25 Funny Best Friend Challenges to Test How Well You Know Each Other

Some of the best friendships are built through ordinary moments: inside jokes, random conversations, shared memories, and the ability to laugh at almost anything together.

But sometimes you need a fun activity to make those moments happen.

Best friend challenges are an easy way to test how well you know each other, discover surprising answers, and create new memories together. You can play them in person, over a video call, through a group chat, or by creating an online quiz and sending it to your friends.

Here are 25 funny best friend challenges you can try the next time you want to turn a normal conversation into a game.

1. The “Who Knows Me Better?” Challenge

Each person creates 10 questions about themselves. The other person has to answer without asking for hints.

Try questions such as:

• What is my favorite food?
• What is my biggest pet peeve?
• Where would I love to travel?
• What is one thing that always makes me laugh?
• What would I probably buy if I suddenly became rich?

Give one point for every correct answer and see who knows the other person better.

2. The Childhood Memory Challenge

Choose memories from your childhood and see how many details your best friend remembers.

You can ask:

• What was my childhood nickname?
• What was my favorite cartoon?
• What food did I hate as a child?
• Who was my childhood best friend?
• What was one embarrassing thing I did at school?

This challenge can quickly turn into a conversation about old memories.

3. The Emoji Personality Challenge

Describe your best friend using only emojis.

The other person has to guess what you are trying to say.

For example, you could use emojis representing coffee, a phone, a bed, and a laughing face to describe someone's daily habits.

The more random the combination, the funnier the challenge becomes.

4. The “Finish My Sentence” Challenge

Start a sentence about yourself and let your friend complete it.

Try:

• “My perfect weekend would be...”
• “The thing that annoys me most is...”
• “If I could travel anywhere tomorrow...”
• “My most embarrassing habit is...”
• “If I became famous, I would...”

The goal is to see whether your friend can predict what you are going to say.

5. The Favorite Things Challenge

Write down your answers to several personal questions without showing your friend.

Your friend then guesses your answers.

You could include your favorite:

• Food
• Movie
• Song
• Travel destination
• Snack
• Celebrity
• Hobby

Compare the answers afterward and count the matches.

6. The “What Would I Do?” Challenge

Create funny imaginary situations and ask your friend what they think you would do.

For example:

• What would I do if I won ₹1 crore?
• What would I do if my phone stopped working for a week?
• What would I do if I suddenly became famous?
• What would I do if we got lost on a trip?
• What would I do during a zombie apocalypse?

The funniest part is comparing their prediction with what you would actually do.

7. The Best Friend Trivia Challenge

Turn your friendship into a trivia game.

Ask questions about important moments you have experienced together.

• Where did we first meet?
• What was the first place we went together?
• What was our funniest conversation?
• Which trip do we talk about the most?
• What was the first movie we watched together?

Keep score and see who remembers more.

8. The Two Truths and a Lie Challenge

Each person says three statements about themselves.

Two statements are true and one is false.

The other person has to identify the lie.

This is especially fun when you include unusual childhood stories or unexpected experiences.

9. The “Guess My Answer” Challenge

Ask a question and have both people secretly write down their answers.

Then ask each person to guess what the other person wrote.

Questions can include:

• What is my dream vacation?
• What is my comfort food?
• What would I do with a completely free day?
• What is one thing I could never live without?

Reveal the answers at the same time.

10. The Friendship Score Challenge

Create a list of 20 questions about your friendship.

Give yourself one point for every correct answer.

At the end, create different score levels such as:

• 0–5: You need to pay more attention!
• 6–10: Not bad.
• 11–15: You know each other pretty well.
• 16–20: Best friend status confirmed.

You can easily turn this idea into an online friendship quiz and send it to your friends.

Create your own friendship quiz on GetKnowify →

11. The “Who Said It?” Challenge

Write down funny things that you or your friends have said in the past.

Then mix them together.

Everyone has to guess who originally said each statement.

This works especially well in larger friend groups where everyone has plenty of inside jokes.

12. The Song Association Challenge

Choose a random word and challenge your friend to name a song containing that word.

For example, choose words such as:

• Love
• Night
• Baby
• Home
• Friend

Give players only a few seconds to answer.

The person who cannot think of a song loses the round.

13. The “How Well Do You Remember?” Challenge

Show your friend an old photo, message, or memory and ask questions about it.

You could ask:

• Where were we?
• When was this taken?
• What happened immediately afterward?
• Who else was there?
• Why was this moment funny?

This is a great way to turn old memories into a new game.

14. The Wrong Answer Challenge

Ask simple questions, but the person answering must intentionally give a funny wrong answer.

For example:

Question: What is my favorite food?

Wrong answer: Probably toothpaste.

The goal is not accuracy. The goal is to come up with the funniest possible answer.

15. The Best Friend Prediction Challenge

Make predictions about what your friend will do in the future.

Try questions such as:

• What country will I visit next?
• What hobby will I suddenly become obsessed with?
• What kind of job would I secretly enjoy?
• What will I probably spend money on?
• What will my next big goal be?

You can save the predictions and check them again later.

16. The “Choose One” Challenge

Give your friend two choices and ask which one they think you would choose.

For example:

• Beach or mountains?
• Pizza or burgers?
• Movie night or party?
• Morning or late night?
• Travel or staycation?

Keep track of how many choices they get right.

17. The Friendship Roast Challenge

Give each other a harmless and funny description of your most recognizable habit.

For example:

• The friend who is always late.
• The friend who never checks the group chat.
• The friend who takes 100 photos before choosing one.
• The friend who always says “I'm on my way” before leaving home.

Keep the jokes friendly and avoid anything genuinely hurtful.

18. The “Build My Perfect Day” Challenge

Ask your friend to design your perfect day without asking you for help.

They have to choose:

• Where you would go
• What you would eat
• Who you would spend time with
• What activity you would do
• How the day would end

Then compare their version with your actual idea of a perfect day.

19. The Movie Character Challenge

Choose fictional characters that remind you of each other.

Then explain why.

You could ask:

• Which movie character am I most like?
• Which character would be my best friend?
• Which character would I probably argue with?
• Which character would I secretly want to become?

The explanations are often more entertaining than the answers.

20. The Memory Ranking Challenge

Choose five memories you have shared and rank them from funniest to most memorable.

Then compare your rankings.

You may discover that your favorite memory is completely different from your friend's favorite.

21. The “One Word About Me” Challenge

Each person has to describe the other using only one word.

Then explain why that word was chosen.

You can make multiple rounds using different categories:

• Personality
• Friendship
• Humor
• Travel
• Food

22. The Friendship Would You Rather Challenge

Turn Would You Rather into a friendship game.

Ask questions such as:

• Would you rather travel with me for a month or live with me for a week?
• Would you rather swap phones for one day or swap playlists for one month?
• Would you rather recreate our funniest memory or create a completely new adventure?
• Would you rather always agree with me or always challenge my opinions?

There are no correct answers. The fun comes from explaining the choice.

23. The Group Chat Challenge

If you have a larger friend group, choose questions that everyone can answer in the group chat.

For example:

• Who would survive longest on a deserted island?
• Who would become famous first?
• Who is most likely to forget someone's birthday?
• Who would organize a spontaneous trip?
• Who would reply to a message three days later?

Keep the questions playful so everyone can participate without anyone feeling targeted.

24. Create a Best Friend Quiz

Turn all your favorite questions into a proper quiz.

You can combine:

• Personal preferences
• Shared memories
• Funny situations
• Friendship questions
• Would You Rather questions
• Prediction questions

Instead of asking the questions one by one in a chat, create a quiz that your friend can complete on their own.

Create a best friend quiz with GetKnowify →

25. The Ultimate Friendship Challenge

For the final challenge, combine everything.

Create 20 questions covering your favorite foods, memories, habits, personality, funny situations, inside jokes, and future predictions.

Give your friend a score at the end and see how well they really know you.

You can even send the same challenge to several friends and compare their scores.

How to Make Best Friend Challenges More Fun

The best challenges are not necessarily the most complicated ones.

Choose questions that give people something to talk about.

A question that produces a funny story is often more valuable than a question that simply has a correct answer.

You can also mix easy questions with difficult ones. Start with simple preferences and gradually move toward memories, habits, inside jokes, and unexpected situations.

Most importantly, keep the experience friendly. The goal is to laugh, learn something new about each other, and create another memory together.

Turn Your Questions Into an Online Friendship Game

If you already have a list of questions, you can turn them into a personalized online quiz instead of sending them one at a time.

Choose your questions, add answer options, and share the finished quiz with your best friend.

This makes it easier to play remotely and gives your friend a simple way to complete the challenge.

Create your friendship challenge on GetKnowify →

Final Thoughts

Best friend challenges are really about creating opportunities to connect.

A simple question can remind you of an old memory. A wrong answer can create a new inside joke. A prediction can lead to a funny debate. And a friendship quiz can reveal just how much—or how little—you actually know about each other.

You do not need expensive plans or complicated games.

Sometimes all you need are a few good questions and a friend who is willing to play.

Pick a challenge from this list, send it to your best friend, and see who knows who better.

Start your GetKnowify friendship quiz →