Questions to Ask Your Boyfriend

Questions to Ask Your Boyfriend
By Subhash Das Updated

Do you often wonder about the questions to ask your boyfriend? Well! Don’t think that you are insane. This happens with almost every alternate person. We all feel stunning and confident when we converse over the phone. But, the moment couples come across, they mostly feel obstructed and confused. People suddenly become numb and clueless.

This situation mostly happens with guys. They become completely speechless in front of their girls. Though not every guy is like this. Some guys are so confident that they can chat for hours after hours without any boredom. But, mostly they feel like a shy and same thing is applicable for girls. Majority of girls are quite upfront and steady, but not everyone. Here, we are definitely going to talk about things irrespective of any gender, because the frame of a strong relationship is conversation and love.

400+ Questions to Ask Your Boyfriend: Ignite the Romance Tonight

Well! Worry no more. Because, to solve all of these woes, we have come up with more than 400 questions to ask your boyfriend. These questions are perfect for different ambiance. The questions have been further divided into 5 categories. These questions to ask your boyfriend are meant for everyone especially for those people who feel terrible at the right time. So, are you ready to decode these beautiful and smart questions? Then, let’s enter inside without further ado.

Romantic Questions to Ask Your Boyfriend

Romantic Questions to Ask Your Boyfriend

Romance is the optimum manifestation of a beautiful relationship. We always love to feel it. This is something that can spontaneously come in a relationship. But, certain questions are there that can definitely intensify it. We have curated such romantic questions to ask your boyfriend. So, are you ready to intensify the special moment?

  1. What is the most interesting thing about me?
  2. What is the most beautiful feature on my face?
  3. Why do you love me so much?
  4. What is so special in our relationship?
  5. If three girls are standing, and you have been blindfolded, then how would you recognize me?
  6. What do my eyes say?
  7. Which phrase I often use between my conversation that you really love to hear again and again?
  8. How different am I from others?
  9. How did you feel when I first kissed you?
  10. What would you do if I ever leave you?
  11. Have you ever feel threatened in our relationship?
  12. Do you love to hug me?
  13. What do you feel when I give you a warm hug?
  14. What about I tell you to marry me tomorrow?
  15. Would you ever stop any trip if I tell you to do so?
  16. Which thing does attract you to me?
  17. Would you love to draw me naked?
  18. What was the most vulnerable moment between us?
  19. Kiss on cheeks or an intense kiss on your lips?
  20. Kiss or just holding hands, what do you like the most?
  21. If I were not the way you imagined your girlfriend, then what could you have done?
  22. Do you love kids or puppies?
  23. How many kids do you want?
  1. Do you feel there is anything funny in our relationship?
  2. How many times I tell you every day that “I love you”?
  3. If during our romantic candle-light dinner, suddenly the candles put off, then what would you do?
  4. What’s the one thing you want to try tonight?
  5. Before proposal, have you ever fantasized me in your dreams?
  6. If I tell you to propose me in a new way, then how will you do it?
  7. Is there anything you feel is lacking in our relationship?
  8. What is so great in my figure?
  9. What do you feel about our future?
  10. If I tell you to come closer to me, then would you be nervous?
  11. What made you fall in love with me?
  12. Is there anything that we need to change?
  13. What is the sexiest thing in our relationship?
  14. Tell me one thing about me that people hate the most, but you absolutely love that flaw?
  15. What is the bodily flaw of mine, you feel look stunning actually?
  16. Is there any habit that you would like to change me?
  17. Do you remember the first movie we watched together?
  18. Would you ever say anything bad about me with others?
  19. Is there anything interesting in our relationship?
  20. Is there any secret you want to share with me?
  21. Do you share everything with me?
  22. How well you know me?
  23. Are we best friends forever?
  24. How long have we been in this cute relationship?
  25. Am I a romantic person?
  26. Would you go for an adventure this weekend with me?
  27. Which type of attire does look good on me?
  28. Do you feel fortunate about this relationship?
  29. What is the one thing you feel fascinating about me?
  30. Which movie do you think resembles our relationship?

Cute Questions to Ask Your Boyfriend

Cute Questions to Ask Your Boyfriend

When a relationship is already very cute and tender, then separate influence is not necessary. But, if you want to increase the index of cuteness, then we can help you in every way possible. Well! To make things easier, more than 50 cute questions to ask your boyfriend have been compiled here. So, decode your relationship like never before.

  1. What do you feel when I kiss you?
  2. Do you love it when I hold your hands?
  3. Which celeb couple can be compared with us?
  4. Do you love it when someone refers you as ‘my boyfriend’?
  5. What makes us a cute couple?
  6. Have you ever thought that we would be in a relationship?
  7. Would you ever lie to me?
  8. What do you feel when we stay apart?
  9. Where do you want me to kiss?
  10. If I kiss you on your neck, then how would you feel?
  11. Why do you close your eye whenever I try to kiss you?
  12. What did you feel when I first touch you?
  13. If you ever fall in love with my best friend, then how would you tell me that?
  14. Why do you blink your eyes irregularly whenever I come closer?
  15. Why do I feel thrilled every time I touch your face?
  16. Can you describe our relationship using 3 adjectives only?
  17. What is very sassy about me?
  18. If I ask you to make me laugh, then how would you do that?
  19. What is the cutest thing in my nature?
  20. How would you introduce me to your parents?
  21. What do you dream of your marriage?
  22. Have you ever imagined your life with someone else?
  23. Was it love at first sight for me?
  24. Do you believe that we argue like other couples?
  25. What is so uncommon in our relationship?
  26. Is there anything that you would like to share with my bestie about me?
  27. Why did you give me such a cute nickname?
  28. Hobby or me, which is more important to you?
  29. What do you feel when I write letters for you or send you romantic text messages?
  30. Which is your favorite gift from me?
  31. Do you remember the time when we first met?
  32. How happy are you at this phase of life?
  33. Do you feel confined when not able to do the things that you love to do?
  34. Is there anything finest in me?
  35. Would you ever take my love for you as granted?
  36. Which dress did I wear on the day you proposed me?
  37. How do you want to propose me for marriage?
  38. My smile or my eyes, which is cuter to you?
  39. If I were a really ugly person with good heart, then have you had really proposed me?
  40. Would you love to do everything together after marriage?
  41. Do you believe that without physical intimacy, love is possible?
  42. Do I have a lookalike?
  43. What makes me look pretty and attractive?
  44. Which feature of me made you fall in love with me?
  45. Can you cuddle me hours after hours?
  46. Which flower resembles my freshness?
  47. Do you like it when some other guy calls me beautiful?
  48. Do you ever feel possessive about me?

Questions to Ask Your Boyfriend about Life

Questions to Ask Your Boyfriend about Life

A person with whom probably you are going to spend your whole life, don’t you think it is important to ask such an important person a few casual yet interesting questions about life? Here, more than 50 questions to ask your boyfriend have been compiled. These questions would definitely help you take the right decision.

  1. What is the most memorable day for you?
  2. Where do you want to see yourself after 5 years?
  3. Do you ever dream about your life?
  4. Have you ever taken any rough decision in your life?
  5. What is the one thing you can do, that none can?
  1. Whom do you love the most in your life?
  2. Who can make you feel happy and confident?
  3. Which is the best quality you have?
  4. What is your motto in life?
  5. Why people trust you?
  6. Have you ever begged anyone for a simple job?
  7. What if you feel embarrassed?
  8. Is there anything that you can’t do?
  9. One thing that you have learned from me?
  10. Would you ever lie to achieve something big?
  11. Is there anything that often comes in between you and success?
  12. Do you feel that you are talented enough?
  13. Has anyone ever betrayed you?
  14. What motivates you every morning?
  15. Do you love yourself?
  16. What is the best thing in your life?
  17. How do you handle failures?
  18. Which tip you often share with younger people?
  19. If someone offers you a huge amount of money to do something illegal, then would you do that?
  20. Is there anything that makes you different from your friends?
  21. What can you do to make yourself happy?
  22. What is the definition of success to you?
  23. When would you consider yourself a successful person?
  24. Have you ever believed anyone blindly?
  25. If life gives you another opportunity, then what are the things would you want to rectify in yourself?
  26. Who is your idol in life?
  27. Do you believe in fortune?
  28. Do you think that you are fortunate enough to achieve anything?
  29. Would you ever use any reference to achieve something?
  30. Do you think that life is difficult?
  31. Which challenging thing have you faced recently?
  32. Do you love being over-confident or impudent?
  33. If you don’t know the answer to a certain thing, then how would you avoid that?
  34. Have you ever felt guilty after doing anything?
  35. What is the craziest moment of your life?
  36. How do you take negativities in life?
  37. How do you handle haters?
  38. Do you feel loved when someone praises you for your work?
  39. What is the most beautiful gift you have ever received for achieving something?
  40. Money or love, what is more, important for you?
  41. Do you feel emotional?
  42. If someone tries to demotivate you, then how do you take that?
  43. Can you share any horrible experience of your life?
  44. Do you feel bad when someone tries to humiliate you in front of your parents?
  45. Whom do you love the most?
  46. What is the most interesting thing about your life?

Naughty Questions to Ask Your Boyfriend

The boyfriend-girlfriend relationship is full of mischievous acts. When two people ignite, cute and bizarre things may happen at the same time. Take the advantage of the moment with these stunning questions to ask your boyfriend. Are you ready to feel the romance?

  1. What can turn you on in life?
  2. Would you be surprised to find that I am not virgin?
  3. Do you to fantasize about me?
  4. What do you fantasize in me?
  5. Smooch or kiss?
  6. Beauty or brain, which thing makes me attractive?
  7. What is the naughtiest thing have I ever told you?
  8. How do you fantasize about me?
  9. How do you want me to approach you for intimacy?
  10. Have you ever read any adult book?
  11. Which movie turns you on whenever you watch it?
  12. Which adult movie you watched for the first time?
  13. Do you love savings or an extravagant life?
  14. Can you guess what I am wearing right now inside?
  15. Brain or beauty, what attracts you to a woman?
  16. What is so special about me that turns you on?
  17. How long do you take to reach your climax?
  18. How different do you feel when I want to kiss you?
  19. Which pic of mine do you see when you’re alone?
  20. Last time, when had you a really naughty and dirty dream about me?
  21. If I ask you to date other beautiful girls, then would you do that?
  1. Love or physical intimacy, which one is important to you?
  2. Can you remember the day when we first did it?
  3. If a beautiful and attractive lady approaches you, then what would you do?
  4. How difficult or easy is it to turn you on?
  5. Whenever you think of me, which picture comes to your mind?
  6. Night or day, when do you feel the most turned on?
  7. How would you rate our relationship?
  8. Today I am planning a romantic candlelight dinner at my place, what else do you want to do?
  9. Which part of my body is your favorite?
  10. Which part of my body do you love to touch?
  11. To how much extent would you go with me?
  12. So, relationship with no physical intimacy or just physical intimacy without any relationship, what do you want?
  13. So, what’s the weirdest experience you had on the bed?
  14. How do you feel on those days, when I turn off your mood?
  15. How do you feel when I embrace you?
  16. Are you a passionate kisser?
  17. How many scores would you give me for my kissing?
  18. Which posture makes you romantic?
  19. What do you do when you see extremely steamy things?
  20. How important is love for you?
  21. Do you feel different from the time when you fell in love with me?
  22. How much have you changed in these years?
  23. What makes you vulnerable yet attractive?
  24. How handsome do you feel you are?
  25. How would you define my body shape?
  26. What if I were a woman without chest?

Deep and Intense Questions to Ask Your Boyfriend

Deep Questions to Ask Your Boyfriend

Every person has own philosophy. No! We are not talking about philosophical questions or preaching. But the ambit we all cover in our life is the aspect of moral values and judgments. These are very personal kind of questions to ask your boyfriend. So, if you have that depth in your relationship, then why not? You should definitely try to know more about the person you love.

  1. What is the meaning of love to you?
  2. For you, what makes a relationship successful?
  3. Do you believe that consent is necessary for physical intimacy?
  4. How do you take rejection in life?
  5. Would you compare me with your ex-lover?
  6. If your parents do not approve me, then what would you do?
  7. What is so inspiring in our relationship?
  8. Have you learned anything from this bonding?
  9. Would you ever leave me if such confusing situation arrives in your life?
  10. So, what is the most annoying thing in a relationship?
  11. Do you like intense relationships or just a casual one?
  12. What makes you happier? A stable life or a stable relationship?
  13. Do you love it when someone praises me in front of you?
  14. So, what can make you really happy?
  15. Would you mind if I rebuke you?
  16. Have you ever been rebuked by anyone just without any reason?
  17. So, what’s the most adventurous thing that you want to after marriage?
  18. If you are asked to change yourself for the sake of love, then would you ever do that?
  19. What are things have you learned about life so far?
  20. If you were given a superpower, what could have been that?
  21. Do you love melodramatic life?
  22. What is your take on hypocrite people?
  23. If I make a terrible mistake now, then how would you take that?
  24. So, what do you feel about your love life?
  25. Are you happy with me?
  26. Do you ever feel monotonous in life?
  27. What if one day you find me very boring?
  28. Do you like adventurous love life?
  29. What’s the one thing that can always make you happy?
  30. If you had enough money, then what would you have been doing now?
  31. Which is the most influential thing in your life?
  32. Have people ever underestimated you?
  33. Do you hate any person?
  34. What can give you real anxiety issue?
  35. Is there anything that makes you really angry?
  36. What is the meanest remark you have ever heard of?
  37. What is your usual reaction when you find people criticising you on your back?
  38. Have you ever faced backstabbing?
  39. Describe yourself using only one adjective?
  40. One virtue of yours that is very rare these days, but you have that.
  41. If you could write articles, then what could have been the subject matter?
  42. What is the worst phase in your life?
  43. Which food makes you literally nauseous?
  44. Will you ever accept money from anyone?
  45. Will you ever leave me without any justification?
  46. What is your usual pretext while leaving office before time?
  47. How do you manage your time and schedule so well?
  48. Which hairstyle do you love to carry on?
  49. Are you proud of anything silly?
  50. Have you ever felt uncontrollable?
  51. So, what do you usually write on your wallpaper?
  52. Do you have any brutal secret in your life?
  53. Have you ever lied to me?
  54. So, what do you think is the best feature on your face?
  55. Have you ever been pampered in your life?
  56. What do you feel when people fight or argue unnecessarily?
  57. What makes you very sad?
  58. Do you feel scared to be in a serious relationship?
  59. What can make you feel nostalgic?
  60. How clever were you in your childhood days?

Serious Questions to Ask Your Boyfriend

Serious Questions to Ask Your Boyfriend

Often, to know a person better, we need to take the help of serious questions. The relationship we share with these people is undoubtedly special. Make it more special by keeping the list of serious questions to ask your boyfriend ready in hand. The ambit of this list is mainly focused on career, the depth of relationships, and work life. Make your equation more prominent and lovely.

  1. How focused are you in your career?
  2. What is your dream job?
  3. What keeps you motivated always in life?
  4. Have you ever thought of doing something else instead of this?
  5. Are you serious with your career?
  6. Would you ever consider money as your motivating factor?
  7. If there is one thing that can stop you from being good, what would be that?
  8. Would you change yourself ever just to make others happy?
  9. How much important is happiness in life?
  10. What extent can you take yourself to get success?
  11. Have you found any shortcut to success yet?
  12. What makes you different from others?
  13. How different would have been your life if you were a privileged child?
  14. What if life gives you a second opportunity?
  15. One mistake that you made but would not be able to forgive yourself ever.
  16. How hard would you try to keep your promises?
  17. Will you ever do anything wrong for your personal growth?
  18. Do you believe in discrimination based on how you look?
  19. Are you afraid of facing any challenge?
  20. What is the most daring project have you handled so far?
  21. How do you cope with troubles in work life?
  22. Have you ever been approached in a wrongful manner by any girl?
  23. If someone ever says that you are inefficient, how strongly would you condemn that?
  24. How long do you take to pacify a tensed situation?
  25. Do you believe that education solely cannot make a person perfect?
  26. Are you obsessed with perfection?
  27. Which is the worst phase of your life?
  28. Have you ever faced any problem in your current organization?
  29. What if your colleagues behave in a bad manner with you?
  30. If we were not in a relationship with me, how different your life could have been?
  31. What if you fall in love more with your job?
  32. Have you ever planned to do anything illegal?
  33. Good or bad, what is your usual tendency?
  34. What do you feel whenever you step in your office?
  35. To be healthy or maintaining a good physique, which one is more important?
  36. Do you feel jealous when your partner achieves something better?
  37. Is it alright to judge a person?
  38. What reform do you want to bring in society?
  39. What is the relationship between age and success?
  40. How do you react generally when someone blames you for something that you have never done?
  41. What if we break up suddenly?

Questions to Ask Your Boyfriend About Past

Intimate Questions to Ask Your Boyfriend

Being aware of your partner’s past can surely put the foundation for a successful and healthy relationship in the future. In order to make your relationship stronger, there are a few fun and tricky question that will open him to you without hurting his feelings. Go through the questions to ask your boyfriend about past and know him more than you do now. As per your relationship, you can come up with your own questions too! Otherwise, the following are fine in terms of fun and familiarity.

  1. When did you first watched cartoon?
  2. Have you ever been in love with someone elder to you?
  3. Have you ever been proposed by a man?
  4. What episode from your past do you want to erase forever?
  5. At what age, did you first learn slangs?
  6. Did you ever get bullied in the past?
  7. Did you ever bully someone else in your past?
  8. Is there any incident in your past you knew wrong but still did it?
  9. At what age, did you first get drunk?
  10. Have you ever been addicted to drugs?
  11. What was the incident in your life that made you the person you are today?
  12. What was the most painful moment in your life?
  13. When did you first started dating a girl?
  14. When did you first have a crush?
  15. Have you ever been caught while cheating in exam?
  16. What was the dumbest thing you did in your past?
  17. What incident in your past you laugh at now?
  18. What was your most eerie experience of childhood?
  19. Have you ever stolen anything in your past?
  20. If given a time machine, which incident would you like to change in your past?
  21. Which incident in your past you want to write a book about?
  22. What was the most memorable destination of your past that you want to revisit time and again?
  23. Which movie title do you think would best suite your life till now?
  24. What are the incidents of your past that changed you for better and for worse?
  25. Who is the most generous person you have met in your life?
  26. What was your favorite childhood hero?
  27. What was your favorite fairy tale character?
  28. Is there any incident in your past that made you uncomfortable? What’s that?
  29. What is the most adventurous encounter of your teenage?
  30. What is the most memorable vacation when you were a child?
  31. When did you first kiss a girl?
  32. What was the most dangerous injury of your life?
  33. What are the most hateful and wonderful memories of your past?
  34. What is the cleverest thing you have done as a child?
  35. For whose loss in the past, did you feel broken?

Fun Questions to Ask Your Boyfriend

Fun Questions to Ask Your Boyfriend

The fun aspect of life cannot be ignored ever. Be it friendship or just a casual relationship, you always need fun elements in your life. These fun questions to ask your boyfriend are undoubtedly one of our best curations. Check these out to make him giggle just like a kid. Cute, isn’t it?

  1. What if someday you forget your inner wears at your home?
  2. What is the best meme you have ever seen in your life?
  3. Is there any funny incident that you can never forget?
  4. Have you ever spoken to your pet?
  5. Which word you often used to say as a child?
  6. What if your pet someday refuse to accept you as an owner?
  7. Which song always make you insane?
  8. What is your favorite slang?
  9. Would you rather be Iron Man or Batman?
  10. Would you want to have the power of Thanos or Darkseid?
  11. Which celeb was your teen crush?
  12. Have you ever peed in a public pool?
  13. What if am I refuse to wash your dirty underwear?
  14. Which is the most exotic thing have you ever wore?
  15. Have you ever tried to propose women much older o you when you were just a kid?
  16. When did you fall in love with your class teacher?
  17. Have you ever been fired from your school just over nothing?
  18. How naughty were you as a kid?
  19. What keeps you so happy and contented?
  20. Three things that you cannot live without?
  21. What comes to your mind whenever you see a fat kid?
  22. Skinny or healthy, what’s your love?
  23. Up to which age have you watched cartoons?
  24. Which video game would you like to share with me?
  25. Is comedy crappy nowadays, what’s your take on that?
  26. What about a comedy show this weekend?
  27. Do you love to boast about the luxurious things that you possess?
  28. What if you suddenly become very obese and cannot even do your own work?
  29. Have you ever been preached by any stranger?
  30. Have you ever tried to apply lipstick?
  31. What about wearing a heel and walk like an elegant lady?
  32. Would you love to dance with me in rain or in a restaurant?
  33. Food or me?
  34. What if you find a bunch of kittens instead of newspapers in front of your doorstep?
  35. Have you ever experienced skinny dipping?
  36. Have you ever got a kiss from another guy?
  37. One thing that your parents felt looks amazing on you, but it was actually a crap?
  38. How will you define your school days? Fun or strict?
  39. What makes you scared whenever you think of marriage?
  40. Have you ever peed in your pants?

Flirty Questions to Ask Your Boyfriend

Flirty Questions to Ask Your Boyfriend

Remove your clothes and let’s bang on, this has become quite old. Guys love it when you turn them on slowly. Are you planning something sensuous tonight? Then, keep these flirty questions to ask your boyfriend hand-ready. These are streamy, hot, and full of romance. Surely, your guy would love it. Seduce him in a despacito manner.

  1. Which girly move makes you crazy?
  2. Is it any perfume or your natural body odor? Whatever it is, it’s awesome!
  3. Do girls become crazy over your physique?
  4. How do you maintain such a handsome body?
  5. What would you do on the streets of Paris?
  6. Curvy body or bikini body, what do you prefer?
  7. Describe my body in three words only?
  8. What is your cycle, day or morning?
  9. Strawberry, honey, or chocolate?
  10. Do you like everything raw?
  11. Which clothes on me make you excited?
  12. Do you have fetish on anything?
  13. Intimacy in public space, have you ever experienced that sort of thing?
  14. What if I steal all your clothes, would you still go to your office?
  15. If you are given the opportunity to stay a whole night alone with a celeb, would you take that?
  16. Wow, your underwear looks sexy! Which brand is it?
  17. Have you ever had experience with two women at the same time?
  18. Have you ever dated two women together?
  19. What’re your friends with benefits moments?
  20. Have you ever kissed anyone in the swimming pool?
  21. Sheer or Lace-Tshirt, in which one do I look good?
  22. Would you ever make me bed tea?
  23. Have you ever confessed anything bizarre on the bed?
  24. Which part of your body do you like to be massaged?
  25. Have you ever sneaked into another girl’s privacy?
  26. What’s your definition of romance?
  27. Where do you like to see tattoo on my body?
  28. How easy or tough do you find me to seduce?
  29. If you have to compare me with a food, what would it be?
  30. What’s the best way to relax for you after a hectic day?
  31. Did you like the book or the movie of “50 shades of grey”?
  32. What would be your reaction if I say, ‘I like you’?
  33. Are you possessive or obsessive about me?
  34. What was the thing that you first noticed when you first saw me?
  35. Would you ever send me a naughty picture of you if I ask?

The relationship you share with your boyfriend is undoubtedly very special. In fact, it can be called very cute and an intimate relation. This list of questions to ask your boyfriend is definitely the best and apt for any situation. Know him more, and give your relationship a whole new dimension.


  • Keep the questions light, it is better to avoid bold questions.
  • Break the monotony with some fun-filled questions.
  • It is really important to maintain a romantic vibe in the questions. Otherwise, the romance would never ignite.
  • Trust his judgments and opinions.