Getting to know someone you like can be thrilling but it can also be a bit challenging.
You want to make sure the conversation flows effortlessly while also learning more about his personality, hobbies, and values.
The key to creating a connection is asking insightful questions that help you understand him better.
Whether you’re on a date, at a casual hangout, or just having a discussion over text, here are 120 questions to ask a guy you like to get to know him in a fun and engaging way!
Personal Background Questions
Where did you grow up?
Do you have any siblings?
What’s your favorite childhood memory?
What’s something about you that not many people know?
How would you describe your family dynamic?
Who is the most significant person in your life?
What’s one thing you’ve always wanted to do but haven’t yet?
If you could live anyplace in the world, where would it be?
Do you believe in astrology or have any favorite zodiac signs?
What’s your relationship like with your parents?
Hobbies and Interests
What’s your favorite way to spend your free time?
Do you have any hidden talents?
What genre of music do you listen to the most?
Have you ever played a musical instrument?
What’s your all-time favorite movie?
Do you prefer reading books or watching TV shows?
What’s the last book you read?
Do you like to travel? What’s your dream holiday spot?
Are you into any sports? Which one is your favorite to play or watch?
What’s something you’re passionate about?
Career and Ambitions
What do you do for work?
Is there a career you’ve always dreamed of?
Do you appreciate your job or wish you were doing anything else?
What would you do if you weren’t in your current profession?
Are you more of a “9-to-5” type or do you appreciate working outside those hours?
What pushes you to work hard?
Do you prefer a stable career or one that involves a lot of changes and challenges?
Where do you envision yourself in five years?
What’s a professional achievement you’re especially proud of?
What’s your biggest work-related pet peeve?
Lifestyle and Values
Are you an early riser or a night owl?
How do you like to unwind after a hard day?
Do you prefer going out or remaining in?
How important is physical fitness to you?
What’s your idea of an ideal weekend?
Are you a spender or a saver?
What’s your favorite type of cuisine to eat?
Do you prefer cooking at home or dining out?
What’s the most adventurous thing you’ve done?
Do you believe in fate or destiny?
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Relationship and Love Life
What do you seek for in a relationship?
What’s your love language?
Have you ever been in love?
Do you believe in soulmates?
What’s your idea of a perfect date?
Are you a romantic person?
How do you show someone you care about them?
What’s the best dating advice you’ve ever received?
Do you think it’s necessary to be friends first in a relationship?
What’s something you’d want to change about partnerships today?
Fun and Quirky Questions
If you could trade lives with anyone for a day, who would it be?
What would you do with a million dollars?
What’s the craziest cuisine you’ve ever tried and liked?
What’s something you’ve always wanted to try but haven’t yet?
If you could have any superpower, what would it be?
Do you believe in ghosts or aliens?
What’s your guilty pleasure?
What’s the funniest thing you’ve ever done on a dare?
If you could live in any imaginary universe, where would it be?
What’s the worst haircut you’ve ever had?
Philosophical and Deep Questions
Do you believe in the concept of good and evil?
What do you suppose happens when we die?
Do you think we have influence over our own destiny?
What’s your worst fear?
Do you believe in second chances?
How do you define success?
What’s one lesson you’ve learnt the hard way?
How do you handle stress or challenging situations?
What’s something you value above all else?
If you could change one thing about the world, what would it be?
Social and Cultural
What’s your favorite holiday and why?
Do you have a favorite place in the city you reside in?
Are you into fashion? What’s your personal style?
What’s your opinion on social media?
Do you think it’s vital to be active in politics?
How do you feel about public speaking?
What’s the finest concert you’ve ever attended to?
Do you favor massive parties or little get-togethers?
How do you feel about social issues like climate change and inequality?
What’s your favorite TV show right now?
Future Goals and Aspirations
What’s something you’ve always wanted to learn but haven’t yet?
What are your long-term ambitions in life?
How do you aim to make a difference in the world?
What’s one personal goal you’re working on right now?
Do you believe in the concept of “following your dreams”?
What’s something that excites you about the future?
Do you picture yourself getting married one day?
What do you believe makes someone successful in life?
Would you ever contemplate moving to a different country?
What’s your main aspiration in life?
Hypothetical and Fun Scenarios
If you could have supper with any three people, dead or alive, who would they be?
What would you do if you found out you only had a week to live?
If you could change one thing about your past, what would it be?
What would you do if you could time travel?
If you could master any skill instantaneously, what would it be?
What would your dream house look like?
If you could be famous for one thing, what would it be?
What’s the craziest thing you would do for a million dollars?
If you had a time machine, what period in history would you visit?
What would you do if you could be invisible for a day?
Random Fun Facts
What’s the best gift you’ve ever received?
What’s your all-time favorite board game or video game?
Do you appreciate going to the beach or the mountains more?
If you could have any animal as a pet, what would it be?
What’s your favorite season of the year?
Do you believe in luck?
What’s anything you wish people knew about you?
Do you have any phobias?
If you could have supper with a celebrity, who would it be?
What’s your favorite time of day—morning, afternoon, or night?
Reflective and Thoughtful
When was the last time you assisted someone, and how did it make you feel?
What’s one thing you’re grateful for today?
How do you keep motivated when things get tough?
Do you think people can actually change?
How do you convey your feelings when you’re upset?
What’s one thing you think is particularly vital in a friendship?
Do you consider yourself more of an optimist or a realist?
What’s the most essential lesson life has taught you thus far?
What do you admire most about the individuals in your life?
How would you like to be remembered?
Conclusion
Asking the correct questions might help you explore the layers of someone’s personality and develop a deeper relationship.
Whether you’re just starting to know him or you’ve been conversing for a long, these 120 questions to ask a guy you like, can generate entertaining, fascinating, and informative chats.
The goal is to listen closely, exhibit real curiosity, and enjoy the process of learning about each other. Happy talking!