Topic Questions Travel If we could go on a vacation anywhere, where would you want to go? What kind of trips did you take while growing up? What would your ideal vacation be? Where do you wish you could live? Trying New Things Would you ever go skydiving? What would you want us to do together that we’ve never done before? What kind of food do you really want to try? Would you try space travel if you had the chance? Opening Up Tell me the weirdest thing about you, and I’ll tell you the weirdest thing about me. What’s the worst or craziest thing you ever did when you were a kid? Can you tell me what your previous relationships were like? What’s your greatest fear? Dreams and Goals What’s your dream job? What’s holding you back from doing it? Where do you see yourself in 10 years? What’s one thing you’ve always wanted in your life? What do you think your biggest accomplishment is so far?