7 Hilarious "What Would You Do" Questions For Game Night With Friends

By Arlo Sidington

7 Hilarious "What Would You Do" Questions For Game Night With Friends

Game night works best when people are actually engaged. Not scrolling their phones. Not waiting for their turn in the board game. Actually present.

The right questions do that. They're absurd enough to be funny, weird enough to be interesting, and personal enough that people actually want to answer.

Here are seven that consistently spark 20 minutes of debate, laughter, and "wait, you'd actually do that?"

The 7 Questions

1. What song would you like played at your funeral? And how many people do you think would actually attend?

It's dark but lighthearted, which immediately puts people in a playful mood instead of a serious one. Someone picks their anthem and others instantly critique this choice. Then someone actually engages with the second part (the attendance question) and suddenly it gets real.

People who expect big turnouts reveal their social confidence. People with honest low numbers reveal something sadder. It's funny and real at the same time.

2. How would you fake your own death?

A simple question that often yields chaotic answers. Someone has a detailed escape plan. Someone else says they'd never be able to pull it off. Someone's thinking about actually doing it and now everyone's deeply concerned.

It's funny until someone gives an answer that's too detailed, then it becomes interesting. And then maybe it goes back to funny. The energy stays high.

3. If you were a prostitute, how would you describe your body to a potential buyer?

This one is crude and forward, which is exactly why it works. People laugh at the absurdity of being asked to pitch themselves. Then they actually do it, and suddenly you're hearing people describe themselves in ways they never would in normal conversation.

It's weirdly intimate without being too inappropriate. It's ridiculous without being mean.

4. If your ashes were sprinkled into a soup on a cruise ship, which soup would it be? And where is the cruise going?

Yes, this is nonsense, but the absurdity is the point and people get creative with their answers. Someone wants to be in clam chowder, while someone else wants to be in a soup heading to the Caribbean. The follow-up about the cruise destination extends the conversation and keeps people engaged.

5. What punishment would you give your childhood bully?

This is finally a chance to say what they actually wanted to say at age 12. People get creative and slightly evil. Some answers are surprisingly dark. Everyone has something to say here.

It's cathartic in a group setting because people laugh at each other's ideas but also rally around the common experience.

6. When was the last time you clogged or broke a toilet?

This is the kind of question that seems embarrassing but is actually universal. Everyone has a toilet story, and once someone answers honestly, everyone else does too.

It's relatable, breaks any tension that's built up, and somehow ends up with everyone sharing stories that are funny. It's a perfect reset button for game night energy.

7. When was the last time you got scammed?

Everyone has that time when they fell for something dumb. That time they got hustled. That time they actually believed the email.

Sharing these stories is slightly embarrassing, yet totally relatable, and often very funny. And it usually leads to everyone comparing notes on common scams and warning each other about ones they fell for.

Why These Work for Game Night

Game night is supposed to be fun. That's the whole point. But fun doesn't happen if people are performing, being safe or defaulting to playing on their phones.

These questions skip the safety phase and jump straight to absurdity. And once you're in absurdity together, you relax. The conversation flows and people actually engage with each other instead of the game.

These questions are also the right tone: not so deep that they kill the energy, not so light that they feel pointless. They hit the sweet spot.

How to Run It

Don't make it formal. Just casually pull up a question when the energy dips. Read it and let someone answer, but don't require everyone to answer. Let the conversation riff for as long as it needs to. Then move to the next one when people are ready.

You don't need to go through them all. And, again, you don't need to make everyone answer every question. Just let them prompt natural conversation.

That's when game night actually works best.

Get 190 More Questions

Seven questions is a good start, but how about 190 more? For a whole night of questions, you need variety: funny, dark absurd, and thoughtful ones. Questions that make people think and laugh.

If you want to unlock endless bizarre conversation, then check out Are You Sitting Down? Classic Pack. They questions are organized so you can just pick one when you need it, and the conversation flows naturally from funny to weird to real and back again.

Because unique questions can transform an average get-together into an unforgettable game night with friends.

Embrace the bizarre with us