21 Riddles to Ask Friends (Perfect for Game Night or Group Chats)
Game night. Group chat. That awkward silence in the Uber on the way to dinner.
There’s always room for a great riddle.
Here are 21 fun, clever riddles designed to be asked out loud—with answers included (but hidden until revealed). Whether you're looking to stump your smartest friend or just get a few laughs, these are guaranteed to bring energy to any room.
Riddles to Ask Your Friends 🗣️
What has to be broken before you can use it?
The more you take, the more you leave behind. What is it?
I have cities but no houses, forests but no trees, and rivers but no water. What am I?
What has one eye but can’t see?
What comes once in a minute, twice in a moment, but never in a thousand years?
What begins and ends with an E but only contains one letter?
You’re in a race and you pass the person in second place. What place are you in?
What can’t be used until it’s broken?
I’m taken from a mine, and shut in a wooden case, but I help everyone. What am I?
You see a boat filled with people, but there isn’t a single person on board. How?
What five-letter word becomes shorter when you add two letters to it?
What can you catch but not throw?
A man dies of old age on his 25th birthday. How is that possible?
What gets sharper the more you use it?
A cowboy rode into town on Friday. He stayed three days and left on Friday. How?
I have keys but no locks, space but no room. You can enter, but not go outside. What am I?
What disappears as soon as you say its name?
If you have me, you want to share me. But if you share me, you no longer have me. What am I?
You answer me, although I never ask you a question. What am I?
What goes up but never comes down?
What has legs but doesn’t walk?
Ready to Test Your Brain?
- Play fun and tricky riddles
- Challenge yourself daily with fresh brain teasers
- Perfect for all ages — kids, teens, and adults