120 Questions to Ask a Guy Before Dating

Starting to date someone can be really exciting, but it can also make you a bit nervous. Is he the right match? Will we get along? These are common questions that might pop up in your mind. It’s smart to ask some important questions early on.

Keep reading to discover the key questions that can guide you through this intriguing first chapter of a possible love story. Who knows, he might just be exactly who you’ve been looking for!

Matching Values and Interests

  1. What values are most important to you?
  2. How do you like to spend your weekends?
  3. Do you follow any traditions that mean a lot to you?
  4. What role does faith or spirituality play in your life?
  5. How important is family to you?
  6. What’s your stance on honesty in a relationship?
  7. How do you handle disagreements?
  8. What are your thoughts on saving and spending money?
  9. How much do you value physical fitness and health?
  10. Do you think it’s important to have similar educational interests?
  11. What’s your take on ambition?
  12. How do you prioritize work-life balance?
  13. What causes or issues are you passionate about?
  14. Do you think humor is essential in a relationship?
  15. How do you feel about animal rights and pets?
  16. What are your thoughts on cultural and societal norms?
  17. How do friendships play into your life?
  18. What is your view on sharing personal space and items?
  19. Do you consider yourself an introvert or an extrovert?
  20. How do you approach personal growth and learning?

Avoiding Problems Later

  1. How do you manage stress?
  2. What’s your approach to handling conflict?
  3. Have you ever struggled with jealousy?
  4. What are your biggest relationship deal breakers?
  5. How do you feel about open versus exclusive relationships?
  6. What do you think about staying friends with exes?
  7. How often do you think couples should communicate?
  8. What is your opinion on long-distance relationships?
  9. How do you handle misunderstandings in communication?
  10. Do you have any habits that others might find annoying?
  11. How important is punctuality to you?
  12. What’s your stance on alcohol and drug use?
  13. Are there things in your past that impact your relationships today?
  14. How do you feel about mental health discussions?
  15. What are your boundaries in a relationship?
  16. How do you express love and affection?
  17. How do you react to criticism?
  18. What role does personal space play in your relationship outlook?
  19. How are you with commitments and responsibilities?
  20. Do you think it’s important to share all aspects of past relationships?

Talking and Connecting

  1. What makes you feel really listened to in a conversation?
  2. How important is communication in your daily life?
  3. What topics are you most passionate about discussing?
  4. How do you feel about texting versus calling?
  5. What type of communication do you find most difficult?
  6. How often do you like to check in when you’re dating someone?
  7. What are your thoughts on social media and privacy?
  8. How do you show someone you care about them through words or actions?
  9. What’s the best way to resolve a disagreement?
  10. How do you like to be supported when you’re upset?
  11. How do you celebrate successes, big or small?
  12. Can you tell me about a time you felt misunderstood?
  13. What’s your approach to keeping in touch with friends and family?
  14. How do you express gratitude towards others?
  15. Do you prefer deep conversations or light-hearted chats?
  16. How do you approach making decisions in a relationship?
  17. Can you share an example of a meaningful conversation you had recently?
  18. How do you deal with situations where you don’t know what to say?
  19. How important is humor in your everyday interactions?
  20. What does a perfect day of communication look like for you?

Future Goals and Dreams

  1. What are your big goals for the next five years?
  2. Where do you see yourself living in the future?
  3. What are your career aspirations?
  4. Do you plan on continuing your education?
  5. How do you feel about kids and family life?
  6. What’s something you want to achieve that you haven’t yet?
  7. How important is it to you to have professional success?
  8. Do you have a dream job?
  9. What’s the most important thing you’re working towards right now?
  10. How do you plan to achieve your dreams?
  11. What are your thoughts on traveling? Do you see a lot of it in your future?
  12. How do you prioritize personal happiness versus professional success?
  13. How often do you re-evaluate your life goals?
  14. Do you have any ongoing personal projects?
  15. How flexible are you about adjusting your dreams?
  16. How do you handle setbacks or failures?
  17. Do you envision a life that’s different from the one you are living now?
  18. How important is it for your partner to share your dreams?
  19. How do you balance your aspirations with your personal life?
  20. What legacy do you want to leave behind?

Hobbies and Daily Life

  1. What hobbies do you currently have?
  2. How do you prefer to relax after a long day?
  3. What kind of music, movies, or TV shows do you enjoy?
  4. Do you have a favorite way to spend time outdoors?
  5. What’s the last book you read and loved?
  6. Are you into any sports?
  7. What’s your favorite food to cook or eat?
  8. How do you like to spend your holidays?
  9. Do you have a morning or evening routine?
  10. What’s a typical weekend like for you?
  11. Do you prefer city life or the countryside?
  12. How important is fitness in your daily life?
  13. Do you enjoy going to concerts or theaters?
  14. How often do you try new activities?
  15. What’s the best trip you’ve ever been on?
  16. How do you manage your work-life balance?
  17. What household chores do you like or dislike?
  18. How often do you like to go out versus stay in?
  19. Do you enjoy cooking or prefer eating out?
  20. What’s your ideal way to celebrate a special occasion?

Deep Questions

  1. How do you generally respond to positive or negative feedback?
  2. What have you learned about yourself in the past year?
  3. How do you approach making new friends?
  4. What challenges have shaped who you are today?
  5. How do you handle changes in your life?
  6. What are some qualities you admire in others?
  7. How do you feel about taking risks?
  8. What’s something you’ve always wanted to learn and why?
  9. How do you stay motivated when things get tough?
  10. What’s an important lesson you’ve learned from a past relationship?
  11. How do you think your friends would describe you?
  12. What traits do you think are important for personal growth?
  13. How often do you reflect on your life and choices?
  14. What’s a fear you’ve overcome?
  15. How do you support others in their growth?
  16. What are your thoughts on self-improvement?
  17. Do you believe in fate or that we make our own destiny?
  18. How do you feel about spiritual or philosophical discussions?
  19. What part of your life are you most proud of?
  20. How do you deal with uncertainty and the unknown?

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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.