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36 Questions To Ask Someone To 'Dig A Little Deeper' Than The Surface

Easy ways to keep the conversation interesting.

Cambre Codington

Feb 12, 2019

Syracuse University

1093

36 Questions To Ask Someone To 'Dig A Little Deeper' Than The Surface

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Sometimes getting to know someone can be slightly awkward or even uncomfortable, especially when you get past the basics. Corny, but sometimes 20 questions is the best game to play to get to know someone more than just their name and where they're from. Below are 36 questions to choose from to either ask yourself or ask the person you're trying to get to know.

1. Do you prefer writing with black or blue pen?

2. Would you prefer to live in the country or the city?

3. If you could learn a new skill, what would it be?

4. Do you drink your tea or coffee with sugar?

5. What was your favorite book as a child?

6. Do you prefer baths or showers?

7. If you could be a mythical creature, which would you choose?

8. Do you prefer reading paper or electronic books?

9. What is your favorite item of clothing?

10. Do you like your name? Would you ever change it?

11. Who is a mentor to you?

12. Would you ever want to be famous? If so, what for?

13. Are you a restless sleeper?

14. Do you consider yourself a romantic?

15. Which element best represents you?

16.Who do you want to be closer to?

17. Do you miss someone right now?

18.Tell about an early childhood memory.

19. What is the strangest thing you've ever eaten?

20. What are you most thankful for?

21. Have you ever met someone famous?

22. Do you keep a diary or journal?

23. What is your astrology sign?

24. What do you want your legacy to be?

25. Do you like reading? What was the last thing you read?

26. What is your love language?

27. What are you afraid of?

28. What is your favorite scent?

29. If money wasn't a factor, would you live your life differently?

30. Do you prefer lakes or oceans?

31. If you had to have a tattoo, what would it be and why?

32. Where do you feel the safest?

33. What is one thing you want to overcome/conquer?

34. If you could travel back to any era, which would you choose?

35. Describe yourself using one word.

36. What is your biggest regret and why?

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This article has not been reviewed by Odyssey HQ and solely reflects the ideas and opinions of the creator.

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36 Questions To Ask Someone To 'Dig A Little Deeper' Than The Surface

Easy ways to keep the conversation interesting.

In This Article:

1. Do you prefer writing with black or blue pen?

2. Would you prefer to live in the country or the city?

3. If you could learn a new skill, what would it be?

4. Do you drink your tea or coffee with sugar?

5. What was your favorite book as a child?

6. Do you prefer baths or showers?

7. If you could be a mythical creature, which would you choose?

8. Do you prefer reading paper or electronic books?

9. What is your favorite item of clothing?

10. Do you like your name? Would you ever change it?

11. Who is a mentor to you?

12. Would you ever want to be famous? If so, what for?

13. Are you a restless sleeper?

14. Do you consider yourself a romantic?

15. Which element best represents you?

16.Who do you want to be closer to?

17. Do you miss someone right now?

18.Tell about an early childhood memory.

19. What is the strangest thing you've ever eaten?

20. What are you most thankful for?

21. Have you ever met someone famous?

22. Do you keep a diary or journal?

23. What is your astrology sign?

24. What do you want your legacy to be?

25. Do you like reading? What was the last thing you read?

26. What is your love language?

27. What are you afraid of?

28. What is your favorite scent?

29. If money wasn't a factor, would you live your life differently?

30. Do you prefer lakes or oceans?

31. If you had to have a tattoo, what would it be and why?

32. Where do you feel the safest?

33. What is one thing you want to overcome/conquer?

34. If you could travel back to any era, which would you choose?

35. Describe yourself using one word.

36. What is your biggest regret and why?

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We don't buy into these... just like how we don't buy our friends.

8. "The whole philanthropy thing isn't real, right?"

7. "I don't need to buy my friends."

6. "Oh, so I'll bet you love to drink."

5. "Can you tell me some of your secrets?"

4. "What do you do at your meetings?"

3. "Do you guys haze really badly?"

2. "Is it just like in the movies?"

1. "Sororities are so basic."

There are plenty of obstacles that come when taking care of kids, but it's a very rewarding experience.

1. You get excited when the parents purchase season passes to the pool.

2. You've become friends with the stay-at-home moms in town.

3. You get a chance to eat "kid foods" again.

4. You've traded in your cute purse for a large tote bag.

5. You have at least one car seat in your backseat.

6. Their nap time is your happy time.

7. Lunch time can be a disaster.

8. You have to play the same board games repeatedly.

9. You catch yourself using the same lines your parents once told you.

10. Your "mom-mode" kicks in at times.

11. Your heart melts a little when they do something cute.

You'll never find any souvenirs with your name on it

1. You know you are up next when the teacher pauses while taking attendance

2. When “I’m going to do my very best to make sure I know all your names” is said, it may or may be an empty promise

3. “Wow! That sounds so cool! Where is your family from?”

4. You dread when people ask you to repeat your name over and over because it “sounds so cool when you say it”

5. There’s a 50/50 chance that your name will come back either correct or incorrect at Starbucks

6. People try to find shorter, easier nicknames for you instead of calling you by your actual name

7. When someone famous or fictional character shares your name, you get so happy

8. “What’s your name?” “It’s [name]” “I’m sorry, what was it again?”

9. You’ve pretty much seen every misspelling and heard every mispronunciation of your name throughout your life

10. When you find another person with an “ethnic” sounding name, you both get excited

11. Despite the struggles, your name is pretty unique… just like you

Can I be excused for the rest of my life?

Don't Be That Person

1. “Oh, so you/your family are immigrants!”

2. “Is Puerto Rico near Mexico?”

3. “Do you speak Puerto Rican?”

4. “You look too light/dark to be Puerto Rican.”

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