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Spanning over a decade of friendship, this romantic comedy follows the evolving relationship of Jake and Lainey, two college friends who come in and out of each other's lives. The pair first meet (and hook up) in college, then bump into each other years later when both are suffering from problems in their romantic lives. Although they admit that they're still attracted to each other, they decide they should just stay friends. Even as their friendship grows closer, they can't help having complicated feelings about watching each other date other people, and eventually, they'll have to decide if the connection between them is worth taking a risk on.