271 Questions to Ask Your Boyfriend Before Getting Serious

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Shutterstock / Dmytro Zinkevych

It’s weird to think your boyfriend had a whole life before you, but the truth is he absolutely has. And while there is no doubt the two of you have gotten to know each other well throughout your courtship, there are still things you don’t know, and maybe never even thought to ask .

In an effort to help you get to know your beau just a little bit better, we’ve compiled a list of relationship questions to introduce when the time feels right. After all, you never know what you’ll uncover with a few simple prompts. One fun question might lead to a more serious answer regarding your boyfriend’s relationship history or something equally as interesting. If anything, they’re sure to unearth a few interesting stories and inspire a slew of deep conversations, contestations, and anything in between. Check out our list of questions to ask your boyfriend to get started.

READ THIS NEXT: 236 Questions to Ask Your Girlfriend Before Getting Serious .

Fun Questions to Ask Your Boyfriend

Below, you’ll find a variety of questions to ask your boyfriend, from conversation starters to more personal prompts. You can use this list to uncover new information or simply pass the time. Always remember, when you run out of things to talk about with your boyfriend, fun questions are a great way to fill the void.

Conversation Starters to Use With Your Boyfriend

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  1. Have you ever been to an amusement park?
  2. What’s your ideal date?
  3. How long have you known your best friend?
  4. Who was your first celebrity crush?
  5. Are you a germaphobe?
  6. What’s the best Halloween costume you’ve ever seen?
  7. Do you remember your first kiss?
  8. What’s your dream car?
  9. Are you a big napper?
  10. Do you like your job?
  11. Do you have any serious allergies?
  12. If you could be anyone else for a day, who would you be?
  13. Did you ever have braces?
  14. How do you take your coffee?
  15. What’s your favorite book?
  16. Do you know how to braid hair?
  17. What’s your favorite city?
  18. Did you have a nickname growing up?
  19. Are you a good cook?
  20. Do you like getting up early or are you more of a night owl?
  21. Where were your parents born?
  22. What’s one guilty pleasure you refuse to give up?
  23. What’s your favorite pop culture moment as of late?
  24. What’s your favorite food?
  25. Are you good at karaoke?
  26. In your opinion, what’s the perfect conversation starter?
  27. Are you superstitious?
  28. Have you ever been hospitalized?
  29. Are you into astrology?
  30. What do you prefer, cats or dogs?
  31. What was your favorite subject in school?
  32. What’s the best mistake you’ve ever made?
  33. What would be a cool hidden talent to surprise someone with?
  34. Are you a good plant dad?
  35. Where are you originally from?
  36. Do you have a favorite dessert?
  37. How many times did your family move growing up?

READ THIS NEXT: 241 Questions to Ask a Guy When Trying to Flirt .

Random Questions to Ask Your Boyfriend When Bored

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Shutterstock / Goksi

  1. Who’s your favorite fictional character?
  2. What’s the nerdiest Halloween costume you’ve ever worn?
  3. Can you tell me about your most embarrassing moment?
  4. What’s the weirdest thing you ever did in school?
  5. What’s the craziest thing you’ve ever done on vacation?
  6. What does your own personal hell look like?
  7. If you could go back and live during any era in history, which would you choose and why?
  8. How often do you eat out?
  9. Is there anything you love but most men hate?
  10. Have you ever been skydiving?
  11. Does listening to music with ads bother you?
  12. Do you think you’re an animal empath?
  13. Have you ever thought about collecting seashells?
  14. Do you use your top sheet?
  15. Do you have a lot of strong women in your life?
  16. How mad would you be if you had to go back to using a flip phone?
  17. Do you prefer making coffee at home or buying it at a cafe?
  18. What’s your favorite milk substitute?
  19. Would you rather explore another planet or the bottom of the ocean?
  20. What’s the biggest faux pas you’ve ever made when traveling?
  21. What’s the best way to avoid an awkward silence?
  22. Can you tell me about your first crush ?
  23. What’s one place you never want to go to again?
  24. Who do you think has it harder: men or women?
  25. What are your grandparents’ names?
  26. What would you do if we broke up and you saw me walking around with a new boyfriend?
  27. What’s your favorite outfit of mine?
  28. Would you prefer I ask you a weird question or an intimate question?
  29. Do you like watching movies with closed captioning on?
  30. What name do you wish your parents gave you?
  31. Bidets: yay or nay?
  32. What’s your mother’s maiden name?
  33. How often do you clean your house?
  34. Do you prefer quilts or comforters?
  35. Do you have a favorite baby name picked out yet?
  36. What’s your favorite ’90s song?

READ THIS NEXT: 198 I Love You Quote to Share With That Special Someone .

Questions Concerning Relationship Dealbreakers

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Shutterstock / Sjale

  1. Why did your last relationship end?
  2. What’s your biggest pet peeve when it comes to personal hygiene?
  3. What would you do if it ever became clear you don’t align with your partner’s values and beliefs?
  4. What are some annoying habits you can’t stand in a housemate?
  5. Do you think you’d survive a long-distance relationship?
  6. What’s the worst thing a new partner could do when meeting your family?
  7. What would you do if your partner dramatically changed their hairstyle without giving you a heads-up?
  8. What would you do if I didn’t want to participate in any of your favorite activities?
  9. How long could you go without intimacy before addressing it?
  10. Would you ever sacrifice your professional goals so that your partner could achieve theirs?
  11. Would you be able to date someone who rooted for anyone other than your team?
  12. What’s one thing you and your partner absolutely have to be on the same page on for a relationship to work?
  13. Would you be OK supporting a partner who didn’t want to work?
  14. If you got the sense that you couldn’t trust me, would you break things off?
  15. Would you be OK if I started smoking?
  16. Are you OK dating someone who has no interest in domestic hobbies?
  17. Would you forgive me if I cheated on you?
  18. Would you be able to be in an open relationship?
  19. Would you break up with me if I stopped caring about my personal hygiene?
  20. Do you think you’d be able to date someone you work closely with?
  21. What do you think would happen to our relationship if I moved a couple of hours away?
  22. How would you resolve things if you and my best friend couldn’t get along?
  23. Would it create problems in the relationship if I were perpetually late to important dates?
  24. How would you react if I suddenly became obsessed with my self-image?
  25. What if your partner developed a kink or a fetish that you really weren’t interested in? Would you be able to make the relationship work?
  26. Would you support me if I wanted to undergo extensive plastic surgery?
  27. Would it be a deal breaker if I struck up a friendship with my ex?
  28. Would you break things off if I were always asking for money?
  29. How would you deal with someone who was always rude to your friends?
  30. Would you still date me if I snored loudly every night?
  31. What would you do if you and your spouse had totally different parenting styles?
  32. Would you be able to move on if someone ever got physical with you?
  33. Would you forgive someone if they destroyed your property during a bad argument?
  34. What would you do if you found out your partner was going through your phone?

READ THIS NEXT: 21 Questions For a New Relationship .

Personal Questions to Ask Your Boyfriend

gay couple on couch - 5

Shutterstock / RossHelen

  1. What’s something your family members don’t know about you?
  2. What’s something you think you’re carrying too much anger about?
  3. How many children do you want in the future?
  4. What’s your ultimate dream job?
  5. Do you hold a lot of grudges?
  6. What’s something you’ve been afraid to ask me?
  7. Do you think it’s ever OK to lie?
  8. How can you tell the difference between intelligence and cockiness?
  9. Have you ever dumped someone via text?
  10. Do you believe in love at first sight?
  11. Do you prefer reading or watching TV?
  12. Are you a big procrastinator?
  13. What do you like most about yourself?
  14. Do you have a personal hero?
  15. Do you eventually want to buy a house or are you happy renting?
  16. How do you like to be taken care of when you’re sick: pampered or left alone?
  17. What’s the kindest thing you’ve ever done for someone?
  18. Do you consider yourself a good friend?
  19. How do you typically respond to stress?
  20. What do you not want to emulate about your parents’ relationship?
  21. What’s the biggest lie you’ve ever told a partner?
  22. What’s the biggest regret you live with?
  23. Are you close with your extended family?
  24. Have you ever been engaged?
  25. What part of your body are you most insecure about?
  26. How would your family members describe you?
  27. Were you a good student?
  28. When was the last time you cried?
  29. What’s the biggest risk you’ve ever taken?
  30. Do you ever wish you were an only child/Do you ever wish you had brothers and sisters?
  31. Do you struggle with your diet?
  32. Do you worry about making your parents proud?
  33. What’s a struggle you’ve worked really hard to get over?
  34. If money wasn’t an issue, would you still want to wake up and go to work every day?
  35. How diligent are you about brushing your teeth?
  36. Do you have any habits you wish you could quit?
  37. Do you sleep soundly through the night?
  38. What’s one memory that still brings tears to your eyes?
  39. What’s the worst holiday you’ve ever had?
  40. What’s one musical instrument you wish you had learned how to play?

READ THIS NEXT: 228 Questions to Ask a Girl During Your Next Date .

Questions to Ask Your Boyfriend Over Text

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Shutterstock / Kateryna Onyshchuk

  1. How are you feeling?
  2. Are you awake yet?
  3. What are you having for dinner?
  4. Have you seen the latest episode of (insert favorite TV show here)?
  5. How’s work going?
  6. Do you miss me?
  7. Are you listening to anything good right now?
  8. What time are you going to bed?
  9. Do you want me to make you dinner?
  10. Do you want to hang out tonight?
  11. Will you send me a photo of what you’re doing right now?
  12. What are you wearing?
  13. Did you remember to water the plants?
  14. How’s the weather?
  15. Have you had coffee yet?
  16. What are you watching?
  17. Do you want to FaceTime?
  18. Did you see my new post?
  19. Did anything exciting happen today?
  20. What time did you get up today?
  21. Did you dream about anything interesting last night?
  22. Has (insert pet’s name here) done anything cute today?

READ THIS NEXT: 75 Relationship Quotes to Reignite Your Love .

Cute Questions to Ask Your Boyfriend

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Shutterstock / Prostock-studio

  1. What’s your favorite thing about me?
  2. Do you think we’d do better with a dog or a cat?
  3. Do you think we should go to the beach or the mountains for our next vacation?
  4. What’s something exciting we should do this summer?
  5. Can I have a kiss?
  6. What’s your favorite love song?
  7. What’s the funniest thing I’ve ever done?
  8. Using only one word, how would you describe me?
  9. What holiday are you most looking forward to spending together?
  10. If I were a flavor, what do you think I’d taste like?
  11. If we were to move in together, who do you think should do most of the decorating?
  12. Do you like my hair straight or curly?
  13. If we could go anywhere in the world, where would you bring me?
  14. What’s something I could do that would leave you absolutely speechless?
  15. Can I give you a manicure?
  16. …What about a massage?
  17. How has your life changed since you met me?
  18. Where do you want to go for our next date?
  19. Will you hold my hand?
  20. What about me made you want to pursue a relationship?
  21. Do you want to be the big spoon or the little spoon?
  22. Do you remember the day we met?
  23. What do you think made me fall in love with you?
  24. What’s something about me that you miss when we aren’t together?
  25. Do you think we look good together?
  26. Have you ever had a dream about me?
  27. What do you like better, hugs or kisses?
  28. Do you like when I wear your clothes?
  29. When you think back on when we first met, did you ever think we’d end up here?
  30. What’s the next TV series you want to binge together?
  31. Do you sleep better with me in your bed?

READ THIS NEXT: 184 Most Likely to Questions for Couples, Co-Workers, and Friends .

Serious Questions to Ask Your Boyfriend

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Shutterstock / chuanpis

  1. Do you think it’s important for your partner to also be your best friend?
  2. What’s the most valuable lesson you’ve learned from past relationships?
  3. Do you prefer spending time with a partner at home or out doing activities?
  4. Have you lost anyone you love?
  5. Do you believe in evolution?
  6. How long do you think people should date before introducing the families?
  7. Do you ever think about going back to school?
  8. What’s the ultimate pleasure you derive from being in a relationship? Not being lonely? Enjoying physical touch? Something else entirely?
  9. Do you believe in euthanasia?
  10. Do you think ignorance really is bliss?
  11. What’s something that recently rocked your perception of reality?
  12. Have you accrued any credit card debt?
  13. How would you react if you found out I’ve previously dated someone of the same sex?
  14. How would you handle a conflict with a neighbor or landlord?
  15. What are you most afraid of happening to us?
  16. Did you vote in the last presidential election?
  17. Have you ever donated to charity?
  18. Would you rather have kids naturally or adopt?
  19. Do you recycle?
  20. Have I ever made you feel belittled or put down in front of other people?
  21. What’s more important, physical chemistry or emotional connection?
  22. Do you think gender norms have a purpose?
  23. Are you a believer in capitalism?
  24. What makes you feel old?
  25. Have you ever been in therapy?
  26. Are you able to forge relationships with people who hold opposing political beliefs?
  27. In your opinion, what’s the saddest story from history?
  28. What’s the worst quality a person can possess?
  29. Does death scare you?
  30. Do you think it’s important to leave a legacy after you die?
  31. What would a family member have to do for you to cut them off?
  32. Do you want to start a family?
  33. Do you have a retirement plan?
  34. Have you ever been in love before?
  35. How can I support your interests?
  36. If you won the lottery, what would you do with the money?
  37. What’s something that can make you happen, even on your worst day?
  38. What’s the best way to get on a deeper level with someone you’re seeing?
  39. Besides technological advancements, what’s your favorite thing about the modern era?

Juicy Questions to Ask Your Boyfriend

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Shutterstock / dekazigzag

  1. How many sexual partners have you had?
  2. How would you like to see our sex life evolve in the future?
  3. Do you like performing oral sex?
  4. What kinds of relationship red flags might present in the bedroom?
  5. What’s the best advice you’ve been given when it comes to satisfying your partner?
  6. What is your ultimate bedroom fantasy?
  7. How do you think we should spice things up the next time we get it on?
  8. Have you ever revealed something during pillow talk you wish you hadn’t?
  9. Have you ever thought about filming one of our intimate moments so you can rewatch it over and over again?
  10. Based on previous relationships, what’s one thing you know you don’t like in the bedroom?
  11. How would you keep the spark alive in a long-term relationship? Frequent visits? Phone sex? Naughty videos?
  12. What’s your favorite sex position?
  13. Do you like lingerie?
  14. Can you tell me something you think would turn me on?
  15. How long should sex last, ideally?
  16. Can you guess what kind of underwear I’m wearing right now?
  17. In your opinion, what’s the difference between having sex and making love?
  18. Do you like when someone pulls your hair?
  19. What’s the weirdest place you’ve ever gotten it on?
  20. Have you ever had a one-night stand?
  21. What’s your favorite sex scene from a movie?
  22. Are you more frisky in the morning or at night?
  23. Have you ever had a friend with benefits?
  24. What are your thoughts on dirty talk?
  25. Are you a big sexter?
  26. Would you ever have a threesome?
  27. How do you feel about using toys in the bedroom?
  28. Do you like listening to music during sex?
  29. Do you like to do it with the lights on or off?
  30. Would you ever want to experiment with BDSM?
  31. Is it important that your partner reaches climax?
  32. Ideally, how many times per week would we have sex?

Wrapping Up

228 Questions to Ask a Girl During Your Next Date

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Shutterstock / pathdoc

Asking a bunch of questions isn’t just a way good way to get to know someone—it’s also an effective means of letting them know you’re interested in what they have to say. Individuals who ask a lot of questions are perceived more positively, too; appearing likable and more capable of intimacy. At the very least, the practice can lead to some great conversation. You never know when a few interesting questions will snowball into something else entirely; be it an antidote from the past or a friendly debate for new friends.

Of course, you do want to tailor things towards the person you’re speaking with, which is why we’ve compiled a list of questions to ask a girl on a first date or when trying to deepen your connection to someone close. We’ve even got a few questions that you can ask over text. Because let’s be honest—it’s not always easy to be so upfront in person. Below, you’ll find the all material you need to get started.

READ THIS NEXT: 241 Questions to Ask a Guy On a Date, In-Person, or Via Text .

228 Fun Questions to Ask a Girl

Check out the list below for new ways to strike up a fun conversation. After all, you never know when a few random questions will lead to a more interesting story. If nothing else, these prompts are sure to help you get to know each other just a little bit better.

Interesting Conversation Starters

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Shutterstock / stockfour

  1. What’s the weirdest tradition your family practices?
  2. What’s your favorite word in the English language?
  3. What’s the most out-of-character thing you’ve ever done?
  4. Do you have a favorite joke?
  5. Who’s your favorite animated character?
  6. What’s your dream job?
  7. Would you rather have more money or more time?
  8. What’s the best way to reconnect with old friends?
  9. How did you meet your best friend?
  10. What’s your go-to karaoke song ?
  11. What’s your favorite movie?
  12. What’s your favorite memory from your time spent overseas?
  13. What’s the craziest thing you’ve ever done on vacation?
  14. What’s the first memory you can remember?
  15. What’s your favorite food?
  16. Are you an early bird or a night owl?
  17. What’s your spirit animal?
  18. Have you ever been hypnotized?
  19. What’s the worst job you’ve ever had?
  20. What’s the most embarrassing phase you’ve ever gone through?
  21. What’s the weirdest food you’ve ever tried?
  22. What’s your favorite true crime podcast?
  23. Do you like your name?
  24. Who’s your favorite celebrity chef?
  25. Would you ever take ayahuasca?
  26. Do you have a favorite reality TV show?
  27. What’s your favorite sport that doesn’t involve a ball?
  28. What three words would your friends use to describe you?
  29. Who’s your favorite fictional character?
  30. What do you prefer, sunrise or sunset?
  31. Have you ever been arrested?
  32. Do you often remember your dreams?
  33. Have you ever seen a ghost?
  34. Would you ever pose nude for a photograph or painting?
  35. What’s the weirdest punishment they performed during the Middle Ages?
  36. What’s do you think is the worst quality about the opposite sex?
  37. What’s a fun way to get to know someone, besides dinner and drinks?
  38. What road trips would you like to take?
  39. Would you prefer camping or glamping?
  40. Would you rather have really nice furniture and a small house or really cheap furniture and a mansion?
  41. What is your favorite children’s book?
  42. Would you rather be able to play every instrument in the world or be fluent in all languages?
  43. What’s the fanciest restaurant that you’ve ever been to and what did you order?

READ THIS NEXT: 21 Questions to Ask in a New Relationship .

Flirty Questions to Ask a Girl

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Lucky Business/Shutterstock

  1. Do I look anything like your celebrity crush?
  2. What’s your biggest guilty pleasure?
  3. Do you like having your picture taken?
  4. What about being a woman do you appreciate most?
  5. What’s your favorite thing to do during a first date?
  6. How many guys have performed a grand romantic gesture for you?
  7. What’s the stupidest thing someone has ever said to you on a first date?
  8. What do you think my body language is trying to tell you?
  9. What do you usually wear to bed?
  10. Have you ever purchased something from an adult retailer?
  11. Where do you like to be kissed most?
  12. What’s your favorite part of the male body?
  13. What do you think the most beautiful part of the female body is?
  14. When am I taking you out to dinner?
  15. Do you believe in love at first sight?
  16. What’s your biggest turn-on?
  17. Have you ever filmed yourself getting it on?
  18. What are the top three qualities you look for in a partner?
  19. Do you prefer to make the first move?
  20. Have you ever sent a dirty text message?
  21. Do you prefer kissing or cuddling?
  22. Did you ever have the hots for a teacher?
  23. What color do you think would look best on me?
  24. Where would you rather meet up, a cafe or a bar?
  25. How would you describe your ideal relationship?
  26. What’s more important, intelligence or appearance?
  27. What are your biggest turn-offs?
  28. How many dates would you need to go on before engaging in a Netflix and chill?
  29. Do you have any secret talents?
  30. Do you like trying new things?
  31. Have you ever gone skinny dipping?
  32. Do you like massages?
  33. What’s your favorite way to relax?
  34. Do you have plans this weekend?
  35. Ideally, how long would intimacy last?
  36. Have you ever initiated a booty call?

READ THIS NEXT: 271 Questions to Ask Your Boyfriend Before Getting Serious .

Funny Questions to Ask a Girl

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Shutterstock / AlessandroBiascioli

  1. What’s your most embarrassing moment?
  2. What’s the weirdest thing that’s ever happened to you on a date?
  3. What’s the best practical joke someone has ever pulled on you?
  4. What’s the worst pick-up line someone has ever used on you?
  5. How would you defend yourself during a zombie apocalypse?
  6. What’s an irrational fear that you can make some sense of?
  7. Which U.S. president would make the best boyfriend?
  8. What kind of food do you think is totally disgusting?
  9. Who is the least talented actor working today?
  10. What’s your Hogwarts House?
  11. Have you ever lied about your age?
  12. Have you ever participated in a hot dog eating contest?
  13. Would you care if your boyfriend had a more elaborate skincare routine than you?
  14. Do you have a favorite dinosaur?
  15. Would you rather be allergic to the sun or allergic to your favorite food?
  16. What’s the funniest thing you’ve ever overheard?
  17. When was the last time you sent something via snail mail?
  18. What was your favorite TV show as a kid?
  19. What’s your biggest pet peeve?
  20. What’s one habit that you’ve carried with you since childhood?
  21. Pineapple on pizza: yes or no?
  22. Would you rather have a private plane or a private yacht?
  23. What’s your favorite condiment?
  24. What fictional character do you think would be easiest to beat in a fight?
  25. How would you defend yourself during the Purge?
  26. Which color do you think would taste the best?
  27. If you were an instrument what would you be?
  28. What’s one body part do you think you could live without?
  29. Which cartoon character do you think is most likely to be a serial killer?
  30. Which founding father would make the best sugar daddy?
  31. What’s the sexiest fruit you can think of?
  32. What’s the worst bathroom experience you’ve ever had?
  33. How would you react if you found a rodent in your bedroom?
  34. What type of cheese matches your personality best?
  35. What’s your favorite writing utensil?
  36. What show are you currently binge-watching?
  37. Have you ever cross-dressed?
  38. Do you know how to set a table properly?
  39. What’s your favorite cheesy quote?
  40. Whose clothes would you prefer to wear, your mom’s or your dad’s?
  41. Do you still watch any cartoons?
  42. If you had to join the circus, what job would you want?
  43. Would you rather live in a world full of witches or a world full of superheroes?
  44. Let’s say reincarnation is real: What would you want to come back as?

READ THIS NEXT: 50 Cute Things to Say to Your Boyfriend Every Day .

What If Questions to Ask a Girl

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Shutterstock / Tyler Olson

  1. What if you only had one day left to live? What would you want to do?
  2. What if you could relive one day in your life? Which would you choose and why?
  3. What if you could go back in time and change the future of events? Would you do it?
  4. What if you could read people’s minds? Would you use your superpower for your own personal gain?
  5. What if your family didn’t approve of your significant other? Would you still stay with them?
  6. What if you had to decide between love and money? What would you choose?
  7. What if we got stranded in a remote location? Who do you think would save the day?
  8. What if you met a guy who didn’t speak English? Would you give him a shot?
  9. What if you were given one million dollars? What would you buy first?
  10. What if you had to decide between your vision and your hearing? Which sense would you choose to keep?
  11. What if someone you love committed a terrible crime? Would you visit them in prison?
  12. What if you could live for 200 years? Would you do it?
  13. What if you could cure a disease? Which one would you choose to eradicate?
  14. What if you could experience happiness without any sadness? Would you choose to forgo the latter?
  15. What if you were invited to have tea with the King of England? Would you accept the offer?
  16. What if you could learn a new language with the press of a button? Which one would you choose?
  17. What if you could get away with never doing a certain chore ever again? Which one would you avoid?
  18. What if you became President of the United States? Which cause would you pursue first?
  19. What if you could teleport anywhere in the world? Where would you go?
  20. What if one of my friends made a move on you? Would you let me know?
  21. What if you found out the guy you were dating liked dancing naked to the Backstreet Boys? Would that be a dealbreaker?
  22. What if your boyfriend went to prison? Would you wait for him?
  23. What if I gained a ton of weight? Would you still be interested in me?
  24. What if your worst fear came true? How would you cope?
  25. What if animals could talk? Which would be most annoying to listen to?
  26. What if you weren’t allowed near a computer for the next month? Would you catch up on your reading or simply move operations onto your phone?
  27. What if you could only watch one reality TV show for the rest of your life? Which would you choose?
  28. What if you could only communicate by breaking out into song? Which one would you choose to let people know you were upset?
  29. What if you could play the perfect prank? Who would you target?
  30. What if real life were more like the movies? Which film would you want yours to resemble?
  31. What if your 13-year-old self drafted your dating profile ? What would it say?
  32. What if you went on a first date with someone who only listened to elevator music? Would you agree to go out with them again?
  33. What if you could pick a famous person to insult? Who would you choose and what would you say?
  34. What if you had to eat the same meal every day for the rest of your life? What would you make?
  35. What if you had to choose a different hair color? Which would you settle on?
  36. What if animals could make documentaries about humans? What weird things would they show?
  37. What if you were born a child prodigy? What skill would you want to excel at?

READ THIS NEXT: 236 Important Questions to Ask Your Girlfriend .

Questions to Ask a Girl Over Text

person texting a question on their phone - 15

Shutterstock / Tero Vesalainen

  1. Are you watching anything good right now?
  2. What’s the most annoying thing about where you live?
  3. Have you already had dinner?
  4. How do you feel about small talk?
  5. What’s your favorite emoji?
  6. What’s a GIF that best describes how you’re feeling right now?
  7. How’s work going?
  8. What are you wearing?
  9. What’s the funniest thing you’ve seen on TikTok today?
  10. What are your plans for this weekend?
  11. What’s your favorite place to get takeout from?
  12. What’s the cutest thing your dog/cat has done today?
  13. Is it cold in your apartment/house right now?
  14. Have you had coffee yet?
  15. What are you doing for dinner?
  16. What’s your favorite quote from a movie?
  17. What time are you going to bed?
  18. What’s a song that you can listen to over and over again?
  19. What’s the weirdest message someone has ever sent you on Tinder?
  20. What’s the funniest picture you have on your phone?
  21. Which phone app do you use most?
  22. What’s the weirdest thing that’s happened to you this week?
  23. What do you usually do on the weekends?
  24. Do you want to FaceTime?
  25. Are you watching anything good tonight?
  26. Do you have a favorite documentary?
  27. Will you send me a picture? It can be of anything!

READ THIS NEXT: 50 Cute Things to Say to Your Girlfriend Every Day .

Deep Questions to Ask a Girl

young couple in a deep conversation - 16

Shutterstock / adriaticfoto

  1. What’s the biggest lesson life has ever taught you?
  2. Do you consider yourself a spiritual person?
  3. What do you think is the worst thing about getting older?
  4. What’s one activity that you have on your bucket list?
  5. What’s your favorite childhood memory?
  6. Who is your favorite family member?
  7. Have you ever been in a long-distance relationship ?
  8. What personality trait do you consider to be a red flag?
  9. What types of jobs exist only because people are lazy?
  10. Do you consider yourself to be a good person?
  11. Have you ever confronted any of your deepest fears?
  12. What’s one thing you would want both you and your significant other to enjoy?
  13. Is there anything you would change about yourself?
  14. What do you think is the most dangerous quality a person can possess?
  15. Do you have a good relationship with your mom?
  16. What are three principles you want to instill in your children?
  17. What energizes you?
  18. What’s your worst habit?
  19. If you could be a fly on the wall anywhere and at any point in history, what would you choose and why?
  20. What do you want to be remembered for?
  21. Do you want to get married someday?
  22. If you wanted children, but couldn’t conceive naturally, what other options would you consider?
  23. What’s something you want to achieve in life?
  24. When are you happiest?
  25. If you won the lottery, would you still want to work?
  26. What sounds more appealing, stability or spontaneity?
  27. How can you tell when you’re in love?
  28. Who do you call when you need advice?
  29. Would you take in a stray animal that needed a home?
  30. What’s the best compliment you’ve ever received?
  31. What smell brings you comfort?
  32. How would you like to be perceived by others?
  33. Do you keep in touch with your exes?
  34. When you enter a room, do you prefer to stand out or blend in?
  35. Would you prefer to live in a treehouse in the woods or a cottage by the ocean?
  36. Would you rather be known for your beauty or kindness?
  37. What’s the most important thing for a healthy relationship?
  38. What single event has had the biggest impact on who you are?
  39. What’s the most extreme example of poverty you’ve ever seen?
  40. Do you think that war is inevitable or that specific leadership styles can help us avoid it?
  41. Do you believe in past lives?