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43 Really Good Would You Rather Questions

When you want to get to know someone, whether it’s a prospective romantic interest, a friend, or a co-worker, these “Would you rather…” questions are a great way to learn more about the people around you. They’re fun, and though some of them may be a little gross or embarrassing, they can keep the mood lighthearted.


Would you rather be really short or really tall? There are pros and cons to both, of course, so think carefully about what you’d say. Chances are, short people will say they’d rather be tall, and tall people will say they’d rather be short, because they already know what it’s like to be the other.

Would you rather be blind or deaf? Always a tough one, but each comes with its merits, if you had to choose.

Would you rather experience a constant pain or constant itch? This is another tough one, for sure. Remember, nothing can make the pain or the itch go away forever.

Would you rather go without your car or the Internet for a month? How a person answers this one can give you a great deal of insight into their personality. But, the Internet be used to get things you need if you don’t have a car. Hmmm…

Would you rather have no sense of smell, or have a sense so strong you could smell everything around you like it was in front of your face? An interesting thing to consider with this one is that your sense of smell, or lack thereof, also affects your sense of taste.

Would you rather be able to whisper or shout everything? This is a tough one. Either way, you’re bound to be in a situation where you’d be forced to shout something you’d rather whisper, and whisper something you’d rather shout.

Would you rather be stuck in a house with someone you can’t stand, or be stuck alone? This is another one to get insight into the people around you, depending on the answer.

Would you rather be a moron in a world full of geniuses or a genius in a world full of morons? Again, a great one for getting insight into the people around you. Some may feel they’re already a genius in a world full of morons…. or they’re a moron surrounded by geniuses.

Would you rather take a cold shower to be clean or skip the shower all together? This one’s kind of gross, but most people would probably take a shower, eventually… depending on how long the hot water was gone.

If you could travel in time, would you rather go to the future or to the past? There are merits to both, so this is a great one to help you learn more about how a person thinks.

Would you rather give or receive bad advice? How a person answers this one will let you know a lot about their personality.

Would you rather drink spoiled milk or pee your pants in public? Both options are less than ideal… but in either case, the embarrassment/pain is only temporary.

Would you rather have a guaranteed $100,000 or a 50/50 shot at $1 million? This one will help you see more about how a person feels about money and taking risks.

Would you rather be poor and good looking, or rich and ugly? This one will help you see more about a person’s issues with money and superficiality.

Would you rather be able to read minds or fly? This one is kind of tough, but would be fun regardless of the answer.

In a crowded room, would you rather be the only one laughing at a fart, or have everyone laughing at your fart? A lighthearted and funny question, this one would have good reasoning on both sides of the argument.

Would you rather have a boring job that pays $100,000 a year, or a fun job you love that pays $50,000?This is another good one for learning more about the importance someone places on money.

Would you rather have a higher IQ or a photographic memory? Does a higher IQ make you smarter, or does the photographic memory?

Would you rather have your first child as a teenager or in your 40s? This is another with clear pros and cons on both sides.

Would you rather go 30 days without refined sugar or 90 without caffeine? This is another tough one for most people… but the answers could get interesting.

Would you rather be naughty or nice? Each comes with advantages. This will give you some insight into what’s bubbling beneath the surface.

Would you rather be sexy or smart? You’d be amazed at how many beautiful people would rather be smart and taken seriously rather than keep their looks and be judged solely on them.

Would you rather be extremely rich for a day or happy for your entire life? Think of how much pleasure can be wrung out of a single day if you had the means. Being happy your entire life means making do with what you have.

Would you rather marry a very beautiful woman or a very intelligent woman? Some men are threatened by intelligent women. Others wouldn’t do without one.

Would you rather marry a very handsome man or an immensely wealthy man? Some women would be happy with a hunk who is exclusively theirs rather than a rich man who belongs to the world.

Would you rather live poorly in a hip neighborhood or live richly in a boring neighborhood? If you are of a bohemian mindset, then you will probably choose the former. Those who want stability will go for the latter.

Would you rather be good at math or good at writing? Good writers often envy people who are good with numbers. The latter do not usually reciprocate this feeling.

Would you rather read a series of really good mystery novels or a succession of really interesting books of philosophy? Philosophy is a good of mystery, or at least a riddle. Many good mystery stories deal with issues of philosophical importance. Choosing one does not preclude interest in the other.

Would you rather be a person who is rude but popular or a person who is well-mannered but forgettable? Sometimes the rudest people are the most interesting and exciting.

Would you rather be a really well-educated person or a really well-connected person? Education can give you internal riches and strength. Material prosperity, however, comes with networks and connections.

Would you rather sexy and poor or ugly and rich? Another one that speaks to one’s ambitions in love and life and the balance of the two.

Would you rather live in a mansion or a penthouse? Mansions are located outside the city, penthouses in the center of it. The answer will tell you whether the person wants to be at the center of things or away from them.

Would you rather read a contemporary novelists or an author of a classic? Keeping up with the latest literary buzz is important to some. Others prefer the style and insights of the Great Books.

Would you rather learn Ancient Latin or Ancient Greek? For law, politics, history, and satire, Latin is the language. For philosophy, science, and playwriting, Greek is the way to go.

Would you rather be a big time tycoon or an eminent scientist? Nowadays, both can bring fame and fortune. But the latter is the primary aim of the tycoon.

Would you rather spend money on nice clothes or on the latest electronic gadget? This will get people talking about the relative importance, or unimportance, of being fashionable—in both worlds.

Would you rather spend a night out with friends or a night out with your partner? This may force some to dig deep about the state of their relationships.

Would you rather have a talent for music or a talent for painting? Both can lead to the creation of great beauty. But some people or more visual, while others more lyrical in their sensitivities.

Would you rather take a room at a luxury hotel when on vacation or rent an entire house? It speaks to a preference for convenience or comfort.

Would you rather have complete control over your emotions or be vulnerable to getting upset? Some people find emotions a hindrance to their ambitions. But who doesn’t like the feeling of letting go once and a while?

Would you rather make a new discovery or improve on what already exists? The idealistic mind seeks to change the world by changing human knowledge of it. The practical mind likes to tinker to make things just a little bit better.

Would you rather vacation in a culturally significant city or a beach holiday resort? Rome and Paris are filled with riches of art and history. The Caribbean is filled with sun, sand, and relaxation. Both are perfectly respectable vacation destinations.

Would you rather climb a mountain or trek through a forest? It depends on your definition of achievement.Keep these questions around so you can use them to get to know the people around you better. Before you ask anyone, make sure you have your own answer ready, because you know they’ll want to know what you have to say, too.

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