer 17

committed relationship?

Question 18

How would you title this

Answer 18

chapter of your life?

Question 19

If you could go back and change one thing

Answer 19

about your past, what would it be?

Question 20

If you could snap your fingers and make the world

Answer 20

a better place, what would you do?

Question 21

If you could time travel

Answer 21

would you go to the past or the future?

Question 22

If you only had one month left to live

Answer 22

how would you spend it?

Question 23

Is it easy for you to accept

Answer 23

help when you need it?

Question 24

What are you most grateful

Answer 24

for in your life?

Question 25

What do you think happens

Answer 25

after death?

Question 26

What gives you

Answer 26

hope?

Question 27

What is a relationship

Answer 27

dealbreaker for you?

Question 28

What is the best advice

Answer 28

someone has ever given you?

Question 29

What is the essential quality

Answer 29

in a romantic relationship?

Question 30

What is your biggest

Answer 30

fear?

Question 31

What is your biggest

Answer 31

regret?

Question 32

What is your definition

Answer 32

of success?

Question 33

What is your favorite family

Answer 33

holiday tradition?

Question 34

What is your most

Answer 34

irrational fear?

Question 35

What legacy do you want to

Answer 35

leave on Earth once you’re gone?

Question 36

What life-changing events

Answer 36

have you experienced?

Question 37

What makes you feel

Answer 37

alive?

Question 38

What makes you feel

Answer 38

unstoppable?

Question 39

What personality traits

Answer 39

are you most proud of?

Question 40

What was your most

Answer 40

embarrassing moment?

Question 41

What words of wisdom would you

Answer 41

pass down to your younger self?

Question 42

What you rather someone be honest

Answer 42

and hurt your feelings or lie to protect them?

Question 43

What’s one thing you would

Answer 43

change about yourself?

Question 44

What’s your biggest

Answer 44

fear?

Question 45

What’s your go-to

Answer 45

guilty pleasure?

Question 46

What’s your philosophy

Answer 46

on life?

Question 47

Where do you go when you need

Answer 47

fresh inspiration?

Question 48

Where do you see yourself in

Answer 48

10 years?

Question 49

Which is more important

Answer 49

beauty, power, or money?

Question 50

Who is the smartest

Answer 50

person you know?

Question 51

Who knows

Answer 51

you best?