Fun/Easy Questions To Help Start Conversation Around Your Thanksgiving Table


Fun/Easy Questions To Help Start Conversation Around Your Thanksgiving Table

Holidays are some of the happiest times of the year...and they can also be some of the more stressful times as well.

Have you ever found yourself around the table with friends and family, unsure of what to talk about?

Earlier this week, the members of my Toastmasters club decided to tackle this conversational conundrum by practicing some of these questions we found online… Hopefully they can provide a similar benefit for you this year!



For Parents to Ask Kids (Of All Ages)

  • Who is the funniest person at the table and why?

  • Pretend you just won $5 million. What's the first thing you would buy?

  • What do you think is the hardest thing about being a parent?

  • What are you most thankful for this year? (You knew it was coming.)

For Kids to Ask Parents

  • If you could have named yourself, what name would you have picked?

  • What do you think is the hardest thing about being a kid?

  • What about me is the most (and least) like you?

  • If you could eat only one food on this table for an entire year, which one would it be?

For Friends to Ask Friends

  • Which person here do you wish you knew better?

  • Which person at this table would make the best news anchor?

  • If you had a uniform that you had to wear every day, what would it be?

  • Your most creative leftover-turkey idea: Go!

For Kids to Ask Grandparents

  • How did you celebrate Thanksgiving when you were my age?

  • What was your favorite thing about where you grew up?

  • What about my mom/dad drove you crazy when she/he was a kid?

  • If you could live in any decade of your life again, which would it be?

For Partners to ask Each Other

  • What did you really think of me on your first date?

  • What phrase would you like me to never again utter?

  • If I were a pair of shoes, what kind would I be?

  • What is the best holiday we’ve ever spent with each other?



  • What are your vacation plans for the holidays?

  • What’s on your bucket list in 2017? Why do you want to go there?

  • Have you done any short weekend getaways recently? I’d love some recommendations.

  • Do you prefer a summer or winter vacation?

  • What’s the most amazing hotel you’ve stayed at?

  • What’s the best travel experience you’ve ever had?

  • What’s the most beautiful beach you’ve ever visited in the world?



  • Ask the longest-married couple at the table to tell the story of their wedding day.

  • Tell a fun and hysterical story about the person to your right.

  • Ask the parents at the table to describe what happened on the days their children were born.

  • What’s the best surprise that you’ve ever received?



  • What’s your favorite part of the Thanksgiving meal?

  • What was your most memorable meal of the year?

  • What’s the best restaurant you’ve ever dined at?

  • What’s the strangest thing you’ve ever eaten?

  • What is your favorite kind of cheese?

  • What’s your signature dish?



  • If you could have any job in the world, what would you do?

  • Ask older family members to describe their first jobs.

  • Did someone at the table experience a career milestone this year, such as starting a new job, graduating, or receiving a promotion? Ask them to share how it’s going.


  • I’m really into [new fitness class]. Have you done it before?

  • Have you ever tried eliminating alcohol from your diet for Feb Fast? Would you do it?

  • Have you read The Life-Changing Magic of Tidying Up? Did it help you organize your home?

Pop Culture-related

  • Black Friday: yea or nay?

  • The finale of Stranger Things (or a cult show you watch). Discuss.

  • What are you most excited about today?

  • Where were you when [insert topical event] happened?

  • How did you celebrate last Thanksgiving?

  • What holiday movie are you looking forward to seeing?

  • What are you most thankful for?

Your Thanksgiving Challenge - use some of these questions to break out of the normal holiday routine!


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Happy Day of Thanks to one and all!


Ryan MayerComment