This legendary country singer has plenty of depressing songs. * "He Stopped Loving Her Today" is one of the saddest songs in country music, which is really saying something. * "Choices" is sung from the perspective of a man who has ruined his life through alcohol addiction, and begins to realize this his predicament is his own doing. Simply put, it is a heartrending tearjerker of a song about how we all must live with the consequences of the decisions we make in life, a sentiment that seems especially credible coming from a reformed hellraiser like George. * The narrator of "If Drinkin' Don't Kill Me (Her Memory Will)" is on the verge of drinking himself to death after realizing that he will never overcome the pain associated with his ex's memory. * The narrator of "The Grand