150 Questions to Ask on Dating Apps That Aren’t Boring or Basic

When you’re staring at a blank chat box, it’s easy to freeze. What do you say that’s not “hey” or “how was your weekend?” Good questions to ask on dating apps can be the difference between ghosting and grabbing a drink next Friday. They don’t have to be deep. They just have to be interesting—unexpected enough to make someone pause, smile, and think, “Okay, I’ll bite.” Whether you’re looking for a laugh, a spark, or a way to stand out from the crowd, this list has your back.

Icebreakers That Aren’t Cringe

These are your go-to first moves—the conversational equivalents of a relaxed smile. They’re simple, fun, and original enough to grab attention without putting anyone on the spot. Perfect for making a good first impression without sounding like you copied your opener from a dating advice subreddit.

1. What’s something totally normal that gives you the ick?

2. If your life had a soundtrack, what’s the opening song?

3. What emoji do you totally overuse—and are you proud of it?

4. If we had to escape a boring party together, what would our excuse be?

5. What’s your go-to move when you forget someone’s name?

6. If you had to delete every app except one, which one stays?

7. What’s the last thing that made you laugh really hard?

8. If you had a useless superpower, what would it be?

9. Is cereal a soup? Defend your answer.

10. What’s a super specific thing you irrationally love?

11. If your pet could text you, what would they say?

12. What’s your “I need a minute” song?

13. What’s your signature snack combo no one understands?

14. How long would you survive in a haunted house?

15. What’s your chaotic good opinion?

16. If I made you a playlist, what should the last track be?

17. Is it ever okay to clap when a plane lands?

18. What’s your favorite small inconvenience to complain about?

19. If you could rename any common object, what would you pick?

20. What’s your most irrational childhood fear that still lives rent-free in your brain?

21. Which fictional universe would you move to in a second?

22. If we got stuck in an elevator, what would you do first?

23. Do you believe in horoscopes—or do you just like blaming Mercury retrograde?

24. What’s the weirdest item currently in your bag or pocket?

25. If awkward silences were Olympic events, what medal would you win?

Funny and Unexpected Prompts

These questions take things into weirder, more playful territory. They show off your sense of humor, welcome some chaos, and make it clear that you’re not afraid to have fun. Ideal for catching someone off guard—in a good way.

1. Would you survive a zombie apocalypse—or accidentally doom the group?

2. What’s your most irrational beef with an inanimate object?

3. If your alter ego had a name, what would it be?

4. What’s the most chaotic thing you’ve done on zero sleep?

5. What animal do you irrationally think you could take in a fight?

6. If aliens asked you to represent Earth, what would you wear?

7. What’s your karaoke song—even if you can’t sing?

8. If I had to guess your high school superlative, what would it be?

9. Which condiment are you most spiritually aligned with?

10. What’s the dumbest argument you’ve ever been in?

11. If someone made a movie about your worst date, who would play you?

12. What’s your personal theme for “main character energy”?

13. Would you rather always smell like fresh cookies or always hear elevator music?

14. Which conspiracy theory would you believe if it weren’t so ridiculous?

15. What’s something you low-key flex about but pretend you don’t care?

16. If your laugh had a sound effect, what would it be?

17. What’s your go-to “I’m awkward but trying” body language move?

18. Do you believe in love at first swipe or do we need a punchline first?

19. What’s the weirdest compliment someone has given you that you secretly loved?

20. If you had to eat only one oddly specific snack forever, what’s your pick?

21. What cartoon character do you think is secretly hot?

22. If your dating profile was a drink, what would the ingredients be?

23. Would you rather be ghosted or go on a 3-hour date with no food?

24. If you were a villain in a romantic comedy, what would your plot be?

25. What’s the most useless trivia fact you bring up way too often?

Hobbies, Passions, and Everyday Life

This is where you start learning what someone genuinely enjoys when they’re not glued to a screen. These questions make it easy to find shared interests, talk about routines, and see if your lives might actually match up off the app.

1. What’s something you could talk about for hours and never get bored?

2. What hobby do you wish more people asked about on here?

3. If your weekend had a title, what would last weekend’s be?

4. What’s your “I need to reset” activity?

5. Are you a sunrise walk or midnight snack kind of person?

6. What’s something you do just for yourself, no productivity needed?

7. If you could master one random skill overnight, what would it be?

8. What does your ideal lazy Sunday look like?

9. Do you collect anything weird—or think about starting?

10. What’s a movie you’ll rewatch any time, no questions asked?

11. If you had to teach a class, what subject would you absolutely crush?

12. What do you do that makes you feel like a kid again?

13. What’s your favorite random fact about your hometown?

14. What’s the weirdest niche internet corner you’ve fallen into?

15. Coffee, tea, or chaos to start the day?

16. What’s the last thing you learned that made you go “huh”?

17. Do you cook, order, or microwave your way through the week?

18. What kind of museum would you start if budget wasn’t a thing?

19. What’s a super specific smell that makes you feel at home?

20. What’s your “comfort media” when life feels weird?

21. If your playlists had a personality, what would theirs be called?

22. What’s one thing you do that’s oddly meditative?

23. If your pet (or plant) had a voice, what would they sound like?

24. What’s a small part of your daily routine you’re weirdly loyal to?

25. What’s your current hyperfixation, guilty pleasure, or strange obsession?

Dating Vibes and Relationship Energy

Now you’re getting into what really matters on a dating app—how someone approaches connection, compatibility, and partnership. These questions aren’t too heavy, but they help you avoid wasting time with someone who’s not aligned with your energy.

1. What’s a green flag you always notice first?

2. Do you believe in soulmates, slow burns, or something in between?

3. How do you show someone you like them without saying it?

4. What’s your love language—and do you actually believe in them?

5. What’s your ideal first date: something chill or a shared adventure?

6. Are you more spontaneous romantic or scheduled sweet gestures?

7. What does “quality time” actually look like for you?

8. What’s something you’ve learned from a past relationship that stuck?

9. Are you more of a cuddler, a texter, or an acts-of-service kind of person?

10. How do you define emotional safety in a relationship?

11. What’s one thing you’ve realized you need in a partner?

12. What’s your stance on texting back fast—is it a sign or a strategy?

13. Would you rather date someone just like you or totally different?

14. What makes you feel seen in a relationship?

15. What’s your “no compromise” relationship rule?

16. What’s your take on big romantic gestures vs everyday affection?

17. Do you believe timing is everything—or is it about the person?

18. What kind of couple would your friends say we’d be?

19. Are you looking for fireworks or slow glow vibes?

20. What’s your emotional green light in a convo with someone new?

21. How do you act when you’ve got a real crush on someone?

22. What’s something you’ve never told a partner but probably should have?

23. What’s your most underrated relationship strength?

24. What does “compatibility” mean to you—vibe, values, or vibe and values?

25. Do you think it’s better to fall fast or fall steady?

Deep, Playful, and Thoughtful Questions

Sometimes a little depth goes a long way. These questions invite reflection without feeling like an interview. They’re great when the chat is already flowing and you want to take it somewhere meaningful—but still fun.

1. What’s something you secretly hope someone will ask you?

2. What’s one belief or value that really anchors you?

3. When do you feel most like yourself?

4. If your life had chapters, what’s the title of this one?

5. What’s something weird that gives you peace?

6. Do you think people are mostly good or just trying their best?

7. What’s a conversation you wish more people would have?

8. What’s your favorite version of love—not romantic, just love?

9. What’s something that instantly earns your respect?

10. What makes you feel brave, even if you’re scared?

11. If we could skip small talk, what would you rather talk about?

12. What’s a personal hill you’re willing to die on?

13. When do you feel most curious about life?

14. What’s a memory that still makes you smile when no one’s around?

15. What makes you feel connected to someone—like actually seen?

16. What’s something gentle that made a big impact on you?

17. Do you trust your gut—or talk yourself out of things?

18. What’s your “I’m over this” energy killer in a convo?

19. What do you think makes someone emotionally available?

20. What’s something you’re working on—quietly, steadily, just for you?

21. What’s the best compliment you’ve ever received—and did you believe it?

22. When was the last time you felt really understood?

23. What’s one thing you wish people noticed about you sooner?

24. What would your 10-year-old self think of you now?

25. What makes you think, “I could really fall for someone”?

Flirty But Respectful Prompts

These questions help you lean into romantic tension while keeping it light, fun, and fully respectful. If the vibes are good and you want to signal a little chemistry—this is the zone.

1. What’s your idea of a really good kiss?

2. What’s something someone said to you that still makes you blush?

3. What’s one way someone’s made you feel desired—without being obvious?

4. What’s your flirty tell when you’re into someone?

5. How do you like being complimented—words, looks, actions?

6. If we had our own inside joke, what would it be about?

7. What’s your slowest burn fantasy?

8. What’s your favorite way to flirt—subtle, bold, or chaotic neutral?

9. When do you feel most confident in your skin?

10. What’s something you secretly hope a date will notice about you?

11. How would you describe “chemistry” in one word?

12. If we were stuck in a rom-com, what role would you play?

13. What’s the best kind of tension: eye contact, banter, or silence?

14. What’s your go-to move to break the touch barrier—hypothetically, of course?

15. What makes you feel sexy when no one’s around?

16. Do you like being the flirted-with or the flirt-er?

17. What’s a compliment you’d love to hear more often?

18. What’s the most unexpectedly hot thing someone’s ever done?

19. What’s your idea of playful intimacy?

20. What does “physical chemistry” mean to you—vibe, looks, touch, or all of it?

21. What’s something a person could say that would completely catch your attention?

22. Would you rather flirt through memes, banter, or soulful looks?

23. How do you usually respond when someone catches you staring?

24. What’s one thing you’ve wanted to say on a date but never have?

25. If we were to skip straight to a second date vibe, what would it be?