PG-13
🤷 Would You Rather · General Knowledge

Greatest Hits: Impossible Choices

The dilemmas that split the table right down the middle. Pick a side and defend it.

PG-13 Teen & up Medium 50 items

Sneak peek

  1. Would you rather relive your best day once a year — or erase your worst day from your memory? Deep Medium
  2. Would you rather have your Uber rating on your forehead — or have your credit score on your forehead? Life Medium
  3. Would you rather have a best friend who's always honest — or have a best friend who's always on your side? Deep Medium
  4. Would you rather be famous for something embarrassing — or be totally unknown for something amazing? Fame Medium

Answers stay hidden — no spoilers for your crew.

Difficulty mix

  • Easy0
  • Medium50
  • Hard0
  • Genius0

How to play

  • The host reads a dilemma out loud: "Would you rather A… or B?"
  • Tap A or B on your phone. Nobody sees your pick until the reveal — you can change it until then.
  • The reveal shows the split (e.g. "68% would rather A") and who picked each side. Time to defend yourself.
  • Majority scoring: land on the bigger side for +100 (a perfect tie gives everyone +50). Minority scoring flips it — the brave few score.
  • Watch for Contrarian rounds: the scoring flips for that one dilemma.

About Greatest Hits: Impossible Choices

Greatest Hits: Impossible Choices is a Would You Rather pack with 50 prompts covering arguments, deep and greatest hits, rated PG-13 (teen & up). The dilemmas that split the table right down the middle. Pick a side and defend it.

The difficulty mix is 100% medium, so it suits a regular bar trivia crowd.

It is one of the newer packs in the library — be the first table to take it on.

More Would You Rather packs you might like

General Knowledge →
📱 No app · 60 seconds

Play Greatest Hits: Impossible Choices in three steps

Full guide →
  1. Host phone showing the join QR code and the players in the lobby
    1

    Open a game night

    Pick a pack on your phone — a QR code appears.

  2. Player phone picking a name and avatar to join
    2

    Everyone scans

    Friends scan the QR code (or type the game code at tipsyrounds.com) and pick a name. No app, no sign-up.

  3. Player phone showing a multiple-choice trivia question
    3

    Play & keep score

    Questions pop up on every phone; scores update live.

⚡ Host this free

FAQ

How do I play Greatest Hits: Impossible Choices at a bar or party?

Tap “Play this pack”, then put the QR code where everyone can see it (on your phone, a printout or a TV). Players scan it with their phone camera and answer on their own phones — no app, no sign-up. TipsyRounds runs the timer, reveals the answers and keeps score.

How many prompts are in Greatest Hits: Impossible Choices?

50 prompts.

Is it free?

Yes. Hosting, every game and every pack are free, and players never pay or sign up.

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