100 Magical Questions to Ask a Guy You are Interested In

Do you ever feel you run out of things to talk about with a guy you’re interested in? It can be challenging to keep the conversation flowing, especially if you need help knowing where to start. That’s why we’ve put together this list of 100 questions to ask a guy! We’ve got everything from fun, light-hearted questions to deep, personal ones. By asking him these questions, you’ll better understand who he is and what he’s looking for in a relationship. So don’t wait any longer! Start asking him these questions today!

22 Questions to ask a guy

1. What’s your favorite hobby?
2. Have you ever traveled outside the country?
3. If you could meet anyone in history, who would it be?
4. What’s your dream job?
5. What do you value most in life?
6. What makes you laugh the most?
7. Do you have any siblings?
8. What’s the best advice anyone has ever given you?
9. What was your favorite childhood memory?
10. Are you close with your family?
11. Do you play any sports or instruments?
12. Where do you see yourself in five years?
13. What do you like to do for fun?
14. Who has had the most considerable influence on your life?
15. What’s the craziest thing you’ve ever done?
16. Do you have any pets?
17. What would be your ideal date night?
18. What’s your favorite way to spend a weekend?
19. What’s the best book you’ve ever read?
20. Are you more of an introvert or an extrovert?
21. What do you look for in a partner?
22. Do you believe in fate and destiny?

For more, follow 100+ Engaging Conversation Questions

21 Questions to ask a guy over text

1. What’s your favorite thing about summer?
2. What would it be if you could only eat one food for the rest of your life?
3. Do you believe in happily ever after?
4. Who is someone you look up to, and why?
5. What is something that intimidates you?
6. Are there any hidden talents you have?
7. What’s the most significant risk you’ve ever taken?
8. If you could have any superpower, what would it be?
9. Do you prefer pets or plants?
10. What is something that always brightens your day?
11. What do you think of when you hear the word “love”?
12. Where would you go if you could go anywhere in the world now?
13. What is one thing that always makes you smile?
14. Who was your favorite teacher growing up, and why?
15. Do you prefer rainy or sunny days?
16. If money wasn’t an issue, what dream would you pursue?
17. What’s something that has changed your life for the better?
18. What’s your favorite memory from childhood?
19. If you could trade places with someone for one day, who would it be and why?
20. Do you believe in second chances, or is there a limit to forgiveness?
21. What is something that makes you feel hopeful about the future?

14 Flirty questions to ask a guy

1. What would you do if I kissed you right now?
2. What would it be if I asked you to pick an outfit for me?
3. Do you like being teased, or would you instead do the teasing?
4. What’s your idea of the perfect date night?
5. Do you prefer cuddling or kissing more?
6. What’s your favorite memory of us together?
7. Have you ever had a dream about me?
8. If I could give you any gift, what would it be?
9. Do you prefer slow dancing or fast dancing with me?
10. Would you rather stay in, watch a movie, or go out on the town?
11. What would your perfect kiss be like?
12. Do you think I’m cute?
13. Where would it be if we could go anywhere in the world together?
14. What do you find most attractive about me?

14 Funny questions to ask a guy

1. If you could be any animal, what would it be?
2. What’s the one thing you would never do again?
3. If you were a superhero, what superpower would you have?
4. Who was your favorite cartoon character growing up?
5. If you could time travel, where and when would you go?
6. If a genie granted you three wishes, what would they be?
7. What’s the funniest prank you’ve ever pulled off?
8. Have you ever gone to any wild parties or events?
9. If you could have any superpower, what would it be and why?
10. What’s your favorite inside joke between us?
11. If you could be any character from fiction, who would it be?
12. If you could make a movie of your life, what genre would it be and why?
13. What’s the most outrageous thing you’ve ever done in public?
14. What crazy adventure do you want to go on someday?

20 Questions to ask on a first date

1. What was you like growing up?
2. What made you choose the career path you’re on now?
3. What kind of job would you have if money wasn’t an issue?
4. Where’s your favorite place to go for a weekend getaway?
5. Do you prefer going out or staying in for a date night?
6. What are your thoughts on long-term relationships?
7. Do you have any siblings or close relatives that you’re close to?
8. What’s been the best decision you’ve ever made in your life so far?
9. If you could go anywhere in the world, where would it be and why?
10. What were some of the highlights of your previous relationships?
11. What do you think makes a solid and lasting relationship?
12. Do you have any questions for me?
13. Where do you see yourself five years from now?
14. What qualities are essential to you in a partner?
15. Do you believe in soulmates or true love?
16. Are there any values that are important to you?
17. What do you think makes a good friend?
18. What is something that intimidates you?
19. Would you like to try something new and exciting if given the opportunity?
20. What is the best piece of advice you have ever received?

13 Deep questions to ask

1. What emotions do you find yourself feeling most often?
2. What do you think about when you can’t sleep at night?
3. Do you believe in destiny or that we control our fate?
4. How would you define success in your life?
5. What would it be if you could go back and change one thing from your past?
6. What do you think about when no one is around to judge you?
7. Do you believe in the power of forgiveness or letting go of grudges?
8. What have been some of the defining moments of your life so far?
9. What does true happiness look like to you, and how can it be achieved?
10. Do you believe in second chances, or do some mistakes have permanent consequences?
11. What are your thoughts on life after death or an afterlife?
12. If you could tell the world one thing, what would it be?
13. How has your outlook on life changed over time, and why?

10 Romantic questions

1. What would you consider your dream romantic moment with me?
2. If I could grant you one wish, what would it be?
3. What do you think is the most romantic thing about us?
4. What do you find most attractive about my personality?
5. Do you have a particular spot that has sentimental value to us?
6. Where is your favorite place to go on a romantic date?
7. What would you consider our best moment together so far?
8. If I could plan one surprise for you, what would it be?
9. What’s the most romantic thing someone has done for you before?
10. What would we do together if we had one day that was all about us?
11. What is your favorite memory of us as a couple?

These are some questions you can ask a guy to get to know them better. You’ll find that understanding the person you’re interested in is essential to building a strong connection and relationship. It’s also helpful if you have questions ready for each other, so it’s not just a one-way conversation. Good luck!