250+ [REALLY] Interesting Questions to Ask a Girl You Like

Today I’m sharing 250+ Really Interesting Questions to Ask a Girl You Like. Unveiling the secrets that lie in the mind of a girl is a gargantuan task. You never know what she is thinking or willing to do. The most critical time comes when you are friends with a girl and you want to take your relationship to next level but you don’t know how to proceed. We also have a great collection of Truth or Dare Questions For Kids.

Luckily, I am going to share with you a selection of the best questions to ask and what to talk about with a girl you like. We have categorized these into several groups:

Curious & Interesting Questions, Flirty Questions, Witty Questions to Ask Her, Funny Questions to Make Her Smile, Thought Provoking Deep Questions, Questions to Know Her Better, Questions About Her Family & Friends, Questions to Reveal Her Dirty Secrets, Great Questions for a First Date, Romantic Questions to Ask Your Girlfriend, Questions You Should Never Ask Any Girl.


Questions to Ask a Girl

1. “What is something you have tried, but will never do again?”

2. “What quirky habit do you have?”

3. “Who is your best friend?”

4. “What is the one thing you did in your past you wish you could undo?”

5. “What is your biggest fear?”

6. “What is the one place in the world you wish you lived in?”

7. “Would you rather be loved or have a lot of money?”

8. “What is the happiest memory of your childhood?”

9. “What is the most embarrassing moment of your life?”

10. “What would your dream date be like?”

11. “What would you change about your personality & look?”

12. “Who has influenced you the most in your life?”

13. “What is something you used to do as a child that you wish you could still do?”

14. “What is the worst thing about dating?”

15. “What is the one career you would love to enter?”

16. “Are you close with your family?”

17. “What is the one movie that influenced your life the most?”

18. “Where is the one place in the world you feel safe?”

19. “What is the one thing you want to experience before you die?”

20. “What is your ultimate goal in life?”

21. “What do you think is your best feature?”


Questions to Ask a Girl

1. “Which is the first region your eyes would wander to if you were to ever see me naked?”

2. “Have you ever decided to kiss or make out with a guy just because you were horny?”

3. “What is the naughtiest moment in your school days that you can remember?”

4. “If I ask you to ask me to do something naughty what would you prefer the most from me?”

5. “Have you ever had a dream about being a lesbian?”

6. “What do you prefer; thongs or panties?”

7. “While you are kissing, what types of other things you prefer to be done simultaneously?”

8. “Where you do like being touched the most?”

9. “What is your wildest sexual secret that you want to indulge in at least once in your lifetime?”

10. “Have you ever had an unexpected orgasm?”

11. “What’s your favorite thing to do with a guy?”

12. “What kind of wears are you wearing right now?”

13. “If we only had twenty-four hours together, what do you think we’d do?”

14. “Are you a troublemaker?”

15. “What tricks do you use to turn a guy on?”

16. “Where’s your favorite place to get a butterfly kiss?”

17. “What do you find attractive in a man?”

18. “What’s more romantic, or sexy: cooking for someone or dancing with someone?”

19. “What do you think is the number one blunder men make when flirting with or hitting on women?”

20. “What do you think is one thing all men should do when dating?”

21. “Do you believe in love at first sight?”

22. “Have you ever been on a date that totally blew your mind? Like one of those movie moments?”

23. “What’s your weakness/soft-spot in a guy?”

24. “If we only had twenty-four hours together, what do you think we’d do?”

25. “If you had X-Ray vision glasses, would you use them to see under the clothes?”

26. “What do you wear to bed- if anything?”

27. “Do you find yourself more drawn to brains or looks?”

28. “How far can you go on our 3rd date?”

29. “Do you prefer cuddling or making out?”

30. “What would be your perfect romantic getaway?”


Questions to Ask a Girl

1. “Have you ever sat by the phone all night waiting for someone to call?”

2. “Do you believe that he will always have a special place in your heart?”

3. “Do you believe that everything happens for a reason?”

4. “Have you ever had a crush on a friend’s parent?”

5. “Do you rather follow your heart or your head? State your reasons for your answer?”

6. “Do you prefer to share finances with your partner, or keep them separate?”

7. “Do you sleep with a stuffed toy? What is it?”

8. “Describe the appearance of the person you would like to date?”

9. “Have you ever hated loving someone?”

10. “Do you snore or steal the covers or roll around in your sleep?”

11. “Have you ever had a near-death experience?”

12. “Do you consider it more important to be liked or respected? Why?”

13. “What “most likely to” superlative would you be most honored to receive?”

14. “What is your weirdest dealbreaker?”

15. “Everyone has a mission in life. What do you think your mission is?”

16. “If you could instantly transport just one building to anywhere on earth, what building would you move and where, to create the most interesting outcome?”

17. “When was the last time you literally stopped to smell flowers?”

18. “What was the most uncomfortable thing you’ve had to do out of politeness?”

19. “What view would you most like to have out of your window?”

20. “Would you rather be beautiful and dumb or ugly and clever?”

21. “Where’s the weirdest place you’ve found something that you lost?”

22. “Which famous person would you love to be? Why?”

23. “What is something about life that people don’t appreciate as much as they should?”

24. “What’s the worst thing a person can do that isn’t illegal?”

25. “Have you ever been jealous of your closest friends?”

26. “Who’s your favorite protagonist from an animated movie?”

27. “If you could instantly know how to speak another language, what language would you choose to know?”

28. “What’s the habit you hate most in a boyfriend?”

29. “What’s the best “less is more” example you can come up with?”

30. “What product has greatly exceeded your expectations?”


Questions to Ask a Girl

1. “If you could jump into a pool full of something, what would it be?”

2. “If you could put your brain in a robot and live indefinitely, would you?”

3. “Have you ever danced like Napoleon Dynamite?”

4. “You’re in the bathroom stall and realize there’s no toilet paper, what do you do?”

5. “What would be the worst thing to put into a piñata?”

6. “Kill, screw, or marry: Miss Piggy, the flying dog from Never Ending Story or Tweetie bird?”

7. “If your sex life could be described in eggs, what kind of eggs would it be?”

8. “What type of bear do you find to be the sexiest?”

9. “Why do they call it an asteroid when it’s outside the hemisphere, but call it hemorrhoid when it’s in your butt?”

10. “Would you still like me if I was a foot shorter?”

11. “What mildly annoying curse do you wish you could curse people with?”

12. “What emotion do you feel when you think about clowns?”

13. “What weird smell do you really enjoy?”

14. “What is the funniest pickup line someone has tried to use on you?”

15. “In your opinion, is it mentally possible for a person to like both cats and dogs?”

16. “What happened to the other 56 varieties of Heinz 57 sauce?”

17. “If your life was a sitcom, what would it be called?”

18. “What’s your dumbest pet-peeve?”

19. “First think of a product. Now, what would be the absolute worst brand name for one of those products?”

20. “What’s the most polarizing question you could ask a group of your friends?”

21. “Who’s the better toy, Woody or Buzz?”

22. “If animals could talk, which would be the rudest?”

23. “Why do they call the airport a terminal if flying is supposed to be safe?”

24. “Would you ever drive a motorcycle with me on the back?”

25. “If you could have a mythical creature as your protector, which would you choose?”

26. “What is the most embarrassing thing you have ever worn?”

27. “What would you do if you could be invisible for one day?”

28. “What would be the first thing you would do if you woke up tomorrow as a guy?”

29. “If you were a vegetable, what would you be and why?”

30. “If you had to shave your head, would you wear sport hats, wigs, or rock the bald look?”


Questions to Ask a Girl

1. “What are the things that stand between you and complete happiness?”

2. “When someone sees your name on caller ID, what thoughts and feelings do you want them to have?”

3. “If you were going to die at midnight, what would you be doing at 11:45 pm?”

4. “Standing at the gates of heaven, and God asks you “Why should I let you in?” What do you reply?”

5. “If you woke up tomorrow as an animal, what animal would you choose to be?”

6. “If you could go back in time, once, and change a single thing – what would it be?”

7. “Would your life be better or worse, if you knew the time and place where you would die?”

8. “If you could start over, what would you do differently?”

9. “What habits are holding you back from success?”

10. “What have you done to pursue your dreams lately? How about today?”

11. “What is one dream you think you’ll pursue relentlessly for the rest of your life?”

12. “Do you think human morality is learned or innate?”

13. “Do you think the present is better than 50 years ago? Why?”

14. “If science makes it possible to predict which people will be more likely to commit crimes, should the highest risk individuals be jailed or killed before they can commit crimes?”

15. “What are the most common road blocks that stop people from achieving their dreams?”

16. “What would you change about your life if you knew you would never die?”

17. “What would you have to see to cry tears of joy?”

18. “What makes a person truly evil? Are they born that way or did their environment make them that way?”

19. “How regularly do you see your best friends?”

20. “What will people say at your funeral?”

21. “What would you do differently if you could turn back time?”

22. “If you could watch everything that happened in your life until now, would you enjoy it?”

23. “What is the hardest lesson you had to learn in life?”

24. “What would you do differently if you knew that no one was judging you?”

25. “Do you believe everything happens for a reason, or do we just find reasons after things happen?”

26. “How do you celebrate the things you do have in your life?”

27. “In your life, what has been the biggest blessing in disguise?”

28. “When you’re 90 years old, what will matter most to you in the world?”

29. “If you could write a note to your younger self, what would you say in only three words?”

30. “How much is a human life worth and are some lives worth more than others?”


Questions to Ask a Girl


1. “What’s your favorite book and why?”

2. “What would you grab if your house was on fire?”

3. “What was your favorite childhood toy?”

4. “What was your worst job?”

5. “What does your name mean?”

6. “How do you spend your free time, and where do you like to go?”

7. “What role models do you respect the most?”

8. “Where were you born?”

9. “What’s one thing on your bucket list?”

10. “Are you a troublemaker?”

11. “Who is your best friend and what do you love about him/her?”

12. “Do you have any nicknames?”

13. “What’s one place you really want to travel to?”

14. “What makes you really irritated? Especially something other people do that irritates you!”

15. “Is death your biggest fear, or is it something else?”

16. “If you were a man for a day, what would be the first thing you do?”

17. “What’s one thing that’s happened to you that has made you a stronger person?”

18. “What’s one thing you’d love to learn more about?”

19. “Where is one place you feel most like yourself?”

20. “What is something you’ve never done that you’ve always wanted to do?”

21. “Where is your favorite place to escape to?”

22. “What is something you’ve never done that you’ve always wanted to do?”

23. “If you could change one thing about yourself what would it be?”

24. “What is your biggest fear?”

25. “When you were younger what did you think you were going to be when you grew up?”

26. “What is the craziest thing you’ve ever done?”

27. “Do you easily accept compliments? Or do you hate compliments?”

28. “If you could be any animal, what animal would you be?”

29. “How seriously do you take horoscopes?”

30. “Do you have any regrets? What’s your biggest one?”


Questions to Ask a Girl

1. “How is your relationship with your mom?”

2. “Do you have any brothers or sisters?”

3. “What do you value the most when it comes to friendship?”

4. “How is your relationship with your father?”

5. “How often do you talk with your parents?”

6. “What’s your best memory with your father/mother/sibling in it?”

7. “What jobs did your grandparents do?”

8. “Who do you think knows you the best?”

9. “Where is your bloodline originally from?”

10. “How regularly do you see your best friends?”

11. “How is your relationship with your father?”

12. “Tell me about a funny family story.”

13. “Which relative are you emotionally closest to?”

14. “Where did your parents meet?”

15. “Who is the wisest person in the family?”

16. “If you had to choose, what family member would you kill off and why?”

17. “Tell me about a family member you are really proud of.”

18. “Who’s your best friend?”

19. “Where is your bloodline originally from?”

20. “How did you and your best friend meet?”

21. “Who is the kindest person in your family?”

22. “What’s the most immature thing your parents do?”

23. “Who is the wisest member of your family?”

24. “What’s the weirdest tradition your family has?”

25. “What bad thing did you do as a kid that your parents never found about”

26. “What’s your “and then it got worse” family story?”

27. “Do you have any relative in jail?”

28. “Do you have any famous relatives?”

29. “How close are you with your family?”

30. “What jobs do your parents do?”


Questions to Ask a Girl

1. “Does a massage make you wet?”

2. “Would you use sex toys?”

3. “Do you like watching porn?”

4. “Which celebrity would you sleep with, in a blink of an eye?”

5. “Doggy style or a cowgirl?”

6. “Will you cheat on your boyfriend with an ex whom you still have strong sexual chemistry with?”

7. “Does size matter to you?”

8. “Would you be open to a threesome?”

9. “If a guy wants to come over to your place and make out with you right now, would you like that?”

10. “Where was the craziest place you ever had sex?”

11. “Have you ever kissed a girl before?”

12. “Spit or swallow?”

13. “If I asked nicely, would you show me your boobs?”

14. “Have you ever been caught having sex?”

15. “How often do you masturbate?”

16. “What makes you wet without fail?”

17. “What’s the dirtiest thing you’ve ever sexted someone?”

18. “What’s your favorite part of a man’s body?”

19. “What’s the most daring place you’ve done it in public?”

20. “Who’s the one person in this world you wish you could fuck?”

21. “In what position do you orgasm most reliably?”

22. “What does it feel like when you orgasm?”

23. “Have you ever made an erotic fantasy come true?”

24. “Are you a screamer? A moaner?”

25. “How do you like your pussy to be licked?”

26. “What’s your favorite kind of foreplay?”

27. “Do you like it rough or gentle?”

28. “If you had to choose, would you be a dominatrix or a submissive?”

29. “What does your ideal penis look like?”

30. “What’s your favorite blowjob technique?”


Questions to Ask a Girl

1. “What’s your favorite place in the entire world?”

2. “Where did you go to school?”

3. “What do you do, and how long have you been doing it?”

4. “What were you like as a kid?”

5. “What’s on your bucket list?”

6. “What type of music are you into?”

7. “Do you have any nicknames? What’s the story behind them?”

8. “Are you a cat person or a dog person?”

9. “Did you like this place?”

10. “Want to get coffee/dessert after this somewhere else?”

11. “What kinds of things really make you laugh?”

12. “Have you figured out your calling in life? What is it?”

13. “What’s your favorite place in the entire world?”

14. “Favorite movie of all time? Why so?”

15. “What is your favorite way to spend a Saturday?”

16. “What do you hate most about the dating process?” (Tell me so I can avoid it!)

17. “What type of music are you into?”

18. “Do you have any pet peeves?”

19. “Do you ever cook?”

20. “What’s your biggest goal in life right now?”

21. “Coffee or tea?”

22. “Who was your favorite schoolteacher or college professor? Why?”

23. “Are you a morning person or a night person?”

24. “Who is your best friend? What do you like about him/her?”

25. “What are you most passionate about?”

26. “What was your major?”

27. “What should I know about you that I’d never think to ask about?”

28. “If you won the lottery tomorrow, what’s the first thing you’d buy?”

29. “Who has been the biggest influence in your life?”

30. “What was your family like growing up?”


Questions to Ask a Girl

1. “What’s ‘our’ song?”

2. “Have you ever written a love letter?”

3. “When did you have your first kiss?”

4. “What is that one thing about our relationship that makes you the happiest?”

5. “Describe your idea of a perfect night together.”

6. “Do you like breakfast in bed?”

7. “What kind of texts do you find romantic?”

8. “Do you enjoy being out in nature?”

9. “What gestures do you find truly romantic?”

10. “Do you like kissing in public?”

11. “Where do you see us in five years?”

12. “Would you feel special if I always greet you with flowers?”

13. “Do you believe in marriage? Or do you prefer committed relationships?”

14. “Which is your favorite restaurant for date nights? And what is your favorite romantic meal to have at home?”

15. “What would be the perfect gift?”

16. “Have you ever had a crush on a teacher?”

17. “Can you share something from your life (any secret!) that you haven’t yet shared with anyone earlier?”

18. “What would you not do for me?”

19. “What made you fall in love with me?”

20. “What memories do you have from us that you cherish the most?”

21. “What makes you feel so much in love with me?”

22. “What do you think about public displays of affection?”

23. “Do you think everyone who´s in love is this happy? Or did we just win the lottery?”

24. “What is one secret you can tell me?”

25. “Could you be in a long distance relationship?”

26. “What do you think is the most attractive trait in my personality?”

27. “Who was your first crush? How old were you?”

28. “Will you choose to go to a party organized by your friends or be with me instead, in case I am to leave for some work for few days?”

29. “How much do you love me?”

30. “When did you know you were falling for me? Was it love at first sight?”


Questions to Ask a Girl

1. “How old are you?”

2. “How much do you weigh?”

3. “Are they really yours?”

4. “Why do you have to be a b*tch sometimes?”

5. “Do you think I’m handsome?”

6. “Are you on your period?”

7. “Do you want to know what my ex did this one time?”

8. “Want to pay for dinner?”

9. “Can I read your messages?”

10. “How many guys have you slept with?”

11. “Babe, I bet if you were a guy, you’d f*ck her brains out too, right?”

12. “What do you think of my uh, size?”

13. “Is your sister hot?”

14. “Can I borrow some money?”

15. “Are you really going to eat all that?”

16. “How long does it take to put on all that make-up?”

17. “If I got you pregnant, would you have an abortion?”

18. “How much do you earn?”

19. “Can you chill?”

20. “Why can´t you lose weight?”

21. “How did you screw-up your last relationship?”

22. “Is it that time of the month?”

23. “Can you calm down?”

24. “Do you like to be conquered?”

25. “Why do you like wearing that skirt?”

26. “Are you drunk yet?”

27. “If you could have dinner with any famous person, living or dead, would you order the most expensive entrée on the menu like you did tonight?”

28. “I’m going to get some food, do you want a salad?”

29. “If you could change 3 things about yourself, would you start with that nose?”

30. “Why are you even friends with them?”

What do you think?

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Written by Naveen

Entrepreneur | Web Developer | SEO Analyst | Animator


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