Popsugar Entertainment Music Saddest Songs of 2016 20 Sad Songs That Had Us Crying Through 2016 December 31, 2016 by Ryan Roschke View On One Page Photo 2 of 20 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 2 "Broken Glass," Sia Why it's sad: I'd venture to say the heartbreak is laced right into the title of the song. It's hard to feel broken and damaged and like you're worthy of love, all at the same time. The saddest lyrics: "I'm not discarding you like broken glass" Previous Next Start Slideshow MusicBest Of 2016