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Riddles for Group Chats and Text Messages

Drop playful riddles for group chats into texts to keep friends guessing between memes and updates.

📱 Keep the chat alive with clever curveballs.

These text message riddles are short, shareable, and perfect for igniting quick games across group chats, DM threads, or family message chains.


💬 Text Message Riddles with Answers

I am light as a feather, yet the strongest person can’t hold me for very long. What am I?

What has to be broken before you can use it?

What can travel around the world while staying in one corner?

What begins with T, ends with T, and has T in it?

What has many keys but can’t open a single lock?

What runs, but never walks, has a mouth but never talks?

What gets wetter the more it dries?

What word is spelled wrong in every dictionary?

I am tall when I am young, short when I’m old. What am I?

Forward I am heavy, backward I am not. What am I?

A cowboy rides into town on Friday, stays three days, and leaves on Friday. How?

What belongs to you but is used more by others?

What has a head, a tail, is brown, and has no legs?

What can you keep after giving to someone?

What do you add to chat to make friends smile instantly?


🔥 Use these riddles for:

  • Group chat challenges
  • Family message threads
  • Slack or Teams channels
  • Daily texting streaks
  • Virtual happy hours

Share the answer in spoiler text or a follow-up message—keep everyone guessing just a little longer.

Ready to Test Your Brain?

Challenge yourself with our collection of brain-teasing riddles perfect for all ages!

  • Play fun and tricky riddles
  • Challenge yourself daily with fresh brain teasers
  • Perfect for all ages — kids, teens, and adults