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This article has over 613,731 views, and 17 testimonials from our readers, earning it our reader-approved status. These days, it is a lot easier to become a celebrity."Ask your date about their family." April Masini, New York based relationship expert and author, tells Bustle."It allows them to open the door to tell you about who they are based on upbringing."If you’re going to a movie make sure you have an equal amount of time outside of the theatre, whether it’s over dinner, coffee or a long walk home together, so you can figure out if you have a connection," Masini says.Asking questions that start with "how" or "what" can get conversations flowing.