Building a Stronger Connection with 67 Questions

In this article, I won’t be discussing entrepreneurial tips. Instead I explore a more personal topic – marriage re-connection.

Why? In the fast-paced world of entrepreneurship, we often focus on chasing dreams and work. It’s crucial to remember that our most vital journey is the one we share with our loved ones, especially our partners and as parents.

My wife and I have been on this journey together for over 25 years. I consider myself very fortunate to have married a formidable, entrepreneurial, wonderful woman who dotes on our children, runs her own honey business and often is perceived as the rudder of our household. Don’t worry, I put in my share, financially, passionately and ensuring the household runs smoothly. We enjoy spending time together, playing video games, and gardening, but often, we forget to simply have a conversation. Whilst we have experienced many ups and downs, I recently realised that there’s much more to discover about each other.

Garden Tools

When I came across a 110-question survey for couples, I saw an opportunity to improve our communication and, in turn, our relationship. It’s important to keep things fresh and maintain happiness in our companionship as our needs and desires change.

So, I’m now determined to ask these thought-provoking questions to understand each other’s visions for the future.

I’ve customized the list to exclude questions that don’t belong here, ensuring a respectful and meaningful discussion. Let’s get started:

  • How does your life compare to how you imagined it growing up?
  • What was your favorite food growing up?
  • What’s your favorite meal now?
  • What was your dream job when you were a kid?
  • Were you “popular” in high school?
  • What was your favorite school subject growing up?
  • What’s your definition of romance?
  • Do you believe in soulmates?
  • If you believe in soulmates, do you think you’ve met yours?
  • Do you think it’s more important to be smart or to be kind?
  • Would you rather be loved, respected, or admired?
  • Would you want to create any traditions in our family going forward?
  • What do you think is your best quality?
  • What qualities or character traits do you want to work on?
  • What’s one of my best qualities?
  • Who is more trusting, you or me?
  • Who is more inclined to be jealous, you or me?
  • What’s the first thing you noticed about me?
  • What’s the first thing you found attractive about me?
  • Is there a personality trait that always ticks you off?
  • How do you express anger?
  • How do you hide anger when you don’t want it to show?
  • How do you talk yourself down from anger or frustration?
  • Who is more of a risk-taker, you or me?
  • Do you have a bucket list?
  • If you had a bucket list, what would be on it?
  • What’s your dream vacation?
  • Where would be your ideal location around the world to live?
  • What’s something you’d like to try doing but haven’t worked up the nerve to yet?
  • Would you rather be an amazing singer or an incredible dancer?
  • What activity makes you feel the most joyful when you’re doing it?
  • What would you do with your life if you suddenly became a millionaire?
  • Do you think there’s such a thing as luck, or do we create our own outcomes?
  • Who is more generous, you or me?
  • Do you remember your dreams when you wake up?
  • If so, do you ever dream about me?
  • What’s your favorite thing about our relationship?
  • What’s something you’d like for us to try?
  • When did you first want to kiss me?
  • What’s something you wish we did together more often?
  • What historical era would you most, and least, want to go to?
  • Who was your first celebrity crush?
  • Who’s your “hall pass” celebrity crush today?
  • Which of us has a better sense of direction?
  • Do you think of yourself as an optimist or a pessimist?
  • Do you believe that everything happens for a reason?
  • Which song describes our love story best?
  • Is there a song that makes you think of me?
  • Which musical artist would you want me to commission a love song from?
  • What animal would you choose to be in another life?
  • What animal do you think I’d be?
  • Do you believe in ghosts?
  • Do you believe in reincarnation?
  • Do you think people really have psychic abilities?
  • If you had the option to live forever, would you choose to?
  • Do you like to be surprised?
  • Do you believe in astrological compatibility?
  • How many times have you been in love?
  • Is there a personal goal you’d like to achieve in the next five years or so?
  • Do you consider yourself good with money?
  • Do you think there’s such a thing as a “harmless” lie?
  • What’s the best trip you’ve ever taken?
  • What’s the worst trip you’ve ever taken?
  • Is there a place you love that you’d like to show me one day?
  • Would you rather live in only hot weather forever or only cold weather?
  • Do you have a personal flaw you’d fix, if you could?
  • Is there anything you’ve always wondered about me but have hesitated to ask?

These questions will be a valuable tool to deepen the connection and understanding of my wife – and maybe they will be for you also!

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I wholeheartedly encourage you to share these questions with your significant other. Adapt them to your needs and preferences. Taking this step is crucial. While it may lead to unexpected answers, remember that authentic connection thrives on discovering truths, whether they bring joy or challenge, offering a world of possibilities and potential outcomes.

It’s time to embrace the future of your relationship, armed with newfound insights and a stronger bond.

About those missing questions: Here’s a few other pages that do include them – betterhelp.com and theadventurechallenge.com – they are provocative and very candid!


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