Would You Rather Questions for Thought-Provoking Conversations

Would-you-rather questions started as a game. You can play it anywhere, with people of all ages and backgrounds, and without the need for props or extra materials. There are no winners or losers, and everybody has fun. There are also no rules, which makes them even funnier. All you have to do is ask someone whether they would rather choose one or the other of the two options you provide. And there is no limit to your creativity or options.

However, the curiosity and imagination involved in the would you rather questions make them a conversation starter and/or a way to deepen your conversations and help you learn new things about the people around you. Good would you rather questions have a range. They can be as funny, philosophical, or weird as you want them to be. In addition, there is no yes/no answer to these questions. You’ll always end up listening to an explanation or a story.


Quick Tips to Ask Good Would You Rather Questions

Although there are no rules or limitations in theory, you still must consider a few things to have a good round of would-you-rather questions. The first one is the audience. For instance, you should prepare different sets of questions for children and adults, friends and family members, coworkers, and people you’ve just met.

You should also keep the game moving. If someone is stuck or makes it clear they don’t want to answer, move on and let someone else come up with the next Would you rather question. You may also consider a structure in which everyone has the chance to both ask a question and answer one. Often, all participants are required to answer the questions, even the person who asked them.

Another good tip is to inquire about an explanation. What makes you choose option A? is a good follow-up question. It’s also a subtle way to deepen the conversation rather than simply playing a game.

Last but not least, keep the questions light. The purpose is to get to know the participants better and have fun with them, not at them.


Best Would You Rather Questions with Example Answers

Let’s dive into the best generic would you rather questions, so versatile that you could practically use them on any occasion. The provided answer is not for you to cheat, but for you to understand what a “would you rather” question answer looks like and to know when to follow up with an explanatory question to spice up the conversation. Here we go:

  1. If time travel were possible, would you rather visit the past or the future?

“I would definitely travel to the past, to the 1930s to be precise, because I would have a chance to meet my grandparents in their 20s and have a cup of coffee with them. They told me so many amazing stories about that time, and I would love to experience it.”

  1. Would you rather be famous for your brain or beauty?

“I would rather be famous for my brain because I think being beautiful gets you in more trouble than being smart. Yes, I wouldn’t be popular, I know.”

  1. Would you rather be stronger or faster?

“Well, I would rather be faster so I can get to work running instead of taking the bus, do my tasks in two hours instead of eight, and run back home by lunchtime. Then, I could intentionally slow down and binge-watch my favorite series for the rest of the day.”

  1. Would you rather be the tallest person in the world or the shortest?

“I would prefer being the shortest. Fewer bumps on the head, fewer back pains, and free to wear high heels whenever I want.”

  1. Would you rather be a fish or a bird?

“I would enjoy flying much more than swimming, so I would rather be a bird. But please let me be one of those flamboyant pink flamingos, always in a fancy dress, eating shrimp. Or a raven living in the Alps. Can I choose the type of bird?”

  1. Would you rather visit the North Pole or the South Pole?

“Definitely North Pole, that’s where Santa and the elves live. I’d miss the penguins, but I’d ask Santa for a trip to the South Pole as a Christmas gift and get to see them anyway.”

  1. Would you rather wake up very early every day or go to bed very late?

“I’m a morning person, so I would rather wake up very early, see the sunrise, take the lunch break at breakfast time, and finish work by lunchtime.”

  1. Would you rather have no friends or no pets?

“That’s nonsense. If I had friends, I would have pets too. And vice versa. I think what you were trying to ask is whether I would like all my friends to be pets or all my pets to be humans. Refine the question.”

  1. Would you rather have everyone not see your faults or notice your qualities?

“I would rather have them not see my faults. Less critique, less negative feedback, fewer headaches. I feel like seeing faults is all that people do these days, so it would be nice to have a break from it.”

  1. Would you rather have more money or more time?

“I would definitely prefer more time to spend with my family and friends and do the things I never have time for now, such as hobbies and exercising, maybe taking on a new sport or joining a book club. I’ve always wanted that.”


Would You Rather Questions for Adults

With an adult audience, would you rather questions may vary from party-style and fun to deep and even difficult. The range is broad, allowing you to tailor the questions to match the occasion, relationships, and atmosphere. You may want to use them to spark conversation, help people get to know each other, break the ice and prompt smiles, or enhance creativity and critical thinking in an educational environment. Here are 10 would you rather questions for adults to test right now:

  1. Would you rather live underground or in a tree?
  2. Would you rather embarrass yourself by speaking in public or by dancing in public?
  3. Would you rather never eat savory food or sweets?
  4. Would you rather read the book or watch the movie?
  5. Would you rather give up coffee or alcohol?
  6. Would you rather never use a smartphone or a laptop?
  7. Would you rather be popular or rich?
  8. Would you rather have your emotions showing up on your skin or never have emotions at all?
  9. Would you rather be a boss or an employee?
  10. Would you rather meet Tom Hanks or Tom Cruise?

 

Would You Rather Questions for Coworkers

If you want to break the ice with new coworkers or get to know them better, a round of “ Would You Rather " questions may come in handy. You’ll see the game introduced during team-building, on work trips, and during lunch breaks in the cafeteria. You may stick to work-related questions or not. Totally up to you, but keep the atmosphere light and fun.

  1. Would you rather work only from the office or only from home?
  2. Would you rather go on a teambuilding or receive a cash bonus?
  3. Would you rather have a well-paid job you don’t like, or your dream job at a low salary?
  4. Would you rather work alone or in a big team?
  5. Would you rather have a longer leave or higher pay?
  6. Would you rather work during summer or winter?
  7. Would you rather be mediocre at something everyone wants to do or amazing at something only you want to do?
  8. Would you rather have the smartest mobile phone or the smartest desktop computer?
  9. Would you rather travel for work frequently or relocate for work?
  10. Would you rather celebrate your birthday at work every year or have your colleagues have no idea when it is?


Would You Rather Questions for Teams & Group Events

Teams and group events provide a larger audience for a would you rather game, meaning you may want to be more careful what questions you ask. Consider general, smart-ish questions that make for food for thought rather than embarrassing topics. You want people to get to know each other, not create conflicts.

  1. Would you rather work on projects with strict deadlines or with a deadline that keeps changing?
  2. Would you rather win a championship on your own or with a team?
  3. Would you rather have to come up with new ideas every week or always execute someone else’s ideas?
  4. Would you rather work in extreme heat or cold?
  5. Would you rather be invisible at work or be able to fly during working hours?
  6. Would you rather do volunteer work or donate to charity?
  7. Would you rather get the job of your dreams today or win the lottery?
  8. Would you rather have a personal chef or a personal barista at work?
  9. Would you rather go on a business trip to the seaside or in the mountains?
  10. Would you rather have a pause or a rewind button during meetings?


Would You Rather Difficult Questions

Although it’s usually considered a game and aims to be an icebreaker and a fun thing to do, would you rather questions may also open the door to difficult conversations between partners, family members, and friends. Sometimes, faking a game may be the only way you can let out what’s been troubling you lately. Here are a few sensitive questions to ask:

  1. Would you rather know when your loved one will die or when you’ll die?
  2. Would you rather be a stay-at-home mom/dad or a career woman/man?
  3. Would you rather have love or fame?
  4. Would you rather feel appreciated or loved the way you are?
  5. Would you rather be appreciated for your kindness or your intelligence?
  6. Would you rather live in your dream house or travel the world?
  7. Would you rather never age or never worry about money?
  8. Would you rather have power or people’s respect?
  9. Would you rather be infinitely creative or smart?
  10. Would you rather live a mellow, peaceful life or a life full of excitement and risks?


Would You Rather Questions for Couples

Couples often use would you rather questions during the dating stage because it’s an easy way to get to know each other. However, reiterating the game years into the relationship may be equally fun and revealing. It’s also a simple conversation starter that may lead the two partners to more profound discussions. Here are a few examples:

  1. Would you rather live a long, ordinary life or an exciting, short one?
  2. Would you rather have many kids or backpack the world?
  3. Would you rather always cook at home or always eat out?
  4. Would you rather know all the answers or have the best questions?
  5. Would you rather be surrounded by annoying people or alone forever?
  6. Would you rather die before or after your partner?
  7. Would you rather have children in your twenties or your forties?
  8. Would you rather meet your celebrity crush or win the lottery?
  9. Would you rather be unable to see your partner or unable to talk to them?
  10. Would you rather work in the same field as your partner or in different fields?


Holiday Would You Rather Questions

If you think holidays are boring, spice them up with would you rather questions. Use questions related to the holiday’s specifics, such as food, family reunions, travel, and so on. Consider fun, simple questions that kids would enjoy and entertain the entire audience. The following ten questions are our treat for the next Christmas, Thanksgiving Day, and Halloween.

  1. Would you rather never receive presents at Christmas or never celebrate Christmas but get the gift anyway?
  2. Would you rather celebrate Thanksgiving with friends or family?
  3. Would you rather eat the same Christmas dinner every year or eat takeaway?
  4. Would you rather follow the same tradition every year or try something new every year?
  5. Would you rather host Thanksgiving or always be a guest?
  6. Would you rather never get scared on Halloween or never be able to scare someone?
  7. Would you rather eat unlimited sweets or have unlimited decorations?
  8. Would you rather dress as Santa or as an Elf?
  9. Would you rather be in the same costume every Halloween or never dress up?
  10. Would you rather have turkey feet or turkey wings?


Weird Would You Rather Questions

As would you rather questions don’t restrict your creativity, you can ask weird questions, too. Kids in particular like to play this game by asking nothing but weird, devoid of logic questions, purely for their amusement. However, if you have a mature audience, stay away from gross, inappropriate questions. Find some inspiration in the following:

  1. Would you rather have no hair at all or have hair all over?
  2. Would you rather be a crocodile or an elephant?
  3. Would you rather be able to understand animals or speak any language?
  4. Would you rather show up in pajamas at a fancy event or go to a football match wearing a formal outfit?
  5. Would you rather participate in a food fight or a water fight?
  6. Would you rather be 15 inches tall or 15 feet tall?
  7. Would you rather have green or purple skin?
  8. Would you rather be able to check your phone once per week or take a shower once per week?
  9. Would you rather wear heels at home or slippers at work?
  10. Would you rather be a genius and no one know it, or an idiot and no one know it?


Funny Would You Rather Questions

Funny questions have only one purpose: to make the audience laugh, interact, and get a sense of belonging. They are neither weird nor deep, but somewhere in between. Funny “would you rather” questions are clever and intuitive and spark conversations. Our top 10 choices are as follows:

  1. Would you rather be able to whisper only or shout only?
  2. Would you rather have unusually long fingers or toes?
  3. Would you rather act in your favorite movie or sing at your favorite concert?
  4. Would you rather people knew how much money you make or how many partners you have?
  5. Would you rather always have your favorite song playing in the background or never hear it again?
  6. Would you rather have your favorite actor’s voice or physical appearance?
  7. Would you rather give up your hobby or your job?
  8. Would you rather only dress in one color for a year or never wear less than 10 colors at a time?
  9. Would you rather have three eyes or two mouths?
  10. Would you rather be the funniest person in the room or laugh at everything you hear?


Deep Would You Rather Questions

Because there are only two options to choose from, deep would you rather questions help you have the hard discussions, the ones you really don’t want to have. They provide a structure and force you to stay on topic. Of course, life hardly gives you just two options in any matter, but these questions give you a starting point when you need it the most.

  1. Would you rather not have children or not be with me?
  2. Would you rather become vegan or hunt your food?
  3. Would you rather change the past or foresee the future?
  4. Would you rather live in a big city or in the woods?
  5. Would you rather have an expensive house or an expensive car?
  6. Would you rather regret something you did or something you didn’t do?
  7. Would you rather be the one who does something amazing or the one who inspires others to do something amazing?
  8. Would you rather live the adventure but tell no one or not live it and write about it?
  9. Would you rather be loved by a few or admired by many?
  10. Would you rather plan long holidays or take only a couple of days off spontaneously?


Would You Rather Questions for Families

Families provide a mixed audience with people of various ages and backgrounds. Furthermore, they already know each other, which makes things more challenging. If you play the “Would You Rather" questions game frequently, try to come up with new questions every time. Here is some inspiration:

  1. Would you rather be able to speak to birds or squirrels?
  2. Would you rather have the entire family helping out in the kitchen or order takeaway for everyone?
  3. Would you rather spend your vacation in a luxury hotel or camping?
  4. Would you rather have a dog that speaks or one that washes the dishes?
  5. Would you rather spend all your weekends in your favorite place or visit a new place each weekend?
  6. Would you rather play board games with your family or have a family talent show?
  7. Would you rather visit your extended family or have them visit you?
  8. Would you rather be able to swim like a dolphin or fly like a hawk?
  9. Would you rather never be able to phone your family or never be able to text them?
  10. Would you rather be able to change the weather or the traffic lights?



FAQs

What are the best "Would You Rather" questions for groups?

The best would you rather questions for groups are generic, informal questions that spark conversation and help people get to know each other. They may be about preferences or put people in funny situations. Would-you-rather questions for groups shouldn’t feel too personal, invasive, or embarrassing.

How many would you rather questions should I use at a time?

Situation and the audience’s level of interest dictate the number of questions. If you are looking for an icebreaker or conversation starter, one question may be enough. However, if you have more time on your hands or plan an event (e.g., an onboarding meeting, team-building, etc.), you may want to prepare a set of 5-10 questions.

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