130+ Questions to Ask Your Daughter’s Boyfriend

So, your daughter’s dating, and now it’s time to meet the guy.

Naturally, you’re curious, maybe even a bit protective—you just want to know who this person is and what he’s bringing to the table. After all, she’s precious to you, and you want to know that the person she’s with deserves her time and trust.

In this list, I’ve included questions to help you see who he really is without putting him (or you) on the spot. Keeping things friendly and respectful helps you establish a bond with him while respecting both his and your daughter’s boundaries.

Remember, you raised a daughter who’s wise and capable, and she wouldn’t be with someone who didn’t meet her standards.

Basic Get-to-Know Questions

1. What’s your favorite way to spend a weekend?
2. Do you have any favorite movies or TV shows?
3. What’s one interesting thing not many people know about you?
4. Are you more of an early bird or a night owl?
5. What’s your favorite dish?
6. How would your friends describe you in three words?
7. What are some places you’d like to travel to?
8. Do you have any pets or animals you’d like to own someday?
9. What’s your favorite holiday, and how do you usually celebrate it?
10. Do you enjoy reading? What book has left a big impression on you?
11. Are you more of an indoor or outdoor person?
12. What kind of music do you listen to? Any favorite artists or genres?
13. How do you like to spend time with friends?
14. Are you into sports? Do you play or watch any regularly?
15. If you could learn any new skill instantly, what would it be?

His Family Background and Upbringing

1. Can you tell me a little about your family?
2. What are some traditions your family follows?
3. How close are you to your family?
4. Who has had the most influence on your life?
5. Do you have siblings? What’s your relationship like with them?
6. What values did your family prioritize growing up?
7. What’s one thing you admire about your parents?
8. Did you grow up in the same area you live in now?
9. How often do you see your family or visit them?
10. What’s one lesson from your family that has stuck with you?
11. Do you celebrate any family traditions or holidays?
12. What would you say your family values most?
13. Are there any family stories that are special to you?
14. How does your family spend time together?
15. What’s one memory from your childhood that you’ll never forget?

His Values and Beliefs

1. What are the values you prioritize most in life?
2. How important is honesty to you, and what does it mean to you in a relationship?
3. Do you have any personal philosophies or mottos you live by?
4. How do you feel about helping others or giving back to the community?
5. What role does faith or spirituality play in your life?
6. How do you define respect in a relationship?
7. What are your thoughts on forgiveness and understanding?
8. Do you believe in second chances? Why or why not?
9. How do you feel about commitment and loyalty?
10. What kind of future do you envision for yourself?
11. How important is kindness to you, and how do you show it to others?
12. What’s your stance on work-life balance?
13. How do you approach disagreements or misunderstandings?
14. What qualities do you value most in a friend or partner?
15. How do you view personal growth and self-improvement?

His Relationship Intentions and Commitment

1. What initially drew you to our daughter?
2. How would you describe your relationship with her?
3. What are your intentions for the future of this relationship?
4. Do you believe in long-term relationships or marriage?
5. How do you see yourself supporting her goals and dreams?
6. What do you think makes a relationship strong and lasting?
7. How do you handle misunderstandings or conflicts with her?
8. Are you comfortable talking about difficult topics with her?
9. How do you approach balancing personal and shared interests in a relationship?
10. Do you have any specific hopes or goals for this relationship?
11. What’s one thing you admire most about her?
12. How do you show appreciation or support in your relationships?
13. How would you describe your ideal relationship dynamic?
14. How do you feel about meeting family and friends?
15. What are some shared values or interests you think you and she have?

His Plans for the Future

1. Where do you see yourself in five years?
2. Do you have any personal goals you’re working toward?
3. Are there any career goals you’re aiming to achieve?
4. What are some life experiences you’d like to have?
5. Do you have any plans to travel or explore new places?
6. How do you envision balancing work, family, and personal life?
7. Do you plan to stay in this area long-term, or are you open to moving?
8. Are there any skills you’d like to develop over the next few years?
9. What’s one thing you hope to accomplish next year?
10. How do you feel about having a family someday?
11. Do you see yourself pursuing higher education or other training?
12. How important is financial stability in your future plans?
13. Are there any causes or issues you’d like to support in the future?
14. What are some values you want to carry into your future life?
15. How do you plan on growing as a person over the next few years?

His Career Goals and Ambitions

1. What made you choose your current field of work?
2. Are you passionate about what you do?
3. Where do you see your career heading in the next few years?
4. What are some challenges you’ve faced in your career so far?
5. How do you handle work-related stress or pressure?
6. Do you have any role models in your field?
7. Are you aiming for a specific position or level in your career?
8. What’s the most fulfilling part of your job?
9. How do you balance work and personal life?
10. Do you plan to change careers or start something new?
11. How do you stay motivated to achieve your goals?
12. What’s one professional skill you’re focused on improving?
13. Are you open to relocating for career opportunities?
14. What’s the biggest lesson you’ve learned from your career journey?
15. How do you plan on adapting to changes in your industry?

His Friends and Social Influence

1. How long have you known your closest friends?
2. What do you and your friends like to do together?
3. How would your friends describe you?
4. Do you tend to make friends easily?
5. Are your friends supportive of your relationship?
6. What qualities do you value most in a friend?
7. Do you believe it’s important to keep long-term friendships?
8. How do you handle conflicts or disagreements with friends?
9. What’s one thing you’ve learned from your closest friends?
10. Are your friends similar to you, or are they different in some ways?
11. How do you feel about meeting new people?
12. Have any of your friends had a significant influence on your life?
13. What activities do you typically enjoy with friends?
14. Are you the kind of friend who others rely on?
15. How would you describe your social circle?

His Hobbies and Interests

1. What’s your favorite hobby or activity?
2. How did you get into your current hobbies?
3. Do you enjoy trying out new activities?
4. Are you more into sports, arts, or other types of activities?
5. How often do you get to practice your hobbies?
6. Do you prefer spending your free time outdoors or indoors?
7. Is there any hobby you’d like to start but haven’t yet?
8. What’s a skill or talent you’re proud of?
9. Are there any activities you enjoy doing with others?
10. How important are hobbies to you for stress relief?
11. Do you have a favorite book, movie, or show?
12. Are you into any specific sports or fitness routines?
13. What kind of music do you enjoy the most?
14. Do you like creative activities like art or writing?
15. What’s the most adventurous thing you’ve tried for fun?

Lighthearted Questions to Build Rapport

1. What’s your go-to comfort food?
2. Do you have a favorite joke or funny story?
3. If you could have any superpower, what would it be?
4. What’s one thing you would bring to a deserted island?
5. What’s the most recent show or movie you loved?
6. If you could travel anywhere right now, where would you go?
7. Are you more of a cat person or a dog person?
8. What’s the weirdest food you’ve ever tried?
9. If you could instantly master any skill, what would you choose?
10. Do you have a favorite season or time of year?
11. What’s a talent you have that people might not know about?
12. What’s the most unusual place you’ve visited?
13. What’s your guilty pleasure TV show or movie?
14. If you could meet any historical figure, who would it be?
15. What’s the best gift you’ve ever received?

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Frequently Asked Questions

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Final Thoughts

Meeting your daughter’s boyfriend can feel like a big moment, but asking thoughtful questions helps make it a positive experience. You get a glimpse into who he is and how he fits into her life, and you can approach it in a way that feels open and respectful.

Remember, these questions are here to guide the conversation—not to create pressure or tension. As you get to know him, try to stay relaxed and let things unfold naturally. Trust that your daughter has good judgment, and by keeping an open mind, you’re showing her that you support her choices.