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Everyone loves to laugh, and talking about the things that make you both fall into a fit—cheesy pickup lines, dad jokes, a particular You Tube flick—gets the conversation flowing... Lots of laughter on a first date is a great sign, Jones says.

This conversation starter can bring a light, playful, untethered feeling into your mix of questions, Jones says.

"It's also fascinating to hear anyone's answer," she adds.

If she'd watch every television series ever created, and you're an active guy who can't stand to be indoors, well, that shows you might not be super compatible.

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.

It's also the perfect way to gauge whether her level of passion is compatible with yours, Jones says. Each of these explanations reveals something about her character.

"This is a great query because a dream job merges meaning, passion, and lifestyle," Jones explains. If things get a bit awkward or serious, divert to a more carefree topic.

"If sports are big in your life, this will take you into a ton of subtopics," Sullivan says.

She'll get a little reminiscent with this conversation starter. And who knows, maybe you went to the same camp or vacation spot each summer.

"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.

Catching her off guard is a good thing so long as your intentions are innocent and playful.

Despite the quirkiness of this question, you'll find out what's most valuable to her and the significance of those items Light-hearted questions like this one can stir up memories from her childhood. It may seem silly, but if she hates dogs and your Husky is part of the family, or she's got two cats and you're allergic, things might not work out. You'll find out if she's been running with bulls or scaled a mountain.

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