Sometimes it’s tough to come up with fun questions to get to know someone. If your mind goes blank when you’re in a conversation, these talking points will help in any situation!
Fun Conversation Starters
Meeting new people is fun and you never know when that new person will be your next kindred spirit. While some of us have the gift for gab, not everyone is a natural conversationalist. But like any art form, we can get better at meaningful conversation.
I’ve compiled a list of conversation starters and fun questions to get to know someone special. Actually these questions can help you get to know most anyone. And by “anyone,” I mean:
- A new date or love interest
- Your partner (because y’all still have interesting things to say to each other!)
- Parents, grandparents, aunties, and uncles
- Random cousins at the kids’ table
- Your BFF
- A team member at work you’d like to get to know
I don’t necessarily mean:
- A stranger on the plane whose head is in a book
- Your plumber
- The cop who just pulled you over
- The bouncer at the club
- The DoorDash delivery pro
- A demon
If you have a date coming up or just want to get to know your bestie better, check out these conversation starters below. Hope a few strike your fancy!
By the time you’ve stored a few of these fun questions in your back-pocket, you’ll be ready for any social situation!
This post is all about fun questions to get to know someone that’ll impress everyone!
But first…
This page contains affiliate links, which means I may receive a commission if you make a purchase through our affiliate link at no extra cost to you. I’ve added a few of my favorites within this post, so you might get to know me better, too!
Fun Questions to Get to Know Someone
Lighthearted Date Questions
If it’s a first date or you’re still in that super new phase, playful questions can make your time together even more fun.
- What was your favorite childhood toy and why?
- What do you think is the prettiest place in the world?
- What songs are on the playlist of your life?
- How would you decorate the coziest room in your home?
- Who is starring in the movie about your life?
- What kinds of sports are you into?
- What would be the title and subtitle of your autobiography?
- If you could be a dog, which one would you pick and why?
- What was the best thing that happened to you today?
- What has been your favorite concert?
- Who would you invite to dinner, if you could invite anyone who’s ever lived?
- What are your best talents?
- What are your most favorite possessions?
- Tell me about your favorite book or story and what makes it so special.
- What is the one food you could eat for the rest of your life?
- What are you reading right now?
- What podcast do you recommend?
Deeper Date Questions
If you want to know more about what your friend values and want to share what you value, try these fun questions that go a little deeper.
- What is your dream trip?
- What has made you a strong person?
- Describe the house of your dreams.
- What do you think are your best attributes?
- Describe the home you lived in as a kid.
- What’s one story of your life that helped build your character?
- What is the best advice you could give to a young person?
- How are you unique?
- What is one of your most special holiday memories?
- Who has been a really influential person in your life?
- Tell me about your hero.
- How would your friends describe you?
- If you had a million extra dollars, whose life or lives would you help with that money?
- What brings you peace?
- What are you grateful for?
- What makes you laugh?
- When you were a child, what did you want to be when you grew up?
- Tell me about the pets you’ve had in your life.
- What qualities do you admire in a person?
Bestie & Partner Questions
Kindred spirits know a lot about each other, but there are still so many things to discuss! Here are a few for the next time you hang out.
- What are your pet peeves?
- Who are your go-to social media influencers?
- What is something embarrassing that’s happened to you that you’re not too embarrassed to tell?
- What would people be surprised to know about you?
- What is one of the hardest things you’ve overcome?
- What was your funniest or worst date ever?
- What have you learned about life so far that’s important to share?
- What are some things that used to worry you but you’ve kind of let go?
- What do you want to be like at age {fill in the blank}?
- How did your parents meet?
- How are you similar to (and not similar to) your siblings?
- What’s your first memory of me?
- What’s your favorite memory we share?
- What makes you feel safe?
- What songs make you want to dance?
- What movie makes you cry every time?
Work Friend Questions
Going to lunch with a teammate or having a few extra minutes to talk before a meeting are good times to build rapport with your coworkers!
- What motivates or inspires you?
- What career is fascinating to you?
- What do you want to be remembered for?
- If you were in charge of the entire world, what would you change?
- Who are the people you most admire and why?
- What office perks or amenities do you wish for?
- What would make our jobs even better? (I’ll answer that. A raise!)
- What’s your secret to doing such consistent good work?
- What was your mentor like?
- How has the environment changed at our company over the years?
- What’s the weirdest meeting you’ve ever been in?
- What’s the best advice you’ve ever gotten about working here?
- What’s the worst job you’ve ever had?
Parent & Grandparent Questions
Don’t regret not asking the important questions. Here are some fun questions to ask you parent, grandparent, aunt, or uncle.
- What’s your advice for a happy life?
- What were you like when you were a kid?
- What were you like as a young adult?
- What are the things that really matter?
- What is your most memorable adventure?
- What are some things you’ve learned that have helped you get through life?
- Tell me about your pets growing up.
- What kinds of food did you eat when you were a kid?
- What is a happy childhood memory you’d like to share?
- What’s something you’re proud of?
- What advice do you have for my generation?
- How can I make a difference in the world?
- What do you think makes you the most special?
- Who is your celebrity lookalike?
- What is your dream car?
- What is your theme song?
Kid Questions
If you want to find out what your kid, niece, or nephew is thinking, here are some fun questions to ask them!
- What are your biggest dreams?
- What do you think is funny?
- Who is someone you look up to?
- How would you make the world a better place?
- What’s the coolest animal?
- What do you want grownups to know about you?
- What makes you feel strong?
- What do people not know about you?
- What makes you a good friend?
- Why is it important to help others?
- What is your favorite holiday? Why is that?
- What do you think you’ll be like when you grow up?
- What is annoying to you?
- What’s the neatest gift you’ve ever gotten?
- How do you believe in yourself?
- What does it mean to be hopeful?
- What is your favorite day of the week? Why?
- What do adults not understand about kids?
- If you could be any dog, what kind would you be?
Random Cousin Questions at the Holidays
- Where is your dream vacation?
- What’s one good thing that happened to you today?
- What was your favorite meal from our family holidays?
- What’s the most memorable holiday we’ve had together?
- What brings you joy these days?
- What TV shows are you into right now?
- What do you want to be doing in one year?
- What is a quote or motto you live by?
- What are some of your best memories with our grandparents?
Do you have any engaging conversation secrets you’d like to share? Please leave your tips in the comments!
HEre are a few more posts to get you talking
50+ Inspiring Date Night Ideas for Introverts
How to Pack for a Trip If You Have Anxiety
Stuff That’ll Make you a better conversationalist
- The End of Your Life Book Club: A Memoir by Will Schwalbe: I met Will, the author, several years ago. He was SO nice and his book is about good books he shared with his mom. It’s a great read.
- Audible: Listen to books while you’re walking, doing the dishes, or taking a road trip across the country. This is a nice way to be an aficionado on many subjects.
- History Channel Trivia Game: If you enjoy history and learning about stories that shaped our world, this game looks like a fun one for you!
Such good questions! Sometimes it is hard to come up with a good question to ask to start a conversation. Thank you!
Thank you so much! Yes, I used to be so shy, but knowing stuff like this always helped me and I hope it helps others! I appreciate your note!