Hard This or That Questions

48 picks, one click per question, no repeats until you've seen them all.

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48 questions in this deck · no repeats until you've seen them all

These are the ones people stall on. Every question has two choices that both cost you something, so expect long pauses, mind changes and at least one argument. Perfect for teens, adults and anyone who's bored of coffee or tea.

More versions: all this or that questions, this or that questions for couples, this or that questions for work, this or that for kids.

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48 Hard This or That Questions by Theme

Impossible trade-offs

  1. Know how you die or know when you die?
  2. Be famous for something embarrassing or unknown for something great?
  3. Lose all your photos or lose all your messages?
  4. Always be 10 minutes late or always be 30 minutes early?
  5. Read minds or be invisible?
  6. Never use social media again or never watch TV again?
  7. Relive your best day once or skip your worst day entirely?
  8. Speak every language or play every instrument?
  9. Have no phone for a year or no friends nearby for a year?
  10. Fix one past mistake or see one future moment?
  11. Always say what you think or never speak again?
  12. Be the funniest person in the room or the smartest?

Life choices

  1. Dream job with low pay or boring job with high pay?
  2. Live near family or live in your dream city?
  3. A few close friends or many casual friends?
  4. Stay in one place forever or move every two years?
  5. Be respected or be liked?
  6. Retire at 40 with a little or at 70 with a lot?
  7. Love what you do or love who you do it with?
  8. Know the truth or stay happy?
  9. Start over in a new country or stay where you know everyone?
  10. Be great at one thing or good at everything?
  11. Have more time or more money?
  12. Win an argument or keep the peace?

Food and everyday

  1. Give up cheese forever or give up chocolate forever?
  2. Only breakfast food or only dinner food for life?
  3. No hot showers or no air conditioning?
  4. Give up music or give up movies?
  5. Lose your sense of taste or your sense of smell?
  6. Only eat spicy food or only eat bland food?
  7. Never drink coffee again or never drink soda again?
  8. Always cold or always too hot?
  9. Wi-Fi that always drops or a phone with 10% battery forever?
  10. Give up pizza or give up burgers?
  11. Always wear formal clothes or always wear pajamas?
  12. Sleep only four hours a night or sleep twelve hours a night?

Wild hypotheticals

  1. Travel 100 years into the past or 100 years into the future?
  2. Live on the moon or at the bottom of the ocean?
  3. Talk to animals or speak to people from the past?
  4. Have a rewind button or a pause button for your life?
  5. Meet your future self or your younger self?
  6. Live in a world without music or without color?
  7. Be the first person on Mars or the last person on Earth?
  8. Have a personal chef or a personal driver for life?
  9. Know every answer on a test or never need to sleep?
  10. Lose your memory of the last year or never make memories next year?
  11. Teleport anywhere or fly at walking speed?
  12. Live without the internet or without air travel?

How to Play

No pass allowed. Everyone must pick. “Neither” and “both” don't count, which is what makes these questions hard.

Thirty-second defense. After the vote, one person from each side gets thirty seconds to win someone over. Re-vote and count who switched.

Hard mode. Add a three-second shot clock. Fast answers on hard questions are the most honest ones.

Frequently Asked Questions

What makes a this or that question hard?

A hard question has two choices that both cost you something you care about, like time and money or truth and happiness. There's no obvious winner, so people have to think and defend their pick.

Are these questions good for teens?

Yes. They are clean and work for ages 13 and up. Teens tend to love the impossible trade-offs and wild hypotheticals because they spark real debate.

How can I use hard this or that questions in class?

Use one as a bell-ringer: students pick a side of the room, then one volunteer per side gives a reason. Hard questions push students past “because I like it” toward real reasons, which makes them a gentle debate warm-up.

Where can I find easier questions?

The main this or that generator has quick everyday picks like coffee or tea, and the kids version has classroom-safe choices for grades K–6.

Copy all 48 questions

The whole list in one place: copy it into a note, a slide or a group chat.

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Click any question to copy it, or grab the whole numbered list for slides, handouts, or a group chat. Same deck the generator above deals from — curated in-house, clean and party-safe.

Keep playing

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