250 Questions to Ask Your Girlfriend to Know Her on a Deeper Level

What are the best questions to ask your girlfriend?
on May 29, 2024
Read time: 10 mins

When building a meaningful relationship with your partner, it’s all about getting beyond the surface level. 

If you’re ready to test your compatibility and get chatting, these questions to ask your girlfriend are exactly what you’re looking for! Like our questions to ask your boyfriend, we’re pretty sure we’ve got every topic covered… 

Whether you're just starting your journey together or have been in a relationship for years, asking the right questions can open doors to a stronger bond. Building that meaningful connection is what the Paired app is all about! 

With daily conversations, questions, and quizzes, the Paired app offers the opportunity to build a stronger connection! So, if you’re ready to dip your toes into these meaningful conversations, these questions are the perfect place to start. 

What are good questions to ask your girlfriend to get to know her better?

The early stages of a new relationship mark an exciting chapter for any couple, as you both get to know each other (and start to develop those feelings!) 

With late-night conversations that span hours, there are so many interesting questions that can come up. While you don’t need to have an exact list of questions to quiz your partner, it’s good to have a few questions up your sleeve to make sure you’re connecting on that deeper level! 

Deep questions to ask your girlfriend

  1. What is on your bucket list? 

  2. What’s your favorite thing about yourself? 

  3. What’s your favorite thing about our relationship? 

  4. What is your favorite childhood memory? 

  5. What are the most important characteristics of a healthy relationship? 

  6. What’s your biggest fear and have you ever faced it? 

  7. Have you ever thought about having kids someday? 

  8. What’s the best piece of advice you’ve ever gotten from a family member? 

  9. If you had to cut off communication with anyone in your life who would it be? 

  10. How do you handle disagreements with family members? 

  11. What is/was your favorite part of your career? 

  12. Would you rather have one best friend or an infinite number of good friends? 

  13. Is there a fictional character who’s back story you really relate to? 

  14. When was the last time you felt incredibly happy? 

  15. How do your best friends make you feel? 

  16. What is the most meaningful gift you’ve ever received?

  17. How do you define success?

  18. If you could change one thing about your past, what would it be and why?

  19. What role does spirituality or religion play in your life?

  20. What do you think is the key to maintaining a strong emotional connection in a relationship?

  21. How do you envision your life 10 years from now?

  22. What is a significant life lesson you’ve learned so far?

  23. How do you cope with stress and what strategies help you relax?

  24. If you could spend a day with anyone, living or dead, who would it be and why?

  25. What is your biggest passion in life and why does it inspire you?

  26. How do you deal with feelings of jealousy or insecurity?

  27. What are some personal goals you’re currently working towards?

  28. How do you express love and appreciation towards those you care about?

  29. What have you always wanted to learn or try but haven’t yet?

  30. How do you navigate and resolve conflicts in your friendships?

  31. What is a dream you have yet to accomplish?

  32. How important is forgiveness in a relationship to you?

  33. What qualities do you admire most in other people?

  34. If you could live anywhere in the world, where would it be and why?

  35. What’s the most courageous thing you’ve ever done?

  36. How do you deal with loss or grief?

  37. What’s your philosophy on personal growth and self-improvement?

  38. What’s a secret you’ve never told anyone?

  39. What impact do you want to have on the world?

  40. How do you prioritize your mental and emotional health?

Juicy questions to ask your girlfriend

  1. What was the first date you ever went on? 

  2. What is the weirdest thing that has ever happened to you? 

  3. Have you ever used a pick-up line? What was it? 

  4. Do you think that your dream job is attainable? 

  5. What is the weirdest food combo that you secretly like? 

  6. What is your weirdest sexual fantasy? 

  7. How do you feel about the way your last relationship ended? 

  8. Would you be willing to break the law to rescue your family member? 

  9. What is the weirdest dream you’ve ever had? 

  10. If money doesn’t matter, what would your dream job be? 

  11. Would you worry about political differences in relationships? 

  12. Do you share your location with any friends or family members? 

  13. If you had to choose your favorite friend, who is that? 

  14. What’s your guilty pleasure? 

  15. What’s the most outrageous thing on your bucket list?

  16. If you could get away with any crime, what would it be?

  17. What’s your most irrational fear?

  18. If you won the lottery, how would you spend it? 

  19. Would you be friends with your younger self? 

  20. What’s your favorite part of my body? 

  21. Why did your last relationship end?

  22. Did you stalk me on social media before we dated?  

  23. Were you popular in high school? 

  24. When was the last time you cried? 

  25. Did you have a crush on any fictional characters when growing up?

  26. Have you ever given someone a second chance? 

  27. When was the last time you did something that you regret? 

  28. Could you ever quit social media completely? 

  29. What are your biggest turn-ons? 

  30. Have you ever had a crush on a teacher or a boss?

  31. What’s the most spontaneous thing you’ve ever done?

  32. If you could swap lives with anyone for a day, who would it be and why?

  33. What’s the most embarrassing thing that’s ever happened to you in public?

  34. What’s the most rebellious thing you did as a teenager?

  35. Have you ever been caught doing something you shouldn’t have been doing?

  36. What’s the biggest lie you’ve ever told?

  37. Have you ever ghosted someone?

  38. What’s the biggest secret you’ve kept from your parents?

  39. What’s the most trouble you’ve ever gotten into?

  40. What’s your wildest party story?

  41. What’s the most extravagant thing you’ve ever bought for yourself?

  42. Have you ever had a near-death experience?

  43. What’s the most expensive gift you’ve ever received?

  44. If you had to choose between fame and fortune, which would it be and why?

  45. What’s the most flirtatious thing you’ve ever done?

Romantic questions to ask your girlfriend 

  1. What’s your favorite date night movie? 

  2. What does your dream date night look like? 

  3. What is your love language? 

  4. Did you ever dream about getting married when you were younger? 

  5. What’s a romantic date idea that you’ve always wanted to try? 

  6. When was the last time someone made you blush?

  7. How would you tell our love story?  

  8. How do you like to relax as a couple? 

  9. What does your dream wedding look like? 

  10. What’s your idea of a perfect weekend getaway for us?

  11. How did you feel when we had our first kiss?

  12. What song best describes our relationship?

  13. What’s the most romantic thing someone has ever done for you?

  14. How do you feel when we hold hands in public?

  15. What is one thing you’d like us to do more often together?

  16. If you could relive one day from our relationship, which day would it be and why?

  17. How do you imagine our future together?

  18. What’s your favorite memory of us?

  19. How do you show your love and affection for me?

  20. What qualities do you admire most about me?

  21. What’s the sweetest thing you think I’ve ever done for you?

  22. Do you believe in soulmates, and do you think we are soulmates?

  23. What’s your favorite way for us to spend a lazy day together?

  24. How do you feel when you wake up next to me?

  25. What is one thing you love about our relationship that makes it unique?

  26. What are your favorite ways for us to connect emotionally?

  27. How did you know you were in love with me?

  28. What is one thing you cherish the most about our time together?

  29. What’s your favorite way for us to spend a holiday or special occasion?

  30. If we could travel anywhere in the world together, where would it be and why?

  31. How do you feel when you receive a surprise from me?

  32. What’s a small gesture I do that you find incredibly romantic?

  33. What’s your favorite place we’ve visited together?

  34. How do you see us growing old together?

  35. What’s your favorite nickname or pet name for me?

  36. What’s one romantic tradition you’d like us to start?

  37. How do you feel about public displays of affection?

  38. What’s your favorite way to celebrate our anniversaries?

  39. What’s one thing you wish we did more often to keep the romance alive?

  40. Do you think that we have the perfect love story? 

Fun questions to ask your girlfriend 

  1. What’s the number one thing on your travel bucket list? 

  2. Do you prefer fancy date nights or more casual nights? 

  3. What’s your favorite thing to do on a rainy day? 

  4. Do you remember what I wore on our first date? 

  5. What’s your favorite way to exercise? 

  6. What’s your favorite holiday food? 

  7. Where is your favorite place to escape to when you’re having a bad day? 

  8. If you had to be on a reality TV show, which would it be? 

  9. What is the last TV show that you binge-watched? 

  10. When was the last time you sent a letter to someone? 

  11. Do you have any funny nicknames? 

  12. What’s your favorite way to spend a rainy day? 

  13. Do you have a favorite movie quote? 

  14. If you could have a superpower, what would it be? 

  15. Are you more of a night owl or an early bird? 

  16. What are your go-to conversation starters? 

  17. Do you have a favorite holiday? 

  18. What would you do if you had to spend a million dollars by tomorrow? 

  19. What fictional character is the most like you? 

  20. What’s your favorite book of all time? 

  21. Did you prefer high school or college? 

  22. What’s your biggest pet peeve? 

  23. What’s your favorite season of the year? 

  24. Where is your favorite place in the world? 

  25. What is your favorite way to spend a Sunday? 

  26. If you could be any animal for a day, which would you choose and why?

  27. What’s your favorite board game or card game?

  28. If you could have dinner with any celebrity, who would it be and why?

  29. What’s the weirdest talent you have?

  30. What’s the most adventurous thing you’ve ever done?

  31. If you could live in any historical era, which one would you choose?

  32. What’s the most interesting class you’ve ever taken?

  33. What’s your go-to karaoke song?

  34. If you could instantly become an expert in something, what would it be?

  35. What’s your favorite ice cream flavor?

  36. If you could swap places with any fictional character for a day, who would it be?

  37. What’s the funniest joke you know by heart?

  38. What’s your favorite childhood cartoon?

  39. If you could design a theme park, what theme would it have?

  40. What’s your favorite prank to pull on someone?

  41. What’s the craziest thing you’ve ever eaten?

  42. If you could magically learn any language, which one would you choose?

  43. What’s your favorite thing to do at the beach?

  44. Do you have any quirky habits?

  45. Who would you be if you could be any character from a book?

  46. What’s your favorite way to spend a Saturday night?

  47. What’s the most memorable concert you’ve ever been to?

  48. If you could have any job for a week, what would it be?

  49. What’s your favorite way to pamper yourself?

  50. If you could only eat one type of cuisine for the rest of your life, what would it be?

What are the best questions to ask your girlfriend to see if she is serious about the relationship?

When you start to progress in your relationship, it might be time to trade in some fun questions for something a bit more serious. 

No one likes to dive into the deep stuff too soon, but it’s healthy to learn more about your partner’s past — even if it can be a little harder to ask (or hear about!) 

So, when you’re ready to take that next step, these are some important questions that you should ask your girlfriend to make sure you’re on the same page. 

Hard questions to ask your girlfriend 

  1. Do you have any deal breakers when you’re in a new relationship?

  2. How long was your longest relationship? 

  3. Do you believe in the concept of soulmates? 

  4. Do you keep in touch with your exes? 

  5. Why did your last relationship come to an end?  

  6. Do you believe in being friends with your exes?

  7. What’s your biggest regret in a past relationship?

  8. Should your significant other be your biggest priority? 

  9. Do you think you should post your relationship on social media?  

  10. What’s the craziest thing you’ve ever done for love?

  11. Do you believe in love at first sight?

  12. Have you ever had a fling or a one-night stand?

  13. Have you ever cheated or been tempted to cheat in a relationship?

  14. Have you ever been in a love triangle?

  15. Have you ever fantasized about someone else while being in a relationship?

  16. Have you ever had a crush on one of your friends' significant others?

  17. Have you ever been in a relationship where you felt you had to change who you were to make it work?

  18. Have you ever been emotionally manipulated or abused in a relationship?

  19. Have you ever kept a major secret from a partner?

  20. What’s the most challenging thing you’ve had to forgive someone for?

  21. Have you ever felt pressured to stay in a relationship longer than you wanted to?

  22. What’s the most difficult conversation you’ve had to have with a partner?

  23. Have you ever doubted your feelings for someone you were with?

  24. What’s the hardest thing you’ve ever had to sacrifice for a relationship?

  25. Have you ever ended a relationship because you were afraid of getting too close?

  26. Have you ever felt that a partner was too controlling or possessive?

  27. How do you handle trust issues in a relationship?

  28. Have you ever been in a long-distance relationship? 

  29. What’s the most painful breakup you’ve experienced and how did you cope with it?

  30. How important do you think sex is in a relationship? 

Serious questions to ask your girlfriend

  1. How do you think couples should resolve conflict? 

  2. How do you handle it when you feel unappreciated in a relationship?

  3. How do you feel about open relationships or polyamory?

  4. How do you feel about sharing financial responsibilities in a relationship?

  5. How do you deal with a partner who doesn’t meet your emotional needs?

  6. What’s your stance on prenuptial agreements?

  7. How do you envision our life together in the next five years?

  8. What are your thoughts on marriage and long-term commitment?

  9. How do you handle financial stress and budgeting in a relationship?

  10. How important is personal space and alone time to you in a relationship?

  11. How do you prioritize your career and personal ambitions alongside your relationship?

  12. How do you think we can maintain intimacy and connection over the long term?

  13. What’s your approach to maintaining a work-life balance in a relationship?

  14. What are your expectations around household responsibilities and chores?

  15. How do you deal with feelings of jealousy?

  16. What’s the biggest lie you’ve ever told in a relationship?

  17. How do you balance personal growth and maintaining a relationship?

  18. How do you approach discussions about future plans and goals in a relationship?

  19. What’s your approach to handling disagreements or conflicts with extended family members?

  20. How do you feel about seeking couples therapy or counseling if we encounter serious issues?

  21. What are your core values and how do they influence your decisions and lifestyle?

  22. How do you deal with stress and what support do you expect from your partner during stressful times?

  23. What are your non-negotiables in a relationship?

  24. How do you feel about balancing time spent together and time spent with friends or hobbies?

  25. How do you handle situations where we might need to compromise on our individual goals for the sake of the relationship?

  26. How do you view the importance of physical health and wellness in our relationship?

  27. What are your thoughts on long-distance relationships? Would you be willing to do one with me? 

  28. How would you deal with sexual dissatisfaction in a relationship? 

  29. How do you feel about discussing and setting relationship goals together?

  30. If one of your friends didn’t like me, how would you react? 

Trick questions to ask your girlfriend to see if she's cheating

  1. How do you feel our relationship is going?

  2. Do you feel like we spend enough quality time together?

  3. Are you happy with the level of communication we have?

  4. Have you felt distant from me lately?

  5. Are there any aspects of our relationship you think we need to work on?

  6. Have you made any new friends recently that you enjoy spending time with?

  7. Is there anything you’ve been wanting to tell me but haven’t felt comfortable saying?

  8. How do you handle it when someone flirts with you?

  9. Have you been feeling fulfilled in our relationship?

  10. Are there any secrets you’ve been keeping from me?

  11. How do you usually react when you see a message from me?

  12. Is there anyone you’ve been talking to more frequently than usual?

  13. How would you feel if I looked through your phone?

  14. Have you ever felt tempted to stray from our relationship?

  15. How do you feel about honesty and transparency in a relationship

Note: While these subtle questions can help you gauge honesty and transparency in your relationship, we recommend that you opt for healthy communication over “tricking” your partner into telling you about infidelity

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