200 Questions to Ask Your Girlfriend (Deep, Fun, Romantic and More)

The best questions to ask your girlfriend show that you're curious about her, not just making small talk. Here are 200 original questions in eight groups: getting to know her, fun, deep, about your relationship, romantic and flirty, the future, long distance and would you rather. Hit the random picker at the top for a surprise, or jump to the mood you want.

They work for any couple, whether she's your girlfriend, fiancee or wife, and whoever is asking. The trick isn't the question. It's what you do with her answer: listen, ask a follow-up, and remember it next week.

How do you ask your girlfriend questions in a natural way?

Nobody likes feeling interviewed. Keep it easy with these habits:

1. Pick a relaxed moment. A walk, a long dinner or a late call beats asking deep stuff while she's busy.
2. Follow up. A 2017 Harvard study found that people who ask more follow-up questions are liked more, and speed daters who asked more follow-ups were more likely to get a second date (Huang et al., Journal of Personality and Social Psychology).
3. Share your own answer. It turns a question into a swap and makes it safe for her to open up.
4. Notice the small bids. When she shares a random thought, she's asking for your attention. In John Gottman's research, couples who were still married six years later had turned toward each other's bids 86% of the time. Couples who divorced averaged 33% (The Gottman Institute). Asking a question back is one of the easiest ways to turn toward her.
5. Don't fear the deep end. Researchers found that people expect deep conversations to be more awkward than they are, and that they underestimate how much the other person wants to go deep (American Psychological Association, 2021).

Questions to ask your girlfriend to get to know her better

Even if you've been together a while, there's probably a lot you haven't asked yet. Start here.

1. What were you obsessed with when you were 12?
2. Who did you look up to most growing up?
3. What's a family recipe or meal that feels like home?
4. What's the best trip you took as a kid?
5. Which of your friends would you call at 3 a.m.?
6. What's something you were really good at in school?
7. What's a book or show that changed how you see things?
8. What was your first job, and what did it teach you?
9. What's your morning routine when nobody's rushing you?
10. Which song have you played the most this year?
11. What's something people often get wrong about you?
12. What's your go-to order at your favorite cafe?
13. What's a small thing that instantly makes your day better?
14. What did your room look like when you were a teenager?
15. Which person in your family are you closest to right now?
16. What's a talent you have that I haven't seen yet?
17. What do you collect, even by accident?
18. What's the best gift you've ever received?
19. What makes you instantly trust someone?
20. What did you want to be when you grew up, and is any of it still there?
21. What's a place in your hometown everyone should visit?
22. What's your favorite way to spend a free afternoon alone?
23. Which era of your life was the most fun?
24. What's a rule you always follow, even if it seems small?
25. What's the nicest thing a stranger has ever done for you?

Inside the Cupie app

8 real questions from Cupie's Get Romantic deck

Word for word from the Get Romantic deck in Cupie (Us now). The deck has 101 cards.

• Us nowImagine I had a long, exhausting day. How would you help me unwind?
• Us nowDescribe a time you felt truly heard by me. What did I do?
• Us nowWhat's one little way you like to show me love that I might not notice?
• Us nowWhat's something you love about me that others miss?
• Us nowWhat words come to mind when I ask you to describe having me in your life?
• Us nowIf you could bottle one feeling from our relationship, what would it be?
• Us nowWhat was the moment you felt most supported by me?
• Us nowWhen was the time in our relationship when you felt most at peace?

Fun and funny questions to ask your girlfriend

For when you want to hear her laugh. No wrong answers, only better stories.

1. What's the most chaotic thing you did in high school?
2. If you were a cereal, which one would you be?
3. What's a celebrity you'd want as your best friend, not your crush?
4. What's the worst date you've ever been on (not counting ours)?
5. If you could only speak in movie quotes for a day, which movie?
6. Which animal do you think secretly judges us?
7. What's the strangest thing you believed as a kid?
8. What's your karaoke song, and how good is your performance?
9. If you opened a restaurant, what would be on the menu?
10. What would be your signature move in a pillow fight?
11. What's the most random thing in your phone's camera roll right now?
12. If you had to live inside a video game, which one?
13. What's a trend you're embarrassed you followed?
14. What's your most irrational fear?
15. Who would play you in a movie about your life?
16. If you were a candle scent, what would you be called?
17. What's the worst gift you've ever had to pretend to love?
18. What's a silly thing that always makes you laugh, even when you're sad?
19. Which fictional family would you want to spend a holiday with?
20. If you had a talk show, who would be your first guest?
21. What's your weirdest food combo that actually works?
22. What superpower would be fun for one day but annoying forever?
23. Which app could you delete and not miss at all?
24. If your pet (real or imaginary) had a job, what would it be?
25. What's the most dramatic you've ever been about something tiny?

Deep questions to ask your girlfriend

Ask these when there's time to really talk. Don't try to fix anything she shares. Just listen, and ask how she feels about it now.

1. What's a moment that changed who you are?
2. What do you wish you had been told when you were younger?
3. When do you feel most at peace?
4. What's a belief you hold that most people around you don't?
5. What's the hardest goodbye you've ever had?
6. Which part of you do you think people overlook?
7. What do you need when you're stressed but don't usually ask for?
8. What does a good friend mean to you?
9. Is there something you're still healing from?
10. What's one thing you've done that took real courage?
11. When did you feel most misunderstood?
12. What are you most proud of that nobody gave you credit for?
13. What would you do if you knew you couldn't fail?
14. What do you think your purpose is, right now?
15. What's a lesson you learned the hard way?
16. How has your relationship with your family changed as you've gotten older?
17. What makes you feel safe with someone?
18. What does a happy life look like to you, in one sentence?
19. When do you feel the most confident?
20. What's something you'd like to forgive yourself for?
21. Who do you miss the most?
22. What part of growing up do you wish you could redo?
23. What do you think happens after we die?
24. What's a dream you gave up on, and do you miss it?
25. What do you want more of next year: peace, adventure or growth?

Questions to ask your girlfriend about your relationship

Honest relationship questions can feel scary, but they're how you get better at loving each other. Ask them gently and take her answers as useful info, not criticism.

1. What was your first impression of me, honestly?
2. What's a moment you knew you really liked me?
3. What do I do that makes you feel loved?
4. What's something I could do more often that would mean a lot?
5. When have you felt most supported by me?
6. What's your favorite memory of us so far?
7. What's one thing you think we're really good at as a couple?
8. What's something we should work on together?
9. How do you want me to act when we disagree?
10. What's the best way for me to say sorry to you?
11. Which of our traditions do you love most?
12. What makes you feel heard when you talk to me?
13. Is there anything you want to talk about but haven't found the right time?
14. What did you learn about me this year?
15. Which of our dates would you happily repeat?
16. What's something about us that would surprise other people?
17. How do you feel about how much time we spend together?
18. What's a small gesture of mine that you still think about?
19. When do you feel most like a team with me?
20. How do you like to be comforted after a bad day?
21. What's one thing I say that you love hearing?
22. What's a goal you want us to reach as a couple this year?
23. How has our relationship changed you?
24. Do you feel like I really know you? What am I missing?
25. What three words describe us right now?

Curious how you each like to give and receive love? Try our free love language quiz together, or test what you know with our couples quiz.

Romantic and flirty questions to ask your girlfriend

Sweet, playful and a bit teasing. Great for date night or a goodnight call.

1. What did you think the first time I texted you?
2. What's your favorite thing I wear?
3. When did you first want to kiss me?
4. What's the most romantic moment we've had so far?
5. What's a date you've always wanted but never asked for?
6. What's something about me you find really attractive?
7. Which of my habits is secretly cute?
8. What's your favorite way to be held?
9. Where would you want me to take you for a surprise weekend?
10. What's a love song that reminds you of us?
11. What's the sweetest thing I've ever said to you?
12. Which memory of us gives you butterflies?
13. What would your perfect morning with me look like?
14. Do you like being surprised, or do you prefer knowing the plan?
15. What's something I do that makes you feel pretty?
16. If we could dance anywhere in the world, where would it be?
17. What's your favorite photo of me, and why that one?
18. When do you miss me the most?
19. What's a pet name you'd love to hear more?
20. What's one romantic movie scene you'd want us to recreate?
21. What would you whisper to me right now if I were next to you?
22. What's your favorite kind of kiss: quick, slow or surprise?
23. What's the most thoughtful thing anyone has done for you on a date?
24. If you wrote me a note to find in my pocket, what would it say?
25. What's one thing I could do tonight that would make you smile?

For a cheekier round, our truth or dare for couples list has a spicy section that stays flirty, not explicit.

Questions to ask your girlfriend about the future

These help you see if your plans fit together. Keep the tone curious, like you're dreaming out loud, not signing a contract.

1. What do you hope your life looks like in ten years?
2. Which city or country would you love to live in someday?
3. What's a career dream you haven't said out loud much?
4. How do you feel about having kids, and when?
5. What kind of home makes you feel calm?
6. What's a big trip you want to take with me?
7. How do you want to handle money in a relationship?
8. What does a good weekday look like when we live together?
9. Which traditions from your family do you want to keep, and which would you drop?
10. What would make you feel ready for the next step with us?
11. How do you see your friendships changing over the years?
12. What's something you want to learn before you're 40?
13. What would your dream celebration be for a big milestone?
14. How important is living close to your family?
15. What's one thing you never want to compromise on?
16. How do you picture our holidays in a few years?
17. What's a project you'd love us to work on together?
18. What are you most excited about for next year?
19. What kind of old couple do you want us to be?
20. If you could take a year off, what would you do with it?
21. Would you rather have a quiet life or a busy, exciting one?
22. How do you feel about pets, now and later?
23. What does "being settled" look like for you?
24. What's one worry about the future you'd like to share?
25. What's a promise you'd like us to make to each other?

Questions to ask your girlfriend over the phone or long distance

Long calls need more than "how was your day?" Use these to keep things fresh. You'll find more in our long distance relationship tips and games to play on FaceTime.

1. What's one moment from today you wish I'd been there for?
2. What are you wearing right now, and is it comfy?
3. What's on your desk or nightstand right now? Show me.
4. What's a meal we should cook "together" on our next call?
5. What's the first place you want to take me in your city?
6. Which part of the distance has been easier than you expected?
7. What's something I can do from here to make your week better?
8. What's the next date on our calendar you're looking forward to?
9. Which of my voice notes or messages did you save?
10. What's a movie we should both watch tonight at the same time?
11. What's something you've noticed about me only through calls?
12. What's a little ritual we could do every night before sleep?
13. What would you want in a care package from me?
14. What made you laugh today?
15. If I were there right now, what would we be doing?
16. What helps you on the days the distance feels heavy?
17. Which of our calls was the most fun so far?
18. What's one thing about your day I always forget to ask?
19. Where do you want our first trip to be once we close the distance?
20. What do you want to tell me tonight that you didn't say earlier?

Would you rather questions to ask your girlfriend

Quick, playful and great for learning what she values. Ask her to explain her pick. You'll find 100+ more in our would you rather questions for couples.

1. Would you rather go on a picnic or a fancy dinner?
2. Would you rather relive our first date or skip ahead five years?
3. Would you rather travel somewhere new every year or have one favorite place?
4. Would you rather get breakfast in bed or a surprise night out?
5. Would you rather live by the ocean or in the mountains?
6. Would you rather have a long phone call or a short visit?
7. Would you rather always know what I'm thinking or always know what I'm feeling?
8. Would you rather have a slow dance or a wild dance party?
9. Would you rather take a road trip or a train across a country?
10. Would you rather get a handwritten letter or a playlist made for you?
11. Would you rather have a big wedding or elope?
12. Would you rather be able to talk to animals or speak every language?
13. Would you rather spend a rainy day reading or watching movies?
14. Would you rather cook dinner together or have someone cook for us?
15. Would you rather go stargazing or watch the sunrise?
16. Would you rather live in a tiny house in the woods or a big city apartment?
17. Would you rather have a matching tattoo or matching jackets?
18. Would you rather win a trip for two or a year of free food?
19. Would you rather go back to the 90s or jump ahead to 2050?
20. Would you rather plan every detail of a trip or wing the whole thing?
21. Would you rather get flowers or a book you've been wanting?
22. Would you rather have a cozy night in or a big night out with friends?
23. Would you rather be able to pause time or rewind it?
24. Would you rather share a dessert or each get your own?
25. Would you rather do a couples cooking class or a dance class?
26. Would you rather have a weekly date night or a monthly weekend away?
27. Would you rather live without music or without movies?
28. Would you rather be the big spoon or the little spoon?
29. Would you rather go to a concert or a comedy show?
30. Would you rather know how our story ends or be surprised?

Which questions fit which moment?

Is there an app with questions to ask your girlfriend?

Yes. Cupie is a free video-call app for couples. You call your girlfriend inside the app and play games together live, synced on both phones. It has four question decks (Get Deeper, Get Romantic, Get Silly and Get Spicy), 239 quizzes including Would You Rather and Who's More Likely To, and games like Minigolf, Pool, Chess, Cup Pong and Four in a Row. New games open up as your daily streak grows.

It's private to the two of you: one of you shares a PIN, the other enters it, and you're linked. As of October 2026, Cupie has 4.8 stars on both the App Store and Google Play. Honest limits: you both need the app, it's built for video calls so there's no text chat yet, and it's newer and smaller than apps like Paired or Between.

"I absolutely love this app. The quizzes are great to get to learn your partner more and there's so much built it. I think it's perfect for long distance couples looking to build that connection." - MarieJordan00, App Store

Looking for more? Try our games to play with your girlfriend or the famous 36 questions to fall in love.