140 Conversation Starters for Best Friends

Having a best friend means endless laughter, heartfelt chats, and shared secrets. But even with your closest pal, there are times when you need a little help sparking a really great conversation.

Wondering how to get started? Don’t worry, I’ve got you covered. I’ve gathered some of the best conversation starters that can bring out the giggles, the deep thoughts, and everything in between.

Whether you want to reminisce over cherished memories or dream about the future together, these prompts will have you and your bestie talking for hours.

Personal Experiences and Memories

1. What’s your favorite memory of us together?
2. Remember that time we got lost on our road trip?
3. What was the best vacation you’ve ever taken?
4. What was your most memorable birthday celebration?
5. Do you remember your first day at school?
6. What’s the funniest thing we ever did together?
7. Recall a time when we laughed so hard we cried.
8. What’s a moment when you were really proud of me?
9. What’s the craziest adventure we’ve been on?
10. What’s a childhood memory you cherish?
11. Remember that embarrassing moment in public?
12. What’s a tradition we should start?
13. What’s the best piece of advice you’ve ever received?
14. What is one lesson you learned from a past experience?
15. What was your favorite game as a kid?
16. Do you remember the first time we met?
17. What’s a song that reminds you of our friendship?
18. Do you have a favorite holiday memory?
19. What was your favorite subject in school?
20. What’s a moment when you really needed a friend?

Fun and Quirky Questions

1. If you could have any superpower for a day, what would it be?
2. What’s the weirdest food you’ve ever tried?
3. If you could switch lives with any celebrity, who would it be?
4. What’s your go-to karaoke song?
5. If animals could talk, which one would be the rudest?
6. If you were a character in a movie, who would you be?
7. What’s the most unusual talent you have?
8. If you could have dinner with any famous person, dead or alive, who would it be?
9. What’s the last thing you Googled?
10. If you had a time machine, would you go to the past or future?
11. What’s the strangest dream you remember having?
12. If you could only eat one food for the rest of your life, what would it be?
13. If you were invisible for a day, what would you do?
14. What’s the oddest thing you have in your purse or wallet?
15. If you had to be an animal, which one would you choose?
16. What’s the funniest joke you know by heart?
17. If you could live in any fictional world, where would it be?
18. What’s the most random fact you know?
19. If you could invent a new holiday, what would it celebrate?
20. If you could be any cartoon character, who would you be?

Hopes and Dreams

1. What’s one big goal you hope to achieve this year?
2. Where do you see yourself in five years?
3. If you could master one skill you don’t have right now, what would it be?
4. What’s a dream job you’ve always wanted?
5. What’s one place you’ve always wanted to visit?
6. Do you have a bucket list? What’s the top item?
7. What’s one thing you want to do before you die?
8. If you could start a business, what would it be?
9. What’s a new hobby you’d love to try?
10. Who inspires you the most and why?
11. What’s the best piece of advice you’ve ever received?
12. What’s your biggest fear, and how do you plan to overcome it?
13. What’s a cause you’re passionate about?
14. Do you have a dream home in mind? What’s it like?
15. What kind of legacy do you want to leave behind?
16. If you could change one thing about the world, what would it be?
17. What’s a childhood dream you still want to pursue?
18. What’s one big adventure you want to go on?
19. What’s a skill you admire in others?
20. What’s the next big milestone you’re looking forward to?

Favorites and Preferences

1. What’s your favorite book of all time?
2. What’s your favorite movie and why?
3. What’s your go-to comfort food?
4. What’s your favorite song or band?
5. What’s your favorite way to spend a weekend?
6. Do you have a favorite quote?
7. What’s your favorite season and why?
8. What’s your favorite holiday?
9. What’s your favorite type of cuisine?
10. What’s your favorite outdoor activity?
11. What’s your favorite TV show right now?
12. What’s your favorite board game or card game?
13. What’s your favorite type of dessert?
14. What’s your favorite type of weather?
15. What’s your favorite thing to do with friends?
16. What’s your favorite city you’ve visited?
17. What’s your favorite thing to wear?
18. What’s your favorite gadget you own?
19. What’s your favorite memory from childhood?
20. What’s your favorite way to relax?

Current Events and Interests

1. Have you seen any good movies or read any good books lately?
2. What’s the last podcast you listened to?
3. Are you following any sports teams right now?
4. What’s a trending topic that interests you?
5. Have you tried any new hobbies recently?
6. Are there any current events you feel strongly about?
7. What’s a new skill you’ve learned recently?
8. Have you visited any new places lately?
9. What’s the best meal you’ve had recently?
10. What’s a new show you’re binge-watching?
11. What’s your favorite current app or game?
12. Have you been to any concerts or events lately?
13. What’s a recent news story that caught your attention?
14. Have you read any interesting articles lately?
15. What’s the latest DIY project you did?
16. What’s a place near you that you still want to explore?
17. Have you attended any webinars or workshops recently?
18. What’s a recent trend you love or hate?
19. What’s an interesting fact you learned recently?
20. Have you made any new discoveries in your area?

Hypothetical Situations

1. If you could time travel, where would you go?
2. If you won the lottery, what’s the first thing you’d do?
3. If you could live anywhere in the world, where would it be?
4. If you could talk to one famous person from history, who would it be?
5. If you had to eat only one meal for the rest of your life, what would it be?
6. If you could change one thing about yourself, what would it be?
7. If you were stranded on a desert island, what three things would you want with you?
8. If you could be any mythical creature, what would you be?
9. If you could solve one world problem, what would it be?
10. If you could have any job for a day, what would you choose?
11. If you could instantly learn any language, which one would you pick?
12. If you could meet your future self, what would you ask?
13. If you had to pick a new name, what would it be?
14. If you could have any animal as a pet, what would you choose?
15. If you could make one rule that everyone had to follow, what would it be?
16. If you could swap lives with anyone for a week, who would it be?
17. If you could be famous for one thing, what would it be?
18. If you could invent something, what would it be?
19. If you could erase one event from history, what would it be?
20. If you could have breakfast with any fictional character, who would it be?

Deep and Thought-Provoking Questions

1. What do you think is the most important life lesson?
2. How do you define success?
3. What’s a belief you hold that not many people agree with?
4. What’s something you’re grateful for today?
5. What’s your biggest regret?
6. How do you handle stress?
7. What’s the most courageous thing you’ve ever done?
8. What’s your philosophy of life?
9. What’s a moment that changed your life forever?
10. How do you want to be remembered?
11. What does friendship mean to you?
12. What’s the best advice you’ve ever given or received?
13. What do you think your purpose in life is?
14. How do you define happiness?
15. What is something you wish you did more often?
16. What does success look like to you?
17. What’s the hardest decision you’ve ever had to make?
18. What’s something you’re passionate about?
19. How do you cope with failure?
20. What inspires you to be a better person?