The 2000s delivered some of country music's stone-cold saddest songs, ever. Want proof? Brad Paisley and Alison Krauss' "Whiskey Lullaby" — one of country music's defining heartbreak ballads, and a ...

Whether you prefer the sad songs of the 2000s or the 2010s is ultimately going to come down to a matter of taste. That was true for song styles, too. In the 2010s, the country genre revamped the ...

Alt-rock outfit Jimmy Eat World are no strangers to a solid breakup song. However, our favorite is definitely “Pain” from the 2004 album Futures. Lyrics like “I never thought I’d walk away from you / ...