We live in an era where we’re increasingly comfortable and candid with our sadness—in music, in movies, in how we communicate on social media. If anything, facing our feelings is the first step to processing them, to moving through and beyond. Focusing on the current moment with a few classics mixed in, this playlist captures the melancholy, stripped-down side of pop—the ballads that take our confusion and heartbreak and somehow make sense of it all. We regularly update these tunes, so if you hear something that hits you in the heart, add it to your library.