Fun Questions to Ask Your Significant Other Over a Glass of Wine | Rhyme & Reason
Fun Questions to Ask Your Significant Other Over a Glass of Wine | Rhyme & Reason

Fun Questions to Ask Your Significant Other Over a Glass of Wine

Nantucket, Massachusetts
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In 2022, Edwin and I will celebrate 12 years of being together, 5 years of marriage, and the arrival of our second child. It some ways, it feels like Edwin has been by my side my entire life and, in other ways, it feels like we just started our life together because time has flown by so much and because life is so rich with Edwin in it. To celebrate the arrival of our second child coming this spring, we’re taking a few days of much-needed rest and relaxation together starting today for our babymoon (more on our trip here)! I can’t tell you how excited I am for the few days of undivided time together to just enjoy each other’s company, talk, listen, and laugh.

Undoubtedly, we will talk about Rowan a ton and what we imagine life to be like with another little one in our family but, with four almost full days together, we will have lots of time to chat about other topics too. So in that spirit, I thought I’d share a few fun questions to ask your significant other over a glass of wine (or a mocktail in my case right now). These are all fun or thought-provoking questions that will lead you to interesting conversations and also might even teach you something new about your partner. Try a few on for size over a glass of wine this weekend!

The below photos are from Nantucket last summer… dreaming about that marvelous trip! I’m wearing the dress I wore in my pregnancy announcement for baby #2. It looks a little bit different on each occasion but the smocked back has allowed me to wear it this pregnancy.

Fun Questions to Ask Your Significant Other Over a Glass of Wine | Rhyme & Reason
Fun Questions to Ask Your Significant Other Over a Glass of Wine | Rhyme & Reason

Fun Questions to Ask Your Significant Other Over a Glass of Wine

What do you remember about the day we met?

What do you hope people think about when they think of you?

What did you care about at 18 that you don’t care about anymore?

What do you value the most in a friend?

What is your earliest childhood memory?

What is one thing you’d want our children to know about our love or relationship?

If you got to repeat one trip from your past, what trip would you experience again?

Who in your life has been the kindest to you? Who has been the most supportive?

If your house was burning down, what 3 material things would you save?

What is something you’ve dreamed of doing but haven’t done?

What would be your perfect day?

What was your first concert?

What is your favorite memory from our wedding day?

If you could wake up tomorrow with a new skill or talent, what would you choose?

What is the most important thing you hope to teach our kids?

If you were famous, what would you like to be famous for?

What are you most grateful for?

What is the best book you’ve ever read?

If you could find out how you will die, would you?

What is the best gift you’ve ever received?

When was the last time you tried something new?

When have you regretted your behavior and wish you could act or react differently?

What is your most embarrassing moment?

If you could live in another place and time, what would it be?

What is your favorite holiday and why?

If you were rule master and made one rule everyone had to follow, what would your rule be?

What is something you’re looking forward to about growing old?

What makes you smile?

What are words you try to live by?

What is the most desirable personality trait you think another person can possess?

Which questions are your favorite? What do you think – do you think you’d learn something new about your significant other or learn something that would surprise you? There are a few questions above that I’m actually very curious as to what Edwin would say!

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