Funny Random Conversation Starters

Intro: Laughter is one of the most important ways to connect with people, and funny random conversation starters make it easy to do just that! Whether you’re looking to break the ice with a new conversation partner, or inject some joy into an existing one, these 20 conversation starters are sure to leave everyone amused.

1. If you could create a new ice cream flavor, what would it be?
This lighthearted question can start a hilarious discussion about some of the craziest ice cream flavors imaginable.

2. If you could be a sitcom character, which one would you be?
Have some fun discussing some of the most iconic sitcom personalities, and why you’d choose to be them.

3. If animals could talk, which one would have the most interesting story to tell?
Why might that animal’s story be so captivating?

4. If you could only eat one food for the rest of your life, what would you choose?
What might some of the disadvantages and benefits of that choice be?

5. What’s the best prank you’ve ever pulled?
How did you pull it off without getting caught?

6. What would you do if you could be invisible for an hour?
What kinds of pranks could you pull on unsuspecting people, or what other kinds of activities and events might you take part in?

7. What would you name the autobiography of your life?
This fun prompt can kickstart a conversation about some of the highs and lows of your greatest adventure thus far.

8. Who would win in a fight between Superman and the Hulk?
This classic debate never gets old – compare and contrast the two characters’ superpowers and try to decide who would come out on top.

9. If you found a magic lamp, what three wishes would you make?
It can be fun to hear some of the wildest things people would wish for in this scenario.

10. If you could open a business, what would it be?
Discuss some of the different types of businesses and products you’d offer for sale.

11. What fashion trend do you wish would go out of style?
Explore a few of the trends you find particularly ridiculous and why you’d like them to disappear.

12. What’s the most embarrassing thing that’s ever happened to you?
Share some of the hilarious (and mortifying) stories from your past.

13. If you could have any superpower, what would it be?
Discuss the pros and cons of different abilities and settle on the ultimate power you’d like to possess.

14. If you could be a character in any movie, who would you be?
What would you do differently in the movie if it were your role?

15. What’s the craziest thing you’ve ever done?
Recount some of the most wild and daring adventures from your past.

16. What’s your go-to karaoke song?
What’s about the song you particularly like for karaoke?

17. If you could pick a new last name, what would it be?
This can reveal a lot of fun facts about what kind of identity you would like to embrace.

18. If you could time-travel, where would you go?
Explore some of the advantages and disadvantages of living in historical periods.

19. What’s the strangest dream you remember having?
These can lead to a lot of strang and amusing discussion points.

20. If a genie granted you three wishes, what would they be?
Everyone loves to imagine what they would wish for if they had the opportunity.