150+ Cute Questions to Ask Your Boyfriend

New relationships are always fun and exciting, full of life and an eternal desire to know each other. Once they have been together for a while, they feel really comfortable with each other and the little things, like the need to ask questions, begin to disappear a bit.

Keep that spark in your relationship! It is totally necessary and shows that you are still interested in that stage of “honeymoon” which is ultimately the beginning of a new relationship.

Sometimes it’s good to have a nice Q & A session, whether you’re trying to meet the guy on a more intimate level or you’re just trying to be nice to others. If you need some cute questions to ask your boyfriend, here is a complete list!

Cute and Romantic Questions

  1. How do you feel when we hug?
  2. When did you realize for the first time that you loved me / I liked you?
  3. What is your first thought in the morning when you wake up next to me?
  4. If someday we get married, where do you want to take me for a honeymoon?
  5. If I really had to get away, would you come with me?
  6. If I had to move far, would I have a long distance relationship with me?
  7. How do you feel when we are separated?
  8. Do you believe in love at first sight?
  9. Do you believe in the soul mates?
  10. Do you think we are soul mates?
  11. Would you know my parents?
  12. Would you introduce me to your parents?
  13. Would you shout my name to the world?
  14. Everything happens for a reason: why do you think we are?
  15. What was your first impression of me the first time you saw me?
  16. What was your first impression of me when we met?
  17. Do you remember the day we met?
  18. What was the first thing you noticed about me that made you feel attracted?
  19. How would you describe our first kiss?
  20. At what point did you decide that you wanted us to be “official”?
  21. Is there a song that you think about when you think of me?
  22. Why do you like / love me?

Flirty Questions

  1. How many times did you want to kiss me before our first real kiss?
  2. Do you like to kiss in the dark or kiss in the rain?
  3. How would you describe the way he kissed me?
  4. What is your favorite physical characteristic of mine?
  5. What do you see when you close your eyes kissing me?
  6. Would you like to cuddle up?
  7. Would you prefer to hug for 5 seconds or kiss for 1 second?
  8. Would you kiss me on the nose?
  9. Would you kiss me on the forehead?
  10. Could you hold my hand in public?
  11. Would you kiss me in public?
  12. Do you like it when I touch your face?
  13. Where is your favorite place to kiss?
  14. Where is your favorite place to kiss me?
  15. Where is your favorite place to massage?
  16. Would you ever be skinny submerging?
  17. Would you ever bath with me?
  18. Would you kiss me on the wrist?
  19. Would you kiss me on the neck?

Cute Questions to Get Him Talking About You

Cute Questions to Get Him Talking About You

  1. If you could describe me with 3 words, what would they be?
  2. What is your favorite pet name for me?
  3. How would you describe the way I smell?
  4. What is something that I do, that I do not realize that yes, that you love?
  5. Is there something you do not like about me?
  6. What is the weird thing about me that you love?
  7. Would you ever write a song for me?
  8. Would you ever write a poem about me?
  9. Would you take a break from your favorite pastime to spend time with me?
  10. Do you get butterflies when you read my notes?
  11. Does it make you smile when I send you a text message?
  12. Have you ever had a dream about me?
  13. What is your favorite dream that involved me?
  14. What is your favorite memory of me so far?
  15. If I was really sad, what would you do to cheer me up?
  16. If I looked completely different, would you still love me?
  17. Would you risk your life to save mine?
  18. I make you happy?
  19. Do I make you want to reach your maximum potential?
  20. Do I make you want a future with me?
  21. Do you think I’m cute?
  22. Do you think I’m pretty?
  23. Do you think I look cute even when I practice tomboy sports?
  24. Would you take me to see a girl movie?
  25. If I was afraid, would you hug me?
  26. Do I look cute while training?
  27. If we are watching a horror movie, can I hide my eyes and hug them?
  28. Would you hold my hand to dance, even if there was no one else on the dance floor?
  29. What kind of flower would you describe me?
  30. Would you ever take me on a picnic under the stars?
  31. If it were a dessert, what would it be and why?
  32. Would you give me a ride on my back if my feet hurt?
  33. What costume do you like the most?

Questions to Get Him Talking About Himself

  1. When you’re alone, do you think of me?
  2. Am I the kind of girl you would take home with your parents?
  3. Do you have a secret that you would share with me?
  4. Do you talk about me when you’re with your friends?
  5. If your friends told you to leave me, how would you react?
  6. Would you be ashamed if I called you with a pet name in front of your friends?
  7. If you caught another boy trying to pick me up, what would you do or say?
  8. Did some sad movie make you cry?
  9. What is your ideal date?
  10. If you have a vision of the perfect date to take me, how is it?
  11. Do you prefer me to make the first move?
  12. Do you mean it when you say you love me?
  13. Does it mean a lot to you when I tell you that I love you?
  14. Does it make you feel good when I tell you how nice you are?
  15. What is your fondest memory of childhood?
  16. How old were you when you had your first kiss?
  17. Do you prefer a date watching movies at home, curled up on the couch or at the movies?
  18. If I had to make you breakfast, what do you want it to be?
  19. If I had to cook your dinner, what would make you happier?
  20. Would you ever dress for no reason and only dance with me anywhere, even in an empty parking lot?
  21. How would you describe your family?
  22. Do you think your family likes me too?
  23. Would you enjoy a hot air balloon ride on beautiful terrain?
  24. What would be your ideal vacation with me?
  25. Can you let me win games?
  26. If you did not win anything in a carnival game, would you try again?
  27. Do you prefer to take me camping or on a tropical vacation?
  28. Would you rather go on a road trip with me or with friends?
  29. Would you ever take me on a trip with you and your friends?
  30. What things do I do that make you blush?
  31. Would you rather lie on the beach with me to get a tan or have fun in the water?
  32. When was a time when you laughed harder?
  33. What is the craziest thing you have ever done?
  34. What is the craziest thing you would do for me?
  35. Is there anything I would be surprised to find in your room?
  36. Who is your celebrity lover?
  37. Who knows you better?
  38. What is your best feature?
  39. What is your favorite garment?
  40. How can you say that you are going to be someone’s friend?
  41. What is your favorite thing to travel?

Deep Questions

  1. Have you ever been in love?
  2. What does love mean to you?
  3. What does it mean to be together for you?
  4. What do you want to be together?
  5. What do you like about us as a couple?
  6. What do you want to change about us as a couple?
  7. What is something you are afraid to tell me?
  8. What is something you want to know about me?
  9. What is the most important thing in life for you?
  10. Do you have any regrets?
  11. What is something you want to change about yourself?
  12. What is something I can help you with?
  13. What is your biggest fear?
  14. How do you know you are doing the right thing with your life?
  15. Could you change something in your life, if you could?
  16. When was a time when you were deeply hurt?
  17. What was one of the best moments of your life?
  18. Tell me about you (best friend, parents, brothers). How is your relationship with them?
  19. When do you feel most appreciated?
  20. What are your dealbreakers?

Random Fun Questions

  1. If we were stranded on an island without food, would you look for us to help us survive?
  2. If only one cookie remains, would you give it to me?
  3. If only one cookie remains, would you share it?
  4. If you could give me a dessert, what would you choose?
  5. If I could be your passenger in any car or vehicle, what would it be?
  6. Do you prefer to compete with me on a jet ski or have me behind you?
  7. What would be the title of your autobiography?
  8. If you could make any type of cake for you in any size, shape or color, what would it be?
  9. You have three wishes of a genius. Go!
  10. If you could go back in time, but only for the past week, what time would you visit and why?
  11. Hotdog or hamburger?
  12. Cookie or cookie dough?
  13. Ice cream or smoothie?
  14. Coffee or tea?
  15. You can only use one thing for the rest of your life. What do you choose?
  16. If you could choose to be talented with words, music or dance, what would you choose?
  17. Which celebrity do I find most?
  18. If you could go anywhere right now, where would you go?
  19. If money was not a problem, what breakfast would you have every day?
  20. Would you rather live in a cave or under the sea?
  21. You just found five dollars on the ground. What do you do?
  22. If you could throw something against a brick wall, what would it be?

Let Him Ask You Questions Too!

coupleRunning on Beach

Even though you’re looking for cute questions to ask your boyfriend, the questions should be in both directions! We all like to talk about ourselves, but taking the time to talk a few words about each other is a great way to rekindle the sweet feelings in most relationships.

Many of these questions are about you, so try to include some questions that allow you to talk more about yourself, and expect to answer very similar questions if you are a volunteer participant in this question and answer session.

Dipsita Thakkar

I am passionate about communication, studying human behavior and getting lost anywhere. I help you overcome your fears and transform your social life with the science of social skills.

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