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“What If Worms Were The Size Of People?”: Whimsical And Oddball Questions Worth Asking

Updated on March 25, 2017

Years ago I was visiting a friend’s college dorm when I saw the question “What if worms were the size of people?” posted outside someone’s door. The absurdity of this question inspired me to ponder the question at that time, as well as to write this article containing equally whimsical and oddball inquiries. Since these questions tend to be far afield from the more conventional questions about where someone is from or where they work, I recommend you evaluate those you are asking beforehand. In other words, you should be discerning without playing it too safe. After all, these questions may make certain people feel uncomfortable and bewildered. Yet they may also spark a memorable discussion about superpowers, couches which perform show tunes, and beyond. At the very least, remembering a few of these questions could help you enliven an otherwise lackluster dinner party or cocktail hour. Let the questioning begin…


If you had to choose between living for 200 years as an ordinary person, or living for only twenty years as a superhero, what would you choose and why?

If you had to enlarge any insect so it was the size of human beings, which one would you choose?

If you had to permanently shrink any massive geographical feature—such as the Pacific Ocean or the Appalachian Mountains—what would you choose and why?

Would you rather be a devoted, but simple-minded individual, or an aloof and brilliant one?

You are being asked to create a new form of punctuation based on your personality. What would you create and why?

You’ve been commissioned to create a new winter Olympic sport by combining two already existing winter sports. Which ones would you combine, and what would you call this new sport?

You are allowed to eat only two foods for the next month. What would you choose to eat?

Would you combine figure skating with skiing?


Which city or country in the world do you think you have the most unrealistic perception of?

Would you rather have a food fight involving steak tips, chocolate pudding, or mashed potatoes?

You have been given a choice between the following superpowers: invisibility, extra-human strength, the ability to fly, and the ability to read minds. Which would you choose and why?

Do you think goldfish have the capacity to be happy?


You’ve been hired to create a new flavor of Jello. What would this taste like, look like, and be called?

If you had to permanently remove any word from your vocabulary, what would you choose?

Do you think people in England or India laugh more?

Which of these unusual topics would you most enjoy discussing?

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Would you wear a bright pink jumpsuit for a month if this meant you would date someone you were greatly compatible with? Would your answer change if you knew this person would wear normal clothes and, as a result, the two of you would be stared at in public?

If your dog could join a political party, which party do you think he or she would join?

Would William Shakespeare’s play “Romeo and Juliet” be improved with a rap sequence based on the style of Dr. Dre?

You have been hired by a committee who insist you take a nap in every states in the United States. You are required to nap in unusual places such as on the tops of skyscrapers and on the lawn of the White House. In which state would you begin this unusual assignment?

What positive emotion does the color royal purple remind you of?

If you could have an invisible (and free) assistant for one year, what services would you want this assistant to perform?

When was the last time you napped at Ikea?


Would you happily go to work if you knew that you would be paid handsomely for playing with Playdough?

If you were Batman and you wanted to start an online dating account, how would you describe yourself in the personal profile?

Would you accept a free, brand new van if it was painted with zebra stripes and you were not allowed to repaint it?

You have the option to have a temporary tattoo which will vanish in three months without a scar or other ill effects. Would you get this tattoo, and, if you would, what would it be and where on your body would you like it placed?

You must choose a new national anthem for the country you are from. This song must be either by Mozart, Madonna, or Elvis Presley. Which song would you select?

Imagine you are a career-driven polar bear. What is your ultimate career goal?


In order to cure all forms of cancer, you will be forced to have lime green hair for the rest of your life. Would you be willing to make this sacrifice?

Miraculously, scientists have determined that the moon is made of cheese after all. Now NASA is sponsoring a content concerning what this “moon” cheese should be named. What name would you suggest?

Would you prefer if dogs or cats took over the main government positions in your country of residence?

Which scenario do you consider least plausible: dogs playing poker in Las Vegas or cows going to the beauty parlor in Beverly Hills?

Would you rather live two completely separate lives which both last for 45 years, or live one life which lasts ninety years?

You have the choice between obtaining a car that talks—and sounds like a character from a Shakespearean play—or a couch that sings show tunes whenever someone sits on it. Which would you choose?

Would you decide to wear clothes exclusively from the 1970s?
Would you decide to wear clothes exclusively from the 1970s? | Source

If you could only wear clothes from a single decade, which decade would you want your wardrobe to come from?

Would you rather live in the 1500s or in outer space 200 years in the future?

If you had to name a rock band after a bone in the body, what would you name it?

If you had to be named after a famous person, what name would you choose and why?

You need to add a member of the “Seinfeld” cast to the three original STAR WARS films. Who would you add?

Would you send Jerry, Kramer, Elaine, George, or someone else?


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    • Julie K Henderson profile image

      Julie K Henderson 2 years ago

      Thank you for commenting. I agree that kids can come up with the weirdest questions.

    • CatherineGiordano profile image

      Catherine Giordano 2 years ago from Orlando Florida

      What a fun array of questions. It reminded me of when my son was a young boy. Kids can come up with the weirdest questions. Voted up and funny.

    • Julie K Henderson profile image

      Julie K Henderson 2 years ago

      Thank you for commenting. I, too, have always like January Jones' name. I like names which make me go, "Oh, that is an interesting option for a name."

    • FlourishAnyway profile image

      FlourishAnyway 2 years ago from USA

      What great, creative questions. they really got me thinking. I have always like January Jones' name.