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This question rocks whether you're new to a city or you've lived there for years."You get to talk about local places she likes, see what you have in common, bond over the people, culture, and why you moved to the area in the first place," Jones says.Good: You can see if she has a tight bond with her parents or siblings. "The five people we're around the most, shape us the most; her relationship to any one of her closest friends and family members tell you a lot about her," Jones says Waiting to be seated at your table or for your waiter to arrive?Break the ice with a simple, straight-forward question like this. All these alternatives offer "insight into her lifestyle, taste, and knowledge about other cultures." Sullivan says.
"It's fun to see what you might have had in common as kids," Jones says You'll learn about the people closest to her in life.
Ask what sports she's interested in, what teams she roots for, and if she played sports in college.
Depending on her answer, you can see whether you're up for some healthy competition or standing behind the same teams. You'll also find out how much time she spends on the couch.
Meet the experts: Sarah Jones is a relationship expert, and founder and CEO of coaching website Introverted Alpha, and Sameera Sullivan is the CEO of Lasting Connections, an elite matchmaking service. "This is a great ice-breaker because it's a little mischievous and flirtatious," Jones says.
"It's a sign you'd like to know her beyond surface level, while still giving her the freedom to reveal what she wants to share—and doesn't." This question lets you get a sense of what she feels strongly about and whether she's spirited and heartfelt.
Better yet: "Many second date ideas can be born from this question." If you want the conversation to become a bit reflective, thoughtful, and meaningful, this is a great fall-back.