61 Personal Questions to Ask Your Boyfriend

Whether you’ve been in a relationship for one month or two years, coming up with questions to ask your boyfriend will teach you a lot about one of the closest people in your life. Asking deep questions about their life before you were in the picture or even lighthearted questions like what their favorite movie is can strengthen your level of intimacy and trust with each other. If you think you know everything there is to know about your boyfriend, you’re probably wrong! Ask your boyfriend these 61 questions if you want to have fun getting to know him a little more personally.

Deep Questions

1. What’s your relationship like with your parents?
2. Growing up, did you feel like you could share your feelings with your parents?
3. What accomplishment are you most proud of?
4. When you look in the mirror, do you like what you see?
5. How is your mental health currently?
6. Where do you see yourself in a year?
7. What’s the longest friendship you’ve had?
8. Is it difficult for you to express your feelings?
9. Do you live with any regrets?
10. What are your political beliefs?
11. Are you religious or spiritual?
12. What are you afraid of?
13. When’s the last time you cried?
14. What’s your favorite non-physical thing about yourself?
15. Who do you feel you can be your true self around?
16. Are you close with your family?
17. How do you feel about public displays of affection?
18. Do you think it’s important to have a diverse group of friends?

Relationship Questions

1. What’s your love language?
2. Would you like to be married?
3. Do you think finances should be kept separate in a marriage?
4. Do you want children?
5. Would you be willing to relocate if your partner got a job in a different city?
6. What’s the best piece of relationship advice you’ve gotten?
7. Did you grow up seeing healthy romantic relationships?
8. What have you learned about yourself from previous romantic relationships?
9. What’s your favorite non-physical thing about me?
10. What’s your idea of a perfect date?
11. Have you ever been in love?
12. How do you think we can improve our relationship?
13. Where do you see our relationship a year from now?
14. Do you feel the need to know your significant other’s phone password?
15. Have you ever been dumped?
16. What are some non-sexual forms of intimacy that you enjoy?
17. Do you believe in gender roles?
18. Have you ever cheated on someone?
19. What was your first impression of me?
20. Do you find it hard to be emotionally vulnerable with me?
21. What values do you think makes for a healthy relationship?

Fun Questions

1. What meal feels nostalgic and reminds you of your childhood?
2. What chore do you hate doing the most?
3. Do you prefer to sleep in or wake up early on the weekends?
4. If you could see any artist dead or alive perform, who would it be?
5. If money weren’t a limitation, where would you travel to tomorrow?
6. Do you sort your laundry?
7. What’s something I do that annoys you?
8. Would you rather go out or stay in on a Friday night?
9. Do you believe in love at first sight?
10. What’s the best book you’ve read?
11. How do you like to show love?
12. What’s your favorite holiday?
13. Do you prefer city or country life?
14. Your most embarrassing moment?
15. Have you ever met any celebrities?
16. Are you allergic to anything?
17. Has a show or movie ever made you cry?
18. What’s your favorite sport?
19. Who’s your celebrity crush?
20. Do you have a hidden talent?
21. What’s your morning routine?
22. What was the best part of your day?