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There are plenty of reasons why dating your best friend seems like a good idea, particularly if you re feeling burnt out on dating apps and sick of meeting strangers you don t end up clicking with. With your best friend, you already have some necessary building blocks for a romantic relationship: You get along swimmingly; you know how best to communicate with one another; you likely share similar values and interests; you know what infuriates them and how to cheer them up when they’re having a rough day. You also have insight into their past sexual and romantic history assuming you share that stuff with each other, because you re best friends.