Playing 20 Questions in iMessage

Playing games on iMessage is a really fun way to connect with your friends and family, right? One awesome game you can play is 20 Questions. It’s a classic guessing game that’s all about asking the right questions to figure out a secret word.

It’s super convenient because you can play whenever you have a moment, even if you’re switching between other apps on your iPhone. So, how do you get started with 20 Questions on iMessage? Here’s the breakdown.

Game Rules

In 20 Questions, one person thinks of a secret word, usually a noun. The other person has up to 20 yes-or-no questions to try and figure it out. The secret word can be anything from People, Places, Animals, or Things.

The player who has the secret word is the “question master”, and the other player asks the questions. Try to make questions that will narrow down the options.

For instance, starting with general questions can help you rule out whole categories at once. As you get more clues, you can ask more specific questions to zero in on the answer. If you think you have it, ask “Is it a [guess]?” If you get it right, you win the round. If not, you keep asking questions until you hit the limit.

Helpful Tips

If you are new to this, here are some good questions to help you find the answer:

  • “Is it alive?” Finding out if the secret word is animate or inanimate really narrows things down. If it’s alive, you could ask, “Is it a person?” or “Is it an animal?” If it’s not alive, consider asking, “Is it manmade?”

  • “Is it bigger than a lunchbox?” Questions about size can help you picture the item. Get specific with references. You could then ask, “Can it fit in my pocket?” or “Is it bigger than a car?”

  • If the category is a person or place, asking questions like, “Is it real?” or “Is it fictional?” can provide helpful hints.

  • When you are confident, ask directly “Is it [your guess]?”

Remember, the key is to ask strategic questions. Don’t just make random guesses. Use the information you gather from each answer.

If the guesser figures out the word within 20 questions, they get a point. If not, the question master gets the point. When playing with more people, players take turns asking questions until they get a “No”.

Setting Up 20 Questions in iMessage

To play 20 Questions on iMessage, you’ll need the GamePigeon app. It has a bunch of games that work with iMessage. Here’s the how to get it:

First, open a conversation in Messages and tap on the App Store icon.

Next, tap the search bar, type “GamePigeon”. Tap the “Get” button to install it into your iMessage apps.

Starting a 20 Questions Game

Once GamePigeon is installed, you can start a game with anyone you like. Here’s how to start playing:

  1. Open the conversation with the person you want to play with. In the app drawer above the keyboard, find the GamePigeon icon and tap it.

  1. A list of games will appear, select “20 Questions”.

  1. Type in the secret word in the box and then tap “Play”.

  1. The game will appear in the message. Tap the “Send” button to invite your friend to play.

Once your friend gets the invitation, they can start asking questions. Here’s how the game goes:

Your friend will type a question and send it in the game interface.

When you get the question, you’ll have four response options: “Yes”, “No”, “Sometimes”, and “You’ve guessed it”. Pick the right one. You can’t change your answer once you have chosen, so choose carefully.

The game ends when your friend guesses the word or asks 20 questions. If they guess it correctly, tap “You’ve guessed it” to end the game. If they can’t guess within 20 questions, the game ends automatically, and you are the winner. The secret word will be revealed at the end.


Playing 20 Questions in iMessage is a good way to hang out with friends, and also good for your brain too! The GamePigeon app makes it simple, keeping track of everything in the chat. You can even make it more fun by chatting while you play.