Fun Questions
There are A LOT of question lists out there. Trust us, we’ve looked at almost all of them.
But fear not! We did all of the hard work for you. What you’re about to dive into is the ultimate compilation of fun questions, gathered from all corners of the world / cyberverse. The purpose of this list is to make you and your friend laugh, debate, and connect over a list of questions ranging from your childhood preferences to your thoughts on conspiracy theories.
This list is built specifically for close families and friends…and complete strangers. In short, we hope everyone who stumbles across our happy little corner of the internet leaves with a list of absurd, spicy, and equal parts meaningful and meaningless questions that you can reference in conversation again and again.
And, as always, we extend to you a warm Chatterbox invitation to upvote your favorite questions!
- What game show or reality TV show would you create?
- What was your most embarrassing recent google search?
- Is there anything on your calendar that you’re dreading?
- What is the strangest food combination you enjoy?
- What food/drink are you convinced people are pretending to like?
- What would be the title of your memoir?
- What instance of FOMO stands out most in your life?
- When was the last time you blushed?
- Say your first impression of everyone in the room.
- What board game (or game generally) are you the worst at?
- How do you waste time most often?
- Have you ever met one of your heroes?
- What is the first thing you do in the morning?
- If you could own one professional sports team which would it be?
- Where would your horcruxes be hidden?
- When was the last time you set off the fire alarm?
- What is the worst outfit you ever wore?
- How many times have you gotten pulled over? Do you try to talk your way out of tickets?
- If you could snap your fingers and everyone would call you by a nickname, what would it be?
- Do you wash your legs in the shower?
- Do you think your music taste matches your personality? Why or why not?
- What trend did you participate in high school you’re most embarrassed by now?
- What was your most memorable sunset?
- What is the pettiest thing you have done?
- What is your favorite way to spend a day off?
- What do you know isn’t real, but want badly for it to exist?
- If you could develop any one career skill overnight what would it be?
- What are you bored of?
- Are you superstitious about anything?
If you love this category, you'll also enjoy Chatterbox questions from these categories as well!
