Questions To Ask Your Boyfriend {The Ultimate List}

Relationship Questions / By /

Share with your friends!

Want some fun questions to ask your boyfriend?

When it comes to relationships, there’s lots of things you need to know about your partner before a long term commitment. It’s important to know that you are not only physically and emotionally compatible, but also that your lives will mesh well together.

So asking relationship questions is important. Not only that, but asking questions can help you get to know each other on a deeper and more intimate level, and can help you spot any red flags early on.

text reads "questions to ask your boyfriend" with couple holding hands walking towards the beach.

One of the best ways to get to know your partner better is by asking questions. Fun questions, serious questions, random and personal questions…they’re all important.

It doesn’t matter if you just started dating or if you’ve been together for ages, asking some good questions can help you understand your boyfriend’s interests, goals, and values.

Plus, asking questions can help you express your own feelings and needs and help you both connect emotionally.

So, if you want to get the convo going, here are some questions that you may want to ask your boyfriend to get to know them better:

Table Of Contents
  1. Basic questions to ask your Boyfriend:
  2. Fun Questions to ask your Boyfriend:
  3. Childhood Questions to ask your Boyfriend:
  4. Personal History Questions to ask your Boyfriend:
  5. Personality Questions to ask your Boyfriend:
  6. Travel Questions to ask your Boyfriend?
  7. Have You Ever Questions:
  8. Serious questions to ask your Boyfriend: Do You Believe…
  9. Past Relationship Questions
  10. Flirty Questions to ask:
  11. Questions to ask your BF about the Future:
  12. Questions about future Kids:
  13. Dirty Questions To Ask Your Boyfriend:
  14. Random Questions To Ask Your Boyfriend
  15. Things To Ask Your Boyfriend
  16. Cute Questions To Ask Your Boyfriend
  17. Important Questions To Ask Your Boyfriend
  18. This or That Questions For Boyfriend
  19. Questions To Ask Your Boyfriend About Yourself
  20. Yes or No Questions To Ask Your Boyfriend
  21. Juicy Questions To Ask Your Boyfriend
  22. Loving Questions For Your Boyfriend
  23. Truths To Ask Your Boyfriend
  24. Would You Rather Questions For Your Boyfriend

Basic questions to ask your Boyfriend:

  1. What’s your favorite color?
  2. What kind of music do you listen to?
  3. What do you like to do in your spare time?
  4. Are you an early riser or a late nighter?
  5. Boxers or briefs?
  6. Are you a cat or dog person?
  7. What kind of movies/television shows do you like?
  8. What do you like to eat?
  9. Do you like to play games?
  10. Do you have a favorite alcoholic drink?

Fun Questions to ask your Boyfriend:

Or try some of these funny couples questions…

  1. If you were stranded on an island, what three things would you take with you?
  2. What is the grossest thing you’ve ever eaten?
  3. What was your most embarrassing moment?
  4. Is there anything you love that other people think is gross?
  5. What would you do if you were invisible for a day?
  6. If you could fly, where would you fly to?
  7. What would be your superpower of choice?
  8. Have you ever been skinny dipping? Would you go?
  9. What is your worst/grossest habit?
  10. What would you do to survive a zombie apocalypse?

Childhood Questions to ask your Boyfriend:

  1. Where did you grow up? 
  2. What was your relationship like with your parents growing up?
  3. Were you close with your grandparents?
  4. Do you have any brothers or sisters?
  5. Would you change anything about your childhood?
  6. What’s your favorite childhood memory?
  7. Who was your best friend as a child?
  8. Do you and your family have any special traditions?
  9. Are you close with your extended family?
  10. What got you in the most trouble as a child?

Personal History Questions to ask your Boyfriend:

  1. Where’s the coolest place you’ve ever been?
  2. What’s your favorite thing you’ve ever done?
  3. What accomplishment are you most proud of?
  4. What were you like as a student?
  5. What’s the scariest thing you’ve ever done?
  6. Have you ever been in trouble with the law?
  7. What’s the kindest thing you’ve ever done to someone?
  8. What’s the meanest thing you’ve ever done to someone?
  9. What’s the scariest thing that’s ever happened to you?
  10. What’s your biggest regret?

Personality Questions to ask your Boyfriend:

  1. What’s your best trait?
  2. What’s your worst trait?
  3. Do you have any bad habits I should know about?
  4. What compliment do you get most from people?
  5. If I spoke to your ex-girlfriend, what would she say about you?
  6. Do you consider yourself an introvert or an extrovert?
  7. How do you handle anger?
  8. What’s something that makes you emotional?
  9. If you’re sad or upset, what can I do to make you feel better?
  10. Who do you turn to most when you need advice?
woman smiling at boyfriend asking questions.

Travel Questions to ask your Boyfriend?

  1. Do you like to travel? Or would you prefer to stay home?
  2. If you could travel anywhere in the world, where would you go?
  3. What’s your favorite place you’ve ever been to?
  4. What’s the most adventurous thing you’ve ever done?
  5. Have you ever been anywhere really dangerous?
  6. Are you good at navigating airports?
  7. Are you afraid of flying?
  8. What places are on your bucket list?
  9. Would you rather stay in a lavish hotel or go camping?
  10. How flexible are you with your travel plans?

Have You Ever Questions:

  1. Have you ever been skydiving?
  2. Have you ever done it on the beach?
  3. Have you ever been in love?
  4. Have you ever broken someone’s heart?
  5. Have you ever dated two people at once?
  6. Have you ever gone through a partner’s phone?
  7. Have you ever been arrested?
  8. Have you ever drove drunk?
  9. Have you ever stolen something?
  10. Have you ever been in a fist fight?

Serious questions to ask your Boyfriend: Do You Believe…

And check out our post for more deep questions to ask your boyfriend.

  1. Do you believe in God?
  2. Do you believe in religion?
  3. Do you believe in ghosts?
  4. Do you believe in aliens?
  5. Do you believe in love at first sight?
  6. Do you believe fairy tales can come true?
  7. Do you believe that there are more good people in the world than bad?
  8. Do you believe in miracles?
  9. Do you believe that the world is round?
  10. Do you believe in magic?

Past Relationship Questions

  1. How many relationships have you been in?
  2. Why did you break up?
  3. Are you still friends with your ex’s?
  4. How many people have you slept with?
  5. How long have you and your ex been broken up?
  6. Have you ever cheated on a partner?
  7. What did you and your ex argue the most about?
  8. If your ex had to say one bad thing about you, what would they say?
  9. What would your ex say the best thing about you is?
  10. Do other people consider you a player?

Flirty Questions to ask:

Try some of these flirty questions for your boyfriend…

  1. Where do you see our relationship going?
  2. Who’s relationship do you aspire to be like?
  3. What do you think it takes to make a relationship work?
  4. What do you think is the most important factor in a relationship?
  5. How do you handle arguments in a relationship?
  6. What is your love language?
  7. What would you do if your friends and family didn’t approve of me?
  8. What’s something you can improve on in your relationships?
  9. What does monogamy look like to you?
  10. What are your views on physical intimacy?

Questions to ask your BF about the Future:

  1. Do you want to get married?
  2. Do you want to have kids?
  3. Where do you see yourself in 5 years?
  4. Where do you want to live/settle down?
  5. How do you see us splitting finances if we are to be together long-term?
  6. What does your career look like in the future?
  7. Would you be supportive of my career goals if we stayed together?
  8. How involved would you be with my family?
  9. What do you think the “role” of a wife is?
  10. If we were ever struggling in our relationship, would you consider going to a counselor?

Questions about future Kids:

  1. How many children do you want?
  2. Would you prefer a boy or girl?
  3. Do you have any names you like?
  4. How do you see the roles divided between mom and dad?
  5. If we had kids, would you stay at home or work?
  6. Would you want me to stay at home or work?
  7. How will we approach discipline with our children?
  8. How would you respond if I couldn’t have children?
  9. How do you feel about co-sleeping?
  10. How would you handle it if our baby had a disability?

Dirty Questions To Ask Your Boyfriend:

  1. What is the first thing that comes to mind when you think of me?
  2. What’s the sexiest thing that someone has ever done for you?
  3. What’s the wildest fantasy that you’ve ever had?
  4. What’s the most flirty text or message you’ve ever sent?
  5. What’s your favorite physical feature of mine?
  6. What’s your favorite way to be touched or kissed?
  7. What’s the most daring thing you’ve ever done in the name of love or lust?
  8. What’s the hottest date that we’ve ever been on?
  9. What’s the most intense physical sensation that you’ve ever experienced?
  10. What’s your favorite part of our physical intimacy?

  1. What’s the sexiest outfit you’ve ever seen me wear?
  2. What’s your favorite part of foreplay?
  3. What’s the most seductive thing that you’ve ever done to me?
  4. What’s your favorite way to be teased or tempted?
  5. What’s the most daring or adventurous place that you’ve ever been intimate?
  6. What’s the most intense physical sensation that I’ve ever given you?
  7. What’s the most flirtatious thing that we’ve ever done together?
  8. What’s the sexiest thing that you’ve ever whispered in my ear?
  9. What’s your favorite type of physical touch?
  10. What’s the most sensual moment that we’ve ever shared together?
couple sitting on couch talking to each other.

Random Questions To Ask Your Boyfriend

  1. If you had to choose one animal to be your loyal companion for the rest of your life, which one would you choose?
  2. Would you rather explore space or the ocean depths?
  3. If you could only eat one food for the rest of your life, what would it be?
  4. If you were to describe yourself as a flavor, what would it be?
  5. What’s the weirdest dream you’ve ever had?
  6. If you could have any celebrity as your best friend, who would it be?
  7. What’s the most spontaneous thing you’ve ever done?
  8. If you could be any fictional character’s sidekick, who would you choose?
  9. What’s the most impressive thing that you’ve ever built or created?

Things To Ask Your Boyfriend

  1. If you could live in any fictional universe, which one would you choose?
  2. What’s the most unique skill or talent that you possess?
  3. If you had to live in a different country for a year, which one would you choose?
  4. If you could only listen to one album for the rest of your life, which one would it be?
  5. What’s the most memorable gift that you’ve ever given someone?
  6. If you could witness any event from history, what would it be?
  7. What’s the most unusual job or career that you’ve ever had?
  8. If you could have any object from a movie or TV show, which one would you choose?
  9. What’s the most creative Halloween costume you’ve ever worn?
  10. If you could go on a road trip with any fictional character, who would it be and where would you go?
  11. What’s the most interesting fact or piece of trivia that you know?

Cute Questions To Ask Your Boyfriend

  1. What’s your favorite thing about me?
  2. What’s the most romantic thing that you’ve ever done?
  3. What’s your favorite thing to do together?
  4. What’s your idea of the perfect date?
  5. What’s your favorite memory of us together?
  6. What’s the sweetest thing that someone has ever done for you?
  7. What’s the most thoughtful gift that you’ve ever given someone?
  8. If you could travel anywhere in the world with me, where would you want to go?
  9. What’s your favorite thing about cuddling?

  1. If you could relive one moment from our relationship, which one would it be?
  2. What’s your favorite nickname for me?
  3. What’s the most important thing in a relationship to you?
  4. What’s something that you’ve always wanted to do with me?
  5. What’s your favorite thing about us as a couple?
  6. What’s your favorite thing that we have in common?
  7. What’s the most important lesson that you’ve learned from our relationship?
  8. What’s something that you’ve always wanted to tell me?
  9. What’s your favorite thing about our conversations?
  10. What’s the most valuable thing that you’ve learned about love from our relationship?
  11. What’s your favorite thing about waking up next to me in the morning?

Important Questions To Ask Your Boyfriend

  1. What are your long-term goals and aspirations?
  2. What do you value most in a relationship?
  3. How do you handle conflict in a relationship?
  4. What are your top love languages, and how do you like to receive love?
  5. How important is honesty and transparency to you in a relationship?
  6. What are your expectations for communication in our relationship?
  7. How do you envision your future with me?
  8. What are your thoughts on marriage and family?
  9. What do you think is the biggest challenge in our relationship?
  10. How do you balance personal time and time spent together in a relationship?

  1. How do you handle stress and difficult times?
  2. What are your thoughts on finances and how they should be managed in a relationship?
  3. What is your approach to personal growth and self-improvement?
  4. How do you feel about vulnerability and sharing personal experiences?
  5. What are your thoughts on forgiveness and second chances in a relationship?
  6. What do you think is the most important quality in a partner?
  7. How do you like to show appreciation and gratitude in a relationship?
  8. What are your thoughts on boundaries and how they should be established in a relationship?
  9. What role do you think physical intimacy plays in a relationship?
  10. What do you think is the key to a successful, long-lasting relationship?

This or That Questions For Boyfriend

  1. Public displays of affection or private affection?
  2. Movie night at home or a night out at the cinema?
  3. Cook together or order takeout?
  4. Surprises or planned events?
  5. Share personal stories or keep things private?
  6. Texting or phone calls?
  7. Meeting the family or spending time with friends?
  8. Cuddling on the couch or going for a walk together?
  9. Being spontaneous or planning everything out?
  10. Talking things out or giving each other space to cool off?

  1. One big vacation or multiple small getaways throughout the year?
  2. Candlelit dinner at home or a fancy restaurant?
  3. Celebrating every milestone or just the big ones?
  4. Watching sports together or watching a romantic movie?
  5. Gifts or thoughtful gestures?
  6. Talking about the future or living in the moment?
  7. Saying “I love you” often or letting actions speak louder than words?
  8. Spending weekends together or having some alone time?
  9. Sharing responsibilities or dividing them equally?
  10. Personal hobbies or shared interests?
couple holding hands, facing each other and laughing outside.

Questions To Ask Your Boyfriend About Yourself

  1. What was your first impression of me when we first met?
  2. What do you think are my best qualities?
  3. What are some areas you think I can improve in?
  4. How do you think I’ve changed since we first started dating?
  5. What are some things that make me happy?
  6. What are some of my favorite hobbies or interests?
  7. What are some of my biggest fears or insecurities?
  8. What are some of my goals or dreams for the future?
  9. What do you think is my love language?
  10. What are some of the things that we have in common?

  1. What do you think is my favorite memory with you?
  2. What do you think is my favorite food or restaurant?
  3. What do you think is my biggest pet peeve?
  4. What do you think is my favorite type of music?
  5. What are some of the things you admire about me?
  6. What is something that you have learned about me that you didn’t know before?
  7. What is something that I do that always makes you smile?
  8. What do you think is my biggest accomplishment so far?
  9. What are some of my future aspirations that you know of?

  1. What do you think is my favorite way to unwind after a long day?
  2. What do you think is my favorite thing to do on the weekends?
  3. What do you think is my favorite type of weather?
  4. What is something that I have done that has impressed you?
  5. What is something that you love about my personality?
  6. What is something that you find unique or interesting about me?
  7. What do you think is my biggest strength in our relationship?
  8. What is something that you think I should be more confident about?
  9. What is something that you appreciate about the way I communicate with you?
  10. What do you think is my favorite thing to do with you?
  11. What do you think is something that I could teach you?

Yes or No Questions To Ask Your Boyfriend

  1. Have you ever been in love before?
  2. Do you like trying new things?
  3. Do you enjoy spending time outdoors?
  4. Do you prefer staying in for dates?
  5. Do you believe in soulmates?
  6. Are you close with your family?
  7. Do you have any pets?
  8. Do you like to travel?
  9. Are you a morning person?
  10. Do you enjoy watching movies?

  1. Do you like to cook?
  2. Are you religious?
  3. Do you have any hobbies?
  4. Do you think you are a spontaneous person?
  5. Do you value honesty and transparency in a relationship?
  6. Do you enjoy spending time with me?
  7. Have you ever cheated on me?
  8. Do you see a future with me?
  9. Are you happy in our relationship?
  10. Have you ever lied to me about something important?

  1. Do you trust me?
  2. Do you find me physically attractive?
  3. Have you ever had feelings for someone else while we were together?
  4. Do you think we communicate well?
  5. Are you comfortable being yourself around me?
  6. Do you think we share the same values?
  7. Do you believe in marriage?
  8. Do you want children in the future?
  9. Do you think we have enough intimacy in our relationship?
  10. Do you believe in fate or destiny?

Juicy Questions To Ask Your Boyfriend

  1. What’s your favorite body part on me?
  2. What’s your favorite body part on you?
  3. What is one thing you wish we would do more of?
  4. What is something you’d like to try with me?
  5. How do you see our relationship going in the next year?
  6. Do you think we are “meant to be”?
  7. What is one secret you have never told anyone else?
  8. Have you ever shared a secret about me to anyone?
  9. What is one thing you would change about me?
  10. What is one thing you would change about yourself?

  1. If you could ask me not to speak to one of my friends ever again, who would it be?
  2. What’s one fantasy you’ve done?
  3. Do you think you know me better than I know you? Or vice versa?
  4. Which of us would you say is “settling” for the other?
  5. Which one of us do you think is dating “out of their league”?
  6. Have you ever thought about breaking up with me?
  7. Were you ever scared I would break up with you?
  8. What is one thing you’ve always wanted to say to me, but have been to afraid to?
  9. Do you think we will end up together forever?
  10. Tell me a secret about us.
couple looking at computer reading questions for boyfriend.

Loving Questions For Your Boyfriend

  1. What do you love most about me?
  2. How did you know you were in love with me?
  3. What’s your favorite memory of us together?
  4. What’s the most thoughtful thing you’ve ever done for me?
  5. What makes you feel loved and appreciated in a relationship?
  6. What do you think is the key to a successful and happy relationship?
  7. Do you see us growing old together?
  8. What’s your idea of the perfect date with me?
  9. What’s the most romantic thing you’ve ever done or said to me?
  10. How has our relationship changed you for the better?

  1. What’s your favorite physical feature about me?
  2. What’s the sweetest thing I’ve ever done for you?
  3. How do you express your love and affection for me?
  4. Do you feel that we are each other’s soulmates?
  5. How can I make you feel more loved and appreciated in our relationship?
  6. What’s one thing you would like us to do together that we haven’t done yet?
  7. What do you appreciate most about our relationship?
  8. What’s your favorite thing to do with me?
  9. How have you grown as a person since we started dating?
  10. What’s your favorite quality about me?

  1. What’s one thing you’re looking forward to in our future together?
  2. What’s the best piece of advice you’ve received about relationships?
  3. What’s something you’ve learned from our relationship?
  4. What’s something you’d like to do more of as a couple?
  5. How do you see our relationship evolving in the future?
  6. What’s your favorite non-physical attribute about me?
  7. What’s one thing you appreciate about our communication as a couple?
  8. What do you think sets us apart from other couples?
  9. What’s something you admire about me?
  10. What’s one thing you appreciate about the way we support each other in our relationship?

Truths To Ask Your Boyfriend

  1. What are your greatest fears?
  2. What’s your biggest regret in life so far?
  3. What’s your biggest accomplishment in life so far?
  4. What motivates and drives you in life?
  5. What’s your proudest moment in life?
  6. What’s the most important lesson you’ve learned in life?
  7. What’s something you wish you could change about yourself?
  8. What’s your definition of success?
  9. What’s something that always makes you happy?
  10. What’s something that always makes you sad?

  1. What’s your favorite childhood memory?
  2. What’s your biggest pet peeve?
  3. What’s your biggest turn-off in a relationship?
  4. What’s your favorite thing about yourself?
  5. What’s something you’re passionate about?
  6. What’s the biggest challenge you’ve faced in life so far?
  7. What’s your biggest goal in life?
  8. What’s something you’re afraid to tell me?
  9. What’s the most meaningful thing someone has ever done for you?
  10. What’s something you’d like to achieve in the next year?

Would You Rather Questions For Your Boyfriend

  1. Would you rather live in the city or the countryside?
  2. Would you rather travel to the beach or the mountains?
  3. Would you rather spend a day at the amusement park or the zoo?
  4. Would you rather watch a movie at home or go out to the cinema?
  5. Would you rather have a night in or a night out with friends?
  6. Would you rather have a small intimate wedding or a big extravagant one?
  7. Would you rather go on a road trip or a cruise?
  8. Would you rather have a pet dog or a pet cat?
  9. Would you rather spend the day hiking or at the beach?
  10. Would you rather stay in a luxurious hotel or go camping?

  1. Would you rather go on a romantic dinner date or cook at home together?
  2. Would you rather spend the day exploring a new city or relaxing at home?
  3. Would you rather have a staycation or a vacation abroad?
  4. Would you rather have a night in with Netflix or go out dancing?
  5. Would you rather have a night of passion or a slow, intimate evening?
  6. Would you rather be able to fly or be invisible?
  7. Would you rather be rich and unhappy or poor and happy?
  8. Would you rather be able to read minds or teleport?
  9. Would you rather have a rewind button in your life or a pause button?
  10. Would you rather live in the past or the future?

  1. Would you rather have the power to heal or the power to time travel?
  2. Would you rather be stuck on an island alone or with someone you dislike?
  3. Would you rather have unlimited money or unlimited time?
  4. Would you rather be famous or wealthy?
  5. Would you rather live without music or television?
  6. Would you rather have a personal chef or a personal trainer?
  7. Would you rather have a photographic memory or the ability to forget anything you want?
  8. Would you rather go back to school or start a new career?
  9. Would you rather live forever or be able to bring someone back from the dead?
  10. Would you rather have a billion dollars or true love?

Use these questions as a starting reference to get to know your boyfriend better. The idea here is to connect on a deeper level, while at the same time looking for any red flags or suggestions that your lifestyles might not mesh together well. 

Sara Kae

Sara, a seasoned expert in wedding planning and date ideas, brings a wealth of experience to our couples blog. With a background in the television industry and hands-on involvement in a dozen weddings, including working as a wedding assistant on "My Fair Wedding with David Tutera," Sara has an innate understanding of the magic that makes weddings truly special. Growing up with four sisters has given her unique insights into the dating world, making her a go-to source for practical and heartfelt dating advice. Her knowledge and enthusiasm make her the perfect guide for couples seeking to infuse their relationships with creativity and love.

Share with your friends!