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46 Interesting Questions To Ask a Girl – Fun, Engaging, And Revealing!

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Jasper is our expert conversationalist and wordsmith. He loves coming up with questions, jokes, and topics designed to create natural conversation. His work has been featured on Marriage.com, iHeart Media, Elite Dai ...
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by | October 18th, 2021


Finding the right questions to ask a girl can be a challenge. Just getting into a conversation can be difficult, so it’s good to have interesting questions to ask a girl on hand.

I’m an expert conversationalist featured on Marriage.com, iHeart Media, Elite Daily, and The Urban List. So, I know what the right questions to ask are.

If you’re after funny questions to ask or something more serious, this is an article for you!

Contents

7 Conversations Starters You Can Use With Her

If you want to get anywhere with a woman, you need to be able to start a conversation. That's what we have conversation starters for. They're great to get your chat going strong! If you're trying to build rapport with a stranger or deepen a relationship with a friend, conversations are key!

Here are 7 interesting conversation starters to ask a girl:

1. If you were on the run from the police for a crime you didn’t commit, where would you go?

One part shock, one part honest confession. You'll find out who she really trusts in her life and might get an insight into where she considers her safe haven and her favorite place.

2. What’s your favorite thing about this city?

The restaurants, the art scene, maybe just a small out-of-the-way park; no matter her answer, you'll have an idea handy for future meet-ups or date nights. You might also learn something about the city and discover a new place to visit, or a new fun fact you can share with other people.

3. How would the world change if superheroes and super villains actually existed?

Show off your nerdy comic book knowledge, and give her a chance to do the same. Get creative and share what you envision if people did possess superpowers. Imagine if someone flying overhead was a normal thing, or if villains like Loki and Dr. Doom really did walk the Earth.

4. Would you rather have a million dollars and live in a place you hate or struggle in the place of your dreams?

Whether she'd take the money or the dream move, it'll let you know what her priorities are. How much is she willing to work to live in her dream place? And is it a private tropical island or a penthouse with city views?

5. If you ruled the world, what would you change?

This question offers a chance to complain about all that's wrong with the world and figure out how to fix it. What ideas does she have to solve the world's dilemmas? It's an interesting topic that can be quite meaningful.

6. If you could make one rule that everyone had to follow, what rule would you make?

See if the rule is to counteract her biggest pet peeve. Is it a rule to benefit everyone? When given ultimate power, it's interesting to discover what people choose to do with it. It can be overwhelming.

7. Would you rather play a villain or a hero in a movie?

A fun way to start a conversation that can lead to an amusing talk about favorite heroes and villains. Is her choice of villain or hero from her favorite movie? Or someone played by her biggest celebrity crush, perhaps?

 

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5 Intriguing Things That Can Be Asked To Her

Once you have a conversation started with a female, you've still got to keep it going. Perhaps the quality you most want to leave her with is that you're interesting. And the best way to make her see you as interesting is to keep asking interesting questions.

Use a few of these to keep the conversation going and keep it going in exciting directions.

Here are 5 best interesting questions to ask a girl:

8. What is something you used to do as a child that you wish you could still do?

We all leave hobbies and activities behind as we grow up, but what does she miss most about childhood? Is it something you can both do again? Sometimes, reliving those special moments can be a dream.

9. Does your name mean anything?

Most people have looked up the etymology of their name, and the interesting question can lead to some fascinating conversations. A name, after all, is so much more than random letters put together. They define who we are.

10. What do you know about your family's history?

It's a deep question that can broaden your knowledge of her as a person. Get a story out of her about her family's past. She may have a lot to say about the cultures in her background.

11. If you could tell you of ten years ago one thing, what would it be?

A good question to ask! Advice from the future: what has she learned about life now that she's lived a little more of it? Is her advice something you can take on board now?

12. What are you freakishly good at?

You can give her a chance to show off a hidden talent with this seemingly random question. You may just find out something she really enjoys but rarely gets the opportunity to bring up.

5 Know Her Better Probe When You Just Met

Perhaps the hardest conversation to start is the first one. Or the second or third.

Those early conversations with her after just meeting are difficult because you know so little about her, and you can't be sure you've impressed her enough yet to have that next chance in the next conversation.

Use some of the interesting questions below to make sure you impress her on those early occasions so you know there's always the next time.

Here are 5 interesting questions to ask a girl you just met:

13. If you could only do one thing for the rest of your life, what would it be?

Is it a guilty pleasure they can not live without? A great way to get to know if someone has a true passion in their lives.

14. What was your favorite getaway location as a kid?

You can learn all sorts of things about a woman by finding out about her childhood. It's fun to share a favorite memory and often brings up some funny things.

15. If you could trade places with anyone in the world, who would it be and why?

Finding out who she wishes she could be will tell you what sort of person she wants to be and where she sees herself in an ideal world. Would she choose someone that holds her dream job or someone with an elite lifestyle?

16. Do you have any secret hobbies you’re passionate about?

The key here is the "secret." She may be very public about some hobby, but what does she love to do that no one knows about?

17. Would you rather have an extra $200 a day or an extra 2 hours a day?

Would life be better with more money or with more time to enjoy what you already have? What's her idea of a perfect day?

6 Worth To Know Things About Her

Once you've gotten through those first conversations, you need get to know you questions. These quickly dig a little deeper into who the girl you are talking to really is.

Having the right questions to ask a girl to get to know her won't just get you a quick and interesting reply, they'll lead to long and personal conversations.

It's through these questions that you move from casual conversation acquaintances to friends, colleagues, or something more romantic.

Here are 6 interesting questions to ask a girl to get to know her:

18. What does your own personal hell look like?

Fun, imaginative, and full of interesting potential responses, this question lets you find out what bugs her and what frightens her.

19. What does your own personal heaven look like?

Find out what objects, places, foods, and relationships she considers so ideal she'd put them in her perfect place.

20. What’s on the top of your bucket list right now?

It's another way of asking what the one thing she truly wants to experience in her life is. How long is her bucket list, and are there things on there you can complete with her?

21. What’s your go-to karaoke song?

A fun question that opens up further questions of tastes in music, art, and entertainment and a little history about why she loves to sing that one particular song.

22. What is the most unusual fear you have?

Brush past all the obvious fears (spiders, scary movies, clowns) and discover something truly unique about what scares her.

23. Is there any fairytale or movie that reminds you of your own life?

Is she a put-upon Cinderella or a Sleeping Beauty waiting for a Prince Charming? Get her to sum up her whole life up to this point.

7 Things To Know About The Woman You Like

While many of the above interesting questions will work in a conversation with a girl you have a romantic interest in, it's still best to find unique questions to ask a girl you like. Forget small talk. Use a flirty question to take your conversation where you want it to go.

Use a romantic question not just to get closer but develop a more intimate edge to your conversation.

Here are 12 interesting questions to ask a girl you like:

24. What’s the best thing you could do for someone who needs cheering up?

There's no surer way to a girl's heart than being able to cheer her up when she's upset. But remember, how she cheers someone up could be different from how she likes to be cheered up herself.

25. What's the most romantic book or movie ever?

It is a great conversation starter with someone you are attracted to. Learning about her favorite book or movie and its stories will give you an insight into what she finds romantic.

26. Was your first kiss super awkward?

A first kiss could have been her biggest fear growing up. We all have awkward love stories in our past, and this question gives you a chance to be nostalgic while also discussing locking lips.

27. Do you think your parents had/have a good relationship?

From Sigmund Freud onward, psychologists have thought our family relationships have had an impact on our romantic ones later.

28. What’s a childhood memory you have that always makes you smile when you think about it?

Bring her back to her happy childhood memories, and she's far more likely to be drawn to you.

29. What would your parents be surprised to learn about you?

What has she done, or what does she like, that she wouldn't tell her family about? Find out, and then you'll have a secret to share between the two of you.

30. What is something that your friends would consider “so you”?

An excellent way to discover how she sees herself is to find out how she thinks her friends see her. The mix in the topic of first impressions because that is always an enjoyable topic.

5 Fascinating Things You Can Know About Her Over Text

These days, conversation increasingly doesn't take place in person, looking at each other in the eye. Instead, we ask our interesting questions through our technology, and that can mean we need to change our questions a little.

But it can be the worst thing if you're not prepared! Fear not, once you have some questions to ask a girl over text, you can get to know her, even if it is through a screen.

Here are 5 interesting questions to ask a girl over text:

31. What is the most interesting thing you have near you right now? Send me a pic of it.

The objects we keep close to us often say a lot about who we are. And sometimes, it's the funny question that leaves a lasting imprint.

32. What app on your phone do you think I should get?

If she has an app she absolutely loves right now, you're in for quite a discussion. Is it a game or something that makes life easier?

33. What's your favorite canceled TV series?

We all hold a few short-lived shows in our hearts. Talk about yours and hers, and share some clips. Maybe you can plan a get-together to rewatch all those classic episodes.

34. What’s the most impressive thing you've tried to cook with an online recipe?

Unless she's a chef, she's probably tried to google a culinary masterpiece last minute like the rest of us. Share a few stories and then invite her to dinner to try out a new recipe.

35. If you could head out on a road trip right this minute, where would you go?

Discuss potential road trips and figure out the best routes you could take to see the most interesting things. Then, if your relationship progresses, take one of the trips together.

7 Things To Know About Your Girlfriend

A lot of the questions above focus on getting to know someone and making sure your first few exchanges are interesting and allow you to get closer.

But that doesn't mean that you don't need to keep asking the right questions once you're dating someone or in a relationship.

In many ways, having questions to ask your girlfriend is just as important as having questions to ask a female you want to date.

It's crucial to the health of any relationship—new or not—that you keep things interesting. So, use a few of the questions below to keep her amused, intrigued, and focused on you.

Here are 7 interesting questions to ask your girlfriend:

36. What do you think is your best—and worst—feature?

It's a simple question, but people tend to find this hard to answer. Find out from her what she thinks is great and not so great about herself.

37. Do you prefer going out or staying in?

A critical question for any couple. If you know her preference, you know which to plan for more often on date nights.

38. What makes you say, “What was I thinking?” when you look back on your life?

A fun discussion of regrets can lead to discoveries about her past.

39. What kind of parent would you like to be?

If you plan to stay together long-term, this will be an essential topic. So start the discussion now and find out how she feels about kids and parenting.

40. What are the 3 biggest things that I could do for you?

You may assume you know what she wants from you at all times, but there may be things you never think of, and often they are smaller and easier to accomplish than you imagine.

41. What are the three most annoying things a boyfriend can do?

A boyfriend keeps you in the clear from personal criticism. Use this one early in the relationship to save yourself from making those mistakes later!

42. What are some unwritten rules in your family?

With this question, you'll be more prepared to meet her parents when the moment comes.

5 Weird Things You Need To Know About Her

What do you do when you want some weird questions to ask but want the discussion to evolve into something a little more interesting? Combine an interesting and a weird question, of course.

These weird questions to ask a girl will give you that out-of-left-field appeal but also lead to the most interesting chats you'll have all week, which is great news if you want her coming back for more soon.

Here are 5 interesting and weird questions to ask a girl:

43. Define marriage in a sentence.

No one is ever prepared for questions like these and gives asking "dirty questions" an alternative and unorthodox meaning. That is that it's contemptible to put someone on the spot!

44. What would you rather have - a million dollars or 20 years of complete unconditional happiness?

Find out where she falls on the "money can't buy you happiness" vs. "yes it can" debate.

45. Do you believe in the existence of Aliens?

Talk about the stars, the potential for communication, and what it would mean to no longer be alone in the universe. It's the craziest thing to think about!

46. What are the two most important things in your life, and why?

If you get her to answer honestly, you'll know her in the two things she lists. People often choose family. You can make this more challenging by stating the things must be material items.

Frequently Asked Questions

Great job moving on from asking just the simple questions like, "what's your favorite movie?" or, "what's your favorite song?" Although you've got a great list here, you might still be left with questions of your own. Here, we've answered a few for you.

Does it mean a girl isn't interested if she didn't answer the question back?

It's important to understand that everyone has their own certain boundaries. What you might find to be a cute question, she might find to be the weirdest thing. But it doesn't mean she's not interested. Just change the questions you're asking her. Start off slow and ask her favorite color and favorite food, then build up from there.

If a girl replies continuously to your messages (even when I don't ask a question) with fairly long messages (but not always asking me a question), does that signal interest?

It can, yes! People like to have a good conversation with someone they're interested in, and if she's putting in the effort, she likely does have an interest in you.

What do I do if a girl seems interested (she starts convos and she tries to keep it going), but she doesn't ask me questions about myself?

How to approach a girl might seem challenging, but you're already halfway there if she seems to be interested in you as a romantic partner. She may not know the right way to go about it hence why she's not asking the right questions. Perhaps she's waiting for your signal.

If a girl initiates the conversation and asks me questions, does this mean that she at least has some interest in me?

It's hard to read signs a girl likes you sometimes, but it's a positive sign if she's seeking your attention. Don't miss the opportunity to find out and have this being your biggest regret in finding true love. Have a fun conversation with her and find out more.

How to Ask a Girl Interesting Questions

A list of questions is no good if you aren't sure how to go about asking the questions in the first place. Even if you've got a great question in hand, it can seem like the hardest task in the world to get the words out.

To make it easier to just come out and ask, follow these five steps.

Here is how to ask a girl interesting questions:

1. Decide Who You Want This Girl to Be

When you are trying to ask a woman interesting questions, the first thing to think about is what kind of relationship you want with this particular person.

Are you looking for something romantic? A friendship? Is she a work colleague or a boss? Or is she just someone you regularly see on the bus and thought you'd get to know her a little better?

The tone of your conversation and your choice in question will change depending on who you're talking to.

2. Pick the Right Place

Once you know who this person is to you and who you want her to be, you can start thinking about finding the right place to ask your questions.

Say you want to chat with your boss more. You may want to find a place that is inviting but still relatively business-focused. Whereas for a potential friend, the place should be completely casual.

Keep in mind, the place should partly frame your questions. Ask questions that relate to the place you are. If you're at a bar, talk about music and drinks. If you're in a park, talk about nature.

3. Pick the Right Moment

Similar to the point above, make sure the moment is right. Pick the moment that most allows both you and her to be comfortable and prepared to spend some time talking.

If you're talking to a person you like, pick a moment when she seems relaxed and open to conversation. She's much more likely to be receptive to what you have to say then.

4. Pick the Right Question

Obviously, you need to make sure your question fits the person, the place, and the moment.

For instance, if you're in a bar trying to talk to a cute female, don't immediately launch into a personal question about her past or her plans to have kids. Instead, choose a fun question that might make her laugh.

Getting the question right is the best way to take any conversation and direct it to where you want it to go, and to turn relationships into the sort you want them to be.

5. Be Confident and Keep a lot of Backups

The best way to get a good answer to your questions is to be confident when you ask, and be prepared for some questions to fall short of expectations.

You can't always control if a question is going to be a hit, but don't get discouraged. In such a situation, the best thing to do is to laugh off the flop question and throw another one out there.

The more questions you have, the more likely you'll be able to find the right one that really gets her thinking.

Downloadable and Printable List of Interesting Questions To Ask A Girl

Here is a downloadable and printable jpg/pdf list of interesting questions to ask a girl (right-click the image and select Save Image As...):

More Interesting Questions to Ask a Girl

We've covered a lot in this post, but there's no need to fret if you are still looking for more interesting questions to ask a girl (or someone else). We've got plenty more options for you.

  1. A lot of our questions to ask a guy would also be really interesting to ask a female as well.
  2. However, if it isn't about guys or girls just getting great questions that really make you think, then head over to our philosophical questions/existential questions article and take a deep dive into the questions that keep the great minds up at night.
  3. And, if you want something that can surprise her and will definitely get a reaction, take a look at our random questions to ask a girl.

In Conclusion

You need to have questions to ask ready to build better relationships through conversation. Using interesting questions to ask a girl is the most direct way to find out what you want to know about any female. Whether you want deep answers and greater intimacy or just a casual chat that gets you past introductions, questions are the way to do itAll you have to do is ask (the right questions).

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