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10 Questions to Ask Your Valentine


There’s definitely a spectrum of opinions when it comes to celebrating Valentine’s Day.

I feel like people are two types of people when it comes to Valentine’s Day. Either they are live for the day and buy gifts for their spouse, plan a nice dinner date, and look forward to the flowers and chocolates. Or, they hate anything and everything about the holiday and say things like, “Valentine’s Day is just another way for companies to make money. No thanks.”

Honestly, it doesn’t even matter which side of the spectrum you’re on. What does matter is that you’re expressing your love for your spouse a little bit each day… 365 days a year!

Look at Valentine’s Day as another opportunity to make sure your marriage and spouse are a priority.

Make sure that you’re putting in effort, loving and connecting on a heart-to-heart level, and communicating your appreciation. Here are ten questions that you and your Valentine can take turns answering:

  • What book has had the greatest impact on your life?

  • What was one moment when you laughed harder than you’ve ever laughed before?

  • What are three qualities about me that you were first attracted to?

  • Would you rather have more money or more time and why?

  • What’s one thing you would like to do less of and why? How can you make that happen? Is there anything I can do to support you?

  • If you could talk to your teenage self, what would say?

  • When are the times you are most inspired, most motivated, most charged up?

  • On a scale from 1-10, what’s the highest level of pain you’ve ever been in? What happened?

  • Do you have a favorite adventure that we took together? What made it your favorite?

  • What was your favorite date that we ever had? What made it so special for you?

Remember to listen to each other, be present, and have fun together!

Get your Valentine the best gift ever!!!!

365 Connecting Questions for Couples

Written by Meygan Caston 

Meygan Caston is the co-founder of Marriage365 and lives in Orange County, California with her husband Casey and their two children. She loves the beach, dance parties, writing, spa days, and helping couples connect in their marriage. Her life-long dream is to walk the Camino, have lunch with Brené Brown, and get on The Price is Right.



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