For years I found myself in the dating game, going on Hinge date after Hinge date, feeling like I was looking for love in all the wrong places. People approach the dating scene from all angles. There’s the casual dater, the semi-casual dater, the one looking for something serious, the other one looking for a rebound, and it goes on and on. 

Once I was past the initial post-college glow though, trying to understand what it was that I was really looking for took me a little bit of thinking. Once you get past the small talk and the surface-level stuff, you really want to understand the other person on a much deeper level. 

After plenty of time thinking about what actually mattered to me, I came up with a quick little list. Starting airy and playful, I get into some really thought provoking questions that help me genuinely understand the person across from me, their dreams, vulnerabilities, and values.

I realized that I wasn’t looking for love in all the wrong places, I was just asking all the wrong questions. 

Here are 19 questions to really get the conversation turned up and find if they’re compatible for you.
    1. What do you think about when you wake up/go to sleep?
    2. What makes you the most happy/brings you joy?
    3. What’s your biggest aspiration?
    4. What’s your biggest fear?
    5. What’s your favorite attribute about yourself (physical/non-physical)?
    6. What’s your biggest insecurity?
    7. What’s your favorite and least favorite habit you have?
    8. What do you stand for?
    9. What do you believe in?
    10. When are you at your most confident?
    11. What motivates and drives you?
    12. How do you view other people of differing backgrounds, socioeconomic classes, races, sexual orientations?
    13. What are you looking for?
    14. How do you treat others?
    15. How do you treat yourself?
    16. What are the three greatest values you live by?
    17. What is your definition of love?
    18. What are you looking for in a partner?
    19. What do you feel your purpose in life is?