68 ‘This or That’ Questions To Ask Your Grandkids: A Bonding Journey Through Time

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In my neverending quest to connect with my grandchildren in ways that will spark meaningful conversation, I recently found that sometimes the shorter the text message (or in person!), the better. I guess that’s a result of living in a world with such a short attention span.

But I haven’t yet invented a time machine, so the next best thing I came up with is a whole bunch of “This or That” questions. You can adapt them however you want and maybe they’ll just spark some conversation ideas for you.

If nothing else, it can be a lot of fun to see where it goes. Without further wait, here’s my list of 68, broken down by age and theme.

For the Little Ones

  1. Ice cream or Cake?
  2. Superheroes or Wizards?
  3. Dinosaurs or Dragons?
  4. Storytime or Playtime?
  5. Puzzles or Coloring books?
  6. Bikes or Scooters?
  7. Pirates or Knights?
  8. Cartoons or Fairy Tales?
  9. Singing or Dancing?
  10. Aquariums or Zoos?

For the Growing Minds

  1. Books or Movies?
  2. Space Exploration or Deep Sea Adventure?
  3. Art Class or Science Lab?
  4. Sports or Video Games?
  5. Magic Tricks or Science Experiments?
  6. Camping in the Backyard or Sleepover Inside?
  7. Roller Skates or Skateboards?
  8. Board Games or Card Games?
  9. Swimming Pool or Water Park?
  10. Treehouse or Fort?

For the Young Teens

  1. Pop Music or Rock Music?
  2. Movie Night at Home or Trip to the Cinema?
  3. Baking Cookies or Making Pizza?
  4. Bicycle Trip or Hiking Adventure?
  5. Amusement Park or Beach Day?
  6. DIY Crafts or Digital Art?
  7. Historical Fiction or Science Fiction?
  8. Team Sports or Individual Sports?
  9. Watching Stars or Watching Sunsets?
  10. Virtual Reality Games or Board Games?

For All Ages

  1. Breakfast for Dinner or Dinner for Breakfast?
  2. Snowy Winters or Sunny Summers?
  3. City Lights or Starry Nights?
  4. Time Travel to the Past or the Future?
  5. Learn a Language or Learn an Instrument?
  6. Homemade Gifts or Store-Bought Presents?
  7. Family Game Night or Movie Marathon?
  8. Stargazing or Cloud Watching?
  9. Reading a Book or Writing a Story?
  10. Planting a Garden or Painting a Landscape?

Nostalgic Yet Modern

  1. Vinyl Records or Streaming Music?
  2. Classic Cartoons or Modern Animation?
  3. Handwritten Letters or Emails?
  4. Drive-In Theaters or Home Streaming?
  5. Vintage Fashion or Latest Trends?
  6. Traditional Board Games or Online Gaming?
  7. Old-School Diners or Trendy Cafés?
  8. Classic Fairy Tales or New Fantasy Novels?
  9. Retro Video Games or Newest Releases?
  10. Family Photo Albums or Digital Slideshows?

Thoughtful and Reflective

  1. Quiet Evenings or Lively Gatherings?
  2. Deep Sea Mysteries or Outer Space Secrets?
  3. Historic Landmarks or Natural Wonders?
  4. Time Alone or Time with Friends?
  5. Handmade Crafts or Technological Gadgets?
  6. Exploring Nature or Navigating Cities?
  7. Learning History or Imagining the Future?
  8. Traditional Skills or New Hobbies?
  9. Reading About Heroes or Creating Your Own Stories?
  10. Guided Museum Tours or Self-Exploration?

Bonding Over Choices

  1. Cooking Together or Ordering In?
  2. Shared Hobbies or Trying Something New Together?
  3. Passing Down Family Recipes or Creating New Ones?
  4. Revisiting Old Memories or Making New Ones?
  5. Learning From Each Other or Discovering Together?
  6. Sharing Childhood Stories or Planning Future Dreams?
  7. Celebrating Traditions or Creating New Ones?
  8. Reminiscing About the Past or Dreaming About the Future?

Wrapping It Up with a Warm Hug

Dive into these conversations with an open heart, and let the laughter, stories, and insights fill your days with the unique glow that only grandparent-grandchild bonds can

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