There’s a time and a place for small-talk, as fake as it can feel. Curious as I’m sure you are, you probably don’t want to ask someone about their deepest sexual desires shortly after meeting them for a first date. But if you want to forge a meaningful connection with someone—be it a possible new friend or romantic partner—you should eventually get to know who they are beneath the surface. Some research has shown that people feel closer after disclosing deep personal stuff versus making small-talk.
Asking the right deep questions (and being willing to answer them when they come back your way) can help you build a strong bond with someone. So, what makes a good deep question? We’d recommend phrasing your query in an open-ended way that encourages the person to elaborate; in other words, don’t ask something they can answer with a simple “yes” or “no.”
It’s the difference between:
“Do you like your job?” (Not open-ended.)
And:
“What do you like about your job?” (Open-ended.)
Here are 100 deep questions to help you learn about another person’s likes, dislikes, hopes, fears, goals, and more.
Deep Questions About Past Experiences
Deep Questions About Romantic Relationships
Deep Questions About Sex
Deep Questions About Identity
Deep Questions About Family
Deep Questions About Career
Deep Questions About the Future
Deep Questions About Death and Aging
Deep Questions About Likes, Dislikes, and Favorite Things
Deep Questions About Space and Time
Deep Questions About Fears and Phobias
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