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A party game doesn’t have to just be a simple icebreaker, it can also be a test of your mental fortitude. That’s where hard “Would You Rather” comes in - a game that forces you to make hard decisions and think about what you value most.

But if you’re tired of the same old basic questions, we’ve got something for you. We’ve curated a list of 30+ really hard “Would You Rather” questions that will push your decision-making skills to the limit and make you think twice before answering!

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How to Play Hard “Would You Rather”

Getting ready to play hard “Would You Rather”? It’s simple! Gather a group of friends or family members and decide which of you goes first, and in what order.

The first person thinks of two options, both equally challenging, and asks the rest of the group which they would rather choose.

For example, “Would you rather lose all your memories or never be able to make new ones?”

The catch? You have to pick one option - no “neither” or “both” allowed! Once everyone has made their choice, the next person takes a turn and comes up with their own hard “Would You Rather” question.

The game continues until everyone has had a chance to ask a question or until you run out of questions. The goal is to think carefully about your decision and justify it, leading to some interesting debates and discussions among players.

Play Hard “Would You Rather” Online

Want a more convenient way to play hard “Would You Rather”? Our online version of “Would You Rather” game allows you to access over 1,000 questions and play with friends anywhere, anytime!

Simply download the app or visit our website and start playing. With a wide range of categories to choose from like “Hot”, “Hard Choices”, and “Party”, you’ll never run out of challenging questions to test your decision-making skills!

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Interactive “Would You Rather” video

Ready to challenge your decision-making? Join us in ‘Would You Rather: Hard Choices Edition’ on YouTube! In this interactive video, you’ll be presented with tough decisions and have to choose between two equally difficult options.

Just follow the link, and make the hardest decisions of your life!

Hard “Would You Rather” Questions

Need challenging questions for your next game night? This list of hard “Would You Rather” questions is designed to push you to your decision-making limits.

1. Would you rather be with someone you love or with someone who loves you?

Sometimes being in love with someone who doesn’t love you back causes more pain than it should. Then again, to be loved by someone who you don’t love can also be problematic. Which life would you rather have?

2. Would you rather be the first to die or the last?

The underlying question here is: Would you rather die feeling lonely or feel like you weren’t done living?

3. Would you rather be a child and never grow up or instantly be an adult and never age?

Children always say that they “can’t wait to grow up,” but little do they know that all adults want is to be a kid again. There are pros and cons to both choices. Discuss!

4. Would you rather lose all the money that you worked for or lose all your memories?

What’s the point of having all the money in the world if you can’t remember the things you love, right? Ah, the debate to choose love and money. Always a hard decision.

5. Would you rather know the date of when you’ll die or the cause of it?

If you know the cause of your death, you might end up living out of fear, whereas if you know the date, you might get that YOLO mindset and end up being careless. Either way, there are pros and cons to everything.

6. Would you rather work in your dream job but be paid only minimum wage or at a job you hate but pays well?

Happiness or Wealth? One of life’s most challenging questions.

7. Would you rather have a one-night stand and then accidentally get pregnant or hear the words “I have an STD” the morning after?

Both options are something no one wants to hear – ever. But if you had to, which would you rather experience?

8. Would you rather always bite your tongue whenever you eat something or always stub your toe on corners?

So much pain in one sentence 😫 We can’t even choose ourselves!

9. Would you rather find your one true love or win the lottery?

Would it be worth it to have all that money if you can’t share it with someone? Hmm? 🤔

10. Would you rather always tell the truth or always tell a lie?

We all know that telling a lie is sometimes necessary. But at the same time, telling the truth is always better.

11. Would you rather watch only badly produced movies for the rest of your life or not watch anything at all?

Both options can make your life slightly more boring. Pick your poison!

12. Would you rather use hot sauce for eye drops or sandpaper for toilet paper?

It’s hard to even think about choosing from either one of the options.

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13. Would you rather always be overdressed or underdressed?

There can be some instances where either option can be embarrassing. This will be a fun conversation to have!

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14. Would you rather find out if God is real or find a cure for cancer?

One of life’s most challenging questions that everyone wishes they could address.

15. Would you rather be cheated on by your husband/wife or stay in a marriage that’s already dead?

Both options will require so much effort and sacrifice. You might be surprised by which option one chooses!

16. Would you rather know about your future or go back in time to change something in the past?

Many people have a “live in the moment” mindset, which makes this question hard. They probably want to avoid getting anxious about the future.

17. Would you rather always fight with family or never really have true friends?

Either way, you should always have good people by your side, no matter what!

18. Would you rather be the lenient parent with a child who’s hard to control or the scary parent with a child who’s terrified of you?

As a parent, there’s nothing you want more than to keep your child safe. So which way would you rather choose to bring them up?

19. Would you rather lose all of your teeth or all your hair?

Losing either would suck for anyone!

20. Would you rather apologize for something you didn’t do or be looked down on for not confessing?

You might be surprised by which option people choose. It can say a lot about their personalities!

👉 Suggested read: The Ultimate List of "Would You Rather" Questions for Teens

21. Would you rather have a happy family but live in poverty or live in comfort but with a broken family?

Family and money have always been hard to choose from.

22. Would you rather be able to change only one thing in your life or have a do-over?

You could have that opportunity to change one major thing that happened to you or simply just do everything all over again and hopefully lead a different life.

23. Would you rather make the same mistakes over and over again or never be given a second chance at anything?

It’s hard never to be able to learn from your mistakes – or to improve yourself. But at least, even if you’re never given that second chance, you get to move forward with your life.

24. Would you rather have a prolonged and painful death or a quick and sudden one?

Most people fear leaving the world suddenly. Not being able to say resolve anything. But everyone should also be scared of suffering a painful death. This could be an interesting discussion!

25. Would you rather lose your sense of taste or sense of smell?

Imagine never being able to genuinely enjoy food. That sucks!

26. Would you rather wake up in your underwear at work or wake up naked in the woods?

Whether you choose to embarrass yourself at the office or embrace your inner Tarzan, these options will definitely make for some unforgettable stories to share with friends.

🤓 Suggested read: 40+ Deep "Would You Rather" Questions to Make You Think

27. Would you rather always feel the urge to pee or never know when you have to pee?

Both options will keep you on your toes (or crossing your legs).

28. Would you rather save three close family members or 1,000 random people you don’t know?

Do you prioritize your beloved family or step up as a superhero for the masses?

29. Would you rather get stranded in the Sahara or in Antarctica?

What do you prefer: the desert’s scorching sand or Antarctica’s icy embrace?

30. Would you rather have a pause button in your life or a rewind button?

Pause to savor the perfect moments or rewind to rewrite your past mistakes - the choice is yours!


Really Hard “Would You Rather” Questions

Want to take things up a notch? If you need more challenge, here are some really hard “Would You Rather” questions that will surely make you think twice before answering.

1. Would you rather lose your best friend or all your friends except for your best friend?

Losing a friend is never easy, but losing them all at once? That’s even harder.

2. Would you rather live without music or without television?

Both are essential forms of entertainment that we can’t imagine living without!

3. Would you rather be stranded on a deserted island alone or with someone you hate?

Isolation can be hard to handle, but being stuck with someone you despise? That’s a nightmare.

70+ Dark "Would You Rather Questions" to Test Your Limits
Suggested read: 70+ Dark "Would You Rather Questions" to Test Your Limits

4. Would you rather lose all your cherished memories or never make new ones?

Either way, it’s losing something precious and irreplaceable.

5. Would you rather be the first person to explore a new planet or the inventor of a drug that cures all diseases?

Both options involve making significant contributions to humanity. Which one would you choose?

6. Would you rather be able to speak every language fluently or play every instrument skillfully?

The ability to communicate with anyone in the world, or the talent to create beautiful music?

7. Would you rather never age physically or mentally?

On one hand, eternal youth can be tempting, but on the other, a continually maturing mind might hold more value.

8. Would you rather be unable to lie or uncover any lie you hear?

A life of complete honesty from yourself, or the ultimate human lie detector, each has its profound implications.

9. Would you rather end the life of a single human being or 100 cute animals?

This grueling moral dilemma forces one to weigh the value of human life against numerous innocent creatures.

10. Would you rather have the power of invisibility or the power to read minds?

With invisibility, the world’s secrets are yours to discover unseen, but mind-reading could reveal even more intimate details.

11. Would you rather experience life as someone else for a year or lose a year of your life?

Either give up your sense of self or a year of your own life’s timeline.

👉 Suggested read: 90+ "Would You Rather" Questions to Ask a Guy You Like

12. Would you rather be forgotten completely after you die or remembered badly?

The thought of one’s legacy being tarnished may be just as daunting as being forgotten altogether.

13. Would you rather live in a utopia as a normal person or in a dystopia but you’re the supreme ruler?

Experience an ideal society at the level of an average citizen, or rule over a troubled world with absolute power.

14. Would you rather be convicted of a terrible crime you didn’t commit or someone else gets the credit for your greatest achievement?

One might grapple with the injustice of wrongful punishment or the bitterness of unacknowledged success.

15. Would you rather have a life-altering good news that turns out to be fake or never receive any news at all?

The choice between false hope and a potentially dull existence offers a tough decision.

16. Would you rather live in a world where everyone whispers or where everyone shouts?

Communicating in hushed tones or bellowing voices could transform everyday interaction into something surreal.

17. Would you rather be the smartest person or the most charismatic?

Intellect or charm, each can pave the path to success, but in very different ways.

18. Would you rather have the ability to stop time once for 10 minutes or go back in time once for 10 seconds?

A single pause to seize a moment or a brief chance to undo a mistake – the span of time is key here.

🤓 Suggested read: 40+ Christmas "Would You Rather" Questions for Festive Fun

19. Would you rather know all the mysteries of the universe or know every outcome of your choices?

Universal secrets could unlock profound understanding, whereas foresight of one’s choices could steer destiny.

20. Would you rather face one horse-sized duck or a hundred duck-sized horses in a fight?

An absurd, yet daunting hypothetical showdown of size versus numbers.

What’s your pick? These hard “Would You Rather” questions surely made you think and contemplate your values, priorities, and fears.

Whether they were light-hearted or challenging, they all bring out a unique aspect of our personalities and help us understand ourselves better. So, the next time you play this game with friends, don’t be afraid to dive into some difficult choices!

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