Questions · For your girlfriend
100 questions to ask your girlfriend
The best questions to ask your girlfriend aren’t a test. They’re an invitation to tell you something good. These 100 run from fun and random to deep, romantic and a little flirty, with the future and the two of you in between. Ask one tonight, then let her ask you back.
By The Couples Company100 questions7 min read

How to use this list
Make it two-way: you ask the pink numbers, she asks you the teal ones.
- Listen for the story, not the answer. The follow-up is usually the best part.
- Mix the sections, so it feels like a conversation and not an interview.
- She can pass on anything, and so can you.
Fun and random
Questions 1 to 25
Light questions for long drives, lazy brunches and the five minutes before the movie starts.
- 1
What’s a snack combination you love that most people would find disgusting?
- 2
If you could live inside any painting or photo for a day, which one would it be?
- 3
What’s the worst gift you’ve ever received, and did you pretend to love it?
- 4
Which decade would you time-travel to just for the fashion?
- 5
If you opened a tiny shop tomorrow, what would it sell?
- 6
What’s the most chaotic thing that’s ever happened to you on vacation?
- 7
Which popular food do you think is overrated?
- 8
Build your perfect sandwich out loud, layer by layer.
- 9
What would a houseplant say about you if it could talk?
- 10
What’s a word you love the sound of?
- 11
If you had to be famous for one thing, what would you want it to be?
- 12
Which board game turns you into a completely different person?
- 13
What’s the most impressive thing you can cook without a recipe?
- 14
Which instrument do you wish you’d learned as a kid?
- 15
What’s the funniest thing that ever happened at a family dinner?
- 16
What’s a trend you’re very glad is over?
- 17
You have a free afternoon in a city where nobody knows you. What do you do?
- 18
Which TV character are you most like, honestly?
- 19
What’s the best concert or live show you’ve ever been to?
- 20
What’s an app you use more than you’d like to admit?
- 21
If you could pick a new first name, what would it be?
- 22
What’s a random topic you know a surprising amount about?
- 23
If we entered a cooking competition together, who’s head chef and what are we making?
- 24
What’s the best money you’ve ever spent on yourself?
- 25
If I took up birdwatching tomorrow, would you come along or quietly judge me?
Swap in any hobby you’ve threatened to start. The answer is the fun part.
Deep questions
Questions 26 to 50
For long talks about the people, moments and beliefs that made her who she is.
- 26
Which childhood memory would you love to live again for one afternoon?
- 27
Who in your family are you most like, and how do you feel about that?
- 28
What’s something you learned the hard way?
- 29
When was the last time you surprised yourself?
- 30
Which compliment do you find hardest to accept?
- 31
What does home mean to you: a place, a person or a feeling?
- 32
When have you been braver than people realized?
- 33
Which friendship has shaped you the most?
- 34
How do you recharge, and what usually gets in the way?
- 35
Is there something you’re still healing from?
Only if she wants to go there. Your whole job is to listen, not to fix.
- 36
What makes you feel truly heard?
- 37
What used to scare you that doesn’t anymore?
- 38
What would you do differently if nobody could judge you?
- 39
What’s a value you won’t compromise on?
- 40
What role did you play in your family growing up: the peacemaker, the rebel, the responsible one?
- 41
When you picture your best self, what’s different from today?
- 42
What do you wish someone had told you at 18?
- 43
What gives your life a sense of purpose right now?
- 44
Who do you admire most, and why?
- 45
What took you a long time to accept about yourself?
- 46
How do you know when you can trust someone?
- 47
Is there a loss that changed you?
Go gently. Thank her for telling you, whatever she shares.
- 48
When do you feel most confident?
- 49
What does a meaningful life look like to you?
- 50
What are you grateful for right now that you rarely say out loud?
The future
Questions 51 to 70
Dreams, plans and how she pictures the years ahead, together and on her own.
- 51
What’s a dream you’ve had for years but haven’t started on yet?
- 52
Where would you love to spend a whole month someday?
- 53
What do you want your work life to look like in five years?
- 54
What would make you feel like you’d made it?
- 55
If we designed our dream home, what’s the one room you’d insist on?
- 56
City, suburbs, countryside or somewhere by the water?
- 57
How do you feel about kids: definitely, maybe, not for you, or not sure yet?
Every one of those is a fair answer today. If you’re far apart, give it its own conversation.
- 58
What pets do you picture in our future, if any?
- 59
Where do you think our plans for the future line up, and where do they differ?
Try the couples compatibility test - 60
What does a good balance between work and the rest of life look like to you?
- 61
What do you want our weekends to look like a few years from now?
- 62
If a surprise windfall landed tomorrow, would you save it, spend it or give some away?
- 63
Is there a place you’ve always wanted to live, even for a little while?
- 64
What kind of people do you want around us as the years go by?
- 65
What do you hope to have figured out by the time you’re 50?
- 66
How do you picture growing older together?
- 67
What’s one big adventure you want us to have, sooner rather than later?
- 68
What do you want our home to feel like when friends walk in?
- 69
What’s a goal you’d like us to work toward together?
- 70
What do you want to be remembered for?
About us
Questions 71 to 90
The romantic ones: the day you met, the little things and what she wants more of.
- 71
What do you remember most about the day we met?
- 72
When did you realize this was turning into something real?
- 73
What’s your favorite photo of us, and why that one?
- 74
What small thing do I do that makes you feel cared for?
- 75
Which of our inside jokes is your favorite?
- 76
When have you felt really proud of me?
- 77
How do you most like me to show affection?
Take the free love language quiz - 78
What was going through your head on our first date?
- 79
What’s the best day out we’ve ever had together?
- 80
What do you think I don’t give myself enough credit for?
- 81
What do you love about the way we handle hard times?
- 82
What’s something new you’d like us to try together this year?
- 83
Which ordinary moment with me do you love most: mornings, cooking, the drive home?
- 84
What do you think makes us work?
- 85
If our relationship had a soundtrack, which three songs make the cut?
- 86
What do you think I notice about you that other people don’t?
- 87
What would your friends say is the best thing about us as a couple?
- 88
What’s a quality of mine you hope rubs off on you?
- 89
How do you like to make up after a disagreement?
- 90
If I took a quiz about you, how many answers do you think I’d get right?
Find out with our free quiz
A few flirty ones
Questions 91 to 100
A little flirty, never explicit: save them for a candlelit dinner or a slow morning.
- 91
When did you first want to kiss me?
- 92
What do I do that makes you blush?
- 93
What’s the most romantic thing I’ve done without realizing it?
- 94
Which of my shirts do you most like stealing?
- 95
What kind of date would you love to be surprised with?
- 96
What’s your favorite way to be kissed?
- 97
What did you think the first time I held your hand?
- 98
What’s the sweetest thing I’ve ever said to you?
- 99
If we had a whole weekend alone with no plans, how would you want to spend it?
- 100
What always puts you in the mood for romance?

Play it as a game
Ready for a lighter round?
WhoIs? is our card game for couples. Read a card out, like “Who is the better gift giver?”, your partner says who it describes, and if you agree, they keep it. A good break between the deep questions.
167 question cards · 12 answer cards · 2 to 12+ players
From the deck
- Who is:The better gift giver?
- Who is:Always singing in the shower?
- Who has:The best sense of style?


