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Tired of the same old small talk questions? These questions will definitely get an interesting conversation going.


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For some quick insights into how these questions might land, and how a girl might respond, watch our video interview above where we test out some of these questions. If you could identify with one fictional character from a book, show, or movie who would it be? Would you tell a stranger they have toilet paper hanging from their shoe? Or their dress tucked into their underwear? Or anything else that is embarrassing to be seen in public?

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If the relationship is new, you could start with some basics. You can pull these out during your next date or wait for a special moment.

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If you had to wear one outfit for the rest of your life, what would you wear accessories and all? If you could pick one book to read over again every year, what would it be? If she already does this, ask her why she chose that book.

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If you could de an ideal super villain, what would they be like? What would their powers be? If you could change anything about this country politically, what would it be?

If you could have all your meals prepared for you forever, would you do it? What would you ask the chef to make?

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Have you ever had a really good conversation with a stranger? What did you talk about? Home Chevron Right Love Chevron Right 40 important questions to ask a girl you're dating to get to know her better.

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Alaina Leary Updated Nov 13, am. FB Tweet ellipsis More. How did you tell your very first crush that you liked them?

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What was your least favorite subject in elementary school? If you could learn to play a new instrument, which would you choose? Who are the three fictional characters you think are most like you?

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Who taught you the most important skill you have? Do you have any daily habits you want to break?

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Are there any words that just get on your nerves? If you could go back to school to study something new, what would it be?

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Are you a city person or do you prefer more space and fewer people? Is there anyone in your life you want to have a better relationship with? What would be your strategy for surviving a zombie apocalypse?

20 flirty questions to ask a girl

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