120 Questions to Ask a Guy to Know His Intentions

Getting to the heart of what a guy really wants in a relationship can be straightforward if you know which questions to ask. It’s about clarifying intentions early on to ensure you’re both looking for the same thing.

About Commitment

  1. Do you believe in monogamy?
  2. What does commitment mean to you?
  3. How long do you think people should date before making it official?
  4. Have you ever been engaged or close to it?
  5. How do you feel about joint bank accounts?
  6. Would you consider premarital counseling?
  7. Do you think it’s important to have the same life goals?
  8. What role does trust play in your idea of a committed relationship?
  9. What makes you ready to commit to someone?
  10. How would you introduce me to your friends?
  11. Do you believe love is enough to make a relationship last?
  12. How do you know you’re in love?
  13. Would you be willing to compromise your lifestyle for a committed relationship?
  14. What’s your outlook on work-life balance in a committed relationship?
  15. Are you a fan of grand romantic gestures?
  16. How do you feel about discussing future plans?
  17. Would you ever consider couples therapy?
  18. How do you feel about telling each other our deepest fears?
  19. How would you want to spend holidays as a couple?
  20. What’s your idea of a romantic anniversary celebration?
  21. What are your views on co-parenting if kids are in the picture?
  22. Would you put the relationship first, or are there other priorities?
  23. What are your thoughts on gift-giving in a relationship?
  24. How do you handle relationship stress?
  25. How would you handle it if we disagreed about a big life decision?
  26. How would you handle it if one of us got a job offer in another city?
  27. What would make you end a committed relationship?
  28. Do you think date nights are important in a committed relationship?
  29. How often should a committed couple have serious talks?
  30. What’s your philosophy on open and honest communication?

About the Relationship

  1. What are you looking for in a relationship?
  2. Do you want something serious or casual?
  3. What’s your idea of a perfect date?
  4. How long was your longest relationship?
  5. Why did your last relationship end?
  6. Are you close to your family?
  7. Do you see yourself getting married one day?
  8. What do you think is the most important part of a relationship?
  9. How do you handle conflict in a relationship?
  10. Are you looking to date multiple people or focus on one person?
  11. How often do you want to see each other?
  12. What are your thoughts on moving in together?
  13. How soon do you want to meet each other’s families?
  14. What’s a deal-breaker for you in a relationship?
  15. How do you feel about long-distance relationships?
  16. What’s your opinion on sharing passwords?
  17. Do you want to have kids?
  18. How important is religion in a relationship to you?
  19. How do you show love?
  20. How do you like to receive love?
  21. What are your goals for the next 5 years?
  22. How would you handle financial matters in a relationship?
  23. How do you feel about your partner having close friends of the opposite sex?
  24. Do you have any relationship deal-makers?
  25. How would you handle jealousy in a relationship?
  26. What are your thoughts on taking trips together?
  27. How important is quality time to you?
  28. How often do you want to communicate when we’re not together?
  29. Do you like to plan dates or be spontaneous?
  30. How do you feel about social media and relationships?

About the Future

  1. Where do you see yourself in 10 years?
  2. Do you plan on staying in your current job, or are you aiming for something else?
  3. How important is it for you to own a home one day?
  4. Do you see yourself living in this city long-term?
  5. What’s your dream vacation destination?
  6. Would you ever want to live abroad?
  7. How would you feel about supporting a family?
  8. How important is retirement planning to you?
  9. Would you ever go back to school for more education?
  10. Would you be involved in community or social causes in the future?
  11. How would you feel if a future job required lots of travel?
  12. Do you plan on pursuing any other life dreams or ambitions?
  13. Would you take care of your parents as they age?
  14. How would you handle it if one of us had to move for family reasons?
  15. Do you have a plan for your career growth?
  16. What kind of legacy do you want to leave behind?
  17. Are you open to adopting kids if we can’t have our own?
  18. How would you handle a long-term illness in the family?
  19. How do you feel about long-term investments like stocks or real estate?
  20. What’s your plan for staying healthy as you age?
  21. Are you into sustainable living or planning for a greener future?
  22. Would you be open to relationship check-ins every year to talk about our future?
  23. Do you have any bucket list items you want to cross off in the next few years?
  24. How would you feel about taking a year off to travel or try something new?
  25. How do you plan to balance work and family life?
  26. Do you see us spending most holidays with family or traveling?
  27. How would you handle unexpected financial difficulties?
  28. Would you be willing to do couples activities like dancing or cooking classes?
  29. How involved do you want to be in our kids’ education?
  30. How important are yearly traditions, like anniversaries or family reunions, to you?

About Trust and Honesty

  1. What does trust mean to you?
  2. Have you ever lied in a relationship?
  3. How would you handle it if you caught me lying?
  4. What’s your opinion on keeping secrets from your partner?
  5. How do you feel about transparency in finances?
  6. How would you handle a situation where you’re attracted to someone else?
  7. Do you think it’s okay to have private conversations with an ex?
  8. How do you feel about spying or snooping in a relationship?
  9. What would you consider a betrayal of trust?
  10. How do you rebuild trust once it’s broken?
  11. Do you believe in giving second chances after trust is broken?
  12. Would you keep something from me if you thought it would make me angry?
  13. How honest are you with yourself?
  14. How do you approach conflicts to keep the trust intact?
  15. How do you feel about me having close guy friends?
  16. Do you think emotional cheating is as bad as physical cheating?
  17. Do you think honesty is always the best policy?
  18. What’s the hardest truth you’ve had to tell someone you care about?
  19. What do you expect from me in terms of honesty?
  20. How transparent should we be about our past relationships?
  21. Do you think trust can be one-sided, or does it have to be mutual?
  22. How would you feel if I kept a private journal?
  23. Would you tell me if you didn’t like one of my friends or family members?
  24. How important is self-trust to you?
  25. How do you handle gossip or rumors?
  26. Would you trust me to make big decisions for us?
  27. How do you feel about trusting someone with your emotional vulnerabilities?
  28. Would you lie to protect someone’s feelings?
  29. Do you trust easily, or does it take time for you to trust someone?
  30. How would you handle it if a friend flirted with me?

Frequently Asked Questions

How important is timing when asking these questions?

Timing is crucial. Rushing into these discussions might feel overwhelming, but waiting too long could lead to misconceptions about the relationship’s direction. Aim for a balance where both of you feel secure and connected enough to discuss deeper intentions.

What’s the best way to react if I’m not happy with his answers?

Express your feelings: It’s okay to be honest about your disappointment or concerns. It opens the door for further discussion.
Seek understanding: Try to understand the reasoning behind his intentions. Sometimes context can change the way we see things.
Decide what’s best for you: Ultimately, you need to make decisions that align with your happiness and goals. If there’s a significant disconnect, it may be time to reconsider the relationship.

What if his intentions change over time?

Regular check-ins: People evolve, and so do their desires and needs. Having regular, open discussions about your feelings and intentions can help you navigate changes together.
Be adaptive: Sometimes, changes in intentions might align with your own evolving feelings. Being adaptable and open to growth within your relationship is key.

Final Thoughts

By asking direct questions, you can understand where he stands and whether it aligns with what you’re looking for. This approach not only saves time but also helps build a foundation of honesty and transparency from the start.

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Bea is an editor and writer with a passion for literature and self-improvement. Her ability to combine these two interests enables her to write informative and thought-provoking articles that positively impact society. She enjoys reading stories and listening to music in her spare time.