50 Fun Questions to Explore the Dreams of Your Grandchildren (‘Would You Rather’ Format)

You know that I LOVE asking my grandkids questions (come to find out, you do, too!), which has me constantly thinking up new things to ask and new ways to ask them. Since you and I have already picked their brains about their creativity, critical thinking skills, and insights into their hopes and dreams, I figured it’s time to get a little more whimsical. 🙂

That said, I hope you and your grandkids enjoy these 50 fun and – dare I say – magical “would you rather” questions that delve into their personalities even more!

For 3-6 year-olds:

1. Would you rather live in a world where animals could talk or toys could talk?
2. Would you rather have a pet dinosaur or be a dinosaur?
3. Would you rather be a bird that could swim or a fish that could fly?
4. Would you rather have an endless supply of ice cream or an endless supply of cookies?
5. Would you rather sleep on a cloud or slide down a rainbow?
6. Would you rather be able to breathe underwater or have the ability to fly?
7. Would you rather have a magic carpet that flies or a see-through submarine?
8. Would you rather live in a castle in the sky or under the sea?
9. Would you rather be friends with a fairy or a unicorn?
10. Would you rather visit the moon or the sun?

For 7-10 year-olds:

1. Would you rather have the power to become invisible or the power to change shape?
2. Would you rather discover a hidden treasure chest or a new planet?
3. Would you rather be the fastest runner in the world or be able to teleport?
4. Would you rather be a famous author or a famous explorer?
5. Would you rather live in a world made of candy or a world made of legos?
6. Would you rather have a treehouse that can travel in time or a tent that can teleport?
7. Would you rather be an astronaut on a space mission or a deep-sea diver discovering new sea creatures?
8. Would you rather spend a day in the life of a king or queen, or a superhero?
9. Would you rather live a hundred years in the future or a hundred years in the past?
10. Would you rather have a magic wand to make your dreams come true or a time machine?

For 11-13 year-olds:

1. Would you rather discover an ancient civilization or invent a futuristic city?
2. Would you rather have the power to control weather or reverse pollution?
3. Would you rather be the author of a world-famous book series or the director of a blockbuster movie?
4. Would you rather create a piece of art that becomes famous or discover a new animal species?
5. Would you rather have the chance to live on Mars or the opportunity to explore the ocean’s deepest part?
6. Would you rather spend a day as the president or a day as the world’s greatest scientist?
7. Would you rather meet an intelligent alien life form or invent a robot that could do all your chores?
8. Would you rather have the power to end world hunger or the power to stop all wars?
9. Would you rather be able to change one thing in the past or be able to see your future?
10. Would you rather live without technology or in a world entirely run by AI?

For 14-17 year olds:

1. Would you rather have a career in a field you love but doesn’t pay well, or a job you dislike with a high salary?
2. Would you rather be able to see into your own future or have the power to see into someone else’s future?
3. Would you rather be a world-renowned artist but live 100 years ago, or an unknown artist living today with all the technology?
4. Would you rather invent a technology that helps clean our environment or a technology that advances space travel?
5. Would you rather have your dream job but always be tired, or a job you don’t like but always feel energized?
6. Would you rather live in a utopian virtual reality, or work hard to create a better real world?
7. Would you rather have your thoughts broadcasted so that everyone will always know what you are thinking while you are thinking it or never be allowed to wear clothes but be able to read others’ minds?
8. Would you rather be able to stop time or travel in time?
9. Would you rather have all your dreams come true but have a 10% chance of instant, painless death, or be completely average with a full guarantee of living till 100 years?
10. Would you rather have unlimited resources to start your own business or land your absolute dream job right now?

These questions should spark fascinating conversations and give you a deeper insight into your grandchild’s dreams, aspirations, and the kind of person they wish to become. Enjoy this precious bonding time. 🙂