200 First Date Questions (To Break the Ice and Get to Know)

When you’re getting ready for a first date, the idea of keeping the conversation alive for a couple of hours straight can feel intimidating. It’s especially scary if you met on a dating app and haven’t had the chance to connect in person yet.

Preparing some questions and conversation topics beforehand can be a great way to ease your anxiety. The following topics are all open-ended, good conversation starters that can help you to get to know your date while also keeping the conversation flowing naturally and easily.

Sections

  1. Best questions to break the ice on a first date
  2. Funny first date questions
  3. Flirty first date questions
  4. Deep first date questions
  5. Interesting first date questions
  6. First date questions to ask her
  7. First date questions to ask him
  8. Juicy first date questions
  9. Awkward first date questions
  10. Good conversation topics for a first date

Best questions to break the ice on a first date

If you want to make a good impression on the person you’re going out on a first date with, asking questions is a great way to do so. Asking someone questions makes them feel as though you are genuinely interested in them, and it’s easy to bond with each other over the answers. Enjoy the following 28 best first date questions.

1. Do you have a best friend? How did you two meet?
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2. Have you lived in any other countries?
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3. What is the nicest thing that anyone has ever done for you?

4. What in your life are you most passionate about?
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5. Do you have any siblings? Are you close with them?
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6. What was the highlight of your past week?

7. How do you spend most of your free time?
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8. Do you like to exercise? What do you like to do?
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9. Would you rather live in the city or out in the country?

10. Who is your favorite musician?
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11. What do you think is your best feature?
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12. When you were little, what did you want to be when you grew up?

13. If you won one million dollars tomorrow, what would you do with it?
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14. What is the most spontaneous thing you’ve ever done?
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15. Are you more of a morning person or a night person?

16. What’s your favorite quote?
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17. What do you do for work? Do you love what you do?
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18. What do you consider to be your best skill or talent?

19. If we could go on vacation together tomorrow, where would you want to go?
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20. When you go to the beach, are you more of a swim in the ocean or suntan kind of person?
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21. Are you more of a cat person or dog person?

22. Where is the best place to have a first date?
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23. What would you do for work if money wasn’t an object?
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24. If you could choose one skill to be really talented at, what would it be?

25. Do you like to read? Who is your favorite author?
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26. What’s your go-to series that you watch and re-watch on Netflix?
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27. What in your life do you feel the most grateful for?

28. What are your top three favorite things to talk about?

Funny first date questions

One of the best ways to bond with someone is through laughter. Studies show that shared laughter between two people signals that they look at the world in the same way. This can build a sense of connection.[1] Share a laugh with your date by asking some of the following hilarious questions.

1. What is the most embarrassing thing you’ve ever done on a date?
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2. Do you have any nicknames that you hate?
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3. If you could have any superpower, what would it be?

4. Are there any musicians you love that you wouldn’t admit to listening to?
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5. What is your favorite reality TV show?
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6. How do you feel about grocery shopping?

7. What animal do you think you most resemble?
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8. What’s your go-to karaoke song?
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9. What’s your worst joke?

10. What celebrity do you think would be a great best friend for you?
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11. If you were a member of the opposite sex, what would you want your name to be?
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12. Can you impersonate any accents?

13. Would you ever want to be Tik Tok famous?
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14. If you were Tik Tok famous, what would it be for?
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15. Would you let me see your high school graduation photos?

16. What’s the worst advice you’ve ever heard on the internet?
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17. How easily are you embarrassed?
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18. What is your most unproductive habit?

19. What’s something weird about you that most people wouldn’t guess?
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20. If there was an Olympics for regular, everyday activities, what would you win a medal in?
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21. What are you always game for?

22. Would you want to be famous? If yes, for what?
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23. When was the last time you sang for someone? What did you sing?

Flirty first date questions

If you’re looking for some fun and flirtatious questions to ask during a first date questions game, then these might be perfect for you. Have a little fun and bring some fire into your date night with the following questions.

1. What about me do you find the most attractive?
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2. How are you still single?
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3. How do you stay so fit?

4. What’s usually the first thing you notice about a person?
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5. What would be your perfect date with me?
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6. What’s the first thing you noticed about me?

7. What do you like most about dating?
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8. What’s the fastest way to your heart?
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9. Did you believe in love at first sight before meeting me?

10. Are you always this much fun to spend time with?
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11. What’s your usual type?
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12. Has anyone ever told you how beautiful you are?

13. Do you consider yourself a romantic?
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14. Do you think you’re a good cuddler?
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15. If you were going to use a pickup line on me, what would it be?

16. What are two words that you would use to describe me?
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17. What gift could someone give you to make you fall in love with them instantly?
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18. If you could spend an entire day with me, how would you want to spend it?

19. When’s the last time you felt butterflies?
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20. What does your perfect morning look like?

Deep first date questions

The following questions are on the deep side. It’s important to be intentional about when you choose to ask these questions. You should also make sure that you have a deep connection before asking them. With that being said, asking questions that are deeper than the usual first date small talk is a great way to form a deeper connection with your date and make a lasting impression.

1. Do you believe in soulmates?
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2. Do you think that opposites attract when it comes to dating?
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3. Do you like trying new things?

4. What is your favorite childhood memory?
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5. Is there anything that everyone assumes about you that isn’t true?
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6. Do you think emotional intimacy is important for physical intimacy?

7. What are three things that always make you smile?
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8. There’s so much about you that I’d like to know. Where would you like to start?
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9. What’s one lesson that past heartbreak has taught you?

10. How would you describe yourself in one word?
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11. What is a quality about yourself that you love?
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12. Are there any qualities of mine that you find refreshing?

13. If you could choose between being really intelligent and really beautiful, which would you choose?
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14. Where do you see yourself in five years?
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15. What are some ways that you want to feel in your relationship?

16. Do you feel comfortable when someone asks you a lot of questions about yourself?
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17. Do you know what your attachment type is?
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18. How important is personal development to you?

19. How fulfilled do you feel in your life?
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20. Do you consider yourself to be pretty guarded? At what point in a relationship do you start to open up?
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21. Who or what has been the hardest thing for you to say goodbye to?

22. Would you describe yourself as independent, codependent, or interdependent?
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23. If someone had told you a year ago that this would be your life, would you have believed them?
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24. If you knew you were going to die in a year, would you change anything about your life?

25. What is the thing from your childhood that you miss the most?
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26. What is one thing in your life that you are really looking forward to?

Interesting first date questions

If you want to shake things up on your date and ask some questions that are out of the ordinary, then these are the perfect questions for you.

1. Would you rather be invisible or have x-ray vision?
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2. Would you rather never have to sleep or never have to eat? What would you do with the extra time?
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3. What’s something that you consider yourself to be really good at?

4. What small pleasures do you really enjoy?
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5. Do you prefer sleeping alone or with other people?
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6. On a scale from 1-10, how important are nice things to you?

7. Where do you picture yourself retiring?
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8. Do you think that Disney movie-type love exists?
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9. Between love and money, which would you choose?

10. How do you feel about a woman making the first move?
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11. Do you have any tattoos?
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12. Do you find it difficult to be single for a long time?

13. What does a typical day look like for you?
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14. If a relationship doesn’t work out, does it feel like wasted time to you?
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15. What is your most unique quality?

16. What is a random fact about you that I probably wouldn’t guess?
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17. What’s your favorite place on the planet and why?
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18. How would your friends describe you?

19. What is something that you think everyone should try at least once?
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20. Who is the kindest person you know?
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21. If you could give the entire world one piece of advice, what would it be?

22. What is something that you would love to learn more about?
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23. If you had to decide between a van and a sailboat, which would you want to live on?
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24. What did you want to be when you grew up when you were a kid?

25. What’s the strangest way you’ve ever made a friend?
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26. What’s your favorite quote?
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27. If you found $1000, what would you do with the money?

First date questions to ask her

The number one thing that women want on a first date is to feel comfortable.[2] When you are going on a date with a girl, asking her non-presumptuous, open-ended questions is a great way to make her feel comfortable and open up to you. Make your date feel comfortable and heard with the following questions to ask her.

1. What’s your astrological sign? Do you know if we are compatible?
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2. What’s the most thoughtful present you’ve ever received from someone?
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3. If you were a flower, what do you think you’d be?

4. If you got a dog, what kind of dog would you want to get?
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5. What’s the best advice you’ve ever been given?
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6. Are there any mantras or quotes that you live by?

7. What were you like as a kid?
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8. What’s your best friend like?
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9. How do you feel about spending time alone?

10. Do you have any regrets?
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11. When are you the most “you”?
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12. Do you believe in destiny?

13. What kind of outfit would you like to see me in?
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14. What is your dream date?
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15. Would you ever make the first move?

16. What are you proud of yourself for?
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17. What is something difficult or scary that you did recently?
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18. Who’s the most interesting person you’ve ever met?

19. What are you obsessed with right now?
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20. What about you has changed the most since high school?
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21. What has been the best period of your life so far?

22. What is one habit that you would like to create in your life?
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23. What’s your favorite job that you’ve ever had?
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24. What do you consider the happiest period of your life so far?

First date questions to ask him

It’s normal to be nervous going on a date with a man. Prepare yourself with the following questions to ask a guy you like. Having a few backup questions to ask on your date with him is a great way to make sure there is never a dull moment.

1. When was the last time you cried?
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2. What are a couple of your goals right now?
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3. What’s your definition of love?

4. How good do you think I look in a bikini?
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5. Be honest, would you rather be the big or little spoon?
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6. Do you ever check yourself out in mirrors?

7. How would you feel if I snored?
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8. What movie do you wish your life was like?
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9. If you could make good money doing any job you want, what would you choose?

10. Do you like being called cute pet names?
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11. Where is your happy place?
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12. Would you ever cook me dinner? Are you a good cook?

13. Would you rather enjoy a pool or a hot tub with me?
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14. How do you envision your perfect relationship?
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15. What qualities do you look for in a partner?

16. If you were swimming and lost your swim trunks, what would you do?
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17. Do you think you know what women want?
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18. What is expensive but totally worth it?

19. When do you feel the most out of place?
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20. Modesty aside, what are you better at than 90% of other people?

Juicy first date questions

If you want to ramp up the heat during your next first date, then these are the perfect questions for you. Bringing flirtatious energy into a new romantic connection is a really great way to have fun with your date and maybe even help you to gain more confidence in your flirting skills.

1. Do you like to cook? Would you bring me breakfast in bed?
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2. Have you ever kissed on a first date?
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3. Do you have any dirty secrets?

4. How do you feel about pajamas?
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5. How do you think we would spend a day at home together?
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6. How good do you think our first kiss will be?

7. How easily do you get turned on?
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8. How do you feel about public displays of affection with me?
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9. Do you know how crazy you’re driving me right now?

10. Are you feeling adventurous tonight?
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11. Do you like it when I flirt with you?
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12. What are you thinking about right now? (Ask when you obviously know what they’re thinking about)

13. What three body parts of mine are your favorite?
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14. Is there an outfit that you would love to see me in?
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15. Would you ever go skinny-dipping with me?

16. What part of your body do you think I like the most?
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17. If we had a sleepover, do you think we’d get a lot of sleep?
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18. Do I make you feel flustered?

19. Would you rather go for a massage or get one from me?
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20. Where is your favorite place to be kissed?
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21. What kind of photo would you want from me?

Awkward first date questions

Of course, what you decide to ask or not ask on a date is completely up to you and will be specific to your specific connection. But, with that being said, here is a list of questions that it’s probably best for you to avoid asking on a first date.

1. Why did your last relationship end?
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2. How many people have you slept with?
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3. How much money do you make?

4. Where do you see your relationship with me going?
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5. Why are you still single?
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6. Are you seeing anyone else?

7. What are your deal breakers?
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8. Do you want to have kids?
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9. Have you ever cheated on a partner?

10. Have you ever been cheated on?
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11. What’s your ethnicity?

5 good conversation topics for a first date

You don’t want to run out of things to say when you’re out on a first date. No one enjoys sitting in awkward silence while you rack your brain trying to figure out what to talk about. The following are some of the best first date conversation topics that will help you to get to know your date and have fun while doing so.

1. Favorite travel experiences

Where have you been? Where have they been? Travel is a light and easy conversation topic to connect over. Travel is incredibly important and a big part of some people’s lives, and for other people not so much. How much someone chooses to pencil in travel can tell you a lot about their sense of adventure, and traveling and living in different cities also shapes people in a really fun and unique way.

2. Favorite hobbies

Talking about hobbies is an easy and open-ended way to create conversation. How somebody likes to spend their time is also an important factor in whether you and this person have relationship potential. You want to make sure that you share similar interests as the person you’re out on a date with so you two can enjoy spending time together. Asking someone about their hobbies is also a good way to assess how busy this person is and if they’re moving towards creating a life that you can see yourself wanting to be a part of.

3. Family

When it comes to a first date, you don’t want to ask questions that are too deep or prying about someone’s family. But asking open-ended questions and giving them the opportunity to share as many details about their family as they feel comfortable with is never a bad idea. Listening to someone speak about their family and really listening to their answers can give you better insight into the kind of person they are and possibly even alert you to red flags.

4. Ambitions

This conversation could be centered around work or just personal goals in general. Hearing about what someone wants for the future and the things that they are working towards will be a good indicator of whether or not the two of you will vibe. If you are someone who is very driven and prioritizes their career and personal development, then finding someone with the same sense of drive will probably be important to you.

5. Childhood

How and where someone grew up will have a deep impact on who they are as a person now. If you want to better understand the experiences that shaped the person that you are out on a date with, asking them open-ended questions about their childhood (as long as they aren’t too personal) is a great way to do so.

While you are out with the person, ask questions that will allow you to really get to know them and pay attention to their answers. Also, pay attention to how many questions your date asks you and whether or not they are really interested in getting to know you. When we date, it’s easy to get caught in wanting to make a good impression, but an important part of making dating work for you is not to be so concerned with them liking you. Instead, focus on and pay attention to how you really feel about them.

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Viktor is a Counselor specialized in interpersonal communication and relationships. He manages SocialSelf’s scientific review board. Follow on Twitter or read more.

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