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Random question generator

100 conversation starters, from silly to deep.

Tip: press the space bar to pick again.

Your results will appear here.

When to use random questions

  • Team meetings and classes: a two-minute icebreaker warms up any group.
  • Road trips and dinners: funny questions beat awkward silence.
  • Dates and friendships: deep questions help you really get to know someone.
  • Discord and group chats: post a question of the day.
  • Journaling: answer one deep question each night.

The five types

  • Icebreakers: light and easy, safe for any group.
  • Deep: reflective questions about values and memories.
  • Funny: silly hypotheticals that get people laughing.
  • Would you rather: two tricky options, no fence-sitting.
  • This or that: quick-fire choices for fast rounds.

How to run a question game

  1. Sit in a circle or open a group call.
  2. Pick a question and read it out.
  3. Everyone answers, or pass the question around.
  4. The last person picks the next question.

Tips for good conversations

  • Start light, then move to deeper questions.
  • Let people pass.
  • Ask a follow-up: "Why?" is the best question of all.

Frequently asked questions

Are the questions appropriate for work?

Yes. Icebreakers, funny questions and this-or-that are all workplace-safe.

How many questions are there?

100, in five types.

Can I use it with kids?

Yes. Funny questions, would you rather and this or that are great for kids.

Is it free?

Yes.

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