500 Things to Talk About With Your Girlfriend [Never Run Out]

Starting a conversation with your girlfriend can go beyond just catching up or making plans. It’s about creating moments of genuine connection, laughter, and intimacy.

Whether you’re looking to reminisce about the past, make dreams for the future, or simply learn more about each other’s daily lives, the right questions can open up new avenues of understanding and appreciation.

This list is thoughtfully designed to help you dive deeper into the heart of your relationship, explore the quirky corners of each other’s personalities, and find joy in each other’s company, no matter the topic.

About Her Day

1. How was your day?
2. What were the highlights of your day?
3. Did anything interesting happen today?
4. What are you looking forward to tomorrow?
5. Did you accomplish everything you wanted to today?
6. Do you have any plans for the weekend?
7. How is work going?
8. What have you been reading or watching lately that you’ve enjoyed?
9. What’s your favorite thing that you’ve eaten recently?
10. What have you been up to socially lately?
11. Are there any upcoming events that you’re excited about?
12. What are your thoughts on current events?
13. What’s something that’s been bothering you lately?
14. What made you happy today?
15. What are some things that you’re grateful for?
16. What did you learn new today?
17. Is there anything you want to discuss that we haven’t discussed yet?
18. How’s your month going?
19. Are you excited about the month ahead?
20. Was it a productive day?
21. Is there anything exciting coming up that you’re looking forward to?
22. How’s your year going so far?
23. Have you been keeping up with your hobbies lately?
24. Are there any changes happening in your life that you’re adjusting to?
25. Did you make any new friends today?
26. Did you do anything fun today?
27. Did you have a good lunch today?
28. Have you read any good books lately?
29. What music have you been listening to lately?
30. What is your favorite thing to do lately?
31. What is your least favorite thing to do lately?
32. What has been stressing you out lately?
33. What has been making you happy lately?
34. Are you feeling happy, sad, or angry today?
35. Did anything make you laugh today?
36. What are you most proud of today?
37. What are you thankful for today?
38. What made you feel really good today?
39. How was work/school today?
40. Did you learn anything new or interesting today?
41. How was your commute to and from work/school?
42. Did you take care of any errands or tasks today?
43. Was there anything on your mind or weighing on you today?
44. Did you have any meaningful or deep conversations with anyone today?
45. Did you experience any moments of self-care or self-reflection today?
46. Did you have any moments of kindness or positivity from someone else today?
47. Did you try anything new or different today that you’d like to continue or repeat?
48. Did you face any obstacles or setbacks today, and if so, how did you handle them?
49. Did you have any moments of relaxation or rejuvenation today?
50. Was there anything that made you feel inspired or motivated today?

About Relationship

1. What do you want in a relationship?
2. What are your deal breakers?
3. How do you feel about monogamy?
4. What is your idea of a perfect relationship?
5. Do you believe that relationships should be 50/50?
6. Do you think that relationships require work?
7. How do you communicate when you’re upset?
8. What are your thoughts on compromise?
9. What makes you feel loved and appreciated?
10. How do you feel about trust and honesty in a relationship?
11. What are your thoughts on jealousy?
12. How do you feel about respect in a relationship?
13. What are your thoughts on love and affection in a relationship?
14. How do you feel about communication in a relationship?
15. How important is trust to you in a relationship?
16. How do you handle conflict in a relationship?
17. What are your thoughts on commitment in a relationship?
18. How important is independence to you in a relationship?
19. What are your thoughts on intimacy in a relationship?
20. How do you feel about public displays of affection?
21. How important is sex to you in a relationship?
22. What are your thoughts on finances in a relationship?
23. How do you feel about open relationships?
24. What are your thoughts on marriage?
25. What are you looking for in a partner?
26. Are you looking for a long-term or short-term relationship?
27. How much time do you want to spend with your partner?
28. What is your idea of a perfect date?
29. Are you open to long-distance relationships?
30. Are you ready to make sacrifices for the sake of a relationship?
31. Would you rather be single and happy or in an unhappy relationship?
32. Is there anything from your past that might affect your current relationship?
33. How do we handle arguments and disagreements within the relationship?
34. What are your thoughts on therapy or counseling for our relationship?
35. What is your ideal relationship dynamic?
36. What are your needs in a relationship?
37. What are your expectations for how often you’ll see each other?
38. What is your definition of cheating?
39. Do you have any trust issues from past relationships?
40. Have you ever been in a long-distance relationship? How did it go?
41. Would you date someone who is still friends with their ex?
42. Are you comfortable talking about sex and intimacy in a relationship?
43. Do you have any questions or concerns about my sexual history?
44. Do we need to establish any ground rules for social media use while we’re dating?
45. Is there anything from your past that might affect our relationship?
46. Do you have any questions or concerns about my family?
47. What are your thoughts on honesty?
48. What are your thoughts on equality in relationships?
49. Are you ready for a serious relationship?
50. Do you believe that relationships should be based on communication and compromise?

About Family

1. What is your relationship with your parents like?
2. Do you have any siblings? What is your relationship with them like?
3. What was your childhood like?
4. What are your parents’ professions?
5. Where did you grow up?
6. Do you have any close relatives that you are particularly close to?
7. Who are the people that have had the biggest influence on your life?
8. Do you have any traditions that are important to you?
9. What is your relationship with your extended family like?
10. Are there any off-limits topics in your family?
11. Do you have any favorite family stories or memories?
12. What has been the most challenging experience for you as a member of your family?
13. Have you had to deal with death and loss within your family?
14. Is there anything that you wish were different about your family?
15. Do you have any fears or concerns about becoming a parent?
16. What kind of role do you see yourself playing in your future family?
17. Are there any traditions you want to continue in your family?
18. What’s your family’s religious affiliation?
19. What is your favorite holiday and why?
20. Have you ever experienced a major loss or tragedy in your family? How did it affect you?
21. Are there any unsolved mysteries or secrets in your family?
22. Do you have friends that feel like family?
23. Are there controversial topics that are avoided in family discussions?
24. What values were important to you growing up?
25. How did your family celebrate holidays and special occasions?
26. When you think of home, what comes to mind?
27. What does being part of a family mean to you?
28. What are some challenges you have with your family?
29. How has your family changed over the years?
30. Is there anything you wish you could change about your family dynamics?
31. Have there been major disagreements or conflicts within your family?
32. What is your ethnic background?
33. How do you feel about extended family members like cousins, aunts, and uncles?
34. Have you ever experienced family conflict, and how did you handle it?
35. How do you deal with stress and anxiety in your family dynamic?
36. Have you had to deal with a difficult family situation such as divorce, illness, or death?
37. What makes your family unique?
38. What values are important to you in family life?
39. How do you show love and affection in your family?
40. Are there any secrets we should know before meeting each other’s families?
41. What’s the most embarrassing moment you’ve had with a family member?
42. Is there one thing you would change about your family?
43. Do you think families should stick together no matter what?
44. How much do you think family influences who we become?
45. What do you want in your future family’s financial situation?
46. How do you think about and deal with family secrets?
47. How has your family shaped you into the person you are today?
48. Do you want to maintain the traditions of your family’s past?
49. How do you envision your relationship with your family evolving in the future?
50. How have your family relationships impacted your views on romance and relationships?

About Her Friends

1. What are your friends’ names?
2. How did you meet them?
3. What do you like to do together?
4. What are their personalities like?
5. Do you have any inside jokes?
6. What kind of things do you argue about?
7. What do you admire most about your friends?
8. Who do you confide in the most?
9. Who do you go to for advice?
10. Do any of your friends have significant others or children?
11. Are any of your friends married?
12. Do any of your friends live far away?
13. Do you keep in touch with all of your friends regularly?
14. Which of your friends do you see the most often?
15. Do you have any close guy friends that you talk to about girl stuff?
16. What kind of relationship do you have with your friends?
17. Do you have any friends with whom you have grown apart?
18. Do you have friends you don’t often see but still keep in touch with?
19. Do you have any childhood friends you’re still close with?
20. What are some of the things you’ve been through together?
21. Are there any new friends you made recently that you really clicked with?
22. Who do you have the most fun with?
23. Who is your shoulder to cry on?
24. What secrets do you share with your friends?
25. What do your friends think about you?
26. Do they approve of our relationship?
27. Do you think your friends treat you well?
28. What do they think of your sense of humor?
29. What do you think of your friends?
30. Who do you vent to about your day-to-day struggles?
31. Who makes you laugh the most?
32. Who is the most drama-free?
33. Who is the peacemaker of the group?
34. Are any of them going through a tough time right now?
35. What do you think of their partners?
36. What do you admire most about your friends?
37. Do you ever get into arguments with your friends?
38. Do your friends share similar interests with you?
39. What were their impressions of me?
40. Do you think I would get along with your friends if I met them?
41. Do you ever get jealous of your friends’ relationships or accomplishments?
42. How do you feel about being around your friends when they’re in different life stages?
43. Do you ever get left out or excluded by your friends?
44. Has there ever been a time when a friend has upset or offended you?
45. Is there anything that bothers you about your friends?
46. Who do you think is the most interesting?
47. What kind of things do you gossip about?
48. Is there anyone in your group that you don’t really trust?
49. Do you have any friends from a different social circle?
50. Do your friends get along with each other?

About Work

1. What is your dream job?
2. Any funny stories from work today?
3. Who do you sit with at lunch?
4. Who do you carpool with?
5. What clients are you working with right now?
6. What projects are you working on right now?
7. Are there any deadlines coming up that you’re stressing about?
8. How’s your relationship with your boss?
9. Do you feel like you have a good work/life balance?
10. Are you happy with your current position or looking to move up soon?
11. Have you been to any company events recently?
12. What’s the office dress code like?
13. Do you have any upcoming business trips?
14. How is your team doing in their departmental standings?
15. Did you have any meetings or presentations today?
16. Did you have any challenges at work today?
17. Who did you work with today?
18. Is there anything you need help with at work?
19. How do you feel about your job right now?
20. What kind of company culture do you work in?
21. Do you have a good relationship with your co-workers?
22. What are some things you like about your job?
23. What are some things you don’t like about your job?
24. Do you feel like your job is fulfilling or meaningful to you?
25. What are your long-term career goals?
26. Have you ever experienced discrimination or harassment at work?
27. Do you have any upcoming deadlines or projects you’re working on?
28. Do you have any funny or memorable encounters from work today?
29. Have you been learning anything new at work lately?
30. What is your favorite thing about your job?
31. How do you feel about your commute?
32. Are there any changes or challenges happening at work that you’re dealing with?
33. Do you have any upcoming professional development opportunities that you’re excited about?
34. Have you been networking lately or looking for new opportunities?
35. How do you feel about the company culture where you work?
36. Do you have any suggestions for ways your company could improve things for employees?
37. Do you think that management is leading the team/company in the right direction?
38. Have you been feeling stressed at work lately?
39. What are your career goals?
40. Is there anything you’re struggling with at work?
41. Have you been thinking about changing careers?
42. Do you feel like you have good work friendships?
43. Who do you enjoy working with the most?
44. Did anything frustrating happen at work today that you want to vent about?
45. Who is your favorite co-worker, and why?
46. What is the best thing that’s happened to you at work this month?
47. What is the worst thing that’s happened to you at work this month?
48. Have there been any changes at work lately that you’ve had to adjust to?
49. Who do you go to when you need help or have a question?
50. Do you feel like you have good work friendships? 

About Future Goals

1. What are your long-term career goals?
2. What kind of job do you see yourself doing in 5-10 years?
3. Do you want to have kids? When?
4. Do you want to buy a house? When?
5. Where do you see yourself living in 5-10 years?
6. What kind of lifestyle do you want to have?
7. What are your thoughts on retirement? When do you want to retire?
8. What are your financial goals?
9. Do you have any debt that you need to pay off?
10. How much money do you want to save? By when?
11. What are your investment goals?
12. What are your travel goals? Where do you want to go?
13. Are there any specific things you want to accomplish in your lifetime?
14. Do you have any hobbies that you want to pursue more seriously?
15. Are there any charities or causes you feel strongly about and would like to support?
16. What are your thoughts on having a family someday?
17. Do you have a ‘bucket list’? What’s on it?
18. What are your plans for furthering your education?
19. Do you want to have children someday? If so, how many?
20. Have your goals changed since we’ve been together?
21. Do you have any hobbies you would like to turn into a business?
22. Do you have any talents or skills you would like to develop?
23. Do you have any fitness or health goals?
24. Are there any personal relationships you would like to work on or improve?
25. Are there any goals you feel pressured by society or family to pursue?
26. Do you have any artistic or creative goals?
27. What’s a fear you’d like to overcome that’s related to your goals?
28. What kind of relationship do we want with our families and friends – now and in the future?
29. Are there any other important topics or areas we need to discuss or make decisions about together?
30. What are your thoughts on adoption?
31. In what kind of house do you see yourself living in 5-10 years?
32. Do you think you’ll ever want to move out of the country?
33. Is there a language you wish to become fluent in?
34. How do you want to evolve or change as a person in the future?
35. Is there an aspect of your personality you’d like to develop more?
36. Do you have any strategies for achieving your dreams?
37. How do you picture us growing together as a couple?
38. What are your thoughts on owning your own business?
39. What kind of house/apartment do you want to live in?
40. Do you want to own or rent your home?
41. What kind of car do you want to drive?
42. What part of your current life do you hope remains unchanged in the future?
43. What are the education goals for your future kids?
44. How would you prioritize travel, career, and family life?
45. How do you plan to achieve a balance between work and personal life?
46. Do you envision a specific role for yourself in your community or field?
47. Do you have any environmental goals, such as living sustainably?
48. Do you want pets in the future? What kind?
49. Are there any life hacks you want to implement for a better future?
50. What’s something you’d like to teach to others one day?

About Traveling

1. What are your favorite travel destinations?
2. What are your must-have items when you travel?
3. What are your travel pet peeves?
4. What was your best travel experience?
5. What was your worst travel experience?
6. What’s the furthest you’ve ever traveled from home?
7. What’s the most interesting place you’ve been to?
8. What’s the strangest thing that’s ever happened to you while traveling?
9. What’s the best meal you’ve had while traveling?
10. What’s the worst meal you’ve had while traveling?
11. Have you ever had any close calls or brushes with danger while traveling?
12. What’s the funniest thing that’s ever happened to you while traveling?
13. What’s the most surprising thing you’ve learned while traveling?
14. Who is your favorite travel companion?
15. Would you rather travel alone or with someone else?
16. Do you think certain places are overrated as travel destinations?
17. Do you think certain places are underrated as travel destinations?
18. How do you think travel has changed since you were a child?
19. Do you have any tips for people who are planning to travel soon?
20. Have you ever had a bad experience while traveling?
21. What’s the best way to avoid getting sick while traveling?
22. What are your tips for staying safe while traveling?
23. How do you deal with homesickness when you’re away from home?
24. Have you ever had a cultural shock while traveling?
25. What are your favorite things to do while on vacation?
26. Do you prefer to travel alone or with others?
27. Are you more of a beach or city person when traveling?
28. Do you prefer to travel by plane, train, or car?
29. Are historical sites and museums interesting to you when you travel?
30. Are there any specific countries or cultures that interest you and that you would like to visit someday?
31. Have you ever been somewhere that completely changed your perspective on life?
32. What is the most important thing that travel has taught you about life?
33. What are your most memorable travel experiences?
34. What are your goals for future travel?
35. What are the best things about traveling?
36. What are the worst things about traveling?
37. What are your favorite modes of transportation?
38. What are your preferred accommodations when traveling?
39. What are your thoughts on tourism?
40. Do you have any interesting stories or anecdotes about places you’ve been to?
41. Do you have any advice for first-time travelers?
42. Is there any place that you find really relaxing or rejuvenating?
43. Do you prefer to travel solo, with friends, or with family?
44. Are there any places that you’ve always wanted to visit but haven’t yet had the chance?
45. Do you think that traveling can be educational?
46. Do you think that there are certain places that everyone should visit in their lifetime?
47. What is your dream travel destination?
48. Have you ever been somewhere that you didn’t want to leave?
49. How do you feel about long car rides/flights/etc.?
50. What kind of traveler are you (adventurer, luxury seeker, budget-conscious, etc.)?

About Hobbies and Interests

1. What are your favorite hobbies?
2. What activities do you enjoy outside of work or school?
3. What are your favorite places to visit on weekends?
4. What are your favorite restaurants?
5. What are your favorite things to eat and drink?
6. What are your favorite movies and TV shows?
7. What books do you enjoy reading?
8. What kind of music do you like, and who are your favorite bands or musicians?
9. Do you enjoy going to concerts or shows?
10. Are there any upcoming events that you’re excited about?
11. Where is your dream vacation destination?
12. Do you like animals, and do you have any pets?
13. Are there any causes or organizations you feel passionate about?
14. Do you play any sports or engage in recreational activities?
15. Are there any new hobbies or skills you want to try or improve?
16. Who are some of your favorite authors?
17. What is your favorite sports team?
18. Do you play any sports regularly?
19. Are you a fan of any particular video games?
20. Do you have a collection of some sort?
21. What were your favorite pastimes during childhood?
22. Can you share some funny or interesting stories from your past?
23. Who were your role models growing up, and why did you admire them?
24. Have you had any life-changing experiences?
25. What goals or plans are you excited about for the future?
26. What are the things that you are most passionate about?
27. What inspires you or motivates you in life?
28. What makes you happiest when you’re not working or studying?
29. What do you find most fulfilling about your everyday life?
30. Have you been involved with any extracurricular clubs or activities, and what do you enjoy about them?
31. Are there any specific accomplishments you’re striving for right now?
32. What is a skill or hobby you’d like to get better at?
33. What unique hobbies do you have that others might not know about?
34. Have you organized or participated in any events related to your hobbies or interests?
35. Do you have any favorite local spots for enjoying your hobbies?
36. What’s a hobby you used to have but no longer do, and why?
37. Have you ever turned a hobby into a side project or business venture?
38. Is there a hobby or interest you share with your family or a tradition around it?
39. What’s the most challenging aspect of any of your hobbies or interests?
40. Are there hobbies or interests you’re curious about but haven’t had the opportunity to explore?
41. What are your thoughts on learning new languages or instruments related to hobbies?
42. Do you like to spend your free time indoors or outdoors?
43. What adventure sport or activity would you love to try?
44. Do you have any hobbies related to arts and crafts?
45. Do you enjoy cooking or baking as a hobby, and what’s your best dish?
46. How do you find new hobbies or interests to get into?
47. Are there documentaries or podcasts about hobbies that you regularly follow?
48. Do you attend workshops or classes to improve your skills in any hobbies?
49. Have you ever been part of a hobby interest club or community?
50. What’s an unusual or less common hobby you find intriguing?

About Fears and Worries

1. What are your biggest fears?
2. What worries you the most about the future?
3. What are your fears about our relationship?
4. What are your health-related fears?
5. What concerns do you have about global events?
6. Are you afraid of death or aging?
7. Do you have any phobias?
8. Do you worry about money or financial security?
9. Do you worry about your job or career path?
10. Do you worry about what other people think of you?
11. Does the prospect of making mistakes or failing make you anxious?
12. Do you have any anxiety disorders or experience panic attacks?
13. What situations make you feel uncomfortable or stressed?
14. How do you cope with stress or overwhelming feelings?
15. What kind of support do you find most helpful during tough times?
16. Who do you confide in about your fears or worries?
17. What techniques help you manage anxiety or stress?
18. Are there specific triggers that increase your anxiety?
19. How do you handle fear when it arises?
20. Have you ever faced a panic attack, and how did you deal with it?
21. Do you think that your worries impact your daily life positively or negatively?
22. What’s the worst-case scenario for your fears, and how would you confront them?
23. Have you confronted your fears, and if so, what was the experience like?
24. Do you think fear can be overcome, and what are some strategies?
25. Do you believe some worries are irrational, and if so, which ones?
26. Is fear ever a helpful emotion, possibly leading to positive changes or alertness?
27. Do you think there are differences in how individuals experience fear?
28. Do you believe there are gender differences in terms of fears or worries?
29. How do you differentiate between healthy and unhealthy fears?
30. Can fear translate to other emotions like anger or sadness?
31. What do you do to calm down when feeling nervous?
32. Have you considered therapy or counseling for anxiety?
33. Does medication play a role in your management of anxiety?
34. Does anxiety inhibit you from engaging in certain activities?
35. What are your thoughts on mental health and its treatment in society?
36. Have you ever been diagnosed with or treated for a mental health condition?
37. Do you think mental illness is perceived fairly by society?
38. How does anxiety affect your social interactions and daily routines?
39. What keeps you up at night when you can’t sleep – any recurring worries or thoughts?
40. Have you experienced nightmares that impact your sleep quality?
41. Do you often think about the past, and do you worry about previous events?
42. How frequently do you contemplate mortality?
43. Would you be open to seeking therapy or counseling in the future?
44. Have you already taken part in any therapeutic sessions before?
45. How do you feel about seeking help for mental wellness?
46. Does societal perception influence your willingness to discuss mental health openly?
47. Have you or would you consider medication for managing mental health issues?
48. Are there ways you avoid anxiety, perhaps by steering clear of certain triggers?
49. What actions make you feel better during periods of anxiety?
50. How do rumors or misinformation impact your concerns about societal issues?

Fun and Humor

1. What’s the funniest thing that’s happened to you recently?
2. What’s your favorite comedy movie?
3. Who’s your favorite comedian?
4. What’s the funniest joke you’ve ever heard?
5. What do you do when you’re feeling down and need a good laugh?
6. Do you have any funny stories from your childhood?
7. What’s the most embarrassing thing that’s ever happened to you?
8. What are some funny or silly things that make you laugh?
9. Are there any good knock-knock jokes or puns that stick with you?
10. What’s your favorite riddle?
11. Have you ever played a prank on someone? If so, how did it go?
12. What TV show consistently makes you laugh?
13. Do you like watching cartoon characters, and which do you find funny?
14. What’s a comedy sketch that really tickled you?
15. Saturday Night Live or Monty Python – which do you prefer?
16. Do you have a funny family story that never gets old?
17. What’s a silly habit you have that makes you laugh?
18. What’s the most hilarious moment we’ve shared together?
19. What’s a piece of media that always makes you laugh without fail?
20. What’s something absurd that you’ve witnessed that made you giggle?
21. What’s the funniest text you’ve ever received from someone close to you?
22. Have you been the recipient or perpetrator of a prank gone wrong, and what happened?
23. Are there specific internet sources or social media accounts that make you laugh?
24. What’s your all-time favorite viral meme?
25. Can you recall a time you laughed so hard that you cried?
26. What do you consider to be the funniest thing ever to occur?
27. Do you prefer silly humor or sarcastic wit?
28. What’s the funniest thing you’ve ever said or heard unintentionally?
29. Have you ever laughed at something others did not find funny, and what was it?
30. What is the most light-hearted thing that brings joy into your life?
31. What are some of the funniest things you’ve recently seen online?
32. What are some funny quirks you’ve noticed about yourself?
33. Do you find people that laugh at everything to be enjoyable or over the top?
34. How do you approach someone who doesn’t seem to share your humor?
35. Do you believe couples who laugh together have stronger relationships?
36. What’s the best way to cheer someone up or make them laugh?
37. What’s a funny or embarrassing moment from your school days?
38. Is there a game or activity that always ends up being a laugh fest?
39. How do you feel about dad jokes?
40. Do you have a funny travel story to share?
41. What’s the goofiest thing you’ve ever worn?
42. Who are your top stand-up comedians?
43. Which sitcoms do you enjoy the most?
44. Do you have a favorite movie parody?
45. How do you feel about practical jokes – are you usually the prankster or the target?
46. At social gatherings, are you the entertainer, or do you prefer to observe?
47. Are there any joke subjects you think should never be broached?
48. Have you been given any humorous nicknames by friends or family?
49. Do people often compliment your sense of humor, and how do you feel about it?
50. What movie scene has made you laugh the hardest?

Frequently Asked Questions

Final Thoughts

Conversations with your girlfriend can uncover layers of thought, emotion, and aspiration that enrich your relationship in unexpected ways. They can range from light-hearted chuckles to meaningful revelations.

I hope these carefully curated questions inspire hours of engaging dialogue, shared discovery, and plenty of laughter. Remember, it’s not just about the questions but the shared journey they create, solidifying the bond between you and your beloved partner.