PG
🤷 Would You Rather · Decades

Decades Dilemmas

Time-travel through the decades and pick your poison, from disco balls to dial-up.

PG Family friendly Easy 60 items

Sneak peek

  1. Would you rather have your first job be at a video rental store — or have your first job be at a record store? Jobs Easy
  2. Would you rather communicate only through mixtapes — or communicate only through AIM away messages? Tech Easy
  3. Would you rather save your allowance for a Sony Walkman — or save your allowance for a Game Boy? Tech Easy
  4. Would you rather wear a leisure suit to every formal event — or wear a velour tracksuit to every formal event? Style Easy

Answers stay hidden — no spoilers for your crew.

Difficulty mix

  • Easy60
  • Medium0
  • 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 Decades Dilemmas

Decades Dilemmas is a Would You Rather pack with 60 prompts covering decades, rated PG (family friendly). Time-travel through the decades and pick your poison, from disco balls to dial-up.

The difficulty mix is 100% easy, so it suits mixed crowds, office parties and first-timers.

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

Decades →
📱 No app · 60 seconds

Play Decades Dilemmas 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 with their camera 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 Decades Dilemmas 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 Decades Dilemmas?

60 prompts.

Is it free?

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

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