Whether you’re trying to win over your crush or deepen your relationship, these are the 21 best questions to ask a girl to get her smiling, laughing, and, most importantly, talking. We get it: it’s easy to feel tongue-tied when talking to someone you’re falling for. That’s why we wanted to round up some good questions to ask a girl that go beyond “so, what do you do for work?”
From romantic questions to set the mood to funny questions to make her smile, keep scrolling for the 21 best questions to ask a girl — we even threw in a few extras so you never run out of things to talk about!
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How We’ve Crafted Our List of the Best 21 Questions to Ask a Girl
When creating our list of the 21 best questions to ask a girl, we wanted to do something a little different from all the other lists out there. Unlike many similar articles that are written by men, our list came straight from the mouths of women — you know, the type of people you’ll be asking these questions!
To come up with all 21 questions, we polled the girls and women who read GWS to see what they would want their crush or partner or ask them. They gave us questions that they’ve previously been asked, as well as questions they’d love to answer.
In other words, all of these 21 questions to ask a girl came from the personal experiences and preferences from real-life girls and women. That’s how you know they’re good!
What are the best types of questions to ask a girl when you’re first trying to get to know her?
When you’re first getting to know a girl, you should ask her questions that reveal a bit of her personality. At this stage, you don’t want to dig into any topics that are too serious, so avoid asking your crush any questions that are extra personal or may make her feel uncomfortable.
Instead, ask your crush flirty and funny questions that will get her laughing and light that spark between the two of you. This will help you learn more about her sense of humor and create an instant bond…and maybe even some butterflies!
Need some inspo? In addition to the 21 best questions down below, here are few light-hearted questions to ask a girl who you’re just starting to get to know:
- What’s your favorite time of year and why?
- What’s the worst pickup line you’ve ever heard?
- Have you traveled much (or do you want to)?
What are the best types of questions to ask a girl you’ve gone out with a few times now?
Once you’ve gone out with a girl a few times, you’ve likely asked her all the best surface-level questions — so now it’s time to dig a little deeper! Take your relationship from a crush to a more serious bond by asking deep questions that reveal her personal thoughts, values, and passions.
Nothing brings two people closer together like talking about the things that mean the most to them, so it’s best to ask the girl you’re dating questions that spark a longer conversation. This could be anything from interesting questions about her hobbies to romantic questions about what she wants in a relationship.
Here are some bonus questions to ask a girl you’ve gone out with a few times (in addition to our list of the 21 best!):
- What are you most proud of?
- What’s your favorite childhood memory? And then a not-so-favorite one?
- If money didn’t matter, walk me through your dream day from start to finish.
What are the best types of questions to ask a girl before you meet her family?
Before you meet a girl’s family, you should ask her questions that will help you make the best first impression possible. These could be questions about her family dynamics, what her family members are interested in, and any topics you should avoid while you’re there.
Meeting a girl’s family is a big step (and a stressful one!), so make sure you ask her questions that help you feel prepared to take on anything.
No matter what stage of the relationship you’re currently in with your crush, asking a girl the right questions will go a long way. And we’ve rounded up the best Q’s to get you started! Prepare to win her over with these 21 best questions to ask a girl, from flirty conversation-starters to deep and romantic topics.
Best Flirty Questions to Ask A Girl
We had to start our list of the 21 best questions to ask a girl with a little flirting! If you’re just starting to get to know a girl, the best questions to ask her are ones that light that spark between the two of you. They’re fun, they’re light-hearted, and they bring you closer together, without bringing down the mood. They may even open the door for a flirty kiss — or more!
So whether you’re talking to your crush or trying to impress a new flame, these are the best flirty questions to ask a girl!
1. What’s the wildest thing you’ve ever done for love?
As they say, all is fair in love and war, and we’ve all done a few wild things for the former! When you ask a girl this flirty question, you’re getting the chance to find out a little bit about her past relationships in a fun, light-hearted way.
You’ll also get her laughing, which is always goal #1!
2. What do you think is the sexiest thing about you?
You could probably answer this question for her, but sometimes talking about what you find sexy can come across as too forward — especially when you’re first getting to know a girl. Instead, ask your crush this flirty question to boost her confidence and instantly set the mood.
This question is also a subtle way to compliment her, without coming on too strong. Agree with what she finds sexy about herself, and then offer up a few alluring qualities you’ve noticed, too!
3. Where is your favorite place to make love?
Ready to turn up the heat? This flirty question will definitely steer the conversation in a steamy direction, while also giving you some pointers for when things really heat up. Warning: we’re not responsible for what happens after you ask a girl this question!
4. What do you think would happen if we were stuck in a room for 24 hours together?
Get your crush’s imagination flowing with this flirty question! This is a great question to ask a girl to gauge how she’s feeling about you — and perhaps learn a few things she’d like to try if you found a 24-hour window of alone time. Take notes!
5. Who’s your celebrity crush?
She definitely has one, so you might as well know who you’re up against! When you ask a girl this flirty question, you’re getting a sneak peek at the type of person she’s attracted to. While this doesn’t mean that Harry Styles is her only type, it does show what she looks for in a romantic partner.
Plus, it’ll help you decide what shows or movies to watch (or avoid) for your next date night!
Looking for some cute ideas for your next date night? Check out our list of romantic Valentine’s Day ideas — which you can recreate all year long!
Best Deep and Interesting Questions to Ask a Girl
You don’t want all your conversations with the girl you have a crush on to be surface-level, so we made sure to include both fun AND deep topics in this list of the 21 best questions to ask a girl.
As you get to know your crush or new flame better, you’ll want to go beyond the flirty banter and ask her some questions that dig deeper. To help you strengthen your bond, keep scrolling for the best deep and interesting questions to ask a girl!
6. Where is one place you feel most like yourself?
We all have a happy place, and it can say a lot about who we are. Does she feel most like herself at home in her pajamas watching Netflix, or walking around her favorite city trying out a new coffee shop?
By asking a girl this deep question, you’re learning what she values most and where she feels her best. In other words: very valuable knowledge for your future dates together!
7. What was the last wild adventure you went on?
If you’re an adventure lover, this is one of the most interesting, best questions to ask a girl to see if she’s on the same page. Plus, this question always comes with a really epic answer! We also love questions that get people laughing, talking, and sharing some of their favorite memories — and this one does all of the above.
P.S. If a girl answers “I can’t remember” when you ask her this question, that’s your sign to plan an unforgettable adventure for the two of you!
8. What is something you wish you were good at?
Not only will this deep question help you get to know your crush better, but it’s also one of the best questions to ask a girl if you’re struggling to come up with good date ideas.
Does she wish she could surf? Take her for lessons! Has she always dreamed about being a singer (but is sadly tone deaf)? Let her live out her dreams vicariously at a concert!
9. What would you do tomorrow if it were your last day on Earth?
Really want to get to the nitty gritty of who she is and what she values? Ask her this. When you ask a girl this question, you’ll find out what (and who) she loves most in the world. Would she spend the day with her family? Check off that wild adventure on her bucket list? Travel to her dream destination?
Whatever her answer, fingers crossed you earned a spot in her hypothetical last 24 hours!
Best Funny Questions to Ask a Girl
We’re about to let you in on a little secret: the key to a girl’s heart is through laughter. Make her laugh, and you’re pretty much golden! After all, you’d rather spend time with the people that make you smile non-stop, amiright? Give her those same giddy feelings with these top funny questions to ask a girl!
While these are great questions to ask your crush, you can also whip them out at any stage of a relationship to lighten the mood. Mix them in with some of the other 21 questions to ask a girl for a convo she’ll never want to end!
10. What song would you play to annoy everyone at a bar?
This is one of the best funny questions to ask a girl who you’ve just started talking to (or a crush you’re trying to get to know better!). Anyone can ask her about her favorite song, but this question will definitely stand out.
We also guarantee that this conversation will turn into each of you playing the most annoying songs you can think of — and that’s what we call bonding!
11. What’s the most ridiculous thing you’ve ever bought online?
We’ve all fallen victim to a late-night Amazon shopping spree. Ask a girl this funny question to find out about her guilty pleasers (and her unhinged shopping habits)! It’ll get you both laughing, and may even be the start of your first inside joke together.
12. What’s your karaoke song?
On the flip side of funny question #10, you should ask a girl this question to find out what songs she loves. And then ask her to give you a quick rendition! At the least you’ll get some laughs, at the most you’ll get some great new song ideas for your next karaoke (date) night.
13. Which comedian makes you laugh every time you watch them?
Looking for a fool-proof way to get her laughing? Learn what she finds funny! This is a great question to ask a girl you don’t know very well yet. It keys you into what kind of humor she loves, and it’s also the perfect ice breaker if the conversation is drying up.
After this question, you can even ask her to play you her favorite clip!
Best Romantic Questions to Ask a Girl
You lit the candles. Cooked her dinner. Curated the perfect playlist. Now all that’s missing are the best romantic questions to ask a girl you’re starting to fall for!
Out of all our 21 questions to ask a girl, these ones are the best for setting the mood. They’re the questions to ask a girl when you’re ready to turn a crush into something more, or take your new relationship to the next level. But be warned: they may cause swooning!
14. What’s your love language?
This is by far one of the best questions to ask a girl who you’re starting to get seriously romantic with. In fact, we’d go so far as to say it’s a MUST. A person’s love language reveals how they like to show and receive love — which is must-know knowledge if you’re starting a relationship with them.
Does she need words of affirmation to know you care about her, or would she rather soak up quality time together? And if she doesn’t know the answer, go ahead and take the love language quiz online together!
15. What’s the most romantic thing someone has ever done for you?
If you’re looking for ways to up the romance factor in your relationship, ask a girl this question. When you know what she finds most romantic, you’re better equipped to make her swoon! Plus, some friendly competition never hurts. Can you plan something even more romantic to earn that top spot? (We believe in you.)
16. What’s your favorite type of date night?
This is one of the best romantic questions to ask a girl if you’re struggling to come up unique date night ideas — or if you want to make her feel like the only girl in the world. Skip all the guessing and just ask her what she loves!
Take some mental notes as she answers, then surprise her with a romantic date that checks off ALL her boxes. And don’t forget to throw in some romantic surprises to keep her guessing!
Best Serious Questions to Ask a Girl
As the relationship gets more serious, the questions you ask a girl should also follow suit. But don’t worry: while these definitely have a more serious tone than many of the other 21 questions to ask a girl we shared, that doesn’t mean they’re going to drag down the conversation. Instead, they’ll bring the two of you closer together — and closer to falling in L-O-V-E!
While these may not be the best questions to ask your crush, they’re perfect if you’re ready to take the relationship to the next level. Scroll on for the best serious questions to ask the girl you’re getting serious about!
17. What’s your biggest deal-breaker in a relationship?
Just like you want to know what she finds most romantic, you also want to know her biggest red flags. When you’re starting to get serious with a girl, ask her this question to ensure you’re on the same page about what’s off-limits in a relationship.
Hopefully you’re on the same page — and if not, it’s better to know sooner rather than later!
18. What year of your life stood out to you the most and why?
If you want to truly get to know a girl, you have to ask her questions about her past. What moments and experiences made her the person she is today? With this serious question, you’re getting to know those super influential memories that are key parts of her life. Good, bad, happy, sad, they’re a part of her!
19. What gets you excited to get out of bed in the morning?
The best way to know if a conversation is going well? Her face lights up when she talks. To get that spark, ask a girl a question about her key values and passions. If something makes her excited to get out of bed in the morning, it’ll definitely make her excited to talk about it!
While this is still one of the more serious 21 questions to ask a girl, it’s also fun to chat about. And the more she’s smiling during your convo, the better!
Best Personal Questions to Ask a Girl
It’s time to get personal! Out of all our 21 questions to ask a girl, these personal ones are some of the best for truly getting to know who your crush is as a person. While they’re must-knows if you’re starting a relationship with a girl, you can also ask your crush these questions to deepen that bond.
So last, but certainly not least, here are some personal questions to ask a girl during your next convo!
20. Are you close with your family?
This is one of the best personal questions to ask a girl before you meet her family. Not only will it help you prepare for your first impression with the fam, but it will also tell you a lot about who she is. Does she spend every Saturday with her entire extended family, or did she grow up in a pretty small household?
21. What are your hobbies or passions?
We had to save the best for last! Out of all 21 questions on this list, this is THE best one to ask a girl who you want to get closer with. Sure, you know what she does for work. But what does she love to do, when money isn’t a factor?
This is also a personal question you can (and should!) ask a girl at any stage of getting to know her. Plus, it’ll give you some great future date night and gift ideas!
Now That You Know the Best Questions to Ask a Girl, Impress Her With Our Favorite Mens Fashion Guides
Asking your crush these 21 best questions to ask a girl is only the first step to winning her heart. Here are a few more guides to ensure you’re making the best impression possible!
In addition to looking amazing, you also want to smell amazing to get her swooning. Check out our list of the best cologne for men to find your signature scent!
Next up: accessorizing. Achieve the ultimate dapper look with one of these stylish watches for men — we’ve rounded up options for every style and budget.
And finally, complete your look with our list of the sleekest men’s sunglasses. Because the future of your relationship is bright! (Sorry, we had to.)
Did we miss any must-ask questions on this list of 21 best questions to ask a girl? Let us know in the comments below!