Best Questions to Ask to Get to Know Someone Deeply, Romantically, and Over Text (2025 Guide)

Questions to Ask to Get to Know Someone

These are great general questions to start any conversation:

1. What’s your favorite memory from childhood?
2. What’s your biggest dream in life?
3. Do you believe in fate or free will?
4. What’s your go-to comfort food?
5. Who inspires you the most?
6. What does your ideal weekend look like?
7. Do you prefer big cities or small towns?
8. What kind of music makes you feel alive?
9. Are you more introverted or extroverted?
10. What’s one thing you’ve always wanted to try?
11. What’s the last show you binge-watched?
12. What motivates you every day?
13. Do you like surprises?
14. What’s your favorite book or movie?
15. What makes you feel appreciated?
16. What’s one personal rule you always follow?
17. If you had a time machine, where would you go?
18. Do you have any unusual hobbies?
19. How do you handle stress?
20. What’s one value you’ll never compromise on?

Questions to Ask to Get to Know Someone Romantically

Perfect for developing emotional intimacy and connection:

1. What’s your love language?
2. What does a healthy relationship look like to you?
3. What makes you feel most loved?
4. Have you ever been in love before?
5. What do you value most in a partner?
6. What’s your biggest romantic turn-on?
7. How do you show affection?
8. What’s your idea of a romantic date?
9. What’s your biggest relationship fear?
10. Do you believe in soulmates?
11. How do you handle conflict in relationships?
12. Do you want to get married someday?
13. What role does physical intimacy play for you?
14. What’s your favorite romantic memory?
15. How do you build trust with someone?
16. What’s a dealbreaker in a relationship?
17. What’s your view on long-distance love?
18. How important is communication to you?
19. What’s your perfect love story?
20. How do you like to celebrate anniversaries?

Questions to Ask to Get to Know Someone Over Text

These are ideal for texting, especially when you’re getting closer:

1. What’s something random that made you smile today?
2. Do you like voice notes or text messages better?
3. If we could teleport anywhere, where would you take me?
4. What emoji best describes your mood right now?
5. What’s your guilty pleasure movie or show?
6. What’s something most people get wrong about you?
7. If you had a secret superpower, what would it be?
8. How would you spend a lazy Sunday?
9. What’s your go-to comfort meal at night?
10. What’s a random fact you love?
11. Are you a morning or night person?
12. If your life was a playlist, what would the title be?
13. What’s your dream vacation spot?
14. Have you ever had a funny texting fail?
15. What does your ideal date night look like?
16. Who was your first crush?
17. What app do you use the most?
18. Do you believe everything happens for a reason?
19. How do you cheer yourself up on bad days?
20. What makes someone instantly attractive to you?

Questions to Ask a Guy to Get to Know Him Deeper

Perfect for building a deeper bond with a man:

1. What’s your proudest achievement?
2. Who had the most impact on your life growing up?
3. What drives your ambition?
4. What’s something you never tell people but wish they knew?
5. What are you most passionate about?
6. What makes you feel secure in a relationship?
7. Do you consider yourself emotionally open?
8. What scares you the most?
9. How do you define masculinity?
10. What does friendship mean to you?
11. What’s a personal boundary you protect?
12. What’s your view on vulnerability?
13. Who is your role model?
14. Do you believe people can change?
15. What’s one goal you haven’t achieved yet?
16. What relaxes you after a long day?
17. Do you think success equals happiness?
18. What’s your biggest fear in love?
19. What advice would you give your younger self?
20. What’s something that recently challenged you?

Best Questions to Get to Know Someone When Dating

Designed to help during the early stages of dating:

1. What made you swipe right on me?
2. What’s your idea of a perfect first date?
3. What’s your biggest dating red flag?
4. What do you want in a long-term relationship?
5. How often do you like to text someone you’re dating?
6. Do you enjoy spontaneous plans?
7. What kind of future are you building?
8. What’s your relationship with your family like?
9. Do you like deep conversations or fun chats more?
10. How do you show someone you care?
11. What’s a romantic gesture you’ve done or received?
12. How important is career in your life?
13. Do you want kids someday?
14. What does loyalty mean to you?
15. How do you handle breakups?
16. What’s the best lesson love has taught you?
17. Have you been heartbroken before?
18. What’s something your ex taught you?
19. Are you a planner or go-with-the-flow type?
20. What’s your ideal relationship dynamic?

Interesting Questions to Ask to Get to Know Someone

Spice up conversations and stand out:

1. What’s the weirdest food you’ve ever tried?
2. If animals could talk, which would be the rudest?
3. What’s a conspiracy theory you low-key believe?
4. Have you ever had a supernatural experience?
5. What’s your dream job if money didn’t matter?
6. If you were a villain, what would your power be?
7. What’s your go-to karaoke song?
8. Do you believe in luck or hard work?
9. What fictional universe would you live in?
10. What’s a skill you’d master instantly if you could?
11. What’s something people find hard to believe about you?
12. If you had to live in one movie, which one?
13. What’s your zombie apocalypse survival plan?
14. What’s your worst cooking disaster?
15. What’s something totally legal but feels illegal?
16. Who would play you in a movie about your life?
17. What would you name your autobiography?
18. Do you believe in aliens?
19. What’s your go-to lie when you’re late?
20. If your life had a theme song, what would it be?

Questions to Get to Know Someone You Like

Great for turning a crush into a connection:

1. What’s your biggest turn-on in someone?
2. What made you notice me?
3. What’s your favorite quality in a partner?
4. What do you find most attractive in someone?
5. How do you flirt?
6. What’s your idea of a fun date?
7. Do you get nervous around people you like?
8. What’s your love-at-first-sight story?
9. Have you ever had a secret crush?
10. What’s something romantic you’ve always wanted to try?
11. Do you like compliments?
12. How do you act when you’re into someone?
13. What’s your biggest relationship green flag?
14. Would you date someone very different from you?
15. Do you believe in love at first sight?
16. What makes someone unforgettable?
17. What’s the best compliment you’ve received?
18. Do you prefer slow love or fast sparks?
19. What’s your ideal couple’s vacation?
20. What’s one thing you’d want me to know about you?