Have you ever been on a road trip or car ride where there’s a bit too much awkward silence?
That doesn’t have to be the case if you have a list of questions ready to keep everyone engaged and entertained!
Here’s a list that you can use with family, friends or your other half:
“If you…” questions
- If you were an animal, what would you be?
- If you were a cartoon/anime character, who would you be?
- If you were the president of the United States, what would you do? (Feel free to change to any other influential figure or country)
- If you were famous, what would you be famous for?
- If you were to be reborn, when and where would you want to be?
- If you were immortal, what would you do?
- If your life was a song, what song would it be? // If your life was a movie, what movie would it be?
- If you swapped bodies with a celebrity, who would it be?
- If you went to jail, what crime would you have committed?
- If you went to hell, what would be your sin? (Tip: you might not want to ask religious folks about this…)
“Would you rather…” questions
- Would you rather be funny or smart?
- Would you rather be sexy or rich?
- Would you rather be sexy-but-stupid or ugly-but-smart?
- Would you rather be a time traveler or a mind reader?
- Would you rather travel back in time or travel into the future?
- Would you rather have one billion dollars or one billion followers?
- Would you rather have one billion followers or ten close friends?
- Would you rather be a president or a dictator?
- Would you rather have superhuman vision or superhuman hearing?
- Would you rather have two extra arms or two extra legs?
- Would you rather travel to your favorite country for free or travel to all the countries in the world for free?
- Would you rather have free groceries for the rest of your life or free Michelin-starred dishes for one year?
- Would you rather have to be immortal or constantly reborn?
- Would you rather be trapped under the sea or on the moon?
- Would you rather own a mega-mansion or a superyacht?
“This or that” questions
- Pizza or ramen?
- Wine or beer?
- Plain water or sparkling water?
- Beach or mountain?
- Summer or winter?
- Cats or dogs?
- Classical or pop?
- Physical books or ebooks?
- Harry Potter or Lord of the Rings?
- Sims or GTA?
For more “This or That” questions that are related to food, check out my other article.
Trivia questions
I went through multiple lists of trivia questions, verified the facts, and picked the questions that I found most hilarious… or WTF. Check them out:
- What’s the oldest country in the world? (Answer: Iran)
- What’s the most consumed fruit in the world? (Answer: banana)
- What’s the smallest mammal in the world? (Answer: Bumblebee bat – yep it’s the size of a bumblebee!)
- Who introduced vanilla ice cream to the United States? (Answer: Thomas Jefferson, the third U.S. president)
- Who invented the Volkswagen Beetle, one of the cutest cars in the world? (Answer: Hitler)
- How many noses does a slug have? (Answer: two. Imagine what you could do with two noses?)
- What’s the percentage of atoms that human beings and the universe share? (Answer: 97%)
- What’s the national animal of Scotland? (Answer: the unicorn)
- What can the human stomach dissolve? (Answer: razor blades)
- On average, how many questions do kids ask per hour? (Answer: 107)
- Which city made it illegal to let your chickens cross the road? (Answer: Quitman, Georgia)
- Which country gets 99% of its energy from renewable energy? (Answer: Costa Rica)
- Which rapper was a ballet dancer? (Answer: Tupac)
- Which U.S. president was a bartender AND wrestler? (Answer: Abraham Lincoln. See here and here)
- What did ancient Romans use as mouthwash? (Answer: urine. Nice! That’s what you need before your first date!)
For more trivia questions, here’s a list of them.
Fun family questions
- What’s your favorite memory of our family?
- What’s your funniest memory of me/us?
- What’s your most embarrassing memory of us?
- What are your top five things on our family bucket list?
- If the world was to end tomorrow, what would you want to do as a family?
For more family-related conversation starters, check out the following articles:
- 18 conversation starters for meaningful family gatherings
- 25 pillow talk conversation starters for deeper connection
Fun friendship questions
- What’s your funniest memory of me/us?
- What’s your most embarrassing memory of us?
- If we became superheroes to save the world, who would we be?
- If we could star in any movie, what characters would you want us to play? (note: you could swap the word movie with video game, TV show, etc.)
- If we could do anything without getting caught, what would you want us to do?
For more friendship questions, check out 50 deep conversation starters with your best or close friend.
Fun couple questions
- What was your first impression of me?
- What’s your funniest memory of me/us?
- What’s your most embarrassing memory of us?
- If we could swap bodies for a day, what would you want to do as me? (What would you want me to do as you!?)
- If we were to travel around the world for one year, what are your top five countries?
Want more questions? Check this out:
68 meaningful conversation starters for couples (from new to married)
Road trip questions
Even if you have traveled together, it doesn’t hurt to learn/relearn each other’s needs and boundaries.
- What about this road trip makes you excited?
- What are you most excited about this road trip?
- What do you love about road trips?
- What would you prefer doing or seeing more of?
- What would you prefer doing or seeing less of?
- What’s your favorite/most memorable road trip and why?
- How can we make this road trip a memorable one?
When and how to use these questions
- Ask one question at a time. Gauge their response before going deeper. If they seem disinterested in the topic, switch to something else instead.
- Balance between asking and talking. Make sure that you share your answer to the same question, or comment on their answer, so that the conversation doesn’t become an interrogation 🙂 I’ve been guilty of that.
Related article: 6 ways to keep a conversation going without asking too many questions - Most importantly, modify the questions based on what feels most natural. Different people have different ways of saying the same thing, after all.
Related articles
- How to keep a conversation going when you don’t know what to say
- 25 useful phrases to keep a conversation going (and avoid awkward silence)
- 106 fun food conversation Qs to ask your friends and family
- 10 family conversation starters for deeper connection
- Conversation starters with new friends, or people you just met (this could help if a friend of a friend is joining you)