I have 4 songs whose genre iTunes automatically labels as 'Country'
"I'll Stand By You" by Carrie Underwood - Underwood does a fantastic job covering The Pretenders' classic. Purchased after last year's "Idol Gives Back" special, obviously.
"Hurt" by Johnny Cash - Waited far too long (last May) to buy this one.
"What Hurts The Most" by Rascal Flatts - One of the best ballads of the decade.
"Way Down In The Hole" by Steve Earle - The other versions featured as the theme to "The Wire" -- even the original by Tom Waits -- aren't comparable.
I just realized three of these country songs are covers of non-country songs. At least Rascal Flatts keeps me from being shut out from a purist's standpoint.
iTunes labels Chris Isaak's "Heart Shaped World" as "Pop," by the way.