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The Man in Black by Johnny Cash

He Stopped Loving Her Today by Geroge Jones

Flowers on the Wall by the Statler Brothers

Lovesick Blues by Hank Williams

Crazy by Patsy Cline, written by Willie Nelson who gave us that party song Blue Eyes Crying in the Rain.

Fist City b Loretta Lynn

Jolene by Dolly Parton, as well as Coat of Many Colors, which drives a motherfucking stake through my cold, black heart every fucking time I hear it because goddamn, that baby was poor and those rat bastard kids fucking teased her! Teased like a big ol' blonde wig because she was poor!

Just about everything written by that tear-jerking son of a bitch Alan Jackson.

CHEERFUL?!?!?!?!?!?!? I'm cheerful enough to open a damn vein.

Of course, this is discounting the truly sad and depressng songs, like everything recorded by Toby Keith and Shania Twain.

Edited to add... So, after I posted this I went to change my panties, because the pair I was wearing were bunched beyond all recognition and usefulness, when something occured to me: the country song Carrie Underwood repeatedly performed on American Idol was Martina McBride's Independence Day, a song about a drunk who beats the shit out of his wife, who in turn goes all Farrah Fawcett/Burning Bed on his ass and burns the motherfucking house down! The song's from the perspective of the delightful couple's daughter, who winds up in the county home because Daddy's dead and Mama's a firebug, probably living out her days in Leavenworth Penitentiary, just like my grandma's first husband, who was also a firebug. He didn't torch the family home with anyone in it; he just burned his pickle factory in LaMonte, Missouri, for the insurance money. Which still isn't exactly cheerful, but at least the kids didn't get carted off. Now that would be a cheerful country song.