We welcome you to a fascinating collection of first date questions.
Do you cringe or grin when you hear the words “first date”?
First dates may be awkward, nerve-racking, exhilarating, catastrophic, amazing, or any combination of these emotions.
Oh my goodness!
You might be looking at each other across a candle-lit table, poised on a bench outside a coffee shop, or waiting for your movie to begin at the theatre.
What types of questions should you be asking the other person to ensure that conversation runs smoothly?
These are the questions that will come to your rescue in such situations.
Table of Contents
10 Best Examples to Ask and Benefits
Let us first take you through 10 best first date questions that you may ask.
1. Who are the people that mean the most to You?
This question reveals who has had the most influence on your date’s life and who has helped mold them into the person they are now.
2. What do you wish to learn or improve on?
This inquiry can help you determine whether or not the person wishes to grow or improve themselves, and how.
3. What bothers you the most?
Everybody has a pet peeve. Discuss the things that irritate you. Inquire about your date’s problems.
4. What are some interesting facts about yourself?
Learning something intriguing about another person that would not normally come up in casual conversation is a wonderful approach to get to know them.
5. What makes you unique?
Inquire about their hobbies and interests… do they love sports, art, spending time outside, reading, or dancing?
6. What is on your bucket list?
By making this inquiry, you may better grasp your compatibility in a more discursive approach that doesn’t put them on the position.
7. What are you most proud of?
This question can reveal what is important to them and may indicate their ideals. It’s an opportunity for you to witness their self-awareness as well.
8. Is there anything you avoid eating?
On a practical level, this might help to prevent awkward dinner date situations. It may, however, reveal any lifestyle disparities you may have that you do not believe you would be comfortable with.
9. What are your favorite television shows?
What people prefer to watch reflects their interests. So do ask them this question.
10. Who would portray you in a movie based on your life?
This is an opportunity to learn how they view themselves and to gain a sense of their personality features to determine whether they are appealing to you.
Ice Breaker First Date Questions
If you don’t know each other, this is the phase of the date where you’ll both be apprehensive and maybe awkward. So, start with these first date ice breaker questions.
1. How do you spend most of your free time?
2. Do you have a best friend? How did you two meet?
3. Where is the best place to have a first date?
4. If we could go on vacation together tomorrow, where would you want to go?
5. Did you like the place you grew up at?
6. Are you an extrovert, or an introvert?
7. Any fictional character you would want in your life?
8. Have you ever encountered your ex at a bar?
9. What do you like to do, if you are not working?
10. Would you rather live in the city or out in the country?
11. Do you have any siblings? Are you close with them?
12. Where did you grow up?
13. What’s your go-to series that you watch and re-watch on Netflix?
14. Do you like to exercise? What do you like to do?
15. What are your top three favorite things to talk about?
16. What is the nicest thing that anyone has ever done for you?
17. What in your life are you most passionate about?
18. What in your life do you feel the most grateful for?
19. Do you like to read? Who is your favorite author?
20. What would you do for work if money wasn’t an object?
21. Are you more of a cat person or dog person?
22. What is the funniest joke you heard lately?
23. Have you lived in any other countries?
24. Do you like to travel?
25. What would you say if I asked you to whisper something cute in my ear?
26. When is it inappropriate to kiss someone you just went on a date with?
27. What is it about a woman’s physique that you particularly admire?
28. What is it about a man’s body that you particularly admire?
Funny First Date Questions
Don’t limit yourself to only serious or significant inquiries! These interesting and funny first date conversation starters will motivate them to tell you stories and may make you both laugh.
1. Have you ever been stung by a bee or bitten by another insect before?
2. Why do banks have branches if money doesn’t grow on trees?
3. What was the first R-rated movie you ever saw? Who took you?
4. What’s the worst joke you’ve ever told to someone?
5. Why is there a light in the fridge if we shouldn’t eat at night?
6. Have you had a funny prank played on you?
7. What was something you believed as a kid for way too long?
8. What’s the funniest dream you’ve ever had?
9. What’s the most ridiculous thing you’ve ever done in the name of love?
10. What’s the worst joke you’ve ever had?
11. Do you believe in love at first sight?
12. Would you like to go out with me again?
13. What’s behind that beautiful smile of yours?
14. You do realize you’re amazing, right?
15. What makes you sick?
16. Where can I get eyes like yours?
17. What’s the most embarrassing thing you’re afraid of?
18. How old would someone have to be for you not to date them?
19. What is your least favorite chore to do around the house?
20. Have you ever fancied a cartoon character? If so, who?
21. What’s the stupidest thing you’ve done to impress someone you like?
22. Have you ever drunk texted anybody you wish you shouldn’t have?
23. What’s the most embarrassing thing to happen to you on a first date?
24. What is the weirdest place you’ve ever been?
25. Which famous figure do you find attractive that most people aren’t into?
26. Are there any accents you’re able to mimic? Can I hear your impression?
Deep First Date Questions
When the conversation is going smoothly, go for the deep stuff. This is where these deep first date questions will come in handy.
1. What has been the best year of your life so far?
2. Do you think that your parents are proud of you?
3. When was the last time you sang someone else a song?
4. When was the last time you dated?
5. What makes someone interesting to you?
6. When do you mostly demand personal space?
7. What do you think a caterpillar would taste like?
8. Who is the person who really defined your love life?
9. What was the funniest injury you’ve ever suffered?
10. What would peanut butter be called if it had a different name?
11. What is one thing you will never wear outside?
12. Who would you like to swap places with if you could?
13. Imagine money was no object, what would you be doing with your life?
14. Which friendship has had the greatest impact on your life?
15. What are some of the situations you try avoiding most in life?
16. If you could have the answers to three questions, what would they be?
17. What do you fear most?
18. What was your family’s perception of you growing up?
19. What do you value most between love and loyalty?
20. Who is the person who inspires you the most?
21. What is the most notable turning point in your life?
22. If you had to describe “life” in one word, what would it be?
23. How many kids would you want in the future?
24. What person has had the most influence on your life today?
25. Describe to me what your ideal or dream job would be in life.
27. If you could travel anywhere in the world, where would you want to go?
28. What’s the importance of having friends in life?
29. Who is someone from your past that you hope to never see again?
30. What is more important, a sense of humor or intelligence?
Juicy First Date Questions
Let us get to the juicy stuff now. Throw these juicy first date questions on them and check their response.
1. How do you envision yourself spending your senior years?
2. Do you have any dirty secrets?
3. How good do you think our first kiss will be?
4. What are you looking for in a serious relationship?
5. Is there anywhere in the world you haven’t seen yet that you’d like to?
6. Do you ever think about having kids?
7. Have you ever kissed on a first date?
8. What’s something you’d like to get better at in the future?
9. What’s on your bucket list?
10. Do you like it when I flirt with you?
11. What’s your opinion on marriage?
12. Have you ever truly hated someone or something?
13. Any regrets while growing up?
14. How do you feel about public displays of affection with me?
15. Tell me a country you have always wanted to live in?
16. Are you tired of staying single for the longest time?
17. When was the last time you cried?
18. Would you marry someone rich even if you weren’t in love with them?
19. Have you ever been caught checking someone out?
20. Have you ever lied on your resume?
21. Who was your first love?
22. Any romantic gesture that always works on you?
23. Have you ever had a wardrobe malfunction?
24. How was your first kiss?
25. Would you bring me breakfast in bed?
26. Do you know how crazy you’re driving me right now?
27. What part of your body do you think I like the most?
28. If we had a sleepover, do you think we’d get a lot of sleep?
29. What kind of photo would you want from me?
30. Are you feeling adventurous tonight?
31. Where is your favorite place to be kissed?
Romantic First Date Questions
If you want to connect with your date on an emotional level and take things to the next level, you may use these romantic questions to ask on a first date.
1. What is your most memorable date?
2. What is your favorite vacation spot?
3. What is the craziest thing you have ever done?
4. What was the last thing you got in trouble for?
5. Where is your favorite place to go with your family?
6. What is your ultimate date night?
7. Who is one person you would love to have dinner with?
8. What is the most romantic thing that anyone has ever done for you?
9. What is a date that you had in the past that was just perfect?
11. What is your favorite game to play or movie to watch on a date night?
12. Do you feel comfortable being with me?
13. What does it mean to you to date someone?
14. What type of person would you not date?
15. How do you feel about dating?
16. What’s your favorite thing about dating?
17. What are your top 3 criteria in choosing a spouse?
18. What do you like most about me?
19. What is the most important factor in a good relationship?
20. What is the most romantic thing you have done for your significant other?
21. When was your first kiss?
22. Do you have any relationship advice?
23. What is your favorite thing to do on a date?
24. What is your biggest turn-on?
First Date Questions about Personality
Getting to know about your date’s personality is a must. This may help you decide whether they are a perfect fit for you or not. So do make use of these important questions to ask on a first date.
1. What food can you eat every day?
2. What is the one tourist place you always wanted to visit?
3. How often do you listen to podcasts?
4. Do you enjoy evening strolls?
5. What was the best part of this date?
6. How often do you like spending time outdoors?
7. Are you a beach person or mountains?
8. Do you like to read about a place before visiting, or like walking in straight?
9. Do you like to explore technology?
10. What is your favorite season?
11. Do you like to follow a fixed routine?
12. How often do you and your best friend meet?
13. Do you like to share your food?
14. Do you clean your house before you have guests, or is it always clean?
15. For how long have you been in this city?
16. How often do you take yourself out to treat yourself?
17. Is your current Job Your Favorite Yet?
18. What’s One Place You Would Live If You Could?
19. Are you into podcasts?
20. What was the last movie you saw?
21. Are you a hopeless romantic?
22. Are you an introvert or an extrovert?
23. What are you obsessing about these days?
24. What do you think were you like as a kid?
25. What do you usually like to do in your free time?
26. Have you ever tried to drop a class?
27. Have you ever been a part of a meet up group?
28. What television show would you like to live in if you could?
29. What do you imagine the world will be like in 70 years?
30. What is the best year ever?
31. What was your most recent charitable act?
32. What is the most horrible film you’ve ever seen?
First Date Questions about Work
These great first date questions provide a chance for your date to humbly brag! It also provides you an idea of how hard they are willing to work to acquire what they desire.
1. What are your career goals?
2. What does a typical workday look like for you?
3. What is your favorite thing about your job?
4. What is the most challenging part of your job?
5. What is the most rewarding part of your job?
6. Is your job stressful?
7. Do you have to travel often for your job?
8. If you could have any job in the world, which one would it be?
9. Why did you choose the job you do?
10. Do you like your job?
11. That you would like to share?
12. What’s the hardest you’ve worked for something?
13. What do you do for a living?
14. What is your day-to-day work?
15. Do you like your job?
16. Are you excited to go to work every day?
17. Does work feel stressful sometimes?
18. Do you ever wish you could change career paths?
19. Why did you choose to do what you do?
20. Were you always in this profession, or did you change careers?
21. If success was guaranteed, what would you have done?
22. If given an option to be anything, for one day, what would you do?
23. Who is someone you absolutely love at work?
24. Is your boss a pain?
25. How often do you feel like shooting your boss in the head?
26. How much weight did you gain after joining the office?
27. Do you prefer to work from home, or love your office cubicle?
28. What does a perfect day at work look like?
29. Do you have working weekends?
30. Is there a colleague at work you are absolutely crushing upon?
31. Have you always wanted to do what you are doing?
32. At what priority would you keep your career and work in your life?
33. Are there any aspects of your job that you dislike?
First Date Questions about Hobbies and Interests
It doesn’t have to be so serious to meet your new partner. These first date questions to ask will provide light on their hobbies, interests, early escapades, and personal preferences.
1. Do you prefer video games or board games?
2. What kind of music do you like?
3. What did you do last weekend?
4. What kind of books do you like to read?
5. What do you think is the best love song ever written?
6. Do you have a tattoo?
7. What is your spirit animal?
8. Are you big on social media?
9. Are you currently working on something you are really passionate about?
10. What is a recent hobby you picked?
11. What is something you have been doing for the longest time?
12. How important are your hobbies to you?
13. Are you a fan of pop culture?
14. What is a hobby you know no one can beat you at?
15. How often do you make time for your hobbies and passions?
16. What do you think your biggest contribution to this world is?
17. Why do you think you were put on this planet?
18. How often do you like to hit the gym?
19. Do you like to cook?
20. Do you like to play sports?
Final Thoughts
Remember! The goal of these interesting first date questions is to ease them into a comfortable discussion.
Spend some time learning more about a topic both you and your partner are interested in.
After all, this is a conversation, not an interrogation.
That being stated, occasional lulls in the dialogue are to be expected. So don’t get bothered by those.
It’s a good idea to save some of these first date questions for when the quiet becomes too awkward.
Remember to ask lots of follow-up questions and elaborate on your replies.
Best of luck.
