This article was co-authored by Lauren Sanders
and by wikiHow staff writer, Annabelle Reyes
. Lauren Sanders is a Professional Matchmaker, Dating Coach, and the Founder of Dating for the Soul. With over four years of experience, she specializes in helping singles find love. Lauren is also the author of Lipstick Faith: A Collection of Inspirational Writings and Life Lessons, You Deserve the World, Rainbows and Strawberries: 100 Devotions for the Brighter Side of Life, and Let's Go Outside Mommy. Lauren holds BS from Dillard University and a Masters from The University of North Georgia.
This article has been fact-checked, ensuring the accuracy of any cited facts and confirming the authority of its sources.
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Asking deep, thoughtful questions is a great way to get to know someone better and strengthen your relationship. If you’re hoping to get an awesome convo going with a girl (or anyone, really) look no further. We’ve come up with a list of thought-provoking, interesting, romantic, fun, and creative questions to ask, whether you’re talking to a crush, significant other, or friend, so keep reading!
Steps
Deep Questions to Ask a Girl
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Ask these questions to start a meaningful conversation with a girl. Whether you’re talking to a crush, significant other, friend, or someone you’ve recently met, asking interesting questions is a great way to grow closer to them . [1] X Research source If you’re not sure where to start, don’t worry! Here are some ideas to get you started:
- Where in the world do you feel the most peaceful or happy?
- What’s the best gift you’ve ever received, and why did it mean so much to you?
- If you could relive one treasured memory, which one would you pick?
- Who do you admire most in your life?
- What’s the best advice you’ve ever been given?
- What’s the biggest life lesson you’ve learned, and how did you learn it?
- What do you think your best quality is?
- What qualities do you appreciate the most in other people?
- How do you think the people closest to you would describe you? Do you think it would be different from how you would describe yourself?
- If you had to list the top 3 things you’re most passionate about, what would they be?
- If you had to list your top 3 core values, what would they be?
- Do you believe in ghosts and the supernatural?
- What scares you the most?
- Do you believe in luck, fate, or destiny?
- What’s on your bucket list?
- When do you feel the most alive, or the most like your true self?
- Who do you think knows you best in the world?
- What would your perfect day look like?
- Do you consider yourself more of an optimist, pessimist, or realist?
- If you could give your past self one piece of advice, what would it be?
- If you only had one day left to live, how would you spend it?
- When you’re sad, what never fails to cheer you up?
- Is there a life event in your past that you think was a turning point for you?
- What has been the best year of your life so far? What was so great about it?
- What excites you the most right now?
Interesting Personal Questions to Ask a Girl
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Ask these questions to get to know a girl better. If you’re hoping to deepen your connection with a crush or a new friend, asking questions about her family, hobbies, preferences, and personal history can bring you closer together. [2] X Trustworthy Source Greater Good in Action An initiative by UC Berkeley's Greater Good Science Center promoting science-based practices for a meaningful life Go to source Here are some examples of questions to try out:
- What was your favorite subject in high school or college, and what did you love about it?
- Did you enjoy growing up in your hometown? What did you like or dislike about it?
- Who did you feel closest to in your family growing up? Do you still feel closest to this family member now?
- Are you named after a family member, or is there any story about how your parents chose your name?
- What did you appreciate most about your parents’ parenting style, and what would you do differently from them if you had kids?
- If you had to describe your family in one sentence, what would you say?
- Who in your family gives the best advice?
- What is your favorite place that you’ve traveled to?
- What’s the most memorable vacation experience you’ve ever had?
- What is your favorite way to spend a Saturday?
- What do you like to do to de-stress?
- What genre of music do you listen to the most?
- What are your top 3 favorite movies or TV shows?
- Which movie makes you laugh the hardest, and which movie always makes you cry?
- What is the best book you’ve ever read, and what is your favorite book? Are they the same?
- What’s the best concert you’ve ever been to?
- What was your most embarrassing moment?
- Do you like to cook, and if so, what is your favorite dish to make?
- Do you have a favorite holiday, and if so, are there any childhood traditions from that holiday you want to carry on in your adult life?
- Did you have a favorite movie, TV show, or book character when you were growing up?
- Do you have a secret skill or hidden talent?
- What are you most grateful for in your life?
- What accomplishment are you most proud of?
- What is your biggest dream or life goal?
- What is your current job like, and do you enjoy it? What are your career goals?
- Do you have a pet? And if not, do you want one?
- What’s your favorite thing to do with friends?
- What’s your favorite thing about your best friend?
Fun & Creative Questions to Ask a Girl
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Ask these questions to get a fun convo flowing and lighten the mood. If you’re trying to create a fun vibe while hanging out, these creative questions are just what you need! Whether you’re spending time one-on-one with a girl or hanging out in a group, these questions are sure to get a great conversation going .
- If you could host a dinner party with anyone in the world, living or dead, who would you invite?
- Which actor would you pick to play you in a movie about your life?
- Do you think you have a celebrity doppelganger, and if so, who is it?
- If you could take a 1-day trip to any time in history, what time period would you pick, and why?
- If you could teleport, where would you go first?
- If you could find out the truth about one major, famous mystery, which one would you pick?
- Would you rather only be able to watch one movie for the rest of your life, or only listen to one album for the rest of your life?
- Depending on what you answered for the previous question, which movie/album would you pick?
- What songs would be on the official playlist to your life?
- If you could live in the world of a movie, TV show, or book, which world would you pick?
- If your life was a sitcom, what would the theme song be?
- If you were a cartoon character, what would your permanent outfit be?
- If you could have one magical power or superhero ability, what would it be?
- If you could only eat one type of food for the rest of your life (sushi, Italian, Thai food, etc), what would you pick?
- Would you rather only be able to eat breakfast food for the rest of your life, or dinner food?
- If you won a million dollars, what would you do with it?
- Which fashion trends from previous decades do you think should make a comeback, and which ones should stay in the past?
- Who is your celebrity crush?
- What’s your go-to karaoke song?
- If you were a cocktail, which one would you be?
- Do you have a favorite word or phrase?
- If you could be an animal for the day, what animal would you pick?
- What’s your favorite photo in your camera roll and why?
Romantic Questions to Ask Your Girlfriend or Crush
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Ask your crush or S.O. these questions to deepen your connection. Asking deep, romantic questions is a great way to get to know each other better and open up to each other. This builds intimacy and brings you closer together ! [3] X Research source Here are some meaningful questions to get you started:
- Have you ever been in love before? What was that experience like?
- What is the most important lesson you learned from your most recent relationship?
- What was the toughest break-up you’ve been through, and how did you get through it?
- Do you think exes can remain friends?
- What is the craziest or most interesting online dating experience you’ve ever had?
- What’s the worst pick-up line you’ve ever heard?
- Do you have a favorite romcom? What do you like about it?
- What’s your love language?
- Do you have a preferred communication style in a relationship?
- What would the perfect date look like?
- What’s your favorite restaurant for a dinner date?
- Do you have a favorite flower, and do you like to receive flowers from a significant other?
- Do you prefer to address conflict head on, or do you tend to avoid it?
- What’s your biggest ick or pet-peeve in a partner?
- What qualities do you find most attractive in another person?
- Do you have any dating deal-breakers or non-negotiables?
- What is the most romantic thing you’ve ever experienced?
- What do you think makes a strong partnership?
- Do you like surprises on dates, birthdays, or anniversaries? Or do you prefer to be a part of the planning process and know what’s coming?
- Is there a song that you think of as “our song,” or that reminds you of our relationship?
- What was your first impression of me?
- Was there a specific moment that you knew you had feelings for me?
- What’s your favorite memory that we’ve made together?
- Do you believe in love at first sight or soul mates?
- What’s your favorite thing about our relationship, and what’s one thing you think we could do better?
- How would you describe what it feels like to fall in love?
- If you could use a crystal ball to peek into our future, what do you think you’d see?
- What does the ideal future look like for you? Does it involve marriage or kids? What kind of home do we have, and where do we live?
Esther Perel, PsychotherapistAsk each other questions. "When you learn something new about your partner—whether it’s funny and surprising or vulnerable and deep—you experience a stimulating contradiction: a meeting with the new and the comfort of recognition. Sharing new stories is a great way to evoke this."
Expert Q&A
Tips
- Face them and make eye contact while they’re talking. Nod your head and react with appropriate facial expressions to show that you’re paying attention.Thanks
Tips from our Readers
- Summarize and repeat what they’ve said back to them, and ask thoughtful follow-up questions to show that you’re interested in learning more about them and deepening the conversation.
- Practice active listening while the person you’re talking to answers your question. This shows that you’re engaged and that you care deeply about what they’re saying.
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Expert Interview
Thanks for reading our article! If you’d like to learn more about relationships, check out our in-depth interview with Lauren Sanders .