20+ Experts Reveal Fun and Interesting Questions To Ask Him on a First Date

First Date Tips

“I define connection as the energy that exists between people when they feel seen, heard, and valued; when they can give and receive without judgment; and when they derive sustenance and strength from the relationship.”

~ Brené Brown

Purpose, Passion and Vulnerability

1. What’s your primary dating purpose?

In other words, why are you dating? This question is actually best asked before the first date, to save time, resources, energy, and emotional angst. Make it clear what your goal is — Are you looking to broaden your social circle? Is a casual, romantic encounter what you’re comfortable with, and all you can really handle at the moment? Are you on-go for marriage, kids, diapers and baby wipes? Spend your time and your energy wisely, by clarifying these questions for yourself and for each of the people you’re considering meeting.

2. What makes you happy, brings you joy, makes you smile?

What are you most passionate about? What makes you tick? The trick is to ask these questions without attachment to the response. You’ll be drawn in, interested, engaged and enthused or … you won’t. Either way, it’s good to know if you’re in natural alignment with this person’s interests, joys and passions…or not. If not, make a friend, be warm, kind, and pleasant, look for ways to bring a smile to this person’s face, and know that your journey toward partnership is still in process.

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