150+ Questions to Ask Your Boyfriend (2021)

đź’ˇ The Best List of Questions to Ask Your Boyfriend.

Last update: 2021-05-12

Inside this article

  1. General boyfriend questions
  2. Questions about yourself
  3. Deep boyfriend questions
  4. Funny boyfriend questions
  5. Questions to ask by text
  6. Questions to ask about their ex
  7. Questions for teenagers
  8. Dirty boyfriend questions
  9. Romantic boyfriend questions
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The best list of questions to ask your boyfriend (by type of question).

Asking your boyfriend questions can be a great way to develop a deeper, more meaningful relationship. In addition, it can be a great way to have fun together. Questions can be deep and intellectual. Or playful and silly where it’s like playing a game. Using these styles of questions can be great conversation starters.

Relationship questions like the one below can assist in getting to know your partner more in-depth. Or begin relationships. Or assist in relationships that have been established for a long time. Asking questions are simply ways to fill time.

General fun questions to ask your boyfriend (to get to know each other)

  1. Where were you born?
  2. Do you know what day of the week you were born?
  3. What are your favorite hobbies on the weekends?
  4. Where do you want to live in the future?
  5. What’s your dream job?
  6. What moment in your history really defined you?
  7. What’s something from childhood that defined you?
  8. Who was your favorite teacher?
  9. When did you know that you wanted to have the job you have now?
  10. Who is part of your friend group?
  11. Who is your best friend?
  12. Did you ever lose a best friend? If so, what happened?
  13. Did you ever lose a parent or family member?
  14. Who are you closest to within your family?
  15. What family traditions do you appreciate the most?
  16. Do you think your friends would describe you as a loyal person?
  17. What's one thing you want to know about me that you were to afraid to ask?
  18. What's one thing you would change about yourself if you could?
  19. If you could change anything in the world, what would you change?
  20. What's one thing that would make your personal life stronger?
  21. Would you ever pick up a stray dog on the side of the road?
  22. Name three things that make you happy.


Questions to ask your boyfriend about you (yourself)

  1. Do you know what my favorite color is?
  2. Do you know what my favorite musical group is?
  3. Do you know what my favorite movie is?
  4. Do you know who I’m best friends with?
  5. Do you know who was my longest relationship?
  6. Do you remember how we first met?
  7. Do you know what my natural hair color is?
  8. Do you know what our family traditions are?
  9. Do you know when we go to church?
  10. Do you know what our family values are?
  11. Do you know what I want to do as a dream job?
  12. Do you know when I want to get married?
  13. Do you know what my dream wedding looks like?
  14. Do you know what my dream date looks like?
  15. Do you know what my favorite food is?
  16. How would you handle another guy hitting on me?


Deep questions to ask your boyfriend

  1. Do you think money makes people happy?
  2. Have you ever been engaged before?
  3. What’s one of the best accomplishments of your life?
  4. What’s one of the biggest failures in your life?
  5. Who helped craft and define who you are?
  6. What is God to you?
  7. Do you hold grudges against those who have wronged you?
  8. When do you want to retire?
  9. Is retirement real?
  10. What’s one of the biggest issues in our society?
  11. What are your political views?
  12. Do you believe anyone should be able to get married?
  13. What are your thoughts on equal rights?
  14. How do you define success for yourself?
  15. Do you measure yourself against others and their successes?
  16. What keeps you up at night?
  17. If you could change your name to anything, what would you pick?
  18. Name something you think you really want out of life.


Funny questions to ask your boyfriend

  1. Have you ever had to urinate in public?
  2. Where’s the worst place you ever had to use the restroom?
  3. Have you ever had your pants pulled down in public?
  4. Did you ever pick your nose as a child?
  5. Did you ever pee your pants as a child?
  6. Were you ever aroused in school?
  7. Were you ever attracted to a teacher in school?
  8. Did your parents ever spank you?
  9. When did you pop your first pimple?
  10. What’s the most disgusting thing you’ve ever consumed?
  11. Did you ever complete a really challenging dare?
  12. Have you ever played spin the bottle?
  13. Have you ever played a drinking game?
  14. Did you ever do a “keg stand” in college?
  15. Did you ever get arrested or get into trouble with the police?


Questions to ask by text

  1. Have you ever been heartbroken by someone?
  2. What would you say is the biggest risk you’ve ever taken?
  3. What would you like to do this weekend?
  4. If you could do one special thing all weekend, what would it be?
  5. When was the last time that you felt sad?
  6. Do you ever read poetry?
  7. What movie should we watch this weekend?
  8. Are there any events going on this weekend that you want to attend?
  9. Would you like to explore a new city?
  10. What’s the sexiest thing I can wear for you?
  11. How can I get your attention more?
  12. What’s your love language?
  13. What’s your zodiac sign? And do you want to know if we’re compatible?
  14. What song should we listen to on repeat this weekend?
  15. Which food should we eat the most of this weekend?
  16. If I moved for would, would you come with me?
  17. What's your favorite date night movie to watch?
  18. What's the best/worst part about dating?


Questions to ask your boyfriend about his ex

  1. Did she ever cheat on you?
  2. Why did you two break up?
  3. When did you know that you were “done” with her?
  4. What’s something you miss about your ex?
  5. What’s something you learned from that relationship?
  6. What is something that we can make sure we correct going into our relationship?
  7. Do you still see your ex?
  8. When’s the last time you and your ex spoke?
  9. Does your ex follow you on Instagram, Facebook, Twitter, or TikTok?
  10. How do you know your ex is over you?
  11. How do you know you’re over your ex?
  12. What is something you miss about your ex?
  13. Is there something you two did together that you appreciated?
  14. Did you and your ex have a favorite song? What was it?
  15. Did you and your ex have a favorite movie? What was it?
  16. How did you and your ex handle your relationship problems?


Questions for teenagers to ask their boyfriend

  1. Do you know what college you want to go to?
  2. What’s your favorite class in school?
  3. Who is your favorite teacher?
  4. What do you like to do after school?
  5. What’s your favorite thing to do on the weekends?
  6. Is anyone having a party this weekend we can go to?
  7. Should we let others know we are boyfriend/girlfriend?
  8. Where is your favorite place to eat in our town?
  9. Where have you traveled to?
  10. If you could travel anywhere, where would it be?
  11. What’s your plan after high school?
  12. How intimate have you been with another partner?
  13. Have you ever had sex?
  14. Have you ever been in love?
  15. Have you ever been drunk?


Dirty questions to ask him

  1. Where’s the craziest place you’ve ever had sex?
  2. Have you ever kissed two people at the same time?
  3. Have you ever had a fantasy while in school?
  4. Did you ever have a fantasy about a school teacher?
  5. Who would you kiss if you could kiss anyone?
  6. What’s the furthest you’ve ever gone?
  7. Have you ever kissed someone of the same sex?
  8. What’s the dirtiest fantasy you’ve ever had?
  9. Who is your celebrity crush? And what would you do them if you could do anything?
  10. Did you ever spy on a neighbor through their window?
  11. When’s the first time you saw someone naked?
  12. Did you ever get aroused by someone older touching you?
  13. Have you ever had a fantasy about someone much older?
  14. Have you ever had a fantasy about someone of the same sex?
  15. When did you lose your virginity? And how did it happen?
  16. Have you ever walked in on someone else having sex?


Romantic questions to ask your partner

  1. What do you value most, friends and family or romantic relationships?
  2. If you could change anything about yourself, what would it be?
  3. If you could go back in time and change anything about our relationship, what would it be?
  4. Tell me about your first kiss.
  5. Would you ever jump out of a plane for me?
  6. What do you wish you could be doing in our relationship better?
  7. Would you rather be a stay at home parent or be a working parent?
  8. If you could live one day of our relationship over and over again, which day would you choose?
  9. Where would you want to get married?
  10. If our relationship were a TV show, which TV show would it be?
  11. What do you think our life would look like if we had one million dollars?
  12. What makes you feel bonded in our relationship?
  13. What's the number one thing you value about our relationship?
  14. Tell me one cute thing that I do.
  15. Do you enjoy talking with me when you have free time?
  16. Would you prefer to cook a romantic dinner or go out with friends?

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