If you want to have a deep and meaningful conversation with your crush to uplift your relationship, you need to have deep questions to ask your crush in hand.
If it’s your first date, or you are a newbie in this field, then obviously, it can be a headache for you to choose appropriate deep questions to ask your crush.
If your case is just like this, then no worries, as you are in the right spot. Do not skip a single category as we are going to provide you an ample amount of deep questions for your crush.
We are going to resolve all your queries and ambiguities related to your romantic relationship. At the end of the article, you will be capable enough to create a happy romantic connection with your crush.
Just read these and we are sure you won’t regret reading!
Table of Contents
Super Deep Questions to Ask Your Crush
If you’ve been engaged in a deep relationship with your crush, then you should have these super deep questions to ask your crush. Have a quick look!
1. What TV show could you just binge watch all day?
2. What’s the best piece of advice that you received from your parents?
3. Where is the one place in the world that you want to travel to and why?
4. What’s something about your past that most people don’t know about?
5. What are you doing when you’re at your happiest?
6. What city has been the best city you’ve ever lived in or travelled to?
7. What celebrity do you have the biggest crush on?
8. If you could have one superpower for a day, what would it be?
9. What’s something you believe that most people don’t?
10. Would you rather be incredibly intelligent or incredibly happy?
11. What was the worst age you’ve been so far?
12. Do you prefer big parties or small gatherings?
13. What’s something you did in your past that your friends still tease you about?
14. If you were an incredibly talented rapper, what would you want to rap about?
15. If you could contact the whole world and they would listen, what message would you give?
16. Would you rather be rich and famous or rich without the fame?
17. If you won the lottery, what would be the first thing you would do?
18. If you could be incredibly skilled at one thing, what would you choose?
19. What’s your favorite type of music and why?
20. If you knew you would die in one month, what would you do?
21. Would you rather be in love or have a lot of money?
22. If you could go back in time and talk to yourself, what advice would you give?
21. What non-politician do you wish would run for office?
22. Do you think people are made for each other?
23. If you could make one book or movie a reality, which would you choose?
24. If you could have one superpower, what would it be?
25. If you could be a fictional superhero, who would you be?
26. What is the weirdest thing about your family?
27. Would you prefer a huge mansion in a poor area or a small cosy apartment in a rich area?
28. What is the kindest thing someone has ever said about you?
29. If you had to get your Mom one present and you could spend an unlimited amount, what would you get?
30. If you could be the opposite sex for one day, what would you do?
31. What is the best gift you’ve ever given someone?
32. Do you stay up to date with current affairs?
33. If you could have a dinner date with anyone in the world, who would you choose?
34. What was the most frightening experience you’ve ever had?
35. When you read the newspaper, what section to immediately skip to?
36. What’s something you find attractive that most people don’t?
37. Do you think it’s important to be kind to everyone, or just to your friends?
38. If you had to get a tattoo right now, what would you get?
39. What’s the hardest situation you’ve ever had to cope with in life?
40. What would you rather be rich and single or poor and in love?
41. Are your priorities different now than they were in the past?
42. What’s the best lesson about life you’ve ever learned?
43. If you could ask me one question, and I had to answer truthfully, what would you ask me?
44. Where do you think happiness comes from?
45. If you could eradicate pain from your life, would you?
46. Do you think that there’s more to reality than what we see with our eyes?
47. Do you think there is a purpose to life? Or is it all meaningless?
48. What’s the most consistent thing that you usually dream about?
49. When you hear the word “home”, what do you think of first?
50. What’s the biggest thing you’ve done that you’ve been most proud of?
You might also like: Deep Questions to Ask Your Boyfriend
Very Deep Questions to Ask Your Crush
After spending a lot of time with your crush, when both of you are comfortable with each other, it’s the correct timing for you to start using these very deep questions to ask your crush. Check out our collection!
1. What’s something that just makes time seem to fly by?
2. Do you prefer to be alone or around people?
3. What’s the most emotional scene you’ve ever seen in a movie?
4. How does your favorite music make you feel?
5. What’s the one thing that drives you crazy about other people?
6. What’s a compliment that you regularly receive?
7. What is one event that completely changed your perspective on life?
8. If you have a free day, how do you usually spend it?
9. Do you ever consciously try to look good in front of other people?
10. What do you do to calm yourself when you are angry?
11. What kinds of people do you simply not respect?
12. Who in your life do you wish you met sooner?
13. What is something that you would change about your life?
14. What does your ideal weekend look like?
15. When was the last time you felt most yourself?
16. If any actor or actress could play you in a movie, who would it be?
17. What is the worst lie you’ve ever told your parents?
18. If you could only hear one song for the rest of your life, what would it be?
19. If you had a time machine, would you go back in time or visit the future?
20. What was the worst nightmare of your life?
21. If you could be any animal, what would you be?
22. Do you shower at night or in the morning?
23. If you were a dog, what kind of dog would you be?
24. If your life was a movie, what would it be called?
25. What do you consider a red flag in a relationship?
26. If you go to a restaurant and have terrible service, is it ever OK not to tip?
27. What’s the most spontaneous thing you’ve ever done?
28. What’s the most embarrassing thing you’ve ever done to get a crush’s attention?
29. Do you think double texting is a big deal?
30. What is the one thing you can’t live without?
31. What is the last thing you searched for on your phone?
32. What three items would you bring with you to a deserted island?
33. If you won the lottery, what would you do with the money?
34. What would your younger self not believe about your life today?
35. How do you handle high-stress situations?
36. What is the biggest lesson you’ve learned?
37. What was one time you really stepped out of your comfort zone?
38. If you could move anywhere in the world, where would you go?
39. What is the weirdest dream you’ve ever had?
40. What is the worst assumption someone has made about you?
41. What have you done sexually with someone else?
42. What’s something you consider a guilty pleasure?
43. Who’s a famous person you would definitely lose your cool around if you saw them on the street?
44. What’s something popular that you think is 100% deserving of its hype?
45. What’s something you wish would go out of style forever?
46. On vacation, are you the hardcore R&R type or the person who has a full itinerary for every day?
47. What does your name mean, and why did your parents give it to you?
48. What was the first musical artist or group you saw in concert?
49. What’s one thing you think you spend way too much money on?
50. Are you someone who likes to plan ahead or be spontaneous?
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Best Deep Questions to Ask Your Crush
When you feel relaxed in the company of your crush, and you have crossed the stages of formalities, if you are confused about choosing the best deep questions to ask your crush, then check our stock of such questions.
1. What would you consider the No. 1 best movie of all time?
2. What’s the first movie you remember seeing in theaters?
3. What’s the best new artist/song you’ve discovered recently?
4. What’s something you like that people wouldn’t necessarily guess about you?
5. How do you recharge — on your own, or around other people?
6. Where are the next three places you want to travel?
7. What would you be doing if you weren’t (insert job title or what they’re studying)?
8. What’s the best compliment you’ve ever received?
9. What’s your relationship to mental health like?
10. In relationships, are you someone who moves pretty quickly or takes things slow?
11. Would you rather have a job that’s just a job but pays well, or be paid less to do something you’re passionate about?
12. What’s something you wish you had a do-over on?
13. What’s something you’d like to do differently in your next relationship?
14. Are you a quantity or quality person when it comes to your friendships?
15. Would you consider yourself naturally trusting or a more guarded person?
16. What’s something you see as being a relationship dealbreaker?
17. What’s been the most eventful year in your life so far?
18. Would you consider yourself a Relationship Person, or someone who’s generally more comfortable single?
19. What’s one thing about yourself that you’d like to change?
20. What traits do you think are most important to find in a partner?
21. What’s something you’re unwilling to compromise on?
22. What would you consider your proudest accomplishment to be?
23. What are your coping tools for dealing with stress or anxiety?
24. Do you think it matters more what we achieve or who we surround ourselves with?
25. How would you describe your approach to conflict resolution style?
26. What’s something you’d like to learn more about?
27. How do you like to be comforted when you’re sad or upset?
28. What’s the kindest thing someone’s ever done for you?
29. What was your first impression of me when we met?
30. What makes you automatically swipe left on a person?
31. What’s something unexpected that you find attractive?
32. What’s the hottest thing someone has ever done for you?
33. If you were in a relationship right now, who would your celebrity pass be?
34. Do you think you’ll always live in the home of your family?
35. Are you an only child or do you have siblings?
36. Do you have a close relationship with your parents?
37. What accomplishment are you most proud of?
38. What was the recent book that made an impression on you?
39. What was the last book you’ve read?
40. What’s your favorite quote from a TV show or movie?
41. If you could take one day off to do anything you want, how would you spend the day?
42. If a genie grants you three wishes, what would they be?
43. If you could live anywhere in the world, where would you choose to live?
44. Can you sum up your life’s philosophy in one sentence?
45. If you had a chance to be anyone for a whole day, who would you be and why?
46. Which part of your past would you like to relive?
47. If you can go back to do one thing differently, what would that be?
48. What’s the most embarrassing or naughtiest thing you did when you were young?
49. What’s your favorite childhood memory?
50. Do you keep in touch with your childhood friends?
51. Which came first, the chicken or the egg?
52. What do you think the future of the world is going to be like?
53. If you won the lottery, what’s the first thing you’d buy?
54. Do you think it’s easier to ask for permission or forgiveness?
55. What is the ugliest thing in the world?
56. What is the most beautiful thing in the world?
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Fun Deep Questions to Ask Your Crush
Fun is an essential aspect of all sorts of relations. Even lovers like to spend fun moments together. To keep your conversation with crush flowing, here is a quality collection of fun deep questions to ask your crush.
1. If you could be a fly on the wall, who would you want to listen in on?
2. Do you think cavemen had nightmares about cavewomen?
3. What sport would be the funniest to add a mandatory amount of alcohol to?
4. How many chickens would it take to kill an elephant?
5. Which musician do you think would make the best teacher?
6. If you could be a fictional character, who would you be?
7. What fictional character do you think you are most like?
8. What sound would be the scariest if you could hear it?
9. What song would you play if you were at a party?
10. Who’s the most interesting person you’ve ever met?
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Deep Questions to Ask Your Crush Over Text
Suppose you are a shy person and not good at face-to-face questioning. Still, if you want to ask some deep questions from your crush, then to solve this issue, we compiled a list of deep questions to ask your crush over text.
1. If you could travel anywhere in a blink of an eye, where would you go?
2. In your opinion, what makes humanity successful?
3. Do you feel more comfortable or in the city?
4. Was there ever a time in your life when you felt like faith was a real thing?
5. Have the roles of your family members changed since you were still a child?
6. How would you describe your favorite color without the use of color words?
7. What type of instrument reflects your personality?
8. Why aren’t there more meaningful relationships out there when that’s what everyone wants?
9. In your opinion, what’s the primary cause of loneliness?
10. What parts of your life have worsened in the last 5 or 10 years?
11. When was the last time when you honestly felt appreciated or loved?
12. Would you like to go out on a date with me?
13. What part of your house turns you on the most?
14. If you could change anything in your life, what would you change?
15. Would you rather have x-ray vision or have the power of invisibility?
16. What’s the naughtiest thing you have ever asked someone?
17. Have you ever had s#x outdoors or at the beach?
18. If you could have any job you wanted, what would you choose to be?
19. Can you describe yourself in 3 words?
20. What’s your biggest turn on when you’re on a date with someone?
21. Which would you prefer if people see you as smart or sexy?
22. Should guys always make the first move or should girls do it too?
23. What was the first thought that popped into your mind when you met me?
24. How can someone as high as you be single?
25. Do you like it when men take the lead or when women do?
26. Is there a s#x position you want to try because you haven’t done it before?
27. What do you think the color of my underwear is?
28. What was the dirtiest dream you’ve ever had?
29. Which part of my body would you want to kiss?
30. Do you think you could take off my panties with just your teeth?
31. What would you want me to do to you right now?
32. What’s your biggest and most secret fantasy?
33. Which of my body parts appeals to you the most?
34. Do you think you’d enjoy getting a massage from me?
35. Would you like it if I put my hands underneath your shirt?
36. What would you do if you came home to me lying naked on your bed?
37. What would you do if you accidentally saw me naked?
38. What type of outfit would you like to see me wearing?
You might also like: Flirty Questions to Ask Your Crush
Deep Questions to Ask Your Crush While Texting
If you are more comfortable with chit-chats over text, here is an excellent collection of deep questions to ask your crush while texting.
1. Have you been in a long-distance relationship before?
2. What life lessons would you share with me?
3. What’s one thing would your parents be surprised to know about you?
4. What does peace look like to you on a day-to-day basis?
5. What gets you out of bed every morning?
6. What is the strangest gift you received from your significant other?
7. What is the craziest thing you have done?
8. What is one thing people do not know about you?
9. How do you resolve conflict in a relationship?
10. What comes first to your mind when you see me?
11. What do you want to do for your next birthday?
12. What did you learn from your past relationship?
13. Where would you want to go if money and time were not in question?
14. How do you relate to your grandparents?
15. What are the lessons you have learned from your parent’s marriage?
16. How is your relationship with your siblings?
17. What is the nicest thing a stranger has done to you?
18. What is the best advice you have given to someone?
19. What is the nicest thing you have done to a stranger?
20. What is the best advice you have gotten from someone?
21. What is the most important quality for you when looking for a partner?
22. What do you imagine a perfect relationship to look like?
23. What do you do when you are least motivated?
24. What is the most important thing for you in life?
25. What do you like others to appreciate about you?
26. What makes you feel cared for by a girl or a boy?
27. How do you show love to someone you care about?
28. If you wanted something done to you right now, what would that be?
29. What is the perfect way of asking someone out in your view?
30. Would you approve of us dating right now, and why?
31. Have you had sexy chit chats with someone before?
32. What movie would we watch if we were together?
33. How do you feel talking to me right now?
34. If I asked you to go out with me tonight, what would be your response?
35. What would you like your crush to wear on a romantic date?
36. What would you do if a girl or boy made the first move?
37. What do you find fascinating about women’s bodies?
38. What would you want to do with me if we were together right now?
39. What turns you on from a potential date?
40. What is one thing you have wanted to tell me but have been holding back?
41. What are your opinions of my style and fashion sense?
42. What comes first to mind when you talk to me?
43. How do you feel about meeting my friends?
44. What have you always wanted to know about me?
45. What excites you about our future together if that happens?
Deep Questions to Ask Your Crush in Person
If you are confident and want to ask excellent questions to your crush in person, then here we gathered deep questions to ask your crush in person for you.
1. Can you see us taking off and starting a relationship?
2. Are you open about what you feel for the other person?
3. How do you feel about us meeting each other when we did?
4. What would you feel if we were together in private?
5. What do you like the most about being in a relationship?
6. What do you think about the most before you sleep?
7. Who is your biggest celebrity crush, and why?
8. Have you met a secret crush without anyone knowing?
9. Have you snuck out of the house to see a crush?
10. How long was your shortest relationship?
11. What is the most attractive thing about me?
12. Do you think you are a good kisser, and why?
13. Have you had a sexual encounter with a crush recently?
14. What makes you feel the best about yourself?
15. What is the most spontaneous thing you’ve ever done with a significant other?
16. Have you cheated on someone before?
17. When was the last time you kissed someone?
18. What would you say if I offered to give you a massage?
19. Would you send me a sexy picture of you?
20. What compliments do you like to hear?
21. What sentimental gifts do you have from your past relationships?
22. How would you describe a perfect day together?
23. What can I do to be a good lover to you if we got to date?
24. Do you see this materializing into something solid in the future?
25. What were you looking for before you met me?
26. What could I do for you now that I have no idea about?
27. What are the qualities that make me special to you?
28. How do you think I would describe you to other people?
29. How would you describe me to other people?
30. What makes you feel most loved and appreciated by your partner?
31. What was your worst kiss experience, and how would you describe it?
32. Have you had your heart broken before?
33. What is most important to you; verbal affirmation or physical affection?
34. How has the relationship between your parents impacted your view on love?
35. Do you believe in long-term relationships and marriage?
36. How do you know you are falling in love?
37. Do you think you have met your true love?
38. Have you had a blind date, and how did it go?
39. Would you be willing to be in an open relationship?
40. What physical traits attract you to someone?
41. Do you have a type, and if so, what is it?
42. Where is the craziest place you’ve kissed with your significant other?
43. What is one thing you would like to buy but cannot afford right now?
44. Do you think I have admirable flirting skills?
45. Are you a morning person or a night person?
46. Have you had a crush on a guy I know?
47. What is something about you that people would never guess?
48. What do you prefer; kissing or cuddling?
49. Are you comfortable making the first move?
50. Would you allow it if I asked you to kiss me right now?
Deep Questions to Ask Your Crush about Relationships
If you want to your crush’s attitude towards relationship and give him/her a hint of your affection, try including these deep questions to ask your crush about relationships in your conversations.
1. If someone were to make you feel special, what would they have to do?
2. What’s the best type of good night text message to receive?
3. When you feel heartbreak, what does it mean to you?
4. When was the first time you thought you felt love?
5. Do you value someone doing something for you or saying something nice to you?
6. What body part of a significant other attracts you the most?
7. Would you rather acquire material items or experiences?
8. Generally speaking, do you like the way you look?
9. Would you consider yourself a pessimist or an optimist?
10. If you could pick a new “golden rule,” what would it be?
Deep Questions to Ask Your Crush about Love
When you are sincere with your crush and love them desperately, then obviously, you want to know the opinions of the theirs as well. For this matter, we assembled multiple deep love questions to ask your crush.
1. When and where did you go on your first date ever?
2. When was the first time you said “I love you” to someone in your life other than family?
3. Would you rather have a night in a fancy penthouse suite or a private beach house?
4. If you were on a dating game show, what questions would you ask?
5. When did you know you loved me?
6. What do you look forward to experiencing with me?
7. What is your favorite memory with me?
8. What is your ideal night?
9. Were you nervous during our first kiss?
10. Do you remember our first date?
Deep Questions to Ask love Crush to Get to Know Them
When you have a crush one someone, you want to know the maximum about him/her. How to do it? Simply incorporating these deep questions to ask crush to get to know them.
1. What does being a good person mean to you?
2. What compliment do you receive most often?
3. What is the best gift you have ever received in your life?
4. Do you think flying or mind reading is a more functional power?
5. If you had to rename yourself, what name would you choose?
6. If you had all the money in the world and didn’t have to work, what would you do?
7. What 2 people would you like to meet dead or alive and why?
8. What is the best compliment you’ve ever received?
9. If you saw me angry or upset, what would you do?
10. What advice would you give to your younger self?
11. On what you spend way too much money?
12. What would you rate your last relationship in a single word?
13. What do you find the most attractive in a person?
14. Are you fond of girls making the first move?
15. What’s the craziest thing you’ve done to get your crush’s attention?
16. What’s the most romantic thing you’ve ever done for someone?
17. What’s the most embarrassing moment of your life?
18. Have you ever been in a serious relationship?
19. What’s your biggest deal breaker on the first date?
20. What’s something you’ve done that you are most proud of?
21. What will you go for between money and love?
22. What’s your favourite place that you’ve visited?
23. What is something that really scares you, but you’d like to do anyway?
24. If you were a superhero, what kind of secret identity would you have?
25. What is the number one lesson you have learned about friends?
26. What is a fantasy you’ve never shared with anyone?
27. Do you have an extended family? How often do you see them?
28. If failures are the best teachers, why is it bad to fail?
29. What would an amusement park filled with your biggest fears be like?
30. What is your favorite thing about me?
31. What piece of culture has died out, but you would like to see it make a comeback?
32. Who would you want to be with if you were stranded on a desert island?
33. Would you rather win the lottery or work at the perfect job?
34. Was there a time when you felt like faith was a real thing?
35. What do you think is the primary cause of loneliness?
36. What’s the best approach to resolving the conflict?
37. What’s something that makes you anxious?
38. What’s the nicest thing that anyone could ever say about you?
39. What’s the worst pickup line you’ve ever heard?
40. What is something you’ve never told someone?
41. How would you react if I told you that I like you?
42. Are you attracted to me as a friend or something else?
43. Who do you feel if you hadn’t met them before, your life would be different?
44. What is your worst behavior that you strongly wish to change?
45. If you could meet anyone, living or dead, and have a talk with them, who would you choose?
46. If you have a superpower to eliminate any world problem, what would that be?
Deep Questions to Ask Your Crush to See if They Like You
If you desperately want to find out if your crush feels the same as you, following deep questions to ask your crush to see if they like you can help a lot.
1. What is something you did that your friends still tease you about?
2. Would you rather be poor and famous or rich and common?
3. If you could master a skill, which skill would you choose?
4. Is there an album you can listen to entirely without skipping tracks?
5. Have you come across something that changed your views about men or women?
6. How does it feel to be cared for by someone?
7. Can you tell me something that no one else knows?
8. How comfortable are you meeting new people?
9. How many crushes have you had, and who were they?
10. What is the best compliment you have ever received?
11. If you could go back in time, what advice would you give to yourself
12. If you knew you had only a week to live, what would you do until then?
13. If your house was on fire, what would you save?
14. Have you ever eaten anything that dropped on the floor?
15. If the world ended tomorrow, would you survive?
16. If you had to name only one of your favorite books, which one would you choose?
17. If someone spoiled you with gifts, how would you like it?
18. If you could watch only one movie for the rest of your life, which one would you choose?
19. What is the weirdest pet you would like to have?
20. How would you feel if I told you I like you deeply?
21. What do you think about casual relationships and long-term relationships?
22. Who is the most important person in your life right now?
23. Will you tell me something about your parents?
24. What are you scared about not accomplishing in life?
25. How would you feel if your imaginations become real?
26. Who is the first person you call when you are happy or sad?
27. What is the best thing someone can do for you now?
28. What will you do if you love someone who doesn’t love you back?
29. What is the best way someone has asked you out?
30. Why do you think no one has dated you so far?
31. On a scale of 1 to 10, how much do you like dirty talk?
32. Would you prefer to be called cute, hot, smart, or sexy?
33. What feature do you think sets you apart from others of your gender?
34. If you had a previous relationship, what made you happy in it?
35. What is the most romantic thing you have done in your life?
36. Who understands you the most in your family?
37. What is one memory you have from your childhood?
38. What type of personality are you attracted to?
39. What blows you away when a potential partner is concerned?
Romantic and Deep Questions to Ask Your Crush
To bring you and your crush closer and elevate your relationship, you need to keep your conversation in a romantic mood. So here are a few deep romantic questions to ask your crush to help.
1. What’s the most important trait for a romantic relationship to be successful?
2. If you could correct one of my flaws, what would you fix?
3. Would you still love me if I looked different?
4. If I could only make you one meal for the rest of your life, what would it be?
5. If the house was on fire, what three things would you save?
6. If you could choose one romantic movie for us to star in, which would it be?
7. If the world was going to end tomorrow, how would you make our last day together memorable?
8. What’s the most romantic movie you’ve ever seen?
9. What were you feeling when we had our first kiss?
10. Is there such a thing as being too much in love?
11. What is the sexiest thing a partner can wear?
12. What’s one difference between us that you absolutely love?
13. Do you believe there’s one person you’re ‘meant’ to be with?
14. If you had one word to describe our love what would it be?
15. How long did you think our relationship would last when we first started dating?
16. If our relationship ended, what’s the one thing about it you’d miss the most?
17. What’s your favorite physical quality about me?
18. What’s one thing you’re scared to ask me, but really want to know the answer to?
19. Where is your favorite place to be with me?
20. What’s one thing you want to do together that we’ve never done before?
21. If we could go anywhere together right now, where would you want to go?
22. If you could change one thing about our relationship, what would it be?
23. What’s your favorite way to show affection?
24. If you could change your name to anything, what would you pick?
25. What fictional character do you have a crush on?
Intimate and Deep Questions to Ask Your Crush
Intimacy is a stage of a relationship where you feel close and become pretty frank with each other. If you are at such a stage and want to keep it up and improve, then look at these deep intimate questions to ask your crush.
1. If you could trade lives with any celebrity, who would you choose?
2. Would you rather stop drinking coffee or alcohol?
3. What was the silliest thing you believed as a child?
4. What is the most irresponsible purchase you’ve ever made?
5. What instrument would you love to learn how to play?
6. Out of the three, would you rather live in the countryside, suburbs, or city?
7. When you were little, what did you want to be when you grew up?
8. What’s the worst idea you’ve ever acted on that ended in utter embarrassment?
9. How old were you when you discovered Santa Claus wasn’t real and how?
10. What’s your weirdest quirk that not many people know?
11. What’s your favorite thing to do on a perfectly sunny day?
12. What’s a weird conspiracy theory that you 100% buy into?
13. Going off of that, if your life was a movie, who would you want to star as you?
14. What language would you love to learn if you had the time?
15. What’s your go-to takeout meal when you don’t want to cook?
16. What’s your favorite kind of candy when you have a sweet tooth?
17. What is the best compliment you could receive in the bedroom?
18. What makes you feel the most loved and appreciated?
19. What would a perfect date look like in your opinion?
20. Would you rather lose love or never fall in love in the first place?
21. Do you believe physical affection or verbal affirmation is more important?
22. How did your parents’ relationship impact your view on love?
23. Do you think the number of people someone slept with matters?
24. What matters more to you, looks or personality?
25. What physical asset attracts you the most in a partner?
26. Do you think you’d ever be willing to have an open relationship?
27. How old were you when you had your first kiss?
28. If you could time travel, where and when would you go?
29. What do you wish you were really good at?
30. What’s the most cringeworthy outfit you’ve ever worn?
31. How big of a deal are special occasions for you?
32. What qualities make me special to you?
33. How do you describe me to other people?
34. What is the first thing you noticed about me?
35. What did it feel like when you realized you were in love with me?
36. Where do you see yourself living when you retire?
37. What is your opinion on marriage and children?
38. Is there anything we haven’t tried that you’d like to?
39. Do you have any fantasies you would like fulfilled?
40. What do you miss most about me right now?
Deep Personal Questions to Ask Your Crush
As your relationship goes further, you can start some deep personal questions to ask your crush to get to know more details. If you don’t know which questions you should ask now, here is the solution for you. Check out our collection of best questions!
1. What’s the tallest building you’ve been to the top in?
2. What’s the longest you’ve gone without sleep (and why)?
3. If you could share a meal with any 4 individuals, living or dead, who would they be?
4. Who would you want to be stranded with on a deserted island?
5. Which would you rather do: wash dishes, mow the lawn, clean the bathroom, or vacuum the house?
6. If you could only eat one meal for the rest of your life, what would it be?
7. What would you change about yourself if you could?
8. What form of public transportation do you prefer?
9. What two radio stations do you listen to in the car the most?
10. What is your favorite thing about your career?
11. If you are in a bad mood, do you prefer to be left alone or have someone to cheer you up?
12. What do you see as your best character trait?
13. What would be the worst thing to put into a piñata?
14. What country can you name but besides the name you know almost nothing else about it?
15. What do you think people automatically assume about you when they look at you?
16. When was the last time you laughed so hard you cried?
17. What do you like to do that is traditionally considered masculine?
18. What do you really wish you knew when you were younger?
19. What songs can you sing that I’ll know after hearing two words from the song?
20. What would you do if one day you woke up and every person was just gone without a trace?
21. What gross and unhygienic things do people do that bothers you?
22. What’s the best conspiracy theory you can make up on the spot?
23. Where is the craziest place you have danced?
24. What do people really need to chill out about?
25. What are the two biggest lessons you’ve learned from previous relationships?
26. What scrambles your brain every time you think about it?
27. What’s a lame joke you use on a regular basis?
28. What do you think aliens would actually look/be like?
29. What is the strongest animal you could win against with just your bare hands and feet?
30. What event from the past do you most want to see a recording of?
31. What great idea would you like to try if you had enough money?
32. Do you like or dislike surprises? Why or why not?
33. When was the last time you broke someone’s heart?
34. Is what you’re doing now what you always wanted to do growing up?
35. What’s one thing that bothers you most about the world today?
36. What is your advice for long-distance friendships?
37. Do you think opposite genders can maintain a friendship without developing a love interest?
38. Do you think your pet can also be your friend?
39. Do you think you can have multiple best friends or only one?
40. What is/was your longest lasting friendship and how did it last so long?
41. How often should a couple argue or fight to maintain a healthy relationship?
42. What is the most important thing in a relationship?
43. Do you think it’s better to save money or invest?
44. Do you have different advice for nearby relationships?
45. What is an unforgivable action?
4 Tips for Choosing Deep Questions to Ask Your Crush
To help you choose the best deep questions to ask your crush, below are a few proven-working tips.
1. Be confident
First of all, you need to look confident and relaxed. Don’t feel panic. Don’t show any signs of nervousness. Take deep breaths. When you feel stable, start a conversation with common phrases and start with comfortable questions.
2. Pick casual questions first
Don’t immediately move to very deep questions, which shows desperation. Your crush won’t feel good about it. Always start with lighthearted and general questions to set the mood first.
3. Find a proper location
When you plan to ask deep questions, make sure to find a proper location. It’s best to be private with only the two of you. Because they may not want to reveal deep thoughts or secrets to a lot of people.
4. Acquire comprehensive personal information
You must have basic knowledge of your crush’s information, like family, qualification, economic conditions, likings, disliking, etc.
So you know what is appropriate to ask and what is definitely not to avoid embarrassment.
Final Thoughts on Deep Questions to Ask Your Crush
Let’s collect all the shreds of the discussion. Now you have gone through all of these deep questions to ask your crush.
We shared multiple categories of deep questions to ask your crush. Think about the level of your intimacy with him/her and choose a proper category. Then apply these questions and get fruitful results. I bet these questions won’t disappoint you and your crush!
Anyone who is in struggle of improving his relationships with his crush, can get benefit from this article. Do not forget to share these questions with your friends to help them as well.
And do not forget to let us know which of the category proved helpful for you. We are sincerely waiting for your good news.
If you want to provide us with suggestions for betterment, you are more than welcome! Just drop us a message. You can also share your own deep questions for your crush with us.
