By Jordan Underwood, Founder of Playmate Labs · Last updated: October 2026
The best questions to ask your girlfriend show that you've been paying attention: they pick up on her friends, her plans and the things she's mentioned in passing, then ask for more. Ask one, follow it up and remember the answer. Below are 100 questions to ask your girlfriend, from getting to know her to funny, deep, cute and questions about the two of you.
Every question here is new: none of them repeat our main list of questions to ask your partner or our questions to ask your boyfriend. Draw one at random, or pick a section.
Draw a question
Pick a mood, then draw. All 100 questions on this page are in the deck.
Tap "Draw a question" to start.
Questions to ask your girlfriend to get to know her
Whether you've been together three weeks or three years, there's a whole life she had before you that you've only heard the highlights of. Start there.
- What was your bedroom like when you were fourteen? Describe the walls.
- Who was the friend your parents didn't quite approve of?
- What's a family saying or in-joke that only makes sense to your lot?
- Which teacher do you still think about, for good or bad reasons?
- What's the first thing you ever saved up for?
- What did you spend your first proper pay packet on?
- Which book or film changed how you saw something?
- What's a place you went as a kid that you'd love to show me?
- What are you better at than anyone gives you credit for?
- What's a compliment that annoys you, and one you'd love to hear more?
- What were you like at school: front row, back row or somewhere in the middle?
- Which of your grandparents' stories do you know by heart?
- What's your ideal amount of plans in a week?
- Which smell instantly makes you feel at home?
- What's a decision you made on your own that you're glad about?
- What's the most "you" thing you own?
- Who's the funniest person you know, and what makes them funny?
- What's a trip that went wrong but became a great story?
- What did you think your life would look like at this age?
- What do you wish people asked you about more often?
Funny and random questions to ask your girlfriend
For a slow Sunday, a train journey or the moment you both realise you've been scrolling in silence for twenty minutes.
- What's a hill you'd happily die on that doesn't matter at all?
- Which kitchen appliance best matches your personality?
- If you were a crisp flavour, what would you be?
- What's the most chaotic thing you've done on a night out?
- Which TV show would you most like to live inside for a week?
- If your pet, or a pet you'd like, could talk, what would it complain about?
- What's the worst gift you've ever been given, and did you keep it?
- What would your autobiography be called?
- Which made-up holiday would you add to the calendar?
- What's a rule you'd introduce if you ran the country for a day?
- What's your most irrational fear?
- Which emoji do you overuse, and which one do you refuse to use?
- If you had to be famous for something silly, what would it be?
- Which song do you skip every single time?
- What's your signature dish, and is it actually good?
- If you could instantly master an instrument, which would you choose?
- What's the strangest thing you've ever eaten?
- Which of our friends would survive longest in a zombie film?
- What's the best name you've ever heard for a pet?
- If we had a joint stage name, what would it be?
Deep questions to ask your girlfriend
For quiet evenings with nowhere to be. These ask about what shaped her, so listen for longer than feels natural, and share your own answer too.
- Which woman in your life taught you the most, and what did she teach you?
- When did you first feel like a grown-up?
- What's something you've had to fight for that others got easily?
- What do you need to hear when you doubt yourself?
- Which version of yourself are you working towards right now?
- What's a belief you inherited and later questioned?
- When do you feel safest?
- What's a goodbye you never quite got over?
- Which of your strengths sometimes gets you into trouble?
- What do you wish you'd known at eighteen?
- What's something you've never said to your family?
- When do you find it hardest to be kind to yourself?
- What makes you feel truly appreciated, as opposed to just thanked?
- What's the most important thing a friend has ever done for you?
- What part of growing up do you think I don't fully understand?
- What's a moment in your life you'd love to experience again, just once?
- What would you do differently if nobody was watching or judging?
- Which of your values do you never compromise on?
Questions about her world: friends, work and ambitions
This is the section most lists skip, and the one that matters most day to day. Asking about the people and projects she talks about tells her you've been listening.
- Which friend do you feel most yourself around, and why?
- Who at work would you rescue first in a fire drill?
- What's the part of your job nobody sees but you're secretly brilliant at?
- What are you working towards that you haven't told many people about?
- Which friendship has surprised you most as you've got older?
- What would you do next if you knew it couldn't fail?
- Who's someone you admire from afar?
- Which of your friends do you think I'd get on with best?
- What's taking up most of your head space this month?
- What would your perfect working day look like, start to finish?
- Is there something you'd like more support with, from me or anyone?
- What's one thing you'd like to be known for in ten years?
Then the follow-up that matters: next week, ask how it went.
Questions about the two of you
Her view of your relationship, in her words. Ask these when you're both relaxed, not in the middle of a disagreement.
- What was the moment you knew you wanted this to be serious?
- What's a small habit of mine you've grown fond of?
- Which of our in-jokes is your favourite?
- What did your friends say about me at the start?
- What's one thing we do better than most couples you know?
- What's a time we handled something hard really well together?
- What's a moment where I made you feel really looked after?
- Which of my hobbies would you secretly like to try with me?
- Which of our days out would you put in a highlights reel?
- What's a chore you'd happily never do again if I took it over?
- What do you like about who you are when you're with me?
- What's a question about my past you've always been curious about?
- Which couple do you look at and think, "that's what I want"?
- If you could freeze one week of our relationship so far, which would it be?
- What's a promise you'd like us to make each other this year?
If you've been together a while and these feel harder to answer than they should, our piece on why couples stop being curious about each other is worth a read.
Cute questions to ask your girlfriend
Sweet, a little flirty and perfect for a lazy morning or a message during her lunch break.
- What were you wearing the first time we met? I want to know if you remember.
- Which song would you put on a playlist called "us"?
- What's the nicest thing I've ever said to you?
- If you planned a whole Saturday for us, where would we have breakfast?
- What's your favourite way to be woken up?
- Which of my jumpers have you secretly claimed?
- What's a date you'd love me to plan as a surprise?
- What's the first thing you'd want to do if I turned up at your door right now?
- Which of my quirks would you miss most if I lost it?
- When do you think I'm at my most charming?
- What's your favourite place to be held: on the sofa, in bed or out somewhere?
- What did you think the first time I made you laugh?
- Which flowers would you pick if you could only have one kind?
- Where in the world would you most like us to kiss?
- What's a little thing I could do every day that would make you smile?
How to ask your girlfriend questions without it feeling like a quiz
The questions are the easy part. What makes them land is what you do with the answer.
- Follow up before you move on. "What happened then?", "How did you feel about that?" and "Do you still think that?" keep her talking far better than a new question.
- Remember, then come back to it. If she mentions a friend's wedding, a work deadline or a worry, ask about it again next week. That's the bit people notice.
- Don't fix, listen. If an answer touches something hard, resist the urge to solve it. Ask whether she wants advice or just wants you to hear it.
- Swap answers. Answer every question yourself as well. It turns a list into a conversation.
- Pick the setting. Light questions over a takeaway, the deeper ones on a walk or in bed with the lights low.
- Let her skip. Any question can be passed. Saying so up front makes people more willing to answer, not less.
If you'd like the questions to come with a bit of structure, try one of our date night games for two, our truth or dare for couples, or Nude Stack'd, our stacking game where each block sends you to a card and either of you can skip any card. And if she's far away right now, our questions to ask in a long distance relationship are written for calls and texts.
Frequently asked questions
What are good questions to ask your girlfriend?
The best ones show you've been listening: ask about her friends, her work and the plans she's mentioned, then follow up. Good starters include "Which friend do you feel most yourself around?", "What are you working towards that few people know about?" and "What's a family in-joke only your lot understand?"
What are deep questions to ask your girlfriend?
Deep questions ask what shaped her. Try "Which woman in your life taught you the most?", "When do you feel safest?" or "What do you need to hear when you doubt yourself?" Ask one at a time on a calm evening, listen for longer than feels natural and share your own answer too.
What are cute questions to ask your girlfriend?
Short, warm ones such as "Which song would go on a playlist called 'us'?", "What's your favourite way to be woken up?" or "Which of my jumpers have you secretly claimed?" They work well over text or on a lazy morning.
How many questions should I ask on a date?
Fewer than you think. Two or three good questions with proper follow-ups make a better evening than ten in a row. If one turns into a long conversation, let it, and save the rest for another night.
