Finding conversation starters with a guy you like can be tricky.
That’s why we’ve put together a list of over 150+ interesting questions to ask a guy to spark your conversation.
From silly to more serious topics, you’re sure to find something on this list to get your conversation going!
So don’t be shy – try asking your boyfriend a few of these questions and see where the conversation takes you.
Table of Contents
Interesting Questions to Ask a Guy to Keep Conversation Going
Interesting conversations are the key to any successful relationship. Below is a list of interesting questions to ask a guy:
1. Were you ever really lucky? What happened to you?
2. If you could do anything for a living, what would you do?
3. Which sports would you like to see an extreme version of?
4. What are you thinking about right now?
5. What habit do you have that would be the hardest to give up?
6. Where would you take me if you were taking me on our first date?
7. Do you keep yourself updated with current affairs?
8. Which event in life excites you the most?
9. What is your favorite candy flavor?
10. What would you be thinking about if I was there?
11. What is the job you would never want to do?
12. Do you believe in reincarnation?
13. What girls’ character do you think are a turn off to most guys?
14. What do you think is the sweetest thing you ever did to a lady?
15. What nickname do your buddies call you?
16. Which superhero is the one that could beat all the other superheroes?
17. What would you be doing if I was there?
18. What is your alcoholic drink of choice?
19. What do you love about the city you live in?
20. What was your happiest holiday memory?
21. Do you prefer sleeping alone or next to someone?
22. What’s the most attractive thing a girl can do?
23. What is the first thing that you notice about a woman?
24. What was the worst year of your life?
25. What guy do you admire? Why?
26. Do you like when a girl makes the first move?
27. Do you care about what others think about you? Good or bad?
28. What would you do if I sent you a kissing emoji right now?
29. How will you define freedom?
30. When you think of someone really interesting, who comes to mind?
31. Do you prefer being the big spoon or the little spoon?
32. What type of music do you listen to the most?
33. When was the last time that you had a lot of fun?
34. What’s your favorite sleeping position?
35. Do you believe in love at first sight?
Interesting Questions to Ask a Guy to Know Him Better
If you’re looking to get to know your guy better and gain a deeper understanding of what makes him tick, don’t forget to ask him below mentioned questions!
1. Do you enjoy spending time alone?
2. What was your childhood like?
3. What was the last book you read?
4. Do you consider yourself a gamer?
5. What’s your relationship with your parents?
6. Do you have pets?
7. What is your favorite decade of music?
8. What were you like in high school?
9. Who is the most fascinating person you’ve met?
10. If you could invite one artist to your wedding, who would it be?
11. What’s your relationship to religion?
12. Who is your celebrity look alike?
13. Is there a fictional character you’d want to be more like?
14. Are you a spiritual person?
15. Where have you traveled?
16. How does a rainy day make you feel?
17. How long does it take you to open up to someone?
18. Are you a vegetarian?
19. What’s your favorite type of exercise?
20. What parts of yourself are you working on right now?
21. Are you a morning person or a night owl?
22. Who is your favorite athlete?
23. How do you deal with conflict in relationships?
24. What would your perfect vacation look like?
25. Which college did you go to?
26. What was your last big fight about?
27. What food could you not live without?
28. What were your majors in school?
29. Do you want kids? Why or why not?
30. What food could you live without?
31. Do you have any big regrets in life?
32. What is something everyone should try once?
Interesting Questions to Ask a Guy You Like
It can be daunting to strike up a conversation with someone you like. Start with these interesting & flirty questions to ask a guy you like:
1. Who has been your mentor in life?
2. How will you describe yourself in five words?
3. Do you write a journal?
4. Who is your favorite female fictional character?
5. Which is your choice, paper book or electronic books?
6. Who is your preferred male movie character?
7. Do you order on amazon or prefer visiting the shop?
8. Which family member are you the closest with?
9. Are you a Walmart person or no?
10. Who is that one person that brightens your life?
11. Which childhood toy do you still have and you always play with?
12. What do you love about the Chinese?
13. What is the worst movie you’ve ever seen?
14. How can you describe your first love?
15. If given one wish, what will you ask?
16. What song can you listen to for a full 24-hour day?
17. Which fictional character will you want to marry?
18. What is the biggest accomplishment of your life?
19. If you don’t have to worry about money, will you still work?
20. Where do you see yourself in the next five years?
21. Are you superstitious or not?
22. How often do you take out time to travel?
23. Do you keep up with the news?
24. What is a topic you can’t stop talking about?
25. Will you ever want to study more?
26. How many items are left in your bucket list?
27. What is your dream job?
28. How do you like to end your long day?
29. Who is your celebrity crush?
30. Will you be okay with accepting inheritance?
31. What is a family tradition that you absolutely love?
32. Which is your favorite quote?
Interesting Questions to Ask a Guy on a Date
Ask your date these interesting & romantic questions, and you’ll learn more about them than you ever thought possible!
1. How are you liking this date so far?
2. Have you ever rejected a dream job opportunity?
3. How did you end up in your current line of work?
4. Who do you look up to?
5. Who is the one celebrity you would love to take out on a date?
6. Which is your most favorite family tradition?
7. What made you come on a date with me?
8. Do you enjoy dating?
9. How many dates have you been on with a single person?
10. What are you looking for from dating right now?
11. What inspires you the most?
12. What personal goals are you working toward right now?
13. Do you use pick-up lines in real life?
14. Are you a call on the phone or a face time person?
15. Why did your last relationship end?
16. Do you believe in ghosts?
17. Which is your favorite book to read?
18. What do you look for in a partner?
19. Who is your favorite Disney character?
20. Which is the one TV show that can always make you laugh?
21. What are your relationship deal-breakers?
22. What is the weirdest thing you have ever done?
33. What’s your love language?
24. Are you a fiction or a non-fiction person?
25. What’s a topic or hobby you’re randomly passionate about?
26. Out of all the vacations you have been to, which one is your favorite?
27. What are the things that you are passionate about?
28. What’s a social issue you’re very passionate about?
29. Which is a childish thing you love doing?
30. Which is the one city in the world that you want to visit?
31. Are you engaged with politics?
32. Do you break phones? How many have you broken?
Interesting Questions to Ask a Guy Over Text
Don’t know how to keep a guy interested in you through text? No worries! Below mentioned interesting questions to ask a guy list will do the trick.
1. What do you prefer: texting or phone calls?
2. What is the funniest accidental call/text you’ve ever received?
3. What’s the strangest dish you ever came up with on your own?
4. Have you ever accidentally sent an embarrassing text?
5. What’s the worst thing you’ve ever done?
6. Do you save memes?
7. What question makes a guy more interested in a girl?
8. What is your opinion on news outlets that push a certain agenda?
9. What’s the scariest thing you’ve ever done?
10. What’s one thing you’re really good at?
11. What do you always lie about on your resume?
12. What do you think the world would look like if all people were like you?
13. What’s the scariest book you’ve ever read?
14. Which emoji best captures your essence?
15. What’s the first thing on your bucket list?
16. What would it take for you to go vegan?
17. What is your go-to meme?
18. What is the greatest song of all time?
19. Do you have a tattoo?
20. What’s the weirdest thing someone has ever said to you over text?
21. What is always worth the calories?
22. Have you ever been in a car crash?
23. What’s the weirdest thing you have ever said over text?
24. How often do you work out at the gym?
25. Would you consider having a tattoo of your partner or girlfriend?
26. Which historical figure would you like to meet?
27. What do you think the world will be like 50 years from now?
28. What would you do if right now you’d be the only human on the entire planet?
29. What’s the best compliment you’ve ever gotten, and why do you think it’s the best?
30. What do you enjoy most about your days?
31. What is your mantra?
32. What website do you waste the most time on?
33. What always makes you smile?
Final Thoughts
All in all, interesting questions are a great way to get to know someone and have a conversation.
With the help of above mentioned 150+ interesting questions to ask a guy, you can have an interesting and engaging conversation with your boyfriend.
So, don’t wait and give it a try to know your boyfriend better than ever!
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