200+ Best Questions to Get to Know Someone (2025)
Discover 200+ of the best questions to get to know someone in 2025, from fun icebreakers and quirky “would you rather” prompts to deep, thoughtful, and personal conversation starters.
Whether you’re breaking the ice at a party, going on a first date, or deepening a friendship, asking the right questions to get to know someone can turn small talk into meaningful conversation.
To make it easier, we’ve curated 200+ unique and engaging questions across different categories — from lighthearted icebreakers to deep, thought-provoking ones.
1. Icebreaker Questions (Perfect for first meetings) - Questions to Get to Know Someone
What’s your favorite way to spend a weekend?
Do you like tea, coffee, or neither?
What’s the story behind your name?
Have you ever met someone famous?
What’s your go-to comfort food?
Which city would you move to if you could?
Do you enjoy surprises?
What’s your most used emoji?
What song is stuck in your head right now?
Which social media platform do you like the most?
Do you prefer Netflix or YouTube?
What’s your favorite snack?
Do you like the beach or the mountains?
Who was your childhood hero?
What’s your dream holiday destination?
Do you prefer mornings or nights?
What’s the last thing you searched on Google?
Do you believe in horoscopes?
What’s your favorite ice cream flavor?
What was your first mobile phone?
2. Fun & Lighthearted Questions - Questions to Get to Know Someone
If you were a cartoon character, who would you be?
What’s the funniest Wi-Fi name you’ve seen?
What’s your guilty pleasure movie or show?
If you won the lottery tomorrow, what’s the first thing you’d do?
What’s the weirdest food combo you secretly enjoy?
Which celebrity would you love to be friends with?
Have you ever laughed in an inappropriate situation?
What’s your favorite childhood cartoon?
Which meme always makes you laugh?
Do you believe in lucky charms?
Have you ever pulled a prank on someone?
If you had to wear one color forever, which would it be?
What’s the funniest nickname you’ve been given?
Which fictional world would you love to live in?
Do you believe in superstitions?
Which app do you waste the most time on?
What’s your go-to karaoke song?
Have you ever tried a crazy TikTok/Instagram trend?
Do you like roller coasters?
If you could swap lives with anyone for a day, who would it be?
3. Deep & Thoughtful Questions - Questions to Get to Know Someone
What’s the best advice you’ve ever received?
Do you believe in destiny or free will?
What book had the biggest impact on your life?
What does happiness mean to you?
Who has been the biggest influence on your life?
How do you deal with failure?
What scares you the most about the future?
What’s a lesson you learned the hard way?
Do you believe people can truly change?
What motivates you to keep going in tough times?
Do you believe in soulmates?
What’s one habit you’re proud of breaking?
How do you measure success in life?
What childhood memory still feels vivid to you?
Who do you turn to when you’re struggling?
What’s something you wish you learned earlier?
If money wasn’t an issue, what would you be doing right now?
Do you think humans are more kind or selfish by nature?
What’s the biggest risk you’ve ever taken?
What does self-love mean to you?
4.Personal Questions - Questions to Get to Know Someone
Do you get along well with your siblings?
What’s your favorite family tradition?
Did you have a childhood nickname?
What’s your dream career?
What’s a skill you’re proud of mastering?
Do you prefer small towns or big cities?
How do you usually spend Sundays?
Have you ever written in a diary?
Do you like celebrating your birthday?
Which festival or holiday excites you most?
Have you ever taken a solo trip?
Do you enjoy being around large groups?
Do you remember your first crush?
What’s the most valuable thing you own?
Who do you look up to in your family?
Do you like hosting people at your home?
What’s the best meal you’ve ever had?
Have you ever lived in another country?
What’s your morning routine like?
Do you believe in keeping childhood friendships alive?
5.Quirky & Random Questions - Questions to Get to Know Someone
If you could invent a holiday, what would it be?
Would you rather explore space or the deep ocean?
What’s the weirdest dream you’ve ever had?
Which superpower would you want most?
If animals could talk, which one would be funniest?
What’s the strangest thing you’ve collected?
Do you believe in aliens?
Would you rather time travel to the past or future?
What’s a conspiracy theory you find fascinating?
Which smell brings back childhood memories?
Would you rather never sleep again or never eat again?
What’s the most bizarre food you’ve tasted?
If you could add one new rule to the world, what would it be?
Do you like horror movies?
What’s the most useless invention you’ve ever seen?
Do you believe in parallel universes?
What’s a sound that instantly calms you?
Would you rather be famous forever or anonymous forever?
Do you enjoy people-watching?
If you could only keep one app on your phone, which one would it be?
6.Travel & Adventure Questions - Questions to Get to Know Someone
What’s your dream travel destination?
Do you enjoy road trips?
Have you ever traveled solo?
What’s the most beautiful place you’ve visited?
Do you prefer beaches or mountains?
Which country’s food do you love most?
Have you ever tried backpacking?
What’s your funniest travel story?
Do you enjoy train journeys or flights more?
Which city would you recommend everyone to visit once?
7.Romantic & Relationship Questions
What’s your love language?
Do you believe in love at first sight?
What’s the most romantic gesture you’ve received?
Do you enjoy giving surprises in relationships?
What’s your idea of a perfect date night?
Would you rather have a fancy dinner or a cozy home date?
Do you believe opposites attract?
Have you ever written a love letter?
What’s your biggest relationship dealbreaker?
Do you believe long-distance relationships can work?
What quality do you value most in a partner?
Do you believe in soul connections?
Have you ever had a secret admirer?
Do you think relationships should be easy or require hard work?
What’s the sweetest thing you’ve ever done for someone you like?
Do you like celebrating anniversaries?
What’s your favorite romantic movie?
Do you enjoy public displays of affection?
What’s your view on marriage?
Would you ever go on a blind date?
8.Friendship Questions
Who was your very first best friend?
Do you still keep in touch with school friends?
What do you value most in a friendship?
Do you prefer having many friends or just a few close ones?
What’s the funniest thing you’ve done with a friend?
Have you ever had a falling out with a close friend?
Do you enjoy making new friends easily?
Which friend has influenced you the most?
Do you like being the planner in your group?
What’s a tradition you share with your friends?
Have you ever been on a trip with just friends?
What’s the best gift a friend has given you?
Do you believe childhood friends last forever?
Who’s your loudest friend?
Who’s your calmest friend?
Do you enjoy group chats or one-on-one conversations more?
Have you ever had a friend who feels like family?
Do you prefer spontaneous plans or planned hangouts?
Who’s your funniest friend?
Do you believe in “quality over quantity” for friendships?
9.Work & Career Questions
What was your very first job?
Do you enjoy working in a team or independently?
Who has been your best boss/mentor?
Do you see yourself as more creative or analytical?
Have you ever switched careers completely?
What’s a dream job you had as a kid?
Do you enjoy networking?
What’s the most challenging project you’ve worked on?
Do you prefer remote work or office life?
What’s one skill you want to learn for your career?
Do you believe work-life balance is possible?
Have you ever quit a job suddenly?
What motivates you most at work?
Do you prefer stability or excitement in a job?
Who do you look up to professionally?
What’s a career achievement you’re proud of?
Do you believe in following passion or security?
What’s the funniest thing that happened at work?
How do you handle workplace stress?
Have you ever started your own side hustle?
10.Funny “Would You Rather” Questions
Would you rather be able to fly or be invisible?
Would you rather never use the internet again or never watch TV again?
Would you rather talk to animals or speak every human language?
Would you rather live without music or without movies?
Would you rather always be 10 minutes late or 20 minutes early?
Would you rather have unlimited pizza or unlimited ice cream?
Would you rather time travel to the past or the future?
Would you rather never need to sleep or never need to eat?
Would you rather always rhyme when you speak or sing instead of talk?
Would you rather win the lottery once or earn double salary forever?
Would you rather only whisper or only shout?
Would you rather be stuck on a deserted island alone or with someone annoying?
Would you rather eat spicy food forever or sweet food forever?
Would you rather lose your phone or your wallet?
Would you rather never age or never get sick?
Would you rather live in space or underwater?
Would you rather be famous for something silly or unknown for something great?
Would you rather have a rewind button or pause button for life?
Would you rather be extremely rich but unhappy or average but content?
Would you rather never use social media again or never watch movies again?
11.Rapid Fire & Closing Questions
Morning person or night owl?
Dogs or cats?
Tea or coffee?
Texting or calling?
Beach or mountains?
Fiction or non-fiction books?
Winter or summer?
Sweet or savory?
Movies or TV shows?
Work hard or work smart?
Early bird or last-minute person?
Sneakers or sandals?
City life or countryside?
Comedy or horror?
Instagram or Twitter?
Save money or spend it?
Long drives or short walks?
Pen and paper or typing notes?
Big party or small gathering?
Plan ahead or go with the flow?
Final Thoughts
The best way to connect with someone is by asking thoughtful, genuine questions — and actually listening to their answers. This mega list of 200+ questions to get to know someone gives you endless options for any mood or situation.
Use them wisely, pick the right category for the moment, and watch how your conversations become richer, funnier, and more memorable.